TRANNY • CHASTITY 2,188 videos

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17:38

Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots

1 year ago

xHamster

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11:10 72%

Sissy chastity (part 1)

1 year ago

PornHub

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27:10

Chastity fucked

6 years ago

ShemaleZ

chastity
07:12

CUM IN CHASTITY WITH DILDO

3 years ago

xHamster

chastity
08:38

Day 19 Of 26 In Chastity :: Uncaged! Mistress Edged And Denied To Cum (teaser)

1 year ago

ShemaleZ

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09:35

Doms Put A Leash & A Chastity Cage On - Lauren Phillips, Tony Orlando And Crystal Thayer

2 years ago

ShemaleZ

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11:52

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

1 month ago

xHamster

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05:29 80%

Machine Spit Roast Chastity Fuck In Bondage

3 years ago

ShemaleZ

latex, bondage, machine, domination, chastity
03:15

Sissys get Chastity

4 years ago

ShemaleZ

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07:34

Violet Chastity Chained to Fuck Machine

1 month ago

xHamster

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04:34 93%

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

1 year ago

HClips

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10:13

Chastised sissy Tgirl Lily Star Dribbles clitty nectar through her cage

7 months ago

PornHub

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24:46

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6 years ago

TXXX

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09:09

Sissy in chastity getting fucked by a Daddy

4 years ago

ShemaleZ

chastity
26:15

Naughty Chastity Sandy.

4 years ago

TXXX

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10:20

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4 years ago

TXXX

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11:11 53%

Rainbow Kitty Scarlet Sky Squirts Girl Cum!

6 months ago

PornHub

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05:06

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6 months ago

xHamster

chastity
09:46

Real Trans Squirting from Anal - Erika Oak's Sissygasm

3 months ago

xHamster

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05:41

Daddy woke me up in the middle of the night for this!

1 year ago

xHamster

blowjob, chastity, crossdresser
06:14

Girl Licking Balls In Chastity Belt 6 Min

10 months ago

Upornia

shemale and girl, chastity
03:03

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

1 year ago

xHamster

teen (18+), train, teen anal (18+), domination, chastity, solo
10:23

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2 years ago

xHamster

cuckold, chastity
11:07

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

1 year ago

xHamster

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20:59 50%

Sissy Brittanie Masturbates In Chastity To Hypno

3 years ago

ShemaleZ

lingerie, chastity
05:12

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

9 months ago

xHamster

german, BBW, chastity
19:15

Sissy punished and fucked for removeing her chastity part 3 final

4 years ago

ShemaleZ

fetish, interracial, sissy, chastity
04:41

Finally Soaking Sissy Training In Chastity Riding Dildo

11 months ago

ShemaleZ

chastity
08:34 83%

Melody Lane Chastity tipped into

4 years ago

ShemaleZ

masturbation, chastity
11:17

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

2 months ago

ShemaleZ

latex, shemale, bondage, BDSM, chastity
12:04 72%

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

3 years ago

ShemaleZ

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06:12 69%

The Start of Perminant Chastity

5 years ago

ShemaleZ

fetish, BDSM, chastity
12:24

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

1 year ago

xHamster

fisting, ass to mouth, masturbation, cum in mouth, sissy, chastity, cum in ass
13:28

Sissy in chastity punished and bareback fucked

4 years ago

ShemaleZ

chastity
20:23

A sissygasm through chastity

4 years ago

ShemaleZ

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06:51

Sissylucylove Shemale Chastity Bull Busting

1 year ago

ShemaleZ

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08:08

Chastity Cage On Her Cock Oriental Shemale Orgy Fucked

2 years ago

Upornia

asian, orgy, chastity
03:26

All sissy should be loked in chastity

4 years ago

xHamster

mature anal, ass, small tits, chastity
05:36 57%

Double Machine

1 year ago

xHamster

fetish, double anal, 18, machine, double penetration, chastity
02:13

Trans witch summons something she doesn't mind riding

5 months ago

xHamster

sissy, chastity, FTM
08:13

Trans Woman Riding Bad Dragon Chance In Chastity 8 Min

1 year ago

ShemaleZ

chastity
03:12

Sexy Tranny Showing her Chastity Cage

2 years ago

xHamster

chastity
03:36

Trans Woman Fucked Reverse Cowgirl In Chastity

11 months ago

ShemaleZ

chastity
11:07

Chastity sissy pumps titties cums from huge buttplug

3 months ago

xHamster

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01:19

Good Girls Wear Chastity Cages For Dates

8 months ago

xHamster

latex, heels, chastity
14:57

Chastity sissy forced to cum by Mistresses

4 years ago

ShemaleZ

femdom, chastity
07:29

Sis-k Pinky Chinese Dress Ep2: Anal Play

2 months ago

xHamster

mature anal, dildo, chinese, dress, chastity
03:09

Sissy in Chastity

5 years ago

xHamster

lingerie, sissy, chastity
08:12

Sisk Try on Her Colorful Sissy Panties Collection

3 months ago

xHamster

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11:26

Sissy Trans Girl In Chastity Gets Fucked Hard In Multiple Positions

1 year ago

ShemaleZ

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04:11

Dominatrix Makes Hot Blonde Sissy Wear Chastity And Get Fucked

6 months ago

ShemaleZ

mature, BDSM, sissy, chastity
32:36

Chastity Sandy Loves Big Cocks

7 years ago

TXXX

bareback, chastity
08:48

Hot sissy in tiny chastity cage masturbates with vibrator

12 months ago

xHamster

crossdresser, sissy, chastity
05:34

Blonde big-titted slut fucking herself on bed 2023

8 months ago

xHamster

chastity
10:11

Sissy Chastity Sissygasm Drinking - Trans Cumslut Jessica Bloom

6 months ago

xHamster

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08:05

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

11 months ago

ShemaleZ

sissy, chastity
07:16

Chastity submited and fucked

6 years ago

xHamster

BDSM, chastity
01:51

Femboy Sissy in chastity cage and plugged playing outdoor

3 years ago

xHamster

public, prostate, teen anal (18+), outdoor, chastity
07:29

SISSY IN CHASTITY

4 years ago

ShemaleZ

sissy, chastity
01:54

Pissing nacked outdoor in my tiny chastity

8 months ago

xHamster

pissing, outdoor, bondage, chastity
10:48 79%

Jessica Bloom Multiple Caged Assgasms

2 years ago

PornHub

pissing, feet, squirt, dildo, british, heels, chastity
07:14

VERY HOT Blonde Crossdresser in Pink Chastity Fucked

1 month ago

xHamster

crossdresser, sissy, chastity
06:27

Chastity Sissy Raine Playing With Huge Dildo

5 months ago

Upornia

huge dildo, dildo, chastity
21:22 77%

Skitty&M&L in Our first fun Together

1 year ago

xHamster

latex, german, BDSM, sissy, chastity
13:15

Sissy chastity

4 years ago

TXXX

chastity
01:41

Sissy in chastity fucked by different people

1 year ago

xHamster

sissy, chastity
04:35

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

1 year ago

ShemaleZ

chastity
12:22

Sissy girl anal trainer with fuck machine bbc dildo

7 months ago

PornHub

chastity, femboy
01:02

Instant Sissygasm Hands-free in Chastity

2 years ago

xHamster

mature anal, hands free, chastity
08:56

Maddie N Chastity

2 years ago

HClips

chastity
51:23

Linzy19's Guide To Chastity

1 year ago

xHamster

prostate, fetish, BDSM, domination, JOI, chastity
05:47

Cutie Reina Hanno Swinging Nipple Suction and Rubbing Chastity Precum

5 months ago

xHamster

cute, small cock, nipples, chastity
09:42

Maid in chastity does special service

4 years ago

xHamster

maid, small tits, chastity
03:37 92%

Gaping myself and cumming hands free

1 year ago

xHamster

russian, sissy, gape, hands free, chastity
04:26

Cute femboy in chastity cage masturbate with vibrator

1 year ago

xHamster

vibrator, chastity
05:23

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

1 year ago

ShemaleZ

femdom, latex, fisting, gloves, dildo, pegging, chastity
33:24 71%

Sissys Wooden Pony Ballet Boot Torment

10 months ago

xHamster

latex, fetish, bondage, boots, lingerie, BDSM, chastity
12:53

[SISSY] Libido processing failed. Did not ejaculate.

2 years ago

PornHub

asian, sissy, chastity
04:48

Ab068 Horny Sissy Bitch Cum In Chastity With Pantyhose And Heels

1 year ago

ShemaleZ

pantyhose, heels, sissy, chastity
06:51

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

5 months ago

xHamster

BBC, sissy, missionary, chastity
19:33

She Is So Horny That She Got Erection In Chastity

1 year ago

ShemaleZ

chastity, brunette
05:02

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

2 years ago

ShemaleZ

prostate, massage, chastity
02:51

Mistress Cassidy Makes Crossdresser Wear Chastity

6 months ago

xHamster

femdom, chastity, femboy
15:54

Crossdresser On Live Webcam - Sissy Wears Chastity Belt

8 months ago

ShemaleZ

crossdresser, blonde, sissy, chastity
08:00

Locktober Chastity Suck Slut for Dommes Bambi Bliss and Brittany Andrews

2 years ago

TXXX

chastity
08:17

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

1 year ago

xHamster

pantyhose, ladyboy, chastity
04:49

Variety Itsol In Teases Her Girlcock In Chastity Cage

11 months ago

Upornia

chastity
07:41

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

3 months ago

Upornia

stockings, shemale, sissy, chastity
07:40

Trans goth bbgirl adaklein wants your cum so bad

1 week ago

xHamster

femboy, big cock, BBC, chastity, sissy, masturbation
22:55

Sissy Secretary in horny after work activities

1 year ago

xHamster

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09:35

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

1 year ago

ShemaleZ

latex, BDSM, cum in mouth, chastity
07:59

Transgirl In Chastity Gets Fucked By Crossdressing Sissy!

1 year ago

ShemaleZ

latex, crossdresser, chastity, sissy
18:10

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

1 year ago

PornHub

anal, orgasm, bondage, blonde, goth, chastity
11:04

Multiple Prostate Orgasms in Chastity Jessica Bloom Sissy Milking

1 year ago

xHamster

prostate, orgasm, milk, british, chastity
09:37

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

1 year ago

Upornia

public, sissy, chastity
49:33

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 2

1 year ago

xHamster

french, chastity
04:29 85%

Sissy put into chastity and tormented

4 years ago

ShemaleZ

fetish, BDSM, toys, chastity
09:50

Trans Anal Fisting And Prolapse In Chastity

1 year ago

ShemaleZ

fetish, fisting, BDSM, chastity
13:34

Putting On A Show In Chastity

2 years ago

ShemaleZ

chastity
03:52

Sissy Cumming In Her Chastity Cage

11 months ago

ShemaleZ

sissy, chastity
10:46 70%

Stefani boots anal in chastity ,swallow cum

4 years ago

xHamster

latex, creampie, anal, couple, boots, swallow, bareback
17:26 96%

Pretty Trans In Cock Chastity Cage Has An Anal Prostate Orgasm And Cum Explodes While Fucked Hard And Fast With A Huge Dildo Fuck Machine 18 Min

2 years ago

ShemaleZ

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21:51

Submissive Sissy Chastity Buttplug Play

5 years ago

ShemaleZ

BDSM, ass, toys, chastity
05:30

Teen ladyboy in bondage and chastity cage blowjob and anal

4 years ago

ShemaleZ

bondage, chastity
13:23

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

1 year ago

Upornia

orgasm, vibrator, slut, chastity
13:22

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

1 year ago

Upornia

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01:41

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

6 months ago

xHamster

clit, chastity
22:14

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5 years ago

ShemaleZ

latex, chastity
03:25

Trans Beauty In Chastity Fucked Missionary

1 year ago

ShemaleZ

fetish, missionary, chastity
14:50

Real sissy slut anal in chastity cage

9 years ago

xHamster

latex, slut, sissy, chastity
04:23

Tranny fucks her ass with big dildo

5 months ago

xHamster

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22:29

Kylie Maria In Kylie Cums In Her Chastity

2 years ago

ShemaleZ

chastity, brunette
16:00 64%

Baby Doll - Sissy Chastity, Fills Hole And Is Humiliated

2 years ago

HClips

doll, sissy, chastity
05:13

Cute & Sweet Girlfriend Turned Boyfriend Into Her Pegging Slut In Chastity. 5 Min

8 months ago

ShemaleZ

cute, BDSM, pegging, chastity
08:27

Chastity Slave Loves To Spread

1 year ago

ShemaleZ

chastity
02:36

Sissy Sammi shown!!

2 years ago

xHamster

dildo, chastity
04:09

Pink hair faggot swallow in chastity

6 years ago

xHamster

swallow, chastity
1:15:02

Pain and pleasure, chastity and lust, Part 2

3 years ago

xHamster

german, BDSM, JOI, chastity
05:03

Trans Woman In Chastity Gives Blowjob

1 year ago

Upornia

chastity
13:35

Real sissy full in chastity

5 years ago

ShemaleZ

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