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Diaper Sissy Videos

The most-viewed diaper sissy videos this week, hand-picked from across the web and refreshed daily. Everyone shown must be an adult, and the material must be consensual and lawfully published.

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Top Diaper Sissy videos

  1. Full Sissy Transformation by me wife Then Pegged With a 30cm Toy 11:50 · 4K views
  2. lucyylux takes her big cock deep inside 8:13 · 4K views
  3. Jessica Bloom Swallows Anal Creampie After Getting Fucked And Sucking Cock! 5:18 · 2K views
  4. Letting A Dominant Futa Ghost Do Whatever She Wants?! (F4M FUTA AUDIO) 27:39 · 2K views
  5. Goth trans woman begs for release from chastity cage 2:49 · 2K views
  6. Locktober Unlock - Chastity Femdom POV 6:38 · 2K views
  7. Locktober 2026 #3: I Give My Sissy Slut A Fake Cock And Drive Her Crazy 9:29 · 1K views
  8. Horny Gamer Girl Riding Femboy with Cumshot and Anal Creampie! 7:48 · 1K views
  9. Cute femboy SakunoNya and Natsuyue take a bath and have anal sex in a roadside cabin 4:42 · 1K views
  10. Arknights: Endfield-Cute big-dick femboy cosplaying Rossi play with a fucking machine to cum 5:02 · 1K views
  11. A Creepy House and a New Trans Sissy Diaper Mommy 16:15 · 847 views
  12. Limp and Locked -- Chastity Brainwash 2:33 · 537 views
  13. Locktober 2026 #2: Dolling Up My Sissy Slut For What Comes Next 8:08 · 531 views
  14. 2 Cosplay TGirls Fuck Outside with Anal Creampie Ria Bentley Eden Espi 7:00 · 622 views
  15. Alpha uses Cuckoldress throat 1:04 · 470 views
  16. Your Waifus Feminize You! (Sissification, Anal Play, Chastity, NTR, CBT, CEI) (Patreon Preview) 9:02 · 460 views
  17. Sissy Trans Girl Uses Toy For Deepthroat Cum 7:17 · 416 views
  18. Cute femboy Pinkmoon crawling on a leash and tied up in a full body black pantyhose 1:28 · 356 views
  19. Paying My First Debt in Jail - Prison of Sissy 7:27 · 315 views
  20. I'm a trans girl, and I'm working out my butt for you 7:00 · 295 views
  21. little trans girl Sasha_Q 8:01 · 280 views
  22. Submit To My Feet : Halloween Cei Encouragement 8:45 · 283 views
  23. Almost No Nut November 11:48 · 267 views
  24. You gonna make this trans girl beg for it? 😳 0:12 · 248 views
  25. Halloween sexy sissy transgirl summon the futa succubus 9:02 · 297 views
  26. Trans girl strokes herself slow just for you to see 0:12 · 186 views
  27. amateur desi fuck session in her pussy 6:07 · 162 views
  28. Im stroking myself slow while you watch me beg 0:12 · 155 views
  29. Big booty tgirl rides bbc dildo 0:30 · 161 views
  30. Skipping Work to Have Some Femboy Fun | ASMR 5:39 · 145 views