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Alice in Holeland

Summary:

Shiro dresses up as Alice in Wonderland and gets some hole.

Notes:

If trans man tit play is a no for you, please skip this one.

Language: Breasts, tits/titties.

more writing @twitter or @bsky & hellostarshinepub.com

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Work Text:

The Alice in Wonderland costume was kind of an inside joke between Shiro and his best friend Matt. When he had to drop out for a year after a car accident in order to recover, get fitted for a prosthetic, and go through PT, Matt had started calling it his “Alice in Wonderland Period” because he had, according to Matt, “disappeared onto the rabbit hole of the American medical system” for a year.

This was his first Halloween since then, and he figured, as a joke, he’d dress up as the cartoon version of Alice in a blue dress and a white apron with white stockings and froofy petticoats to hide some of his parts.

He’d had to source a lot of this stuff from drag queen friends or the shops they liked to shop on, but it was worth it for the final look. He even had Thace do makeup for him to make him look all pretty and delicate.

The fact that one of the astrophysics TAs attending the same party as him happened to find the outfit incredibly sexy was just kind of a bonus.

Keith is a strict teacher with a blunt attitude. Shiro had him last semester and hasn’t seen him since then until now. He is clearly drunk and having a good time, dressed up in a bunny suit complete with tail and ears, his long wavy black hair loose down his bare back, tits barely contained by his bunny suit, especially with how much he’s bouncing around while dancing. His perky ass is bouncing, too.

Needless to say, Shiro is grateful for his petticoats, even moreso when Keith spots him, eyes going wide, and rushes over to him, grabbing him by his arm. “Oh my gawd!” he cries, speaking with more of a gay affect than Shiro has ever heard him use. “I love your costume!”

“Thanks, Keith,” Shiro answers with an awkward smile. Fuck, he’s so hot.

Keith looks up at him wide-eyed, and after a bit of processing, he points at Shiro. “Oh! I was your TA last semester!” he crows. “Yeah, I liked you. You actually did the homework. That was awesome.”

“I liked you, too,” Shiro says, heart thudding in his chest. “You were really great. You’re super smart.”

Keith grins, flipping his hair. “I know, right? So, anyway, I think I have a super smart idea.” He leans up toward Shiro, eyes shining, a grin on his face. “Do you like my tail?”

The rapid subject changing is sort of giving Shiro whiplash. He dares to glance down at Keith’s butt to the little fluffy rabbit’s tail stuck on the back of his bodysuit. “It’s very cute,” he agrees.

Keith hums, tracing a finger up and down Shiro’s muscled arm. “It’s a butt plug,” he answers. Shiro’s entire brain blue screens, mouth dropping open.

As if Shiro needs proof, Keith turns around and pulls the bottom of his bunny suit aside, letting Shiro see that he’s not wearing any underwear under the bunny suit, and also that he has a metal plug between his plump cheeks, pretty dark hole straining as the plug is pulled halfway out by Keith moving the fabric. “I’m soaking wet right now and my asshole is all open and ready,” he continues. “You could flip your pretty skirt up and stick it in.”

Shiro isn’t sure what possessed him, but he grabs Keith and wraps his arms around his waist, pulling him in close so it looks like they’re dancing. “Take that plug out,” he says in Keith’s ear. “A slut like you deserves to get fucked in the middle of a crowd, praying to god no one notices he’s getting gutted on fat cock.”

Keith licks his lips, pulling his bunny suit aside again, popping the butt plug all the way out this time as Shiro flips his skirt up and pulls his dick out of his rainbow jockstrap, already hard, and lines it up with Keith’s pucker. His skirts fall over them, obscuring their activities as he pushes in.

The loud music at least sort of covers up the obscene moan that Keith lets out as a hard cock pushes into his open, lubed asshole. Shiro uses the frantic, high tempo party music to set their pace, pounding his cock in and out of Keith’s clinging hole as the other man grinds back against him. His tits jiggle precariously inside of his costume and Shiro, feeling mean and horny, grabs the fabric under his hands and pulls until one juicy tit pops free, and then the other.

Keith gasps, going to cover himself. Shiro bites the shell of his ear. “Let them see,” he groans. “Bounce your titties in the air and your ass on my cock. Come on, be a slut.”

There’s a moment where Shiro worries that he might have pushed things too far, and then Keith straightens up, leaning back again Shiro, sinking further onto his cock as he starts to bounce to the music, moaning and leaning his head back against Shiro’s chest as he does, a look of drunken ecstasy on his face.

It gives Shiro the perfect angle to watch his expression as well watch his heavy breasts move up and down to the music. It’s downright hypnotizing, and with the incredible sensation of a tight hole around his cock while it happens, he may as well be in heaven.

“Your dick feels so fucking good,” Keith moans into his ear. “I’m gonna take you home with me tonight. We’re gonna fuck until we can’t move, then we’re gonna sleep, and then we’re gonna fuck some more.”

He grabs one of Shiro’s hands and puts it on his tits. Shiro squeezes, massaging the soft flesh and toying with his nipple. “Fuck yes,” Shiro agrees, moving his hips to meet Keith’s thrusts. “I’m gonna leave your asshole gaping and broken.”

Keith moans again, hole squeezing down in pulses, and Shiro grins with satisfied victory as he picks up the pace, racing towards orgasm and the rest of their night together.

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