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The Avon Lady: “Ding Dong, Avon Calling”

Author: 

  • Donna T

Audience Rating: 

  • General Audience (pg)

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Themes: 

  • Identity Crisis

TG Elements: 

  • Panties / Girdles

Other Keywords: 

  • Caught WITHOUT consequences
  • Acceptance
  • cross-dressing
  • teen age boy’s femininity
  • free make-up

Permission: 

  • Posted by author(s)

The Avon Lady: “Ding Dong, Avon Calling”

A teen boy struggles with a feminine side that he is trying to understand is befriended by a sympathetic Avon Lady that may have had the same struggles when she was younger. Marci wants David to have an easier time getting answers to embarrassing questions; answers about gender identity issues, answers that could make his life easier.

Prologue

The 1960s were so different from current times. Bakery trucks cruise neighborhoods for the convenience of customers; door-to-door sales people plied their wares. And then there were Avon Ladies that brought makeup and more to your front door. There were always catalogs. A boy could only learn so much from catalogs even the famous 600 page Sears & Roebuck catalog. There was no internet or cell phones in 1966.

Questions and research involved libraries and librarians. There was no safe place for a youngster to get non-judgmental answers to delicate or potentially embarrassing questions; to find out if there were other boys that had desires like you. Where could you go to find out how to tuck and hide a penis in order to look more femme? How do you make fake breasts from birdseed and old nylons? What is my dress size? How do you convert shoe sizes? Is it OK to be me? Am I crazy? There were important questions that never got asked. Where, in 1966, could a person anonymously go for information about very personal subjects? That’s not an issue now. Just don’t forget that there was no internet or cell phones in 1966.

June 1966

It was my summer school break between 10th and 11th grade. I had painted my toe nails a bright red the moment Mom had left for work. After they dried I dressed in a powder blue blouse with a Peter Pan collar, blue French cut panties, Sapphire Blue nylon tap pants, a matching camisole, and tan lace top thigh high stockings as I usually did during the work week. The tap pants, camisole and thigh highs were mine; the other items were my mom’s.

My shoulder length shaggy blonde hair could be quickly coiffed into a cute feminine style. In fact I had been back-combing and teasing my hair to create feminine styles since last summer; Aqua Net hairspray kept it looking pretty. Mom never got home before 6 PM which gave me lots of time to experiment with cosmetics, lingerie, and hair and still have time to shower and revert back to looking like a boy.

I had applied my favorite red lipstick and was admiring my girly image in mom’s vanity mirror. I was trying to decide which of my mother’s skirts or dresses I’d wear today. Black 3 inch high heels were waiting for me nearby. I was giddy with anticipation. And then the doorbell rang. It was 11 AM.

I cautiously peered through the curtained bedroom window and saw an attractive young woman standing at the front door. She had shoulder length brown hair with a pretty flower hair clip, gold hoop earrings and was wearing a very cute blue sundress with a matching long sleeve jacket that made for a professional image. I noticed she was wearing open toed sling back heels.

The woman was holding a sample case and several booklets. “Oh, crap!” I thought. A door to door saleslady was interfering with my fun. I would make short work of her interference by taking her brochures and sending her on her way.

Startled but not unprepared I quickly pulled my denim skinny jeans over my nylon clad legs just as I had planned to do months ago for an emergency like this. I mentally congratulated myself for being so well prepared and clever. I buttoned my blouse to hide my camisole, wiped my lips with a facial tissue and headed for the front door.

Opening the front door a little bit I asked, “How can I help you?”

“My name is Marci and I’m your Avon Lady. I sell very reasonably priced cosmetics, jewelry and bath products in the privacy of your home. I deliver the products direct to your door. I wanted to introduce myself and leave you free samples and a catalog that you can order from.” She made a point of making eye contact and emphasized, “No one would know that you had ordered makeup and lipstick.” I nodded as I grasped her intent. “No one would know.” I repeated.

Free cosmetic samples? Marci had my attention. I opened the front door wider. We were separated by a screen door. I saw that she had a medium sized white paper bag that held samples. The bag had ‘Avon’ emblazoned on it.

Marci was indicating that she wanted to hand me her bag of goodies to me. I opened the screen door and before I could take her bag she stepped into the house. She scrutinized me from head to toe, handed me the bag and asked, “What’s your name, Precious?” She smiled at me and my obvious eagerness to receive free cosmetics. I automatically replied, “My name is David.” I immediately recognized my mistake; I felt the blood drain from my face and my knees felt weak. I was not as clever as I had thought.

“Perhaps we should sit down. You appear to need a rest” Marci tactfully said. We sat on the nearby living room sofa. Taking the sample bag from my hand she said, “Your hands are shaking. Take a few deep breaths, sit back, relax and let me show you how Avon can help you look prettier than you already are Sweetie. You’ll be fine.”

My mind was swirling with the consequences of having been discovered looking so girly. It was my worst nightmare.

I did as instructed. I closed my eyes, leaned back and tried to compose myself. As I sat with my eyes closed Marci continued. “David, your hair looks very nice. Did anyone help you?”

“I did it all by myself” I quietly replied.

“Your choice of hairstyle is very impressive; how long have you been feminizing your hair?”

“I started last summer. I read teen beauty magazines and use a lot of hairspray.”

“Your hair is long enough and if your mother has hot rollers you should give them a try. You’ll be amazed on what a nice tight roll of curlers can do for a girl… or boy. With your experience you’d do a fine job. It’s quick and washes away in the shower.”

I exhaled and opened my eyes. Marci was giving me suggestions on how to look feminine. I was beginning to feel a lot better. Marci placed her hand on my knee and gave it a friendly rub. She smiled and said, “I feel nylon stockings under your pants. Nylons make your pants slide around differently than if your legs were bare.”

I managed a weak smile and said, “Yes. I’m wearing thigh high stay ups. I like the way they make me feel when my legs rub together.”

Marci chuckled softly and pointed at my toes. “Sweetie, I saw your nylons the moment I stepped through the door. I also say your red toenails through the toes of your stockings. You really should be more careful. I doubt that your mom would approve.”

I shook my head in disbelief. “I should have put shoes or socks on before I came to the door. What a dope I am!”

“Socks would not have hidden your obvious lipstick stains or your girly hair.” I involuntarily touched my teased and hair sprayed hair. I had totally forgotten about it. I dropped my hands in defeat. I had messed up twice.

Reaching into my sample bag Marci showed me a small bottle labeled ‘Makeup Remover’. “You need to use a good remover like this.” She removed the top, took a sniff and put a small amount on a facial tissue before passing it to me to smell. “That smells very nice,” I said.

Marci said “Tighten your lips as if you were about to apply your lipstick.” Leaning forward she tenderly applied the remover to my stained lips and gently rubbed them. Leaning back Marci showed me the red residue I had failed to wipe off before I opened the front door. I perked up and began to take an interest in what Marci was saying.

As Marci unzipped her sample kit she asked, “So, David, what grade are you in?” She withdrew several items as she spoke.

“I’ll be entering eleventh grade Miss. I’ll be 16 soon” I bragged.

“Please, call me Marci, OK?” I nodded an OK.

Marci passed me an oval hand mirror and a tissue. “This purse mirror is a special gift for special customers. When you wear lipstick and stockings do you feel special Precious?” I whispered “Yes, I feel special.” Marci never reacted to my confession and continued her instructions. “Put a small amount of remover on the tissue like I did and finish removing your lipstick.” I did as I was instructed. The remover worked very well.

Marci:”Since we girls are talking about lipstick let me give you a few tips. You are a fair skinned blonde with hazel eyes. Certain colors look good with your complexion and some colors don’t; pinkish red or coral lipstick would look best on you. The color you were wearing when I came in is not your best option. We can do better.”

“What about shades of Peach,” I blurted out. I felt I had to ask.

Smiling prettily Marci said, “Yes, Sweetie, Peach would work too. That’s why I’m leaving you a sample kit… so you can see what colors work for you. Fifteen little sample tubes of fifteen different shades. I’m sure you’ll find the colors that look best on you. If nothing else I know you will enjoy trying them all.” I nodded and said, “Thank you.” Fifteen shades of lipstick coming my way! Free.

“In fact I want you to pick one of the lip colors right now and use your new purse mirror to put it on while I watch. Choose a color you’ll wear for the rest of the day. OK, Sweetie?” Marci asked.

I quickly selected Rose Mist. “Can I go to my vanity to put it on?” I asked. “No. Be a girl and use your mirror. You need the practice.” I did as instructed and with little effort my lips were pretty again. Marci gave me two thumbs up. I puckered my lips at her and smiled. “Thank you Marci” I said. I was feeling very good about my day and about Marci. I took off my blouse and laid it on the back of the sofa. I wanted Marci to see my camisole.

“That’s a cute cami Sweetie. The color looks good on you. I can make you even cuter if you want. Would you mind if I added a bit of blush to your cheeks?”

“That would be very nice.” My heart was racing.

Marci began, “I’m going to use a liquid blush because it hydrates your skin. You use your finger tips to apply it, be sure to blend it in. You should try my liquid makeup sometime. They work well together.” Marci quickly gave my cheeks much needed color. It made a distinct difference when I checked my face with my new mirror. The scent was pleasant.

“You’re looking a bit more girly, eh? Do you like it? Are you feeling special, Precious?”

“I love it!” I exclaimed. “I hope I can look as pretty as you.” I felt a lump in my crotch beginning to make itself known. Marci calls it a ‘boy-bump’. I was feeling very alert.

“I need to get to my next customer but before I go there’s a few more cosmetics that a young girl like you need to experience.”

Reaching into her sample case Marci retrieved a tube of mascara. Holding it up like a candle Marci said, “This is a girl’s best friend. Pay attention. I’m going to do one of your eyes and then you will apply it to your other eye. The object is to make your eyes stand out and look pretty in a girly way. The mascara is applied with a wand… a round brush that coats and separates your lashes. If you want bolder lashes you apply another coat. Eyelash clumps and crotch bumps are bad.” We both knew what she was referring to.

Marcia gentle grabbed my chin and pulled me closer. Her subtle perfume made me smile. She carefully stroked all my lashes, the upper and the lower, and asked me to close my eyes. She gently blew on my lashes to make the mascara dry more quickly. She loaded up the applicator wand again, had me open my eyes and applied a second coat. I automatically closed my eyes as my lashes were blown dry. The results were deliciously feminine!

Without saying anything Marci passed me the mascara. I did what needed to be dome. Marci gently blew on my lashes. I squirmed and I smiled. Marci smiled too.

“There’s one more step to using mascara; you must curl your lashes. Look straight ahead and don’t blink.” Marci used an eyelash curler and crimped my right lashes; they looked more upswept and pretty. I heard Marci softly counting. When she was done and without being told I took the curler from her hand and used it on my left lashes. “Keep crimping but count to five before you release; it makes them curl better. Never be in a hurry.” After doing as Marci said I used the curler on my original eye and counted to five. I handed the curler back to Marci. “Good girl!” she praised. “Someday we need to let you experience false eyelashes. We need to add that to our list.”

Our list!

Marci popped open what looked like a makeup compact. There were 4 colors of eye shadow and a small sponge applicator. “Close your eyes Sweetie” Marci instructed. As soon as I had closed them she quickly applied a subtle, but noticeable, smoky grey eye shadow to my lids. She blew any dust residue off my lids. “You can open your eyes. You would benefit from eyeliner but we’ll save that thrill for another day.”

I was happy.

“I’m going to use an eyebrow pencil to define your eyebrows and give them a nice feminine arch. No one will see ‘boy’ when they look at you. You’ll notice the difference. It easily comes off with my makeup remover but only if you remember to use it! You don’t want your mom reminding you to remove your eye makeup, do you?” I solemnly shook my head ‘no’.

Grabbing my chin to stabilize my head I closed my eyes and felt Marci take turns penciling and accenting my brows. It didn’t take long. I knew she was finished when the stroking stopped. Marci was still holding my chin but was doing nothing. I opened my eyes and found Marci staring at me. She had a wistful look on her face. “Is anything wrong?” I asked.

“No, Precious, there’s nothing wrong.” She continued holding my chin and I sensed that I was about to be kissed. I was hoping she would. There was something about her that infatuated me… it was like we were kindred spirits. I wanted to be kissed by her.

Marci leaned in, as if for a kiss, but stopped. Instead she placed the soft palm of her hand on my left cheek and gently stroked it with her thumb. The sensation was better than a kiss. Marci was looking at me in an almost motherly way. It was touching to see. I thought I saw tears forming. “You make such a beautiful girl” she whispered. She pulled me to her and hugged me. She pressed my head to her bosom and slowly rocked us. The soft cushion of her breasts felt nice. I closed my eyes and hugged her tightly. I felt safe and secure; I felt accepted. I definitely wasn’t sad but I began to softly cry. So did Marci; I could feel her lightly sobbing. She stroked my hair and held my head in a motherly way as we swayed and softly cried. At that moment I didn’t have a care in the world.

I can’t recall how long we held each other. I do know it wasn’t long enough. Marci stopped swaying, took a few deep breaths and slowly pulled away. Using a tissue she blotted away my tears and then her own. As we looked at each other she smiled, leaned forward and gave me a soft but prolonged kiss on my lips. I could taste her lipstick. I thought I would faint. Marci tried to break our kiss but I kept her from leaving. I pulled her closer and kissed her in the same way she had kissed me. It was a magical moment for me.

Marci gave my head a last rub and stood up. “Let’s go check you out at your vanity, shall we?” I stood up, grabbed her hand and we walked to my vanity. The visual impact for me was stunning; I looked like a pretty woman; a dream had come true. I was so excited I felt like I was vibrating.

Using my thumbs and forefingers I grabbed the front of my camisole and tented it outward to simulate having breasts. Marci smiled and said, “Precious, don’t worry. There are ways to get the chest bumps you want. If I were you I’d be more concerned about the boy-bump I’ve seen in your crotch. It ruins your girly image. Always maintain the illusion of femininity. No bumps!”

While we held hands and stared at the vanity mirror Marci softly said, “I think I’ve done things for you today that would have taken you years for to experience or accept. Now I want you to do something for me, Sweetie. OK?”

“Marci, you’ll never know how grateful I am. I can clearly see my inner girl that I’ve been worried about for a long time. I like her. What can I do for you?”

“Take off your jeans.”

I hesitated for a very brief moment. I was glad she would see my tap pants and stockings. I found myself holding Marci’s hand, staring into a large mirror, wearing makeup, lingerie and a girl’s hairstyle. I saw a beautiful young girl holding hands with another pretty girl. It was a beautiful and thrilling thing to see. It gave me the boy-bump Marcia had mentioned.

“Baby doll, do you remember when I first arrived that I asked you what your name was?”

“Yes, I do. It seems like such a long time ago.”

“And what was your reply? What did you say your name was?”

“David.”

“Look into the mirror Sweetie. Do you see David there? Of course not! You need a new name… a femme name. Have you chosen a forever femme name for the pretty girl in the mirror? How would you like to be called?”

I hadn’t thought about having a femme name. “Give me a minute please, Marci.”

I dropped her hand and went to the vanity. I picked up my styling comb and teased a few errant strands of hair. As I was giving my hair a spray of AquaNet an idea came to me. I walked over to my mom’s closet and pulled out her black and white print short sleeved V-neck Twist Front A-Line mini-dress…a little twist at the bust enhanced the bust line. I stepped into it and pulled the sleeves over my shoulders. I made sure my tap pants didn’t bunch up. I broke into a coy smile. I sat at the vanity and put on the 3 inch pumps I had laid out this morning. They slipped easily onto my nylon covered feet.

I stood and walked back to where Marci was standing. “Please zip me up Marci” I demurely asked. I turned my back to her. She zipped me up and gave my pantied butt a friendly rub. I stepped in front of the mirror. Marci joined me. I felt a stirring in my crotch again. It was truly a good day.

“Aside from your boy-bump that mini-dress, nylons and heels shows off your pretty legs. You may need to start shaving them soon. Your thigh highs stockings are nice but for the ultimate feminine feel you need to experience the thrill a sexy garter belt and stockings will give you. The tug of the garters constantly reminds you that you’re wearing stockings.”

Marci lifted her blue sundress just enough so I could see her how her garters attached to her stockings. “Take a close look Sweetie. See how they work.” I was mesmerized at the sight. “Please, feel the snugness of the garter. Give it a gentle tug.” I looked into Marci’s eyes for additional approval. She nodded and extended her leg. Her garter belt was the same pale blue as my blouse.

It was a blissful moment when I felt the top of Marci’s stocking. I got down on my knees and closely inspected how the garter clip attached to the stocking. I took the clip between my thumb and finger. A pretty pink bow was at the end of each garter strap as decoration. I traced her garter strap upwards and gave it a gentle tug. I felt the snugness. I’m sure my eyes glazed over. “Wow” was all I could manage to say. I remained on my knees.

“Now you know about garter straps but there’s more. I don’t do this for just anybody but I want you to see how pretty the rest of my garter belt is.” Marci pulled her sundress much higher. I was treated to the exquisite beauty of her entire garter belt and her panties. The intricate lace design of her garter belt was amazing. I saw how the garter straps attached to her stockings and how they were positioned. It was a magnificent learning experience I would never forget.

I timidly reached out and felt the tautness of the strap in the front and the strap in back. My hand and my face were inches from the most beautiful pair of Fire Engine Red silk panties I had ever seen. Marci emanated a delightful musky heat. Directly in front of me, framed by a pretty garter belt, two garter straps (and hidden behind beautiful satin panties) was a small but obvious boy-bulge. I was desperate to touch what I was seeing. My boy-bulge responded with an involuntary throb.

Seeing that I was apparently speechless and frozen in place Marci broke my trance by saying, “The belt hooks in the back just like a bra.” She pulled her leg back, lowered her sundress and smoothed the front. The moment was over. I was breathless. I vowed to experience the pleasure of wearing a garter belt as soon as I could.

I got to my feet and stood there looking perplexed. I was trying to shake off the vision of Marci’s panty bulge. I composed myself and in an effort to show genuine interest I blurted out, “Marci, should your panties go on first or last?”

“Sweetie, panties always go over your garters to make it easier to sit down and pee without having to unfasten your stockings. You slip your panties down, you sit, you pee, you blot yourself, you stand up, you pull your panties up and you’re good to go. No fussing with your stockings. Some garter belts have 4 straps and some have 6. Just make sure that your straps hang straight.” Marci was like having a big sister.

“Maybe I’ll bring you one the next time I stop by if you’re a good girl.” Marci hugged me for a long moment. She kissed me on the cheek and stood back. “You are too young to look so damn beautiful. I wish I had looked as pretty when I was a young boy.”

A young boy? A next time!? To say that I was surprised is understated. I was thrilled that there would be a next time. I would process the ‘when I was a young boy’ comment at a later time.

“It looks like you have a lot of experience walking in heels.”

“I’ve been wearing heels for a couple years. It began when mom asked me to break in her new shoes. You can’t wear pumps without nylons so mom bought me knee highs. I told mom I preferred thigh highs and she bought me several pair with lace tops. In fact she also bought me two camisole and tap pants sets when she bought my thigh highs. They were all in the same Macy’s bag she handed me. It was a nice surprise. The only thing mom said was “They were on sale.” Mom got her heels broken in and I got stockings and camis. I wore her heels around the house and when I watched TV.

“You seem to have a very supportive mother but how does your dad react?”

“Mom liked the way the heels made me walk and so did I. So I wear nylons, camis, tap pants and heels every chance I get. Dad passed away when I was only two years old.”

“What else do you wear when you want to feel special, Precious?”

“In addition to what I’ve already told you I like to wear half slips around the house like a skirt. Sometimes I wear panties, petty pants and thigh highs at the same time under my boy clothes. It feels so nice and slippery. It makes me feel naughty in a good way. It’s like I know a secret that no one else knows.”

“I agree that it gives a delightful sensation but not as memorable as wearing a garter belt and stockings. You’d be surprised to know how many boys and men wear pretty lingerie under their boy cloths. Did your mom encourage your girly nature in other ways?”

“Mom is a freelance seamstress for herself and friends. When she wanted to see if a dress hung right I’d be her model. If she had hems to sew I was her model. Dresses and skirts were my specialty. I wore heels so the hem would be level. Mom would mark and pin what needed to be done and I’d take the item off until she sewed it. I always left the heels on. After mom had sewn the project I’d have to put the skirt or dress back on to make sure it was correct.”

“Is there anything else?”

“After mom was sure everything was OK I’d sometimes remain in the dress and heels until bedtime. Mom never mentioned it.”

“Do you dress up for Halloween?”

“I sure do! Since I was 9 years old I’ve been dressing girly every year. And each year I get prettier. Being a seamstress mom always helped out and I get to keep what she makes. She’s already planning for this year. We have it narrowed down to Wizard of Oz Dorothy or an Old West Dance Hall Girl. Thanks to you I think I can pull it off.”

“I’d like to see you dress and present like a pretty young woman going on a date with her boyfriend. That would show the true feminine beauty that you have. You are definitely more girly than I expected and more girly than I was at your age.” Marci looked startled at what she had just revealed. Before I could process what she had just said she quickly asked, “Have you come up with a femme name?”

“I like when you call me Precious or Sweetie but I want Stacy for my femme name” I said. I was smiling widely.

“Then Stacy it is!”

Still in my heels we walked back to the living room and Marci prepared to leave. I sat down, smoothing my dress under me. As she packed I made a point of using my new mirror to reapply my Rose Mist lipstick. I know she had noticed. She smiled, winked and blew me a kiss.

“Open the gift bag I gave you Stacy.” I did. Marci deposited a few more items in my bag. “I’m treating you to the mascara, mascara remover and some moisturizer. You’ll need to use mom’s lash curler until you get your own. Be sure to clean it after you use it, right? After I leave, be sure to store your cosmetics in a safe place in case it matters to your mom. I have a feeling that she won’t mind that you have cosmetics of your own.”

“I’m leaving your mom a different sample bag and a catalog of her own. If she orders products I’ll credit some of her free gifts to you. I know your colors.”

“I’ll be back every week during summer at the same day and time. We’ll discuss and practice eye shadows, eye liner, eyebrow shaping and anything else you may want to know or experience. Make sure that Pretty Stacy greets me looking as girly as possible. I want her wearing the proper shade of nail polish and lipstick. A different hairstyle would be nice. Show me what you can do.”

I nodded my head in the affirmative.

“If you can find your mother’s hot rollers I’d like to show you how to use them. You may want to ask her to demonstrate on you how they work. She might surprise you. If she doesn’t I will. See if you can find a suitable bra or I may have to take you on a quick shopping trip to a special store that loves to help boy’s like you look girly. I know they have many bras in your size. They also have nice garter belts.” My heart skipped a beat at the prospect. Marci continued “You also need a good panty girdle hide your boy-bulge I saw tenting out today. In fact you had better get two because you’ll need to wash it frequently. That lump will get you in trouble.”

I nodded my head in the affirmative.

“If you are bulging and tenting then you are also leaking. No one can help it. Leaking comes with the territory. If you don’t want to spoil your lingerie and dresses you need a moisture barrier from those accidents. You need to buy yourself ultra thin Lite Day panty liners. You peel and stick them into the front of your panties; anywhere where you have leakage. Give yourself the mental image of your mom finding your nasty stains on her cute mini you’re wearing. Panty liners are cheap insurance. Just be careful where you dispose of them. Don’t give mom the surprise of finding a panty shield or wrapper in your trash. You are not as clever of a girl as you think you are, right?” I nodded yes.

“You also need to start thinking about accessories like bracelets, necklaces, hair berets and clips, earrings, etc. I think a cute anklet would add to Stacy’s cuteness. David could secretly wear it when Stacy was not around; thigh highs, panties and an anklet under your jeans! It would be a bit risky but it would also be very exciting? Some boys and men find wearing such things erotic. It makes them feel special like you. What do you think?”

“It most definitely does.”

Marci had all of her things and was about to leave.

Still wearing mom’s mini dress I held the front door open for her. “May I have your phone number, Marci?” She stopped and set her things down. She picked up my hand and smiled. “No, Stacy. I don’t think that would be a good thing right now. Let’s see how the next few weeks go first, OK Sweetie?”

I nodded in agreement.

Marci removed the flower hair clip from her hair and fastened it in my hair. She lovingly moved a wayward strand of my hair behind my ear like an older sister, or mother, would do. She hugged me and gave me a sensuous goodbye kiss. “You did very well today Precious. You look so fine. If you were older I’d take you for a drive and get a bite to eat. Take care, baby doll. I’ll see you next week.” And with that she left. I watched her go to the neighbors across the street. I watched her ring their doorbell and I watched her go in. Mrs. Thomas was home. It was 1:00 PM.

I closed the door, picked up my mom’s Avon catalog and gift bag and placed them in the center of our dining table for mom to find. I hoped she’d order something. I knew I would.

Going back to the sofa I picked up my Avon catalog, sat down, kicked off my heels and crossed my legs in a lady like fashion. I nonchalantly began flipping through my catalog.

My mind was subconsciously processing all that had transpired today. ‘An Avon Lady had discovered me dressed as a girl and didn’t freak out. The Avon Lady gave me free cosmetics and beauty tips. I saw and touched the Avon Lady’s garter belt! The Avon Lady had hugged and kissed me. The Avon Lady had a boy-bump! And most importantly the Avon Lady would be back in seven days.’

I vowed that Stacy would look very pretty when the Avon Lady returned. Maybe I’d wear a sundress like Marci was wearing today or perhaps a cute jumper. I need to find a different hairstyle and I knew where mom kept her hot rollers; I had a week to practice! I wanted to look and feel special for Marci.

I smiled when I considered that Marci wasn’t just ‘the Avon Lady’ Marci was MY Avon lady! And, perhaps, maybe Marci would also be my big sister. She definitely was my first love. For being 14 years old I realized that I was a very lucky girl. I had much to learn.

AlineMini.jpg

A line mini skirt that I wore

aSample.jpg

Free lipstick samples

tap2_0.jpg

My petty pants

abbbb.jpg

My pink tap pants

Post script

I just posted The Avon Lady # 2 on August 24, 2020 twenty days after posting this story. I worked hard to keep it fairly PG rated. I can envision a darker Avon Lady #3 perhaps in the future. However we MUST first find a solution to a dilemma that Stacy got tangled in in Avon Lady #2. Can you help Stacy? -

Dee

“Avon ladies were the first conglomeration of American women to be financially independent with a respectable profession. They might not have had the right to vote, but they could bring cosmetics and household goods to the living room.”
“Flourishing in the house wares market, the California Perfume Company changed its name to Avon in 1939, after a product line named in honor of Shakespeare. As the decades progressed, Avon stopped offering the cookbooks and furniture polish, focusing solely on the cosmetics and jewelry.”

https://nostalgiacentral.com/pop-culture/fads/avon-ladies/

“Ding-Dong, Avon Calling” ad campaign ran from 1954 through 1967, making it one of the longest-running and most successful ad campaigns in history. Beauty is more than skin deep. Offering a free gift in exchange for a moment of the potential customer’s time was a brilliant idea. Avon Mini Bullet Lipsticks were often one the free give gifts. Avon also sold jewelry and unique shaped bottles of product.

Personal experience

For me the Avon Lady was a source of much joy. She made it easier for me to experiment with a variety of cosmetics; something I never would have been able to do as frequently as I did without her free samples.

Do any readers have an Avon comment or story to share? Please post them. I’m curious if any of us old girls read these stories. Thanks!

Regards,

Dee

The Avon Lady # 2

Author: 

  • Donna T

Audience Rating: 

  • Adult Oriented (r21/a)

Publication: 

  • 7,500 < Novelette < 17,500 words

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

TG Themes: 

  • Identity Crisis

TG Elements: 

  • Sissies

Other Keywords: 

  • Teen boy’s femininity
  • gender identity
  • sexual orientation
  • cross-dressing
  • first visit to an Adult Store
  • becoming a sissy

Permission: 

  • Posted by author(s)

David, a 15 year old boy, struggles with a feminine side that he is trying to understand. David was befriended by an empathetic Avon Lady that may have had the same gender identity struggles when she was young. Marci wants David to have an easier time resolving his inner turmoil with gender identity and perhaps sexual orientation. During his first visit with his Avon Lady David adopted a new awareness and Stacy came to be.

“When you wear lipstick and panties do you feel special Sweetie?” my Avon Lady asked. I whispered “Yes. I feel better than special; I feel like me.”

“The Avon Lady: Ding Dong, Avon Calling” (previously posted) explains how Stacy got to this point in her life.

Stacy: “I am 5 foot 8 inches tall, have a slender build, shoulder length shaggy blonde hair, hazel eyes and fair complexion. Last week Avon Lady Marci did my makeup, left me free samples and gave me suggestions on how to better use cosmetics to look more feminine than I already did.”

Previously

Last week my Avon Lady, Marci, discovered me dressed as a girl and didn’t freak out. In fact she applied makeup on me, showed me how to apply my own makeup, gave me free cosmetics, beauty tips and hope. Most importantly my Avon Lady would be back in seven days. I wanted to look and be special for Marci.

Mom got home about three hours after Marci had left. As always I had converted back to my male self prior to her arrival. The sound of our garage door opening signaled my mom’s return from work. It was 6:30 PM. I heard the garage entry door from the garage to the house close and I met mom in the kitchen. I gave her a kiss on her cheek and said, “Welcome home, mom.” She returned my kiss. “My, you smell nice” mom said. I was prepared for such a comment and said, “An Avon Lady stopped by and gave us free samples. I like the skin moisturizer.” Actually the scent was from makeup remover. My mascara was the hardest to remove.

When Mom was near the dining room table I pointed to the Avon bag on it and said, “She left you a catalog and samples. She’ll be back next week if you want to place an order”.

Mom picked up the catalog and looked at the cover. “Is her name Marcella?” she asked. “I think so” I replied. “It looks like she left us a catalog intended for a ‘Stacy’.” She showed my where ‘Stacy’ was written on the cover. Looking back at the booklet mom noted, “I can order earlier than next week; Marcella’s phone number is right here.” I made a mental note to get that phone number.

Reaching into her Avon sample bag mom brought out several trial size lipsticks, a small vile of perfume, a few emery boards and an Avon ball point pen. “Darn, I heard that Avon has a nice pocket book mirror that they give out. Several women at work have one. I guess they are special gifts.” Special indeed! I had one.

Mom took her samples and headed for her bedroom. “I’m going to shower, change into something more comfortable, lie down and relax a bit before diner.”

A week later: Waiting for Marci

It may sound weird but I spent the next few days, when mom was at work, preparing to see my Avon Lady. At Marci’s suggestion I experimented with mom’s hot roller set daily. I was able to easily try two different sets a day. I used small, medium and large curlers; I mixed them too. Loosely rolled and tightly rolled. Tightly rolled small curlers gave me lots of small curls. I decided medium rollers down the center of my head, combined with tightly rolled large rollers everywhere else gave me the look I preferred; fluffy curls. I still liked to tease my hair where needed. And there was always lots of hair spray.

As I practiced on my makeup and hair my mind would ponder things from Marci’s first visit. ‘Why is she so supportive of me becoming more feminine looking? Why had we kissed so passionately? Why did she have a boy-bump? I wanted to hear more about her comment of having been a young boy!’

The Appointed Day

An hour after mom had left for work I had showered and was fully dressed in her red floral sundress with a hemline that ended 8 inches above my knees. I was wearing MY own sheer to the waist ‘Nearly Nude’ pantyhose, MY full cut red panties and mom’s deliciously short white half slip. My toes, fingers and lips were a matching Peach Coral. While I waited for my hot rollers to complete their task I applied my eye shadow and mascara like Marci had taught me. I was anxious to tell her that I’d shaved my armpits for the very first time. I peered at my image in the mirror and then looked down at the growing lump of my erection; I giggled. It was surreal. I had the “hots” for the image in the mirror. That image was my alter ego, Pretty Stacy.

I had selected a sundress because that was what Marci had worn last week. It was also why I had selected red panties. I would wear the 3 flower hair barrette Marci had given me, a hummingbird necklace and pearl clip on ear rings. They added to my look. ‘Accessorize’ is what Marci suggested.

Ding Dong, Avon Calling!

I had been looking out our front window for about 15 minutes when Marci arrived. It was 10:55 AM. My Avon Lady was 5 minutes early.

I slipped on my 3 inch pumps and ran to the front door. I paused for a moment, took a calming deep breath and opened the door. Marci greeted me with, “I’m glad to see that the lady of the house is home.” I stepped back, curtseyed and demurely said, “It’s nice to see you again Miss Marci. You look very pretty today. Your skirt and blouse look perfect with your kitten heels.” I wanted Marci to know that I notice these sorts of things.

Marci stepped in with her sample kit and waited to see my response to seeing her again. I leaned closer, as if for a kiss, and paused. Marci took the initiative, stepped closer and kissed me on the lips. It was a friendly kiss but not the kiss from a girlfriend. It was less of a kiss then I had hoped for.

The inspection

Marci gave me the ‘do a 360 turn-around’ gesture. I did a slow turn while Marci checked me out. “Well Missy, you sure are looking extremely… girly. The earrings are a nice touch. Based on your pretty hair style it appears you found the hot rollers, right?”

“Yes I found them and I love them! I’ve been practicing every day” I gushed. Marci replied, “Very nice hair style; the flowered hair clip I gave you looks very pretty for a 15 year old boy.” I frowned at the ‘boy’ reference.

“If you like hot rollers you should try the new soft Velcro curlers; no bobby pins needed. When your hair is damp you roll it and let the curlers stay in until your hair is dry. Remove the curlers in the morning and enjoy soft and pretty curls. If you sleep in them the results are amazing.”

“I see your nail polish matches your lipstick. Your blush is good but not great; your face looks washed out.”

“Your sundress is cute and the ivory camisole works with it.”

“Your eyebrows aren’t right. You need to thin them a bit and you need to give yourself the feminine arch we spoke about. It doesn’t look like you used an eye brow pencil. We’ll deal with your brows in a little while.”

“It doesn’t look like you found a suitable bra like I asked did you? I guess we need to go shopping. I hope you can handle going out in public.”

My heart skipped a beat. “In public? In a dress and makeup?” I whined.

“Yes, and with those heels too. I hope your legs hold out.”

“Mom doesn’t have a bra that looked nice on me. Hers are old and frumpy looking. I tried on a couple and gave up. I’m doomed to be flat chested” I glumly replied.

“Think of this as a field trip.”

Business first

Taking on a mock business demeanor Marci asked, “It was very nice meeting you last week, miss. I’ve returned this week to take your order if you have one.”

Marci handed me a paper Avon sample bag. In addition to a nail polish and several emery boards there were also a half dozen panty shields and a set of tweezers.

“Thank you” I said as I placed my bag on our coffee table. I picked up the envelope that mom had left and handed it to Marci. “Mom liked a lot of the things in your catalog but she only ordered four things.” Marci removed two order slips and $25 in cash.

“I completed my own order slip and combined it with mom’s order. I ordered the Rose Mist lipstick that was in the samples you left me last week. Does this mean mom can get an Avon pocket mirror?”

Marci made a bit of a show of deep thinking before reaching into her sample case and bringing out the mirror in question. “Tell your mom I appreciate her business.” I was smiling ear to ear about mom’s gift.

Delving back into her sample case Marci retrieved a very nice 6 inch by 11 inch zippered makeup bag and handed it to me. It was a very feminine looking; pink and white striped with the word ‘Avon’ outlined with sparkles and a wrist strap. The word ‘Stacy’ and three cute flowers were embroidered in large Royal Blue cursive letters neatly in the bottom left corner on both sides. It was custom.

Marci place her hand on my arm and said, “This is for you referring me a new customer and it’s also because you’re special.”

“Wow! It has my name on it! That’s so cool!” I couldn’t contain myself. I leaned over and kissed her on the lips. I kissed her in the manner that I had wished for when she arrived.

Gently pushing me back into my seat Marci said, “You’re welcome. I embroidered the bag myself. It adds a nice touch. You wouldn’t want another boy to walk away with your makeup, would you?”

A boy taking MY makeup?! I looked at Marci and could tell she was joking. It was funny that a boy would want a makeup bag that belonged to another boy. I wondered ‘If I own a makeup bag what does that say about me?’ I knew exactly what it meant. We had a nice laugh over her joke.

More makeup, more instructions

Eye liner

“We’re only going to work on your upper eyelids today. Practice on your lower lids when you’re ready to try. Let’s go to your vanity mirror; it will make this easier for you. When you get more experienced I want to see you apply your makeup using the hand mirror I gave you last week.”

We went to the vanity and sat down side by side and facing the mirror. “Before we can consider doing your eyeliner I need to do something about your eyebrows. I’m going to do what you should have done before I arrived. I’ll be subtle. We have everything we need right here on the vanity. Pass me tweezers and an eyebrow pencil.” I did as I was told.

Marci used the tweezers on me until she was satisfied. “Always pluck from the underside of your brow; it makes your eyes look bigger and it helps in creating an arch. Brows start above the inner corner of your eye. ” It seemed that she plucked away for a very long time. When she finally stopped I turned to face the mirror. Marci stopped me.

“Hold on Missy, I’m not done with you yet.” Picking up the eyebrow pencil she began coloring in my brows. It felt as if she was working too high on my brows. Finally Marci stopped and set the pencil down.

“Now you can look.” I faced the mirror.

Combined with the other cosmetics and my hair style my image startled me. My brows were thinner and obviously femininely arched. Lipstick, eye shadow and mascara completed the image of a young female. Seeing my concerned reaction Marci gently rubbed my nylon cover knee and reassured me by saying, “Don’t fret Precious. What you see will disappear with makeup remover. You look beautiful.”

“What about all the eyebrow hairs you removed? I’ll never be able to go out in public!”

“If you don’t keep plucking the hairs as they grow back your brows will look obviously plucked by anyone that sees you. You may need to use an eyebrow pencil even when in boy mode. Keep good tweezers with you at all times. Nobody said looking pretty was easy.” Marci paused a moment and then continued, “You want to look pretty don’t you?” I nodded my head ‘yes’. “And you want to look feminine, right?” I replied, “Yes. I want to BE a girl” I said softly. My lower lip was quivering.

“Repeat to me what you just said.”

“I want to BE a girl!” I repeated decisively.

Marci gave me a comforting hug and replied, “And so did I when I was your age.”

“I shaved my legs and arm pits for the first time!”

“And so did I when I was your age.”

Giving me no time to dwell on my situation Marci announced, “Now that we’ve gotten that out of our way we need to finish what we started last week.” I smiled.

Looking into the mirror Marci said, “Your eye shadow looks very nice. I’m going to add a slightly darker color on the outside for accent.” Marci quickly completed her task. “Now that we’ve touched up your eye shadow, we can start to line your upper lash line with black liquid eyeliner. The fine tip of the brush is easier and safer to use than a sharp eye pencil.”

Marci produced a tube of eyeliner and turned to face me. I turned to face her. I opened my eyes wide and held very still.

“Shake the liner. Remove the brush. Place the brush tip at the base of your upper lash line.” As Marci was explaining she was also doing it. “Start in the middle and draw to the outside. Begin slowly but smoothly applying your eyeliner. Go back and back-fill anywhere you missed. You want a solid, even line on your lash line.” The eyeliner felt cool as it went on. When she was done Marci handed me the eye liner. I knew what was required.

Leaning closer to the vanity mirror I began applying eyeliner for the first time in my life. It was a ‘coming of age’ moment for me. I felt ‘girly’ as I was doing it. Marci watched closely. “Until you get more confident, and you will, use short strokes.” I finished and handed the eyeliner back.

Marci handed me the zippered makeup bag she had given me. Dropping the eyeliner into my new bag Marci said, “I want you to organize all your makeup essentials into this bag. Pretend you are going on a date for the weekend. Before we leave on our field trip put your cosmetics and everything you think you’d need, including your wallet and ID, into your bag and bring it to me when you think you’re ready to leave.”

“Field trip?” I asked.

“Yes, a field trip so you can gain much needed perspective to your cross-dressing and gender issues. Besides, last week I told you that if you did not find a suitable bra that we would go shopping.”

“Oh, yeah, I remember.”

Field trip and Makeup by Marcella – Every Saturday

After packing my makeup kit I brought it to Marci for inspection. She dumped the contents onto the sofa and began putting it all back in my bag. “Good job. I see that you’re taking your ID and $45 cash. Where is your lash curler?” I immediately corrected my oversight. Marci zipped my pink ‘Stacy’ bag closed. I was to carry it as if were a handbag.

“OK, Sweetie lets go.”

The stark reality of the moment stunned me. Stacy had never been outside the house before; Stacy had never been in public before! I panicked. “Walk to the car? Neighbors will see me! Mrs. Thomas always has coffee with mom on Saturdays.” I was apprehensive.

“Sweetie, this moment was bound to happen someday. Be a confident teen woman, grab your purse and make it happen.”

In an effort to calm me Marci handed me her fashionable oversized women’s sunglasses. “Maybe these will make you feel more secure” she said.

“Thank you. You’ll never know how much I appreciate these.”

“Well Precious, in all likelihood I’d guess a couple of your neighbors already wonder why a cute young girl lives in your house. Mrs. Thomas keeps a sharp eye on her neighborhood.”

I opened the front door and let Marci leave ahead of me. I pulled the door closed and checked to make sure the door was securely locked. Marci’s car was parked at the curb; a very far distance when you’re an insecure boy, dressed as a woman, going out in public for the first time, with Mrs. Thomas as a neighbor. I took a deep breath and followed Marci to her car. A neighbor two houses away was washing his car.

Field Trip

I eased myself into Marci’s car and slouched low in the seat to avoid curious neighbors from looking too closely. Marci handed me a white floppy beach hat from the back seat to help disguise me. I remained apprehensive and low in my seat.
Speaking to me Marci said, “You need to think of this excursion as being more than a shopping trip. This is a field trip that will expose you to information and ideas about things you would never have known about; answers to questions about who you really are. Relax, Missy and take it all in. Life has a lot to offer if you’re open minded.”

We drove to a side of town I had rarely seen before. Marci pulled up in front of a large store front in an industrial area named ‘Lee’s Boutique’. ‘We specialize in larger sizes’. The display window had mannequins wearing lingerie.

After letting me see the large store front Marci drove us to a back entrance. She parked under a carport awning. As I exited her car Marci reminded me to take my new purse. “A girl always knows where her bag is. Get used to it.”

The gentle jingle of bells announced our entry. The clicking of my 3 inch heels sounded loud. A matronly looking gray haired older woman greeted us. She was dressed in dark ladies slacks and a nondescript blouse. A sweater was draped on her shoulders. Granny glasses were half way down her nose and an eyeglass chain leash of fake pearls acted as a safety line for them. This old lady reminded me of my grandma.

“Marcella, so nice to see you today! You’re looking good.” Marci hugged the old woman and they exchanged air kisses to each other’s cheek. Marci opened up the medium sized Avon product bag and retrieved the same 6 inch by 11 inch zippered makeup bag that Marci had given me earlier. There wasn’t any additional embroidery. I felt bad about feeling good that Lee’s bag was so plain.

“There are a few items that I know you use and a few items you or the new girls may want to try. Have fun.” I figured the bag contained a variety of cosmetics and a catalog or two.

Turning towards me the older woman asked, “Who’s your pretty friend, Marci?”

“Lee, Stacy is my newest project. Stacy is exploring her newly discovered femininity and wants to buy her first bra and garter belt set today; and you should be the one to fit her. You did fine in fitting me so many years ago.” Looking around the almost empty store Marci rhetorically asked, “Are you busy?”

“After your call last week I was expecting you. Besides I’m never too busy for a friend of yours.”

“Hello Stacy, I’m Lee. Welcome to my store. I’m pleased to meet you. Marci told me she had met someone special.” While giving me a thorough visual inspection Lee extended a well manicured hand to shake my hand. Lee’s subtle makeup and earrings and image screamed ‘GIRL” but her voice implied something else. “Marci told me that you do your own hair. Is that right?”

“Yes, I began experimenting about a year and a half ago.”

Lee: “You do a fine job. Maybe hairstyling would be a profession you’d enjoy.”

Marci: “Tell Lee what you told me just before we left home; when I asked if you want to look feminine.”

Stacy: “I told Marci that I want to BE a girl!”

Lee gave me a motherly hug and said, “Of course you do Stacy!” Lee kissed Stacy on the head and stepped back. “Tell me Sweetie do you know the difference between a transvestite, crossdresser, transgender, or sex fetishist? Do you know what a sex change involves? Do you know who or what you are?”

Stacy: “No.”

Lee smiled in a friendly manner and said “Of course not but just maybe by the end of the day you will have a better perspective on all these things… and yourself. Whatever you conclude please remember that you are not the only one that is like you; we are many. You are not alone. And you are welcome here anytime you want. Auntie Lee will always be here to help you.”

“Have you known Marci a long time?” I asked.

“Marci and I go back a long time. She was a couple years younger than you are now when we first met. In fact I was one of her mentors. She was so unprepared for life let alone becoming a woman; young, naïve and vulnerable just like you. I took her under my wing. And now look at her.” Pointing to an 8x11 poster on the store bulletin board Lee said, “Read that poster.”

‘Makeup by Marcella. Every Saturday from 2 PM to 5 PM. $5.00 donation suggested.’ There was 5 x 7 picture of my Marci in the middle of the poster.

Marci explained, “In addition to Avon I am a consultant here at Lee’s store for men or boys that need help with makeup and image; boys like you. I meet people that don’t know about Lee’s Boutique and I also meet with store clients that are too embarrassed to visit the store. I help them in the privacy of their home or a hotel room if that better suits their needs. I charge a modest hourly fee.”

“We maintain a list of beauty salons and support services that welcome men in need of help; permanents, hair dye, waxing, manicures, hair removal from their private area, etc. We get a small referral fee in return. Our clients get a safe and secure experience.”

“For private clients I refer them to Lee for larger sized female clothing and other items. You may see these other items as you explore the store. In return Lee refers me clients. We both benefit.”

“We also offer referral to a variety of medical and psychological services that meet their needs… hormones, voice and job training, work placement, etc. I’m particularly proud of our youth outreach and group counseling programs. Peer to peer counseling has saved lives.”

Marci: “If you want to give these services a try let me know. I think you would benefit from talking with teens like yourself. We have private exam and meeting rooms upstairs. A doctor and a psychologist visits us twice a month. She makes sure we all stay physically and mentally healthy.”

I craned my neck trying to see what else the store had to offer. I nudged Marci and pointed to an area labeled “Adult Baby – Diapers and Rubber Pants.” I saw pacifiers the size of a baseball.

Lee: “Please, take a walk around my store and see all the exciting things I have to offer. I want to speak with Marci for awhile so go and explore. I’ll come find you when we done talking. Oh, if anyone asks to help you or has any questions tell them that Lee is helping you, OK Sweetie?”

I nodded and said, ‘Thank you’. Lee joined Marci who was standing at a back glass counter that was filled with cosmetics and nail products. I never knew there were so many different styles of artificial nails

Lee’s store was like a toy and candy store for cross-dressers! There were racks and shelves of lingerie, dresses, skirts, panties, bras, shoes and make-up. There were wigs, hip and butt padding and much more.

In the back corner was a book and magazine area. A tall and husky woman was engrossed in a large glossy magazine. Her heels seemed excessively high. I walked over just to look. The sound of my heels got the attention of the magazine reader; she quickly closed her magazine and placed it back on the shelf. Two things were obvious; she needed a shave and she had a boy-bulge.

Looking around I was amazed at so many books and magazines that featured She Males. I was enthralled and I wanted one. I had never seen anything like this. I picked up a glossy magazine titled ‘Chicks with Dicks’ and flipped through it. There were more photos than words. The photos were breath taking! The beautiful women all had a penis! I had never seen a man’s erect penis before let alone a penis with lipstick rings on it. I’d never seen a penis being sucked before. These were the first blowjobs photos I’d ever seen. I was mesmerized.

More amazing were photos of men who were dressed as women being fucked in their butt by men dressed like women! Several pictures showed men in garter belts, on their back, with their nylon stocking covered legs wrapped around a man’s waist or hanging over a man’s shoulders. Every girl on her back was taking a penis in the ass. None of the ‘girls’ looked unhappy. I was mesmerized, I was curious and I was aroused.

“That’s called a ‘boy pussy’” Marci would tell me later.

I squirmed and shifted nervously. After a few minutes more of intense scrutiny I switched to a different magazine. Visually it was almost more than I could stand to see. If I saw any more I’d need to lie down and get some relief. And yet I wanted to see more.

‘She Male Sluts’ had similar photos of ‘girls’ sucking cocks; big, thick, long cocks! I had heard about this but never dreamed I would see such a thing! I was riveted. I looked at every photo. There was a ‘How to Pleasure a Man’ section with instructional photos. There were close-ups of thick cocks with lipstick coated lips wrapped around them! Photos of girls on their knees; girls holding a penis while performing blowjobs.

The back pages of this magazine had photos of women bent over a cushion or on their knees gleefully being fucked from behind. “That’s called ‘Doggie Style’ Marci would advise. Maybe someday she would demonstrate on me which position she preferred.

My penis continued to throb and grow. My breathing became different and lustful. Still looking at one particular photo I reached down to my crotch to confirm what I knew; there was a definite bulge. I was glad that I had taken Marci’s advice and was wearing a panty liner. I caught a movement from the corner of my eye. I turned to look and I saw the ‘magazine lady’ smiling at me. I put my magazine back and left the book area.

I found myself in front of a long glass display case with several shelves. I had heard about but had never seen a dildo before. Now I had. So many sizes, shapes and colors. I saw two that I would have like to take home and try out on my boy-pussy. Some of them could be strapped on to a belt! I saw plain butt plugs and I saw butt plugs with jewels. There was a variety of lubes! Why would someone invent a flavored lube? Those glass cases and what they implied was only part of the education that Marci wanted me to have.

Walking between rows of clothing I found two racks of pretty French Maid and sexy Nurse uniforms; some came with garter belts and panties. Both styles featured very skimp skirts. Tags indicated sizes that ranged from 8 to 22. Nearby were racks labeled Fetish Clothing.

I found Marci and was telling her what an amazing store this was. I saw Lee walk over to the reading area and speak with the tall woman that had smiled at me. “Why is Lee speaking to her?”

“Lee’s getting a recommendation for a nice magazine for you to take home. Alice is a connoisseur of Lee’s special literature.”

“Those magazines are expensive!”

“Don’t worry Missy; you’ll get a deep discount for being a special friend of mine.”

“Have you finished touring the store?”

“No. I definitely want to see more. And I want to see their garter belts.” I leaned close to Marci and whispered, “I really, really, want to take home the ‘She Male Sluts’ magazine. I saw things I want to know more about.” Marci smiled and said, “Of course you do.”

Marci noticed that my crotch had a ‘magazine bulge’ but said nothing. “I need some time in a rest room,” I began. I winced at what I had just said. “Sorry, I mean I need to use a restroom. Is there one close by?” I asked.

Marci turned and pointed to a closed door at the back of the store with a plaque that said ‘Private. Staff Only.’ “There’s a private employee restroom behind that door. It’s a Ladies Comfort Station and Lounge. There’s a long well lit mirror, a fully stocked cosmetics counter, 3 wash basins, 3 toilets stalls (with bidets), a couple of chairs and most importantly a couch where you can lay down and take care of your ‘cramps’. Enter ‘7749’ into the keypad and go in. You’ll have privacy and no one will disturb you.”

“Look in the cupboard under the sink. That’s where Lee keeps extra Kleenex, hygiene products and her KY lube samples.” I nodded that I understood and said, “I need a fresh panty liner.” Marci smiled. “You’ll find everything you need on the vanity counter; tampons and mouth wash too. Help yourself. Go and take care of business Sweetie.” In an attempt at humor Marci added, “Use as much lube and tissues as you need.” I winced and Lee chuckled at her comment.

I softly asked if Lee would mind if I took one of her magazines in with me…”I think it would help me relax more quickly.”

“No, magazines remain on the rack. You’ll have plenty of ‘alone time’ with your own magazines when you get home. Maybe you should take Alice in with you. I’m sure she could help you ‘relax’ in a variety of ways.”

It was my turn to smile. I puckered an air kiss and left for the restroom. As I walked away Marci said, “Let me know if you need any help in there.”

Lee came over and asked, “Is everything OK with Stacy?” Marci smiled and joked, “She’s fine. Looking at your magazines had an impact on her. It seems something popped up and she needs to take matters in her own hand.” Marci made a not so subtle ‘jerk off’ motion with one hand. They both chuckled. “Been there done that” Lee quipped.

“Lee, while Stacy is getting rid of pent up tension I want you to take mental notes of what I want for her.” Lee nodded and listened intently.

“I want to send her home with the most graphic She Male porn magazine you have.”

“I know just the one! Alice recommends the magazine that Stacy looked at first. In fact I’ll send her home with two special magazines… one will be a gift from me to Stacy; I’m sure you will benefit from what she learns.”

“Lee, do me a favor. When Stacy selects a garter belt make sure she gets one shorter set of black stockings with an old fashioned seam up the back to wear home with her garter belt. Tell her the seamed stockings will be free only if she wears them out of the store; that they are like a sorority prank.”

“If we do that her garter straps will be visible and she’ll look… ”

“Exactly! I want to slut her up just a little bit. Cute girly garter straps with pretty bows on the garter tabs… showing from the bottom of her sundress. I want her to feel vulnerable when she has to walk to my car… I want Stacy to realize that how she dresses can put her at risk. In fact I will re-park my car a few blocks away just so she has to walk farther in public. ”

“Sell her a lacy underwire demi-bra. Fit and adjust it for her. Then fasten it on the tightest back hooks so her ‘pecs’ create a bit of cleavage. Give her a set of your silicon chicken filets breast enhancers. Tuck them into her bra and show her how they work best. She told me she wants breasts.”

Lee: “OK. I’ll show her how a little tape can give her cleavage too. Every girl needs to know about the value of tape.”

“Stacy saved $45 of allowance money and I want her to pay $40. Put the remaining amount on my account.”

“Anything else, honey?”

“Let’s see; bra, tits, garter belt, stockings, instructional magazines and two cans of hair spray.” Marci paused and went through a mental checklist. “Stacy needs a gaff and a quick instruction on how to tuck.”

“Marcella, I’ve got a fantastic idea. I’m going to have our drag queen in residence assist her. It will expose Stacy to a subculture she doesn’t know exists. Let her see how some men attain a look of femininity! The insights Lucy can provide to a newbie girl-in-training will be invaluable.”

“Lucy?”

“Oh, my yes. She works here a few hours a week in order to get discounts on the tools of her trade. Her real job is performing in a long running Drag act at the old Ivar Theater. She calls herself Lucy LaFemme.”

“Is that the same Lucy that worked at your store on Melrose a few years ago? That will be so perfect; just the education Precious needs. This field trip is getting more informative by the minute. Tell old Lucy that Stacy is Marcella’s little sister and to not hit on her. The kid is confused as it is.”

“Has your Precious seen our dildos and adult toys yet?”

“Yes she has. I want to educate her, not scare her; unless she asks. Be sure to show her your sexiest corsets and crotchless panties and pantyhose. Both parties wearing nylons during love making is special.”

“Do you think Stacy is a Sissy? I don’t get strong Sissy vibes from her.”

“She may not be a fully fledged Sissy but I think it is something she’d like to explore especially since she has spent some time with your magazines. Walk her through the Sissy section of your store. Get her to try on a Sissy outfit. Have her feel the beauty of petticoats and crinolines. Tell her you’ll take Polaroid photos of her for a keepsake; be sure that I get one of her looking very Sissy.”

“Having a petticoated Sissy as a friend isn’t a bad thing. I know you’re running short on time and I’ll keep Stacy focused. I’ll get her into a Sissy outfit and I’ll also be sure she takes home a copy of a Sissy Life magazine. Her response will be interesting.” Marci smiled.

Stacy returned from her restroom break. She looked less tense then when she had gone into the restroom.

“Feeling more relaxed, Sweetie?” Marci asked. I blushed deeply knowing she knew I had just masturbated. She didn’t know that I done it twice. Lee’s magazines had created a strong need for relief.

I managed a smile and meekly said, “That KY is amazing stuff.”

Marci leaves me to make a delivery

“Stacy, I need to drop off two cosmetic orders nearby and I will be back in about 90 minutes. Lee is going to show you around her store and will fit you for your first bra and garter belt. And Lucy will show you several things that I know you’ll enjoy.”

Lee said, “I’m going to have Lucy show you some specialty clothing which will be very informative for you. She’ll take very good care of you. She’s in show biz. This is your chance to ask questions from experts. Take advantage of their experience. Ask about clothing, gaffs, tucking, hormones and sexual identity; ask about things that you wouldn’t ask your mom. You’re a very fortunate girl.”

Marci left.

It didn’t seem too long before I was wearing my first bra, falsies, garter belt, seemed nylon stockings and gaff. I now knew what ‘tucking’ was and I knew how to do it. Lee and Lucy made the time go by too quickly. What a fine field trip!

Marci returns

I was sitting with Lee and Lucy in an alcove near the cash register. It was a relaxing area defined by a large and well worn Persian rug. There were a love seat, two Queen Anne high back chairs, two floor lamps, side tables and a rectangular coffee table that held our drink glasses. There was ample opportunity to sprawl out and be comfortable.

We were having informative conversations about a variety of things; the pros and cons of hormone therapy, if gender identity was a psychiatric disease, how to ‘come out’ to a parent, same gender sex. I confessed that I had a crush on a male school mate.
A little more than 90 minutes later Marci came through the front door of the store.

I stood up and met Marci at the edge of the carpet. I motioned her to stop. I smiled and did a 90 degree turn so she could see my profile. “Wow, someone grew tits… very nice breasts” Marci quipped. She gave me the ‘turn around’ signal which I did. I stopped when I was facing her.

“You look divine… like someone’s pretty daughter with perfect 34 B breasts.

Marci and I went to the love seat and sat next to each other. A large shopping bag loaded with clothes and magazines was near my feet. My old pantyhose were at the bottom of the bag.

Marci: “Well Lee, how did the bra and garter belt fitting go? I hope Stacy found a bra and garter belt.”

Lee: “It went very well. Stacy tried three different styles and she selected, without any coaxing, one push-up bra that most young genetic girls her age would wear. While doing her fitting we discussed the different types of ‘girls’ there are. Some girls have a penis, right Stacy?”

Stacy: “Yes, that’s true. And Lucy is a different type of girl for sure. She showed me photos of men performing drag. So much work to look like a caricature of femaleness. They sure can lip-synch and perform. Lucy said I can have free tickets to her show anytime I want them!”

Lucy: “So you don’t think Drag is for you?”

Stacy: “Drag brings attention. I don’t want to draw attention. I just want to be a normal girl with normal breasts.”

Lee: “Stacy selected an exact replica of your garter belt but in white. I told her to wait for a special occasion before buying a fancy one.”

Lee asked, “Marcella! How did this young lady get a gander of your garter belt and how does she know that you wear red panties? How does she know these things? Didn’t I teach you better?”

Marci said: “It was like a field trip at home that involved garter belts. I love them! I wanted Precious to know about them. Lee, take a look! Shouldn’t a girl like Stacy know about garter belts?”

Lee and I both nodded our heads in agreement.

“Lucy thought a 40 D bra would be best.”

“Of course she did! She’s a Drag Queen! What else did she suggest?”

I grabbed my sundress, shook it and playfully curtseyed. “Lucy gave me a starched petticoat. They give your dress a fuller more feminine look. They feel nice and they crinkle when I walk. Lucy says some girls wear 4 or 5 on top of each other to look ‘poofier’. Thanks to Lucy I know all about ‘tucking’ and gaffs. In fact I’m wearing a gaff and false eyelashes too.”

“I notice that you’re wearing seemed stockings with garter straps hanging out on display for all to see. Whose trampy idea was that?”

Lee said, “Marcella! You know darn well that that was your idea. I quote: ‘I want to slut her up just a bit.’

“Oh, yeah. I guess I forgot. It will make for an interesting three block walk to my car; it will be like hazing college students have to do when they pledge a sorority. I parked out front and down the street on purpose. Let’s see if our Garter Girl feels nervous as she, her new tits, false eyelashes, high heels and petticoats swish to my car. It’s hard to run from danger dressed like that.”

The talk

Marci: “Stacy, I feel that sharing our firsthand knowledge could spare you the problems that confronted us when we were younger. We had no one to talk with. You have us. We hope to educate you about the big, bad world that awaits you and boys like us. We want you to avoid what we went through; primarily due to a lack of knowledge. We would be doing you a disservice if we didn’t share our experiences with you.”

Marci took a few moments to collect her thoughts before continuing.

“Stacy, like you, I was a young boy that didn’t feel like a boy on the inside. By age 7 I knew I was a girl. In Kindergarten I was using a crayon to color my nails red. At age 10 I used Cherry flavored popsicles to have red girly lips. That was about the times that panties came into my life. You are 15 and are just now wondering about the same issues that Lee, Lucy and I faced when we were half your age. I hope to get you through the rough spots in life that people like us run into.”

Lee: “I’ve had boyfriends and I’ve had girlfriends and sometime they were the same person. I’ve been living with a man for twenty years. Our sex life is good. It took support groups like we offer here to help me sort out many things. It helps to know there are others with the same angst – you are not alone.”

Lucy: “Life decisions get easier if you understand the consequences of your actions. Think with your big head not the small one dangling between your legs. I’m so glad I no longer have a problem with anything dangling. Susie and I have been together for more than 15 years. She’s transgendered like me… and yes my breasts are real with the help of hormones and surgery.”

Stacy: “There are four women sitting here. Two have a penis. Why?”

Marci: “Yes I kept my penis; it’s too much of a source of pleasure. I can take the final step later. My priorities were cost vs. risk vs. what is quick & easy. It’s more important for me to sound feminine than it was in paying for a sex change operation so I spent my time and money on vocal cord modification and voice training classes. And of course I wanted breast enhancements. What are your priorities?”

We talked awhile longer until it was time to go. I told them that I’d like to come back; that my mom was going on vacation soon and would be gone for a week. “Maybe Marcella will bring me back?” I looked at Marci and she nodded in the affirmative. “I’ll bring you back as long as you’re a good girl.” She smirked as she was saying it.

I needed to get home and squared away before mom got home.

“Walk to the car? People will see me!”

I said goodbye to Lee and Lucy, picked up my shopping bag, purse and took a deep breath. I was nervous. I was leaving the security of Lee and Lee’s store. I’d never had 34 B breasts before. The stark reality of the moment stunned me for a second time today.

Stacy held the front door open and I stepped out. A light breeze blew up my sundress and reminded me of how I was dressed as did the tug of my new garter belt. Was I showing too much leg? Are people looking at my boobs? Does my hair look ok? Will someone grab my shopping bag and run? Will I stumble in my heels? I felt exposed and I felt vulnerable just as Marci had predicted.

Marci: “Go left three blocks and you’ll see my car. It’s unlocked. Let yourself in. I’ll be walking about a block behind you.” I hesitated. Marci came close and said, “Take control; join the sorority, be a confident young woman walking to her car; make it happen little sister.” She kissed me on my cheek, gave my butt a friendly pat of encouragement and sent me on my way.

I adjusted my bra strap, pointed my tits in the correct direction and began clicking my way down the street. My heels and petticoat seemed to make my butt sway more than usual. The rustling sound of my starched petticoat seemed noisy; it was bound to call attention to me. The tug of my garters felt erotically snug just as Marci had said they would. I felt an erection starting. I smiled and slowed my pace.

I was half way to Marci’s car and was passing a seedy looking ‘mom and pop’ bodega. Two grubby looking men were sitting against a wall smoking and drinking. They were sharing a beverage of some sort that was in a brown paper bag. One guy turned to check me out. He pointed at me! The other guy started staring. Their scrutiny was scary.

The first guy smiled and shouted, “Hey, Honey Buns, nice stockings! Want me to straighten your seams for you?” His drinking buddy laughed, wiped his mouth with the back of his hand, burped loudly and asked, “Mama, is that a petticoat you have on display for us? Thank you!” The two laughed and were trying to stand up!

My erection disappeared and I walked faster. My heart was pounding. What if they follow me? What could I do? Dressed as I was serious running was definitely beyond my abilities.

I made it! I put my shopping bag in the rear seat and gratefully plunked myself in the passenger seat and kicked off my heels. I made a mental note to wear more sensible shoes with a lower heel the next time I went shopping; and to not have my garters visible. I retrieved my clutch purse, got my lipstick, lowered the passenger makeup mirror and did what every girl would do. I smacked my lips, raised the mirror back up and relaxed. Hopefully the ‘sorority hazing’ was over with.

Marci was about three minutes behind me. She opened her door and slid into place, car keys in hand. She was grinning at my circumstances.

“Hey Honey Buns, did you enjoy your walk? Were you looking for a date?” she rhetorically asked. We both had a good laugh.

Driving Home After the field trip

I was enjoying the day and sat tall in my seat, unlike this morning. I was smiling and enjoying the ride. Marci offered a few conversation starters: “How did your day go? Did you learn anything? How do you like wearing a bra?”

“Marcella, I am amazed at all that I’ve seen and heard today. What a great day! What a fantastic day. Lee and Lucy showed and explained so many things; things I needed to know. Her store has lots of XXX rated magazines! Lee sent me home with a male-to-female clothing conversion chart; much better than the Sears catalog.”

I took a breath and continued: “Lee showed me Sissy clothes and let me try some on. Did you know that besides being a clothing style that ‘Sissy’ is also a lifestyle that some girly-boys enjoy.”

Marci: “How many Sissy dresses did you try?”

“Two! I tried two. I have never felt as feminine or pretty as when I was dressed like a Sissy; it made me feel like an ultra feminine little girl. When I posed in front of a mirror I felt my penis begin to grow! Lucy took a couple photos of me looking Sissy cute; she let me have them and I want you to have one.”

Marci: “Is Sissy the direction that Stacy wants to go?”

“No, not on a regular basis; maybe occasionally just for fun or to please a special friend. I want to check the magazines Lee gave me but it seems that Sissies provide a like a LOT of oral sex… and… “

Marci: “And what, Sweetie?” Marci asked.

“And they like anal sex. Am I right?”

Marci: “Yes, most Sissies love giving blowjobs and most love a penis pumping in and out of their rectum. It does seem like that goes with the lifestyle. They like being the bottom.”

“The bottom?”

Marci: “Yes. Laying on your back with your legs up in the air or being bent over and being fucked from behind doggie style. A Sissy is on the ‘bottom’ under a man or a girl with a penis who fucks them in their ‘boy-pussy’. It means you’re a receiver and not a quarter back.”

“Does it hurt?”

Marci: “It can until you get used to it. A considerate lover can make it nicer.”

“Marci, are you a ‘bottom’?”

Marci looked shocked. I felt the car do a mini-swerve. Her hands on the steering wheel were tense.

“That’s a pretty bold question, Missy!”

Stacy: “You said that I could ask any question and about any topic. My question is, does it hurt when a man fucks you in the ass?”

Marci: “Before I answer let me ask you a few questions first.”

I nodded an OK.

Marci: “How many times a week do you masturbate?”

Stacy: “Once or twice a day when mom’s not home.”

Marci: “What magazines do you look at when you play with yourself?”

Stacy: “Mom has old issues of ‘Male Figure’ and ‘Physical Pictorial’ magazines that I sometimes look at when I masturbate. I saw a similar magazine at Lee’s; lots of naked men doing things to each other.”

Marci: “How many times have you tasted your own sperm?”

I was shocked at what Marci had asked! I hesitated and slowly began, “You mean this week?”

Marci smiled slyly and said, “Never mind. That answer tells me everything I need to know.” She continued her questions.

Marci: “In all the times that you have played with yourself did you ever touch yourself… in your boy-pussy?”

Stacy: “Not until last summer. Sometimes I tickle myself there; rub my sphincter with a finger and wonder what it feels like.”

Marci: “What ‘it’ are you talking about?”

Stacy: “You know… ‘it’… a penis. What does a penis feel like in your boy-pussy?”

Marci: “Have you ever stuck your finger into your boy-pussy?”

Stacy: “Not too far in. I need a longer finger or one of Lee’s dildos… or a good friend. That’s why I asked, ‘have you ever been a bottom’? Then you would know how to be gentle with a person who was a virgin back there, wouldn’t you?”

Marci: “Are you asking if I have ever been on the receiving end of anal sex or are you asking me to be a friend and slowly slide my penis into you… to pop your cherry and break you in?”

I sat silent as I weighed my response to Marci’s question. I knew what I wanted; I just didn’t want to say it. “I’m asking you both of those questions.”

As I was waiting for a response from Marci a lightning bolt of a thought crossed my mind. I quickly unzipped my makeup bag and swirled my hand around. Nothing. I peered into my bag and looked inside. Nothing. I swirled my hand through the contents again. Nothing. I spread my legs and emptied the contents; I used my sundress as a sorting tray. Nothing. I held the bag upside down and shook it. Nothing.

Marci took notice of my rummaging around and asked, “Did you lose something?”

I began putting all my stuff back in the bag. It definitely was not there. I melted into my seat and went limp. My lower lip began to tremble and tears formed in the corners of my eyes.

Marci reached over as she drove and patted my leg. “What’s up, Baby Doll; lose an earring?”

“Oh, my god, I’m locked out of the house! I left my key on the table inside. I am sooo screwed!”

Marci pulled her car to the curb under the shade of an old oak tree. She turned off the engine and stared at me as she thought. About a minute later she picked up my hand and brought it to her lips and kissed the back of it. Still holding my hand Marci tenderly said, “Stacy, I’ll wait with you. We’ll figure something out. We need to consider our options.”

Stacy: “We certainly can’t wait three hours parked in front of my house.”

Marci: “Do you have a spare key hidden outside?”

Stacy: “Mom left a spare key with Mrs. Thomas! Dressed like this I definitely can’t ask Mrs. Thomas. She’d give me the key but she’d have notified all the neighbors before I got the front door open. What am I going to do? I can’t wait for mom to get home dressed like this.”

Marci: “Can you get to your backyard and wait on the patio until…” Her voice trailed off. “Nah, your mom would still find her son all femmed up on the rear patio; we need to clean you up before she gets home.”

Marci: “We could drive back to Lee’s and get squared away. She has a shower for your hair and lots of privacy. We’d need to buy you a pair of boy pants and a t-shirt. Stacy could leave her clothes and stuff there. You’d be able to meet your mom looking like David.”

I was still stunned. I just stared.

Marci: “Look Precious, here is what I’m concerned about. If the police come it will become a nightmare for us both but more so for me. The news headlines will read, ‘Transgendered Avon Lady burglar kidnaps and force feminizes local teen boy’. You are 15. I am an adult; statutory rape charges would haunt me the rest of my life. As for you… you would always be ‘that boy’ that wears dresses. Gossips will say that you sucked me and that I fucked you. You’d need to change schools. We need a workable plan.”

“So what should we do?” I softly whined.

Marci gently patted my knee and leaned back in her seat and closed her eyes and tried to relax. With her eyes still closed Marci softly said, “Worst case is we’ll both talk to your mom. She won’t kill you. With any luck she’ll accept Stacy too. I’m sure she’ll have me arrested. Your decision today will ripple thru your life forever. You need to decide what to do Stacy because it’s your life.”

Here’s your options

1 – Break into your own house dressed as a girl and hope police don’t show up; you revert to being David but get in trouble for breaking in.
2 – Dressed as you are ask Mrs. Thomas for the key. You’ll revert to being David before your mom gets home but your mom and all the neighbors will know about Stacy. You’ll still be outed.
3 – Wait for your mom to come home dressed as Stacy. Maybe you could sneak in later, maybe you can get cleaned up after she unlocks the door. This results in a very high chance that Stacy will be outed.
4 – Return to Lee’s store, get cleaned up, and buy pants and T-shirt. Then David waits on the porch for mom to get home.
5 – Come up with a better plan.

Marci: “Make a decision Honey Buns; I’m going to sit here with my eyes closed and try to relax. Let me know what you decide. We have three hours before your mom gets home.”

Adult alternate ending "Avon Lady #3 XXX" has now posted on 10/10/2020.

The Avon Lady #3

Author: 

  • Donna T

Caution: 

  • CAUTION

Audience Rating: 

  • Adult Oriented (r21/a)

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Erotica

Character Age: 

  • Teenage or High School

TG Elements: 

  • Slice of Life

Other Keywords: 

  • Teen boy’s femininity - - locked out of the house dressed as a girl

Permission: 

  • Posted by author(s)

Avon Lady Marci offers to help David (aka Stacy) who became accidentally locked out of his house the first time that he went out in public dressed and made-up like a girl. His hair was perfect! --- (This amended story picks up where “Avon Lady #2” left off)

Stacy and Marci were returning from an ‘educational field trip’ to Lee’s Crossdresser Boutique and Adult Bookstore when Stacy discovered that she had left her house key inside her house. Stacy was in public dressed in full femme mode for the first time. Stacy was apprehensive at first but relaxed as the visit to Lee’s store went well. She had just bought her first garter belt and matching bra and was very happy. Stacy and Marci left to get Stacy home before his mother got home and then… DISASTER struck!

“Oh, my god, I’m locked out of my house! I left my house key on the table inside. Mom will be home in a few hours. I am sooo screwed!”

Marci: “Stacy, I’ll wait with you. We’ll figure something out. We need to consider our options.”

Stacy: “Mom left a spare key with Mrs. Thomas! I definitely can’t ask Mrs. Thomas for the key dressed like this. She’d give me the key but she will have notified all the neighbors before I got the front door open. What am I going to do? I can’t wait for mom to get home dressed like this.”

How Stacy was dressed when disaster hit: Cute red floral sundress with a hemline that ended 8 inches above her knees, a starched petticoat, red full cut panties, push-up bra with silicone breast enhancers, garter belt with seemed stockings, 3 inch pump high heels, loosely curled and teased shoulder length shaggy blonde hair, 2 flower decorated hair barrettes, false eyelashes, matching Peach Coral lipstick and nail polish, hazel eyes, eye shadow, eyeliner and mascara, shaped eyebrows, over-sized women’s tortoise shell fashion sunglasses, a hummingbird necklace, pearl clip on ear rings, a clutch purse and a subtle perfume. David was the perfect image of a pretty young woman.

Marci gently patted Stacy’s nylon covered knee. Marci leaned back in her seat, closed her eyes and tried to focus on what to do. With eyes still closed Marci softly said, “Worst case is we’ll both talk to your mom. She won’t kill you. With any luck she’ll accept Stacy. Your decision today will ripple thru your life forever. You need to decide what to do because it’s your life. Make a decision Precious; I’m going to sit here with my eyes closed and try to relax. Let me know what you decide. We have three hours before your mom gets home.”

Stacy needed to get back into ‘boy mode’ before asking the neighborhood busy-body, Mrs. Thomas, for the spare key so he could get into his house before his mom got home. Mrs. Thomas was an attractive unmarried lady that took her self-appointed role of ‘neighborhood watch’ very seriously. Mrs. Thomas was in her mid thirties. She and her life-partner had split up several years ago.

Stacy made her decision

At Stacy’s direction Marci drove her back to Lee’s Crossdresser Boutique and Adult Bookstore. Lee specialized in clothes and items for cross-dressers and transgendered customers. She also sold fetish clothing, sex toys and adult literature. Most importantly Lee’s large store had private living space and showers that Stacy desperately needed.

Stacy de-femmed himself from makeup and nail polish and then showered to flatten his curled hair. He used an ample amount of Lee’s hair conditioner. Stacy hoped that the shower would remove all traces and odors of his makeup and femininity.

David entrusted all his Stacy clothes and adult magazines to Lee for safe keeping.

To save money and time Stacy gratefully accepted the spare clothes Lee offered; a tight pink t-shirt promoting the “Some Like It Hot” movie, a pair of skimpy turquoise girls running shorts with a large ‘St. Lucy’s Priory High School’ logo on the front left leg area along with their motto “Hoc visio puellae facti mulieribus”. Unknown to Stacy is the Latin motto translates to “With training girls become women.” St. Lucy’s is a local all girls Catholic School well known for their track team and skimpy running shorts.

To keep her boy bits from dangling below the skimpy turquoise blue running shorts Stacy happily wore her own red high cut panties.

Likewise Stacy was also grateful for the loan of a cute pair of gold lame flip flops. They were more comfortable than the 3 inch high heels she had worn earlier in the day. The sandals had a modest one inch heel with straps that were enhanced with red and yellow rhinestones. They were the only footwear that Lee had to loan. Luckily the gold lame color went well with Stacy’s turquoise shorts.

To deflect attention away from her long hair Stacy stuffed it under a Powder Blue ball cap. The cap quoted a famous line from ‘Some Like It Hot’: “Nobody’s Perfect”. David was ready to ask Mrs. Thomas for the spare key to his house. A small detail was that Stacy still wore the over sized designer women’s sunglasses that Marci had loaned her when they left home.

Marci drove Stacy-David back to his house. Marci gave Dave an encouraging kiss to the lips and said “You can do this. Call me at Lee’s store once you get back into your house; let me know how it went.”

David walked over to Mrs. Thomas’ house and rang her doorbell.

The door opened and Mrs. Thomas said, “Hello David. Long time no see.” Mrs. Thomas took her time in examining David as he stood at her door. “My, you certainly look very … healthy. What can I do for you Sweetie?” Mrs. Thomas was wearing a sporty dark blue jumper and a pair of white leather sandals. Her brunette hair sported two fashionable clips. Her makeup was subtle; mascara, eyeliner and lipstick. “Are those your mother’s sunglasses you’re wearing? I didn’t know that you were into fashion. In fact your entire ensemble looks very cute. Your sandals are particularly pretty.”

Cute? Pretty? I had forgotten about Marci’s sunglasses but I made an effort to keep my fingernails away from her view as much as possible.

“Mrs. Thomas I locked myself out and I need to use the spare key mom gave you.”

“Of course, Sweetie. Please call me Jackie. Remove your hat and step in while I look for the key. Would you like a glass of juice? Have a seat at the kitchen table.” I vowed to not cross my legs like a girl.

Stepping into her kitchen I sat down and looked around. There was a large garden window just above her sink that faced directly towards my house. Binoculars were on a nearby shelf. I wondered how many times Jackie had seen Stacy as she washed dishes.

I removed Marci’s sunglasses and my ball cap. My hair fell down to its usual shoulder length. Maybe it was the hair conditioner I had used at Lee’s; my hair looked full and pretty. I tried tucking my hair behind my ears so my face wouldn’t be framed by my tresses. “Would you like to borrow a hair clip dear or a barrette?” Jackie asked. I shook my head ‘no’. There seemed to be a smirk in her voice. Jackie went about her business.

Two familiar photos were stuck to Jackie’s refrigerator with colorful magnets; a 5x7 Halloween photo of me dressed as a sexy Dorothy from the Wizard of Oz and another of me that mom took while I was being her sewing mannequin. I was in a knee length dress that mom was making for a client. ’So I can see what the final results will look like’ Mom had insisted in using all her cosmetics on me… and insisted that I wear heels “so I can be sure the hem hangs right.” It wasn’t the first time.

I smiled at how darn cute and feminine I looked in both photos. ‘Earrings would have looked nice’ I lamented to myself. Next to my photos was a photo of a very attractive young girl posing for a photo wearing a sporty yellow sundress. She had a beautiful smile and the bosom of a healthy young teen girl. A delicate gold chain hung from her neck and her makeup was perfect.

As she was pouring my juice I asked Jackie how she got my photos and who was the babe in the other photo?

Jackie: “Your mother gave them to me during one of our Saturday morning coffee visits a couple of months ago. We were lamenting what a cute girl you could be. The other photo is of my nephew Pat. He too should have been born a female. Pattie doesn’t wait for Halloween to get dolled up.”

I expected her to ask “Do you get dolled up when it’s not Halloween?” I was glad that she didn’t ask.

“Wow, he’s very pretty” was all I could muster to say.

“You’ll get to meet him in a couple weeks. He’ll be staying with me before the summer is over. He’s a year older than you. I hope that you’ll show him around. He loves to go to malls.”

Mrs. Thomas sat my juice on the table. She walked over to the kitchen window, picked up the binoculars and looked towards my house. “Was that the Avon Lady that just dropped you off? I could have sworn that she picked up a nicely dressed young girl at your house this morning.” Jackie put the binoculars down and turned to face me. She patiently waited for my reply.

Thinking quickly I said, “Marci had a helper today and helper brought me an Avon catalog.”

“So you get your own cosmetic catalogs?”

I lied and said, “They were for my mother.”

Jackie held my house key in her open palm and extended her hand to me. Just as I was about to pick up my key Jackie firmly grabbed my hand and closely inspected it. A sly smile formed. “You have very nicely shaped nails my dear; much too long and nice for a boy. You should come by someday and let me give you a French manicure. I find doing my nails is relaxing, don’t you?”

I didn’t reply but wondered if she could feel my increased pulse rate through my fingers.

“It’s been a long while since we’ve seen each other this close. You look much prettier since we last saw one another. Let me take a closer look; shaped nails, shaped eyebrows, beautiful long hair, wearing women’s fashion sunglasses, gold lame girly sandals and a pair of St. Lucy’s all girls’ school short shorts with a motto proclaiming, ‘With training girls become women’. Sticking out from those short shorts is a pair of shaved legs. Do you shave your armpits too?”

Her comments left me speechless.

She continued: “I must say though that your eyebrows are perfectly shaped. Did it take you long? I’d love to see how you look with a little eyeliner and mascara.”

I didn’t know what to say.

I squirmed a bit and gently tried to pull my hand back. Jackie held firm. Looking me in the eye she said, “My nephew Pat will be staying with me the last two weeks of summer. He’s a year older than you and also shaves his legs. In fact I think you have a lot in common with Pattie. He gets dolled up frequently; she’s a bit of a sissy but in a good way.

“Pattie likes me to make his nails look pretty. We could have a ‘mani-pedi’ day when he visits. Would you like that Sweetie? I’m sure you would.”

“He’s also going to have his ears pierced while staying with me and I shouldn’t spoil a secret, but after speaking with your mother she agreed to let you get your ears pierced at the same time. You’ll love the look and sway of hoops and chandeliers.”

“I think you have a wonderful woman in your life… and that woman is you.”

“What do you mean?’

“Look Sweetie I could hear you swishing the moment I opened the door and I’m fairly certain I see you swishing around your living room window from time to time… usually an hour after your mom has left for work. I’m suggesting that you need to meet my nephew when he visits.”

“Thanks but I already have a girlfriend and his name is Steve.”

Jackie slowly relaxed her firm grip and allowed me to retrieve my key.

(Read “The Avon Lady: ‘Ding Dong, Avon Calling” and “Avon Lady #2” (AL #2) for the back story.)

Comments are appreciated. Don’t make Stacy beg.

This story was substantially amended from it's original post to a lighter and less graphic version. I am reworking the salacious version that I deleted and will re-post it with an older and 'legal' Stacy. There will also be better warnings of the very adult content.

"Avon Lady #3 XXX" has now posted on 10/10/2020.

I have been wanting to have multiple endings for the same store; endings that readers could 'vote' which ending they preferred.

Please excuse the confusion.

Avon Lady #3 XXX

Author: 

  • Donna T

Caution: 

  • CAUTION: Sex / Sexual Scenes

Audience Rating: 

  • EXTREMELY EXPLICIT

Publication: 

  • 7,500 < Novelette < 17,500 words

Genre: 

  • Erotica

Character Age: 

  • College / Twenties

TG Themes: 

  • Gay Romance

TG Elements: 

  • Sissies

Taxonomy upgrade extras: 

  • Locked out of the house dressed as a woman
  • Teen boy’s femininity
  • gender identity
  • sexual orientation
  • cross-dressing
  • first gay sexual experience

Permission: 

  • Posted by author(s)

This XXX story picks up where “Avon Lady #2” left off; it is an alternate ending. There are two versions of the sequel to AL #2; a ‘mild’ version that was recently posted as AL #3 and this NOT mild version: “Avon Lady #3 XXX” (which begins here). This version is graphic and is not for those easily offended. Our central character is eighteen years old.

Avon Lady Marci helps 18 year old David (aka Stacy) who became accidently locked out of his house the first time that he went out in public dressed and made-up like a young woman. Stacy’s hair and makeup were perfect!

Eighteen years old Stacy and Avon Lady Marci were returning from an ‘educational field trip’ to Lee’s Crossdresser Boutique and Adult Bookstore. Stacy was out in public, in full femme mode, for the first time. Stacy had been apprehensive at first but she relaxed as the visit to Lee’s Boutique went well (read “Avon Lady 2”).

Marcy, Lee and their friends had given Stacy a much needed education about alternate life styles, cross-dressing, gender dysphoria and trans-sexuality. Many questions and concerns were answered; Stacy gained insight into her own situation. Stacy had seen many unique things. Embolden by being out among supportive friends Stacy had bought her first garter belt and matching bra set. She also was coming home with several adult “educational” magazines; Stacy was extremely happy. Stacy and Marci left Lee’s store to get Stacy home before his mother got home and then… DISASTER struck! On the drive home Stacy discovered that she had left her house key inside her house and is locked out.

“Oh, my god, I’m locked out of my house! I left my house key on the table inside. Mom will be home in a few hours and I’m dressed as a woman. I am sooo screwed!”

Marci: “Stacy, I’ll wait with you. We’ll figure something out. We need to consider our options.”

Stacy: “Mom left a spare key with Mrs. Thomas! I definitely can’t ask Mrs. Thomas for the key dressed like this. She’d give me the key but she will have notified all our neighbors before I get the front door open. What am I going to do? I can’t wait for mom to get home dressed like Stacy.”

How Stacy was dressed when disaster hit: Cute red floral sundress with a hemline that ended 8 inches above her knees, a starched petticoat, red full cut panties, push-up bra with silicone breast enhancers, garter belt with seemed stockings, 3 inch pump high heels, loosely curled and teased shoulder length shaggy blonde hair, 2 flower decorated hair barrettes, false eyelashes, matching Peach Coral lipstick and nail polish, hazel eyes, eye shadow, eyeliner and mascara, shaped finger nails and shaped eyebrows, oversized women’s tortoise shell fashion sunglasses, a gold hummingbird necklace, pearl clip on ear rings, a clutch purse and a subtle perfume. David was the perfect image of a pretty young woman.

Marci gently patted Stacy’s nylon covered knee. Marci leaned back in her seat, closed her eyes and tried to focus on what to do. With eyes still closed Marci softly said, “Worst case is we’ll both talk to your mom. She won’t kill you. With any luck she’ll accept Stacy. Your decision today will ripple thru your life forever. You need to decide what to do because it’s your life. Make a decision Precious; I’m going to sit here with my eyes closed and try to relax. Let me know what you decide. We have three hours before your mom gets home.”

Stacy needed to get back into ‘boy mode’ before asking the neighborhood busy-body, Mrs. Thomas, for the spare key so he could get into his house before his mom got home. Mrs. Thomas was an attractive unmarried lady that took her self-appointed role of ‘neighborhood watch’ very seriously. Mrs. Thomas was in her mid thirties. She and her life-partner had split up several years ago.

Stacy made her decision

At Stacy’s direction Marci drove her back to Lee’s Crossdresser Boutique and Adult Bookstore. Lee specialized in clothes and items for cross-dressers, transgendered and alternate lifestyle customers. She also sold fetish clothing, sex toys, adult literature and offered support services and counseling to those in need. Most importantly Lee’s large store had private living quarters and showers that Stacy desperately needed. Lee accommodated Stacy and offered her spare clothes that would allow her to retrieve a spare key from a nosey neighbor dressed more or less as a male.

Stacy de-femmed herself from makeup and nail polish and then showered to flatten her curled hair. She used an ample amount of Lee’s hair conditioner. Stacy hoped that the shower would remove all traces and odors of his makeup and femininity. Time was of the essence.
David entrusted all of Stacy’s clothes and adult magazines to Lee for safe keeping.

To save time and money Stacy gratefully accepted the loaner clothes Lee offered; a tight pink t-shirt promoting the “Some Like It Hot” movie, a pair of skimpy turquoise girls running shorts with a large ‘St. Lucy’s Priory High School’ logo on the front left leg area along with their motto “Hoc visio puellae facti mulieribus”. Unknown to Stacy is the Latin motto translates to “With training girls become women.” St. Lucy’s is a local all girls Catholic School well known for their track team and skimpy running shorts.

To keep her boy bits from dangling below the running shorts Stacy happily wore her own red high cut panties.

Likewise Stacy was also grateful for the loan of a cute pair of gold lame flip flops. They were more comfortable than the 3 inch high heels she had worn earlier in the day. The sandals had a modest one inch heel with straps that were enhanced with colorful rhinestones. They were the only footwear that Lee had available to loan; they were, unfortunately, too femme for a boy. Luckily the gold lame color went well with Stacy’s turquoise short shorts.

To deflect attention away from her long hair Stacy stuffed it under a Powder Blue ball cap. The cap quoted a famous line from ‘Some Like It Hot’: “Nobody’s Perfect”.

David was now ready to ask Mrs. Thomas for the spare key to his house. A small detail was that Stacy still wore the over sized designer women’s sunglasses that Marci had loaned her when they left home this morning. They were pretty.

Marci drove Stacy-David back to his house. Marci gave Dave an encouraging kiss to the lips and said, “You can do this. Call me at Lee’s store once you get back into your house; let me know how it went.”

David walked over to Mrs. Thomas’ house and rang her doorbell.

The door opened and Mrs. Thomas said, “Hello David. Long time no see.” Mrs. Thomas took her time in examining David from head to foot as he stood at her door. “My, you certainly look very … healthy. What can I do for you Sweetie?” Mrs. Thomas was wearing a sporty dark blue jumper and a pair of white leather sandals. Her brunette hair sported two fashionable clips. Her makeup was subtle; mascara, eyeliner and lipstick. “Are those your mother’s sunglasses you’re wearing? I didn’t know that you were into fashion. In fact your entire ensemble looks very cute. Your sandals are particularly pretty.”

Cute? Pretty? I had forgotten about Marci’s sunglasses and my gold lame sandals. I made an effort to keep my shaped fingernails away from her view as much as possible.

“Mrs. Thomas I locked myself out and I need to use the spare key mom gave you.”

“Of course, Precious. Please call me Jackie. Remove your hat and step in while I look for the key. Would you like a glass of juice? Have a seat at the kitchen table.” I vowed to not cross my legs like a girl.

Stepping into her kitchen I sat down and looked around. There was a large garden window just above her sink that faced directly towards my house. Binoculars were on a nearby shelf. I wondered how many times Jackie had seen Stacy as she washed dishes.

I removed Marci’s sunglasses and my ball cap. My hair fell down to its usual shoulder length. Maybe it was the hair conditioner I had used at Lee’s; my hair looked full and pretty. I tried tucking my hair behind my ears so my face wouldn’t be framed by my tresses. “Would you like to borrow a hair clip or a barrette, dear?” Jackie asked. She had a wry smile on her face and a smirk in her voice. I shook my head and hair ‘no’. Jackie went about her business.

Three familiar photos were stuck to Jackie’s refrigerator with colorful magnets; a Halloween photo of me dressed as a sexy Dorothy from the Wizard of Oz at age 12, me as a Miss America contestant in an abbreviated evening gown and heels from last year. The tiara, sash and a dozen long stemmed roses helped me win my high school Halloween contest. And there was a candid photo from a month ago of me that mom had taken while I was being her living dress mannequin. I was in a knee length dress that mom was making for a client. ’So I can see what the final results will look like’ Mom had insisted in using all her cosmetics on me… and insisted that I wear heels “so I can be sure the hem hangs right.” It wasn’t the first time.

I smiled at how darn cute and feminine I looked in the photos. ‘Earrings would have looked nice,’ I lamented to myself. Next to my photos was a photo of a very attractive young woman wearing a sporty yellow sun dress. She had a beautiful smile and the bosom of a healthy young woman. A delicate gold chain hung from her neck and her makeup was perfect.
As she was pouring my juice I asked Jackie how she got my photos and who was the babe in the other photo?

Jackie: “Your mother gave me two photos during one of our Saturday morning coffee visits a couple of months ago. She just gave me the most recent photo a week ago.”

“I haven’t seen this new photo before” I commented.

“We were lamenting what a cute girl you could be when you set your mind to it. You seem to set your mind on looking feminine rather frequently, don’t you Davey darling?”

I was feeling a bit exposed by the photos and Jackie’s comments. I shifted around uneasily and unconsciously crossed my legs like Sharon Stone did in ‘Basic Instinct’.

David: “I wouldn’t call it frequent; sometimes mom needs a dress model for her clients.”

Taking notice of my legs Jackie chuckled and gave me a lingering, ‘Oh, really?’ look of incredulity before continuing, “The other photo is of my nephew Pat. He too should have been born a female. Pattie doesn’t wait for Halloween to get dolled up.”

Did Jackie just say ‘he too should have been born female’? I’m pretty sure that she’s including me in that observation.

“You seem to have a fascination with boys dressed like women, don’t you?” I replied. Jackie didn’t respond to my comment. She was staring at my legs and was momentarily lost in thought. “Your sandals look pretty. The gemstones make them cuter.” she complimented.

I had expected Jackie to ask, “Do you get dolled up when it’s not Halloween?” I was glad that she didn’t ask.

“Wow, your nephew is very pretty” was all I could muster to say.

“You’ll get to meet him in a couple weeks. He’ll be staying with me before the summer is over. He’s the same age as you and he also shaves his legs. In fact I think you have a lot in common with Pattie. She’s a bit of a sissy but in a good way. Hopefully you’ll take him to the Ulta and Sephora stores.” I winced at the mental image of her nephew and I shopping for makeup…and shoes.

Jackie paused for a moment and pointed at my hands before continuing. “I see that you take good care of your nails too Sweetie; nicely shaped Dave! Pattie likes me to make his nails look pretty. We could have a ‘mani-pedi’ day when he visits. Would you like that? I’m sure you would.”

I had vowed to be more careful but I had relaxed my guard. It was too late but I reflexively curled my fingers out of sight anyway. I was feeling uncomfortable with the way things were unraveling. I needed to get the key and leave.

Mrs. Thomas sat my juice on the table. She walked over to the kitchen window, picked up the binoculars and looked towards my house. “Was that the Avon Lady that just dropped you off? I could have sworn that she picked up a nicely dressed young woman at your house this morning.” Jackie put the binoculars down and turned to face me. She patiently waited for my reply.

Thinking quickly I said, “Marci had a helper today and helper brought me an Avon catalog.”

“So you get your own cosmetic catalogs?”

I lied and said, “They were for my mother.”

“Speaking about your mother, we’ve wanted to have a serious talk with you. Your mother and I have been seeing each other for a long time. We have similar tastes and get along well. She is without a husband and my partner has been gone for a long time. We are in need of companionship and we both have physical needs.”

“You mean your Saturday morning coffee klatches?”

“No, David. I mean we have been dating; usually on the weekends and sometimes midweek. We go to dinner, we go to movies, we shop, we talk, we laugh, we hold hands and we have intimate relations. Sometimes we go to a hotel. We care for each other and are considering consolidating our households. My house is bigger and has a better garage.”

I was dumbfounded! Was I going to have two mothers? “How can that be? You’re both women! Is mom a lesbian?”

The big reveal and bigger surprise

Jackie: “No, Davey she is not a lesbian. I’m a ‘chick with a dick’; a man that chose to live as a woman and take hormones more than 15 years ago.” My shock was clearly evident by the expression on my face. “You don’t look or act like a man. I never suspected a thing!” Here was a person in my own neighborhood that was like me in some ways and I had never noticed. Another opportunity missed.

“That’s the way it should be, right? No one notices. Everything appears normal if I act normal.” Jackie paused to observe my reaction and continued her confessions.

“Your mother and I have been having an affair every Saturday since your dad left over five years ago. She doesn’t miss him, but she does miss his penis. I have a penis and I take care of your mom’s sexual needs and your mom takes care of my special needs. I keep a strap-on on my nightstand here and your mom keeps another one in her bedroom for when I come over. Sometimes, when she feels the need, she uses them on herself. I find it erotic to watch her pleasure herself with them.”

“A strap on! Like the ones I saw at Lee’s store? There isn’t anything like that in mom’s lingerie drawer! I would have seen it.”

“So it is true that you routinely go through her panty drawer, eh? We thought so. Well Missy, I hope you found some pretty things that fit you. Have you tried her red Merry Widow Basque? It has cute garter straps; I’m sure you found it very interesting. Did it fit?”

I blushed. “I don’t search her panty drawer!” Unsaid by me was, ‘Yes, it fit.’

“Yes, your mom says the ransacking of her panties and bras slowed down when you got your own stash of pretties. No corset yet, Davey darling?”

“My own stash?” I nervously asked.

“Yes, the clothes and the drawstring bag of cosmetics that you keep in a backpack on a shelf in your bedroom. You may as well put your panties in your dresser drawer and leave your makeup out on your bathroom counter. Your mom knows.”

I visibly reacted to Jackie’s comment with a head jerk and an audible gasp. “She knows?” My voice sounded strained.

“We’ve known for quite awhile. It was only your mom’s familiarity with my femininity that saved you from being outed a long time ago. It allowed her to accept your obvious inclinations. I told her to give a girl a break.”

I sat dejectedly back in the chair before replying. “So, in a way, you helped me?” Jackie nodded ‘yes’.

“I shouldn’t spoil a secret, but after speaking with your mother last week I got her to agree to let you get your ears pierced before the summer is over. Maybe you and Pattie can do it at the same time. You’ll love the look and sway of hoops and chandeliers.”

“What do you mean?’

“Your mom and I think you have a wonderful woman in your life… and you know better than us that that woman is you, Sweetie! In fact we wonder why you don’t have your own bras yet. We talked about buying you one for your birthday but she felt it would be awkward for you.” Jackie smiled and continued, “Sweetie, I have a brand new bra that I want you to take home, OK?”

“No thanks,” I softly said. “I picked one up at Lee’s this morning.” My eyes dropped to the floor. I waited for another brick to fall.

“If you have been in Lee’s store you have probably seen some of the dildos and toys your mom and I have.”

“My mom needs a dildo?”

“The dildos are mainly for me. I told you I have special needs; sometimes I need a penis too.”

“You just told me that you have a penis.”

“Yes I do; a very nice one according to your mother. Sometimes I NEED a penis and sometimes I just want one. In both cases I want the penis IN me.”

“Your mom doesn’t have a penis so to overcome that obstacle she uses our toys to pleasure me in special ways. She’s very good with them. Since you’ve been to Lee’s then you know what I mean. Do we have the same desires, honey? Do you ever wakeup in the morning with an urgent and powerful erection and remember that you were dreaming about a cute boy and his penis? You’re at the perfect age, aren’t you, Sweetie? Do you fantasize about nice, firm cocks?”

“OK. I’m listening.”

“The fact that you have been to Lee’s tells me many things Baby Doll. It sure explains how cute you are dressed and it explains your shaved legs and girly eyebrows. It proves that you have an interest in, shall we say, ‘alternate lifestyles’, doesn’t it? How old were you when someone first called you a Sissy?”

I began to squirm and my brain began to race. What has mom told her about me? I bet she knows that I wear mom’s high heels around the house!

Jackie: “I knew that you were a ‘swish’ the first time I ever saw you. Your photos on the refrigerator don’t lie. And the moment I opened the door today certainly confirmed it. I’m certain I have seen a girl prancing around your living room from time to time… usually an hour after your mom leaves for work.”

I listened but had no response. I would only dig myself a deeper hole.

“They say ‘It takes one to know one’ and I say that at the very least you are a very pretty cross-dresser and perhaps you may be a cute young Sissy in need of his first same sex experience! Since I consider myself bi-sexual I can help you out in that department; it would be our secret. I would break you in very gently. Surely you must be curious. Right, my little Sissy?” Our conversation had taken a strange turn.

Smiling sweetly Jackie placed her hand on her crotch and said, “I have something very special that a cute girly-boy Sissy like you would love to see… to touch. Have you been wondering what a man’s penis looks like… or feels like… or tastes like? I bet you are aching to wrap your Sissy lips around a man’s throbbing erection for the first time. Trust me, you’ll love it. I do.”

I sat motionless in shock and absorbed what Jackie was saying. I think she’s trying to seduce me! My mouth was dry, my palms were sweaty and my penis was stiffening.

“Sucking cock has never been a problem for your mother. She’s very talented but I’d like to know who the better cocksucker is; mom or her son. Hell, you could take turns and pass my penis back and forth; we could have a family cock sucking contest!” Jackie stepped much closer to me and slowly rubbed a sizeable crotch lump that tented her jumper outward.

“Do you know what a bisexual is cutie? Are you a bisexual or are you gay? Would you like to find out?” Jackie asked.

Staring me in the eyes Jackie stepped closer, lifted her leg and put one foot onto my chair. Standing on one leg Jackie reached into the leg opening of her jumper, pulled her panties to the side and pulled her penis out from under the short hem. She held it just inches from my face and swayed it provocatively. I couldn’t take my eyes off of it. “Would you like to experience your first cock, Missy?” Jackie leaned closer and tapped my right cheek with her penis. Her bold move startled me. I was about to say something when she cock-slapped me on my other cheek. The warmth of her flesh lingered on my face.

Youth’s Folly – I should be going home

It was magnificent and it was erect! I studied the veins in her shaft, its girth and the cockhead. I was mesmerized. I subconsciously licked my lips. Would today be my day to experience a man for the first time? When would another opportunity come my way? I didn’t want any more of a delay. I was 18 years old and in dire need for my first sexual experience. Unfortunately Marci wasn’t available.

Jackie slid her hand from the tip of her penis downward to the base of her cock as if she was rolling a condom onto her shaft. “Watch how I do this Sissy. It gets me so excited. It feels even nicer when someone else does it for you. Would you like me to do this to you, honey?” She slowly repeated the move to tease me. “Go ahead Sissy Davey, be a good girl. Stroke my penis, Sweetie; you’ll like how it feels in your hand.”

I quivered with suppressed desire but kept my hands under control.

Jackie continued: “I’m circumcised. Are you? My nephew Pattie is not. How lucky that you will be able to evaluate which type of penis you prefer. Would you like me to show you what a good blowjob is all about? Are you curious about having your boy-pussy toyed with; of having a warm, firm penis slowly sliding in and out between your pretty lips… or your virgin back hole? Cupcakes like you have needs and desires.”

Jackie’s salacious words combined with the slow self-stroking of her penis right in front of my face were having a powerful effect on me. A heat and subtle aroma emanating from her crotch; I was becoming very aroused. My power to resist was fading. I wished I was wearing a panty liner as I knew my penis was seeping precum.

“You’re going to do it sooner or later my Sweetie. But you have to ask me. Just say, “Please suck me Jackie” or “Please let me suck you, Mommy” and I’ll give you experiences that you’ll never forget.”

I knew what I wanted but I didn’t want to say it. I kept staring as Jackie began rubbing her thumb on her exposed cock head to spread the shiny wetness emanating from the tip of her penis. My heart rate began to climb as did the lump in my panties.

“Perhaps you’d like to feel my penis first Sweetie? Just reach out and hold it for awhile. I’ll make it throb for you. I’ll even let you kiss the tip but you have to be wearing lipstick and you have to ask me nicely.” While holding her stiff penis for me with one hand she pointed to a gold tube of lipstick that was waiting on the kitchen table.

“I really need to get my key and get home. It’s getting late” I feebly said. I still hadn’t taken my eyes off her prick which did not go unnoticed by Jackie. I watched another drop of clear precum emerge from her pee hole.

Jackie took my unresisting hand and brought it to her rigid penis. Without being prompted I took it in my hand and wrapped my fingers around it. It was warm to my touch. True to her word Jackie made it throb in my hand. I broke into an involuntary smile. An urgency and desire was building in my groin. I held Jackie’s penis more firmly and ever so slowly began to stroke it like I do to my penis when I masturbate. I felt her penis become firmer in my hand. More precum began seeping out.

“Never waste the lubricant Sweetie. Use your lips to spread it around your boyfriend’s cockhead and down his shaft. All the boys love when you do that. It feels so very nice. I’ll show you if you want.” Using my thumb I did as instructed; I spread Jackie’s wetness.

Without taking my eyes away from the prize I began using my index finger to spread her pre-cum. My touch caused her prick to twitch. Jackie moaned and offered words of encouragement. “That feels so nice Sweetie. Wet my shaft. Oh, what a good girl. Does my penis feel as good as you hoped?” Her pre-cum helped my hand slide smoothly up and down her rigid shaft.

My own erection and need for sexual release were building nicely. I wanted to feel the same sexual sensations that I was giving Jackie.

I looked into her eyes in hopes that she’d reciprocate…that she would fondle my penis. Jackie said nothing but consciously made a point of looking over to the lipstick tube and then back to me as I slowly stroked her. I gave her a puzzled look but never stopped caressing her slick and shiny boner. Jackie again looked back at the lipstick and then back to me. She said nothing. I couldn’t help myself; I took her not so subtle hint.

I let go of her penis, retrieved the lipstick and removed the cap. Using my thumb and forefinger I twirled the lipstick out with well practiced ease. Without need of a mirror I coated my lips with a deep maroon color while maintaining eye contact with Jackie. I retracted the lipstick and sat it on the table. Jackie nodded her head and smiled. “You’re such a perfect Sissy! You really know your way around a tube of lipstick don’t you?” Jackie commented.

I grabbed Jackie further down her shaft and pulled her and her penis closer. “Jackie, may I please suck your cock?” Not waiting for a reply I tenderly kissed the head of her moist cock. I paused long enough to admire my lip print. I pulled her meat closer and formed a snug lip circle around her glans just like I had seen at Lee’s; I had a penis in my mouth for the first time; it was just like I had dreamt about. I wanted more.

I gripped her penis with my lips and one hand; I let my tongue dart around and explore. I wanted to find more precum. It occurred to me that I was now a cock sucker.

Jackie made a slight involuntary thrust and her penis slid further back on my tongue and deeper into my mouth. Maintaining my seal I pulled my lips back toward the tip of her dick letting my tongue experience her shaft. The “how to” articles and photos I had seen in Lee’s magazines made me more daring. I began sliding my lips and tongue up and down her shaft; I liked the feel of her cock head on my tongue. The experience and taste were not unpleasant.

The act of cock sucking had me hornier than I had ever been before. I was wanton with desire for sexual release. I had been fantasizing about this moment for a long time. I reached into my shorts and was going to begin pleasuring myself when Jackie slapped my hand. “Not now little girl, Mommy will take special care of her pretty little cocksucker very soon.”

There was a popping sound as Jackie’s cock slipped from between my lips. A solid ring of maroon lipstick on her shaft marked the depth of her entry into my mouth. I vowed to go lower. I had wanted Marci to be my first blowjob but I felt compelled to take advantage of a golden opportunity. A cock in the mouth is better than a cock left in someone’s pants.

I picked up the lipstick again, recoated my lips and went back for more cock. As I was sucking and beginning to bob my head up and down her shaft I wondered if something so large could fit in my pussy. I began to gently fondle her testicles. My fingers were close to her anus. I made a point to “accidently” probe her hole. When Jackie moaned her appreciation I inserted my finger about an inch into the warm dampness of her rectum. I was surprised at my boldness. “That’s very nice finger action my little Sissy! Tickle my pussy hole; make Mommy feel real good. Make Mommy cum” whispered Jackie. She made a point of throbbing her thanks to my eager mouth. Would her warm girth fit in my backside?

“What a good girl” Jackie panted. She gripped my finger with her anal ring. “This is how you milk a penis; grip and release, grip and release” Jackie demonstrated what she meant. I mentally filed her comment away for later use.

I was fellating Jackie to the best of my youthful ability when she said, “Stop for a minute Sweetie. Your pretty hair is hiding my penis from my view.” With her cock still in my mouth Jackie reached up and removed two hair clips from her hair. She tucked my long hair behind each ear and clipped it out of her way. “Look at Mommy when you suck her dick. I want to see your red lips on my cock” she said. I was back to being a cock sucker in less than 30 seconds.

I was tickling her anal ring again and simultaneously running my tongue along her shaft when I felt Jackie tense up; my mouth felt her penis enlarge and I knew what was about to happen. I immediately stuck my finger as deep in her hole as I could. Jackie loudly yelped, “Sweet mother of God! Wiggle your finger, PLEASE wiggle your finger! Fuck me, fuck me!” Jackie implored. I wiggled my finger and gave Jackie a rapid finger fucking too. It worked!

Jackie rose up on her tip toes, throbbed and forcefully ejaculated; I felt her warm sperm impact the back of my tongue and throat. My eyes grew wide. I stopped counting after five spurts of semen.

I held still and let Jackie’s penis continue to throb and drain in my mouth. I sucked, pumped, licked and probed for more. Jackie backed away just enough to let her prick drop from between my lipstick coated lips. A string of sperm stretched from my lips to her cock… just like in the photos in my magazines. I reached over with my index finger and wiped the tip of Jackie’s penis. Looking upwards at Jackie I put her string of cum in my mouth with the rest of her sperm. I licked my finger.

Looking down Jackie smiled and said, “What a good girl! What you did with your finger was amazing! Where did you learn to suck cock?”

Despite having a mouthful of cum I managed to mumble, “I read a lot.”

Jackie smiled approvingly. “You are an excellent cock sucker baby doll and Mommy appreciates it.” She gently patted my head as if I were her baby daughter and hugged me. I appreciated her praise. My first cock sucking experience came to an end.

Based on what I had seen in magazines (and in my dreams) I waited a moment, showed Jackie that I still had a mouthful of her seed and swallowed some of it. Jackie knew that there was more sperm left in my mouth.

Before I could swallow a second time Jackie lifted me out of my chair and kissed me passionately. She French kissed me and sucked her left over sperm into her mouth. Our tongues entwined and we spread her cum on each other’s lips and then we swallowed. The warmth, taste and consistency of her sperm were everything I hoped it would be. Her sperm tasted different than mine. What will Marci’s taste like? I was anxious to find out.

After we had both recovered a bit I picked up the lipstick and held it up for Jackie. I didn’t want to waste such an opportunity. I boldly said, “Now suck MY dick, Mommy.” Jackie looked surprised but took the lipstick from my hand, painted her lips and sat where I had been sitting. She was determined to taste my sperm. I didn’t complain.

Jackie grabbed my hips and pulled me close. I remained standing so Jackie could easily pull my shorts and panties down. Jackie had me step out of them. I kicked them both away. She began masturbating my prick. “Your pretty panties have a wet spot Sissy! Do you have the matching bra?”

“Yes, it’s the one I bought today at Lee’s. It’s a balconette push up bra with lace. I bought silicon inserts too” I proudly confessed.

As she stroked me she spoke; “Finally, your first bra! That’s exactly what I’d expect from a cute Sissy like you. Your mother will be proud. I can hardly wait to see you fully femmed up. I bet you do wonders with your pretty hair. You have a lot of time to practice while your mom is at work, right Missy?”

I didn’t need to reply. My rampant penis was pointing directly at Jackie. My brain and libido were in overdrive. I hoped she would stop talking and get serious about pleasuring me. I needed to cum.

Jackie took hold of my penis and stroked it the same way as she had just stroked herself. She wanted my penis harder. My red panties seemed to have inspired her. She formed an ‘O’ with her thumb and middle finger, circled my shaft and milked my shaft downward. She released her grasp at the base of my dick and went back to the tip and started over. Jackie milked me this way several times spreading my precum. I was very aroused. “Suck me, Mommy… please. Tongue my penis!” I pleaded. I would say, or do, whatever was needed to be sucked off.

I made a note to stroke myself exactly like Jackie was doing the next time I masturbated.

Jackie leaned forward and lovingly kissed my cock head twice. “What a cute little prick my little girl has; so hard and anxious!” Jackie cupped my testicles, leaned forward and began easing my penis into her mouth. Her tongue literally seemed to wrap around my dick. The warm, moist, texture of her tongue was magnificent. She tongued my dick sensually from the base to the tip and then back to the base. She fluttered and teased. And she sucked. I was becoming lightheaded with her oral skills. I vowed to add some of her techniques to my blowjob repertoire; Marci would be pleasantly surprised.

Breaking free for a moment Jackie announced, “Mommy prefers circumcised penises like yours; they are always so clean and vibrant with appreciation. Young sperm is so nice.” A red lipstick ring was at the base of my shaft and another was just below my cock head. I felt special. Jackie returned to her labor of love.

After a few minutes of head bobbing and testicle tickling Jackie stopped. “Spread your legs a bit Sweetie,” she cooed. “Mommy has a special treat for you.” She went back to slowly sucking me as if she wanted to delay my orgasm. Jackie extended her hand over the kitchen table and plunged two fingers deep into the butter dish that was on the table.

As she slid her hand and buttered fingers between my legs I spread my legs further apart. I reached behind me with both hands and spread my butt cheeks. My heart was racing at the prospect of what was going to happen. I wanted to make it easy for her.

Using both fingers Jackie spread the butter from the middle of my butt crack downward and a bit beyond my hole. She circled my virgin anal ring and teased it beautifully. Jackie had a true talent. I didn’t want her to stop. “Oh… that is so erotic. Please Mommy, please don’t stop! Do more!” I moaned. I pushed backwards and tried to impale my hole on her buttered finger.

Jackie went back for more butter. I knew what was about to happen; I could barely contain myself. She spread more butter around and into my sphincter; I reflexively puckered. The sensations were fantastic.

When she was satisfied that I was lubed enough Jackie began to worm her buttered middle finger into the entrance of my boy-pussy. The sensation of her finger sliding into me was both disturbing and incredibly exciting: exactly like I had dreamed of! My knees almost buckled. I’m sure she had only penetrated me up to her first finger joint. I had never been finger fucked before. I wiggled my butt backwards to maximize my pleasure. I was wanton with sexual desire. “Ahhh! Do that more!” I begged. I really wanted to say, ‘Go deeper!’

Jackie returned to her oral duties while sliding her finger in, out and around. She was taking her time which was fine; I was enjoying the tactile stimulation of my first anal penetration by someone other than myself.

Momentarily stopping her blowjob to better service my boy-pussy Jackie said, “You certainly are a virgin, Baby Doll… nice and tight; squeeze Mommy’s finger with your pussy like a good Sissy.” I clamped down on Jackie’s finger just to see if I could. “Now clamp on me three times and then relax.” I did.

“Is Mommy happy?” I gasped.

Jackie’s reply was in the form of a second liberally buttered finger being eased into me. I gasped in surprise and my dick got harder. She twisted and wiggled her fingers inside me. It was as if she was trying to stretch me. And then she stopped.

“Oh, god, don’t stop!” I pleaded. Jackie calmly said, “Does my little Sissy like having something wiggling in her ass-pussy? It feels so naughty doesn’t it? Mommy likes pleasuring your tight little pussy but you must ask Mommy nicely.”

“Please Mommy don’t stop! It feels so nice. PLEASE keep finger fucking me. I’ll be a good girl and suck you again. I need your finger in me!”

Jackie resumed fingering me. She increased the tempo and the depth of my penetration. And there were the stretching movements too. I was groaning with lust. I clamped her finger a couple of more times and then held tight while ‘Mommy’ slowly withdrew her finger from my rectum. The friction felt divine. We repeated the process several times. I surrendered myself to being a butt slut. I could only imagine what a cock would feel like; my young brain was wondering where mom hid her dildos.

Talking like a mother to her baby Jackie whispered, “What a lucky little Sissy you are! You gave your first blowjob and you swallowed too. We shared cum. If you’re a good little Sissy, you’ll have your first anal orgasm too; the first of many.” Jackie returned to sucking me off and I returned to milking her two fingers. The sensations were similar to slowly climbing a rope in gym class in order to get that special feeling in your groin but much better.

“Does my little Sissy want to taste her own cum?” Jackie rhetorically asked. I didn’t think it would be wise to admit that I had already tasted myself multiple times. I ground my ass on her fingers and wiggled my butt. I was panting with lust; I had a very pressing need.

A few moments later Jackie got around to my prostate gland. She stroked it perfectly. Her finger started an avalanche of extreme sexual pleasure. My orgasm began in my toes and exploded out of my penis. I let out a yell of profound gratitude! “Oh, god… thank you Mommy!” I said. Oddly enough it was the fluttering of her tongue tip on my cock tip combined with her deep finger massage that sent me over the edge. I was such a lucky girl.

When I orgasmed I grabbed Jackie’s head for support. Reflex caused me to do three or four mini face-fuck thrusts of my prick to the furthest most recesses of her talented mouth. I held her head steady and ejaculated repeatedly. I could barely stand. Jackie was very receptive and handled it well. I wasn’t surprised when she stood up and French kissed me. I could taste myself!

Again I thought about Marci and wondered if she would have finger fucked me as nicely. Did my enjoyment of being finger fucked make me a Sissy or was it my desire for a penis in my pussy that made me a Sissy? I wished that Marci had been my ‘first’.

Stacy: “Wow!”

Marcy: “Wow!”

Stacy: “Thank you thank you thank you.” I mentally collapsed.

Jackie sat down. “If we were better friends I’d spin you around, bend you over and lick all the butter away. You haven’t lived until you’ve had someone tongue your boy-pussy, Sweetie.”

Calling her bluff I said, “I’m not sure I’ll survive but let’s try.” I spun around, bent over, spread my cheeks and backed within range. I laid my forearms on the table to steady myself.

Jackie: “Ask for it.”

Knowing which side my bread (and butt) was buttered on I looked over my shoulder and responded, “Mommy, will you please tongue my pussy? Your little Sissy would be very happy if you did. I’ll suck your penis and tickle your pussy again! Will you? Please?” Jackie chuckled and slapped me hard on my butt. It stung!

“Honey, I’m going to give you a good excuse to touch and finger yourself back there. I’m going to leave a bright red lipstick circle around your anus! You’ll have a lot of fun trying to remove it.” She picked up our lipstick and thickly coated her lips. Jackie buried her face in my butt crack and pressed her lips around my anus. There was no doubt that she had marked her territory. Jackie lapped eagerly at my orifice and poked into me with her tongue. I moaned and quivered. Jackie began a five minute love affair with my boy-pussy. She twisted her tongue around and rimmed me several times; then she went deep. It was heavenly. She even reached around my waist and began jerking me off.

Coming up for air Jackie said: “Cum for Mommy, don’t hold it back… let it all out! Make a big puddle of Sissy cum. It will feel so nice. Mommy will clean it up!”

For a finale she rapidly stuck her tongue into my tight anal ring and fluttered me to my second anal orgasm of the day. I was a very fortunate girl. I ejaculated and Jackie got the puddle of sperm she wanted; it was under the table and on her linoleum floor. I sat my naked red ass in the chair, leaned back and closed my eyes. I was enjoying a beautiful after sex glow; occasional post orgasm quivers made me smile.

Jackie went to get paper towels to clean her fingers and mouth at the kitchen sink. As she washed she asked, “Are you sure you don’t want me to be your first real fuck Sweetie? You obviously liked the finger fucking and tonguing I gave you. And I liked what I felt; you’re pleasantly tight back there. I even stretched you a bit so that your first fuck will be easier for you. Everyone remembers their first fucking, Sweetie.”

“So you were loosening me up by using two fingers?” I asked.

“The next time, if you ask me, I’ll get three fingers in you, baby doll. I think you’d like that. If you learn how to milk a penis with your sphincter you could make a lot of money with that talent. Whoever gets into your pussy first will be ecstatic. I know that you want it. I sense that you are a ‘bottom’ in the making… or maybe even a real Sissy. I can tell that you have the desire; you just need to practice.”

The allegations were both disturbing and exciting. Yes, I am a butt slut cocksucker but am I Sissy too? Marci said Sissies and ‘bottoms’ like to give blowjobs and they like to swallow. Not only did I do all of those things just now I had also gratefully taken fingers in the ass; I liked it all and I wanted more. I wanted a penis in my pussy.

Both anal orgasms were amazing. I mentally tried to think of what I had at home that could take the place of Jackie’s middle finger and what could take the place of Marci’s cock. I knew that Lee had several items in her store that would be perfect. Perhaps I could find mom’s dildo hiding place.

Jackie dried her hands and returned to the table with paper towels so I could clean myself. She wiped my sperm from the kitchen floor, picked up my clothes and sat with me at the table as if cum on the floor and oral-anal sex with an 18 year old in her kitchen were no big deal.

Jackie held my panties open for me and coaxed me to get dressed. “Step in to your pretty panties my little Sissy.” I stood up, faced her and stepped into the leg holes. Jackie pulled them partially up my shaved legs. When my panties were at a convenient height (and just low enough) Jackie leaned forward, kissed my cock and finished pulling them up. She smiled and ran her hands over the front of my panties to smooth them. She then held open my running shorts; I stepped into them and she pulled them into place and hugged me. There was a maternal tenderness in her tone and her actions.

“Thank you, Mommy. You made my penis and pussy feel fantastic!” I said.

Still standing in front of Jackie she picked up our lipstick, extended the color and steadied my head. “A young girl like you must always make sure her lips are colored. It helps prevent chapped lips from cock sucking.” She carefully applied it to my lips. “Press your lips together, Sweetie; it evens out the color.” I played along and smacked my lips. Her touches were getting me excited. I was tempted to ask her to brush my hair. I’m sure she would have. Jackie patted me on my butt and said, “You’re such an eager and talented cocksucker.” I blushed and sat down.

Jackie: “It’s going to take some effort to get the red off your pussy. I find that cold crème makeup remover works quite well. Cold crème will also help if you want to slide something into yourself. You could always ask your mom to remove the lipstick from your butt. That would certainly be an interesting conversation starter, wouldn’t it?” Jackie laughed. I cringed.

“My finger isn’t long enough,” I lamented. Jackie shook her head and laughed. “So you have tried, eh? Yeah, you’re a Sissy!” I was tempted to ask to borrow a dildo.

“Considering your efforts to look, dress and have sex like a woman I don’t feel like I should call you David any more. I don’t think anyone that has such a talented mouth and middle finger should be called David. Based solely on your cock sucking ability I think I should call you Precious.”

“Someone else calls me that; that name is already taken.”

“Maybe I should call you Peg because in your not too distant future someone will ‘peg’ you. I’ll peg you for free or maybe you can pay someone. It is definitely going to happen, sooner or later Miss Davey.”

“My name is Stacy!” I said tersely.

Jackie: “So you already have a femme name, eh?”

I just shook my head in disbelief. Obviously I can’t keep a secret.

“Stacy you did extremely well at cock sucking and you were eagerly receptive to being fingered and stretched. Combine that with the finger action you gave my pussy just now tells me you have great potential. My nephew isn’t as inspired as you! You can give him some pointers when he visits and he could show you some things. How exciting for the both of you! Did I mention that he’s not circumcised?”

I shook my head in disbelief at what was being suggested. It also made me want to find out for myself what it would be like to experience an uncut cock…one way or another.

“I think you should let me pop your cherry right now because I already have your pussy stretched. I’ll be real gentle. Just lie on your back, put your legs over my shoulders and I’ll do the rest. You’ll probably cum before I do. I can make that happen for you.”

“Forget that. My virginity is already promised to someone.”

Why aren’t I having these experiences and conversation with Marci? I asked myself.

“I need to go Jackie. I have a lot to do before mom gets home. I need my house key.” I stood at the table, picked up Jackie’s lipstick. “You need to get a lip color that matches my skin tone. A Peach Coral shade would be nice… page 15 in the Avon catalog.”

Jackie grinned, rubbed my leg and said, “Missy, you really should moisturize your legs after you shave them. The next time I see you I want it to be Stacy. In fact tomorrow at 11 AM I’ll be using my binoculars to look at your house. Have Stacy step out on the front porch and wave, OK? I’ll give her $20 and a new bra if she does.”

“Oh, great, in addition to being a Sissy-cocksucker-butt-slut-crossdresser I’d also be a paid whore. You know what? I think what you really want is for me to slip my virgin Sissy penis deep into your she-male ass and ride you until you scream. Is that what you want? All you have to do is wear a garter belt and stockings and ask nicely. I’ll bring the lipstick.”

“You make it sound like a bad thing” Jackie said. “OK, after Stacy waves at me tomorrow call me and I’ll tell her where your mom’s dildo is hidden! Better yet have Stacy walk over here and I’ll thrill her with the real thing.”

I took the house key, put on my sunglasses and hat and left with Jackie’s hair clips still in place. I was thinking about cold crème, hidden dildos and Marci.

Comments are appreciated. Don’t make Stacy beg.

Which alternate ending story line do you like best?

The first story in this series was PG rated “The Avon Lady: ‘Ding Dong, Avon Calling” which was followed by PG rated “Avon Lady #2”. An alternate ending for AL#2 was “Avon Lady #3 which is also PG rated. This version, “Avon Lady #3XXX”, is the Adult Rated alternate ending for AL#2. Which alternate ending story line do you like best?


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