/jp/ - Otaku Culture

>>8677616

>College a few years back
>Get jock roommate
>Pretty girly looking myself, long girly hair, tight jeans, tight shirts, get mistaken for a girl a lot
>Learn his schedule so I can crossdress in private
>One day he comes back from class early while I'm all dressed up
>He sees me and laughs, then goes to his desk
>"Y-you don't mind?"
>"Do whatever feels good man, no hate here."
>Sit there in the awkward silence for the next few minutes
>He finally breaks it, without looking at me "It suits you."
>Blush hardcore
>Decide to dress up more often so he can see me when he comes back
>He smiles every time
>One day he comes back and watches a movie on the futon, then asks me to watch it with him
>Sit next to him all dressed up, super embarrassed
>He puts his arm up around back, as if giving me a cue
>I inch closer until I'm nuzzling into him
>He leans over and kisses me and so we start making out
>He yanks down my panties, and pulls out some lube and a condom from his drawer, as if prepared
>Doesn't ask, just jams it in
>I fall to my knees on the futon and he goes to town
>It was so sudden, but I loved every second of it
>I started to push into him, masturbating and I pretty much came immediately
>I icame everywhere, then right after he came
>It took us maybe 45 seconds to get to fucking, then about 4 minutes to finish
>He sighed and fell on the bed, "My God I've been waiting to do that for weeks, hah"
>He looked over at me sitting on the futon, still in shock at what just happened
>"Oh don't worry I'll last longer next time, I've just been holding this in for a while."

And that's how I got fucked by my roommate while dressed up as a girl almost everyday freshman year.