TRANNY • CHASTITY 2,058 videos

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23:19

Ghotic trap solo in chastity

5 years ago

HClips

chastity
19:57

Sissy Joy pounded By Her mistresse With A thong On while Locked In Chastity

6 years ago

ShemaleZ

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04:03

Hot Sissy In Chastity Strapon Fucked By Dominatrix

1 year ago

ShemaleZ

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09:02

Gudrun And Angie In Chastity And Pump Plug Games

2 years ago

HClips

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09:47

Sissy Maids Self Suspension Bondage

3 years ago

xHamster

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26:00

Casey The Anal Slut In Chastity Plays With Her Toys Part 2

3 years ago

ShemaleZ

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01:19

Pee in Chastity outside

6 years ago

xHamster

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02:49

Chastity

7 years ago

xHamster

chastity
03:28

Sissy Jenna’s Anal Orgasm in Chastity

6 years ago

ShemaleZ

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14:26

Sissy Francesca Anal Play In Chastity

3 years ago

Upornia

toys, chastity
16:00 64%

Baby Doll - Sissy Chastity, Fills Hole And Is Humiliated

3 years ago

HClips

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03:56

My New Inverted Chastity Cage Comes w a Tiny Fake Diik Attachment

1 year ago

xHamster

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03:04

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2 years ago

xHamster

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06:01 78%

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5 years ago

ShemaleZ

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10:53

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3 years ago

TXXX

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10:53

Sexy Sissy In Chastity Sexyasiansissy

3 years ago

Upornia

chastity
04:20

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4 years ago

xHamster

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04:33

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4 years ago

xHamster

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06:29

Sissy Boy Cums In Chastity For Daddy

2 years ago

Upornia

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13:29

Sissylucylove Trans Cum And Eat My Cum Chastity Selfsuck Edge

3 years ago

ShemaleZ

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03:33

Chastity caged at bedtime

8 years ago

ShemaleZ

chastity
11:24

Skitty in Pump it Up

3 years ago

xHamster

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02:44

Davine locked in Prince Albert Chastity

3 years ago

xHamster

bondage, piercing, chastity
14:36 60%

Fed My Own Cum Strapped to Fucking Machine Chair in Chastity - Sissy Maid

2 years ago

xHamster

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05:34

Slutty Sissy Pirate Cage Dance by Sissy Mindy

1 year ago

xHamster

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06:38 75%

Sissy Lucy Gets Spanked In Chastity 7 Min

4 years ago

HClips

spanking, chastity
07:42

Sissy Lucy in chastity ass fucked by huge dildo

4 years ago

xHamster

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05:10

Trans Woman in Chastity Fucked Missionary POV

2 years ago

xHamster

BDSM, missionary, chastity
04:38

Posting my chastity key goes wrong

1 year ago

xHamster

outdoor, lingerie, british, sissy, chastity
08:19

Chastity Caged At Bedtime

3 years ago

HClips

chastity
02:56

Sissy sarah hypno locked up chastity

4 years ago

xHamster

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04:59

Sukey Wearing Chastity Belt 2

2 years ago

ShemaleZ

chastity
20:21

Gorgeous Shemale Fingering Herself in Chastity

3 years ago

xHamster

18, chastity
03:40

Sissy TGirl Lucy Pissing In Her Chastity Cage at SheWorld

5 years ago

HClips

pissing, sissy, chastity
04:15

Ts Kelsey Masters Fucked Raw In Chastity

2 years ago

ShemaleZ

chastity
02:48

The Meaning of Life - Diamond Chastity

10 years ago

xHamster

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07:16

Sissy fuck in chastity

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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12:28

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2 years ago

xHamster

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09:41

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8 years ago

xHamster

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03:16

Ts In Bondage And Chastity Dominated And Fucked

2 years ago

ShemaleZ

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14:11 67%

Its Okay To Want To Fuck Trannies (part 1) Transgender Encouragement Seduction Tgirl Feet & Ass

2 years ago

ShemaleZ

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04:34

Big Dildo In Ass And Chastity. No Cum! - Amanda S

3 years ago

ShemaleZ

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02:19

Chastity Loads of cum

2 years ago

xHamster

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07:56 67%

Pink Sissy Locking Her Tiny Limp Clitty In The Smallest Chastity Cage

4 years ago

ShemaleZ

chastity
09:39

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom 10 Min

3 months ago

HClips

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04:01

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5 years ago

ShemaleZ

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05:52

Hot Sissy Anal Slide In Chastity Cage

2 years ago

HClips

chastity
05:47

Lily Leigh Cam Show - November 21st 2023 - Chastity Cage & Dildo Private Show

1 year ago

ShemaleZ

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11:41

2 Sissy Latex Nurses Getting Pegged In Chastity By Milf Lisa

1 year ago

ShemaleZ

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03:09 88%

AB085 Lustful Abby Kitty be Master's sissy slave -chastity (Chinese and English subtitles)

1 year ago

xHamster

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10:31

Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Massive Cumshot Jessica Bloom

3 years ago

xHamster

orgasm, chastity
09:37

Starla Releases Randy From Chastity

7 years ago

ShemaleZ

chastity
04:36

Crystal Paige playing solo

2 years ago

xHamster

mature anal, heels, chastity
08:44 75%

Dominatrix Fucks Hot Crossdresser In Chastity

1 year ago

ShemaleZ

BDSM, crossdresser, chastity
08:14

Erika Oak Cums In Chastity From Her Vibrator

3 years ago

xHamster

vibrator, chastity
06:38

Fat Sissy cums in inverted cage after 3 weeks of chastity

1 year ago

xHamster

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10:42

Sissy Slut Anal Masturbation With Clit Closed In Chastity Sc.17

2 years ago

ShemaleZ

clit, chastity
10:18

Chastity Sissy Anal Orgasms And Licking Cum Of Feet Jessica Bloom And Femdom Polieana

1 year ago

TXXX

feet, femdom, POV, orgasm, sissy, anal orgasm, chastity
26:15

Naughty Chastity Sandy.

6 years ago

ShemaleZ

chastity
02:28

Transgender in Chastity Fucked Doggystyle

2 years ago

xHamster

BDSM, dogging, sissy, chastity
16:51 70%

Cute pink haired trans woman masturbating in chastity

3 years ago

xHamster

cute, dildo, BDSM, anime, chastity, solo
19:33 80%

She Is So Horny That She Got Erection In Chastity

3 years ago

ShemaleZ

chastity, brunette
01:30

Sisk Unlock Her Chastity Cage and Play with Her Clitty Dick

1 year ago

xHamster

bathroom, chastity
03:37

Sissy in chastity sucking cock

8 years ago

ShemaleZ

POV, chastity
07:36

Chastity desire, Gudrun and Angie

5 years ago

xHamster

mature, mature anal, chastity
08:43

Watch my ass take this 10inch cock deep and cum in chastity

3 years ago

xHamster

chastity, cum in ass
21:39

Chastity Sub Sprays Ruined Orgasm Everywhere

1 year ago

HClips

amateur, orgasm, shemale, chastity, fetish
01:32

Sissy in Chastity, Sissy Panties, Sissy Tattoo

3 years ago

xHamster

panties, chastity
02:05 83%

Femboy Fucks Crossdresser in Chastity Doggystyle

1 year ago

xHamster

shemale, crossdresser, sissy, chastity, femboy
19:00

Sissy Lucy being locked in metal Chastity for Locktober

4 years ago

xHamster

couple, BDSM, 18, chastity
02:17

Gasmasked Sissy Enjoying Extra Tight Chastity Cage

2 years ago

xHamster

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08:50

Femboy In Chastity Cage Plays With His Bad Dragon Nova. Cums From Vibrator And Fuck Machine

2 years ago

TXXX

toys, machine, vibrator, chastity
16:32

Sissy In Chastity Getting Her Asshole Whipped Before Getting Anally Barebacked

2 years ago

Upornia

asshole, chastity
07:32

Young Sissy Casting Sissy Fucked Hard In Chastity Fisting Sissy Maker Sissy Story Extreme Pegging

3 years ago

ShemaleZ

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05:05

Sissy Cum In Inverted Chastity Cage After Being Denied For 60 Days

1 year ago

Upornia

chastity
06:09

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1 year ago

xHamster

dildo, cheerleader, chastity, crossdresser
1:00:38

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2 years ago

xHamster

fisting, BDSM, machine, chastity
15:31

Trans slave in chastity made to bury her belongings by her Mistress

6 years ago

ShemaleZ

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05:13

CD Lacy Rose Butt Plug, Dildo & Tail.

1 year ago

xHamster

homemade, chastity, heels
05:22

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

11 months ago

xHamster

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03:44

Latex Rubberdoll Ruined Orgasm In Chastity

3 years ago

HClips

latex, orgasm, chastity
04:15 80%

Vlada Russian of tranny maid Fucks herself in the ass with a chastity belt

6 years ago

ShemaleZ

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06:15

Redhead sissy in chastity riding BBC dildo

6 years ago

ShemaleZ

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08:08

Machine fucking in chastity cage

2 years ago

xHamster

BDSM, machine, chastity
10:19

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom

1 year ago

xHamster

orgasm, fisting, british, anal orgasm, chastity
01:15

Subby's Secret... Tranny with chastity belt and gag while shopping!!

2 years ago

xHamster

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11:09 86%

Femboy Cums In Chastity Then Strokes Himself To A Second Orgasm

3 years ago

ShemaleZ

orgasm, chastity
05:55

Trans Kelsey Masters Big Ass Fucked Raw While In Chastity

2 years ago

ShemaleZ

big ass, chastity
05:50

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

8 months ago

xHamster

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07:45

Exposedforyou Sissy Strip Tease, chastity, plug, ass dildo

5 years ago

xHamster

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05:15 79%

German trans girl cums while being locked up in chastity by her jealous boyfriend - solo masturbation - Emily Adaire TS

3 years ago

xHamster

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03:24

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7 years ago

ShemaleZ

chastity
24:57

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5 years ago

TXXX

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08:13

Sexy Sissy In Chastity Strapon Fucked By Dominatrix

1 year ago

ShemaleZ

strapon, chastity
01:45

Trans Beauty in Chastity Fucked

2 years ago

xHamster

chastity
05:47

Cutie Trans Sissy In Chastity Scarlet Sky Collared And Leashed To Wall For Playtime!

2 years ago

ShemaleZ

chastity
02:07

Dominatrix Fucks Crossdresser Handcuffed in Chastity

1 year ago

xHamster

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01:09

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5 years ago

xHamster

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03:23

Sisk On Pink Thong And Chastity Cage Release

2 years ago

ShemaleZ

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04:06

Cute Sissy Cums in Her Own Mouth in Chastity

3 years ago

xHamster

cum in mouth, chastity
13:04

Nasty Shemale Sorona Strokes Her Cock With A Hair Clip Chastity Cage And Cum All Over

2 years ago

ShemaleZ

chastity
21:53

Cumming in Chastity-Self Bondage Gasmask Suspension Harness

2 years ago

xHamster

latex, bondage, BDSM, chastity
06:12

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5 years ago

HClips

outdoor, chastity
08:06

Slutty Femboy Maid In Chastity Takes Rough Anal Training Oscar20xxx

2 years ago

HClips

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12:12

Sissy Marissa Plays with Herself

1 year ago

xHamster

shemale, crossdresser, chastity, latex, fetish
03:16

Perfect Sissy in chastity

5 years ago

xHamster

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16:07

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

2 years ago

xHamster

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07:41

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9 years ago

TXXX

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05:15

SISSY SLUT SHOWS OFF AND PUSHES OUT BUTT PLUG

1 year ago

xHamster

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04:42

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2 years ago

xHamster

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06:46

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1 year ago

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02:56

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2 years ago

xHamster

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04:57

Ebony Tgirl Chastity thrusts her dick inside her lovers butt

8 years ago

ShemaleZ

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04:48

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5 years ago

ShemaleZ

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09:29 40%

Hotwife Fucks Her BBC Bull As Sissy Cuckold In Lingerie And Chastity Cage

5 years ago

ShemaleZ

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03:38

Sissy boy has multiple sissygasms

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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10:20

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6 years ago

ShemaleZ

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02:06

Sissy Lucy gets Pegged in Chastity whilst trying to wash up

4 years ago

xHamster

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