Masculinity Lost Ch. 30

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"Maybe Danny was a sissy the whole time? And now I'm pushing him into the direction he wanted all along. I thought I was punishing him, but really I'm rewarding him. He seems to get off on the humiliation too. Huh.... Well that changes some things...." Jessica thought to herself.

Jessica looked at Danny, sitting there in his oversized hoodie practically cowering in shame at admitting this to his ex girlfriend. "It's alright, Dani. I understand now."

Danny sighed in relief. "Oh thank god. I really didn't want to go on that date!"

"Oh no, you're still going, sissy." Jessica said.

"Wh-what?!?!? But I just told you it was all a misunderstanding! You said you understood!"

"Right, I understand that you actually were a sissy before I ever dressed you up. Agreeing to a date with a guy? Showing up shaved and in those tight girly clothes? Barely fighting back when I had you dressed up in your cute little bunny suit? Plus, all the other things from the past couple days. Sucking Jamie's cock in the bathroom. Walking on your tip toes all the time and claiming heels are needed? Choosing DD breasts? And how much of a slut you are for your Daddy? I was there last night seeing how fucking horny and insatiable you were for him. You can drop the act now, bitch. You're a sissy and always have been. No wonder we never worked out. You didn't want me, you wanted to be me. A sexy college girl. Well, sissy, you're gunna get your wish. You're gunna be the sexiest, sluttiest, college bimbo around."

Danny was dumbfounded. She said it so matter of fact. And all those things she said made sense on their own, but put together like that makes it definitely seem like he was a closet sissy fag all along!

"But Jessica... mmmMmmmmmm hhnnnnnghhh!!!!" but he was cut short by a strong buzzing in his butt and his sentence became a girly moan that would put a porn actress to shame.

"Enough talking, bitch. You wanted to be a humiliated sissy whore? Well you're gunna get your wish. I was gunna let you go after the party tomorrow. But now.... No now I'm keeping you sissy bitch. And you're gunna be my crown jewel" Jessica smiled an evil smile and started laughing.

Danny was terrified but the vibrations inside him were unrelenting. He was panting and moaning and gripping the seat as it buzzed and buzzed and buzzed. It kept him right on the verge of cumming but wouldn't get him over the edge. He was in a nightmare of pleasure that wouldn't stop.

Finally, the car came to a stop as did the plug. Danny left panting with a wild look in his eyes at how horny he'd been. He was afraid to ask a question or defend himself after that anal toying, so he remained silent as the two went up to his apartment.

Entering the apartment, Danny remembered last night looking at the couch. How hed debased himself. Getting cock slapped. Begging for Demarcus's cock. His throat stretched as Jessica teased his butt and said naughty humiliating things in his ear. How fucking horny he had been. He shook his head and headed towards his room.

Packing was relatively easy, as Danny didn't have much stuff anyways. But it was difficult with his lingerie underneath his clothes. The waist trainer forced him to bend at the waist and stand up very straight. The bra, while very supportive and constricting, still allowed for some jiggle, especially going up and down stairs. The stockings and plug were the worst, sending waves of pleasure through his body when rubbed the right way. Of course Jessica was teasing him the whole time by turning on the plug at random times, laughing at his eeeppss and moans. His panties had a sizable wet spot by the end of his packing.

But it was made easier by Jessica saying there were two piles. Boy stuff and girl stuff. All of Danny's guy things were put into boxes. His clothes. His movie posters. His gaming console. Which was 95% of the stuff in his room. After several trips to a nearby storage building, all of Danny's masculine possessions were locked away, with the key in Jessica's possession. Danny teared up a bit seeing his masculinity once again locked away by Jessica.

But all the lingerie Jessica brought over the other day, Danny was made to fold delicately and put into suitcases. Dozens of bra and panty sets, garter belts, teddies and nighties, stockings, and of course corsets were placed delicately into the suitcases.

Some of Danny's shrunken clothes were deemed feminine enough, so in went tight work out shorts and tank tops and t shirts shrunk enough to be a baby crop top. Seeing his old high school football t shirt shrunk down to little cap sleeves and a bottom hem line that would barely make it past his new DDs rocked Danny to his core. While he wasn't good at football, he took pride in being on the team and competing in the ultimate masculine sport. But Jessica saying how cute he'd look in that wearing it for Demarcus, pretending to be all tough and masculine but looking like a dainty chick at a football tailgate, Danny almost cried.

All these Uber sexy and feminine lingerie would have made Danny hard as a rock before, imagining a hot young thing wearing it for him. But now, he was that hot young thing and he dreaded putting these sets on for another man.

Soon enough, everything was packed away, with no help from Jessica as she sat and tapped away on her phone ordering him around.

"I'm gunna get us some smoothies to power up for the day. You got a work out to get to soon honey. Finish up and bring the bags to the car, sissy."

Danny nodded and said "yes Mistress" as Jessica chuckled and walked out the door. Danny stood in his empty room, looking at the bare walls. The bed where he'd taken so many of his conquests. The wall where he'd play hours of madden and other games with his buddies. All that was gone. And all that was left was bags of lingerie. Before he could cry, the door of his apartment opened and Demarcus walked in.

"Yo bro! What's up man you're moving out already?? We have the party tomorrow! You've been looking forward to that all semester."

"Yeah something came up and I... um... have to go home early. Sorry Dadd- Demarcus!" Danny almost slipped up and called him daddy!

Demarcus gave him a quizzical look. "Alright man... well I'm sorry to hear that man. Enjoy your summer bro at your internship and get a ton of that intern pussy hahahaha bro I wish you could meet this new chick I'm seeing. She is WILD bro! And hooked on that dark chocolate. Fucking smoke show dude. Best ass I've seen on a white chick. Well, except your ass Danny hahahahaha I'm just playin bro"

Danny awkwardly laughed, blushing from the inadvertent compliment. "Haha yeah man, I wish I could meet her but I gotta head out soon"

"Alright big dog, I'll hit you up and we can game some over the summer. Whoop that ass in 2K again" Demarcus did a deep belly laugh and leaned in for a dap up and bro hug, which Danny awkwardly returned especially due to their height difference.

When the two embraced, Danny was brought back to last night. Demarcus's strong arm around him. The smell of his musk and deodorant. The hard rippling muscles underneath his t shirt. Danny inadvertently sighed embracing the comfort Demarcus brought. But the comfortable feeling went away when he felt Demarcus's hand resting on his sports bra strap. He hurriedly pushed him away, awkwardly laughing, not sure if Demarcus felt it or not.

"It's um... only for the summer dude. I'll be back this fall man"

"Haha yeah for sure man for sure..." Demarcus looked at him with an odd look on his face. "Bro aren't you hot in that hoodie? It's like 90 degrees out."

Danny started panicking "oh um no um I'm good dude. I run cold you know. And-and- and I'm trying to lose some weight for the summer. Gotta looking good in a bathing suit you know" Danny awkwardly smiled trying to change the topic.

"You, uh, you staying for the whole summer?"

Another odd look from Demarcus "uh... yeah. Yeah I'm staying. Working out for the team you know. Gotta be ready for the league next year. Got some trips lined up though to blow off some steam. Tropics do good with me haha"

Demarcus was looking intensely at Danny's face, making Danny nervous and start looking away. "You do something different to yourself? Your face looks.... I dunno.... It looks almost... prettier? No homo dude"

Danny nervously chuckled but just grabbed his bags to turn away from the intense stare. "Oh no nothing special man. Anyway I gotta run. I'll see you soon, Dadd-DEMARCUS!" And Danny practically ran out the room, but with his heeled sneakers and plug his ass swayed back and forth enticingly.

As the door closed, Demarcus was confused about the whole encounter. Danny leaving before a big party? He'd never do that, especially to go work somewhere instead. The dude was a party animal, and he'd been looking forward to the Halloween party all semester.

Shaking his head, he was about to turn into his room when something caught his eye. Laying in the middle of the room was a pair of pink lacy panties. He picked them up turning them over in his fingers realizing they fell out of Danny's bag. He went over to the window and saw Danny putting the last of the suitcases in the back of a white BMW. Jessica's BMW. Demarcus's wheels were churning in his mind taking in this information.....

"Naaahhhh there's no way!..... right?" Demarcus muttered to himself feeling the lacy panties in his hand as his cock started to get hard.

12
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AnonymousAnonymous29 days ago

He could have disappeared from the beginning and anytime in between to get the shit removed and get revenge. Maybe in the old days a college kid would be worried about pictures getting out, but no one cares now, he could explain it away a thousand ways and to think he would put on a "costume" for an ex to begin all this makes no sense. This was silly from the start.

AnonymousAnonymousabout 1 month ago

When is the next part coming I can't wait lol. I wanna know what happens next this has been such an enthralling series to this point and fiending for more.

WhyNotUsWhyNotUsabout 1 month ago

Idea: Before Danny gets taken by Demarcus he should lose his virginity to Jamie who he teased so much. And it shouldn't be done forcefully, Jamie should make him ask for it. Get on top of him, kiss him, play with him, and make him squeal before he begs her to fuck him!

ScaredNconfusedScaredNconfusedabout 1 month ago

So perfect and hot! Love when a boi is forced to face her true self!!! and OMG Demarcus found out but doesn't seem angry at all! I'm so happy for Dani! :3

AnonymousAnonymousabout 1 month ago

AHhhh you had to leave it there huh girly lol that was so exciting cant it for the rest ;)

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