Uptheraaaaa NSFW GIFs and Nudes - Discover Unknown Content

Users

0

Media

1

Created

05/30/2025

Description

R/transandsissyporn

Your boss brought you into his office to fire you. You told him you’d do anything to keep the job

u/uptheraaaaa TimeForFun 1 month ago

874

Bailey Jay is the goat

r/transandsissyporn

u/uptheraaaaa Mindless_Gooner BaileyGoat 4 months ago

163

You finally gave in. Your roommate always expressed how feminine you look, he wanted to fill you with his hot cum… but it’s not gay

u/uptheraaaaa TimeForFun 1 month ago

11

Asking your roommate for sex advice

r/SissyCaptionStories

u/uptheraaaaa Sissy_dream 3 months ago

167

Your sister takes such good care of your cock, hopefully your wife doesn’t find out

r/Incest_Captions

u/uptheraaaaa KT 2 months ago

1665

Letting your mom use your hole isn’t gay, it’s the hormones!

u/uptheraaaaa Captions Enjoyer Miss_poizon 2 months ago

2162

Zoey Taylor fucking his throat

r/transandsissyporn

u/uptheraaaaa Draethas Zoey Taylor 2 months ago

284

It’s just an experiment

r/SissyCaptionStories

u/uptheraaaaa Sissy_dream 3 months ago

951

You didn’t wake up at 6:30… ;)

r/SissyCaptionStories

u/uptheraaaaa Nottaboocaption 3 months ago

683