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Sissy Maid Videos — Page 2

The most-viewed sissy maid 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 Maid videos

  1. Sexy maid got fucked right on the spot 8:57 · 615 views
  2. Work will always be completed by a gorgeous maid who loves cleaning and cock. 32:15 · 598 views
  3. FRENCH MAID OUTFIT: INTENSE BIG TITS CUM SESSION 6:20 · 592 views
  4. Coat Off, Maid Mesh On — Creamy Orgasm Close Up, Through Your Eyes 10:50 · 583 views
  5. Limp and Locked -- Chastity Brainwash 2:33 · 532 views
  6. Locktober 2026 #2: Dolling Up My Sissy Slut For What Comes Next 8:08 · 525 views
  7. The maid has sex for money with Maicol Cardona. 16:59 · 584 views
  8. SUPER HOT GLASSES WEARING BRUNETTE PORNSTAR Devaun In French Maid Outfit Has Moaning Vibrator Orgasm POV Style 11:52 · 501 views
  9. Alpha uses Cuckoldress throat 1:04 · 468 views
  10. Sexy Maid Halloween Costume Try on & Backstage (FULL VERSION ON MY FANSLY) 5:58 · 457 views
  11. Your Waifus Feminize You! (Sissification, Anal Play, Chastity, NTR, CBT, CEI) (Patreon Preview) 9:02 · 455 views
  12. Sissy Trans Girl Uses Toy For Deepthroat Cum 7:17 · 414 views
  13. Rita Rossweisse hot maid rides me good | Honkai Impact | Full & POV on patreon: Fantasyking3 10:03 · 397 views
  14. I Don't Care If Your Wife Doesn't Fuck YOU! Clean the cobwebs off your cock and stroke. I won't be cleaning it for you though, you'll lick it all up! 0:41 · 368 views
  15. Fucking the maid at home and pussy orgasm | Anal sex with a big-assed MILF in a white outfit | AI generated 2:23 · 404 views
  16. Cute femboy Pinkmoon crawling on a leash and tied up in a full body black pantyhose 1:28 · 353 views
  17. Slutty Maid Fucks Boss and His Sons Dirty Talk Creampie While Wife is Away Maid Fucks Boss Sons and Other Men Dirty Talk Creampie While Wife is Out 8:03 · 383 views
  18. POV: Asian Amateur Maid Craves Her Master's Cock 8:06 · 353 views
  19. POV: ЖЕНА ПОДОСЛАЛА СЕКСУАЛЬНУЮ ДОМРАБОТНИЦУ И Я НЕ ПРОШЕЛ ПРОВЕРКУ / ИЗМЕНА 15:21 · 631 views
  20. Paying My First Debt in Jail - Prison of Sissy 7:27 · 312 views
  21. 2 Cosplay TGirls Fuck Outside with Anal Creampie Ria Bentley Eden Espi 7:00 · 583 views
  22. Japanese Maid Momoka Rin Obediently Services Her Master 7:39 · 293 views
  23. I'm a trans girl, and I'm working out my butt for you 7:00 · 291 views
  24. Submit To My Feet : Halloween Cei Encouragement 8:45 · 277 views
  25. little trans girl Sasha_Q 8:01 · 278 views
  26. Almost No Nut November 11:48 · 261 views
  27. Frustrated MILF Maid Demands You Fuck Her - Rachel Steele 7:55 · 256 views
  28. Ayumi Shinoda's Wild Threesome with 3 Black Guys as a Sexy Maid 8:04 · 233 views
  29. Enema for naughty maid 1:13 · 238 views
  30. This was hard to get out! 0:10 · 218 views