TRANNY • CHASTITY 2,008 videos

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06:09

Jessica Is All Dressed Up In Her Latex Doll Outfit, Tightly Squeezed In Chastity And Stetches Her Fuck Hole

3 days ago

HClips

chastity, dress, latex, shemale
22:05 22%

Sissy Slave - Disciplinary Cbt And Tease For Sissy Chastity Slave By Mistress Mercer

2 weeks ago

HClips

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40:45 29%

AJ Fresh Gray Perrier CHASTITY FUCKDOLL5 (1080) - Tranny Videos XXX

2 weeks ago

TXXX

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14:05

Young Shemale In Chastity And Latex Gets Fucked By Older Guy

1 month ago

ShemaleZ

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10:19 80%

Very Hot Blonde Crossdresser In Chastity Fucked

1 month ago

HClips

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08:34 83%

Ivy Rose - Chastity Maid Gets Punished By Trans Mistress

2 months ago

HClips

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06:06

Chastity Michaels And Gabriel Dalessandro - Ebony Ts Girl Trades Assfucks

2 months ago

ShemaleZ

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08:06

Sissy Crossdresser - Trans Woman In Chastity Fucked Hard - Compilation 5

2 months ago

HClips

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08:06

Sissy Crossdresser - Trans Woman In Chastity Fucked Hard - Compilation 1

3 months ago

HClips

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09:28

Bailey Wilde And Chisholm Of Boston In Hot Trans Fucked In Chastity

3 months ago

HClips

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06:31

Chastity Slut Anal Orgasms Into Condom Sissy Milkshake With Jessica Bloom, Sissy Crossdresser And Sissy Jessica

3 months ago

HClips

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06:15

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3 months ago

TXXX

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36:36 95%

Blackate - Russian Trans In Chastity Demolished And Bred By Bbc

3 months ago

ShemaleZ

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10:40

Luci Belle And Rachael Belle - Trans Chastity Beauties Tease With Toys

4 months ago

ShemaleZ

stockings, chastity
07:41

Chastity Sissy Cums From Big Fucking Machine And Swallows Her Own Cum With Verified Amateurs

4 months ago

HClips

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05:02

Bailey Wilde And Chisholm Of Boston In Hottest Crossdresser In Chastity Fucked Reverse Cowgirl

4 months ago

HClips

amateur, crossdresser, chastity
10:04 50%

Bailey Wilde And Chisholm Of Boston - Hottest Crossdresser In Pink Chastity Fucked Missionary

4 months ago

HClips

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12:24

Chastity Slut In Black Stockings And Lingerie Playing

4 months ago

HClips

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09:45 93%

Cute Trans Slut Gets Fucked By Bbc In Chastity - Verified Amateurs

5 months ago

HClips

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03:59 69%

Sissy Crossdresser In Hot Blonde Crossdresser In Pink Chastity Fucked Doggystyle

5 months ago

HClips

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10:43

Trans Women Use Dildo, Butt Plug, Vibrator, Chastity 11 Min With Kelsey Masters And Bailey Wilde

5 months ago

HClips

vibrator, chastity
23:38 82%

Luci Chastity Beauties Tease With Toys With Belle Trans, Rachael Belle And Luci Belle

6 months ago

ShemaleZ

chastity, shemale, stockings, lingerie, toys
08:06 87%

Trans Chastity Beauties Tease With Toys

7 months ago

ShemaleZ

chastity, stockings, shemale, beauty, lingerie, tease
10:03

Hot Blonde Trans Fucked While In Chastity

7 months ago

HClips

shemale, amateur, chastity, stockings
09:02 51%

Sissy Submissive Bitch Gets Fucked Hard In A Chastity By Cruel Mistress And Her 13 Inch Bbc Strapon

7 months ago

HClips

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07:19

Hot Blonde Crossdresser In Chastity Fucked

7 months ago

HClips

crossdresser, chastity, amateur
06:59

Pandora Melanie in Chastity Cage - DreamTranny

8 months ago

TXXX

bareback, mature, chastity
06:06

Black Ts Girl Does Butt Fucking Wi With Gabriel Dalessandro And Chastity Michaels

8 months ago

ShemaleZ

ebony, chastity, black
52:59

Lizzy Yum In April 2023-welcome Home Lizzy-bdsm Female Chastity Post Op Pussy Masturbation

8 months ago

HClips

BDSM, shemale, solo, chastity, post op, piercing
08:25 63%

Cute Tgirl In Chastity Self Facial

8 months ago

HClips

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08:16 14%

Bailey Wilde And Cassidy Cream In Dominatrix Fucks Hot Crossdresser In Chastity 9 Min

8 months ago

HClips

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09:39

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom 10 Min

8 months ago

HClips

feet, orgasm, machine, slut, anal orgasm, chastity
21:45 67%

Flat Chastity Sissy

10 months ago

xHamster

squirt, dildo, sissy, chastity
11:42

Skinny femboy in chastity fuck BBC

10 months ago

xHamster

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08:58 89%

Lara Croft Anal Tomb Raider #1 - Jessica Bloom Fisting & Anal Stretching

10 months ago

xHamster

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05:27 88%

Trans girl is locked up in chastity, but still giving ass - Emily Adaire ts

10 months ago

xHamster

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06:48

Sissy Paula plays with big Dildo

10 months ago

xHamster

amateur, chastity, dildo, solo, german, sissy
06:29 14%

Such a Happy SpitRoasted Sissy Slut, Her Holes So Full

10 months ago

xHamster

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10:14

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom

10 months ago

xHamster

amateur, machine, chastity
09:44

Anal Pleasure

10 months ago

xHamster

sissy, crossdresser, chastity
08:57

Latina Tgirl sucks Dildo Fuck her Ass and Cums in Chastity

10 months ago

xHamster

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10:26

BDSM Sissy Slut in Chastity Spankings and Sissygasm Riding Dildo

10 months ago

xHamster

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05:21

Slut Jessica Bloom Rides 11 Inch Qutoys Didlo Balls Deep - Chastity Sissygasm Cumswallow

10 months ago

HClips

chastity, amateur, riding
10:03 67%

Sexy Blonde Crossdresser in Chastity Fucked

10 months ago

xHamster

BDSM, crossdresser, domination, sissy, chastity, femboy
06:07

Gabriel Dalessandro And Chastity Michaels In Black Ts Girl Gets Her Big Male St

11 months ago

ShemaleZ

black, outdoor, ebony, interracial, big cock, chastity
22:08 90%

Trans Chastity Slut Gets Leashed & Used By Stud - Dusti Bunni And Andre Stone

11 months ago

HClips

amateur, POV, tattoo, blonde, slut, chastity
12:55 60%

Sissy in Lingerie and Chastity Rides Her Doll

11 months ago

xHamster

amateur, sissy, crossdresser, chastity, lingerie
18:54 74%

Dominant big cock TGirl Lucy bareback fucking her chastity sub

11 months ago

xHamster

mature, mature anal, big cock, domination, shemale fucks guy, chastity
05:29 71%

Sissy Slut Spanked Fisted And Fed Her Own Cum by Mistress Polieana

11 months ago

xHamster

femdom, anal, fisting, crossdresser, british, spanking, swallow
09:19

Sissy Girl Locked in Chastity and Playing with Her Dildos

11 months ago

xHamster

crossdresser, solo, sissy, amateur, chastity
08:40

Feminized Sissy Slave Dildo Anal Training and Sissygasm in Chastity

11 months ago

xHamster

BDSM, stockings, sissy, chastity, hands free
16:20

Slutty Trap Girl Really Enjoys Her Dildos And Chastity 5/5

11 months ago

HClips

solo
09:58 53%

VERY HOT Crossdresser in Pink Chastity Fucked

11 months ago

xHamster

anal, chastity, crossdresser, amateur, sissy, big cock
07:15 82%

Hot Blonde Sissy Bailey Wilde in Chastity Fucked Missionary

11 months ago

xHamster

BDSM, crossdresser, domination, sissy, missionary, chastity, femboy
15:26

Sissy Maid Cums in Chastity and in Bondage and Swallows Her Sissy Cum

11 months ago

xHamster

sissy, crossdresser, hands free, bondage, chastity, swallow
26:40

Slutty Trap Girl Really Loves Her Dildos And Chastity

11 months ago

HClips

chastity, amateur
05:47

Anal Slut Jessica Bloom Rides 11 Inch Qutoys Didlo Balls Deep - Chastity Sissygasm Cumswallow

12 months ago

xHamster

shemale, chastity, riding, anal, dildo
18:48

Cute Femboy Fucks Big Cock In Chastity Cage And Cums Hot

12 months ago

HClips

shemale, solo, chastity, femboy
24:20

Slutty Trap Girl Really Enjoys Her Dildos And Chastity 4/5

12 months ago

HClips

toys, amateur
10:18

Sissy Foot Fetish Job Interview Video - Footjob And Blowjob Training Chastity Slut Jessica Bloom

12 months ago

xHamster

feet, fetish, footjob, british, blonde, slut, chastity
22:10 73%

Slutty Trap Girl Really Enjoys Her Dildos And Chastity 2/5

1 year ago

HClips

chastity, shemale, amateur, dildo, shemale and girl, solo
31:40

Sissy Maid Rides Her Sex Doll and Gets Chained Onto It

1 year ago

xHamster

riding, sissy, chastity, solo, crossdresser, maid
10:45

Chastity Sissy Throat Training And Plapping Orgasm - Huge Cum Squirt And Swallow Jessica Blooom

1 year ago

xHamster

beauty, squirt, orgasm, british, swallow, chastity
29:09

Trans Maid In Chastity Fucks Her Dildoes

1 year ago

HClips

chastity, dildo
08:22

Sissy riding BBC dildo in new dress

1 year ago

xHamster

pantyhose, german, fetish, dildo, crossdresser, riding, dress
18:35 50%

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

1 year ago

xHamster

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06:40

Her Chastity Cage Flops Around While Her Asshole is Stretched Beyond Recognition!

1 year ago

xHamster

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13:58

Twink In Chastity Fucks

1 year ago

HClips

solo, amateur
06:37

Sissy in chastity and pink fishnets having a 1l beer via anal in the open door

1 year ago

xHamster

amateur, chastity, crossdresser, sissy, public
05:06

Sissy Kelli walks a hotel corridor wearing a penis gag

1 year ago

xHamster

amateur, small cock, public, gagging, crossdresser, british, toys
05:16 44%

I'm in real seam nylons and chastity cage on the road, I also pee myself vigorously in the cage

1 year ago

xHamster

pissing, stockings, fetish, outdoor, crossdresser, nylon, toys
05:48

Sexy sissy fisted while sliding a sounding rod deep in her chastity locked clit until squirting everywhere

1 year ago

xHamster

pissing, mature, squirt, fisting, sissy, chastity
08:22 54%

X-mas present from Daddy

1 year ago

xHamster

huge dildo, fetish, dildo, toys, BBC, sissy, chastity
05:23

PorchaeTS the Grinch stuffs her Christmas stocking with huge toys.

1 year ago

xHamster

anal, crossdresser, toys, sissy, gape, chastity
54:08

Chastity Cage - Pandora Melanie

1 year ago

ShemaleZ

brazil, BDSM, tattoo, double anal, double penetration, chastity
12:31 29%

Sissy Slut Whore

1 year ago

xHamster

small cock, shemale, dildo, solo, latina, crossdresser, whore
11:54

Caged Sissy try get pleasure by anal dildo play

1 year ago

xHamster

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07:10

Caged Sissy Unloads Hard Cock

1 year ago

xHamster

cumshot, sissy, solo, chastity, BDSM
07:55

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

1 year ago

xHamster

huge dildo, dildo, lingerie, crossdresser, machine, chastity
32:59

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

1 year ago

xHamster

fetish, bondage, dildo, big cock, chastity
05:50 67%

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

1 year ago

xHamster

train, prostate, orgasm, fisting, dildo, british, swallow
14:37

Sissy alone at home with Dildo

1 year ago

xHamster

german, anal, dildo, solo, crossdresser, chastity
14:00 79%

Vladasexytrans Wild Anal Play in Black Dress and in Black Stockings

1 year ago

xHamster

stockings, teen (18+), anal, teen anal (18+), solo, crossdresser, dress
13:01

Sissy riding dildo in Public Compilation 3

1 year ago

xHamster

public, dildo, compilation, riding, sissy, chastity
13:48

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

1 year ago

xHamster

amateur, sissy, crossdresser, small cock, chastity, fetish
05:55

Black Ts Girl Gets Her Big With Chastity Michaels

1 year ago

ShemaleZ

chastity, big cock, ebony, black
09:57

Chastity Sissygasm Compilation Encouragement Bloom With Sissy Jessica And Feet Slave

1 year ago

HClips

feet, outdoor, fisting, compilation, sissy, chastity
13:33 50%

Super Flat Chastity Sissy Anal Dildo Squirt

1 year ago

HClips

shemale, squirt, dildo, solo, sissy, chastity
06:45 90%

Twinkerbell Pegging The Lost Femboi With Feminization And Chastity

1 year ago

HClips

chastity, shemale, amateur, pegging
09:49

Chastity Sissygasm Compilation Encouragement Bloom 10 Min - Sissy Jessica

1 year ago

HClips

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09:41

Slutty Trap Solo In Small Pink Chastity

1 year ago

HClips

amateur, chastity, stockings
15:36 60%

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

1 year ago

ShemaleZ

chastity, femdom, squirt, shemale, lingerie
15:07

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

1 year ago

ShemaleZ

blonde, femdom, chastity, shemale, squirt
07:34

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

1 year ago

xHamster

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08:16

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1 year ago

xHamster

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14:12

Sissy Crossdresser enjoys her dildo in chastity

1 year ago

xHamster

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13:13

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

1 year ago

xHamster

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06:34

My games in a black dress and high heels

1 year ago

xHamster

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07:01

Ebony Sissy twerk vol 2

1 year ago

xHamster

ebony, chastity
05:41

Crossdresser Maid Felixa Fucking Black Dildo

1 year ago

xHamster

crossdresser, stockings, sissy
15:36

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

1 year ago

PornHub

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09:10

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

1 year ago

xHamster

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11:24

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1 year ago

xHamster

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09:45

Sissy chastity day 2

1 year ago

xHamster

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05:15

Sissy Taniax Pounding Her Ass Hard with Huge Dildo

1 year ago

xHamster

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06:28

My latex girlfriend makes me vibrate in a cage

1 year ago

xHamster

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07:48

Chastity Sissy Anal Training Jessica Bloom Anal Instructions 8 Min

1 year ago

ShemaleZ

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09:19

Ebony Sissy Plays

1 year ago

xHamster

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12:43

Sissy Crossdresser being a slut for you

1 year ago

xHamster

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06:31

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1 year ago

xHamster

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05:15

Anna May Playing and Cum

1 year ago

xHamster

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12:23 63%

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

1 year ago

xHamster

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10:19

My New Chastity Cage!

1 year ago

PornHub

chastity
06:22

Ts Lucy Morningstar y su Xhamster Live

1 year ago

xHamster

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09:46

Latex Sissy gets used

1 year ago

xHamster

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09:35

Chastity femboy palys with his balls and pussy

1 year ago

PornHub

feet, femboy, solo, chastity
06:47

Sis-k Pinky Chinese Dress Ep3: Fapping

1 year ago

xHamster

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15:39 60%

Sissy playing with dildo until cumming

1 year ago

xHamster

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05:22

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

1 year ago

xHamster

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07:21

Spunking in Shoe Chastity

1 year ago

xHamster

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