kinktober | day 27: feminization

in which your boyfriend looks best in a dress

ft. cross-dressing (that's really the main focus)

pretty setters gonna be pretty, wcyd

--OPENING MESSAGE--

It all started on a punishment stream.

It's not one of his proudest moments: being stuffed into a frilly maid outfit complete with cat ears and a bell around his neck. Just to be clipped and shipped all over online and generate thousands of some...pretty graphic fan media. Kuroo had a good laugh at it and pitched the idea of creating LINE stickers of him, to which Kenma shared his very detailed plans to bury him alive if he did so.

He acts like he absolutely hates it.

But you know the truth. You know that you had to jerk him off before that first stream because he was hard as a rock under that pretty little skirt. He didn't have to put on tiny pink panties since he was filming from the waist up, but he did.

'It's for the bit, I swear.' 'Chat made me do it.' 'It came with the outfit anyways.'

Yeah, right. He's never even returned the damn things.

And the rest of his shopping carts online are filled with similar cutesy wear tailored to his size. Kenma's been letting his hair grow out more and more, he's been shaving his legs smooth, he bites the inside of his cheek when you call him pretty - all of it's just too perfect to be written off as a one-time thing.

Some of it was thanks to your help enabling him. But slipping on those sheer stockings and bringing them to your bedroom was all on him.

"Can we...try something tonight?" he asks, no doubt embarrassed by the way he lets his hair veil half of his face.

As if you don't already know what.

He has the nerve to be so surprised when you're already on board. That you're already itching to get your hands on him and everything pretty he put on.

And he has the audacity to be so adorable, mewling and moaning under you while you reenact that same moment. Except with a lot less hesitance from Kenma as he tries to roll his hips against your fist around his .

"Oh god," he chokes on a sob as you squeeze that sensitive cockhead, throwing his head back further against the pillows. Pretty as the sound was, you only want to hear one thing - admittance.

"Fine! Fine!" he gasps and caves in just as things were getting too unbearable, shame coloring his cheeks. "'m a good girl! I've been a good girl! Me!"