Masculinity Lost Ch. 24-25

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Dani gets dressed for his date and meets up with Demarcus.
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Part 13 of the 17 part series

Updated 04/26/2024
Created 02/03/2024
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Omg you guys are the sweetest!!! Thank you so much for the comments and private messages!!! i read and love them all!! ill try to respond to everyone :) yall are the best!

Anywayyyssss, heres the next part of Danny's descent into sissydom!

-Jessicaxoxoxoxxxxx

Ch 24: Dani gets dressed for his date

Danny came back from his horny haze and was still reeling from what he had done. "Omg, I just sucked a cock and swallowed Jamie's cum!!! And I made out with a guy. Well not technically a guy but still has a dick! And... I enjoyed it??? This is getting too much I can't keep doing this" Danny told himself.

Stacy and Candi led him to the salon chair again, no cape this time to keep the image of his new feminized body front of mind. His titties jiggled as he sat down. His ear piercings gleamed under the salon lights. His belly button jingled a little tingly song. His freshly tanned skin shined and the little heart on his hip looked cute on a girl but not on a guy and certainly not him!

The two went to work, Stacy fixing his fair from the rough handling Jamie put him through. Danny looked over at Jamie who was chatting with Jessica again by a rack of clothes deciding animatedly about what to dress Danny in. Danny caught the femboy's eye. Jamie looked at Danny and bit his bottom lip and gave the feminized boy a wink, already looking forward to playing with his former tormentor again. Seeing the look of terror and blush come across his cheeks, Jamie put away the cute sundress with a pink floral pattern and went looking for something more befitting Danny's new slutty role.

Candi went to work fixing Danny's ruined make up. His eye make up was smeared from tears from gagging, his lipstick was basically rubbed off, and his foundation, while long lasting, needed an immediate touch up from the cum shot.

Candi stood in front of Danny inspecting the mess and gave Danny a weak smile before looking away, obviously embarrassed at the gay threesome the two had. Candi knew Danny was worked up to a frenzy and that's why he was so.... Intense when kissing Candi. But it was the first time in months that Candi had been with someone who wasn't just using him. Candi immediately felt a connection with Danny due to their similar circumstances, but there was something else there too. Definitely a friendship. But looking at the tanned bombshell, Candi couldn't stop feeling something... more.

Candi went to work fixing Danny's foundation, adding some more contouring to the cheeks and forehead, as well as Danny's nose to make it appear smaller. Pink blush was reapplied as well. Candi completely removed the mess of eye make up and went to work with a more dramatic Smokey eye with pink accents, blending from darker to light pink from lid to crease with a dab of shimmering white in the inside corner to make his eyes pop. Liquid eyeliner extended out past his eyes for a cat eye look. But the coup de gras were the fake eyelashes. Not overly dramatic drag lashes, but long just the same. Candi applied a long lasting glue that would last a few days so they wouldn't fall off during any "extracurricular activities" as Stacy ordered. Danny fluttered his lashes once they were done, trying to get used to the new weight and sensation.

Finishing off his look, Candi overly outlined his lips before filling it in with a blending of pink matte lipstains. She applied a plumping lip gloss for a wet look finish that made Danny's lips tingle and feel inflated. Looking in the mirror, a brunette balayage vixen stared back, curls all back in place from the center part with two shorter bangs framing his face. The professional make over made Danny look like a girl going to a club, much different than the day time look from before, just on the classy side of hooker. His lashes fluttered across his bright blue eyes as he licked his new big overly outlined lips making them look.... Fuckable was the only word that came to mind.

Before he could sit up, Stacy handed Candi a set of pink almond shaped glue on nails. Candi gave Danny another sympathetic look as she glued on the nails. Once done, Danny looked down and held out his nails, palm out with fingers extended in the stereotypical girlie fashion. Danny didn't realize how girly the act was until Jamie laughed at how he was checking out his manicure like a "poof". His hands looked so much daintier with the pink talons attached. Dannys caveman mind thought of how hot they'd look wrapped around a thick cock before realizing it was his own hand he was fantasizing about. Shaking his head he etch-a-sketch erased the image from his mind, the session with Jasmine too soon to handle that sort of thought.

Pronounced done, Danny was moved from the chair, click clacking across the floor with his new feminine gait over to Jessica and Jamie. Danny, beaten down from the day, demurely stood before the two as they held up outfit after outfit in front of him. After several minutes of drunken arguments about "no that's too slutty" or "no not slutty enough" or "her little cage will show right through those hot pants" they finally gushed over the perfect outfit.

Danny was made to strip out of his bikini. Thankful to get out of the extremely feminine garment, he now stood naked besides his cage and his tan lines doing an invisible mock up of the bikini. A hot pink silky thong with black lace edging was lifted up his legs. The thong was tighter and more confining than his other feminine underwear, constricting his caged member even more. Only the slightest bump from the cage was visible. The strap in between his cheeks disappeared between his tanned cheeks and tightly pressed the plug in deeper inside of him.

Jessica came up with a string of silver and rhinestones that looked confusing to Danny, but instead of questioning just bowed his head as Jessica placed it over him. It was a string of rhinestone and silver body jewelry. A tight choker around his neck about 1/2 wide of rhinestones connected to a single string at the front of his neck. The single line of rhinestones went down between his cleavage before splitting into four strands just below his breasts. The two strands on each side went around his sides under his breasts before connecting behind his back between his shoulder blades. A single strand connected back to the choker at the base of his neck.

The body jewelry really accentuated his pronounced chest as well as his tight stomach. The silver and crystal shined against his faux tanned skin. Danny felt incredibly slutty wearing such a provocative piece of jewelry. The choker on his neck felt like a collar as well, making him feel.... Owned, which seemed to be Jessica's intention. Jessica lightly grabbed the front string making the choker pull his head down slightly as she smiled wickedly at her feminized ex.

Next came a matching pink push up bra with the same black lace trim. The bra had a halter neck. He slipped the halter around his neck before fumbling with the back clasp. With his new 1/2 inch long pink nails, he couldn't quite clasp it. Giggling, Jamie stepped behind him and clasped it very tight. Danny looked down and saw his already large DDs pushed up and together making his chest now completely mesmerizing. Especially with the body jewelry, Danny looked extremely slutty in his lingerie.

Danny was thankful for the support as his back was already hurting from the short amount of time having big breasts, but realized how uncomfortable bras were. The underwire poked into his side and the strap felt overly tight on his back. A double edged sword, Danny decided.

Stepping out of his heels, Danny sat down to slide up a pair of glossy almost black thigh high hold ups onto his legs. The silicone ring at the welt gripped his meaty thigh. Danny looked down and shifted his legs back and forth, mesmerized by the glossy look as well as the silky feeling rubbing them together. He had to admit, with his legs shaved and tanned with the stocking, his legs were.... Sexy.

Shaking his head again, Danny stepped into the shiny pink 5 inch rounded toe platform pumps. The toe had a hidden platform and the heel had a thin spike with a little pink bow on the back and had a thin strap around the ankle. Danny stood, angry that he was thankful to be back in his heels from his semi permanently arched feet as he let out a sigh of relief.

Standing in his pink lingerie, Danny took the little black leather mini skirt. Stepping into it, he shimmied it up his legs. It took some effort to get it over his thighs, and a lot of jumping and wiggling to get it over his plump bottom. The jumping caused his ass to jiggle up and down, as well as his new tits. Jamie made sure to point it out saying he's gunna get a black eye from his big knockers if he keeps that up.

Shame courses through Danny as he quickly settled the mini skirt over his ass and zip it up over his waist. It settled low on his waist, hugging his hips. The skirt was short but not overly short, settling a few inches above his knee. But he found that the leather was very constricting, keeping his legs tight together. He tried taking a few steps and found his thighs hobbled, forcing him to take very short mincing steps, forcing him to really roll and wiggle his butt with each step.

Finally, Jessica handed danny his top. Or "top", as it barely covered anything. The pink halter top was made of a silky material with black designs throughout. The halter top tied behind his neck in a cute pink bow. The two straps came down from his neck down to his new boobs with an extremely deep cleavage. The black lace of his bra was clearly showing and any movement would show his pink bra. The top ended just below his breasts and accentuated the bottom of his tits. Besides the back strap, it showed his entire back especially his new body jewelry. His toned stomach was on display, proudly displaying his belly button piercing. Danny looked in the mirror and saw a bimbo coed who looked like she was going out to the club, but wasn't planning on staying long as she would quickly find her next date.

Danny was handed a small pink purse with a silver chain to match the rest of his outfit. Looking inside he saw his wallet, phone, keys, some make up and lip stain and gloss, as well as a bunch of condoms and a small bottle of lube. Knowing what that entailed, Danny gulped vowing he would not use them on his date. "I can't hook up with Demarcus! He's my frat brother! I could never ever ever live it down"

Fully dressed, Danny was ready to go. He hadn't heard Stacy and Candi in awhile and looked around and saw they weren't there anymore.

Jessica grabbed his hand "well, slut, you look GORGEOUS! Demarcus won't be able to keep his big hands off of you. But let's go say thank you and goodbye to Stacy and your new bestie"

Jessica pulled Danny behind her as Danny had to take much smaller steps with his constricting skirt. He looked down and saw that with how big his butt was and how tight his thong was he couldn't see his cage through the skirt. "At least I don't have to worry about that" Danny thought as he minced after Jessica, upper arms tight with hands off to the side wiggling his butt.

Jessica took him to the managers office and knocked. "Come in girls" Stacy called out, sounding a little out of breath. Jessica Danny and Jamie entered the room and Danny gasped. Before him was Stacy in a comfortable looking couch with Candi kneeling between her legs. What Danny didn't expect was Candi bobbing up and down on the biggest cock he'd ever seen! Stacy had her leggings pulled down and had a 10 inch monster between her legs as thick as a coke can! Danny couldn't believe the gorgeous red head was actually a guy! But looking at Stacy again, there's no way she wasn't trans.

"Oh Danielle, you look scrumptious! I love the fit girl. Now I know you probably want to get down here with your sissy sister..." Candi whimpered between Stacy's legs but didn't stop sucking "but I would hate to ruin your make up again. But you have to say good bye to your new bestie. Don't worry, you'll see her again soon enough. Candi, get up and give your sissy friend a kiss goodbye"

Candi lifted off Stacy's monster with a loud plop and a gasp "y-yes Mistress" Candi smoothly stood up smoothing her skirt and nervously walked over to Danny. Candi took in Danny's new image and immediately tried to get hard in her cage. "Fuck, I thought I was past this but he, she, looks so damn hot. But she just saw me sucking Miss Stacy, what does she think of me" Candi thought.

Candi looked into Danny's bewildered eyes, still looking at Stacy's behemoth. Candi grabbed Danny's hand and got his attention. Candis other hand snaked behind Danny's neck and pulled him in. Right before their lips met Candi whispered "we'll talk soon, but you look AMAZING". Their lips met and Candi opened up pushing her tongue into Danny's mouth. Relishing the feeling of kissing a "girl" Candi finished after a few moments tenderly pulling away. Danny was confused by the whole situation but he couldn't deny how incredible the kiss was. They locked eyes once more before Candi turned on her heels and knelt back down before Stacy.

With a final goodbye, Danny Jamie and Jessica left the office, leaving only the sounds of "glug glug glug" behind as Candi got back to work.

Chapter 25: Drive to Demarcus's place, meeting Demarcus

Jessica, Jamie, and Danny drove in Jessica's expensive white BMW, cruising through the city back towards campus. It was a warm almost summer night with the sun starting to go down at 7 PM as the girls sang and danced to a girly pop song with the windows rolled down. Well, the two girls, or close enough, in the front were singing and dancing. Jessica and Jamie were vibing away to Olivia Rodrigo while Danny sat glumly in the back seat, alone with his thoughts.

Danny struggled with the seatbelt across his much bigger chest for what seemed like the 100th time this drive. Under his boobs, on the other side, in between them, all just seemed to draw more attention to his unwanted chest. Danny settled with it between the two mounds while he pondered what had happened today.

Danny was trying to come to grips with what had happened back at the salon. The clothes, make up, and hair could all be changed easily enough. The tits could be taken off. Hell even the piercings and tan would heal and fade with time. Danny could accept those facts by looking at the future, where his clothes wouldn't be tight and silky and lacy and he could go back to being a guy again. But what was bothering him was something he couldn't change. He was now a cocksucker. Forever. No amount of time or cleansing showers or having sex with real girls would change the fact that he had sucked a cock, a big cock, to completion. And he'd done it willingly. Of course there was the threat of blackmail and spankings and further modifications that started him to take the cock in his mouth. But once he had it in his mouth, he had willingly bobbed up and down trying to get Jasmine to cum.

At first his enthusiasm was just for fear of punishment, but after awhile he..... he had wanted to make it spurt. It was like a challenge to him. And in his horny haze, it felt.... Good? Of course the mouth on his caged dick felt good, as did having his plugged played with but those could be explained. When Jasmine had shoved her cock in his throat and he felt it stretched and leaving him breathless, he'd never been hornier in his life. Having something so.... Powerful inside him and it was his job to give it pleasure he found was pleasurable in itself.

But now looking back at it he was horrified by his actions. He remembered the feeling of his hair being gripped tightly and his mouth used. Having no control felt.... Freeing? Just giving up in that moment and going along for the ride and riding the wave was a wildly new feeling for him. And it scared him to no end. How he wanted to be controlled again and feel that pleasure went against every straight thought in his 21 years of life. Danny's heterosexuality was rattled to its core.

Danny looked at Jamie in the front seat, dancing like any other girl and looking very.... Cute, and all Danny could think about was the python trapped between his thighs. As he stared at her lap, Jamie turned around and saw him staring at his crotch. Jamie grinned happy that his former bully now seemed fixated on his cock.

"Earth to Dani! I know you had your first taste and can't get my dick off your brain but you look like you just saw a ghost! Smile honey and be a good girl! If you don't cheer up, I'll climb back there with you and fuck a smile back onto your face" Jamie teased.

Danny eyes snapped up to Jamie's and had a horrified look on his face. "No no no! Not again! I-I can't! I'll be a good girl Jamie!" Danny forced a cheery smile on his face but it looked as forced as it was.

"Jamie! Maybe a little too crude for our little sissy girl. I'm sure she'd love for you to come back there but with her makeup freshly done I'm sure she doesn't want you to ruin it again before her date. Here, Dani I know you're nervous for Demarcus but you shouldn't be he's gunna love you. Take this and take a few hits. It'll make you much more relaxed sweetie" Jessica handed back her THC pen and Danny took it in his pink nailed fingers. Wanting to stop the intrusive thoughts, Danny took a bunch of big hits, filling the backseat with vapor. Danny relaxed back into the seat as the weed hit him on the drive back.

His hands stroked over his smooth legs, feeling the silky nylon caressing his skin. "If there's one thing that's good about all this is the feeling of my smooth legs. When I get back to being a guy, I think I'll keep them shaved. A lot of guys shave their legs so it won't be that weird, right?" Danny thought as he rubbed his thighs together, making his dick twitch in its prison.

The drive continued on as the girls continued singing their hearts out in the front while Danny puffed away in the back. After awhile, Danny loosened up enjoying the girly pop. Realizing in this situation he wouldn't have to hide his love for girly pop songs, he soon was singing away with the other girls to T-Swift. The girls at first shared a glance when Danny started singing along, but then giggled and joined right in with the feminized boy. Danny lost himself in the music, just enjoying the high and embracing belting out the lyrics society said a man shouldn't enjoy.

"I'm glad you're embracing your girly side Danielle! I know Danny secretly enjoyed this music, now you can be open with it, just like all the other girly things you've been hiding. Aren't you glad you finally came out to me as a sissy girl?" Jessica asked as she gave Danny a hard look in the mirror.

At the moment, Danny felt so good from the weed and music, as well as the sensual feelings of his legs rubbing together, that he did feel happy. He smiled back at the mirror "Yes Miss Jessica. I am happy"

"That wasn't what I asked Dani"

"Yes, I am happy I came out to you as... a... sisssssyy! Oh gawd! That felt good!" Danny said, losing his train of thought as they hit a bump in the road, pushing his plug into him again. Jessica and Jamie grinned and giggled, thinking Danny said it felt good to say it out loud.

"Good girl! Now we're a few minutes away, I made you a few new social medias while you were getting pampered. Just insta and snap and added a few friends to them and followed some profiles I think you'd like. Why don't you send your Daddy a selfie on snap? Gotta tease your new look to really get him going."

Danny had completely forgotten about his phone as he opened up his purse and unlocked it for the first time today. There were some notifications and texts from friends about the party on Friday, but nothing major. He did see he had a new email set up that had subscribed to a bunch of feminine stores filled with promotions and sales for beauty products, heels, lingerie, dresses, work out clothes, the works. None of the brands were "modest" and all were leaning towards flirty girls who liked to show off.

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