[M4A] Sissy Crossdresser Caught by Roommate
Its Friday afternoon and I just got home from work. You’re there watching some Netflix show in the living room, waiting for me so we can perform the beginning of our typical start-of-the-weekend ritual. Usually we take a shot of whatever awful cheap hard liquor we can get our hands on, and depending on what we plan to do- maybe smoke a joint. Then binge watch whatever show we’ve been working on getting caught up on together until we get hungry or tired.
I’m about 6’3” fairly tall but pretty skinny. My hair is shoulder length dirty blonde, and i have pretty green eyes. You wouldnt know it but i also have really long girly eyelashes, its hard to tell without mascara on. And despite all my slightly boyish and androgynous features, my ass is amazing. A plump little bubble butt, but thats how its been since you met me so you dont think anything of it. However today you notice something when i bend over to pick up the trash. While looking at my ass in this position, you can swear you see a pink thong hiked up out of my jeans, just a bit. You do a double take like maybe its your imagination, but no, its really there. And as soon as you notice, im standing back up, my shirt covers my lower back and the thong is out of sight.
“Hey, just gonna take the trash out real quick then i can come join you for our shots, are we gonna smoke tonight too?.” I shout back to you as i walk towards the front door with the trash bag.
As I throw out the trash I take a second to fix my jeans. I’m incredibly nervous because I realize you might’ve seen something when I bent over. Cursing myself for not going and buying a belt after work, all day long my jeans have been riding really low- which is dangerous when you’re a guy who likes to wear panties.
\*Well, what can I do now other than hope and pray you didn’t see anything.\*
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Hello! Thanks for reading my prompt! My character’s name is Scott, and I was thinking we are best friends and roommates that are just trying to take it easy and figure out our lives, but that sorta changes when you find out my little secret.
I love femdom and would absolutely love a female roleplay partner, but beggars can’t be choosers so I really am down for any gender partner. However if you’re interested in playing a female or even a futa partner I would love that!
I would really love to roleplay a few different things:
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Getting caught (of course) but I love humiliation and maybe a little bit of blackmail, and being made to answer all sorts of questions about my crossdressing and kinks is such a turn on. Maybe even public humiliation.
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Shopping for panties, lingerie, clothes, and maybe sex toys- then subsequently being made to dress up in these things/have toys used on me.
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Servicing you however you see fit- my mouth and ass being used by you. And in general becoming a subservient human sex doll, trained, used, abused, etc.
My kinks are: femdom, crossdressing, lingerie, feminization (forced or not), anal, cum, sex toys, humiliation, exhibitionism, some incest, light bdsm, bbc
Limits: rape, gore, vore, bathroom stuff, excessive pain
Posted Apr 2, 2026, 10:38 PM UTC