Sissy Videos

Sissy Videos on KinkGrid — Guy cross-dresses as a submissive girl, often humiliated or feminized by others.. Browse AI-curated Sissy reels, adult shorts, and personalized NSFW recommendations with TikTok-style endless scroll.

Top Videos

Cumming from anal into my own mouth, because why not?^^ (42037 upvotes)
How do we both look from behind?? (41159 upvotes)
I accidentally double booked my friends (36292 upvotes)
what do you mean I take dick like a bottom? (34408 upvotes)
Is belly bulge appreciated here? (33774 upvotes)
I don’t know what feels better. My sissies mouth, or ass! (33752 upvotes)
any straight guys turned on rn?? (31712 upvotes)
Nothing better than a well bred bussy 💦 (29943 upvotes)
Chat is this ass breedable (28888 upvotes)
Bussy is so underrated... don't you think? (27901 upvotes)