Sissy Training videos

Browse the most popular sissy training videos in HD, ranked by views and updated regularly. Pick a video to watch it online, or try another tag to discover more.

Men Eating Shemale Cum Compilation

10:54 · 482,378 views

EmperorHypnos - Sissymaker 3 HD

6:48 · 161,728 views

DAMBUSTER-Making the switch-For Boys With Impure Thoughts #4

16:50 · 128,402 views

Kiittenymph - Sissy Training

19:39 · 121,782 views

Secretary Pegging Cucked Boss Cumshot Humiliation BDSM

15:28 · 109,100 views

Sissy Subversion vol. 1: Good Manners

39:30 · 102,882 views

Sissy Trainer presents: I am a Woman

9:08 · 101,509 views

BBC bimbo mind injection 2 (FemDom version)

6:31 · 98,565 views

Sissy anal step by step training

17:11 · 93,554 views

Mj Sissy - Secret Sissy (HD)

5:45 · 87,258 views

PinkAudioLabs: Cock Sucker (Cum Swallower) Training

6:12 · 74,518 views

Sissygasm no hands prostate orgasm from dildo

1:28 · 72,137 views

Bi Confusion 3 - Sissy Conditioning Media

7:37 · 69,150 views

DAMBUSTER-Making the switch-For Boys With Impure Thoughts #4

16:50 · 63,114 views

Advanced Deepthroat Trainer - Throat Hero By Whore Factory

28:07 · 62,466 views

Sissy Chastity Slave Boy Takes Huge Load in his Ass from Pegging

10:11 · 61,868 views

BLOWBANG 2 fag dirty talk 33

5:02 · 59,975 views

Beginner Deepthroat Trainer - Throat Hero by Whore Factory

15:26 · 55,486 views

Sissy Acceptance

3:52 · 49,835 views

PROPER SISSY MASTURBATION by Jenna Chaste

3:50 · 49,302 views

POPPERS PMV TRAINING JOI HYPNO ANAL SISSY TRANNY SHEMALE FEMINIZATION

17:51 · 47,418 views

Total Slut HD - Hypno

8:10 · 46,074 views

AmberSis - Manufactured To Serve

7:37 · 45,997 views

You Love Cock - Sissy Training Hypno PMV

5:18 · 43,243 views