TRANNY • CHASTITY 2,264 videos

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07:10

Caged Sissy Unloads Hard Cock

2 days ago

xHamster

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07:55

Sissy Candy in Lingerie Gets Fucked by Her Machine with a Huge Dildo

2 days ago

xHamster

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32:59

Sissy in red lingerie locked onto her dildo stand with big black dildo

3 days ago

xHamster

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14:37

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4 days ago

xHamster

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05:50

Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms

4 days ago

xHamster

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08:12

Sissy Maid Gets Dressed, Cuffed and Locked and Rides Her Doll

5 days ago

xHamster

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14:00

Vladasexytrans Wild Anal Play in Black Dress and in Black Stockings

1 week ago

xHamster

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07:09

Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm

1 week ago

xHamster

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11:08

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2 weeks ago

xHamster

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13:48

Sissy Candy Plays and Fucks Several of Her Dildos While Locked in Chastity

2 weeks ago

xHamster

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13:01

Sissy riding dildo in Public Compilation 3

2 weeks ago

xHamster

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05:55

Black Ts Girl Gets Her Big With Chastity Michaels

3 weeks ago

ShemaleZ

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09:57

Chastity Sissygasm Compilation Encouragement Bloom With Sissy Jessica And Feet Slave

1 month ago

HClips

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13:33

Super Flat Chastity Sissy Anal Dildo Squirt

1 month ago

HClips

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06:45

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2 months ago

HClips

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09:49

Chastity Sissygasm Compilation Encouragement Bloom 10 Min - Sissy Jessica

2 months ago

HClips

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09:41

Slutty Trap Solo In Small Pink Chastity

2 months ago

HClips

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15:36

Submissive With Chastity Cage Makes Femdom Squirt With Erica Cherry And Queenie Sateen

2 months ago

ShemaleZ

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15:07

Erica Cherry And Queenie Sateen In Submissive With Chastity Cage Makes Femdom Squirt A

2 months ago

ShemaleZ

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07:34

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3 months ago

xHamster

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08:16

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3 months ago

xHamster

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14:12

Sissy Crossdresser enjoys her dildo in chastity

3 months ago

xHamster

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06:34

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3 months ago

xHamster

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13:13

Slutty sissy Layne Love plays with BBC dildo and gapes for you

3 months ago

xHamster

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05:13

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3 months ago

xHamster

chastity, crossdresser, sissy
07:01

Ebony Sissy twerk vol 2

3 months ago

xHamster

ebony, chastity
05:41

Crossdresser Maid Felixa Fucking Black Dildo

3 months ago

xHamster

crossdresser, stockings, sissy
08:12

Chastity in Chastity Day 6 Reward

3 months ago

xHamster

amateur, chastity, JOI
15:36

TRANSFIXED - Submissive With Chastity Cage Erica Cherry Makes Femdom Queenie Sateen SQUIRT A LOT

3 months ago

PornHub

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09:10

Giving Myself A Huge Facial in Chastity After Playing With My Cute Little Asshole

3 months ago

xHamster

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06:41

Crossdresser Kirsten. Teased in Lingerie, Chastity and Plugged.

3 months ago

xHamster

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11:24

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3 months ago

xHamster

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09:45

Sissy chastity day 2

3 months ago

xHamster

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06:28

My latex girlfriend makes me vibrate in a cage

3 months ago

xHamster

amateur, latex, chastity, BDSM, bondage
05:15

Sissy Taniax Pounding Her Ass Hard with Huge Dildo

3 months ago

xHamster

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07:48

Chastity Sissy Anal Training Jessica Bloom Anal Instructions 8 Min

3 months ago

ShemaleZ

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06:34

Sissy fucks herself with a BBC dildo

3 months ago

xHamster

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12:43

Sissy Crossdresser being a slut for you

3 months ago

xHamster

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09:19

Ebony Sissy Plays

3 months ago

xHamster

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06:31

Sissy taniax Cum riding huge black dildo

3 months ago

xHamster

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05:05

Playing with a Huge Double Ended Dildo, Massive Rose, Gape and Prolapse in Chastity Extreme Anal

3 months ago

xHamster

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05:15

Anna May Playing and Cum

3 months ago

xHamster

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12:23

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3 months ago

xHamster

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10:19

My New Chastity Cage!

3 months ago

PornHub

chastity, solo, amateur
06:22

Ts Lucy Morningstar y su Xhamster Live

3 months ago

xHamster

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09:46

Latex Sissy gets used

3 months ago

xHamster

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09:35

Chastity femboy palys with his balls and pussy

3 months ago

PornHub

feet, femboy, solo, chastity
06:47

Sis-k Pinky Chinese Dress Ep3: Fapping

3 months ago

xHamster

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15:39

Sissy playing with dildo until cumming

3 months ago

xHamster

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05:22

Pathetic Sluts Need to be Filled with Cock & Always Keep Their Clittys Locked!

3 months ago

xHamster

sissy, chastity
07:21

Spunking in Shoe Chastity

3 months ago

xHamster

sissy
07:43

Brunette Sissy in Chastity and Fishnets Rides Dildo

3 months ago

xHamster

femboy
10:44

Trans latina Riding huge dildo

3 months ago

xHamster

amateur, creampie, crossdresser, webcam, sissy
07:57

Chastity Sissy Anal Training Jessica Bloom Anal Instructions

3 months ago

HClips

solo, sissy, chastity, instruction, train
14:34

Sis-k Pinky Chinese Dress Ep2: Anal Play

3 months ago

xHamster

solo, amateur, dress, mature, chastity
09:24

Flat caged sissy's how to eat your own cum

3 months ago

xHamster

sissy, cumshot, chastity, cum in mouth
05:39

Playing with my anal beads, caged

4 months ago

xHamster

greek, crossdresser, anal
09:39 75%

Sissy Candy in black lingerie and chastity is locked and impaled on her dildo stand

4 months ago

xHamster

black, fetish, bondage, dildo, lingerie, crossdresser, sissy
07:52

Sissy Holy - Chastity Masturbation Instructions - how I play with myself

4 months ago

xHamster

mature, beauty, BDSM, ladyboy, sissy, chastity
11:22

Thick chubby Femboy needs a BBC

4 months ago

xHamster

femboy, BBC, sissy, chubby, big ass
10:11

Sisk Release Her Clit From Chastity Cage

4 months ago

xHamster

small cock, chastity, clit
09:13

Together In A Life Of Chastity

4 months ago

ShemaleZ

solo, POV, chastity
08:21

Chastity Sissy Anal Training Jessica Bloom Anal Instructions

4 months ago

PornHub

babe, sissy, amateur, chastity, solo
2:00:13

Black Tranny Jizz Jam (Full Movie)

4 months ago

xHamster

shemale, black, big cock, full movie, blowjob, chastity
06:50

Anal Slut Squirts in Chastity with Fuck Machine

4 months ago

xHamster

train, crossdresser
06:53

Mommy Holy - It's Ok The Doctor Said So - a JOI story with a little CEI

4 months ago

xHamster

crossdresser, JOI, pantyhose, mom, chastity
25:45

Holys Trippy Quad of 20+ orgasms during webcam - pillow humping with legs & feet focus

4 months ago

xHamster

pantyhose, shemale, sissy, chastity
21:39

Chastity Sub Sprays Ruined Orgasm Everywhere

4 months ago

HClips

amateur, orgasm, shemale, chastity, fetish
05:30

Behind the scenes with trans model Alexandra Braces Star before shooting a new fuck video

4 months ago

xHamster

mature, crossdresser, behind the scenes, chastity, sissy
05:10

Chastity Slut Shows Us How to Train You Sissy Pussy

4 months ago

xHamster

sissy, amateur, small cock, chastity
11:30

Big cock TGirl barback anal fucks mature guy in chastity

4 months ago

PornHub

mature, mature anal, big cock, chastity
25:00

Black Tranny Jizz Jam - Episode 1

4 months ago

xHamster

black, big cock, shemale, chastity
11:16

Latex sissy maid Candy fucked by a fucking machine in chastity while playing with her dildos

4 months ago

xHamster

fetish, crossdresser, chastity, amateur, latex, machine
17:39

Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce

4 months ago

xHamster

chastity, sissy, fetish, toys
09:44 68%

Together in a life of chastity

4 months ago

xHamster

beauty, POV, muscle, dildo, solo, chastity
06:48

Anal Slut Chained to the Fuck Machine by Her Balls

4 months ago

xHamster

small cock, bondage, dildo, chastity, femboy
17:37

Chastity guide : A review of all metal chastity cages by sissy joyce

4 months ago

PornHub

sissy, amateur, chastity, shemale
06:24

Fucking Myself for a Hands Free Orgasm in My Metal Cage

4 months ago

xHamster

chastity, hands free
14:11

Lizzy Yum july 2024 dilate and masturbate #4 chastity fantasy bathing pussy clit boobs

4 months ago

xHamster

amateur, chastity
06:43

Sissy selfbondage breathplay

4 months ago

xHamster

ladyboy, chastity, BDSM
05:37

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

4 months ago

xHamster

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05:22

Cutie Makes Sure Her Asshole is Streatched Out & Ready For Cock at a Moments Notice

4 months ago

xHamster

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07:25

Sissy Maid Cums & Squirts Hard from Anal Fucking Machine in Chastity Cage - Jessica Bloom

4 months ago

xHamster

beauty, squirt, prostate, dildo, machine, sissy, chastity
07:23

Sissy Maid Cums & Squirts Hard from Anal Fucking Machine in Chastity Cage - Jessica Bloom

4 months ago

PornHub

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05:08

Sissy selfbondage extrem breath control

4 months ago

xHamster

shemale, BDSM, chastity, spanish, bondage
05:40

Extreme dildo for my hungry hole

4 months ago

xHamster

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07:10

How to Put on a Chastity Cage and Train Your Ass with a BBC

4 months ago

xHamster

femboy, crossdresser, chastity, BBC
12:36

Some sissy fun

4 months ago

xHamster

pissing, anal, BDSM, masturbation, sissy, chastity
05:24

Sexy sissy maid in chastity suck dick

4 months ago

xHamster

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14:06

HD: Sexy Sissy Doll Trains Her Ass with a BBC dildo locked in Chastity

5 months ago

xHamster

brazil, BBC, femboy, crossdresser
21:19

Twin Game

5 months ago

xHamster

handjob, crossdresser, compilation, chastity
06:46

Sissy BarbieLoki Dildo Play and Cumshot

5 months ago

xHamster

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05:19

Putting on a mini chastity cage - front view

5 months ago

xHamster

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05:23

10 Min Dildo Fucking While Locked up in Chastity Cage

5 months ago

xHamster

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06:01

Filthy Anal Slut - Sissy Kenzie Star

5 months ago

xHamster

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10:39

Twink playing with his butt in chastity

5 months ago

PornHub

amateur, chastity
06:37

Sexy Blonde Femboy in Chastity - Bailey Wilde Photoshoot

5 months ago

xHamster

anal, chastity, amateur, femboy
06:33

Putting on a small chastity cage

5 months ago

xHamster

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05:38

Trans sissy slut with blue hair going crazy with big dildos - MercurySissy aka Mercury Montana riding and training in chastity

5 months ago

xHamster

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05:42

Good anal cumshots without hands vladasexytrans

5 months ago

xHamster

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06:54

Vikki Deep dripping cum and sweat after intense fuck machine session while in chastity!

5 months ago

xHamster

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08:04

Fuck machine and a big dildo fuck Vikki Deep in chastity and cute dress!

5 months ago

xHamster

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05:35

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5 months ago

xHamster

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08:39

Locking My Sissy SLUTS Clitty in a Pink Chastity Cage Pussy that says Sissy

5 months ago

PornHub

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08:02

Vikki Deep in chastity clip and cute dress and heels vs fuck machine

5 months ago

PornHub

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05:10

Pretty in pink

5 months ago

xHamster

amateur, mature, crossdresser, sissy
07:23

I Get Horny when i use Chastity cage.

5 months ago

xHamster

masturbation, big ass, ebony
22:03 45%

Chastity Sub Sprays Ruined Orgasm Everywhere

5 months ago

PornHub

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10:07

Crossdresser gets machine fucked with XXL Monster Dildos #7

5 months ago

xHamster

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16:14

Crossdresser gets machine fucked with XXL Monster Dildos #9

5 months ago

xHamster

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07:51

Diaper Sissy wearing many fat diapers in chasity - ElisaSecrets69

5 months ago

xHamster

BDSM, diaper, chastity
15:57

Crossdresser gets machine fucked with XXL Monster Dildos #11

5 months ago

xHamster

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11:00

Crossdresser gets machine fucked with XXL Monster Dildos #10

5 months ago

xHamster

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12:43

Crossdresser gets machine fucked with XXL Monster Dildos #8

5 months ago

xHamster

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24:42

Crossdresser gets machine fucked with XXL Monster Dildos #5

5 months ago

xHamster

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07:32

College Girl Anal Sissy Multiple Chastity Cumshots Jessica Bloom

5 months ago

PornHub

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18:52

Sissy Hope great, hot and private compilation moments.

5 months ago

xHamster

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06:01

Chastity cage how-to

5 months ago

xHamster

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08:30

Pretty Sissy In Pink Playing With Herself

5 months ago

xHamster

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07:00

Crossdresser gets machine fucked with XXL Monster Dildos #1

5 months ago

xHamster

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