TRANNY • CHASTITY 2,042 videos

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06:27 77%

Chastity Sissy Raine Playing With Huge Dildo

1 year ago

Upornia

huge dildo, dildo, chastity
14:07

Cute Trans Girl Spends Her First Time In Chastity Cage Riding Dragon Dick

3 years ago

ShemaleZ

first time, chastity
04:35

Foxyirene Shemale Chastity

3 years ago

ShemaleZ

chastity
02:28

Tgirl in Chastity Fucked Doggystyle

2 years ago

xHamster

BDSM, dogging, chastity
02:36

Sissy Sammi shown!!

4 years ago

xHamster

dildo, chastity
33:30

Chastity male vs shemale

9 years ago

TXXX

shemale and girl, vintage, chastity
11:04 80%

Multiple Prostate Orgasms in Chastity Jessica Bloom Sissy Milking

2 years ago

xHamster

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05:14 71%

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

1 year ago

xHamster

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04:48 82%

Ab068 Horny Sissy Bitch Cum In Chastity With Pantyhose And Heels

3 years ago

ShemaleZ

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11:26 43%

Sissy Trans Girl In Chastity Gets Fucked Hard In Multiple Positions

2 years ago

ShemaleZ

sissy, chastity
08:45

Cock Cage Guide -- How to Put on Chastity Device Clit Cage

4 years ago

xHamster

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03:36

Trans Woman Fucked Reverse Cowgirl In Chastity

2 years ago

ShemaleZ

chastity
03:59 70%

Sissy Crossdresser In Hot Blonde Crossdresser In Pink Chastity Fucked Doggystyle

1 month ago

HClips

sissy, crossdresser, amateur, chastity, blonde, dogging
09:39

Day 12 Of 26 In Chastity And Denial. Vibrating My Cage And Plug For Teasing

2 years ago

HClips

stockings, latex, chastity, vibrator
10:47

Sissy Destroys Her Ass While Is Chastity

1 year ago

ShemaleZ

sissy, chastity
21:45 60%

Flat Chastity Sissy

6 months ago

xHamster

squirt, dildo, sissy, chastity
04:46 64%

Abby Kitty - Abh061 White Stocking Angel In Chastity Riding Dildo And Cumshot 白色丝袜天使穿戴贞操锁骑着假阳具直到绝顶高潮喷发

3 years ago

ShemaleZ

crossdresser, chastity, asian
01:55 80%

Audrey Tgirl with huge sextoys and her chastity cage

2 years ago

xHamster

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01:17

BBC on Fuckmachine Fuck Sissy in chastity cage

2 years ago

xHamster

latex, sissy, chastity
06:37

Sexy Blonde Femboy in Chastity - Bailey Wilde Photoshoot

1 year ago

xHamster

anal, chastity, amateur, femboy
05:00

Ladyboy Yuta Test New Sex Chastity

1 year ago

ShemaleZ

18, chastity
05:29 81%

Machine Spit Roast Chastity Fuck In Bondage

4 years ago

ShemaleZ

latex, bondage, machine, domination, chastity, BDSM
01:41 75%

Sissy Accidentally cums while rubbing her clit in the little chastity cage

1 year ago

xHamster

clit, chastity
01:23

Puppy in chastity fucked

5 years ago

xHamster

mature anal, chastity
02:51

Mistress Cassidy Makes Crossdresser Wear Chastity

1 year ago

xHamster

femdom, chastity, femboy
07:07 92%

Sissy Bailey Wilde in Chastity Fucked

1 year ago

xHamster

big ass, crossdresser, bareback, sissy, chastity, femboy, cum in ass
25:22 86%

Chastity Sandy Loves Black Cocks

8 years ago

TXXX

black, interracial, bareback, chastity, shemale
07:14

Sissy Marissa cheering for cock

1 year ago

xHamster

bondage, crossdresser, sissy, chastity, dildo
04:11 67%

Dominatrix Makes Hot Blonde Sissy Wear Chastity And Get Fucked

1 year ago

ShemaleZ

mature, BDSM, sissy, chastity
10:23 95%

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

1 year ago

xHamster

feet, femdom, lesbian, anal, orgasm, dildo, crossdresser
15:32 81%

Russian Femboy Fucks With Mistress For The First Time With A Huge Strapon Tied With A Chastity

3 years ago

ShemaleZ

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15:29

Pee Tasting And Chastity Masturbation Of A Kinky Latexdoll

3 years ago

Upornia

pissing, chastity
11:08

Pink Goth Maid In Chastity Riding Dildos- Part 2 (sissygasm)

4 years ago

HClips

maid, riding, goth, chastity
05:54

Multiorgasm sissy riding dildo

1 year ago

xHamster

chastity, sissy, crossdresser
09:22

Ilandis in a chastity belt and stockings has fun with his anus, fucks himself with an artificial dick

2 years ago

xHamster

feet, masturbation, chastity
07:13

Sissygasms In Chastity

2 years ago

TXXX

chastity
51:23 67%

Linzy19's Guide To Chastity

2 years ago

xHamster

prostate, fetish, BDSM, domination, JOI, chastity
01:38

Latex Kitty Gets Horny In The Chastity Cage

1 year ago

xHamster

latex, chastity
25:04

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

1 year ago

xHamster

bondage, BDSM, sissy, chastity, dildo
03:20

Cristal Kinky In Latex Anal Training My Sissy Slut Fisting Big Anal Toys Big Strap On Preview

3 years ago

ShemaleZ

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32:07

Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory

2 years ago

xHamster

french, chastity
08:29

EStim in Chastity 2 with Second Shocker

5 years ago

xHamster

chastity
10:23 50%

Sissy cuckold femboy male chastity cum humiliation leaked

4 years ago

xHamster

cuckold, chastity
06:42

Sissy In Chastity In Black Stockings And Boots Riding Large Green Dildo

2 years ago

Upornia

boots, dildo, sissy, chastity
11:53 75%

Bondage machine fuck with electro chastity

5 years ago

xHamster

latex, mature anal, bondage, electro, toys, chastity
08:00

Locktober Chastity Suck Slut for Dommes Bambi Bliss and Brittany Andrews

3 years ago

TXXX

chastity
11:17

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

1 year ago

ShemaleZ

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09:50

Trans Anal Fisting And Prolapse In Chastity

2 years ago

ShemaleZ

fetish, fisting, BDSM, chastity
16:07

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

3 years ago

xHamster

mature, mature anal, anal, couple, monster, small tits, sissy
42:07 50%

A cute trans girl gets wrapped in shrink wrap also cbt

5 years ago

ShemaleZ

cute, fetish, BDSM, chastity
07:14

VERY HOT Blonde Crossdresser in Pink Chastity Fucked

1 year ago

xHamster

crossdresser, sissy, chastity
03:53

Big Ass Trans Woman In Chastity Fucked Doggystyle

2 years ago

ShemaleZ

BDSM, dogging, chastity
01:51 46%

Femboy Sissy in chastity cage and plugged playing outdoor

5 years ago

xHamster

public, prostate, teen anal (18+), outdoor, chastity
06:08

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

1 year ago

xHamster

german, wife, crossdresser, chastity
08:33

Lilac Angora Tiny Chastity Huge BBC - Drip Milk Sissygasm

5 years ago

xHamster

huge dildo, milk, BBC, chastity
33:23

One best anal creampie with chastity cum eating

7 years ago

ShemaleZ

latex, chastity, creampie
13:34 83%

Deep Throatfuck + Bareback Doggy Assfuck Cumshot Breeding By Shemale In Twink Ass (sub In Chastity)

4 years ago

TXXX

shemale, dogging, chastity, creampie compilation, creampie
09:39

Sissy Tammy Fucks Sex Machine While In Chastity

3 years ago

TXXX

machine, chastity
08:41 63%

Crossdresser Compilation Beautiful Ladyboy Fucked Sissy Chastity Fucked Femdom

3 years ago

ShemaleZ

femdom, fisting, BDSM, crossdresser, chastity, compilation
07:23

Chastity Gudrun And Angie

4 years ago

TXXX

chastity, amateur
06:59

Red Angora Dress Chastity Tears and Cream

4 years ago

xHamster

mature anal, dress, chastity, mature
09:44

Anal Pleasure

6 months ago

xHamster

sissy, crossdresser, chastity
08:29

Waking up with Transgender girl stacie in chastity

6 years ago

ShemaleZ

BDSM, chastity
02:40

Cum in my Chastity

3 years ago

xHamster

german, chastity
16:05

Mexican Sissy Maid un chastity Cage

2 years ago

xHamster

maid, mexican, chastity
06:12 75%

The Start of Perminant Chastity

6 years ago

ShemaleZ

fetish, BDSM, chastity
05:04

Sissygasm In Chastity

4 years ago

xHamster

chastity
13:33

Sissy in Chastity putting on a show

6 years ago

ShemaleZ

chastity
28:47 59%

Lizzy Yum August 2022 #1 Chastity Vagina Tits prisoner of love and chore

3 years ago

xHamster

bondage, chastity, post op, masturbation
16:00 64%

Baby Doll - Sissy Chastity, Fills Hole And Is Humiliated

3 years ago

HClips

doll, sissy, chastity, solo
02:10

Releasing my sissy clitty from inverter chastity cage

2 years ago

xHamster

clit, chastity
12:43 60%

Double anal in chastity

8 years ago

TXXX

double anal, double penetration, chastity
07:16

Sissy fuck in chastity

2 years ago

xHamster

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05:13

Cute & Sweet Girlfriend Turned Boyfriend Into Her Pegging Slut In Chastity. 5 Min

2 years ago

ShemaleZ

cute, BDSM, pegging, chastity
02:39

Trap Locks Herself in Chastity

5 years ago

xHamster

chastity
09:59 83%

Hot Blonde Bailey Wilde Removes Chastity Then Jerks Off

1 year ago

xHamster

handjob, amateur, BDSM, chastity, femboy, sissy
07:41

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

1 year ago

Upornia

stockings, shemale, sissy, chastity
17:26 93%

Pretty Trans In Cock Chastity Cage Has An Anal Prostate Orgasm And Cum Explodes While Fucked Hard And Fast With A Huge Dildo Fuck Machine 18 Min

3 years ago

ShemaleZ

huge dildo, prostate, orgasm, dildo, redhead, 18, toys
02:31 80%

Mistress in chastity fuck sissy strapon cum and incontinence

5 years ago

xHamster

femdom, strapon, chastity
01:42

Trans woman putting on a chastity device

2 years ago

xHamster

bondage, chastity
05:06

Sissy Kelli walks a hotel corridor wearing a penis gag

9 months ago

xHamster

amateur, small cock, public, gagging, crossdresser, british, toys
05:50 67%

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

9 months ago

xHamster

train, prostate, orgasm, fisting, dildo, british, swallow
06:14 60%

Girl Licking Balls In Chastity Belt 6 Min

2 years ago

Upornia

shemale and girl, chastity
06:28

Sexyslut driving in chastity device

9 years ago

xHamster

outdoor, chastity
02:55

Dominatrix Strapon Fucked Crossdresser in Chastity

1 year ago

xHamster

strapon, BDSM, chastity
18:52

Latexa creature in chastity cage

8 years ago

TXXX

latex, chastity
06:06 83%

Fetish dresser babe gurl Andreina

1 year ago

xHamster

pantyhose, italian, solo, crossdresser, chastity
07:32 60%

FULL TIME CHASTITY

8 years ago

xHamster

latex, full movie, chastity
01:55

Latex sissy nun fuck herself in chastity

5 years ago

xHamster

latex, nun, chastity
05:22

Gorgeous Shemale Feminized in Chastity

3 years ago

xHamster

chastity
14:38

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

1 year ago

ShemaleZ

big ass, chastity, sissy, amateur
06:09 86%

Tgirl In Chastity Cage Plays With Anal Beads

2 years ago

ShemaleZ

webcam, chastity, solo
02:19

Chastity &Latex

10 years ago

xHamster

vintage, chastity
05:01

Sissy In Chastity Fucks Herself Dumb

3 years ago

ShemaleZ

chastity
01:52

Crossdresser in Chastity Ready for Cock

3 years ago

xHamster

sissy, chastity, crossdresser
25:44

Cute trap The Mortal Medusa in chastity

6 years ago

ShemaleZ

cute, chastity
05:22

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

1 year ago

xHamster

sissy, chastity
04:42

Sissy Bitch Dagmar321 Chastity and Cum Pantihose

5 years ago

xHamster

chastity, mature
01:02

Chastity Tales

4 years ago

xHamster

chastity
03:58

Hot Trans Woman In Chastity Fucked Doggystyle

2 years ago

Upornia

chastity
12:20

Sissy Lucy In Chastity Gets Pounded By Fucking Machine

3 years ago

ShemaleZ

machine, chastity
07:03

Cumming real hard in chastity with my wand

4 years ago

xHamster

JOI, chastity
07:34

Violet Chastity Chained to Fuck Machine

1 year ago

xHamster

homemade, bondage, cuckold, machine, gape, chastity
32:11

Lizzy Yum In August 2022 #8 Sex Machines Erotic Electricity & Bsdm-chastity

3 years ago

ShemaleZ

erotic, machine, chastity, solo
12:24

Chastity Slut In Black Stockings And Lingerie Playing

1 month ago

HClips

shemale, chastity, solo, mature
03:39

Pegging My Sissy Femboy On A Leash And Chastity

2 years ago

ShemaleZ

pegging, chastity, femboy
07:22

Sissy schoolgirl Tina Noxx fucking her dildo in chastity!!

4 years ago

xHamster

chastity
11:30

Trans Slut In Chastity Fucks Her Dildo To Orgasm

4 years ago

TXXX

orgasm, slut, chastity
12:48

Misr4 - chastity cage anal nipple sissygasms

2 years ago

xHamster

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06:05

Cd Caged By Femdom Girlfriend Slave Cums In Chastity Ru

3 years ago

ShemaleZ

femdom, girlfriend, chastity
20:08

Sissy Maid Self Bondage in Spiked Chastity Cage

3 years ago

xHamster

latex, bondage, maid, chastity
13:15

Sissy chastity

6 years ago

TXXX

chastity
09:39 60%

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

1 year ago

xHamster

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05:05

Full fashion stocking chastity lady

9 years ago

TXXX

stockings, chastity
07:09

Sissy Leona Plays with Her Ass and Clitty

1 year ago

xHamster

beauty, chastity, sissy
05:17

Man Put in Chastity and Dressed as Maid for Job

1 year ago

xHamster

BDSM, uniform, crossdresser, dress, domination, sissy, chastity
18:03 68%

Gigantic Strapon Pegging For Chastity Sissy Slave Destroying Her Slutty Hole By Mistress Mercer

3 years ago

Upornia

femdom, strapon, fetish, BDSM, pegging, sissy, chastity
05:07

Lianna Lawson In Shemale Slave In Chastity Butt Sex Fingered

1 year ago

ShemaleZ

BDSM, chastity
08:22

Sissy riding BBC dildo in new dress

8 months ago

xHamster

pantyhose, german, fetish, dildo, crossdresser, riding, dress
02:15 84%

Cumming through panties

2 years ago

xHamster

teen (18+), cumshot, panties, sissy, hands free, chastity

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