TRANNY • CHASTITY 2,073 videos

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15:30

Glass Shower Door Dildo Fuck by Sissy Mindy

1 year ago

xHamster

crossdresser, sissy, shower, glasses
05:11

Sisk Release Her Clit From Chastity Cage

1 year ago

Upornia

teen (18+), clit, chastity
08:46

Fat BBC dildo fills Sissy ass deep

1 year ago

xHamster

fat, dildo, toys, chastity, femboy, BBC
05:08

Sissy Alexy showing herself and teasing

1 year ago

xHamster

pantyhose, fetish, tease, finnish, chastity
14:21 67%

New Boots and Armbinder - Sissy Maid Stuck in Bondage Again

1 year ago

xHamster

latex, bondage, boots, BDSM, chastity
06:18

Sissy in School Girl Onesie Takes Dildo Up Ass while in Chastity

1 year ago

xHamster

dildo, sissy, chastity, crossdresser
07:34

Violet Chastity Chained to Fuck Machine

1 year ago

xHamster

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14:35

Sissy Sky in lingerie and chastity daof anal training with multiple dildos and cum once hands free and again right after

1 year ago

xHamster

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06:14

Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom

1 year ago

xHamster

sissy, chastity, prostate
07:05

Candle Wax & Chastity Go Together like PB & Jelly

1 year ago

xHamster

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07:14

VERY HOT Blonde Crossdresser in Pink Chastity Fucked

1 year ago

xHamster

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07:14

Sissy Marissa cheering for cock

1 year ago

xHamster

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07:41

Sissy Marissa is a dirty slut

1 year ago

xHamster

sissy, chastity, dildo
05:17

Sisk Release Her Clit From Chastity Cage

1 year ago

xHamster

chastity
05:24

MaureenNadh - Masturbation And Cum After 2 Weeks Locked In Micro Chastity

1 year ago

xHamster

chastity
05:12 63%

MaureenNadh - Tied Up Dildo Riding, Locked In Micro Chastity

1 year ago

xHamster

dildo, tied, skinny, chastity, riding
07:06

Real Sissy Maid Service Window cleaning Sissy Mindy

1 year ago

xHamster

stockings, crossdresser, sissy, chastity
08:06

Cute femboy in chastity ride my big cock

1 year ago

xHamster

cute, shemale, chastity, femboy, BDSM
10:07

Chastity Sissy Slut Anal Orgasm Encouragement - Jessica Bloom 10 Min

1 year ago

ShemaleZ

orgasm, solo, chastity
05:34

Slutty Sissy Pirate Cage Dance by Sissy Mindy

1 year ago

xHamster

solo, crossdresser, chastity, sissy
09:00

Misr4 - chastity cage fuck machine

1 year ago

xHamster

pantyhose, mature anal, chastity
05:42

Sissy Monika in red Lingerie fucks mouth and ass with dildo

1 year ago

xHamster

feet, latex, shemale, dildo, crossdresser, chastity
09:57

Showering in steel chastity and latex

1 year ago

xHamster

homemade, bondage, shower, chastity, BDSM
06:08

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

1 year ago

xHamster

german, wife, crossdresser, chastity
10:47

Sissy Destroys Her Ass While Is Chastity

1 year ago

ShemaleZ

sissy, chastity
07:34

Sissy in Chastity with Ripped Gym Pants and Getting Her Hole Destroyed

1 year ago

xHamster

dildo, sissy, chastity
06:47

BBC Daemon Loki Breeds Femboy Trap Nun in Chastity MOROCCO 2024

1 year ago

xHamster

creampie, asian, chastity, mature, BDSM
07:29

Sis-k Pinky Chinese Dress Ep2: Anal Play

1 year ago

xHamster

mature anal, dildo, chinese, dress, chastity
08:12

Sissy Dream 2

1 year ago

xHamster

german, chastity
08:12

Francis Malice Sissy Dream 1

1 year ago

xHamster

german, sissy, chastity
05:30

Sissy Marissa Is A horny Bitch

1 year ago

xHamster

chastity
06:56

Sissy Marissa is hungry for cock

1 year ago

xHamster

chastity
06:40

Sissy Marissa is a Slut

1 year ago

xHamster

dildo, crossdresser, chastity, slut
25:04

Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged

1 year ago

xHamster

bondage, BDSM, sissy, chastity, dildo
19:03 86%

Sexy TS Kitty Lucia Maya LEAKS CUM in Chastity While FUCKING HER ASS Then Unlocks Cage & CUMS HARD

1 year ago

xHamster

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11:17

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

1 year ago

ShemaleZ

latex, shemale, bondage, BDSM, chastity
10:05 81%

Sexy Blonde Sissy Bailey Wilde in Chastity Fucked

1 year ago

xHamster

amateur, crossdresser, sissy, chastity, femboy, cum in ass
11:41

2 Sissy Latex Nurses Getting Pegged In Chastity By Milf Lisa

1 year ago

ShemaleZ

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11:31

Sissy Skylar plays with toys

1 year ago

xHamster

skinny, chastity
10:53

Sissy destroys her ass while is chastity

1 year ago

xHamster

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16:11

Schoolgirl crossdresser desperately tries to cum having a chastity cage (cum replay in slow-motion)

1 year ago

xHamster

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08:12

Sisk Try on Her Colorful Sissy Panties Collection

1 year ago

xHamster

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07:44

Sissy In Chastity Cums With Vibrator And Uses Cum As Lube A2m - Jessica Bloom 8 Min

1 year ago

ShemaleZ

stockings, cum in mouth, chastity, cum in ass
16:37

Guy Jerks Off With Trans Woman In Chastity 17 Min With Kelsey Masters

1 year ago

ShemaleZ

chastity, amateur
09:47

Removes Chastity Then Jerks Off - Bailey Wilde

1 year ago

ShemaleZ

webcam, chastity
07:41

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

1 year ago

Upornia

stockings, shemale, sissy, chastity
04:32

Mara Jade In Inverted Chastity Cages Makes You Feel So Slutty & Submissive 5 Min

1 year ago

Upornia

amateur, chastity
10:07

VERY HOT Blonde Crossdresser in Chastity Fucked

1 year ago

xHamster

amateur, anal, crossdresser, sissy, chastity, femboy
07:12

Vladasexytrans Wild Anal Play in Black Dress and in Black Stockings

1 year ago

xHamster

black, teen (18+), crossdresser, chastity, femboy, dress
06:16

Lily Leigh Cam Show - November 24th 2023 (part 2) - Chastity Cage Dildo & Masturbation Private Show

1 year ago

ShemaleZ

dildo, masturbation, chastity
09:53

Bailey Wilde - Hot Blonde Removes Chastity Then Jerks Off

1 year ago

ShemaleZ

chastity
07:26

Hot Transgender In Chastity Gives Blowjob 8 Min - Kelsey Masters

1 year ago

ShemaleZ

latex, chastity
16:05

Chastity Orgasm by Sissy Mindy

1 year ago

xHamster

chastity
09:35

Blonde Trans Woman Removes Chastity With Super Sexy

1 year ago

ShemaleZ

BDSM, chastity
06:50

Kelsey Masters - Trans Woman In Chastity Fucked Cowgirl 7 Min

1 year ago

ShemaleZ

chastity
01:25

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1 year ago

xHamster

massage, hairy, cosplay, chastity
06:11

Sissy Monika CD in Chastity cumming on a Huge black Dildo

1 year ago

xHamster

black, huge dildo, chastity
03:55

Trans Woman Cowgirl Fucked In Chastity 4 Min - Kelsey Masters

1 year ago

ShemaleZ

chastity, latex
09:42

Super Sexy In Blonde Crossdresser Removes Chastity

1 year ago

ShemaleZ

shemale, crossdresser, chastity
07:21

Femboy cheerleader cumming in chastity cage

1 year ago

xHamster

bondage, cheerleader, cosplay, chastity
05:07

Inverted Chastity Cages Make Me Feel So Slutty

1 year ago

xHamster

small cock, chastity, dildo
03:04

Sexy Tgirl In Chastity Deepthroats Huge Cock 3 Min - Kelsey Masters

1 year ago

Upornia

chastity
03:13

Hot Blonde Trans Bailey Wilde Fucked in Chastity

1 year ago

xHamster

amateur, crossdresser, blonde, sissy, chastity, femboy
08:18

Kelsey Masters - Sexy Tgirl In Chastity Gives Blowjob 9 Min

1 year ago

ShemaleZ

chastity
04:26 86%

VERY HOT Blonde Crossdresser in Chastity Fucked Doggy Style

1 year ago

xHamster

amateur, crossdresser, 18, sissy, chastity, femboy
09:46 40%

Real Trans Squirting from Anal - Erika Oak's Sissygasm

1 year ago

xHamster

squirt, swedish, hands free, chastity
03:12

Trans Woman In Chastity Sucks Big Dick 3 Min With Kelsey Masters

1 year ago

Upornia

chastity
09:12

Chubby Sissy chastity cage

1 year ago

xHamster

BBW, sissy, chastity
07:02

Bailey Wilde In Sissy In Chastity Fucked

1 year ago

ShemaleZ

sissy, chastity
03:45

Sexy Ts In Chastity Deepthroats Huge Cock 4 Min - Kelsey Masters

1 year ago

ShemaleZ

deepthroat, chastity
29:14 90%

Shemale Sub In Chastity Takes Bbc And Gets Cum Filled

1 year ago

ShemaleZ

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09:43

Sexy Trans Removes Chastity Then Jerks Off - Bailey Wilde

1 year ago

ShemaleZ

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09:44

Hot Blonde Removes Chastity Then Masturbates With Bailey Wilde

1 year ago

ShemaleZ

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08:15

Amateur sissy fucks ass with dildo, whips clitty around in chastity and has sissygasm cum

1 year ago

xHamster

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09:45

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1 year ago

xHamster

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01:19

Sissy Dani riding in chastity

1 year ago

xHamster

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03:05

Gives Love & Cheer - Chastity Kane

1 year ago

ShemaleZ

ebony, chastity
09:59 86%

Hot Blonde Bailey Wilde Removes Chastity Then Jerks Off

1 year ago

xHamster

handjob, amateur, BDSM, chastity, femboy, sissy
09:53

Hot TS Bailey Wilde Removes Chastity Then Jerks Off

1 year ago

xHamster

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09:44

SUPER SEXY Blonde Femboy Removes Chastity Then Jerks Off

1 year ago

xHamster

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09:47

SUPER SEXY Blonde Crossdresser Removes Chastity

1 year ago

xHamster

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09:41

SUPER SEXY Blonde Trans Woman Removes Chastity

1 year ago

xHamster

chastity
09:30

SUPER SEXY Blonde Sissy Removes Chastity Then Jerks Off

1 year ago

xHamster

chastity
09:50 71%

Hot Blonde Bailey Wilde Removes Chastity Then Masturbates

1 year ago

xHamster

BDSM, crossdresser, chastity
06:58

Sexy Blonde Sissy Bailey Wilde Removes Chastity Then Jerks Off

1 year ago

xHamster

BDSM, chastity, femboy
09:49

Sexy Trans Bailey Wilde Removes Chastity Then Jerks Off

1 year ago

xHamster

chastity
09:53

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom

1 year ago

ShemaleZ

orgasm, webcam, chastity
03:38

Sissy boy has multiple sissygasms

1 year ago

xHamster

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04:29

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1 year ago

xHamster

seduced, chastity
03:02

Femboi Sissyboi Anal stimulation dildo play in Chastity

1 year ago

xHamster

german, chastity
07:25

New Year Eve with Leela Wong

1 year ago

xHamster

sissy, chastity
05:47

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

1 year ago

ShemaleZ

stockings, dildo, chastity
10:18

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

1 year ago

TXXX

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05:08

Huge tits and pumped lips for sissy bimbo Andreina

1 year ago

xHamster

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14:51

Vibrating Sissy Cow Anal Toy & Chastity Show staring Sissy Mindy

1 year ago

xHamster

chastity
06:00

Chastity Slave Get Milked While Licking Trannys Feet - FemdomAustriaTs

1 year ago

TXXX

feet, threesome, chastity
04:38

Posting my chastity key goes wrong

1 year ago

xHamster

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07:35

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1 year ago

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09:35

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1 year ago

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05:06

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1 year ago

xHamster

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08:18

Sissy in Chastity Cums With Vibrator And Uses Cum as Lube A2M - Jessica Bloom

1 year ago

xHamster

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01:14

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1 year ago

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01:09

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1 year ago

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06:20

Hot Brunette Transwoman Gets Double Anal Fucked while locked in Chastity

1 year ago

xHamster

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07:16

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1 year ago

xHamster

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06:15

Chastity Gets Vibrated Her Clitty Projectile Squirt Cummies Her Tiny Balls Spanked & Turning The Fuck Machine Up To Its Max!

1 year ago

Upornia

squirt, spanking, machine, vibrator, chastity
17:08

Caged Sissy Slut Rides BBC Dildo Sex Toy

1 year ago

xHamster

dildo, BBC, chastity
02:05 80%

Femboy Fucks Crossdresser in Chastity Doggystyle

1 year ago

xHamster

shemale, crossdresser, sissy, chastity, femboy
12:43

Sissy Doll Spreads Her Ass with a Monster can locked in Chastity

1 year ago

xHamster

monster, chastity, cum in ass
01:14

Goddess Violet Presents: The Feminization of M

1 year ago

xHamster

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01:01

Goddess Violet Presents: The Feminization of M

1 year ago

xHamster

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14:09

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1 year ago

xHamster

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11:47 67%

2 sissy latex nurses getting pegged in Chastity by MILF Lisa

1 year ago

xHamster

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24:04

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1 year ago

xHamster

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03:11

BLACK-TGIRLS: Chastity Kane Gives Love & Cheer

1 year ago

xHamster

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05:15

SISSY SLUT SHOWS OFF AND PUSHES OUT BUTT PLUG

1 year ago

xHamster

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05:21

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1 year ago

xHamster

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29:14 93%

Tiffany Doll - Sissy Schoolgirl In Chastity Bred Wit

1 year ago

ShemaleZ

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07:07 92%

Sissy Bailey Wilde in Chastity Fucked

1 year ago

xHamster

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05:24

Sissy Chastity fuckmachine

1 year ago

xHamster

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