HQ Porn Search

13:32

Goon your life away for porn mommy sissy angel scarlet black

sissy, chastity

PornHub • 2 years ago

17:27

Cute sissy in pink playing with her ass and riding a thick dildo

crossdresser, sissy, thick, chastity

PornHub • 2 years ago

thumb_up 67%16:40

Hot Amateur Girl Pegging Hard Her Sweet Sissy Boy

crossdresser, pegging, sissy, chastity

PornHub • 2 years ago

10:08

Edge goon sniff repeat sissy in her spiked chastity cage sph loser angel scarlett black

sissy, chastity

PornHub • 2 years ago

58:29

TGirl Lucy in Chastity - toying her sissy ass with big dildos

crossdresser, toys, pump, sissy, chastity

PornHub • 2 years ago

11:18

Cute sissy wants to get her first sisigasm

train, sissy, chastity

PornHub • 3 years ago

10:23

Sissy in its spiked chastity cage put in garden to goon neighbour humiliation

crossdresser, sissy, chastity

PornHub • 2 years ago

06:07

Caged Sissy Pissing and Cumming in her adult diapers

diaper, sissy, chastity

PornHub • 3 years ago

11:15

*Trailer* Sissy Training Basics With Kelli Frost

train, sissy, chastity

PornHub • 2 years ago

thumb_up 86%13:04

Femboy sissy gaping ass and riding fuck machine hard - sissy jazzie

crossdresser, machine, sissy, chastity, shemale

PornHub • 2 years ago

10:02

Redhead femboy cd plays dildo - leather jacket - cosplay mask - high heels

mask, sissy, chastity

PornHub • 1 year ago

23:42

Sissygasm Challenge Day 1 - Sissy Trap Boy Rides Dildo

train, prostate, crossdresser, sissy, chastity

PornHub • 4 years ago

13:41

Sarah and Lucy Feminize You and Whore You Out

sissy, chastity

PornHub • 1 year ago

26:35

Denial and Ruin

prostate, chastity

PornHub • 1 year ago

12:15

Latex mistress pegging her slave

femdom, latex, dildo, pegging, chastity

PornHub • 1 year ago

16:02

Caged and fucked with big purple strapon!

sissy, hands free, chastity, pegging

PornHub • 2 years ago

thumb_up 72%11:00

Anal Training For Cock Addicts

instruction, cuckold, pegging, JOI, sissy, chastity

PornHub • 1 year ago

14:45

Crossdresser riding multiple dildos

train, crossdresser, sissy, chastity

PornHub • 2 years ago

thumb_up 53%55:03

INSTITUTION X - Prostate Milking Anal Training Pspot Orgasm COMPILATION 1-2

train, prostate, BDSM, cumshot, handjob compilation, electro, toys

PornHub • 1 year ago

10:31

SUBMISSIVEHUSBAND-Pegging with Huge Strapon

pegging, sissy, chastity

PornHub • 1 year ago

13:20

LATEX CHASTITY SISSY SLUT CUMS HARD WHILE CAGED - RUINED ORGASM

rubber, sissy, cosplay, chastity

PornHub • 3 years ago

05:57

[TEASER ONLYFANS EXCLUSIVE] Femboy slut gets his smooth pussy fucked while caged and bound

crossdresser, pegging, sissy, chastity

PornHub • 3 years ago

13:19

Permanent chastity sissy trains with 10 dildo and has a sissygasm

crossdresser, sissy, chastity

PornHub • 1 year ago

10:54

Chastity Sissy Agrees to Be Cuck to Get Unlocked. Then Wife Pegs Ass

pegging, sissy, chastity

PornHub • 5 months ago

56:17

POV Cucold 44 British Hot wife Chessie Kay cuckolds husband creampie eating

sissy, chastity

PornHub • 3 years ago

15:49

DESTROYING MY MANS SISSY ARSE. hard pegging with huge horse cock. wrecked hole, chastity cage

pegging, sissy

PornHub • 9 months ago

15:47

(Better horazontal Edit) Anal for my Chastity Cage Sissy Slut! DRAGON DILDO CUM SHOT!!!

babe, anal, chastity

PornHub • 4 months ago

41:53

Asian POV cuckold hot wife fucking creampie eating by sissy strap on pegging domination chastity sex

chastity, cuckold, asian, pegging, creampie, strapon

PornHub • 8 months ago

23:21

OverWatch HENTAI Sex. Sissy Fucked SEX MACHINE In Chastity.

cartoon, machine

PornHub • 8 months ago

10:51

Roommate Makes Sissy Get Grindr Fucked in Chastity for Stealing Panties - Lydia Love Sissification

panties, chastity, solo

PornHub • 6 months ago

19:13

Redhead Sissy Sucks Dildo and Self-Facial on Cam

selfsuck, sissy, chastity

PornHub • 1 year ago

09:25

Sissy in chastity gets cbt balls kicked and worships and licks Mistress Mildreds feet

femdom, sissy, chastity

PornHub • 9 months ago

14:08

BDSM sissy with bound feet shows her GAPE and cum on bed from vibrator

crossdresser, chastity

PornHub • 11 months ago

13:05

Sissy slave gets sissygasm in chastity from anal masturbation_3

crossdresser, chastity

PornHub • 11 months ago

06:24

Hot Pegging Fat Ass Domme and Submissive Sissy Femboy in Chastity

pegging, sissy, chastity

PornHub • 10 months ago

12:34

Sissygasm from anal masturbation in sissy slut with closed clit in chastity_sc.29

crossdresser, big clit, chastity

PornHub • 1 year ago

thumb_up 40%14:02

Sissy loser cums in chastity to censored loser porn Angel scarlett black

sissy, chastity, masturbation, british

PornHub • 1 year ago

11:27

Sissygasm from anal masturbation in sissy slut with closed clit in chastity_sc.32

prostate, chastity

PornHub • 1 year ago

11:12

Sissygasm from anal masturbation in sissy slut with closed clit in chastity_sc.33

prostate, crossdresser, sissy, chastity

PornHub • 1 year ago

21:29

Sissy in chastity sucking and riding dick

chastity

PornHub • 1 year ago

12:29

Sissy anal training and sissygasm in chastity_sc.8

crossdresser, chastity, sissy

PornHub • 1 year ago

24:06

Sissygasm from anal masturbation in sissy slut with closed clit in chastity_sc.26

prostate, crossdresser, big clit, chastity

PornHub • 1 year ago

12:36

Sissy anal training and sissygasm in chastity_sc.10

crossdresser, chastity

PornHub • 1 year ago

12:41

Sissy slut anal masturbation with clit closed in chastity_sc.16

chastity

PornHub • 1 year ago

10:01

Sissy slut anal masturbation with clit closed in chastity_sc.18

crossdresser, chastity

PornHub • 1 year ago

10:18

CUMpilation: Chastity Sissygasms, Ruined Orgasms, & Crossdressing Cumshots of a Desperate Sissy

crossdresser, chastity

PornHub • 1 year ago

10:44

Sissy anal training and sissygasm in chastity_sc.7

crossdresser, chastity

PornHub • 1 year ago

16:39

Sissy in high heels and stockings fucks herself in a cowgirl position

chastity

PornHub • 1 year ago

10:33

Sissy anal training and sissygasm in chastity_sc.5

crossdresser, chastity

PornHub • 1 year ago

10:48

Close up SISSY ANAL FUCK 4k

sissy, chastity

PornHub • 1 year ago

13:51

SIssy Trap slut Wet AF toying gaping asshole in chastity -Anal workout vol 3 - MercurySissy

sissy, chastity

PornHub • 1 year ago

14:49

Caged sissy sucking trans girlfriend

sissy, chastity

PornHub • 1 year ago

15:42

Horny sissy tries to do well, but without success, not a drop :) 1/2

sissy, chastity

PornHub • 1 year ago

16:16

Sissy Joyce - The Vice complete chastity review & Guide - ALL SIZES

sissy, chastity

PornHub • 1 year ago

12:08

Enby in chastity rides her pink dildo

chastity

PornHub • 1 year ago

18:10

Trans Sissy Scarlet Sky Sissygasms All Over Herself in Chastity and Bondage!

goth, sissy, chastity

PornHub • 2 years ago

13:53

Cute Femboy in Stockings and Chastity Anal Masturbating

crossdresser, sissy, chastity

PornHub • 1 year ago

11:10

Sissy fem boy fucked by small fuck machine in chastity and leash thong

fetish, crossdresser, thong, sissy, chastity

PornHub • 1 year ago

12:49

I found my sissy g spot - hands free cum in chastity

sissy, hands free, chastity

PornHub • 1 year ago

14:18

Big dildo play in chastity - pvt show/custom content

sissy, chastity

PornHub • 1 year ago

thumb_up 44%20:26

Perma-Chastity and Mild Training.

train, crossdresser, insertion, sissy, chastity

PornHub • 2 years ago

13:58

I will put you in virtual chastity Trans JOI

instruction, game, sissy, kinky, chastity

PornHub • 2 years ago

12:11

SISSY LATEXDOLL MASTURBATION #1

rubber, doll, gloves, mask, sissy, chastity

PornHub • 2 years ago

21:02

SISSY LATEXDOLL MASTURBATION #2

latex, rubber, doll, train, mask, chastity

PornHub • 2 years ago

30:18

SISSY LATEXDOLL MASTURBATION #3

rubber, doll, train, mask, sissy, chastity

PornHub • 2 years ago

25:18

Sissy Maid Tiny Urethral Cock Cage Locking and XL Horse Cock Training

train, crossdresser, vibrator, sissy, chastity

PornHub • 2 years ago

11:54

Sissy stretching her ass for you with eye contact

crossdresser, sissy, chastity

PornHub • 2 years ago

thumb_up 92%12:23

Sissy Jazzie gapes ass with thick dildo and uses fuck machine

crossdresser, ass to mouth, machine, sissy, thick, chastity

PornHub • 2 years ago

14:48

Trans Sissy in chastity finger fucks ass and rides a thick dildo

crossdresser, sissy, thick, chastity

PornHub • 2 years ago

13:42

Femboy sissy fucks dildo cums and eats it

crossdresser, sissy, chastity

PornHub • 2 years ago

12:37

Every one hates you whiteboi, even your mistress Roxy hates you sissy for BNWO angel scarlett black

train, crossdresser, sissy, chastity

PornHub • 2 years ago

13:03

Sissy discovering her trueself - Part 1

train, sissy, chastity

PornHub • 2 years ago

14:20

Sissy in chastity tries to hands free cum and have the BIGGEST orgasm in her sluty life

crossdresser, sissy, hands free, chastity

PornHub • 2 years ago

21:29

Sissy Daily Basics: Some anal fun in chastity

train, sissy, skirt, chastity

PornHub • 2 years ago

14:53

Sissy maid in chastity

sissy, chastity

PornHub • 2 years ago

26:52

Locked Horny Sissy Femboy Cumplay

sissy, chastity

PornHub • 2 years ago

13:10

Sissy cums in cage to hurting & banding it’s white ball white extinction BNWO angel scarlett black

maid, crossdresser, sissy, chastity

PornHub • 2 years ago

thumb_up 93%13:48

TS Hucow Sissy in Chastity Vibrator Orgasm - BIMBO Slut Makes a CUMMY MESS in Her Cage!

femdom, domination, slut, sissy, chastity, bondage

PornHub • 2 years ago

17:44

Trancess Triss Presents: Sissy anal session with fuckmachine

train, crossdresser, sissy, chastity

PornHub • 2 years ago

15:13

Jerk off & hurt your virgin balls, sissy, to the BNWO & white extinction angel scarlett black

instruction, sissy, chastity

PornHub • 2 years ago

20:38

Sissy training: how to cum in chastity? Ride ever bigger dildos to sissygasm

train, sissy, chastity

PornHub • 2 years ago

thumb_up 87%05:06

DOMINATRIX PEGGING CHASTITY FAGGOT

train, prostate, cuckold, milk, sissy, chastity

PornHub • 2 years ago

thumb_up 65%10:36

Riding a 10 Inch Dildo In Chastity Squirting Sissygasms & Feet Clean Up For Mistress

prostate, crossdresser, sissy, chastity

PornHub • 2 years ago

14:35

TEEN SISSY CROSSDRESSER IN CHASITY BELT HANDSFREE ORGASM

crossdresser, sissy, hands free, chastity

PornHub • 2 years ago

thumb_up 48%11:11

Sissy band ur caged balls train your holes BNWO white extinction angel scarlett black

train, maid, crossdresser, sissy, chastity

PornHub • 2 years ago

16:47

Sissification lecture Caged Sissy Chastity Belts, Jerk, Sissygasm by Mistress Veronica Taboo

train, sissy, chastity

PornHub • 3 years ago

thumb_up 27%23:54

Sissy CD in Chastity, Milked Dry, Handsfree Sissygasms, Huge Dildos, Big Mess, Cleanup, Rainbow, Sto

huge dildo, milk, sissy, hands free, chastity

PornHub • 3 years ago

10:32

Caged Sissy Trap Fucks Her Tight Ass 4K

sissy, chastity

PornHub • 3 years ago

15:48

Sissy Femdom Compilation - Tusspuss

swedish, sissy, chastity

PornHub • 3 years ago

thumb_up 45%12:39

SMALL TEEN SISSY CROSSDRESSER IN CHASITY CAGE GAPES ASS AND PLAYS WITH CUM 4k

crossdresser, sissy, hands free, chastity

PornHub • 3 years ago

thumb_up 83%10:17

Jessica Bloom Riding Monster Dildos - Multiple Anal Orgasms In Chastity

pissing, prostate, dildo, crossdresser, sissy, chastity

PornHub • 3 years ago

52:44

POV Cuckold 31 Addie Juniper cuckolds her stepdad creampie pov eating sissy bi

sissy, chastity

PornHub • 3 years ago

15:12

Sissy cuckold gets his gift

sissy, chastity

PornHub • 3 years ago

12:37

Letting sissy hubby feel my fucked pussy, while Scissoring his tiny cock

sissy, chastity

PornHub • 3 years ago

09:03

Letting sissy hubby out of cage, no cum :)

sissy, boss, chastity

PornHub • 3 years ago

10:10

Trans Buttslut just cannt stop destroying her asshole with Huge Black Dildos cause it feels too goo

chastity

PornHub • 1 year ago

07:51

Cute sissy is ready for Locktober

sissy, chastity

PornHub • 4 years ago

09:05

Sissy CD in Chastity, Deep Fuck,Huge Dildos, Epic Handsfree Sissygasms, Cleanup.

huge dildo, sissy, hands free, uncut, chastity

PornHub • 4 years ago

04:20

Nurse Puts You In Chastity - Goddess Alexa

exam, sissy, chastity

PornHub • 4 years ago

08:23

Wake up sissy boy! It’s time to play!

train, prostate, milk, sissy, chastity

PornHub • 4 years ago

20:25

Trans slut fucking her ass deep and gaping

sissy, chastity, huge dildo

PornHub • 1 year ago

13:06

Best fucking machine sex ever

chastity, sissy

PornHub • 1 year ago

10:34

Sloppy Anal Untill i sissygasm 4K

sissy, chastity

PornHub • 1 year ago

12:10

Femboy Messy Anal Fisting

farting, prolapse, chastity

PornHub • 1 year ago

10:09

Caged Trap Vibrating Cage To Orgasm 4K

vibrator, sissy, chastity

PornHub • 1 year ago

09:13

Cum In Your Cage (Sissygasm JOI)

instruction, sissy, chastity

PornHub • 1 year ago

14:35

Trans Slut Oils Up Her Body - snippet from cam show

chastity

PornHub • 1 year ago

20:37

Sissyfas :: Desenjaulada, usada y corrida denegada. OMG!!

crossdresser, sissy, chastity

PornHub • 1 year ago

08:24

Tease For Orgasm Denied Losers

instruction, sissy, chastity

PornHub • 1 year ago

10:11

Asian maid playing solo part2

crossdresser, chastity

PornHub • 1 year ago

10:08

Fucking My Ass With A HUGE Dildo While Sitting!

huge dildo, socks, sissy, chastity

PornHub • 2 years ago

1:00:03

【絶頂解禁58日目】【女装M男配信調教】久しぶりのイキガマチャレンジ！ FULL①,貞操装置,ビジョン,,2022-07-28_FULL1

sissy, chastity

PornHub • 1 year ago

19:23

Latex Slave Takes Fuck Machine

latex, rubber, doll, train, sissy, chastity

PornHub • 2 years ago

23:19

Streching for you.

sissy, chastity

PornHub • 2 years ago

thumb_up 86%55:26

INSTITUTION X - Prostate Milking Anal Training Pspot Orgasm COMPILATION 2-2

train, prostate, milk, electro, toys, hands free, chastity

PornHub • 1 year ago

10:55

Slut school dick sucking class

train, crossdresser, sissy, skirt, chastity

PornHub • 2 years ago

thumb_up 87%18:46

FEMDOM IDEAS - TOP 10 + bonus

train, prostate, domination, chastity

PornHub • 2 years ago

17:19

Trans Girl Uses A Vibrator And Cums With A Dildo In Her Ass

vibrator, sissy, chastity

PornHub • 2 years ago

12:19

Submissive trap riding a black cock

sissy, chastity

PornHub • 2 years ago

10:23

Pink Slut Has Multiple Sissygasms

sissy, chastity

PornHub • 2 years ago