Sissy Training #1 - By SissyTrans 7 min

7 minSissytrans -

Chastity Sissy Anal Training Jessica Bloom Anal Instructions 8 min

8 minJessica Bloom - 30.2k Views -

Deep Fuck Hole Sissy Trainer 16 min

16 minWilsonshenry -

Alpha Male Reverse Sissy 8 min

8 minWilsonshenry -

Big Black Cock Feminization Trainer for Confused Sissy Boys (BBC) (Captions) 6 min

6 minCutelittleslut -

Kayla's SISSY HYPNO sissyfication TRAINING Instructions 8 min

8 minKayla Tee Gurl - 36k Views -

SISSY AFFIRMATIONS 2 - by Sissy Chanelle 3 min

3 minAchanelle -

Sissy Whore Training Hypno 21 min

21 minXvidluvr -

Princess Sissy cock slut 30 min

30 minWilsonshenry -

sissy training fuck machine 5 min

5 minSexmachinereviews -

Trans, sissy, hypno training, big BBC, CONVIERTETE EN UNA MARICA Y UNA NENA PARA LOS MACHOS 9 min

9 minPervert Unicorn - 23.9k Views -

CUMSHOT FISTING PISSING PRECUM COMPILATION! 10 min

10 minLolaSpais - 84.3k Views -

Little Slut Squits Her After a Machine Fucks Her ass 5 min

5 minSissymjxoxo - 67.2k Views -

Ivy's sexy sissy hypno 5 min

5 minIvyrose499 - 131.7k Views -

Sissy Training 9 min

9 minTgirl Lexi Lane -

Sissy Lexi Machine Training #2 65 sec

65 secSissylexi13 -

Multiple Prostate Orgasms in Chastity Jessica Bloom the Cum Cow 11 min

11 minJessica Bloom - 169k Views -

Fucking myself rough on the floor 5 min

5 minRedlili - 24.9k Views -

Sissy Russian Trainer - Strapon Training (nstshemale, Rus Text, Voices) 6 min

6 minNst Sissy Trainer Rus -

Shemale compilation amazing 2 min

2 minTranslover28 -

Gracie Limp Clit Sissy Whore 14 min

14 minWilsonshenry -

Amateur Pigtail Sissy Training 17 min

17 minJennahazel -

Sissy Training - Sissygasm Encouragement Jessica Bloom Compilation 5 min

5 minJessica Bloom - 305.5k Views -

Sloppy Upside Down Sissy Throat Fucking Training 6 min

6 minSissymjxoxo - 38.4k Views -

Tranny Spreading her cheeks for a daddy with uncut cock - Sissy Rini Anal Training 76 sec

76 secSissy Rini -

Sissy Pantyboy Anal Hypno training 7 min

7 minJenni Luvv -