Masculinity Lost Ch. 04-06

Dryer Trouble

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Love- Jessica

Danny walked into his bedroom with his masculinity hurting but still filled with confidence. He's still a good looking guy that's had no trouble with the ladies. So what if he doesn't have any hair right now, it'll grow back soon. He can say he's taking up swimming so wanted to be smooth to be as fast as possible. His dick getting hard looking at himself in the mirror was a one off, involuntary reaction. Nothing to be worried about (right?).

Danny walked over to his dresser to quickly get dressed for his date with Jessica. But, he realized that, unless he wanted to wear a suit, all his clothes were in the dryer. With a sigh of frustration at his laziness, he walked out to the dryer still only in his towel. He bent over at the waist to retrieve his clothes. What he didn't realize was the slutty presentation he was putting off.

Bent at the waist with his feet together, Danny's heart shape ass was stretching the cloth towel obscenely. The short towel fell just below his perky butt cheeks, and with him rummaging in the dryer it wiggled his ass deliciously. Danny heard the apartment door open and heavy footsteps behind him.

"Damn, shawty! That ass is ridiculous! You need help finding what you're looking for, girl?"

Danny, unaware of the slutty image he was presenting, quickly tried to look up but banged his head on the inside of the dryer.

"Ooowwwwwwww" Danny femininely moaned.

"Oh shit, shawty! You ok? Here let me help you"

Danny felt strong hands grab him by the hips and started pulling him back. As he was pulled, he felt the hands start groping his plump ass cheeks. Danny was turned around and was faced with the huge face of his roommate Demarcus.

Demarcus is the starting center for the schools basketball team, standing at 6'10 and 275 lbs. His face was covered with a thick beard and a close cut fade for his hair. His pearly white teeth in his smile were a contrast to his dark skin. His muscular pecs and biceps flexed pulling Danny out of the dryer and his massive hands were still groping Danny's ass. Demarcus's smile quickly turned into shock when he saw that the ass he was grabbing belonged to his little white roommate. But the shock turned into a deep belly laugh as he fell to the floor laughing.

"Demarcus wtf dude! What are you gay? Why'd you grab me like that??" Danny yelled.

"Hahahahaha oh shit bro! I thought you were one of those snowbunnies that snuck in to try to get with me again! Hahahaha fuck man that's so funny. I knew you were girly but daammmnnnn! That ass is ridiculous dude hahahaha it ain't gay to want a piece of that ass hahaha"

"Ha ha ha. Very funny Demarcus! Leave me alone, I gotta get dressed and head over to Jessica's." Danny said as he grabbed his clothes, leaving his big roommate still laughing on the floor.

"What a jerk. My ass isn't that girly." Danny mumbled to himself as he closed the door to his room. He dumped his clothes on the bed and dropped the towel to the floor. He saw his feminine body in the full length mirror next to the bed. "Well, maybe it is a little feminine and big. Maybe I should layoff the squats for a bit".

Danny started rifiling through his clothes looking for underwear. He grabbed his normal boxer briefs but noticed something weird. They looked much much smaller than normal, basically booty shorts rather than boxers. He held them up to his hips and saw how tiny they really were. "Damn these look like panties! Wtf happened??" He looked through the rest of his underwear, scrambling around for a semi decent pair, but they were all the same. "Shit, they must have shrunk in the dryer! Hopefully they'll still fit. I really need to get new clothes". Danny grabbed a black pair of "boxers" and started wiggling them up his muscular thighs.

Grunting with effort and wiggling his hips back and forth, he finally was able to work them up to his ass. He really had to wiggle and squirm and pull to get them over the two globes of ass. Those two cheeks were pulled and pushed obscenely until finally the tiny booty shorts were on. With a last effort, Danny felt a weird pressure in his balls as the shorts were pulled into place.

"Phew, damn that was a lot! I should stop working my ass this hard" Danny thought but stopped in his track when he looked in the mirror. The bottom hem of the booty short rested half way up his cheeks, with half his cheeks dangling below. The seam in the back was stuck so firmly in his crack that the black booty shorts looked almost painted on, showing off every curve. The tight, shiny spandex type material no longer looked like boxers, but boyshort panties!

But the most shocking was the front. Where normally a "modest" bulge would be hanging, the shorts were so tight that his little dick was trapped between his thighs and flattened by the shorts. The pressure he felt were his balls being pushed inside his body cavity. While there was a small bulge there, it looked like a feminine mound rather than a masculine dick!

Danny stood there shocked that his lower half looked like a Victoria's Secret model. He looked at the clock and saw 7:45! He had to hurry to get over to Jessica's. He can't worry about his underwear any longer and accepted the "panties". Pulling out a t shirt and pair of shorts, Danny realized that the boxers weren't the only clothes shrunk. His baby blue t-shirt fit, but barely. The sleeves had shrunk to almost little cap sleeves. The bottom hem barely touched the waistband of his shorts, so the slightest movement would show off his midriff. And his shorts fit like a glove. Super tight and not even reaching mid thigh, they looked painted onto his feminine bottom.

Danny was worried about his new look, but didn't have time to think too much about it. With a last look in the mirror to brush his long hair behind his ears, Danny grabbed his keys, phone and wallet and left the apartment.

Chapter 5: Jessica's Place

Danny finally arrived at Jessica's door. He had to compose himself before he knocked from the trip over. Walking through campus, a walk he's taken many times before, shook his normal confidence. Every step took away from his fragile masculinity. His tight t shirt kept riding up, showing off his midriff and belly button and he kept having to tug it down.

His now tiny shorts didn't even make it to mid thigh, so his now silky smooth thighs rubbed against each other on every step, sending waves of feminine pleasure up his body. His shorts kept digging deeper and deeper into the cleft of his ass and he had given up on trying to pluck the cloth free. His feminine ass was tightly framed by the spandex shorts, completely on display. But most infuriating was his cock. With it tucked between his legs, it affected the way he walked. He had to walk on near tip toe, like high heels, and roll his hips with each step giving a sexy strut to his walk.

Normally he'd go pretty much unnoticed walking through campus, but now he was getting looks from guys, and some girls, as he strutted past. He thought one guy was going to walk right into a light pole as he watched Danny's ass sway enticingly back and forth. One guy even called out for his number! "How many guys today are going to think I'm a cute girl and ask me out???" Danny thought to himself.

Finally, shaking his head free of the humiliation, he knocked on the door and tried to do a manly pose by leaning against the door frame while crossing his arms. All it did in reality was squeeze his chest together, making it look like he has small breasts in his tight crop top.

Jessica heard the knock on the door and did one last check of her make up and fluff of her blonde hair. Her cute little crop top, leaving more than just a little cleavage, and pleated mini skirt were smoothed down to get rid of any last second wrinkles. She was broken up about Danny ending things with her. She thought the cute boy could be the one. But men are dogs and leave at the next pretty thing that batts her eyelashes at them. But Jessica had a plan to get back at him.

She'd invite Danny over under the guise of a friendly Halloween party outfit, but really it was to seduce him and at the last second deny him like he dropped her. Kick him to the curb, blue balled with his tail between his legs to humiliate him like he did her. With one last check of her pink lipstick and making sure her lashes weren't clumped together (they better not be, these fake lashes were expensive!), Jessica opened the door with a smile.

That smile got wider and she had to stifle a laugh behind her hand when she saw Danny and his outfit. She knew Danny was slightly effeminate, and she liked that about him (maybe it was her slight bisexuality coming out), but what was standing in front of her screamed girl.

From his long shoulder length hair framing his pretty boy face, to his tight little baby blue crop top and what looked like small breasts, to his sleek shiny legs poking out of tiny little black shorts, he looked like one of Jessica's sorority sisters! "Also, is he completely flat down there?! I know he's a little on the small side but it looks like he has a pussy!" Jessica thought to herself.

"Danny... hi! Uh, going for a new look huh? Come in" Jessica said with a giggle.

Danny's confidence was further broken by Jessica's laughter at his outfit. But he took it in stride and walked, well strutted, into Jessica's apartment.

"Hey Jess. You look great! Yeah I had an issue with my dryer but it's no biggie. Just shows off my gains from the gym even better" Danny said as he flexed his tiny arm, barely making a muscle. "I can make this work, just gotta be confident and masculine" Danny thought.

"Uh huh, definitely shows off those big strong muscles there Danny haha" Jessica giggled at Danny. "Why don't you come to my room and let's talk about the party?" Jessica walked to her room, her ample butt swaying back and forth as Danny followed, unconsciously swaying his ass the same way.

Jessica turned as she entered the room and saw Danny strutting behind her, an idea started forming in her brain. "Danny omg your hair is pretty and healthy!" She grabbed his hair and started pulling it back into a high pony. Danny, enjoying the feeling of the pretty girl playing with his hair, the smell of her perfume, and her d cup breasts pressed against his own, allowed her without protest. Tying off the high pony, ala Ariana grande, Jessica brought him to her bed and sat next to him. Rubbing his thigh, she realized how smooth it was.

"Did you shave your legs, Danny???"

"Oh yeah, I uh... wanted to take up swimming. You know, get my time down and stuff" Danny stuttered blushing as he realized how dumb that sounds and also how good her hand felt stroking his thigh.

"Mmmhmm, sure. You know Danny, you have really pretty eyes. A little make up will really make them pop. Can I put some on you? Please please please!" Jessica put on her best little girls voice, clasping her hands together in front of her causing her breasts to push together and deepen her cleavage.

"Oh I dont... I don't know.... Umm" Danny stuttered again lost in the feelings on his legs and the deep cleavage Jessica was showing.

"Oh yay! Danny you'll look so good! Like a hot rockstar! And I'm starting to get some ideas for our couples costume!!" Jessica clapped and bounced up and down, knowing it will cause her breasts to bounce too. Men are dogs and she'll use that against him. Her plan has changed and she's gunna humiliate the little shit for dumping her.

Jessica led Danny over to her vanity and sat him down on the little pink cushioned stool. The white carved vanity had a big mirror with light bulbs all around it. The desk was organized with every make up product imaginable. While Jessica was smart, she enjoyed looking her best.

"Ok first let me put just a little bit of make up on your skin to even out any blemishes. Youre gunna look so hot when I'm done with you, Dani!" Jessica gushed as she leaned over him from behind. She stroked up and down his thighs, and pressing her breasts to the back of his head, trying to keep him as horny as possible.

"Mmmmm ok Jessica. Whatever you say. Just make sure I... mmmmmmm... look cool ok?"

"For sure honey, now keep your eyes closed so I can surprise you, sweetie!" Jessica started putting a layer of foundation over his face, contouring to feminize his face further. Next came some eye primer, followed by some sparkly pink eye shadow, a lighter pink towards the middle getting darker towards the outside. A little bit of sparkly white on the inside corner of his eye to really make his blue eyes pop. She grabbed some liquid eyeliner and drew out lines to a slight cat eye.

She made sure to keep rubbing Danny on his legs, focusing on his inner thighs to make sure he was still melting to do her bidding. "Just a little bit of mascara, don't worry nothing crazy it will really make your eyes look amazing and super cool" she lied to Danny as she grabbed an extra set of fake lashes, applying the glue and carefully setting them on his eyes. She then flicked the mascara wand to really make those lashes big.

"Hmmm your lips are bit chapped, let me take care of that for you. Youre gunna look so hot Dani. I can't wait to get the finished product so I can really enjoy you" Jessica said as she carefully brushed her hand over Danny's flat front. "He really is small huh? I barely feel anything! Hahaha" Jessica laughed to herself. Danny moaned as Jessica brushed against his flat front, his dick straining but still tucked back between his legs. "I don't know what I was worried about. Jessica loves my look. I'm still a ladies man!" Thought Danny.

"I have this new chapstick that will really make your lips so soft and... mmm kissable. It might sting for a moment but it will go away quickly" moaned Jessica. In reality, it was a lip plumping serum that promised dramatic results. Jessica carefully applied the lip plumper and Danny felt a slight tingling.

It felt like his lips were ballooning out but he trusts Jessica. As Jessica carefully outlined his lips with a dark pink pencil before filling it in with a hot pink lipstick and sealing it with a shiny gloss. "Ok baby rub your lips together to finish off the chapstick and make sure it sets in." Danny rubbed his big pink lips together, setting the long lasting lipstick and gloss.

"Oh Danny, we gotta take care of your eyebrows! You're as bushy as a caveman!" Said Jessica as she grabbed some tweezers. Danny wasn't opposed to a little eyebrow grooming, so settled in for a few painful plucks. What started as a few plucks turned into a lot more. "Uh Jessica, this seems like a little much..." said Danny. "Oh no they were just really bad, let me just finish quick" as she carefully arched his brows into unmistakably feminine arches.

"Ok all done. You look so hot, Dani! Now keep your eyes closed. I have an idea for your costume. Let me go get it" said Jessica.

Chapter 6: Dani Gets Dressed

Dani squirmed in his seat, still so worked up from the sensual touching and teasing. His lips felt big but they tasted amazing. He couldn't stop running his tongue across them. He kept running his hands up and down his thighs trying to mimic what Jessica was doing to him, sending waves of pleasure up to his groin.

His little dick, while trapped back between his thighs, was doing its best to rise up, adding to these new levels of pleasure. Even with it confined, it added to his arousal that he could be so horny with his dick trapped the way it was.

He heard Jessica walk back to him, still with his eyes clothes, as she watched this "man" look so pretty and sexy touching "himself" with her tongue playing with her new plumped lips.

"Ok Dani, I got a costume here for you to try on. It'll look so hot on your *giggle* "masculine" body. Keep your eyes closed, I want it to be a surprise. But first, let's make this more of a party" Jessica said with a giggle as she lit up a joint and took a puff. Instead of blowing it out normally, she straddled his lap, grabbed his face and forcefully blew into Danny's open mouth.

Danny, always a lightweight when it came to weed, breathed deeply inhaling the intoxicating smoke. Jessica put the joint in Danny's mouth and made him take several big tokes, marveling at the pink lipstick stain on the butt of the joint after he finished it off. "Damn" thought Jessica "I know this is to humiliate him, but feminizing this straight boy is fucking HOT."

"Alright, Jess. Let's do it." Danny stood up and allowed Jessica to pull up his tiny crop top.

Jessica was shocked, and delighted, to see Danny's now hairless upper body. She always hated his little tuft of chest hair, not that she didn't like a hairy man but this was just pretending to be something he was not, so as she softly stroked across his chest, grazing his nipples causing a soft sound from Danny, Jessica's own nipples got hard.

"*giggle* Danni I didn't know you shaved your chest! It looks so..... cute *giggle* I definitely like this way more. It really shows off your 'masculine' *giggle* "chest'" Jessica said as she cupped his small breasts and rubbed her thumbs across his nipples.

"Mmmmmmm, yeah I thought it would look cool, omg, to be, mmmmm shaved. It shows off my... unnghh muscles really well right??" Moaned Danny as Jess continued to stroke across his breasts.

Stifling a laugh, Jessica said "haha oh yeah definitely! It makes your chest look much more.... PRONOUNCED" staring right at what looked like Danni's small tits!

"Ok big 'boy' keep your eyes closed. I know you're gunna wanna peek but you gotta be a good 'boy' if you want your present. You're gunna look so HOT in your costume. The guys, I mean GIRLs, won't be able to keep their hands off you! *giggle* now stay still, I gotta put this chest harness on you. It'll really look great on you 'pecs' *giggle*"

Jessica stood behind him and slipped a hot pink satin push up bra over his chest. The ultra push up grabbed his little titties and made it look like a full B cup, if not a C! This was going better than she expected!! He really looked like he had a girls boobs!

Jess slipped in front of him, continuing to run her hands down his torso as she grabbed hold of his tiny tight shorts. "Not gunna need these anymore" Jessica said as she slipped them down his silky smooth thighs. This showed off his tiny "boyshort" panties, which brought on another bout of giggles from Jessica that she quickly had to cover her mouth to disguise. Danni, too turned on and high to notice, thought she was oooh and ahhing at how good he looked in his "boy shorts."

"Like what you see, Jess?" Danny said as he rocked his hips back and forth, trying to show off for Jess. But with his panties on so tight that his dick was practically invisible, plus his feminine hips and bubble butt, it looked like he was swaying sexily like a stripper on stage.

"Oh yeah baby. I love it! Shake those hips for my baby girl woooo!!!" Yelled Jessica as she slapped his ass.

"Baby girl?? She's just messing with me. I know she wants me bad." Thought Danny as he continued swaying back and forth in his tight spandex panties and pink satin bra.

"Ok enough of that. Let me change your panties... I mean undies into something more appropriate for your costume." Jessica said as she slapped his ass one more time before grabbing his boy shorts and pulling them off. They were so tight on his big feminine bubble butt that it took some effort before getting them down to his thighs.

With how horny he was, Danny thought his cock would bounce out hard as a rock. Instead, from the tight prison it was in, his cock hung limply between his thighs. "Wow he has a tiny cock haha how did I even enjoy this before?? It's a good thing he's good with his tongue hahaha" thought Jessica as she grabbed some silky pink stockings with a white lace welt at the top. "You're gunna need some 'socks' to keep your legs warm in this outfit. So just point your toe and let me get these on."