Sissy Dream Fantasy 3 min

3 minMisslexxie -

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

5 minJimmietheb -

HUNT4K. Sissy boy is watching how his date satisfies another man 9 min

9 minHunt4K - 291.2k Views -

Babes - Step Mom Lessons - Hey Thats Mine starring Blanche Bradburry and Charlie Dean and Claudia 8 min

8 minStep Mom Lessons - 32.7M Views -

LustyGrandmas I Banged Hard My Mature Hot Maid With Facial 12 min

12 min21Sextreme - 22.7M Views -

Sissy Training: SIS-256 Dumber the Better 10 min

10 minMirrorzoom1 -

Maid Discovers Your Sissy Secret 13 min

13 minKylee Nash - 166.9k Views -

Feminization Reprogramming - Miss Ivy Ophelia Femdom Sissy Training - Mesmerizing MindFuck - Big Tits and Ass Worship for Good Bimbo Girls 12 min

12 minMissivyophelia - 181.8k Views -

Strapon Pegging Harness by KelseyJonesdontNet 96 sec

96 secKelseyjonesdotnet -

Sissy humiliation and pegging 19 min

19 minMichellexm - 99.7k Views -

BDSM for sisy boy 10 min

10 minNadya Zabava - 835.3k Views -

Okay to be a Girl 20 min

20 minLaceslave -

Hot Lesbo Dicks Down Guy 21 min

21 minLucy Hart - 4.1M Views -

I'll make you a sissy slut in 1 week! (pegging, cuckold, mistress) 39 min

39 minPolysweet - 347.6k Views -

Best of Cuckold Fantasies POV 11 - Hot wives and step daughters cuckold their sissy husbands and step fathers and turn them into cuckold creampie eating sissies locked in chastity and by their every command 95 sec

95 secRoman Video - 1.2M Views -

OLD4K. Dad pushes his dick into sissy and asshole after blowjob 10 min

10 minOld4K - 1.3M Views -

EmperorHypnos - Sissymaker II [720p] 7 min

7 minSissybojangles -

I found a hot stud who wants to pound your sissy ass 14 min

14 minFemdom Videos - 151.6k Views -

Japanese Lady Kicking Sissy Guys Ass 7 min

7 minPeggiicaaa -

THE MOST KINKY & DIRTY - Girl and Sissy 23 min

23 minKinky Home - 238.9k Views -

Sissy's Dream 01 5 min

5 min

I found a hung stud who loves fucking sissies like you 16 min

16 minFemdom Videos - 4.8M Views -

Cumshot after anal fingering, prostate massage and spanking - Femdom 17 min

17 minIliketobeaslut - 12.1M Views -

Jerk off Dick, Jerk off Hole | Sissy Anal Training | Trailer 3 min

3 minGoddess Mari - 113.7k Views -

I will turn you into a sissy cheerleader slut 7 min

7 minFemdom Videos - 2.6k Views -

Lets pick a cute sissy outfit to wear out in public 9 min

9 minFemdom Videos - 5.5k Views -

Lets show the world your sissy side 7 min

7 minFemdom Videos - 2.8k Views -