I was raised and influenced by a single parent household that consisted of my mother, twin sisters and me. Mother desperately wanted a third daughter that she would name Marcia; instead she dropped the last two letters and I became Marc. A stint at summer camp further ignited and fueled my feminine side.

Abby and Beth were three years older than me; idolizing and wanting to emulate your older siblings is a natural thing. They always included me in their activities and gave the acceptance that young brothers need; my sisters were my role models. Our father had ‘gone away’ shortly after I was born; I never had a male role model.

Our 3 bedroom home allowed us to have our own bedrooms. Mom had the larger room with an ensuite bath. Abby, Beth and young me shared a girly pink bedroom which they decorated in a typical girly manner complete with a mirrored vanity, poufy feminine curtains and posters and photos of unicorns, mermaids and boys. As we aged our posters changed to pretty-boy movie stars and buff and shirtless young men with charming smiles and nice hair. I had a small but comfortable bed along a windowless wall.

My sleepwear was pretty little girl flannel pajamas with bunnies, unicorns and rainbows. Unlike me Beth and Abby wore age appropriate young girl sleepwear. We had warm young girl pink robes and slippers to ward off the cold Michigan mornings. The one inch raised heels of our pink slippers was preparing us for the higher heeled footwear that is in every girls future.

At age six I was deemed old enough to sleep alone and was promoted to the adjacent smaller bedroom. I refused to move in to it until it had been remodeled and made pretty ‘just like my sisters’. I selected lavender color paint, pretty curtains, a girly four poster bed with girly flannel sheets and bedding that included a matching ruffled sham. Having my own mirrored antique white vanity completed my room; it gave me a place to display my Barbie dolls and nail polish. Abby and Beth decorated my walls with their old posters. I added one of Taylor Swift attired in a gloriously feminine and sexy outfit. I often fell asleep staring at her beauty.

Since I was the baby of the family my mother and sisters treated me as just another girl in the family. When my sisters and their friends played house I became a living doll for them to dress-up and play with; painting our nails and wearing two inch heels was a routine part of playtime. I had an old pair of my sister’s two inch heels; we became proficient in wearing them without stumbling.

At age 9 mom took us to the mall and allowed Abby and Beth to have their ears pierced; after much begging and pleading on my part mom relented and, just like my big sisters, I too had my ears pierced. Cute earrings and studs became a routine part of my life. It was during this time that I began to be called Maxine by family and friends.

I had no objections to wearing sis’s hand-me down clothes, dresses and big girl shoes at home; as part of the family Maxie and I went on public excursions ith the family. In fact wearing skirts, dresses, blouses, ‘A’ cup training bras and nail polish (just like my mom and my sisters) was normal to me; I rather liked it. Cotton panties and camisoles were my only underwear during my younger years; they made me feel part of the family and very special.

On one of my birthdays, around 10 or 11, I awoke one morning to find that all of my cotton undies and sleepwear had been replaced by colorful ‘big girl’ nylon items! I was so happy that in front of everyone I quickly changed into my new ‘pretties’. Mom never commented on my choice of clothing; panties, dresses, shoes with heels and subtle use of cosmetics; it was part of life for me.

At my mother’s and sister’s insistence my hair was kept shoulder length or longer; just like theirs. Abby and Beth enjoyed giving me pony tails and girly pig tails with pretty ribbons and hair clips. Sometimes we’d all be wearing curlers and experimenting with hair styles; I found that Aqua Net hairspray was a good friend.

On more than one occasion we’d go to bed with our hair in tightly wound curlers which I enjoyed immensely. In the mornings after breakfast, while still in our sleepwear, mom would remove our curlers, brush our hair and find a barrette, hair clip or ribbon to get us ready (and pretty) for the day.

Mom had warned me that boys and men that appear “too pretty” were unsettling to many people. “Be sure to wash Maxie’s feminine hairstyle and makeup away by taking a shower and washing your hair” she warned. “Sometimes a boy’s beauty attracts unwanted admirer’s that are only interested in sex.” I would find this to be true later in life.

I took heed of mom’s admonishment and proved to myself that a quick shower and hair wash removed all traces of Maxie and her pretty feminine hairstyle. I still use this technique when I want to ‘butch’ myself up before going out in public.

As a matter of habit and personal preference I still keep my hair long. By habit I nonchalantly tuck my hair behind my ears but at home I use a pretty barrette or hairclip to achieve the same effect. I learned that boys don’t wear barrettes in public; this truth goes back to what mom had cautioned me about looking to pretty.

Girlfriends

Abby and Beth’s girlfriends would bring over Teen Throb gossip magazines that were filled with photos and stories about music and movie idols. Sharon was a year older than my sisters and had discovered boys.

While styling each other’s hair or applying lipstick and mascara us ‘girls’ would pass the magazines around, reading, sharing and chattering for hours about who was dating who, current fashion, makeup trends and the love interests of our idols. I had a crush on two members of a boy band. It was harmless teenage girl fun.

Our activities evolved to getting pretty and then watching trending music videos, while lip synching and dancing to music. It was great fun. Dancing and prancing in skirts and heels was easy. We made and exchanged colorful friendship bracelets; I’m sure I still have a few lying in my jewelry box or perhaps in my panty drawer.

On one fateful day Sharon brought adult magazines that not only had adult gossip but also featured photos of naked women and men; our viewing materials at first were relatively tame; Playgirl and Playboy magazines evolved to more XXX and erotic materials. We were being pleasantly naughty young girls; we were a sorority of friends.

Centerfolds in the new magazines were very popular. It was our first experience of seeing adult genitalia; discussions and photo’s of penises and vaginas were now part of our together time. We wondered and marveled at everything penile related; wonderment about how a flaccid penis could become an amazing erection, the different look of circumcised ‘peenies’ vs uncircumcised; we debated which looked prettier; we wondered what it would be like to hold one.

I was volunteered to quench their curiosity. My peeny was in high demand; I was fondled, tickled and explored by everyone. They delighted in making my limp boy-bits become hard and long. Each girl took a turn. Sharon seemed already accomplished in such things, perhaps because she had a boyfriend.

Their ‘explorations’ soon evolved to outright masturbation of me and eventually themselves. I let them know what felt good and what didn’t; if they were gripping too hard, or jacking too fast or too slow I told them. Sharon let us know that she was already aware of this.

One day as they were having their fun with me I had my first orgasmic ejaculation! It surprised us all. Having a handful of warm sperm excited them beyond belief. All the girls felt the need to put a finger in one of my puddles and feel its slippery nature; I rubbed a bit between my thumb and forefinger. We agreed that there was a very faint odor. I yearned to have a long, hard, adult penis of my own that I could explore. Little did I know that one day that desire would become reality.

A day or two later it was Sharon’s turn to make me spurt. I removed my panties, laid back, made myself comfortable and waited for the thrill I knew was about to happen.

Sharon’s surprise “gift”

Sharon had a strange smirk on her face as she knelt between my legs; before touching me she applied a fresh coat of bright red lipstick to her pouty lips. Sharon wasted no time in making me hard and began skillfully jacking me off. It didn’t take long until I breathlessly panted that my moment was close; the girls gathered to witness the event. Sharon looked around the group for approval and smiled. “Look and learn” she said.

Sharon surprised us all; she first kissed the tip of my penis, looked at the red imprint she had just made and then engulfed my penis in her moist warm mouth. Our audience gasped at what they were seeing. I moaned in heavenly ecstasy.

Making sure everyone was watching Sharon slid down my rigid shaft and made a point of leaving a bright red ring at the base of my penis; I felt her trying to smile. “Lips are snug; never let your teeth touch the penis.”

For her finale demonstration on giving a blowjob Sharon began sucking and bobbing up and down my hardness! I began to moan and thrust my penis in and out of her mouth. Once again she said, “Look and learn ladies” and began tenderly teasing the entrance to my boi-pussy with an extended finger; I began to tremble with an urgency I had never experienced.

As soon as she rammed her finger home I spontaneously ejaculated into her mouth with a force and volume that was amazing. Sharon paused a moment and then began vigorously finger fucking me until I ejaculated again. I loudly moaned my gratitude for her skillful efforts. I felt like a very lucky girl. To our amazement Sharon swallowed my load and smacked her lips. I thought I heard a round of applause.

“That, my friends, is how you pleasure a man! My boyfriend gets really turned on by his own sperm and loves to French kiss me afterwards; it doesn’t taste bad and it’s pure protein like milk from a cow’s udder and!”

Sharon looked at me and said, “Maxine, you shouldn’t miss out on what all of us girls do.” Using two fingers Sharon scooped up a wayward puddle of my sperm and brought it to my lips.

I sucked her extended fingers and my viscous sperm into my mouth. I sucked and swirled my tongue just like Sharon said. For a brief moment I felt like I had just been intimate with a man; I wanted to experience that again. I vowed to never forget Sharon’s lessons.

As Sharon slowly withdrew her finger from my mouth she smiled at me and winked. “You’ll do fine Princess, you’ll do fine. What a girl like you needs are larger breasts. We need to get you out of an A cup bra.” I received another sly smile and wink.

The Gift that keeps on giving

A few days later Sharon stopped by and gave me a brown bag with two unopened containers of pills. “Maxie, someday you’ll thank me and maybe your boyfriends will too. These pills are a starter set of male hormone blockers and the other is low dose estrogen tablets. Think of them as daily ‘vitamins’; read the instructions and be very careful. Call me if you need more.”

As Sharon watched I got a glass of water and took one of each. I whispered a grateful, “Thank you Sharon, you’re a good friend.” 3 months later I was proudly wearing a B cup bra.

Don’t get me wrong our adolescent activities were not a one way street. They had had their way with me so it was only fair that I should have a go at them. They all offered their hairless vaginas to me to explore and I took full advantage of the opportunity; their slits looked so very beautiful; I wished that my pubes were just like theirs.

Life changes everything

Life changes things; penises get longer, testicles descend, cute young twats grow hair, real girls develop titties and menstruation begins. Blood spotted panties and tampon usage became the topic of choice.

The girls proudly showed off the white strings dangling from their maturing cunts; all except for me. Sadly I had nothing to show or share on the matter until someone figured out that I too could experience a dangling white ‘mouse tail’.

Rite of passage: first tampon

After swearing an oath of secrecy amongst ourselves I was easily talked into giving one a try. I removed my denim skirt, dropped my panties and bent over; after liberal use of a lubricant, 2 minutes of probing, the plastic applicator slid gently into my boy-pussy; the cotton wad symbol of womanhood was firmly in my love canal. I let out an involuntary girly squeal.

My first tampon felt odd at first but the symbolism of being one of the girls made me very happy. I didn’t understand why I developed an involuntary erection during the insertion process. I now know that it was due to having my boy-pussy filled. I had endured a sacred rite of passage that all young ladies go thru. I wondered if I was still technically a virgin.

I was soon able to easily do the insertion by myself and did so once a month even after our ‘band of sister’s sorority’ was no more.

Life goes on

Sadly people graduate, move away and their interests change. Adolescent naughty turns into feelings of young adult guilt and shame. Adolescent girl activities fade as boyfriends and womanly urges kick in.

Abby and Beth

My sisters graduated high school and left home to a local residential college. Our clique of girls discovered boys and stopped coming over. And mom found a boyfriend.

I was left with fond memories of exciting experiences, a closet full of my sister’s clothes and an abundance of their cosmetics. I was proud to have been part of a sisterhood.

As a parting gift my sisters gave me a beautiful gold anklet and a pair of cubic zirconium ear studs which I continue to wear when opportunity allows. I added their items to my jewelry box.

After their car drove away I went to my room for a good cry; it went on for a long time. When I turned my mascara stained pillow over I discovered a note that said, “Stay pretty Sis. Don’t forget to take your medicine. We will always love you” The note was signed “Abby and Beth.” I returned to my sorrowful crying.

Life goes on

High school was difficult. Although I continued my girlish ways at home and continued with my blockers I could no longer outwardly be Maxine at school; I was now Marc. When asked about my ‘man boobs’ I said I had gynecomastia. Most everyone believed it; I never dared wear a bra at school. I found that a snug bandeau or Ace bandage partially hiding my breasts made my life easier.

I did ok academically but due to my size, introverted nature and hair length I did not do well socially or in sports. Drama class, pep squad and being team locker boy do not qualify as sports. As locker boy I passed out towels, cleaned up the area and routinely got to see Coach Thomas and a lot of naked boys in the shower; it was obvious that by comparison, I didn’t ‘measure up’ to my class mates. Seeing their wet naked bodies created odd stirrings in my loins and renewed my interest to explore forbidden fantasies.

It’s ironic that the penises I had hoped to hold and explore as a young Maxine were now everywhere I looked. Trust me, I looked a lot; sometimes I felt a stirring in pants. I was smart enough to know its okay to look but not okay to touch… unless you are asked.

Summer Camp – I get asked

I had turned 15 years old and as a reward for completing 10th grade mom sent me to a boy’s summer camp in our nearby mountains. “Camp will be good for you, you’ll make a lot of friends and experience many new things” she said. And she was right.

Camp consisted of 3 separate ten day sessions spread over a 2 month period. I attended the last session of the summer.

By habit Mom mistakenly enrolled me as Maxine rather than Marc. When roll call was taken and “Maxine” was called the entire assemblage tittered and giggled; my shoulder length hair, 5 foot 8 height and ‘gynecomastia’ didn’t help my situation; one camp counselor, Troy, in particular perked up at my appearance as well as my name.

Troy was 18 years old and was in his second year of being a camp counselor. Each cabin held 8 boys and Troy was able to select which campers were assigned to his cabin. He selected his campers carefully and he selected me. Troy was also 3 years more gay than I was.

As luck would have it I was last in line for the obligatory camp T-shirt; the only ones left were one size too small. The form fitting snugness of my under sized T-shirt brought attention to my developing titties. I was not particularly big up top yet from Sharon’s pills but I clearly had girly chest “bumps”. My ‘I have gynecomastia’ explanation went on deaf ears.

No one noticed or commented on my shaved legs except Troy. “Nice legs Maxie; anything else shaved?” he asked. Yes, there was another shaved body part; I ignored his question.

Adding frosting to the twink cupcake that I was

For a summer camp skit, based upon my chest bumps and long hair, I was selected to play a girl in a camp skit; the ease, in which I slipped into my role, applied my makeup and wore a dress amazed many. For Troy my apparent femininity was an opportunity waiting to happen.

“Asked”

It wasn’t long after the skit that Troy asked, “Have you ever had an orgasm? Has anyone other than yourself touched your boy-bits?” I replied yes to both questions. Moments after answering his questions Troy asked me to accompany him on a short nature walk where he only took ‘special’ campers. Sizing up Troy and the opportunity to quell my curiosities I said “I think a walk could be very enlightening.”

Troy led me down a faint trail, through a grassy glade and behind a secluded rock outcropping; the walk took about 10 minutes.

Upon reaching Troy’s ‘special place’ we sat on a very long log. Troy placed his hand on my inner thigh and told me I was special and attractive. After a few minutes Troy put his arm around my shoulders and pulled me close. He began gently kissing my neck and lips and gently placed his free hand on my crotch; I eagerly reciprocated.

In acknowledgement of my submissiveness, and without being asked, I removed my t-shirt offering Troy my pert B cup titties. Troy’s lips latched onto my breasts like a puppy to its mother’s teats; his tongue danced, his lips nursed erotically on my erect nipples and he stroked me where it mattered most.

Our kissing became steamy and urgent; I cupped his hardness through his pants using my thumb to caress the length of his forbidden fruit. My mom was right; summer camp was going to be very special and I would indeed “experience many new things.”

An offer to good to refuse

We stopped our activities before either of us exploded; Troy was hungry for young boy’s sperm; he made me an offer I couldn’t refuse.

“Maxie, when we take our walks, if you let me suck your penis all you have to do is jerk me off; no need for a reciprocal blowjob unless you want to. Perhaps someday you will give it a try some day; for a twink like you it’s just a matter of time until you do.”

Troy’s proposition seemed like a ‘no-brainer’. Besides I had needs and desires of my own that I was anxious to resolve.

Special sessions

To give Troy access to me and my titties I kicked out of my shorts and underwear; Troy also got naked from the waist down; the meadow grass was not uncomfortable. I skillfully jacked Troy to orgasm as he played with my titties and sucked my cock to orgasm; we kissed passionately afterwards like Sharon had described. Troy was pleased that I had shaved my pubes prior to camp; he got what he craved.

Although I skillfully dodged most of Troy’s ejaculations I always seemed to soil my hands. Troy watched as I licked his warm seed from my hand and fingers; I got what I craved.

The third date

Our excursions into the forest became daily. There was no pressure to reciprocate his blowjob; that happened on our third ‘date’.

I had finished jerking Troy and was leaning casually against a pine tree. Troy stood up to stretch; “Damn you’re good, Princess!” he complimented. His still rigid penis bobbed mere inches from my face.

I succumbed to long repressed desires; I leaned forward, brought Troy’s hardness to my lips and I kissed the wetness off the tip. Troy looked down, smiled and said, “Take your time Princess; it was only a matter of time until you sucked your first cock. Girls like you can’t help themselves; you were destined to be a cocksucker.”

I took his shaft into my mouth and did what needed to be done. Reminisces of Sharon’s plump lips, puckered cheeks and dancing tongue flashed through my brain; the more ardently I nursed on Troy’s penis the more aroused I became. I regretted that I was not wearing lipstick; I longed to see red rings of MY lipstick on Troy’s hardness.

Towards the end of my first experience with fellatio, and recalling Sharon’s training, I boldly slipped my middle finger deep into Troy’s backside; the result was instantaneous. I was pleased that my mouth and lips were able to feel Troy’s pre-release swelling. The force of his ejaculation and his post orgasm contractions and squirts were thrilling to me; my penis had never been so hard. I had no choice but to relieve myself onto the forest floor.

Pleased with my oral efforts Troy said, “This isn’t your first rodeo is it, Maxine?”

Knowing that it’s impolite to speak with your mouthful I smiled seductively, made sure he saw me swallow his offering and said, “You’re my first.” I had performed my first blowjob; yet another rite of passage.

Troy knelt down, said thanks, and kissed me tenderly on my wet lips and softly said, “There’s no turning back Princess, like me, you are a cocksucker now and, like me, always will be. There’s one more part of life that will complete you.”

Last week at camp; Maxie gets ‘assed’

Shortly after a mutual gratifying naked sex session among the pines I succumbed to another fantasy. Without being asked I positioned myself on my hands and knees doggie style on the soft forest floor with my titties dangling downward; I spread my virgin cheeks. “Don’t make me beg” I implored as I offered myself to Troy.

Troy smiled: “A twink like you will always have a need for a man like me.” He produced a travel sized tube of lube and made his penis and my pussy slippery. Troy knelt behind me. I reached back and centered his prick where I wanted it and wiggled my ass wantonly; it took awhile but Troy slid delightfully and deeply into my pussy. As I felt my anal ring being stretched I knew that my next penetration would be easier.

Troy managed to fondle my small but dangling titties and introduced me to the etiquette of providing a ‘reach around’ for your sex partner. In my mind I could hear Sharon saying, “You’ll do fine Princess, you’ll do fine.”

Feeling the slap of Troy’s testicles against my ass was fantastic. I took his pounding well. I moaned at the pleasure of being sodomized and tried to back more fully onto his rigid prong; I was blessed with my first anal orgasm; I truly felt like a woman. It was another significant rite of passage. It would not be my last; I had indeed ‘done fine’.

There were three more forest fucks before the last day at camp; I tried milking Troy by clenching my pussy muscles and not allowing him to easily pull out; my technique was pleasurable for both of us. For these last sessions I had the foresight to bring a tampon so as to cork myself and not be seen leaking Troy’s sperm down my leg and into my socks when we returned to camp.

On our last hookup Troy was my bitch. I screwed him to my heart’s content and kept screwing him even after my ejaculation had hosed his innards; I considerately gave him a ‘reach around’ as I humped his ass. Mom was correct, camp was good for me and I did experience many new things.

Camp is over

When we got home Troy gave me an inexpensive neck chain; my first reward for being such a good cocksucker. Troy and I continued to “date” (or mate) for several months. I came to understand and appreciate what being a “submissive bottom” entailed; Troy ‘fit’ me perfectly and I liked it. The slapping of his testicles against my ass made me feel feminine.

Little did I know that my experiences with Troy and the “suggestions” from Sharon would figure prominently in my future.

The REAL story – High School is over; career choice

After graduation I was young, naïve, innocent, gullible and in search of a career. My twin sisters had left home for college and mom had found a boyfriend. The three of us had been a tight knit family for more than 20 years. We understood each other and supported each other completely including when I dressed and got pretty. Life moves on and so must I.

After high school I knew that the military was not for me. Based on my background and life experiences I seriously considered cosmetology as a career field. Instead I entered a vocational trade school in order to have a more secure source of income; reluctantly Maxie went on a prolonged vacation.

After trade school I was accepted into a Union apprenticeship program that would give me a purpose and career. I discovered I liked carpentry and construction and became very handy with tools and figuring out how things worked and how things got repaired.

When a general contractor took me under his wing I began wearing a bandeau breast minimizer under my work clothes. During my two years with Bob’s Builders I learned building codes, OSHA requirements and how to work with local authorities in order to get projects done. I could work independently and without close supervision.

In my early 20s I moved away from home and started a one person handyman business I named ‘Marc’s Maintenance’. I did good work for a fair price. I’ve been known to reduce my rates for a good cause or a sad story.

Business was slow but steady; I kept alert for additional money making opportunities that didn’t involve construction. These factors, just like summer camp many years ago, started me on an interesting adventure that I would never have dreamed possible.

I leave home

I moved into a modest 2 bedroom rental home in Middleton in early Spring. Middleton is in a rural area of Western Michigan where rental homes were cheap and spaced comfortably apart. The only furniture I brought was a double bed, a white mirrored vanity and an abundance of women’s clothing, cosmetics and my special low dose ‘medicine’. Years of being a girl makes for an interesting and eclectic wardrobe.

Neighbors

During my first day of moving into my new place I walked over and introduced myself to my next door neighbors. “Hello, my name is Marc.”

I was pleased that my closest neighbors were a mother and daughter that lived together; they owned a small but promising beauty salon that they operated out of their home; they hoped to expand the business someday. Vivian, the mother, was in her mid 30s and her equally attractive daughter Melanie (“call me Mel”). When I said I was a general contractor did handyman services they seemed to perk up.

Vivian and her daughter were licensed cosmetologists/hair stylists with particular skills with wig styling. Mel wanted to follow her mom in the cosmetology and beauty business. Viv had years of experience working for local salons; she hoped to open her own shop some day.

They had lost their husband/father in a deadly traffic accident several years earlier. The insurance company for the man that killed him had a highly paid corporate lawyer and Viv, as she preferred to be called, did not have adequate representation; she was awarded a settlement that was much less than what she deserved.

Her proceeds were enough for them to leave the sad memories of their dead husband/father behind and move to a newer 3 bedroom 3 bath house. Vivian’s new house was the perfect solution for her life goals; there was a fully finished downstairs ‘mother-in-law’ suite downstairs with a private entrance. The two planned on converting it to a work from home beauty salon of their own design. Finding a reliable contractor at a reasonable price to make the needed conversion was worrisome.

During the first week that I had moved next door V & M invited me over for coffee and donuts so we could get acquainted. We made the usual small talk; they asked if I had a girlfriend. I replied that I was in-between relationships; I was polite but deliberately vague.

They inquired if my contractor/handyman business kept me busy.

“Business has been slow. I hope it picks up soon or I may have to get a ‘real’ job.” They smiled at my attempt at humor. I considered telling them I had thought about cosmetology as a career but did not.

In return they made me aware of their circumstances and business goals. They let me know they were single and not looking to change that any time soon. I could sense them checking me out and hoped that my eyebrows weren’t too femme and that my panty line didn’t show. I wondered what they would say once I left.

Two days later they invited me over for lunch; they wanted to get my thoughts on a business proposition.

A perfect solution they said

Having a handyman (me) living next door was a blessing for both of us they said. Our meeting was pure serendipity and we could all benefit from having met they said. They would hire me to make their salon idea into a functioning business and I could take on side jobs as opportunities arose.

We discussed their ideas on shop layout, design and their timeline. I offered a few ideas of my own. We also discussed my “busy” schedule (I had nothing steady for the foreseeable future) and my fees. The prospect of becoming their Facilities Maintenance and Repair Person was an interesting concept as was the prospect of steady income.

I could tell that there was something troubling Viv and Mel and that it was causing a lot of stress. I asked them, “I sense you two have a strong anxiety about something; is it about my ability to complete your shop?”

“No, Marc your job skills aren’t an issue. We’re worried about buying Dutch’s beauty salon.”

They mentioned they were considering acquiring a salon from a retiring salon owner but there were demands they had to meet… something about proof of their ability to be able to fulfill the seller’s requirements prior to letting his business be sold. It was an involved process by a man called Dutch they said.

“Who is this Dutch guy?” I asked.

“Dutch is a very wealthy homosexual salon owner that caters to the LGBTQ community. He owns “The Woman Within” beauty parlor which is one of our competitors. He’s retiring soon and wants an appropriate buyer. If we are able to acquire “The Woman Within” we’d be set for life and you wouldn’t need side jobs. You would then be our full time Facilities Maintenance Manager with higher pay. We have many things to resolve before we will know if we get his salon.”

Our conversation returned to V & M’s immediate need of making part of their home into a functioning hair and cosmetics salon.

“The nature of our business”

“Marc, before we go further there’s something you need to know.”

Viv explained: “A large portion of our clients have special and socially embarrassing beauty needs that required confidentiality, understanding and empathy. My clients need to feel comfortable and secure.”

Feeling a bit puzzled I asked “Why?”

“Some of my best clients are men; some are gay, some are not. Let me know if this will be a problem for you.” It turned out that V & M were LGBTQ friendly; accepting and welcoming to everyone.

On a practical level alternate lifestyles (and girls like me) were a substantial source of their revenue; a segment of the paying public that V & M were determined to expand with the acquisition of Dutch’s business.

I was not fazed by her comments; I knew men that loved to look pretty and I am one of them.

“Your special clients will never be an issue for me.”

Should I take the job?

I had personal reasons for making their business a success; my income and livelihood were linked to their success. Not having a daily commute to a distant job site and having the security of a steady paycheck was very appealing as was prospect of becoming their Facilities Maintenance Manager if their business grew. And, perhaps, I could learn the cosmetology business. Viv also offered free salon services and an occasional home cooked meal as part of the deal.

After a bit of negotiations we agreed upon my weekly rate. The three of us shook hands. When I shook hands with Vivian she held my hand a bit longer and checked my nails. “Marc, it looks like you need to refresh your manicure” she said. “I can tell it’s been awhile.” She showed my shaped but unkempt nails to Mel. Mel smiled and added, “Yes, they need some care.”

To celebrate our new arrangements V & M opened a bottle of Chablis and we sat comfortably in their living room and talked more about their salon.

First day

I reported to work wearing my usual gender neutral Dickie’s work pants and shirt with a breast minimizer bandeau. My long hair was in a relaxed pony tail and was tucked under a John Deere ball cap; small, gender neutral, gold ball ear studs completed my ‘work outfit’.
At the end of the day as I was packing up my gear Mel pointed at my ears and said, “Don’t you have any more attractive earrings than those little girl studs?” I couldn’t help but blush.

The next day I showed up sporting modest ½ inch gold hoop earrings. V & M smiled and said, “Those are much nicer Marc.” I thought so too.

Over the next week I enlarged the salon’s bathroom; I added two toilets (with privacy partitions) and a second shower stall large enough for a 6 ft 6 inch ‘woman’. Long mirrors, like those found in a ballet studio, and a long faux marble counter were classy. The lighting was perfect.

Feeling accepted

On another morning I was sporting my usual a ponytail while keeping my shoulder length hair out of my face with basic tortoise shell hairclips. As Mel walked by she tilted her head as if puzzled, said “Good morning Marc” and went upstairs into the main house. I continued with my work.

Returning from lunch I found matching 3 inch rectangle rhinestone encrusted barrettes on my toolbox with a note in Viv’s handwriting. “This is a classy place MARC(ia), give these a try.” There was a hand drawn smiley face and the letter “V” on the note. I chortled inwardly as I swapped the new for the old; they were very pretty. Her adding the lower case “ia” at the end of MARC was acknowledgement that they understood who I was.

After many months of being very straight I was beginning to feel like Maxie again. I replaced my bandeau with a snug sports bra that didn’t over emphasize my breasts and I began wearing barrettes and gold hoops frequently at work; I wished that my mom and sisters could see my pretty new clips.

In the main part of V & M’s salon I added a half dozen floor to ceiling gym rental lockers for girls that could not take their dresses and accessories home. I also created an area where clients could change clothes and shoes before going out on a date. I would speak to Viv and Mel about other amenities that could generate income for them.

Work goes on

I installed shelving and glass display cases for Viv’s wigs and beauty products. A pair of large screen TVs and a respectable sound system added to the salon vibe; customers of any gender would be comfortable and at ease. V & M were pleased with the bathroom remodel and changing area I had built.

I was concerned that once I finished the V & M shop that I’d be out of a job and once again hustling for an income; maybe the hustling would be contractor related. I had personal reasons in V & M acquiring “The Woman Within”. How could I be of help?

Being social

In addition to an income V & M provided me with someone to talk to even if the conversations revolved around cosmetics, hairstyles and fashion. My older sisters, our girlfriends and I had chatted constantly about clothes, cosmetic and boys. I knew I could carry a decent conversation with V & M. The smell of nail polish and cosmetics were not new to me; I knew what it takes to be pretty.

Invited to dinner

Shortly after being gifted the pretty hair clips I was invited to a home cooked meal at their house. Based on my Maxie experiences of my childhood (and V & M’s not so subtle hints) I felt I had nothing to lose.

Maxie goes to dinner

In preparation for the evening I asked myself what degree of ‘girl’ do V & M want to see? When refrains from a Bonnie Raitt anthem song began echoing pleasantly through my head; “A little mystery to figure out babe, let’s give ‘em something to talk about…” I decided to be in full Maxie mode; it had been a long while and Maxie needed social interaction.

I took a nice warm shower; I used a fresh blade and re-shaved my armpits, legs and pubes. After my shower, and with another fresh blade; I shaved my face super smooth. I am blessed to have very light facial hair; stubble on a woman is a major turnoff. I didn’t forget to moisturize my legs and face.

As usual I used half dozen medium sized Velcro hair curlers to keep my long hair out of the way when I shaved my face. The curlers go in easy, dry quickly and create a much fuller and feminine head of hair with minimum effort. I left my curlers in place and continued to get ready.
I am well versed in tucking my boy-bits and after getting that done I donned red high cut French panties with a subtle lace trim and a bow in the front. Black thigh top stockings were next. The beautiful gold anklet that my sisters had given me was nicely on display.

Speculating that Viv and Mel may be curious to see how much of a bust their handyman had I opted to wear my most flattering 38 C push-up bra.

Rather than startling L & M by wearing a dress on our “first date” I opted for femininely stylish khaki colored pleated ‘ankle slacks’ with the zipper in the back. They were form fitting and didn’t have pockets; I presented a smoothly feminine front. Not having pockets required I wear my Michael Kors clutch purse.

My top was a long sleeved baby blue light linen blouse with pearl buttons down the front and at the cuffs. For effect I left the top button of my blouse open so my delicate gold chain and cross were visible.

After shaping my fingernails they received a shiny coat of light pink polish; I painted my toenails ‘Happy Red’. Perhaps V & M would offer an alternative for my fingernails; I was feeling nervous.

I contained myself and used a sparing amount of blush and two coats of Sephora mascara on my lashes. I spent more time on my eyebrows than I should have plucking wayward hairs and restoring them to a reasonable androgynous shape. I debated on a lip color but elected on ‘Faded Rose’ transparent lip gloss from Jafra.

Removing my curlers I brushed myself into an acceptable womanly hairstyle. After clipping in my new barrettes I lightly sprayed my hair with Aqua Net and looked into my mirror. I was pleased at the results and wondered what magic V & M could do for a girl like me.

For accessories I selected a modest friendship ring, a silver ladies watch and 4 bangle bracelets. Cubic zirconium chandelier earring matched the sparkly barrettes that V & M had gifted me. My shoes were sensible pointy-toe black flats with a one inch heel to avoid any embarrassing falls. My gold anklet looked very sexy against my black stockings.

After a long gaze into my full length mirror, I applied a hint of ‘Cashmere Mist’ perfume and was ready. I opened my MK clutch, transferred my ID and by habit, a tube of lipstick. I grabbed a black sweater and left.

The reveal

I stood at Vivian & Melanie’s door for a moment before ringing their doorbell. I adjusted my sweater sportily over my shoulders like a cloak and took a few deep breaths. I knew they had been coaxing me to reveal the inner me; the inner Maxie. I was glad I decided to wear slacks. I rang the doorbell. The door opened.

End of Maxie’s “Dutch Treat” (Part 1 of 2)

In part 2 of Maxie’s “Dutch Treat” (Part 2 of 2) you see the reveal and discover another meaning of a Dutch treat.

I have 32 other stories on Big Closet and I hope you read a few. Some are very PG and deal with acceptance. Do an Author Search for Donna T

Maxie’s “Dutch Treat” (Part 2 of 2)

Author:

Donna T

Caution:

CAUTION: Sex / Sexual Scenes

Audience Rating:

Adult Oriented (r21/a)

Publication:

7,500 < Novelette < 17,500 words

Genre:

Crossdressing

Character Age:

College / Twenties

TG Themes:

Gay Romance

TG Elements:

Gay Males

Permission:

Posted by author(s)

Maxie’s “Dutch Treat” (Part 2 of 2)

Recap of Part 1:

Synopsis: My name was Marc; friends call me Maxine. I was raised in a single parent household with no male role model. Mom and two sisters made sure I was pretty as I grew up. As a result I am attracted to a femine way of life, women's clothing and men. I've never left a date disappointed.

After graduating trade school I found a unique way to financial security while also exploring opportunities to express my innate femininity. To that end I found I had to be an actress of sorts; I was facing an "audition" that would change my life as well as Vivian's and Melanie's lives.

If you've not read Part One a brief synopsis is provided. - Special thanks go out to the REAL Maxine that inspired this story.

Previously at end of Part 1: THE REVEAL – “I stood at Vivian & Melanie’s door for a moment before ringing their doorbell. I adjusted my sweater sportily over my shoulders like a cloak and took a few deep breaths. I knew they had been coaxing me to reveal the inner me; the inner Maxie. I was glad I decided to wear slacks.

I rang the doorbell. The door opened.

Oh, my!

Melanie opened the door and froze in place, mouth open and stared as she tried to take in what she was seeing. I waited a long moment and said, “Good evening Mel. My name is Maxine and I’m your new neighbor; my friends call me Maxie. I hope I’m on time.” Mel’s eyes widened, her face lit up and smiled. “Oh, my God! You’re beautiful! Please step in… Maxine.”

I stepped into the house, briefly displayed my fingernails for Mel’s inspection and waited.

“Mom! Come quick, we have a lady visitor!” Vivian rushed in from the kitchen and stopped in her tracks. “Oh, my God!” she also exclaimed. I began to blush.

Mel said, “Mom, meet Maxine.”

V & M embraced me warmly, held me at arm’s length to confirm what they were seeing and then hugged me again. Viv kissed me on the cheek and smiled in disbelief. Mel took my sweater and commented “You smell as pretty as you look.”

I was made to do a slow turn so they could take in my feminine beauty. Both ladies shook their heads in pleasant disbelief.

“I had no idea that our handy-“man” could also be a pretty woman!” Vivian exclaimed. Mel added, “We obviously had our suspicions but never in our wildest dream did we expect how nicely feminine you could be! I’d love to see you in a dress.”

“Me too, I’d love for you to see me in a dress but I didn’t want to overwhelm you with my cleavage so I went with a less femme outfit” was my reply.

“Less femme?” Mel asked. “I hate to disappoint you Sweetie but you certainly don’t look unfeminine to me!”

“Maybe, once this is all over, I’ll breakout my sexy party dress and we can have a girl’s night out” I replied.

Vivian said, “Let’s adjourn to the living room where we girls can be more comfortable.” I was ushered into their living room for girl talk and questions. Once seated I crossed my legs in a feminine manner and to break the ice I made a pouty face and asked, “What’s a girl got to do to get a drink around here?” We all laughed at my question; I began to relax.

“What’s your pleasure Princess?” I was asked.

“Do you have a Chardonnay or a not too sweet Riesling?” I queried.

What’s your story Morning Glory?

Over the next 30 minutes and two glasses of wine I answered most of their tactful questions. They raved about my clothes, hair, makeup and earrings. I was also complimented on my anklet and neck chain; “My sisters gave me the anklet when they left for college.” I hesitated a moment and continued, “A boyfriend gave me the neck chain.”

Vivian and Melanie exchanged looks of surprise; they now knew exactly who and what I really was; their questions kept coming.

“How did you get so skilled with your hair?”

“Mom always fussed with my hair so I could look like my sisters; I became so familiar with wearing ponytails, barrettes, dresses and makeup that I considered becoming a hairdresser.”

“Who decided to get your ears pierced?”

I sheepishly responded, “I did. When my sisters had their ears pierced I begged mom to have mine pierced too. I was six years old; I wore gold starter studs at first but eventually mom let me wear big girl hoops like my sisters; earrings became a routine part of life.”

“That sounds normal to me,” quipped Mel. “But then again I’m a girl. Are you?”

I ignored her question. All you had to do was look at me and have heard my self-revelations and know the answer.

We emptied our bottle of wine. V & M decided it took the two of them in the kitchen to get more. They went to the kitchen and as they uncorked another bottle of wine I could hear them whispering amongst themselves. Maxie and I enjoyed the moment of quiet; I closed my eyes and slowly exhaled; I felt the nervous tension in my neck subside.

More wine, more questions

Viv and Mel returned with the wine and announced that the dinner was in the oven and almost ready. “You should never rush pot roast” I said.

Vivian said “I have a couple more questions and then we’ll leave you in peace. You must admit that your background combined with you meeting up with us and our special salon is pretty amazing; it’s like divine intervention.”

“Yes, it is an amazing set of circumstances” I agreed. I was still curious about Dutch and his ‘test’.

“So you were just one of the girls as you grew up? Do tell!” Viv casually asked. So I did. Living alone is no fun.
“Yes. I was always ‘just one of the girls’ and I still am.” I squirmed uncomfortably in my chair.
“When you’re in girl mode may we call you Marcia? It seems to fit much better than Marc.”

“No, call me Maxie; it’s short for Maxine; Maxine was to be the third baby girl that my mother never had. I’ve been Maxie for all my life.”

Dinner

The homemade pot roast with all the trimmings was delicious. It was the best food I had eaten in several months. Fast food and microwaves may be filling but homemade meals are best.

Over dinner V & M filled me in on possibly acquiring a second salon; a spa that catered 80% to the gay, transgender and ‘special needs’ community that Melanie would run. I was again made aware that if they were to be able to acquire the new salon it involved passing a very odd ‘proof of ability’ evaluation mandated by the seller. “Dutch is a bit offbeat” they volunteered. “He wants to leave his clients in good hands.”

V & M explain

“Dutch was a guest at an extravagant transgender wedding we were involved with. We did a fantastic job in making the entire wedding party beautifully feminine; the male bride and six men in the bridal party were absolutely gorgeous when we got done with them. Our effort attracted Dutch’s attention.”

Vivian: “The Duchess approached Mel at the reception and told her that he was impressed with our work. He mentioned that he was retiring and was anxious to sell his “The Woman Within” salon, and all name and franchise rights, to the “right” people. He was aware that our salon, like his salon, discretely served the LGBTQ community without passing judgment. He asked if we would be interested in buying his shop and franchise potential; he wants his clients to continue to be well taken care of.”

“I told Dutch that we had very limited funds and virtually no collateral.”

Vivian: “When Mel returned home she told me about the fantastic opportunity Dutch had mentioned. We agreed that we shouldn’t let this opportunity slip away and vowed to do whatever was necessary to make the deal work.”

“Whatever is necessary?” I asked.

Vivian: “Dutch has made a small fortune with his salon and is retiring to Palm Beach, Florida and enjoy life with his boyfriends. Acquiring his salon would be a very good thing for us and we could sell franchises nationwide; we could become filthy rich!”

And, as if I didn’t know, Mel added, “Everyone knows that Palm Beach is a well-known gay community with a thriving LGBTQ nightlife; it’s a popular vacation destination for gay travelers. Palm Beach is to Florida what Fire Island is to New York.”

Questions become more direct

The meal was over and the evening was winding down. V & M touched up their lipstick. When they were done they politely offered me their lipstick. Without saying a word I reached into my purse, retrieved my own lipstick and expertly colored my lips without a mirror! I smirked, held up my lipstick; it was identical to theirs. “It appears we share the same shade.” I quipped, “Perhaps we also share the same type of man.” We all laughed.

Could a handyman help them attain their goal? I asked how I could help.

To access my potential of being able to help with their Dutch problem V & M had more questions; very pointed and very direct questions. I was a bit buzzed on the wine and I may have been more forthcoming than I should have been.

THE questions

Q - “Do you date? Have you ever been “with” a man?”

A - “It’s been awhile but I’ve had my share of boyfriends if that’s what you mean.”

Q - “Let me rephrase that” said Vivian. “Have you ever been intimate with a man?”

A - “I’m not a tramp but I manage to have a good time when I go out. I’m an enthusiastic ‘bottom’ but can be an in-control ‘top’ when the mood suits me. I’ve never left a date disappointed.” I pointed to Troy’s necklace.

They had a puzzled look. I sensed hesitation so I expanded on my reply.
A - “Recently, by personal choice, Maxine went dormant like a once vibrant volcano.”

Q - “What if that volcano was needed to ‘erupt’ again… for a special need or good cause?”
Thinking I knew where they were going with their interrogation I quipped; “It would depend on the cause and what’s in it for me.”

Q - “You really amaze us Maxie! Is there anything else you’d like to share?”

A - “Yes. I sit down when I pee; I can hang drywall and can fix or build almost anything. Most important for your special need with Dutch is that I can milk a man to orgasms without using my hands.”

V & M smiled broadly and in unison proclaimed “She’ll do quite nicely! I think we have an ace in the hole, no pun intended, with Maxie; we just may have a chance with Dutch.”

“What?” I asked. I was pretty sure it was my hole that they wanted Dutch to stick his “ace” into.

“As part of Dutch’s evaluation he wants our pretty dormant ‘volcano’ to erupt again; multiple times! In reality HE wants to ‘erupt’ many times and it’s up to you to make sure it happens.” Viv made it sound so stark and clinical.

“So my goal would be to fuck or suck whatever it takes to get Dutch to sign the sales agreement?” I asked.

Melanie told me, “That sums it up pretty well Maxine; considering your past this could be a fun assignment.”

I took another sip of wine; “It’s been a long time since I felt the rhythm of testicles slapping against my butt; after Dutch signs off on OUR new salon and if I don’t wear him out I may stay with Dutch a bit longer.” I had said “our” salon on purpose.

Mel turned to Viv and said, “I think we have the right girl for this assignment and we now have a fighting chance of owning a new salon.”

Time to say good night: a sorority of three

I took a last sip of wine, leaving a lip print on the glass and bid my farewells. I thanked my hostesses for a fine meal and very “interesting” conversation. Vic and Mel smiled and thanked me for trusting them with such personal information. “We’ll get more information when we meet with Dutch in a day or two; we’ll keep you posted.”

The three of us hugged and I made my way home to remove my makeup, take my ’vitamin’ and go to bed.

In retrospect all of our planning, conversations and time together were something I subconsciously needed; I felt that I was just ‘one of the girls’ again; it had been too long of a time since I had felt this way. It felt good.

Vivian and Melanie meet with Dutch for clarification

Dutch - “I like my boyfriends to be Las Vegas showgirl stunning and buxom; I insist their makeup be over the top and heavy handed. Shiny emerald-blue eye shadow, heavy eyeliner and eye brows, over sized eyelashes and exaggerated lipstick.”

V & M looked at each other and asked, “Oh, is that all? “You have very high expectations. Where in the state are we going to find a willing pansy that will fulfill your queer criteria? We can’t just take out an ad or dial ‘Rent a Tranny’ can we? I think my sources for ‘well rounded’ Sissies willing to endure theatrical makeup, constricting undergarments and what you have planned is very limited!”

Dutch - “Yeah, your lucky Sissy must have exceptional oral skills and spend the night with me in my bed as my paid whore doing whatever I ask. I’ll reserve a suite at the Fairmont Hotel for two nights that any girly-boy would love to spend a night in.”

V & M looked at each other and asked, “Oh, is that all?”

Dutch took a sip of his Fire Island Cosmopolitan cocktail before continuing; “Tell your Sissy that he can keep all of clothes, wigs and high heels when I’m done with him.”

“What you’re asking is over-the-top difficult, time consuming and expensive; our steady customers will be kicked to the curb and we’ll lose much needed income while we indulge your debaucherous fantasies. We need startup money if you want your fantasy to happen?”

“I know my evaluation will be expensive to you so I’ll gift you $2000 seed money to offset your losses and get you started buying any needed items. I always planned on going out with a bang when I retired; now I’ll go out with several very memorable ‘bangs’.

“Tell the Sissy that if all goes well and after I put a not-so-little something in his mouth and ass a few times that I’ll put a little something extra in his purse, swat him on his ass and send him waddling out the door with a smile on his face.”

Poor Maxie!

Aware of Dutch’s lecherous intentions they asked if I would be their entrant in Dutch’s bizarre “contest.”

“When people find out that your hair, make-up, nails and wig came from V & M our sales will shoot up” Mel predicted. She wanted me bring a stack of business cards in my purse.

Mel and Viv explain Dutch’s rules

“Maxine, we need to find a ‘someone’ willing to submit to an over-the-top showgirl/hooker makeover that includes shiny emerald-blue eye shadow, heavy eyeliner and bold eye brows, over sized eyelashes and exaggerated lipstick.”

I thought to myself ‘So far I don’t see a problem.’

Vivian: “Our entrant must look and behave like a lascivious woman looking to meet a man and get laid. His poise, image and slutty sensuality must be good enough to get him to award us his salon. Most importantly our contestant must agree to spend the night with him at the Fairmont Hotel and submit to his every whim. In reality the Dutchman is trolling for a Sissy trollup that he could have his way with.”

I thought to myself ‘So far I don’t see a problem.’

Maxie: “If I’m to succeed I need background info about who Dutch is; what makes him tick, what to expect, what he likes, how I should act… I need a ‘tell’, something to give me an advantage.”

“Dutch is a rich gay man looking for a goodtime. When you first meet Dutch it will be obvious that young men are on his mind. His blond streaked hair, perfectly manicured (slightly tinted?) nails, tight fitting slacks, open necked colorful shirt, multiple gold neck chains and ‘swish’ demeanor will leave no doubt about his intentions. The lump in his pants and diamond ear studs are more of a calling card than a fashion statement. Don’t be intimidated.”

“Rumor has it that he likes his boys to wear pantyhose and call him Daddy.”

Convincing me or bribing me?

After a few cocktails they revealed the details of Dutch’s requests. I told them that the idea was oddly appealing. The ordeal would be like an extremely erotic, Las Vegas showgirl makeover; a makeover that would satisfy a nagging curiosity and provide me with a nice cash bonus. Some girls like me pay a lot of money for this extreme of a makeover. I didn’t mention that the sex I anticipated would be a bonus.

I decided to leverage the situation by being reluctant to quickly reply.

V & M upped their offer to me by telling me that I could keep all ‘evaluation’ clothes, makeup, shoes, and boots that Dutch had mandated. V & M would also pay me $5000 (in addition to Dutch’s $2000) IF they got ownership of Dutch’s salon and $2000 if we failed. “$7,000 is a big incentive to do well and win.”

Mel chimed in with, “We’ll also pay your way through a state-licensed cosmetology program and guaranty that you will get your license.”

All things combined it was an offer I couldn’t refuse; I now had options.

They agreed. I said yes.

Being the woman I am I was able to quickly rattle off all my sizes. Despite my detailed sizing information V &M took my measurements again. “We have a lot to gain and a lot to lose so we’re not taking any chances for a misstep Princess.”

When Vivian said, “We need to visit upscale thrift stores for some of your clothes” I frowned and countered with “I’d prefer new clothes from REAL stores or online stores. I don’t want to be the pretty Princess that goes to her first ball looking frumpy and out of style.”

To lighten the mood Mel replied, “Sorry Princess, you aren’t going to a ball, you are going to BE balled!”

Outwardly I cringed at Mel’s comment but inwardly I felt an exciting anticipation of things to come. The caldron of ‘Volcano Maxine’ was beginning to heat up and bubble.

Shopping list

Based on Dutch’s kinks and ‘suggestions’ we put together a basic list of what special items, undergarments, clothes, boots, and makeup we’d need. I said “Be sure we get a dozen ribbed condoms.”

“Ribbed condoms?” Viv asked.

“The condoms are for Dutch and the ribbing is for me. I have to get some fun out of this experience don’t I? Besides I want to see if I can pull one off of Dutch’s shaft without using my hands.”

V & M looked a bit startled at my openness.

“If you’ve not been on the receiving end of a ribbed ‘love glove’ you don’t know what you’re missing out on.” I smirked and added, “I could help you ladies experience the thrill of a ribbed rubber sometime, just ask.” They gave me two thumbs up.

What Dutch Wants?

The list included: 40 D breasts, long line bra, open bottom girdle, black PVC above the knee skirt, boots, heavy makeup, a ‘girl’ willing to submit to his needs. There were ways to earn ‘extra credit’ and that he would let his date know.

I told them, “I want two additional pairs of black and two additional pairs of red crotch-less Silky pantyhose for me and another set for Dutch.” My request took them by surprise but they agreed.

V & M were adamant about having two high quality wigs. For simplicity’s sake I advocated for just one wig. They reluctantly acquiesced.

The day before

I arrived at the salon with a positive attitude and a clean face. With L & M’s help, and without the heavy handed makeup that Dutch demanded, I began being outfitted in my dating regalia; it was an ordeal getting dressed in such constricting ‘gear’. We laughed our way through the process with the help of a martini or two but were glad when we finished. The results were both startling and exotic; big tittie Maxine in a mini skirt was far from reality. Mel made a point of capturing the process with her cell phone camera.

Without any makeup or wig my image looked bland so I asked them to use their cosmetology skills and do my face and hair in a more traditional feminine manner. To be less time consuming they used a curling iron on my natural hair; they added the sparkly chandelier earrings I would wear tomorrow. When they were done our consensus was “Wow”!

Before doing my acrylics we had another martini; we all felt relaxed. We decided yesterday that getting my acrylic nails done today would give me some experience with longer nails; a long nailed clumsy queen would be a deal breaker; it would also save time and stress tomorrow.

Since my nails would be a 90 minute process I sat in a comfortable overstuffed chair and watched as Mel worked her girly magic.

Mel gave me one inch long ‘rounded’ nails and then got creative with rhinestones and graphics. The 1 ½ hour process was worth it based on the beautiful results; it definitely was a feminine experience; I imagined I could feel my body being re-molded by my heavy duty bra and girdle.

Even if Dutch was not impressed I was; I found them to be erotic! I had a mental image of how Dutch or any boyfriend would respond to seeing these acrylic beauties wrapped around their cock; I longed to see them gripping my cock!

I made a mental note to indulge myself with pretty nails whenever possible or passable; working for V & M would solve that problem. The results were exceptionally ‘over-the-top’ gorgeous. Mel took more photos; some were for her portfolio to show clients.

I stood from the chair, flashed my new nails at them and we hugged. “Thank you ladies, you did a marvelous job; I’ll be sure to refer all my girlfriends to you.”

To also get used to the feel of the short blonde wig they fitted it to my head and did a quick styling; tomorrow they would spend more time on it. I found it exciting to be a blonde. “When I get home I’d love to try on a few more wigs!” They nodded, “Anything our Maxie wants” they collectively said.

We retreated to the living room for cocktails and a snack. We discussed how tomorrow would evolve. A limo was arriving for at 1 PM in order to get me to the Fairmont Hotel by 2 PM. Check-in was at 4 PM. Dutch had reservations for dinner at 5 PM, cocktails at 4 PM which would give Dutch ample time to show off his Sissy ‘date’.

We decided that if arrived at 8 AM it would give us five hours to prepare; have cocktails, get made-up, have cocktails and get dressed. Having my nails done today would give me more time tomorrow before having to face my fate.

It was agreed that I would phone Vivian, night or day, if Dutch agreed to sell his ‘The Woman Within’ beauty shop. Likewise, day or night, I was to call to be picked up from The Fairmont. “Don’t be afraid to ‘tap out’.

After a very busy and stressful day I returned home to get the rest I would need to accomplish my mission; “fuck or suck whatever it takes to get Dutch to sign the sales agreement.”

Final Exam Day

After a morning muffin and a cup of coffee I gave myself two enemas which is my usual procedure when I know I’m going to be fucked. As I showered I shaved myself baby smooth; I then shaved my legs and face. I put on panties and a satin dressing gown, grabbed my purse and left for the big event.

I showed up 30 minutes early in order to drink coffee and get in the right frame of mind before letting Vivian and Mel have their way with me. I made sure that my pubes were closely shaved and well tucked. I found myself anxious yet excited about the transformation I would have.

Viv and Mel thanked me again and again for agreeing to such a wild scheme in trying to acquire ‘The Woman Within’ salon. I had a vested interest in making it happen.

Panties and nylons – Viv sent me into an adjacent bedroom to put on my panties and pantyhose saying “I don’t need to see your junk this early in the day.” I donned red high waist French cut satin panties with a sexy rear access ‘portal’. L & M would help me later with my very controlling girdle and torso hugging long line bra. After slipping into a pair of black crotch-less panty hose I left the bedroom and briefly modeled my under layer pretties.

Mel handed me a short modesty slip. “You look like you are open and ready for business Maxine; good job.”

Makeup

Before putting on any of my other clothes I sat in the beauty chair and Mel and Vivian begin the makeup process that would give me an image and persona I had never experienced before.

Face – I have a very light/reddish complexion and knowing how essential my facial makeup would be we used RCMA Crème stick foundation makeup. Sephora blush on my cheek bones went well with my lip color; the blush went all the way to my ear line. Using an eyeliner pencil Vivian created a fashion beauty mark that qualified as being ‘over-the-top’.

Full makeup and chandelier earrings

Eye brows – Mel fulfilled our goal of being ‘over-the-top’ when she penciled and brushed my eyebrows. My brows were dramatically stark.

Eye lids – Mel used 3 shades of eye shadow beginning with a dark emerald-blue shadow next to my lash line; then a softer blue color and finishing with silver up to the eyebrow line. She spent a lot of time with an eyeliner pen. Sensing I was startled at her results Mel said, “Dutch wants an over-the-top ‘working girl’ look; I believe this meets that standard.”

Eye lashes – we first applied a heavy amount of Maybelline eyeliner above and below lash lines. This was followed by oversized Ardell ‘Studio Effect Wispies’ false eyelashes that required Duo eyelash glue.

Lips – I LOVE wearing lipstick! Mel used Merle Norman lip liner to outline my lips and then colored my lips with a generous amount of Burgundy plumping lipstick. I’m sure Dutch would have preferred true ‘cock-pillows’ for our date. Mel used a lip liner that was a shade darker color than my lipstick and made my lips appear fuller.

The wig - It was time for the wig we had agreed upon. I had chosen the blonde wig.

With Vivian’s help I tucked my shoulder length atop my head and pulled a silk mesh wig cap on. The cap would make my wig more secure and make wearing my new ‘hair’ easier. Vivian began fitting the wig to my head.

My wig was a shoulder length layered style with blonde highlights, bangs and a bit of a flip; Mel styled it so my dangling chandelier sequin earrings would standout. After a minimum amount of brushing and styling they said it was time for me to see how things looked.

(This is the Peacock Blue blouse I wore for my date with Dutch.)

When I got out of the salon chair we took a few minutes and a glass of wine to relax before beginning to get dressed in the manner that Dutch had specified. V & M took photos.
Foundation garments

My 40 D long line bra was Spandex framed with comfortable 1 inch camisole straps and three inch 360 degree waist panels to prevent riding up. My big tittie breast bra had 8 hooks in the rear that were beyond my ability; I needed help in getting it hooked up. I knew I could never escape its snug confines by myself; feeling ‘trapped’ was naughtily erotic. Would Dutch release me from my feminine bondage? How could we have sex? Must I sleep with them on? Such thoughts were troubling. My bra and girdle were black.

Girdle: My extra firm open-bottom girdle with 15 inch side boning was a blend of nylon and Lycra with a power mesh tummy band. A hidden right side zipper made putting it on easier. While the floral lace accents on the front made me feel sexy the stiff boning on the front, rear and sides that would prevent ride up, made me feel trapped in the firm grasp of an erotic fetish! To avoid ruining my acrylic nails Vivian helped me with my girdle. Would Dutch be so kind in the morning?

For me overly constricting foundation garments were like self-inflicted bondage; there was no way that I would be able to release myself from their tight grip; I would be helplessly trapped and at the mercy of others; I found the situation to be unexpectantly arousing; I yearned to have a moment in which to seek relief.

Blouse – My blouse was a Peacock Blue satin with long sleeves and a button up collar and sleeves.

Skirt - a shiny black PVC above the knee mini skirt; skirts were fairly short because they said I had great legs - a contrasting silver Concho belt was good accent.

Boots – Finding stylish size 11 knee high leather riding boots with a 4 inch heel was a problem. By sheer good fortune we found a pair of knee high Bernini pointed toed dress boots in my size on-line. Their 3 inch heels would make my night much easier than 4 inch spikes.
After I was fully dressed Vivian and Melanie escorted me to the shop’s full length mirror; I marveled at my refection. I hoped that Dutch would deem me beautiful and worthy of being fucked. I wished he was beside me staring into the mirror because the process and my image had put me in the mood to be with a man. I struggled mentally to minimize the spontaneous erection that screamed for release.

More photos and a video were taken. Vivian said that photos of the three of us would make excellent Christmas cards and/or marketing brochures.

Departure

I was embarking on an important mission whose success was critical to the future of Vivian, Melanie and myself; I was determined to bring my “A” game. If being an actress, slut or fellatrice would contribute to the mission’s success it was ok with me.

My luggage consisted of a medium sized suitcase, a small suitcase and an empty wig case. My makeup bag, ribbed condoms, mouth wash, makeup remover and lube were in the bag. The limo driver put everything in the trunk.

Vivian, Melanie and I entered Dutch’s limo at 1 PM. We helped ourselves to the open bar in the back area and made dirty martinis. “Driver, be so kind as to not arrive until we’ve finished our second beverage please” I asked.

Arrival

We three ladies made nervous conversation about inconsequential things in an effort to remain calm. We had just finished cocktail number two when the driver pulled under the Fairmont portico and parked. We could see Dutch waiting at the front entrance. Our driver walked around the limo and opened our door; “Ladies you have arrived” he announced. It was 2 PM.

Before stepping out of the limo we finished our cocktail, held hands, closed our eyes and thought good thoughts for a moment; we prayed for things to go well and for me to be safe. As we were exiting the limo Mel said, “Maxine, I put a half dozen Valium in your purse just in case you need one.” I smiled and said, “You’re so sweet… thank you.”

I grabbed my purse, our driver extended his hand and assisted the three of us out of the limo; he retrieved my luggage from the trunk and loaded it on a shiny brass hotel luggage cart. Knowing that two of us would be returning home our driver closed the door and waited unobtrusively nearby.

The limo driver had called ahead and Dutch greeted us at the limo drop off area. We wanted him to be aware that I had friends that were looking out for me. We girls faced each other, spoke briefly and kissed good bye as Dutch watched. Viv and Mel would not get back into the limo until I was whisked inside the hotel. Just before entering the hotel I turned and waved to my friends and business partners.

While my luggage was being brought to hotel check-in Dutch took the opportunity to inspect the ‘goods’ he had ordered. “Very nice” was his comment. “Same for you” I said; Dutch was not an unattractive man.

Dutch hugged me and gave me a prolonged kiss to establish that he was the ‘top’ in our relationship. His hands evaluated my butt and the firmness of my bra and girdle as he held me tightly; I dared not resist his amorous intentions. I was curious as to how this situation would play out. I cupped his crotch, felt his firmness and kissed him back with equal passion. Dutch seemed surprised at my touching.

He looked me in the eye and said, “Your nails are nice”. I smiled, pressed my pudenda against his leg and lightly traced the length of his crotch bump with my acrylic nails. Perhaps getting Dutch to turnover his salon to us may not be as difficult as we three girls had thought. ‘Whatever it takes’ I thought.

He smiled lasciviously and quipped “We’re in for an exciting night, Peaches”. I nudged him sharply with my elbow and sternly said, “My name is Maxine!”

With his arm around my waist and one hand cupping my ass Dutch steered me to the front desk. The Fairmont had an impressive aura of opulence. I knew the suite would be equally pleasing as would the king size bed.

Check in

At check-in a very well dressed Assistant Manager directed one of his staff to bring my trousseau and Dutch’s bag to our suite; from a distance the Assistant Manager looked vaguely familiar to me. His voice brought back distant memories of years past. I smiled at the recollection and asked, “Are you going to summer camp this year?”

Taken aback by my odd question the man turned to face me; a lapel name tag confirmed he was my “Troy” from summer camp. It took a moment for Troy to see through my makeup and recognize me. “Maxie, I still have dreams of you!” he exclaimed. His smile told me that it was true.

Before Troy could come from behind the check-in counter for a hug and a kiss I discretely pointed at Dutch and gave Troy the ‘hush and be calm’ gesture. I mouthed a silent ‘I’m with a date’ admonition, winked and blew him a subtle kiss. Troy nodded his acknowledgement, flashed me a smile and winked back. He also licked his lips.

While looking directly at me Troy asked in a professional manner, “Is there anything else we can do for the lady during your stay with us?”

“If we need room service later will it be you that brings champagne to our room?” I asked.
Troy handed me his business card; “Here’s my direct phone number Maxie. Just call.” I nodded my head, took his card, and placed it my purse.

As Dutch and I made our way to the trendy hotel cocktail lounge I wondered if Dutch would find having a third person in our suite ‘over-the-top’ erotic enough to secure his signature on the salon transfer document.

Over cocktails and a bar menu sampler platter of snacks I conveyed to Dutch the special skills that Troy had. Halfway through our second cocktail Dutch decided to cancel our restaurant reservations and have room service bring dinner to our suite. “I’ll make the arrangements now” he said.

Prior to leaving for the front desk Dutch (so he could arrange dinner, champagne and maybe Troy) leaned over and gave me a prolonged kiss on the lips; he made a point of using his tongue. Meanwhile, under the table, his hand sensuously stroked my inner thigh and panties; if he was feeling for my boy-bits he struck out. I gripped his probing hand between my legs and kissed him back making sure to use a bit of tongue.

When I was finished kissing him I released his hand and as coquettishly as possible purred “Hurry back, Daddy.” When Dutch finally excused himself and left to make our arrangements I could clearly see that his boy-bulge was definitely more pronounced. I was well pleased at my effect on him. ‘Act One’ was over.

On purpose I was reapplying my lipstick when Dutch returned. I greeted him with, “I’m trying to stay pretty for you, darling.” He sat down and we sipped our Cosmopolitan cocktails. Dutch said we would order our meal downstairs at the restaurant and then go up to our suite to get “better acquainted” while we waited for room service. “After the wait staff clears our suite I’m having a couple bottles of cold Champagne brought up. Troy says you’ll recognize the vintage”.

Jump forward

After kissing like newlyweds in the elevator we got to our room around 4 PM. When our food arrived around 5 PM Dutch had to put his pants on before answering the door; I had to freshen up my makeup and lipstick.

We were finished with our steak and lobster dinner by 6 PM; my girdle and long-line bra kept me from overeating. Less than 30 minutes finishing our meal all dinnerware had been picked up and our suite was back to normal; the night was still young. Not long afterwards there was a knock on our door. A muffled voice on the other side of the door announced that our Champagne had arrived.

I looked at Dutch, flashed a pouty kissy face smile and shrugged, “Before you open the door you need to ask yourself how much of an ‘over-the-top’ evening do you want Daddy?” Dutch smiled at the nick name I had called him. This was a ‘tell’ that I would use again. I would play the submissive ‘young twink’ role to his ‘I’m the top’ dominant Alfa male façade.

“While I am explain things to room service go put on the negligee and peignoir set I bought for you. It’s hanging in the closet. I think you’ll approve. Take your time; touch up your makeup while Troy and I have a talk.”

As I headed to our bedroom Dutch added, “Leave the pantyhose on.” His words were not a request. As I was doing what Dutch said I tried to recall Troy’s special desires.

I was thrilled with the sexy black boudoir ensemble that Daddy had bought for me; there was also a delicious pair of matching mules with a five inch heel. I gleefully put them on and minced to the vanity mirror for makeup touchup. The way I had to walk in them made me feel like a newly minted simpering Sissy. Perhaps once I get used to them I’ll walk as easily as an experienced pole dancer.

I heard the popping of the champagne cork which was my cue for me to return to Daddy’s presence. When I went to the sitting area of the suite I made a point to play the role of a coquettish ingénue. I was in heat and my ‘cauldron’ was bubbling nicely. Even though I knew that Troy and Dutch would have their way with me I felt I was in control. ‘Act Two’ was over.

Jump forward

Shortly after 3 AM Saturday morning I took a break from very steamy activities. I went to the living room of our suite and called Vivian.

V - Why are you calling so early? Are you okay? Do you want us to pick you up right now?

Me - Good news, the ‘Maxie volcano’ erupted, lava flowed freely and my ‘rear access’ panties were a big hit with everyone; I’m now your Facilities Maintenance Manager for two salons!

V - How did you get him to sign?

Me - First I had to repeatedly take and pleasure his 8 inch penis in every way imaginable and let him watch Troy thrust into me with a ribbed condom. Dutch would only sign the contract if I agreed to comply with one caveat. He’s a sexual beast for god sakes!

V - And what my darling have “we” agreed to?

Me - Daddy says I must spend two weeks with him as Maxine, in normal makeup and clothing, once a year.

V - He actually asked for that!? Viv exclaimed.

Me - No Viv, that was my idea. Dutch is a very generous pussy cat; unlike some dates Daddy was gentle with me. He wants me to meet a few of his Florida friends.

Wait until you see the black satin negligee, peignoir and mule set he bought me! Daddy made me keep my pantyhose on! (I must have sounded like a ditzy teenage girl.)

Me - I’m sore in places that have never been sore before, my jaw aches, my lips are chapped and I’m seeping! Men can be so demanding when they’re in the rutting season.

V - Oh?

Me - It’s a long ‘over-the-top’ story; I’ll explain everything when I get back. My ‘rear access’ panties and crotch-less pantyhose were a big hit! I was able to get Dutch and Troy into pantyhose; they loved the feel of their nylons rubbing and slipping against each other; it made their man-on-man humping sessions more erotic.

We drank Champagne, showered, soaped, sucked and fucked to our hearts content. I had to remove one acrylic nail to help seal the deal.

V - Let me guess… right hand, middle finger?

Me - Exactly! It was the only safe way I could safely rub their prostate glands. My prostate got beautifully massaged in a way that didn’t involve fingers and I enjoyed another anal orgasm from Troy; my crotch less panty hose and rear access panties were a big hit; we were all glad I was wearing them.

V - Who is this Troy person that you mentioned?

Me -Troy had a lot to do with getting Dutch to agree. We wanted ‘over-the-top’ and Troy was definitely ‘it’; you might say that Dutch got a ‘twofer’. Seeing Troy giving head to Daddy was so damn erotic I thought I would burst! I’ll share the details with you and Mel when I get home.

V - Anything else we should know about Missy?

Me - Dutch and Troy removed my fake breasts and girdle to give them access to my boy-bits and tits; both were nursing my breasts at the same time! It’s a good thing that Troy brought Viagra because they both want to be on the receiving end of a ribbed condom while wearing crotch-less pantyhose.

V - Will you be able to give them what they want?

Me - It’s been awhile but I’m sure it will all come back to me. Besides my body parts and I are anxious for a new type of action; being the ‘top’ after so many years will be fun!

V - What time are you coming home on Sunday?

Me - I’ll let you know Monday morning. In the meantime Troy’s arranged for new bed sheets and a room service champagne brunch for later today and then Dutch is taking us to a swanky dinner tonight. After that I need my beauty sleep, right?

V - Are you sure Dutch didn’t say you all were going to a “skanky” dinner?

We laughed at her humor. I hung up and lay back on the bed, two wrapped condoms in my hand, and took time to reflect on how very odd life can be.

Troy and Daddy’s voices calling for me from the bedroom brought me back to the present. I was going to give them both a good “ribbing”; Troy was going to be my bitch again! Sharon from my young girl days was right, I was doing fine! ‘Act Three’ would be starting soon… or would the next few hours be considered an ‘Encore’?

END (of a beginning)

Special thanks go out to the REAL Maxine that inspired this story. “Stay pretty Princess, your Sorority Sister in life, Donna T.”

To read my other 35 CD/TV/TG stories do a 'Search by Author'. Several are PG, sentimental, promote acceptance and feature the door-to-door Avon Sales Ladies from years ago. Take a walk at Paradise Cove or enjoy a Womanless Beauty Pageant. Be sure to leave a “hello” in the comments/review area. Thanks; stay pretty! Donna.