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Sissy Training Videos — Page 2

The most-viewed sissy training 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 Sissy Training videos

  1. Nervous first timer gets filmed getting fucked 📹 15:56 · 2K views
  2. Caught masturbating off - then got fucked 4:47 · 2K views
  3. Me atraparon robando y terminamos follando 14:31 · 2K views
  4. New sporty neighbor Chloe Amour needs some stamina training on a hard cock 16:11 · 2K views
  5. Wife Caught Getting BONED on Halloween 11:14 · 2K views
  6. My Stepsister Catches Me Fucking a Rubber Doll and Offers Her Ass So I Can Cum Better 15:03 · 2K views
  7. MAID CAUGHT BY HER BOSS FUCKING A TRANS SEX DOLL 8:05 · 2K views
  8. Jessica Bloom Swallows Anal Creampie After Getting Fucked And Sucking Cock! 5:18 · 1K views
  9. YOUNG BLONDE SLUT TRAINED TO BE THE PERFECT SEX SLAVE | DADDYSCOWGIRL 3:51 · 2K views
  10. He catches his girlfriend rimming her best friend 14:23 · 1K views
  11. I CAUGHT MY STEPFATHER'S BIG DICK FRIEND MASTURBATING, WE WATCH PORN AND END UP FUCKING IN THE LIVING ROOM 32:11 · 3K views
  12. Hot Latinas Peeing Compilation | Sexy girls urinating 20:55 · 1K views
  13. I’m fucking my tight pussy with a big dildo. Masturbation in the garage 9:51 · 1K views
  14. Locktober 2026 #3: I Give My Sissy Slut A Fake Cock And Drive Her Crazy 9:29 · 1K views
  15. amateur girl rubs her pussy in public 18:47 · 2K views
  16. Caught my stepsister masturbating. POV creampie sex with hot redhead stepsister. 9:20 · 1K views
  17. Busty babe Mona Azar catches her boyfriend's son whacking it and lends a hand 16:32 · 2K views
  18. "Are you crazy, stepsister? You've torn my boxers! Do you really love cock?" 10:20 · 912 views
  19. Cute femboy SakunoNya and Natsuyue take a bath and have anal sex in a roadside cabin 4:42 · 865 views
  20. Rumi walks in on Zoey fingering her wet pussy (Kpop Demon Hunters 3D Hentai) 4:20 · 1K views
  21. Training session | Lady Seika 5:49 · 916 views
  22. Horny Gamer Girl Riding Femboy with Cumshot and Anal Creampie! 7:48 · 994 views
  23. Trying to keep stepbro quiet about Halloween night 🎃 20:30 · 989 views
  24. Goth trans woman begs for release from chastity cage 2:49 · 1K views
  25. He Trained Her Ass 11:01 · 801 views
  26. GOON FOR YOUR ANGEL – SLOW GOONING TRAINING (LEVEL ONE) 15:12 · 980 views
  27. fucking the neighbor in an abandoned house 9:04 · 885 views
  28. Rubbing my husband's cock at the beach and straight away a guy came to join in 0:58 · 1K views
  29. Caught Watching Cheerleader – Creampie Punishment 10:22 · 760 views
  30. Letting A Dominant Futa Ghost Do Whatever She Wants?! (F4M FUTA AUDIO) 27:39 · 976 views