A Very Mild Pegging Mind Meld Trainer - Better with headphones 8 min

8 minJimmietheb -

More Sissy Training stuff for you 22 min

22 minCulinary Hypno -

THE SISSY LIFE MOVE: A compilation of scenarios in the everyday life of a HOT SISSY (with music) 5 min

5 minOhyeahbigtits -

STRAPON DOMINATRIX FUCK A SISSY BY Eldoctorlecter 22 min

22 minEldoctorlecter -

Akabur's Witch Trainer Full Playthrough Part 5 24 min

24 minPurity Sin - 299.4k Views -

Anal only: slap don't rub 3 min

3 minDaddysanalangel -

Black Cock Trainer 2 min

2 minCumglazed -

SISSY TRAINER PMV 6 min

6 minJizzbombs3 -

booty and busty Charley Chase riding her trainer like there's no tomorrow 5 min

5 minTeam Skeet - 3.7M Views -

Strapon and Mild Humiliation Mix 8 min

8 minJimmietheb -

Black Cock Red Cum Enabler 5 min

5 minTaragoulet -

Strapon POV Trainer - Don't worry, you'll be looking the other way 5 min

5 minJimmietheb -

Endurance trainer 5 29 min

29 minSeemoonsaimon -

BBC Anal Instructions for Sluts in Training (Dildo Roleplay) 14 min

14 minWay2Lewd -

BP164-Sissy Training Lindsey Anal 74 sec

74 secMiss Brat Perversions - 701.5k Views -

I am so ready to be a Sissy Whore for men 41 min

41 minProbie79 -

Anal only: denied pussy #1 3 min

3 minDaddysanalangel -

Your wife is a party pig for BBC: Episode 1 94 sec

94 secHardblackone -

FUCK ME HARDER! - SISSY GAL JASMINE 4 min

4 minMrcatinthehat -

SISSY GAL JASMINE VS HYPNO CYPHER - CAN'T WATCH THIS - sick sissy grudge match 4 min

4 minMrcatinthehat -

Pegging Training for Male Anal Sluts 1 h 57 min

1 h 57 minFemdomtraining -

Cumslut for life - CEI Hypno by BOF 10 min

10 minBucketofish -

HYPNOCYPHER Sissy p. Trainer 8 min

8 minNacktelf -

SISSY HYPNO DREAMS 17 min

17 minSissy Hypno Slut -

Sissy Facials - Teaser 2 min

2 minSissy Needs - 28.3k Views -

Normalizing Dress Teaser 2 min

2 minSissy Needs - 30.1k Views -

Valentines Day - Sissy in Training Teaser 3 min

3 minSissy Needs - 2.9k Views -