TRANNY • CHASTITY 2,058 videos

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25:00 25%

Black Tranny Jizz Jam - Episode 1

1 year 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

1 year ago

xHamster

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17:39

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

1 year ago

xHamster

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09:44 77%

Together in a life of chastity

1 year ago

xHamster

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06:48

Anal Slut Chained to the Fuck Machine by Her Balls

1 year ago

xHamster

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17:37

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

1 year ago

PornHub

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06:24

Fucking Myself for a Hands Free Orgasm in My Metal Cage

1 year ago

xHamster

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06:43

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1 year ago

xHamster

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14:11

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1 year ago

xHamster

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05:37 86%

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

1 year ago

xHamster

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05:22

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

1 year ago

xHamster

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07:25

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

1 year ago

xHamster

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07:23

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

1 year ago

PornHub

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05:08

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1 year ago

xHamster

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07:10

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

1 year ago

xHamster

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12:36 75%

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1 year ago

xHamster

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05:24

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1 year ago

xHamster

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14:06

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1 year ago

xHamster

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21:19

Twin Game

1 year ago

xHamster

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06:46

Sissy BarbieLoki Dildo Play and Cumshot

1 year ago

xHamster

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05:23

10 Min Dildo Fucking While Locked up in Chastity Cage

1 year ago

xHamster

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10:39

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1 year ago

PornHub

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06:37

Sexy Blonde Femboy in Chastity - Bailey Wilde Photoshoot

1 year 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

1 year ago

xHamster

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05:42

Good anal cumshots without hands vladasexytrans

1 year ago

xHamster

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06:54

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

1 year ago

xHamster

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08:04

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

1 year ago

xHamster

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08:39

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

1 year ago

PornHub

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08:02

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

1 year ago

PornHub

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05:10

Pretty in pink

1 year ago

xHamster

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07:23

I Get Horny when i use Chastity cage.

1 year ago

xHamster

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22:03

Chastity Sub Sprays Ruined Orgasm Everywhere

1 year ago

PornHub

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24:42

Crossdresser gets machine fucked with XXL Monster Dildos #5

1 year ago

xHamster

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16:14

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1 year ago

xHamster

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15:57

Crossdresser gets machine fucked with XXL Monster Dildos #11

1 year ago

xHamster

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11:00

Crossdresser gets machine fucked with XXL Monster Dildos #10

1 year ago

xHamster

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12:43

Crossdresser gets machine fucked with XXL Monster Dildos #8

1 year ago

xHamster

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10:07

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1 year ago

xHamster

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07:51

Diaper Sissy wearing many fat diapers in chasity - ElisaSecrets69

1 year ago

xHamster

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07:32

College Girl Anal Sissy Multiple Chastity Cumshots Jessica Bloom

1 year ago

PornHub

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18:52

Sissy Hope great, hot and private compilation moments.

1 year ago

xHamster

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08:30

Pretty Sissy In Pink Playing With Herself

1 year ago

xHamster

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36:02

Crossdresser gets machine fucked with XXL Monster Dildos #2

1 year ago

xHamster

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07:00

Crossdresser gets machine fucked with XXL Monster Dildos #1

1 year ago

xHamster

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07:02

Sissy virgin loser in ball weights and chastity angel Scarlett black

1 year ago

PornHub

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05:17

Man Put in Chastity and Dressed as Maid for Job

1 year ago

xHamster

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22:21

Smokin hot trans chick has anal orgasm while in chastity

1 year ago

PornHub

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08:18

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1 year ago

xHamster

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07:06

Sissy Slut hole showcase - MercurySissy aka Mercury Montana in chastity showing hole - trans solo

1 year ago

xHamster

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10:04

Caged sissy rides pink dildo with anal orgasms

1 year ago

xHamster

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11:12

Sissy Femboy Anal Masturbation Compilation - Chastity and Feminization Progress

1 year ago

xHamster

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18:54

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1 year ago

HClips

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11:18

Trans Women Use Dildo, Butt Plug, Vibrator, Chastity and More

1 year ago

xHamster

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05:45

Sissy in Chastity Gets Fucked Hard by Dildo Sex Machine

1 year ago

xHamster

solo, chastity
27:31

Self Suspension Bondage - Sissy Maid

1 year ago

xHamster

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06:44

Chastity Shemale Gets Gaped by Dildo Fucking Machine

1 year ago

xHamster

solo, sissy, chastity
05:19

Sissy Ladyboy Chastity Training Getting Fucked Hard by Dildo Sex Machine

1 year ago

xHamster

anal
08:52 72%

Luxia_tv, submissive and with the chastity cage

1 year ago

xHamster

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06:06

Sissy training - Dildo and electric chastity cum

1 year ago

xHamster

chastity, BDSM, domination
08:23

Slutty Shemale Rides Big Black Cock Sex Doll for Sissygasm

1 year ago

xHamster

big cock, BBC, chastity
05:54

Ts Girl Assfucks Her Boyfriend - Chastity Michaels

1 year ago

ShemaleZ

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07:09

Sissy Leona Plays with Her Ass and Clitty

1 year ago

xHamster

beauty, chastity, sissy
41:54

Sissy femboy in chastity cage ballbusts to hands free orgasm

1 year ago

xHamster

masturbation, chastity, BDSM
05:14 71%

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

1 year ago

xHamster

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05:13

CD Lacy Rose Butt Plug, Dildo & Tail.

1 year ago

xHamster

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07:12

Sissy's anal dildo challenge

1 year ago

xHamster

chastity
05:54

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1 year ago

xHamster

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07:17

Niqab shemail locked in chastity and fucking dildo

1 year ago

xHamster

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07:25

Knotting my bad dragon taking a tall boy can and a wine bottle all the way in my ass deep. Think you could wear me out?

1 year ago

xHamster

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06:38

Fat Sissy cums in inverted cage after 3 weeks of chastity

1 year ago

xHamster

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08:50 60%

Slut Cums Into her Own Mouth, Multiple Sissygasms, While Sounding, Vibrator on Her Chastity Cage, In the Woods, Etc!

1 year ago

xHamster

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22:39

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1 year ago

xHamster

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09:45

Sissy Marissa buys a fuck machine

1 year ago

xHamster

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10:24

Sissy Marissa trainning her hole for use

1 year ago

xHamster

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07:29

Cheerleader femboy trying to cum in chastity with toys

1 year ago

xHamster

vibrator, POV, crossdresser, femboy
07:18 60%

Cute Crossdresser Leopard Dress and Red Heels

1 year ago

xHamster

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05:56

Sissy using fuck machine to try and cum in chastity

1 year ago

xHamster

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05:21

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1 year ago

xHamster

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05:16

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1 year ago

xHamster

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07:23

F Machine Alpha Fucks Sissy Asshole - Jessica Bloom Chastity Orgasm And Cum In Mouth

1 year ago

xHamster

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06:04

Sissy un pink chastity cage enjoys filling her ass with a huge dildo

1 year ago

xHamster

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09:53

Ebony ass play!

1 year ago

xHamster

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12:18

Sissy Doll Risky Anal Masturbation in Pubilc Restroom with 3 Dildos

1 year ago

xHamster

latex, dildo, crossdresser, masturbation, sissy, chastity
09:53

Luzia_Tv, Anal show in chastity riding until we..

1 year ago

xHamster

cumshot, solo
07:02

Cow Femboy In Chastity

1 year ago

ShemaleZ

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05:19

Sissy taniax ride huge black dildo in the hallway

1 year ago

xHamster

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16:06

Schoolgirl 18+ Crossdresser Desperately Tries To Cum Having A Chastity Cage (cum Replay In Slow-motion)

1 year ago

Upornia

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06:02

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1 year ago

xHamster

chastity, dildo, mature anal
06:46 71%

Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum

1 year ago

TXXX

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07:40

Trans goth bbgirl adaklein wants your cum so bad

1 year ago

xHamster

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09:17

Vibrating My Clit Till It Escaped Chastity! Then I Kiss It!

1 year ago

Upornia

solo, vibrator
12:12

Sissy Marissa Plays with Herself

1 year ago

xHamster

shemale, crossdresser, chastity, latex, fetish
05:36

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1 year ago

xHamster

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05:24

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1 year ago

xHamster

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10:55 86%

SissyCDMish - qos sissy camwhore with chastity cage, butt plug and dildo

1 year ago

xHamster

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08:45

Femboy Fuckmachine Sexy Lingerie Electro Chastity

1 year ago

Upornia

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07:28

Violet Chastity Chained To Fuck Machine

1 year ago

TXXX

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09:43

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1 year ago

xHamster

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07:10 86%

Best Feminization Ever (clothes / Make Up / Boobs / Chastity / Nails / Plug / High Heels)

1 year ago

ShemaleZ

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10:01

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1 year ago

ShemaleZ

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10:01

Very Hot Blonde Crossdresser In Chastity Fucked

1 year ago

ShemaleZ

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05:18

Sissy selffuck with Dragon dildo

1 year ago

xHamster

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10:22

Dildo fuck with Dragon toy

1 year ago

xHamster

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27:59

Sissy Maids Self Suspension Bondage in Chastity

1 year ago

xHamster

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08:45

Sissy Maid Strapped to Bed Spread Eagle in Chastity with Vibrating Sheath and Tens Unit

1 year ago

xHamster

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09:51

Showering In Steel Chastity And Latex

1 year ago

TXXX

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07:13

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1 year ago

ShemaleZ

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14:38

Sissy In Chastity With Ripped Gym Pants And Getting Her Hole Destroyed

1 year ago

ShemaleZ

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06:00

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1 year ago

xHamster

shemale, chastity, sissy, stockings, BBC
33:59

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1 year ago

ShemaleZ

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09:15

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1 year ago

xHamster

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09:44

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1 year ago

xHamster

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10:44

Sissy Maid Struggling In New Armbinder And Steel Chastity Belt With 7 Dildo Locked Inside

1 year ago

ShemaleZ

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11:52

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

1 year ago

xHamster

german, sissy, chastity
33:20

Trans Latex Hands Free Cum Piss Drinking Chastity Fuck Xxxsamanthaphd

1 year ago

ShemaleZ

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07:11

Hot Trans Woman In Chastity Fucked Cowgirl 7 Min With Kelsey Masters

1 year ago

ShemaleZ

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25:15

Francis Malice Sissy Dream 1

1 year ago

xHamster

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13:02 61%

Clark Delgaty - Heteroflexible - Femboy Kay La Soumise Gets Anal Creampied By For Chastity Cage Key

1 year ago

ShemaleZ

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08:26 75%

Anal Orgasm In Chastity Cage For A Tied Femboy

1 year ago

ShemaleZ

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09:28

Sissy Fuckdoll Machine Bred

1 year ago

xHamster

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