“Girls” for the Summer Club 2 - A sister’s revenge

How “the game” began

Kevin and John’s experimentation with femininity began at the start of summer. So did their experimentation with sex. It’s now mid-July and summer is half over… their adventures continue. (The first “Girls for the Summer Club” story will give you the back story about Connie and Heather.)

John is 15 and Kevin is a year older and an inch taller. They had been best friends as far back as they could remember but had only become intimate a few weeks ago. They were also next door neighbors in Southern California.

Both boys are about 5 foot 7 inches tall and weigh about 120 pounds each. Both boys routinely wore their hair in the below the shoulders style of their favorite rock bands and sports heroes. Kevin was a strawberry blond while John was a platinum blond. (Kevin’s femme name is Connie. John’s femme name is Heather.)

Kevin’s (aka Connie) sister Lindsey is four years older than her brother. She is also two inches taller. She is extremely physically fit having played varsity soccer and basketball in high school. Lindsey has been involved with karate for the last four years and could, if she wanted, chase down and kick the ass of most of the boys in Kevin’s high school. Lindsey is an internet security consultant specializing in hidden camera and microphone installations. She frequently drives to her client’s job sites.

Previously: Connie (Kevin) slid his hand into Heather’s (John) pants and began exploring Heather’s engorged penis. “You’re not circumcised are you?” Heather had his eyes closed but managed to breathlessly say, “No, I’m not.” His cock throbbed involuntarily in Connie’s warm hand. Connie smiled and thought, ‘This could get interesting’.

The “Girls for Summer Club” had been functioning for more than a month and the ‘girls’ had given up any pretense of being ‘forced’ to wear cosmetics, skirts, panties and bras. The same was true of their willing exploration of each other’s bodies and their eager participation in adolescent sexual lust. Connie and Heather no longer had any hesitation in masturbating or fellating the other when an opportunity was found. No one was ever ‘forced’. They did it because it felt really nice and didn’t taste bad. Besides, isn’t that what girls do? It was naughty fun that they had become quite good at. The motto of their club is: “Whatever you do to me I get to do to you.” It seemed fair.

They used their motto as justification to experiment and engage in any carnal activity they yearned to try. It seemed reasonable. They had begun using their fingers to penetrate and stimulate each other’s nether regions after the first two weeks of their ‘Girl’s for the Summer’ adventure. They had yet to take the ultimate step in their sexual experimentation. Perhaps they never would. They had viewed online porn together and fully knew what the next step would be. It was only a matter of time until they would fulfill their destiny. Their unspoken possibility of taking that final step was naughtily exciting.

What the lads had initially considered, but had chosen to ignore, was that their ongoing use of Connie’s (Kevin) sister’s makeup, hairspray, panty liners and clothes would be discovered. Lindsey wouldn’t mind sharing her makeup and panties with friends but she drew the line when she found that it was her younger brother and the neighbor kid who was using them and not having the decency to replace what they had used!

Shortly after the ‘Girls for Summer Club’ began Lindsey confirmed that ‘someone’ was using her makeup by making tiny marks in her lipsticks and cosmetics. After she would use an item she’d make a teeny scratch mark on it. The next time she used the cosmetic she confirmed that the tiny marks were gone! One swipe of a lipstick on a person’s lips would erase her security mark. Lindsey had also made note of how much of her Lancôme Double Action Eye Makeup Remover was disappearing. $15 per bottle made her take note. She also knew her makeup pads, sponges and hair spray were disappearing. The dwindling amount of her panty liners had her confused. Who was the culprit? She had theories. She had suspicions. Soon she would have proof.

Several ultra small high definition video and audio security cameras confirmed that her brother Kevin/Connie, and neighbor John/Heather, were using her makeup and wearing her clothes. Her hidden cameras also recorded audio which confirmed that Connie and Heather were enthusiastic, creative and frequent cross-dressers… and lovers. No one could question their stamina or love of oral or manual sex. Their squeals and moans of ecstasy are now a matter of record.

The videos were sent in real time to Lindsey’s smart phone, laptop and computer tablet. The files were also stored in a cloud based service so Lindsey didn’t worry about losing them if she lost her phone. Lindsey had had the videos for several weeks but said nothing; Lindsey didn’t want to lose her private porn peep show while she planned her revenge options.

What should she do? How could she teach the boys a lesson? What should she do with the video evidence? Making them pay for new makeup was one thing she wanted. As revenge there was no doubt that she would have them perform their lust driven sex acts while she watched. Maybe she’d have them fulfill some of her personal sexual fantasies. Young women have needs and desires too.

The video evidence was pleasantly erotic for Lindsey. In fact Lindsey had viewed certain videos multiple times as she pleasured herself alone in her room. It was exciting that her brother and his ‘girlfriend’ made attractive ‘male lesbians’ sluts. To her delight Lindsey had become familiar with lesbians when she was 15; the same age as the boys.

Home movies

With so many hours of secret video it made it easy for Lindsey to find a distinct pattern to their cross dressing and sexual activities. In general Kevin and John would have all their makeup applied by 10 AM. This was usually followed by Heather brushing Connie’s hair for 5 minutes prior to putting it into a feminine hairstyle. Sex time began around 12 noon and was generally followed by video gaming at 2 PM. Cleanup begins at 4 PM with occasional time out for additional sex. By 5 PM both boys would be back to their normal boy selves with Heather brushing Connie’s hair again. Heather has a keen interest in hair styling. To their credit they always thoroughly cleaned up after themselves. Lindsey and the parents typically began arriving home around 6 PM.

The perfect opportunity

Both sets of parents were going on a long planned 12 day cruise to Alaska that would include 4 additional days in Anchorage and Fairbanks. The youngsters would spend nights at Kevin and Lindsey’s house and twenty year old Lindsey would be in charge. Her flexible work schedule would accommodate her parent’s vacation perfectly.

To offset their guilt about vacationing without their kids the parents gave the kids money; $100 for each boy; $250 for Lindsey being the babysitter. Disposable income was not an issue for either family.

Kevin and John each bought a new X-Box game that they had been wanting for a long time. They also purchased matching lace push-up enhancer bras and French cut nylon panty sets at a BOGO sale at Marshall’s. Connie went with a bright red color and Heather selected royal blue.

Since it was ‘free’ money each ‘girl’ also bought 2 packages of ultra sheer thigh high stay-up stockings; jet black and taupe. Because they wanted to feel as naughtily girly as possible they also purchased a $25 set of Silicone Breast Enhancer Bra inserts. The faux boobs were weighted to provide the feeling of having tits. Both boys were throbbing in anticipation as they handed the clerk their money. They would need to change their panty liners by the time they got home.

Turning to Connie Heather said, “We really need to buy your sis some replacement liners before she starts wondering where hers have gone.” Connie nodded in agreement, “We’ll get her some next time.” “We better check her mascara remover too. I think she’s getting low.”

Lindsey’s strategy

Lindsey used her money to purchase a complete set of new specialty cosmetics and nail polish called ‘Forever Femme’. The kit contained every makeup a girl would need. Lindsey was excited by the palettes of eye shadow and lipstick colors. The eyeliner had thin and wide brushes. The mascara promised to make lashes extra long and smudge proof. In fact all the ‘Forever Femme’ makeup was much more than smudge proof; they were all guaranteed to last at least two weeks or longer before reapplication would be needed.

‘Forever Femme’ wasn’t like basic makeup. ‘Forever Femme’ was skin dyes that bonded to your skin, lips, eyelashes and nails. A special makeup dissolver and cleansing agent was required for removal. Regular removers were useless. There was also a perfume called ‘Maui Musk’ that smelled so very girly. It too would last a very long time.

Lindsey kept her new makeup locked away until the day her parents left. Additionally she had bought several items of pretty but inexpensive lingerie, two erotically skimpy French Maid costumes (with garter belts and sheer black stockings) that would fit Kevin and John perfectly. She planned for the boys to wear her spare 4 inch black heeled pumps; the two boys had been wearing her 2 inch heels for several weeks. Lindsey inwardly smiled as she contemplated how the next two weeks would play out. She was determined to teach them a lesson they’d never forget. She was also determined to be reimbursed.

The parents leave

Both households were up early on the Monday that the cruise vacation was to begin. They all ate breakfast at John’s house where the parents lectured all the kids one last time. “Behave yourselves, obey your sister and stay out of mischief and don’t give Lindsey any trouble. Everyone will be sleeping at Kevin’s house while we are gone. No need in junking up two houses and it will be easier for Lindsey to keep an eye on you two. We stocked up on groceries and snacks. You won’t have to go to the store until we get back.”

Lindsey spoke up. “John, Kevin… you heard the orders. No trouble, do as I say and maybe you can get an ear pierced. You both have been begging to have pierced ears, right?” Both boys looked at their folks and said, “No trouble. We’ll be good and do as Lindsey says.”

Lindsey’s father dangled another incentive; “If you behave yourselves while we’re gone there’ll be another $50 for each of you. Play nice and you’ll be rewarded.”

Kevin: “We’re very appreciative for the money but let me and John get the ear piercings that we’ve been begging for. You guys will bring home souvenirs and we’ll not have anything to remember your trip. An ear stud each would be a nice souvenir for us.”

Lindsey’s mom: “I’m glad you brought that up. We adults had previously discussed this and we’ve told Lindsey to take you to get an ear stud at the mall as a special surprise if you behave. She’ll do it at her convenience, not yours; maybe this weekend if it suits her.”

In unison John and Kevin said, “Thank you!” They gave each other a high five and a wink.

The shuttle van pulled up. Everyone hugged, kissed and said their goodbyes. The parents loaded their suitcases in the airport shuttle and were whisked away.

Lindsey: “You boy’s wash the breakfast dishes, wipe the table and tidy up. Start the dishwasher and then come hang out at our house for the day. I’m going over and get ready for work.”

As the two boys did their tasks they buzzed with the excitement of finally getting an ear stud. As proof of their intentions for later in the day each boy discreetly showed the other that they were already wearing their new panties. Each boy quickly stuck their hand down the front of the others trousers and felt each other’s nylon encased penises. It was a just a quick and discreet grab and feel move. The two giggled.

Setting the trap

Lindsey went back to her house and prepared for work. Her final action was to scoop all her old makeup and nail polish into a box and substitute the new ‘Forever Femme’ items on her makeup table. She made sure to crack the seals and open each new item so it would appear that it had been used before. Unopened cosmetics could scare the ‘girls’ from using them. Lindsey was taking no chances and was merely baiting the trap.

Lindsey left her old supply of brushes, pads, sponges and eye lash curler in the usual places. Detecting usage of the new cosmetics would be easy. ‘You could say that the proof will be all over their faces!’ she thought. Lindsey smiled at her joke and repositioned her security cameras into places that would capture the events that would surely unfold. ‘Yes, we could use a maid… or two. I’m sure it will be interesting.’ Lindsey thought.

The ‘boys’ had been wearing their new panties hidden under their short pants when they were eating breakfast and were excited about trying out their new push-up bras and silicon bra inserts. Both boys had their Ultra Thin panty liners in place, as usual, to prevent the inevitable wet spots on their panties. They were giddy with anticipation.

As the boys walked next door to Lindsey’s house they saw her car pull out of the garage and head toward the interstate.

As they entered the house Kevin said, “We should hire a maid with the money that mom gave us.”

As a safety measure Connie and Heather waited 20 minutes after Lindsey had left for work before shedding their short pants and brightly colored Hawaiian sport shirts. Already wearing their pretty panties they waited a few minutes longer before retrieving their new lace push-up bras from under Heather’s mattress. They hooked and helped adjust each other’s straps while they listened for a last minute return by Lindsey.

The boys had begun fastening their bra bands one hook tighter than usual in order to gain cleavage; the tightness, combined with the stiff underwire, forced their pectorals up and out. They made their way to Lindsey’s room and Lindsey’s cosmetics.

After lifting his pectoral chest flesh Heather inserted the silicon breast enhancers to the bottom of his bra cup. Heather reached over and did the same for Connie. “Wow, these underwire bras and fake boobs sure make a girl look bigger! We have cleavage!” Connie said. Heather said, “The underwire and the pads do all the heavy lifting.” “These are a cheap but effective way to fill out a boy’s bra.” Connie nodded his head in agreement.

“I like their weight. They sit well in my bra and give me a cleavage a boy would appreciate.” Stepping closer Connie placed his hand on the front of Heather’s royal blue hi-cut panties and gave Heather’s bulge a friendly caress and said, “I’ll nibble your titties anytime you want.” Heather went and checked the garage to make sure that sister Lindsey was really gone. You can never be too careful.

Having previously agreed to wear their sheer black thigh high stockings the boys retrieved them from Connie’s backpack and soon had them rolled up their legs. Heather had retrieved Lindsey’s black faux-patent leather t-strap pumps and they were soon proudly wearing them as they had in previous dress up sessions. 2 inch heels were no longer difficult for the two boys to walk in.

Connie remarked how easily the heels had slid onto his nylon covered foot. Heather agreed and commented, “I love the way the heels make my legs look. My foot arches nicely and looks damn feminine.” Connie remarked that it made his butt sway when he walked. “I’m sure glad that Lindsey prefers a 2 inch heel. I’d hate to break my ankle and have to call an ambulance looking like this.” The two giggled. The boys in their lingerie and heels made a provocative and feminine sight.

Foundation - Blush - Eyebrows - Eye shadow - Eyeliner - Mascara - Lipstick

John and Kevin sat side by side, in their panties, bras, stockings and high heels on the padded bench in front of Kevin’s sister’s makeup vanity. As usual the boys would share the cosmetics, brushes, combs and mirror and help each other with their eyeliner. “You make me so damn horny by looking so pretty.” Connie cautioned, “Be careful that you don’t fall in love with your own image.”

Picking up the new foundation and a lipstick Heather commented, “Your sister finally got some new makeup. She’s using something called ‘Forever Femme’. What a clever name!” Twisting open the lipstick he gave it a sniff. He did the same with the foundation. “They smell good,” he quipped.

Connie took the lipstick from Heather, checked the color and said, “It looks like Lindsey is going for brighter colors. She selected Candy Apple Red for her nail polish and her lipstick. Her new colors match my bra and panty set. How cool it that! The shade looks yummy. I like the name too. We sure got lucky today.” The day was young and a lot would happen before the day ended.

Based on their familiarity each boy quickly applied the new foundation using makeup sponges to quickly get even coverage. Peering into the mirror Heather exclaimed, “Wow! This new foundation is great! I look like a model… so even and smooth.” Wiping his fingers on a facial tissue Connie agreed. “Sis certainly found some nice stuff, eh?”

Heather: “I wonder what brand of cosmetics that guy in school uses. His face always looks perfect and Stacy always has the faintest hint of color on her lips.”

The Forever Femme matching blush was equally good looking as was the eye shadow colors. Both boys used ‘smoky shadow’ as they worked at creating a sultry evening look. The two did each other’s eyeliner, darkening and outlining both their upper and lower lids. They gently blew on each other’s closed eyes to more quickly dry their makeup. It was as if they were in a hurry to get pretty.

Turning their attention to their eyebrows they plucked at their brows a bit before using the FF eyebrow pencils to gain definition, color and shape. Their semi arched brows enhanced the girly look the boys always strived for.

Extra fullness, extra length ‘Forever Femme’ mascara quickly followed. Multiple applications resulted in truly astounding lashes. Each boy did their own mascara. An eyelash curler completed their glamorous image. The last item, as shown on web tutorials, was always lipstick. Their panties were tenting as they admired their image.

Connie picked up the only lipstick on the makeup table; ‘Candy Apple Red’. Connie shrugged his shoulders and showed it to Heather. Heather took the tube from Connie and said, “Well, it will match our nail polish.” Connie agreed.

Heather: “Lean back, pucker up and let me do your lips and then you do mine. I want us to try an Angelina Jolie ‘pouty’ look. Her lips look so full and sexy. We do want to look sexy, don’t we?”

Connie leaned back and let Heather work his magic. The color and look were definitely sexily girly. Heather passed the tube to Connie and he too was soon sporting the same Candy Apple Red cupid bow lips. Connie pressed his lips together to even out his lipstick and asked, “Are your lips tingling? I feel like my lips are getting puffy.”

Reading the tiny writing on the bottom of the lipstick tube: “Lip Augmentation and Smudge Proof Color in a Tube” Heather said, “Oh… it’s a plumping lipstick that becomes smudge proof after two minutes! We don’t have to worry about leaving lipstick prints on our drinking glasses anymore. We sure scored today! Look how puffy our lips are becoming. It’s very sexy and very kissable! This lipstick makes us look like we have Angelina Jolie lips for sure!” Heather immediately gave his buddy a prolonged kiss. Connie groaned in pleasure. “No doubt about it, our lips sure look glamour girl pouty. Kissing feels squishy softer than usual.”

Breaking their kiss Connie teased, “Imagine what it will feel like when my puffy lips are slipping up and down your cock!” Heather said, “I want your lips all over my dick… soon.” They giggled and made kissing poses into the vanity mirror.

Connie: “Be patient and savor the experience. We still need to fix our hair, paint our nails and try on your sister’s sundresses. I saw a pretty yellow one hanging in her closet. We have hours to enjoy whatever happens. Your sis won’t be home for a long time. You’re the hair wizard so while you fix your hair I’ll paint my fingers and toes and then I’ll paint yours while you do my hair. I’m glad we’ve let our nails grow out. It let us shape them nicely.”

Heather took his time in brushing Connie’s long platinum blond hair.

30 minutes later both boys were sporting perky high pony tails, with color coordinated ribbons, matching Candy Apple Red lips and nails. Standing in black high heels and wearing only their bras, panties and black nylon stockings it looked as if you had stumbled into a co-ed make over party. Both boys’ faces looked beautiful, more refined and college aged. They were pleased.

As an afterthought Heather picked up the bottle of ‘Forever Femme Maui Musk’ and gave them both a liberal ‘spritz’ of the intoxicatingly scent. “May as well smell like girls if we’re going to look like girls. The smell is tropically delicious.”

Standing in front of the full size mirror the two boys made an erotic image. Being young they couldn’t control themselves and were soon passionately kissing and fondling each other. The tingling and fullness of their plumped-up lips was inspirational. Their lips were noticeably fuller. “If we’re lucky we’ll each have a pierced ear by the weekend,” Connie said. “I can hardly wait.”

Giving Heather a final kiss Connie continued, “You have to admit that we look very girly. I’d like to see you in a cute bikini while made up like you are today. Maybe we should consider entering the Woman-less Beauty Pageant next year like Stacy did.”

Heather: “I’m pretty sure that the Pageant doesn’t allow bikinis. We’d need something more formal I’d guess like a gown or a bride’s maid dress? Heck, I’d love to try on a wedding gown. That would be so hot!”

Connie: “Why don’t we get in touch with Stacy and show him some of our photos. He could give us great suggestions. He was crowned Queen of the Pageant this year and would know what impresses the judges. He even asked us to come to his house and talk about the Pageant before we started dressing up. I wonder if he suspected that we enjoy being part time girls too?”

Heather: “He knows I sometimes wear panties to school.”

Connie: “What? How does he know that? Heck, I didn’t know that you wore panties until a few weeks ago.”

Heather: “Somehow she knew. She was behind me as we walked into the cafeteria one day and she snapped the waist band of a pink pair of panties I was wearing; they had crept into view. I turned around real quick and all she said was ‘Wear your shirt tail out if you don’t people to know’. I was shocked! I didn’t know what to say. I always keep my panties hidden. My pants must have sagged just enough to be seen.”

Connie: “My god that would have freaked me out! So what happened?”

Heather: “Stacy said, ‘Don’t worry Kissy Face, it takes a twink to know a twink. Your secret is safe’. She winked at me and smiled. She told me that she liked my eye lashes and I should give her a call because she could make me look prettier! She squeezed my arm and walked away. I had a boner for the rest of the day knowing that she knew. I’ve worn my shirt tail out ever since. Her boy name is John Miller but after she winked at me she said, ‘You can call me Stacy’. Her smile is awesome!”

Heather: “When we go to the café where Stacy works have the decency to refer to him as ‘her’. She obviously wants that designation. There’s no mistaking Stacy is mentally a ‘she’. She works as a waitress and she also has a part time job at Victoria Gardens Galleria selling cosmetics at Sephora. That’s a job that had to take lot of courage to apply for.”

Connie: “We’ll get a burger and check her and her uniform out someday. I’ve heard she looks hot in her waitress uniform. We should buy some skinny jeans and wear panties and hose under them. It would be fun. Maybe she could get us discounts on cosmetics or invite us to her home. I’d like to show her photos of us looking girly and see her reaction.”

Before Connie could finish his sentence Heather seized the opportunity and dropped to his knees in front of Connie’s tenting panty. “And I’d like to see your cock,” Heather said. Wearing only lingerie and high heels made the moment more special. So did thinking about Stacy.

Heather used his thumbs to hook and lower Connie’s satin and lace underwear to below his knees. A rigid penis, at face level, was waiting. Heather licked the precum from Connie’s pee hole which made Connie’s cock twitch with lust as he watched Heather. Both boys were looking at their feminine reflections in the mirror as Heather performed an inspired blowjob. It all seemed so provocative and ‘forbidden’. Heather’s plump lips and talented tongue made it better. It didn’t take long until climax was reached. It was a sensuous experience for both of them.

Heather stood up, stepped out of his pretty panties, and sat down on the vanity bench; he spread his legs to make his cock available to Connie. Heather’s erection bobbed and yearned for attention. Connie scooted forward on his knees and wrapped his hand around Heather’s rampant and uncut cock. His bright red nails contrasted beautifully with the skin tone of Heather’s shaft; after all it was his turn.

Pulling Heather’s rigid shaft to his painted lips Connie began a slow and pleasant bout of cock sucking. He poked his tongue into the prepuce of Heather’s uncut cock and explored. He liked tickling Heather’s frenulum, corona and glans with his tongue tip. Connie loved the taste and slippery consistency of Heather’s precum. Fatter lips created a nicer seal. Heather liked it too.

In the back of his mind, while in the middle of sucking off his best friend, a nagging question arose in Connie’s thoughts. ‘I wonder what sucking a circumcised cock would be like. Would the texture be different? Would they cum more quickly? Is Stacy circumcised? Would Stacy let me suck her cock? Would she suck mine?’ Connie almost smiled at his thoughts but the dick in his mouth prevented it.

As Connie continued fellating his friend another idea came to mind. Letting Heather’s cock have a moment of freedom from his mouth Connie got the tube of Candy Apple Red lipstick and applied more to his already engorged lips. If a little plumping was good maybe more lip augmentation would be better.

Connie guided Heather’s cock back to his lips and he marked the penis tip with a kiss of fresh red. He then sucked in just enough cock so he could leave a pretty red ring of lipstick just below Heather’s cock head on the frenulum. Connie left another red ring halfway down Heather’s shaft making sure to press his lips firmly in order to leave a solid red lip print. ‘This will give him some nice mementos,’ Connie reasoned.

Applying another coat of lipstick Connie clamped a final bright red ring at the base of Heather’s penis. Three bright red rings of lipstick on his dick would be a badge of honor. The fact that the lipstick was put there by a boy was their secret. The fact that the lipstick was semi-permanent was still not known to the boys.

As he was sucking Heather Connie was able to slide a free hand under Heather’s bare butt. Connie began naughtily probing Heather’s tight sphincter taking care to not let his shaped fingernails cause injury. In acquiescence Heather scooted to the edge of the seat and spread his legs wide. Connie’s finger wasn’t going deep enough.

Heather smiled at Connie’s attempt and he slowly stood up in his high heels and spread his legs even wider. He even spread his butt cheeks invitingly apart. Not missing a stroke Connie was able to more deeply finger fuck his friend.

Connie quickened the in and out anal penetration of his friend and Heather began unconsciously slowly face fucking his multi-talented friend; a torrent of warm adolescent sperm gushed into Connie’s mouth. Connie remained latched onto Heather’s cock while draining all of what Heather had to offer.

Popping free from Heather’s cock Connie stood up and French kissed Heather. He slowly transferred some of Heather’s ejaculate into Heather’s receptive mouth. Heather was expecting it. Heather collapsed back onto the bench. Connie joined him on the bench as Heather recovered from the unique orgasmic experience of his first anal penetration.

Heather: “That was so damn powerful. I’ve never cum like that before. I think your finger fucking and your puffy lips made a big difference. Thank you. I owe you one.” Heather was still licking his lips free of sperm while trying to catch his breath.

Connie: “Your high heels put your dick at the perfect height for my mouth when I’m on my knees.”

Heather: “You know what you did with your fingers to my asshole? I dream of doing the same to you but not using my fingers. I want to slowly slide my penis deep into you. I want to squirt deep inside you and feel your butt muscles milking my cock as I slide in and out. I want your feet hanging over my shoulders like we’ve seen on the web. But there’s one more fantasy to make it even better.”

Connie: “What you just said sounds pretty perfect to me already. What could make it any better? Having Stacy watch?”

Heather smiled and said, “I want us both wearing stockings and lingerie when we do it… and maybe have Stacy hold your legs up with one hand while guiding my dick into your boy cunt with her free hand.” The two chuckled at that mental image. “Or better yet have her slide me into her backside.”

Connie: “Is that all?”

Heather: “I think that any of those would be a good start.”

Connie: “I don’t see a problem with any of that. In fact I’ll probably cum 2 or 3 times while you’re doing all the work.” After a brief pause Heather continued, “You’re not forgetting our club motto are you?”

Connie: “No, I haven’t forgotten. In fact I’m looking forward to it when the time is right! Maybe we’ll like it. I’m curious if I’ll prefer being the ‘bottom’ or being the ‘top’.” Heather was looking into the vanity mirror, staring at his inflated lips while fluffing his hair. “Now that you mention our motto you should take a look at the red decorations I put on your penis. What a shame that I don’t have any love rings on my dick.”

Heather went back to the vanity bench and sat down. Facing Connie he asked, “Do you like my cock?” Startled by such a question Connie said, “I sure do.” Heather said, “Remember Beyoncé advised: 'Cause if you like it, then you shoulda put a ring on it’.” Heather tossed the tube of Candy Apple Red lipstick to Connie, pulled his panties down, spread his legs, leaned back and waited. 15 minutes later Connie had left red love rings on his cock. The effect of the plumping lipstick resulted in larger, wider colored rings on their dicks.

Heather and Connie, once they had recovered, went to Lindsey’s closet and selected the sundress of their choice. Connie got the yellow sundress with floral design that he wanted. It had ¾ sleeves. Heather selected a cobalt blue sundress because it matched his bra and panty set.

“Look at all the pretty clothes she has. There are party dresses, skirts and lots of cool stuff. It looks like she has an interest in poufy petticoats! We’re going to have a great summer.”

Connie and Heather found some bracelets and bangles and had soon accessorized their girly selves. Heather located some pretty berets and spent time creating various looks for their hair. Connie enjoyed being Heather’s practice model. He liked having his hair brushed and coiffed by Heather. Heather settled with a matching ‘flower behind the ear’ look for today. It was a nice touch that looked pretty with their sundresses and pony tails.

They spent about 3 hours in Lindsey’s clothes and heels playing video games. They were immersed in the game. It was Heather that noted the time. “Hey, it’s getting late. We need to start cleaning up. It would not be wise to have Lindsey come home early.”

Cleanup?

Heather got a plastic trash bag from the kitchen and followed Connie into his dual sink bathroom to begin their makeup removal process. They always tossed their soiled makeup pads and dirty nail polish cotton balls into a trash bag into which they always tossed their soiled items. It made it easier to hide the evidence of their girly deeds. Double knot the bag and toss it out. Nice and tidy. Don’t piss off sis.

As instructed in one video they always first used Ponds cold crème to remove their facial makeup followed by Lindsey’s special eye makeup removal pads. Nail polish remover was always next with the tell tale stinky cotton balls being tossed into the waste bag.

Surprise

Connie was first to notice that his makeup was not coming off. He stared in disbelief at his makeup removal pad; it was clean. The pad looked as if it had never been used. Connie’s pulse rate went up. He made a few more swipes on his face.

Heather was trying to remove his nail polish and was next to be confronted with the obvious; their makeup still looked as if it has just been applied and it wasn’t coming off! The two looked at each other in shock.
Heather: “This shit isn’t coming off!”

Connie: “Lindsey will be home in 90 minutes!”

The two ‘girls’ became frantic. For several minutes the two tried soap, water, cold crème and scrubbed their faces as hard as possible.

Connie stopped struggling and dried his face. “To heck with the makeup how in hell are we going to make our lips look normal? We can’t hide our plumped lips!” Heather was scraping at his eye shadow out of desperation; 3 or 4 used but clean cotton swabs lay on top of the vanity.

They boys barely noticed Lindsey’s call because the audio was coming from each of her hidden security cameras. It was loud. The boys froze in position and listened intently. They heard Lindsey’s voice. It seemed to be coming from every room in the house. It made no sense at first.

Lindsey’s call

“Kevin! John! I can see and hear everything you say or do. Stop trying to remove your makeup! Stop or you could hurt yourselves. The makeup and polish is truly ‘forever femme’. You need special removers that you don’t have. I have them and you don’t.”

He hidden voice startled the boys. That looked around to locate where the voice was coming from; it seemed to be coming from multiple places and multiple rooms.

The boys respond

Connie: “Where is your voice coming from? Don’t get mad. We were just messing around.”

Heather: “Help us get the makeup off and we’ll never do it again! We didn’t mean any harm, we’re just goofing around.”

Connie: “We’ll pay you back… we’ll wash your car every week just make our lips be normal!”

Lindsey replies – through the security cameras

“Connie! Heather! Calm down. Shut up and listen. I have the special makeup remover you need. It’s the only hope you have to get out of your very cute and girly predicament. Your enlarged red lips make you look pleasantly slutty; like real pros. Femme Forever makeup lasts at least 14 days. With the solvent I have I can make those cock pillows that you call lips go away in a few days. Or maybe you find Forever Femme makeup suits your needs. You can always leave it on so mom and dad can appreciate your new sissy look. Do you like being sissies?”

“Heather, I always thought you had a pretty mouth. Now I have videos to prove it! Your pillow lips, gliding up and down each other’s cocks is most arousing. Wait until you see the movies I made. You two could be the next international viral sex video. The world needs another good sissy video.”

The boys remained still and listened intently while looking for the source of Lindsey’s voice. Connie nudged Heather and pointed to a book shelf. “There’s a camera over there,” Connie whispered. Heather nodded that he saw it.

“As you’ve found out ‘Forever Femme’ cosmetics can only be removed with a special remover. In other words you both are going to be forever femme until I provide you the special cleansers. Our folks will be home before you know it so you better do exactly what I say.”

Lindsey: “You are one click away from me outing you trannie cocksuckers to the world. What hits the web never goes away; especially images of sissies sucking each other off while dressed up all girly. There seems to be a robust market for trannie cocksucker videos. You do admit to being cocksuckers, right? Hell, take a look at yourselves! I bet you boys are both getting hard right now just from me talking about you sucking cock.” Lindsey obviously knew them very well; their young penises were indeed very rigid.

Connie and Heather sat despondently on Lindsey’s makeup bench. The boys remained wide-eyed and motionless.

Lindsey explains

“We need to discuss your apparent beauty problems don’t we? I’m sure we will reach an understanding of how the next two weeks are going to play out. Remove my sundresses and lay them neatly next to you on the couch in the den. Wear only your panties, bras, stockings, and heels and wait for me in front of the television. I want to show you ‘boys’ a few movies; you’re the stars.”

“You two ‘girls’ owe me. You used my stuff and didn’t replace it. You may as well relax as there’s nothing you can do. With a press of a few buttons I can post your videos to the web instantly. You’re trapped… trapped in cosmetics, trapped in lingerie and trapped with puffy vibrant red lips.” Lindsey laughed and then hung up.

Connie and Heather remained on the vanity bench for only a moment before complying with Lindsey’s demand.

Lindsey arrives home

When Lindsey entered the house she was carrying a suitcase and her purse. Connie and Heather were sitting where they had been told to wait. Lindsey’s sundresses, which the boys had been wearing earlier, were folded neatly next to them. The 75 inch television was directly in front of them.

Lindsey placed the suitcase and purse on the floor next to an overstuffed leather recliner. She glared at the two young sissies letting them feel her wrath verbally.

“How dare you two trannies-in-training violate my personal space!” she began. “You wear my clothes, my panties, my bras, my shoes and my cosmetics! How dare you! You cocksuckers even used my freaking panty liners and never had the decency to replace the things you used! You used my entire expensive mascara remover! That’s damn rude. You sissies owe me. You WILL pay me for all my stuff you’ve used!” Lindsey went silent for a moment so her words would sink in.

Heather and Connie said nothing.

Lindsey resumes: “Cross your legs properly and sit like women” she commanded.

The boys instantly complied. The sound of their nylon covered legs rubbing against themselves seemed loud.

“Let me give you more facts to consider. You know the Femme Forever non-smudge lipstick guaranty? 14 days! The red blowjob rings you so passionately ‘applied’ to each other’s penis will be visible for at least 14 days! I can only envision what other of your body parts or orifices are also tinted red.”

The boys winced at her allegations.

“Think of your current predicament as a practical joke that will last for two weeks… or until I let you have the special removers. I have the antidote to make your sissy nightmare go away. Do we understand, ‘ladies’? Good!”

The two nodded in agreement.

Tech info

“I have weeks of video of you two playing your dress up sex games. The video and audio are automatically stored on a secure server AND to a cloud storage service. I have several copies of your ‘greatest hits’, securely stored on my cell phone, tablet and laptop. My backups have backups. If you dare move or disable my cameras you will regret being born. If I press a few buttons your sex videos go globally viral. Do NOT piss me off and do as I say… or else!”

Viewing the movie

Lindsey picked up the TV remote control and inserted a large capacity USB thumb drive into a port on the television and then took a seat.

Lindsey: “Watch and listen closely. I have audio of you discussing how sperm tastes, if sucking an uncircumcised cock takes longer to cum than sucking a circumcised cock. Your plans to fuck someone named Stacy are most interesting. Or was that to have Stacy fuck you? Are you the top or the bottom? Do you even know? My snatch got wet as I watched and listened. Heather, the way you make love to a dick is priceless porn. I love your cute moans of ecstasy, they are priceless! Your slutty puffed lips should make cock sucking even more enjoyable. Do your new lips make a blowjob feel better?”

Connie: “Do you mean when giving someone a blowjob or when someone is using their puffy lips on you?”

Heather: “It feels different when I’m bobbing up and down on Connie’s dick… it’s nicer. I’ll need to do it a few more times before I’ll know if it’s better. You should ask Connie.”

Connie: “It feels like a long soft feather tickling my dick followed by a normal tongue swirling. There’s a tighter seal for sure.”

Lindsey turned the TV on, set the video source to ‘external’, and waited for the video to load. Turning to the two waiting on couch Lindsey smiled and said, “I’ve been looking forward to meeting you girls. You’re much more girly looking in person. You even smell womanly. I’ve been watching and listening to you for so long by remote video that I feel like I know you… as if we were family.” The irony of Lindsey’s comments didn’t escape the girls.

Image Response Test – what excites the ‘girls’?

“Stand up! Drop your panties to your ankles and face the TV.”

Heather and Connie did as they were told. Connie was clad in his bright red satin high cut panties and matching push up bra that he had purchased. Heather was sporting his Royal Blue set of matching lingerie. Combined with their sheer black thigh high nylons and with their panties around their ankles they, their flaccid penises made a provocative image. They boys still wore Lindsey’s black 2 inch pumps. Heather reached over and took Connie’s hand. The two stared at the large screen TV and waited.

Lindsey’s movie began with the selfie photo that Kevin had taken of him passionately kissing John on the first day of their summer of cross-dressing - it looked like two lesbians with erections in love. It truly was a very nice photo. It was a beautiful picture of two young girls enjoying kissing and touching. The video rolled through very passionate scenes of toe curling and inspired cock sucking but nothing showed the boys engaged in the ultimate male-on-male sex act.

The hidden cameras recorded the sounds and images of erotic licking, sucking, love moans and orgasms. Video included the boys applying makeup, trying on Connie’s sister’s clothes, engaged in mutual masturbation, etc. and of them just hanging out, dressed as girls, relaxing and playing teen video games. They were ‘normal’ teens except for one or three things. No one’s perfect.

Lindsey looked at the girls’ crotches and watched them becoming erect as the video played on. Lindsey walked by and touched each girls cock so she could judge the firmness of each boy’s boner and also judge the lipstick rings on their cocks. “Well my little sister Heather appears to give deep throat blowjobs as proved by the love rings he left around the base of John’s… I mean Connie’s cock. Very impressive little sis; I’m in awe. OK, remain standing!”

Pausing the movie Lindsey said, “I’ve watched both of your dicks getting hard just now. We can all agree about what excites you pretty trannies. Pull your panties up and have a seat. You’re both oozing preseminal fluid.” Opening her nearby handbag Lindsey produced two panty liners and tossed them to the ‘girls’. The room was quite except for the sound of panty liners being ripped from their wrappers. “Don’t feel bad; young trannies are just wired that way. Just don’t drip on the furniture, the rug or my clothes.”

Heather’s panty was tenting more than Connie’s. Letting Heather and Connie watch their video achieved the results that Lindsey wanted. ‘Why don’t they show any embarrassment about having their sex acts and kinks known by me?’ Lindsey pondered.

Picking up her cell phone Lindsey announced, “Before I let you take a break I’m going to take a few commemorative photos. I see you’re little dicks are deflating so I’ll play more of our video to keep you nice and hard. I may even let you get some relief from your obvious need to cum. Just pose as I tell you.” Lindsey hit the video play button.

“Turn so your cocks are straight out pointing at each other; about an inch apart. I want to see those red lipstick rings. Then turn to face me. I want your perfectly made up faces and puffy lips in each photo. Look at me.” CLICK

“Now take hold of each other’s penis as if you were shaking hands. Make sure that your pretty red fingernails are visible. Face me.” CLICK

“Heather, get on your knees, grab Connie’s cock and suck in about an inch of cock. Then you girls will switch positions. Feel free to bob and suck each other to kill time while I get into position.” Heather eagerly complied.

Grabbing Connie’s prick Heather used her tongue tip to lick off the precum drips that were very evident. After wetting Connie’s shaft with his tongue Heather then took half of the cock in to his mouth and made 3 or 4 runs up and down Connie’s penis before withdrawing until his lips hung up at Connie’s glans. Connie involuntarily throbbed at Heather’s oral efforts. Lindsey found the photo angle she wanted. CLICK.

“Reverse positions, girls.” Heather made 2 more slow head bobs up and down Connie’s rigid penis before complying with Lindsey’s commands. No one likes a dry dick, right?

Connie got on his knees, tongue-tickled Heather’s meatus and kissed his cock head before engulfing Heather’s dick. Connie slowly drug her fat red lips up and down Heather’s shaft several times before stopping her lips at the designated penis part that Lindsey had specified. CLICK.

Lindsey took her time in taking each lewd photo’s just to torment the two. “Connie, you’re slacking off. You’re letting your boyfriend go soft. Do something to fluff him up so I can get a real good photo.” Tenderly cupping Heather’s ball sack Connie began a slow and sultry blowjob. Connie slid his puffy red lips slowly down Heather’s shaft. He paused a moment before reversing back up Heather’s penis. CLICK.

“Is that all you got? Heather’s looking bored and isn’t getting hard enough.”

Connie popped free of Heather’s erection and thoroughly wet the middle finger of his free hand with his saliva. Connie then rubbed his finger on the head of Heather’s dick transferring as much slippery precum as he could get onto his long middle finger. Connie was focused on what she was about to do.

Briefly glancing into Heather’s eyes Connie used his dry hand to guide Heather’s dick back between his pillow lips. Inspired by what he had done earlier Connie began circling Heather’s anus with his wet middle finger before slowly sliding his middle finger gently into Heather’s puckered hole.

Heather’s cock began to harden as Connie’s finger began to slide into his ‘rose bud’. Heather reflexively leaned deeper into Connie’s mouth as Connie’s finger slid deeper. “So Heather gets hard when you slip something up his ass. How gay is that?” Lindsey quipped. Lindsey got closer. CLICK.

Heather moaned, curled his toes and physically quivered. Connie gradually increased the pumping of his finger in and out of his best friend’s ass. Heather began to reflexively face fuck Connie’s mouth. Connie stopped his finger fucking and switched to a gentle stroking of Heather’s prostate gland and then switched back to finger fucking; it was a great combination. Connie knew what feels good.

Heather moaned again and involuntarily butt-clenched Connie’s finger tightly. Connie smiled. Lindsey gasped at the sight; her feminized brother, on his knees, finger-fucking and blowing a pretty girly-boy. Connie’s rigid cock made the image surreal. Lindsey was weirdly and erotically embarrassed yet aroused by the sight. She resisted her urge to grab her brother’s hard dick; she felt herself becoming moist.

Connie resumed his finger fucking and sucking until Heather climaxed into his pretty red mouth. Connie bobbed more quickly as Heather climaxed. Some of Heather’s warm white sperm escaped and contrasted erotically against Connie’s red lips. A glistening strand of cum stretched from mouth to cock. CLICK.

Lindsey fought the urge to lick the overflow sperm from the corner of her brother’s mouth. ‘I really would like to savor some of that young stuff’ she thought. Lindsey was breathing in a lustful manner. ‘Fresh, virgin and disease free; like a natural spring of mountain water.’ Lindsey licked her wanton lips.

Firmly gripping Heather’s cockhead only with his lips Connie made eye contact with Lindsey. Taking the cue Lindsey got the erotic photos she wanted. CLICK. CLICK. Connie slowly sucked Heather clean and backed off of his cock. There was an audible ‘pop’ sound as Connie broke free. Connie delicately sniffed his talented finger before wiping it clean with a tissue.

“Wow!” Lindsey said. “I wasn’t expecting that. Watching “Sugar Lips” made me moist! I need to get some dry panties. Pull your panties up and take a break. I’m going to my room take care of some business and take an after work shower. Go get a soda and relax. I’ll be back in about 90 minutes.”

As she started to leave Lindsey commented, “Gee, Heather… after watching Connie’s efforts you may want to give my little sis some relief. He certainly popped your wood. Look at the wood in his panties! I think you owe him”.

Heather nodded ‘yes’ in agreement.

After the movie

Lindsey locked her bedroom door, grabbed a box of Kleenex, got naked, laid a towel on her bed and lay on top of it. She closed her eyes and mentally went over the erotic events of the day. The thought of her brother being an accomplished cocksucker AND a pretty cross-dresser was almost more than she could comprehend. Replaying in her mind what she had just witnessed made her moister. ‘Where is the embarrassment from them that I was expecting? Have they no shame?’

Lindsey had her eyes closed as she recalled her own adolescent same sex experimentations with a summer camp counselor named Rachael. Rachael had kissed, licked and fingered Lindsey to her first orgasm and had instructed Lindsey how to properly finger and orally please a woman.

Lindsey smiled at the memory. She dipped her favorite finger into her wet labia and began to slowly pleasure herself; she envisioned her first lesbian encounter. Lindsey brought her pleasure finger to her nose and then to her tongue. ‘Carol, Dawn and the shy girl in Gym class…’ The special glow that Lindsey sought was building.

Without missing a stroke Lindsey reached into her night stand and retrieved her favorite silicone dildo; a gift from a girlfriend. ‘I shouldn’t be too judgmental about Connie and Heather experimenting’ she thought. ‘Maybe they need to experience sex with a woman in order to gain perspective. They seem so committed to man-on-man sex. Who could I persuade to educate my brother and his boyfriend’? A quick and easy solution to the problem came to mind but was quickly discarded; she would not offer herself to the boys. At least not right now.

Lindsey expertly stroked her vagina with the phallus in a rhythm that eventually achieved a toe curling, breath taking orgasm that was aided by visions of Connie and Heather engaging in what looked like youthful lesbian sex. After her climax Lindsey left the fake dick in her canal and gripped it several times with groin muscles only a woman has. Relaxing with her eyes closed the dildo began to slowly slide out of her. Lindsey lay in bed for several minutes of uninterrupted calm.

Lindsey smiled and opened the video security app on her cell phone that allowed her to view her brother and his friend. ‘It shouldn’t take them too long to be fully involved in their cute little sex acts’ she mused. Looking at the streaming video confirmed that Heather was already giving her little brother the sexual relief he had earned.

Lindsey returns

Lindsey returned to the living room and placed the suitcase she had initially brought in onto a coffee table. She pulled up a chair and sat down. She took in the visual image of her brother and friend all femmed up, sitting on the couch in bras, panties and thigh high black nylons. Their black 2 inch high heels added to the peculiar sight. They were holding hands. “You girls sure look cute.”

“Take a look at the image you make wearing 2 inch heels and looking like you do with ‘Lip Augmentation’. We know you are two boys but what we see are two pretty young women with perfect makeup, pony tails and dicks, right? Your bright red fingernails and your pouty red lips sure add to the femme effect, right?” Lindsey smiled and continued, “Nice pushup bras. The silicon ‘chicken fillets’ bra inserts work fine, I can even see a bit of a girly cleavage.”

“There’s no way, even if you were dressed as a boy, that people would mistake either of you as being male.” Heather and Connie squirmed in their seat. “You are definitely trapped.” Connie and Heather nodded in agreement.

Lindsey tries to intimidate the ‘girls”

“Ladies, I have you at my mercy for the next 14 days. Looking like you do, so cute and feminine, you can’t leave the house until your makeup wears off or until I give you the special removal solvents and creams. You want to play dress up? I’m going to test your resolve to be girly.”

Lindsey reached into her suitcase and removed several items and placed them on the coffee table. Laying in front of the boys were; a box of Tampons, a box of condoms, a large tube of lube, an ear piercing gun with an assortment of earrings and studs, an 8 inch battery powered dildo, 2 boxes of Dark Chocolate hair rinse, 2 ‘Fashion Girl’ false eyelash kits, and a packet of breath mints. Lindsey was tapping her fingernails on the dildo.

Lindsey: “You have few options. I will use some of these items on you over the next 14 days. Maybe you’ll want to use them on each other. It’s your choice. Feel free to use my vibrator as frequently as you want. I guaranty you won’t regret it. I brought you all the lube you’ll need and dark brown hair rinse in case I want you to be brunette for awhile.”

Picking up a Tampon Lindsey unwrapped it and let it dangle in front of the boys by its string. “The day may come when you’ll be glad to have one of these. You use them as a cork to keep your lover’s juices from dribbling out of your ass and running down your leg; it gets messy and awkward to explain the wet spots.”

Reflecting for a moment Lindsey tossed a Pearl Lite Tampon to each girl. “Carry one of these with you. I think we’ll have a practice session on the proper way for you girly boys to use them. A few hours with one of these up your butt will be a good learning experience for you.” The boys’ eye’s opened widely.

“As part of my pay back I may do surprise inspections. I’ll have you drop your panties and bend over and if I don’t see a white string dangling out of your ass I’ll shove one so far up your ass that you’ll need needle nose pliers on a broom handle to remove it.”

Heather and Connie shook their heads ‘no’!

“I’ve brought you ‘girly’ French Maid uniforms to help you explore your fantasies; a classic soft porn look you’ll love; all trannies and cross-dressers do. We need a maid to help around the house. As it turns out we will have two maids. Cleaning the house and other chores is your new summer job.”

French maid costumes

Lindsey reached into her suitcase and removed two identical skimpy French Maid costumes that would fit Kevin and John perfectly.

“You’ll love the French Maid costumes; they may be a bit breezy but they are so trannie femme!”

“Each outfit consists of a very short Lycra V-neck black mini-dress with attached white satin apron, lace-up front bodice, collar, wrist cuffs and a white crinoline petticoat that makes our skirt flare out. There are also black satin French cut panties, sheer black stockings and sexy red garter belts. Cute tiny red bows are sewn on the end of each garter strap for effect.”

The boys viewed their costumes with keen interest. Connie nudged Heather and pointed at the garter belts.

“Starting tonight you’ll be wearing maid uniforms. You’ll wear them daily until I decide different; so very skimpy and so very feminine. You obviously like looking femme and a French Maid uniform is the epitome of feminine. You can thank me later.” Lindsey tossed each boy a packaged maid’s uniform. “In fact you can pay me for them and keep them if you want.”

Connie and Heather stared at their new clothes in amazement. The two shifted awkwardly as their erections began to blossom. Connie reached into his panties and pulled his penis to a more comfortable position.

Reaching back into her suitcase Lindsey brought out two small matching articles of women’s clothing.

Lindsey: “I’ve also donated black satin crotchless panties and panty girdles. The girdles are one size too small. Their snugness will act as a gaff and help hide your nasty boy bulges I see in your panties. I think that until you can control yourselves that you should wear them whenever you dress up, especially with your maid outfits. It’s your choice.” Lindsey tossed each boy a panty and girdle set.

Connie: “Can I wear my panty girdle with other things?”
Heather: “Can you get me one in a flesh tone and with stocking tabs?”

Lindsey slowly shook her head from side to side as she took in the implications that the boys questions revealed. Their need to look female ran very deep in the boys; there is no cure for the needs they have. ‘I’m trying to teach them a lesson and they are worried about panty girdles’ Lindsey thought. ‘They need a sex and gender counselor to speak to. They are getting too deep into looking girly.’

Lindsey: “Wear them any time you want. In fact I bet you’ll wear them and other girl clothes under your boy clothes after mom and dad get back. It will make you feel special. You can pay me for them when you get your next allowance.”

Lindsey pointed at the girls and instructed, “Remove those beginner high heels. If you want to play like big girls you need to step into these.” Lindsey removed two pairs of open toed heels that were almost identical to what the girls had been wearing and dropped them at Connie’s and Heather’s feet.

“You’ve just been promoted to 4 inch heels. You’ll be wearing them from now on. Don’t sprain an ankle as a trip to the ER could prove awkward for you considering your present look. ‘Forever Femme’, right?”

With a puzzled look on their faces the two immediately did as they were told. The boys stood up and were teetering a bit as they tried to find their new center of balance.

Heather: “The additional 2 inches makes a difference. I feel my heels snagging in the carpet as I walk.”
Connie: “I feel like my calf is starting to cramp.”

Lindsey: “By the time mom gets home you’ll find it odd to not be wearing heels. Your calf tendons will shrink and you’ll be walking on your tip-toes out of habit and necessity. Won’t you look cute mincing around the house and the mall?”

More lecture

“Here’s what you need to realize. You can wear your lingerie under your boy clothes and still enjoy your sissy desires. Paint your nails, shave your legs, enjoy your panties and girdles, wear pantyhose but do it discreetly for god’s sake. You don’t need exotic makeup all the time. Keep your hobby on the down-low.”

The ‘girls’, wearing only lingerie, nodded in agreement.

“Clearly until you remove all your makeup you will look female no matter what you wear. You boys are trapped in this house unless you fully dress en femme.”

Heather and Connie appeared startled by Lindsey’s suggestion. They shook their heads vigorously ‘no’!

Lindsey: “You girls need a break and I know we all need to eat. Before I send you to your room to shower and change into your maid uniforms there’s one more thing that needs to be done.” Lindsey picked up the ear piercing gun and clicked it several times for effect.

Both girls winced at the menacing sound.

Lindsey: “Stand up and face me so I can mark where your studs will go. You really do not want me to screw this up so hold still.”

Lindsey took a fine tipped felt pen and placed a tiny dot on their ears making sure the holes would be at the same height. Inserting the studs into the gun she quickly clicked studs into each boy’s ears. Neither boy winced.

Stepping back from her efforts Lindsey smiled. “Your pearls look very pretty. I’ve just given you 8 mm faux pearl stud earrings which are about twice as large as the usual starter gold stud.” “There’s nothing remotely masculine about pearl ear studs; they are the perfect accent for your maid’s uniform. The stinging will go away shortly.”

Connie and Heather immediately faced each other as they reflexively touched their new jewelry. “Oh, my god, we have pierced ears!” Connie exclaimed. Heather was busy twisting his studs.

Lindsey: “Your pretty pearl studs have a special non-removable backing to prevent loss of an expensive earring. It’s a backing that only I or a fine jeweler can remove. A mall ear piercing place won’t be able to get them off. Behave yourselves and maybe I’ll switch them out with hoops or normal beginner studs before the folks get home.” Lindsey held up a small plastic bag that had beginner gold ball studs. The large size of their faux pearl studs became obvious once they saw what ‘normal’ was.

Lindsey continued: “Once again I have you at my mercy if you want to remove them.”

Shave, shower and a change of clothes
Standing in front of them Lindsey commanded: “Stand up. I want to see what I’m dealing with before we get on with our day.” The two stood up as instructed. They were stripped down to their panties, bras and stockings.

“Raise your arms towards the ceiling.” The girls complied. Lindsey did a visual inspection of the pair and said, “Put your arms down. I’ve seen what I needed. Before we eat tonight both of you will have shaved your gross arm pits and legs. We need to feminize you more and hairy legs and arm pits won’t do. You’re lucky I don’t have you shave each other’s pubes.”

“I’m calling out for two large pizzas so you’ll have about 90 minutes to shower, shave your legs and pits, care for your ears and get dressed.” Beckoning to the two Lindsey gave each boy a pack of pink disposable razors and a travel pack of tampons. “Shaving your body would have been something you would have done eventually; I’m just giving you an excuse to get a head start. Be sure to do a good job. There’s shaving gel under the sink. You have tampons if you need them.”

“Take your things to your room, shave, shower and change into your maid’s uniform. In case you don’t know panties go over your garters so you can take them off without unhooking your stockings if you have to pee. It also allows your lover to take you from behind while you are wearing your garter belt and stockings. It’s a very erotic experience… I’ve been told.”

“After you’ve shaved and showered meet me, dressed as we agreed upon, in the kitchen. Let me know if you want to greet the pizza delivery guy in your maid’s uniform… it would make for an interesting evening. I bet you two cuties could find a way to make him forget about charging us.”

Heather and Connie winced at Lindsey’s suggestion. They grabbed their uniforms, razors and tampons and headed for the bathroom. They were a bit unsteady in their higher heels.

Pizza

Lindsey placed the two pizzas in the middle of the kitchen table and called the girls to eat. Connie and Heather seemed to be walking a bit oddly as they came towards the kitchen; it was like they had starch in their panties and were chaffing.

The two boys gingerly entered the kitchen and paused. The clean aroma of a fresh shower preceded them. Their maid’s uniforms looked sissy perfect on the two boys. Their Forever Femme puffy red lips and their equally bright red fingernails matched the cute red bows of their garter belts. Their large pearl ear studs were the perfect accent to their model perfect makeup and French Maid outfits; so very feminine!

Pausing as they entered Heather and Connie did a cute curtsy and in unison said, “Mistress Lindsey how may we serve you?” Lindsey smiled at the girls attempt to make their awkward situation work. ‘At least they are trying. Maybe there is hope for them’ she thought.

“You girls look amazingly beautiful! You both do a superb job with your makeup… especially your eyes. Your maid uniforms are picture-porno perfect. In fact let me take a couple of pictures. Strike a pose.” CLICK. “Now take a breath, relax and smile.” The boys were beaming from ear to ear with no sign of public shaming having any effect on them. CLICK

Checking them more closely Lindsey proclaimed, “Very good, hairless armpits and legs are essential for being a successful sissy or trannie. Your maid uniforms are skimpier than I thought. The taller heels add to your sexy image.”

Both girls curtsied again and said, “Thank you for your approval Miss Lindsey.” ‘Damn they’re cute… and they look hot’ thought Lindsey. ‘Too bad they aren’t really young women.’

“What do you think about your uniforms and the crotchless underwear? Do you like them?” asked Lindsey.

“We love them! They are so… girly… skimpy… and drafty,” Connie squealed. Heather was nodding his head in agreement. “We’d like to pay you for them and keep them when you’re done with our punishment.”

Heather chimed in with, “We had no idea that a garter belt could be so…” Heather hesitated as he searched for the right words. “I mean if you hadn’t given us the panty girdles our boners would be bulging in plain sight. And that’s not a good look for a girl.”

Connie: “We saw a photo of a man wearing a lacy red garter belt with no panties… his pubes were shaved smooth… his dick looked so long!” Heather finished Connie’s sentence with: “His penis was magnificently pretty… and stiff.”

“He was wearing red stockings with a red garter belt…” Connie added. Heather eagerly contributed, “He looked so perfect that we shaved our crotches just like him. We think that he’s a sissy.” They were looking bright eyed at Lindsey for approval.

Lindsey: “You shaved the base of your penis and your ball sacks!?”

Heather: “We started shaving ourselves but there were places that needed help so…” Connie broke in, “So I finished shaving Heather and then he finished shaving my hard to get to places.”

“I had to hold Heather by his dick and move him around in order to get all his hair. He got a big boner while I was shaving him. And I had to make it go down. Since I was already on my knees…” The last of his sentence didn’t need to be completed.

Heather smiled slyly: “Connie shaved all around my poop hole without asking! And then he tickled me there with his finger and then his tongue and wouldn’t stop. He slid the tip of his tongue in and out and wiggled it inside of me. His dick got real hard as he was doing it!” Connie kicked Heather on the shin for divulging his secrets. Heather was obviously becoming aroused as he spoke about it.

Lindsey: “So if Connie got hard while shaving you and he used his tongue on your ‘rose bud’ how did you make his boner go away?”

Heather stood up, faced away from Lindsey and bent over. He moved his panties to the side and exposed a white string hanging out of his sphincter. He tugged it gently before standing up and returning to the table. “I really didn’t have any say about it. Connie just started doing it to me until it started to feel good. I felt him squirt inside of me; it felt like nothing I’ve ever felt before.” Heather gently sat down making a shifting movement to align things. Muttering to his self Heather groused, “You can’t sit down without thinking about how to sit if you have one of these up your bum.”

Lindsey tersely said, “Maybe you should refrain from butt fucking or consider using a condom for god’s sake! Maybe I’ll have you wear diapers and rubber panties so it won’t be easy for you to screw. I’ll tape you into them in the morning and you’ll have to soil yourselves until I get home and change you. 18 hours in a diaper and high heels should prove interesting.”

The concept of wearing and using diapers startled Connie and Heather.

Lindsey looked over at Connie for a response. “At least I waited until we got out of the shower before getting intimate” he said.

Heather quickly responded with, “He barely waited. I hadn’t even toweled myself dry before he was on me. I was sitting on the edge of the bed when Connie dropped to his knees between my legs. He draped my legs over his shoulders and was sucking my penis real nice. Then he started licking, poking and tickling my butt hole with his warm tongue. That was even nicer!”

Connie fidgeted in his chair making a point to not make eye contact. He remained silent.

“After he got me real wet back there he stood up with my legs still over his shoulders; that made me roll back onto my shoulders. I felt his boner poking around and then he tried to slide his dick into me. That’s why he shaved my butt.”

Connie: “I shaved his butt because I wanted to tongue it. He was hot for it! When I stood up he grabbed my dick and pressed it to his boy pussy. He held it against his hole and rubbed it around and then tried to shove it in. He almost hurt me by trying to stick my dick in his ass. All I did was lean forward and my dick slowly slid in. It felt nice.”

Heather stomped his high heel loudly on the kitchen floor in an effort to make Connie stop talking.

Connie: “He shoved the head of my dick in without my help. And then he raised his pelvis so I could slide more of my dick into him. I could feel my cockhead sliding against his prostate. He wanted it!”

Heather protested: “I was only scooting around to get comfortable!”

Connie continued: “Just as I was cumming he gripped my dick with his butt muscles! He’d grip and release, grip and release. He was milking me like a cow! I tried to back out of him but he had me clamped inside of him. It felt odd but nice!”

Heather: “I’m not a slut! I only wanted to feel another warm squirt from him… there’s a throb and a squirt and then another few throbs and another few squirts. It sort of tickles and feels warm and nice. It makes me feel naughty but in a good way.” Heather squirmed and pressed down on the growing bulge in his panties. He knew he was seeping in two places now; from his front and from his rear.

Noting that both boys were obviously becoming aroused by the conversation Lindsey had to muffle a chuckle. “Is there anything else that I need to know?” asked Lindsey.

Connie: “I’m not the bad girl here. I didn’t fuck and run. After he let me pull out I cleaned myself off and gave him a kiss. I thanked him for a good time. Heck I was nice enough to shove his tampon into place so he wouldn’t have to. We didn’t want him to leak onto the bed.”

“I know your club motto. After you both recovered did Heather…?” Connie stopped her in mid-sentence and said, “Yes, I have a mouse tail of my own to deal with.”

Heather smiled proudly and said, “I waited until we had our garter belts and stockings on. I had him bend over the edge of the bed with his butt up and his face down. I was too tall at first so I had to kick off my heels to make it work. I slid it in real slow so I wouldn’t hurt him. I even used the lube you gave us.”

Connie added to the conversation by saying, “Doing it with our lingerie on was definitely nicer just like you said it would be.”

Heather: “The edge of the bed is okay but the way he fucked me is best. He liked it better with his legs over my shoulders.”

Connie: “Yeah, I could shift around and get his cock to rub me where it felt better. I wonder what a ribbed condom would feel like.”

Lindsey turned on her cell phone’s security camera app and confirmed what the boys had just told her. Seeing her brother lose his virginity twice was startling yet erotic. ‘He was the top and the bottom in less than 30 minutes’ she thought. She marked and saved that segment of the video for closer scrutiny later when she would be in her room.

Noticing his sister lingering intently on her cell phone Connie naively asked, “We didn’t make a mess did we? We put a towel down and we quickly corked ourselves. Heck that was the hardest part. There’s a trick in getting it past a muscle ring or something. Then it sits in place better and you don’t feel like you need to poop all the time. It still feels strange when I walk and even stranger when I sit.”

Again Lindsey slowly shook her head in wonderment. That she and her brother were discussing proper tampon placement was unbelievably surreal. The purpose of her revenge was to put the fear of god into the boys, have them reimburse her and to also have them mend their slutty ways. Her revenge was backfiring. It isn’t revenge if the person enjoys what’s being done to them. She would need to rethink her strategy on how to best correct their actions. Perhaps professional help is needed.

Eyeing them both Lindsey solemnly said, “Do you girls realize that you have done things that will define you for the rest of your life? You can’t be un-fucked. You can’t un-suck what you’ve sucked. You’re both cock sucking trannies and will be throughout your lives. Maybe you’re destined to be sissies and will go down that path in the future. You’ll always have the desire to have a dick in your ass, the need to taste and smell fresh sperm because it fulfills and excites you; even if it’s your own. You’ve both have been bred. It can’t be undone.”

The boys were unfazed by Lindsey’s comments. Lindsey was dismayed by the boys’ lack of concern.

Time to eat

Lindsey sat down at the table. “After you set the table with plates, cups and napkins you can sit down and eat. One of you will pour our beverages and one of you will cut a slice of pizza and place it on my plate. You are my house maids and you need to earn your keep. Cleanup after dinner is also one your duties.”
With the table set Heather and Connie pulled out their chairs and gently sat down. “Yikes! The chair is hard and darn cold; I think I just shoved my tampon deeper. I have lots of skin showing and my short skirt gives no protection,” complained Heather. “That’s for sure but I love the way it feels when I cross my legs” echoed Connie. Lindsey broke into a grin and commented “It isn’t always comfortable to look so girly, is it?”

The three of them ate their pizza and made small talk about a wide variety of things including the femme predicament they were now immersed in.

Lindsey: “So, ‘girls’, how’s your day going? It’s been a tense few hours hasn’t it?”

Heather: “Miss Lindsey, we are so sorry to have pissed you off. We were wrong in not resupplying your cosmetics and supplies that we used. We’ll gladly pay you back with interest. We’ll also pay for any dry cleaning expenses from us wearing your clothes.”

Connie: “Please forgive us! We’ll never disrespect you again. We’ll wash your car, do your chores and pay you back. Please give us the Forever Femme makeup remover before mom and dad get back! We were wrong in what we did.”

Lindsey: “I’m not sure that you fully understand the predicament you’re in. You did this to yourselves at my expense. Nothing you can say will change the fact that you did me wrong, repeatedly, for weeks. You owe me money and you need to be punished. Consider my revenge as a form of punishment for the thoughtless things you two have done.”

Connie: “We were just messing around. We didn’t mean you any grief.” ‘Finally’, Lindsey thought, ‘there seems to be a bit of remorse in his voice.’

Holding up an empty glass Lindsey asked, “Where’s my beverage refill? My glass has been sitting empty while my two maids sit on their plugged butts and whine. That’s not acceptable!”

Heather and Connie both tried to get Lindsey her refill. It was comical to see the boy’s frantic efforts to please her. The sound of their heels clacking on the floor sounded like Clydesdale horses out for a walk on cement. With Lindsey’s drink refill taken care of the two gingerly sat back down and crossed their legs in a very Sharon Stone movie imitation.

Connie and Heather reached into their bras and each pulled out $50 cash and laid it on the table. Lindsey stared at the money awhile before picking it up. “If you girls think a mere $100 is freeing you from your 14 day ordeal you are crazy. It’s a step in the right direction but it’s not nearly enough. Come up with more money and more ways of atonement and we’ll discuss your unique situation in a few days. In the meanwhile you remain in panties, bras, makeup and heels. You wanted to be ‘girls for the summer’ right? I’m just the person that can do that to you. In fact I think we should share your summer with others. Would you like that?”

The two boys diverted their mascara enhanced eyes from Lindsey.

“I can tell, after watching you for several weeks, that your desire for femininity is not just a casual passing fad. You will have the need and the urge to be girly to some degree for the rest of your lives even if it’s just wearing garter belts, nylons and panties under your trousers. You’ll probably be in an accident and be found unconscious with shaved legs wearing a camisole, bra and panties. Take a close look at yourselves; you’re too cute to do otherwise.”

Heather and Connie continued diverting their eyes as Lindsey spoke.

“Let’s not forget about you sexual preferences. You are both accomplished cock suckers! And now you’re both butt fuckers. I don’t want my little brother making his way through life on his knees selling his slutty self to anyone for a few dollars or a new pack of nylons. You ‘twinks’ need to think about your futures; you need a new hobby.”

Heather alerted to the word ‘twink’. “That’s what Stacy called me!’ he thought.

Bed time

“For the next 2 weeks you will share one bed where you can cuddle and spoon to your heart’s content. For sleepwear I bought matching baby doll nighties with lots of girly lace and matching tap pants. You can argue over who gets the baby blue ones and who gets the pink ones.”

Connie and Heather eagerly inspected their new sleepwear. They were pleased.

“You can sleep in the bra of your choice but you will wear a bra 24/7 except when you shower. Do you understand?”

“Yes, Miss Lindsey,” the boys replied.

Their reply is not what she wanted to hear. She wanted remorse, reluctance and embarrassment.

Daily Expectations - The upside

“Look at the upside to your ordeal. Having indelible Forever Femme makeup saves you almost two hours a day. You guys are good with makeup but you aren’t quick; too many interruptions to accommodate your eruptions.” Lindsey chuckled to herself. “Applying and removing your makeup and my clothes takes you a lot of time.”

Continuing Lindsey said, “Using Forever Femme gives you an extra two hours of free time, daily, because you don’t have to apply and remove your makeup; you are Forever Femme.”

“You’ll have plenty of free time. Play video games, watch movies, practice makeup and hair styling. Or have sex. You’re my maids and my needs come first. You will serve me first. You will cook, clean and do whatever I say. The rest of the day is yours. Do whatever you want; take a walk in the park or ask our neighbors if you can clean their house to earn spending money. Wouldn’t that be interesting? Our neighbors know Kevin and John and I’m sure they will get used to Heather and Connie.”

“I can and I will monitor you via my cell phone from work. Do what you want. You’re on summer vacation. The only issue, with those lips and makeup, is that you look like two sex starved trannies looking to turn a trick or two. If you obey me, wear the clothes I tell you to wear, do what I tell you then the next 14 days can be fairly pleasant for all of us.”

“If you screw up and do something stupid I will hurt you in ways you cannot imagine. I can be home in 10 minutes from the time you screw-up. Your videos can be on the web in one second. Do not mess with me.”

“If you don’t follow my every instruction mom, dad and YouTube will be treated to seeing you all femmed up and engaging in hot sissy sex. Your feminine facial smoothness and glow of the foundation will last for weeks, as will your vibrant eye shadow and Candy Apple Red lips. I paid extra to get the lip plumper version of the lipstick. It should make your blowjobs feel better as a giver and a receiver. And then there’s the eyeliner and mascara that you can’t wash off? Do you really want to try explaining the way you look to your family and friends?”

Heather and Connie shook their heads ‘no’ and said, “No, Miss Lindsey”.

“If the erotic videos of you guys ever hit social media you’d be haunted by them forever. Good luck getting and keeping a job other than working truck stops with your very special cock sucking talent.” Her comments had no apparent impact on the ‘girls’; they remained oblivious to embarrassment.

Tomorrow

“I have an appointment with a client early tomorrow and I will be gone by the time you awake. With any luck I’ll be home around 3:30 PM. The house better be spotless and you better look perfectly feminine.”

Morning for Lindsey

After dressing for work Lindsey left her bedroom to get her morning coffee and a muffin. Sitting next to the coffee pot was a homemade card and $50. The card read ‘Have a great day’. Lindsey smiled.

Morning for Connie and Heather

It was a little after 8 AM when the ‘girls’ clip-clopped their way into the kitchen for breakfast. They were wearing their baby doll nighties, bras and heels as required. In the center of the table was a note from Lindsey. Heather went to the refrigerator to get milk for their cereal. Connie went to the table and carefully sat down.

Picking up the note Connie read it aloud:

‘Before I get home: Wash the dishes, change your tampons, I want to see new strings dangling; Vacuum and take out the trash; Make the beds. Hand wash all our panties. For practice shave your legs again. Have Heather change your hairstyles. Get rid of the pony tails. Wear your hair down; try soft curls or a layered look. If it looks sexy to me I have 3 inch gold hoops you can wear. Apply your ‘Fashion Girl’ false eye lashes (get familiar with using them), Dress like you did yesterday. We’ll try something different tomorrow (rompers or petticoats would look cute). Get used to the heels, ladies. I’ve decided to have a party next week for about 10 friends and you two will be my waitresses. I’ll pick you up some new black nylon stockings with classic seams in the back. They will be perfect with your garter belts and maid outfits. Thanks for the card and money.’

‘PS. I put a jar of Forever Femme lip color remover next to the toaster. Start using it today. It may take awhile for your lips to un-plump. It fact it will take several days for your lips to return to normal size. Read the instructions.’

‘PPS. The lip augmentation remover I left will not remove ANY of your other makeup; you still need me if you want the other removers. Yes, ladies, I still have you at my mercy. Have a femme day!’

Still holding Lindsey’s note Connie picked up the jar and closely looked at the label. As his face broke into a smile Connie placed the jar on the table and slid it, shuffle board style, over to Heather.

Picking up the jar Heather twisted the lid open and gave it a sniff. “It smells nice,” she said. Dipping a finger tip into the jar she withdrew a small amount of the remover. Heather rubbed the crème onto her bright red puffy lips and then closed the jar. She pressed her lips together as if she’d just applied her lipstick. Using a convenient facial tissue Heather rubbed the tissue firmly across her lips.

Heather held the wrinkled tissue snugly against her lips for a few moments before looking at the results. Cautiously opening the wadded tissue she looked to see if anything was there. A wide smile began to form. Turning the tissue toward Connie she displayed a bright red blot of lipstick… her lipstick! “The remover works!” she chortled.

Heather gave Connie a ‘thumbs up’. “Things are going to work out fine.” Connie nodded his head in agreement. “Do you think my sister will let us invite Stacy over for a few hours before our 14 days are up? I wish Stacy could see us dressed up.”

Heather was unconsciously twisting her pearl earring and thinking of other things.

Forever Femme ‘Candy Apple Red’ lipstick

Addendum

(The first “Girls for the Summer Club” story will give you the back story of ‘when and why’ this story came to be. Pretty Stacy is mentioned too. It was posted in October 2019 on this site.)

Who is Stacy?

Stacy’s first appearance was in the last few pages of High School Reunion: Bromance on Pacific Crest Trail – Chapter 3 of 3 where she was working as a very cute waitress. Stacy was such an interesting character that she deserved her own story called Pretty Stacy. That story necessitated Pretty Stacy: Beginnings to explain how Stacy evolved to being Pretty Stacy; it shows her becoming empowered and confident. And then Stacy’s mentioned here (“Girls” for the Summer Club 2 – A sister’s revenge) and in the first “Girls” for the Summer Club.