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Chapter 18
by
Cdslavejessie
Does Danny choose gym bunny or Barbie girl?
Gym Bunny for a work out; Danny runs into a date
“Miss Jasmine, can I please wear the…. Ugh gym bunny outfit?” Danny reluctantly asked Jamie. He knew the outfit would be revealing, but it (hopefully) wouldn’t be too different than his normal gym attire of a tank top and shorts. It would just be showing a little more skin, well…. ALOT more skin, but Danny thought he could manage. Just looking at the over the top girly Barbie outfit was too much. At least the gym attire was made for working out, something Danny attributed to masculinity and alpha-ness. The Barbie girl outfit was solely for looking….. cute! No way Danny wanted to look cute at all! Plus, he’d have to wear the waist trainer with it and he’d give anything to get this thing off and take a deep breath for once.
“Oh yippeeee! I’m so glad you chose that one! Now we can go to the gym together and you can show me how you got that big fat butt” Jamie squealed as she spanked Danny’s panties bottom watching it wiggle wiggle wiggle.
Danny blanched at the thought of working out in such revealing outfit! He remembered just yesterday getting hit on in his boy clothes! If he showed up in these booty shorts and push up sports bra, he didn’t know what would happen!!
“Oh fuck, John asked me out on a date tomorrow! And I texted him I’ll be there. Jamie or Jessica CANNOT find out about that! Fuck, Demarcus wanted to take me out tonight! I gotta stay away from him and the apartment until I can get changed into my normal clothes. And I gotta stay away from Jessica today cause she knows! Fuck how did I get two dates with men??”
Danny wrestled with his new conundrum as He felt Jamie fiddling with the knots on his corset. “Um, Danielle, how did you do this yourself??” Jamie asked quizzically.
“What do you mean?”
“Well for one, this is tightened very tight and knotted behind you with no slack. I know I struggle with that with my own corsets so unless you’re an acrobat, I’d say someone tightened this for you. But more importantly, the laces are locked”
Danny froze. “LOCKED??”
“And there’s the answer to if you tightened it yourself. Yeah bitch it’s locked with a heart shaped lock. Super cute I might add. So tell me…. Who has the key?”
Danny stumbled with his words, coming to grips with not only that he was locked in his waist trainer, but that Jamie knew that someone else was doing this to him. Maybe telling Jamie he was being blackmailed and wasn’t actually a sissy would give him leniency and Jamie would help him get out of this shitty situation. Sure Danny was terrible to Jamie for years, but he couldn’t imagine Jamie would allow him to be blackmailed into all this!
“It was Jessica, Miss! My ex-girlfriend! She lured me over to her place last night to talk about the Halloween party and next thing I knew I was in a bunny costume! She took pictures and everything and blackmailed me into all this! And she… she…. She…..” The words tumbled out of Danny’s mouth, hoping that Jamie would help Danny. But he was just about to tell Jamie about the other…. Stuff Jessica had done to him, he stumbled over his words. He shuddered thinking about sucking “Daddy” and the memory of the feeling that the vibrator left as he watched a sissy getting dicked down.
“Ok ok ok! Calm down Danielle! Jessica Barlow? The rich girl in Kappa Gamma Alpha?” Jamie knew Jessica pretty well. When Jamie finally came to grips with his sissy hood and started presenting as, at a minimum a femboy, he had a few classes with her. She asked Jamie one time where he got his cute teal corset tank top and became pretty good school friends from then on. She was a sweet girl, very smart and driven, but very friendly nonetheless. While she was definitely an “alpha bitch” she couldn’t see Jessica doing this to Danny.
“Yes! That Jessica Barlow! After last night she came to my apartment and made me wear this…. Lingerie! She told me if I didn’t then she would tell everyone that I… that I… umm… am a sissy. She didn’t tell me she put a lock on the corset though!” Danny hung his head in shame thinking of how pathetic he sounded, hoping that Jamie would believe him.
It sounded far fetched to Jamie. Looking at Danny, he…. Well he looked way more like a she and that doesn’t happen overnight. Jamie was naturally feminine but it took years to get his body looking the way it did. There’s no way Danny did this overnight. But the tightened laces and lock on the corset said that someone else was involved. “Mhmm … ok Dani. I know Jessica. Let me talk to her. You stay here while I call her.” Jamie unlocked the bathroom and stepped out with his phone to his ear.
Danny stood in the bathroom alone in only his pink lingerie and high heeled sneakers. He realized how **** he was and went to cover himself up with his boy clothes but realized they were gone. “Fuck, Jamie must have taken them with him.” Stuck in just his slutty lingerie, Danny needed to cover himself up somewhat. Faced with either the girly Barbie outfit or the tight gym outfit, Danny stuck to his original decision and decided the gym outfit was better than nothing. The girly girl skirt and stockings was too much for Danny. At least the gym outfit somewhat resembled what he wore himself to the gym, although much more revealing and slutty.
Danny stepped out of his heeled sneakers and unclipped the silky pink stockings. Running them down his smooth shiny legs, Danny shuddered and his dick twitched in its cage. “Fuckkk why do stockings feel so good! Maybe that part isn’t so bad…” Danny thought and he slid them off his feet. Next, Danny struggled to unclasp the bralette and was finally able to wrestle himself out of it. His naked nipples were pointing straight out and he grazed across them. A euphoric feeling rushed across his nipples and deep inside him as he brushed them, causing him to bite him plump bottom lip. “It’s gotta be the cold and the nerves of the moment.” Danny consoled himself.
Danny grabbed the padded push up sports bra and sighed as he held it in front of himself in the mirror. “It’s just like a tank top, Danny. Come on man you can do this” Danny lifted the feminine garment over his head and shimmied himself in. Fiddling with the cups so they fit over his small chest, Danny saw that his cleavage was back. The push up effect of the padding lifted his flesh into a dramatic change, looking again like he had a C-cup. It seemed like the padding was gel silicone rather than just cloth, so the bra felt heavy on his chest. The mounds of flesh looked massive to Danny as he looked down. The low cut top showed off a generous amount of cleavage. Danny turned in the mirror and fixed the four thin straps that crisscrossed his back. The straps went from one shoulder diagonally across his back to just below his shoulder blade where they connected with the front cups underneath his arm pit. With no strap straight across his back, he didn’t think this sports bra would provide too much support to his new chest. Testing it, he bounced up and down in the mirror and was shocked to his his chest jiggle and bounce up and down as he did. “How could a girl even work out in this? I guess it wasn’t really designed for work outs, more to be ogled” Danny thought as he cupped his new breasts.
Danny then grabbed the tiny black booty shorts. “I don’t know if these are even gunna fit” staring at them quizzically. Danny started to step into the shorts, one foot and then another bent over at the waist to lift the tiny fabric. Before he was even half way up his thighs, he heard the door open behind him. “Shit, why didn’t I lock the door????” Danny thought as he looked over his shoulder.
Jamie walked in putting her phone in her pocket and lit up in a smile seeing the little sissy. He was bent at the waist, pink bra straps crisscrossing his back, accentuating and revealing rather than covering his sexy back. The black booty shorts were tight across his thighs and his big peach covered in pink lace was framed deliciously. Jamie stared at the beautiful ass when he saw something buried within the crack of his ass. A shiny pink jewel! Danny was wearing a butt plug!
“Well well well, sissy Danielle. I love that you still went ahead and put on your little workout outfit. Thought you would have changed into your boy clothes since you’re being ‘blackmailed’ to do this” Jamie mockingly used finger quotes saying blackmailed.
“You took my boy clothes and I didn’t want someone to walk in with me in just lingerie. I thought at least this would be better….” Danny mumbled, clearly embarrassed that he willingly dressed up even more.
“Danielle, I didn’t take your clothes there right there behind your bag.” Danny looked and sure enough His polo and jeans were right there. “Now Danielle… Jessica and I had a nice little talk and I think I can help you”
Danny couldn’t believe he missed his normal clothes, ashamed that now Jamie thought he was even more willing to dress like a girl. But his attention focused once she said she would help! “She must believe me now that she talked to Jessica! Maybe she can help me get those videos and pictures back so I can return to normal!” Danny smiled at the thought, looking like a happy girl to Jamie.
“Yeah I can definitely help you, Dani. Cause Jessica made it clear about your whoollleee situation.” Danny was thrilled! Jessica must’ve explained how she tricked Danny into all this. Thank god! “Yeah she told me how you came to her last night and explained that you broke up with her cause you’re actually a gay sissy girl and didn’t want to hurt her anymore.” Dannys smile wiped away and his jaw dropped.
“Yeah she said she totally understood and would love to help you become the real you! She showed me pictures of your super sexy bunny outfit. You fucking rock that outfit btw girlie! Your figure is killer in it! She told me you asked, no begged her, to lock up your little clit until you found a real man to hold the keys. She even sent me the videos. My GAWD! You sucking ‘Daddy’ was incredible! I don’t even know if I could get that deep and I have a lot of experience. And how you came like a bitch having your pussy vibrated! Oh em gee! A sissy gasm is an incredible experience honey. I almost came in my panties watching it!”
Danny’s shame couldn’t get any worse. He wanted a hole to swallow him up where he stood. Jamie, the target of his bullying for years, saw him suck a big black dildo and cum from getting his ass toyed, all while wearing a pink bunny costume. His blushing couldn’t get more red, or so he thought.
“And Jess told me how you begged her to hold onto those videos and pictures to keep you in line. How you were afraid that your Danny self would try to change you back into being a boy. I get it honey, we all go through those ‘sissy purge’ episodes. Smart for you to take it out of your hands. And don’t worry, sweetie. I’ll be sure to hold onto our videos, just in case you try to get all macho again. Now, I’m sure this is one of those episodes, all that BS on how you don’t want this. Well don’t worry honey, I’ll make sure to knock the man out of you and leave only a girly. Little. Sissy. Bitch.” Jamie had stepped close to Danny at this point and wrapped her arms around his big ass. She punctuated her last words with slaps on his jiggly cheeks.
“Now, let’s finish getting dressed honey. But those panties just won’t do with those shorts. Here, I have a work out thong for you so you won’t have panty lines.” Jamie turned and grabbed a pink microfiber thong and handed it to Danny.
Danny was stuck. There goes his chance for help. And now he had another blackmailer set on making him as girly as possible. Danny shuddered wondering what the rest of the day would bring at the hands of his bully victim.
He stepped out of the shorts and slowly lowered his lace and silk panties. Stepping out of them, Danny tried to hide his caged manhood from Jamie, as Jamie giggled seeing the tiny clit. “Who would have thought, big tough Danny would have such a precious little clitty! If I had known back in highschool, no way would I have let you bully me so much. I mean I’m more than twice the size of you, girl!” Danny blushed again as he quickly covered up his cage with the thong, cage covered with the pink fabric and the thong lost between his big cheeks.
Danny pulled up the tiny Lycra work out shorts up over his thick thighs and up to his waist. The waist band was in a V shape, high on the hips but cutting into the V below his belly button, with the same in the back just about the top of his crack. The shorts in the front came just a couple inches on his thighs, barely covering anything. And his cage, compressed from the thong and now the shorts, looked much smaller but clearly noticeable. But Danny looked at his ass in the mirror and gasped.
The shorts didn’t cover his butt in the slightest. The bottoms came almost halfway up his cheeks, leaving a sizable amount hanging out the bottom. The worst part was the ruched back. The ruched seam was designed to be settled in between the cheeks and to lift and accentuate the ass of the wearer. And with Danny’s girly workout butt, the seam was no where to be seen and his cheeks were lifted and separated. Danny bounced on his feet and saw his cheeks jiggle independently, looking so hot and slutty on a girl, but definitely not a boy!
“Daaaammmnnn Danny! Those shorts are amazing on your ass! Holy shit honey! You are gunna cause a car accident from guys breaking their necks hahaha. And that pink bra looks amazing! I know, I got the silicon gel inserts to give me more of a booby feel. Doesn’t it work wonders! They move like the real thing! It looks great when your jogging on the treadmill trying to catch the eye of the muscle hunk benching hahaha and thank god you wore a waist trainer and not a full corset, especially having Jessica lock it on you. We can get away with the waist trainer at the gym. You’ll just look like a girl trying to get that hour glass, which you are trying to do I guess hahaha. Now get your sneakers on. We’re gunna be late for Pilates.” Jamie handed Danny the shoes, too stunned by his look to do anything about it. He slipped the heeled sneakers on, again arching his feet to uncomfortable levels.
“Oh shoot, we should do something with your face. You are pretty feminine but we need to fix those brows and some other things before you can go bare faced and still pass. Hold on let me fix you up honey.”
Jamie grabbed her bag and pulled out a number of beauty products. “Thank god you have great skin. My foundation wouldn’t match your tanned skin. Just a little concealer and some contour and you’ll look great.” Dabbing some products on his nose and under eyes as well as some around his face and cheeks, Jamie grabbed some eyeliner and drew out a long cat eye. She took some glittery white liner and added it to the inner corner of both eyes, really bringing out his eyes. Adding mascara to his long lashes really made them much longer and more full, accentuating his blue eyes. Finally, she grabbed some pink shiny gloss and applied multiple coats to his plump lips. She put some blush across his cheeks, and surprisingly across his nose as well. She took the eyeliner and dabbed across his nose and cheeks adding cute freckles. Finishing it off by putting his hair into a high pony with a hot pink scrunchy. With a “ta-da” she spun him around to face the mirror.
Danny looked and didn’t recognize himself. Instead he saw Danielle. With somewhat muted make up, compared to last night at least, Danny now looked like a gym bunny who goes to the gym to take thirst trap videos for tik tok. The blush across his cheeks and nose, the freckles and the white on the inner corners of his eyes looked more e-girl influencer than what a normal girl wears to the gym. His long hair bounced to and fro as he looked at his face. His hand to his pink glossed mouth showed off his freshly manicured nails that slightly sparkled in the light. “I look…. Hot. Fuck I’m gunna go out during the day like this???”
“Stop preening over yourself and let’s get a move on, sissy! Here, take this fanny pack and clip it in front of your waist. It will help hide your cute little cage bulge lol!” Jamie snapped the pink fanny bag along his waist. Danny looked down and couldn’t see his cage in his shorts anymore, thanking God for small mercies.
Jamie and Danny stepped out of the bathroom and into the halls of the university. Danny perched uncomfortably on his heeled sneakers, the heels accentuating his legs and ass even more. Danny’s steps, **** to be short due to the heels, were causing his ass to wiggle back and forth. The short shorts barely concealing anything as his ass jiggled with each heeled step. His legs, shiny from lotion, glistened in the late morning sun. While those were familiar feelings to Danny over the last day or so, the silicone inserts jiggling with Danny’s own flesh was not. Each step caused his new tits to jiggle up and down with little support from the so-called sports bra. Danny’s waist trainer compressed his already thin waist even more, accentuating the hour glass figure of his thick ass and now busty figure. His pony tail hair whipped back and forth as he looked for someone he knew, desperately hoping no one would see him as a gym bunny slut. He licked his pink gloss lips and bit and manicured shiny nail worried he’d see someone.
“It’s ok, sweetie. I know going out like this is a lot. But trust me, you will love the thrill and exhilaration of being seen as a sexy girl! The guys are going to love leering and undressing you with their eyes. Maybe even a few more adventurous ones will cop a feel. You know that’s what you want, you need, you crave sissy girl. To be a real mans sex object. The object of his desires. Just roll with it and enjoy the ride slut” Jamie teased in his ear as he rested his hand on his butt. Jamie tensed at the touch, but realized the light caresses and squeezes felt…. Good? “No, a man shouldn’t like his but groped!” Danny scolded himself.
Jamie and Danny were about to leave the university hall when they heard a wolf whistle behind them. “Hold up, shawty!”a deep masculine voice called out.
“Oh…. No! Please no” Danny begged out loud. Jamie looked at Danny quizzically and turned to voice, realization hitting him when he laid eyes on Demarcus. “Isn’t that your roommate?? Does he know your… a sissy??” Jamie whispered.
“No! He doesn’t! Please don’t tell him! He thinks I’m a student named Danielle. We met last night briefly and…” Danny cut short as Demarcus approached. Demarcus was wearing his typical outfit, tight wife beater tank that showed off every ridge of his rippling muscles. His pecs stood out prominently and every one of his 8 abs. His biceps glistened with sweat, showing off every curve and edge to them. He wore tight grey sweats that had an obvious, and extremely large, bulge in the front.
“Hey Danielle. You miss me? Come give Daddy some love” Demarcus swooped in and wrapped his large arms around Danny, both palms resting on his plump cheeks. He stopped from his 6’ 10” height and leaned in for a kiss. Danny froze, humiliation coursing through him as he was about to be kissed by his roommate in front of his old bully victim!!
Demarcus’s wide lips met Danny’s plump pink ones. His tongue pushed through to wrestle with Danny’s as he kneaded and groped Danny’s ass. Danny’s plug moved with the groping, causing Danny to involuntarily moan in pleasure. After several moments of tongue wrestling, Demarcus broke off the kiss with a wide smile.
Danny shuddered in revulsion and humiliation. He opened his eyes and looked at Jamie whose eyes were wider than he’d ever seen! Jamie covered his mouth with a manicured hand to stifle the giggle elicited by the hot gay make out session he just witnessed.
“Damn baby, those lips are just as good as last night. And you’re looking DAMN fine in that work out gear. Thought your ass was good last night but damn! They don’t make white girls like you! I just got done with a pick up game, you going to the gym? I gotta cool down anyway so let me walk you girl. Who’s your friend?”
“*giggle* I’m Jasmine. It’s so nice to meet you Demarcus. Danielle here hasn’t stopped talking about you!” Jamie teased, leaning into the ruse. Danny shot Jamie a look of anger and Jamie just giggled again.
Demarcus opened the door for the two “ladies” and let them through, getting a good look at both their asses wiggling in their little shorts. While Dannys ass was phenomenal, Jamie’s ass wasn’t half bad either. Clearly the girl was working out a nice firm peach as well. Jamie caught Demarcus eyeing them both up and gave him a wink and a smile.
“Not surprising since I couldn’t stop talking about you either, Danielle. My boys were trying to get me to come over for a card game, but I said I got this damn fine white girl to take out. And a girl this fine takes precedence. Aint that right baby girl?” Demarcus was walking them through the courtyard with his arm around Danny, hand planted firmly on his right cheek. Demarcus squeezed Danny’s butt cheek, eliciting a surprised “Eeeep!”
“Yeah baby that’s what I thought. And you’re gunna be Daddy’s good girl tonight right? And you’re gunna wear something real sexy for me right? Say it to me all nice and sweet like honey baby girl”
Danny could hear Jamie giggling behind his hand but when he looked in Jamie’s eyes he saw pure unbridled lust. Danny, terrified of being caught by his roommate now, especially after the multiple make out sessions, decided it was better to survive and lean into the role than risk getting exposed.
Danny **** a smile up at Demarcus and put on his sweetest sissy baby girl voice “Daddy I promise I’ll be a good girl for you. I’m gunna dress so sexy and hot for you, D-Daddy” Danny practically died inside uttering those words.
“That’s a good girl. Now I gotta run, got some stuff to do first before we meet up. Meet me at my place at 8 sharp, shawty, alright? Give Daddy a kiss”
Retching inside, Danny stepped on his tip toes and pursed his lips as Demarcus leaned down to claim his girl. Danny hated the feeling of Demarcus’s stubble on his cheeks and the rough masculine tongue in his mouth. But even he couldn’t deny that the hands groping his ass felt good. He involuntarily moaned into the kiss from the feeling in his butt and leaned in closer to Demarcus before Demarcus pulled away with a slap on the ass and walked away.
When Demarcus was out of site, Jamie exclaimed “What. The. Fuck! What the hell was that Danielle! You’re going on a date with your basketball player roommate? You’re playing a dangerous game girlie. But I fucking love it! He’s so fucking hot honey! Good for you. And did you see that python in his sweats! We gotta get you trained up for that one sweetie.”
“Now I know I said we should go to the gym, but I think we might need to go to the store to go shopping first for your date. Gotta pick out something sexy for him, isn’t that what you said sissy? But going to the gym could work out some of your…. Frustrations” glancing at Danny’s crotch where Jamie knew Danny was leaking in his cage.
“Hmm what should we do first?”
Gym or shopping next for Danny?
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Masculinity Lost
How a straight guy was to become a sissy
Danny, a college womanizer, gets taught that his playboy days are over, and it’s time for him to become a different kind of Playboy
Updated on Jun 27, 2025
by Cdslavejessie
Created on Jan 13, 2024
by Cdslavejessie
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