TRANNY • CHASTITY 2,103 videos

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05:37 80%

Chastity Femboy Public Buttplug Walk & Anal Orgasms in The Woods Multiple Cumshots

8 months ago

xHamster

beauty, public, dildo, anal orgasm, chastity
05:58 40%

Sissy in chastity cage wants to fuck

1 year ago

xHamster

italian, crossdresser, chastity, solo
05:47 70%

Cutie Reina Hanno Swinging Nipple Suction and Rubbing Chastity Precum

1 year ago

xHamster

cute, small cock, nipples, chastity
04:54 84%

Mistress And Chastity Sissy Slut Anal Training 5 Min

2 years ago

ShemaleZ

femdom, train, slut, sissy, chastity, BDSM
13:33

Super Flat Chastity Sissy Anal Dildo Squirt

5 months ago

HClips

shemale, squirt, dildo, solo, sissy, chastity
01:51 45%

Femboy Sissy in chastity cage and plugged playing outdoor

4 years ago

xHamster

public, prostate, teen anal (18+), outdoor, chastity
32:36

Chastity Sandy Loves Big Cocks

8 years ago

TXXX

bareback, chastity
12:23 59%

Chastity locked sissy squirting on a dildo while thinking about her daddy

7 months ago

xHamster

pissing, stockings, prostate, dildo, solo, sissy, chastity
07:16

Sissy fuck in chastity

1 year ago

xHamster

huge dildo, chastity
05:29 79%

Machine Spit Roast Chastity Fuck In Bondage

4 years ago

ShemaleZ

latex, bondage, machine, domination, chastity, BDSM
04:26

Cute femboy in chastity cage masturbate with vibrator

2 years ago

xHamster

vibrator, chastity
16:55

Teen sissy in chastity with her Master

5 years ago

HClips

chastity
20:23 84%

Hot Sissy Misses Anal And Fucks Herself In The Ass Until She Cums In Chastity Belt

3 years ago

ShemaleZ

MILF, sissy, chastity, cum in ass
26:40 86%

Chastity Caged No Hand Cum Compilation

1 year ago

ShemaleZ

stockings, BDSM, ladyboy, compilation, selfsuck, toys, hands free
01:54

Pissing nacked outdoor in my tiny chastity

1 year ago

xHamster

pissing, outdoor, bondage, chastity
07:34

Sissy Juliette in chastity lockdown for 8h. kinky fun with toys all night at home

6 months ago

xHamster

swedish, sissy, chastity, latex, smoking, fetish
08:13

Trans Woman Riding Bad Dragon Chance In Chastity 8 Min

1 year ago

ShemaleZ

chastity
12:04 66%

Sissy Chastity Slave Teased And Humiliated By Mistress Denied And Locked In The Vice

4 years ago

ShemaleZ

femdom, tease, webcam, sissy, chastity
21:51

Submissive Sissy Chastity Buttplug Play

5 years ago

ShemaleZ

BDSM, ass, toys, chastity, crossdresser
12:24

Slutty Trans Bunny Lilith Eclipse Fucks Herself With Carrots In Chastity Ass To Mouth

2 years ago

xHamster

fisting, cum in mouth, sissy, chastity
20:24 82%

Latex Sissy Disciplined By Chastity Fuckmachine Spanking Cocksucking Pegging By Mistress Mercer

3 years ago

TXXX

mature, amateur, femdom, latex, shemale, fetish, BDSM
04:09 74%

Chastity slave sissy wife tormented by Mistress

5 years ago

ShemaleZ

femdom, wife, BDSM, chastity
08:12

Sisk Try on Her Colorful Sissy Panties Collection

1 year ago

xHamster

small cock, asian, panties, chastity
08:48

Hot sissy in tiny chastity cage masturbates with vibrator

1 year ago

xHamster

crossdresser, sissy, chastity, polish
12:36 75%

Some sissy fun

8 months ago

xHamster

pissing, anal, BDSM, masturbation, sissy, chastity
02:13

Trans witch summons something she doesn't mind riding

1 year ago

xHamster

sissy, chastity, FTM, dutch
03:03

MaureenNadh - (Day 1 Locked In Chastity) Anal Training Before School

2 years ago

xHamster

teen (18+), train, teen anal (18+), domination, chastity, solo
03:26

All sissy should be loked in chastity

5 years ago

xHamster

mature anal, ass, small tits, chastity
08:34 83%

Melody Lane Chastity tipped into

5 years ago

ShemaleZ

masturbation, chastity
11:07 40%

Ilandis in a chastity belt has fun with her anus, masturbates with an artificial penis

2 years ago

xHamster

beauty, russian, dildo, penis, asshole, chastity
10:11

Sissy Chastity Sissygasm Drinking - Trans Cumslut Jessica Bloom

1 year ago

xHamster

orgasm, dildo, ladyboy, chastity
08:05

Sissy Hubby In Pink Stockings Grinding Cock Ending With Cumshot In Chastity

1 year ago

ShemaleZ

sissy, chastity
14:57

Chastity sissy forced to cum by Mistresses

5 years ago

ShemaleZ

femdom, chastity
10:01

Very Hot Blonde Crossdresser In Chastity Fucked

11 months ago

ShemaleZ

crossdresser, amateur, stockings, chastity
05:12

Sissy cum in inverted chastity cage after being denied for 60 days

1 year ago

xHamster

german, BBW, chastity
04:34 89%

Sissy Anal Slut Locked Down On Huge Dildo One Bar Prison Bound & Teased In Chastity Cage By Mistress

2 years ago

HClips

handjob, femdom, huge dildo, tease, dildo, BDSM, shemale and girl
13:28

Sissy in chastity punished and bareback fucked

5 years ago

ShemaleZ

chastity
06:14 56%

Girl Licking Balls In Chastity Belt 6 Min

1 year ago

Upornia

shemale and girl, chastity
09:35 67%

5 Minutes To Cum In Chastity Before She Gives Him In His Mouth

2 years ago

ShemaleZ

latex, BDSM, cum in mouth, chastity
09:38

Beautiful Sissy in chastity enjoys being fucked

5 years ago

xHamster

beauty, chastity, sissy
20:35 75%

White Sissy Chastity Training (fuck Machine)

2 years ago

ShemaleZ

train, BDSM, machine, sissy, chastity, solo
13:23

Ts Hucow Sissy In Chastity Vibrator Orgasm - Bimbo Slut Makes A Cummy Mess In Her Cage!

2 years ago

Upornia

orgasm, vibrator, slut, chastity
06:39 63%

Happy woman full time in chastity device nylon stocking

5 years ago

ShemaleZ

mature, stockings, BDSM, nylon, chastity, outdoor
19:33

She Is So Horny That She Got Erection In Chastity

2 years ago

ShemaleZ

chastity, brunette
09:09

Sissy in chastity getting fucked by a Daddy

5 years ago

ShemaleZ

chastity
05:30

Teen ladyboy in bondage and chastity cage blowjob and anal

5 years ago

ShemaleZ

bondage, chastity
05:14

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

9 months ago

xHamster

small cock, huge dildo, british, cumshot, big cock, sissy, chastity
07:15 76%

Hot Blonde Sissy Bailey Wilde in Chastity Fucked Missionary

1 month ago

xHamster

shemale, fetish, BDSM, crossdresser, blonde, domination, sissy
14:50

Real sissy slut anal in chastity cage

10 years ago

xHamster

latex, slut, sissy, chastity
16:35 83%

Sissy Gets To Cum In My Ass After 2 Weeks In Chastity

3 years ago

HClips

sissy, chastity, cum in ass
09:42

Maid in chastity does special service

5 years ago

xHamster

maid, small tits, chastity
04:29 85%

Sissy put into chastity and tormented

5 years ago

ShemaleZ

fetish, BDSM, toys, chastity
05:23 86%

Pegging And Latex Glove Fisting Slutty Chastity Sissy With Giant Black Dildo By Mistress Mercer

2 years ago

ShemaleZ

femdom, latex, fisting, gloves, dildo, pegging, chastity
13:35 80%

Real sissy full in chastity

6 years ago

ShemaleZ

latex, sissy, chastity
04:49

Variety Itsol In Teases Her Girlcock In Chastity Cage

1 year ago

Upornia

chastity
06:48

Sissy Paula plays with big Dildo

2 weeks ago

xHamster

amateur, chastity, dildo, solo, german
08:17

SisK CD in purple EP3 her sissy clity is released from a super tiny chastity cage

2 years ago

xHamster

pantyhose, ladyboy, chastity, asian
01:19

Good Girls Wear Chastity Cages For Dates

1 year ago

xHamster

latex, heels, chastity
15:54

Crossdresser On Live Webcam - Sissy Wears Chastity Belt

1 year ago

ShemaleZ

crossdresser, blonde, sissy, chastity
11:43

Locked In Chastity Part 1 Small Ring

1 year ago

HClips

chastity
06:27 57%

Chastity Sissy Raine Playing With Huge Dildo

1 year ago

Upornia

huge dildo, dildo, chastity
04:09

Pink hair faggot swallow in chastity

7 years ago

xHamster

swallow, chastity
15:11

COOKIE COSMOS - CHASTITY CHALLENGE DIARIES

5 years ago

HClips

fetish, chastity
09:45

Sissy chastity day 2

6 months ago

xHamster

latina, sissy, shemale, chastity, dildo
05:29 78%

Sissy Girl Caresses Herself And Cums In A Chastity Belt

2 years ago

ShemaleZ

sissy, chastity
08:39

Chastity Sandy hammered Hard

5 years ago

TXXX

chastity
05:03

Trans Woman In Chastity Gives Blowjob

1 year ago

Upornia

chastity
18:54 73%

Dominant big cock TGirl Lucy bareback fucking her chastity sub

1 month ago

xHamster

mature, amateur, shemale, mature anal, big tits, big cock
07:59 50%

Transgirl In Chastity Gets Fucked By Crossdressing Sissy!

2 years ago

ShemaleZ

latex, crossdresser, chastity, sissy
03:39 50%

Big Dick Transgirl Playing In Chastity

2 years ago

ShemaleZ

webcam, chastity
16:07

Mike Ass Fucks Sissy Charlotte While She is Locked in EStim Chastity Cage

2 years ago

xHamster

mature, mature anal, anal, couple, monster, small tits, sissy
21:22 75%

Skitty&M&L in Our first fun Together

2 years ago

xHamster

latex, german, BDSM, sissy, chastity, toys
20:26 79%

Sissy In Chastity Pounds Pussy Hard Until She Makes Cummies

2 years ago

ShemaleZ

amateur, webcam, sissy, chastity, solo
11:26 43%

Sissy Trans Girl In Chastity Gets Fucked Hard In Multiple Positions

2 years ago

ShemaleZ

sissy, chastity
10:00 60%

CD chastity fuck

4 years ago

xHamster

homemade, mature anal, chastity
06:51

Sissylucylove Shemale Chastity Bull Busting

2 years ago

ShemaleZ

webcam, chastity
06:08

Sissy Francis Malice - Little Time for Fun Before Wife Comes Back Home

1 year ago

xHamster

german, wife, crossdresser, chastity
15:29

Pee Tasting And Chastity Masturbation Of A Kinky Latexdoll

2 years ago

Upornia

pissing, chastity
08:41

Sissy Slut In Chastity Giving A Blowjob And Being Raw Fucked With Open Door While People Pass By

1 year ago

ShemaleZ

blonde, slut, chastity
06:26

Walking in chastity cage and buttplug

10 years ago

xHamster

chastity
42:14 75%

Best slut Ever anal In Chastity Device

6 years ago

ShemaleZ

anal, slut, chastity
22:55 43%

Sissy Secretary in horny after work activities

1 year ago

xHamster

stockings, secretary, nylon, webcam, sissy, chastity
03:36

Trans Woman Fucked Reverse Cowgirl In Chastity

1 year ago

ShemaleZ

chastity
01:02

Instant Sissygasm Hands-free in Chastity

3 years ago

xHamster

mature anal, hands free, chastity
05:53 96%

Perfect sissy slave in chastity fucked by strapon Mistress

5 years ago

ShemaleZ

femdom, latex, strapon, BDSM, domination, sissy, chastity
10:46 68%

Stefani boots anal in chastity ,swallow cum

5 years ago

xHamster

latex, creampie, anal, couple, boots, swallow, bareback
05:02 71%

Abby Kitty - Abh052 Elegant Ladyboy In Chastity Prostate Massage And Incontinence Twice 人妖秘书贞操锁前列腺按摩失禁潮吹

3 years ago

ShemaleZ

prostate, massage, chastity
02:09 67%

English Trans Slut With a Cute Cock and a Dirty Mouth Relieved From Chastity

2 years ago

xHamster

cute, slut, chastity
07:21

Squishy Butt Femboy In Chastity Fucks Himself

3 years ago

ShemaleZ

chastity, femboy
09:37 43%

Sissy In Chastity Public Walk Showing Her Ass And Then She Is Fucked Bareback In Many Positions

2 years ago

Upornia

public, sissy, chastity
13:22

Sissygasm In Chastity For A Fucked Crossdressed Slave. Spanking Session With Mistress

2 years ago

Upornia

femdom, crossdresser, spanking, chastity, bondage
06:51

BBC Ken Fucks Me on My Back in Missionary with Verbal Dom Sissification - Candy Ass Sissy in Chastity Cage

1 year ago

xHamster

BBC, sissy, missionary, chastity
13:34

Putting On A Show In Chastity

3 years ago

ShemaleZ

chastity
04:11

Dominatrix Makes Hot Blonde Sissy Wear Chastity And Get Fucked

1 year ago

ShemaleZ

mature, BDSM, sissy, chastity
04:35

Trans Girl Fucking Her Ass While Wearing A Chastity Cage (short Version)

2 years ago

ShemaleZ

chastity
05:53 80%

Sissy Femboy Pissing In Chastity Cage With Emily Girl

1 year ago

ShemaleZ

pissing, chastity
06:37

Sexy Blonde Femboy in Chastity - Bailey Wilde Photoshoot

8 months ago

xHamster

anal, chastity, amateur, femboy
33:30

Chastity male vs shemale

8 years ago

TXXX

shemale and girl, vintage, chastity
11:04

Multiple Prostate Orgasms in Chastity Jessica Bloom Sissy Milking

2 years ago

xHamster

prostate, orgasm, milk, british, chastity
07:32 60%

FULL TIME CHASTITY

8 years ago

xHamster

latex, full movie, chastity
04:23

Tranny fucks her ass with big dildo

1 year ago

xHamster

amateur, pantyhose, small cock, czech, dildo, small tits, sissy
02:51

Mistress Cassidy Makes Crossdresser Wear Chastity

1 year ago

xHamster

femdom, chastity, femboy
08:27

Chastity Slave Loves To Spread

2 years ago

ShemaleZ

chastity
09:46

Real Trans Squirting from Anal - Erika Oak's Sissygasm

1 year ago

xHamster

squirt, swedish, hands free, chastity
03:06

The beautiful Janine in chastity.

5 years ago

ShemaleZ

chastity
07:02

Bailey Wilde In Sissy In Chastity Fucked

1 year ago

ShemaleZ

sissy, chastity
07:14

VERY HOT Blonde Crossdresser in Pink Chastity Fucked

1 year ago

xHamster

crossdresser, sissy, chastity
22:29

Kylie Maria In Kylie Cums In Her Chastity

3 years ago

ShemaleZ

chastity, brunette
25:04

Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged

1 year ago

xHamster

bondage, BDSM, sissy, chastity, dildo
11:42

Sissy Slut Milked In Chastity

1 year ago

Upornia

BDSM, chastity
07:14

Femboy In Chastity Cage

1 year ago

ShemaleZ

teen (18+), 18, chastity
01:41 67%

Sissy Accidentally cums while rubbing her clit in the little chastity cage

1 year ago

xHamster

clit, chastity
07:34

Violet Chastity Chained to Fuck Machine

1 year ago

xHamster

homemade, bondage, cuckold, machine, gape, chastity
07:41

Be Our Gym Sissy Cuck In Chastity - Bella Blu And Lucy Hart

1 year ago

Upornia

stockings, shemale, sissy, chastity
02:36

Sissy Sammi shown!!

3 years ago

xHamster

dildo, chastity
11:17

Kelsey Masters In Trans Woman In Bondage And Chastity Masturbating With Guy 12 Min

1 year ago

ShemaleZ

latex, shemale, bondage, BDSM, chastity
04:35

Foxyirene Shemale Chastity

2 years ago

ShemaleZ

chastity
09:09

Chastity sandy fucked hard

6 years ago

TXXX

chastity
09:12

Fucking Myself With A 10 Inch Cock While Locked In Chastity

2 years ago

ShemaleZ

chastity
01:10

Masturbation in chastity belt

10 years ago

xHamster

chastity

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