TRANNY • CHASTITY 2,104 videos

Popular Latest Top rated

10:23 96%

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
05:53 96%

Perfect sissy slave in chastity fucked by strapon Mistress

5 years ago

ShemaleZ

femdom, latex, strapon, BDSM, domination, sissy, chastity
29:14 95%

Tiffany Doll - Sissy Schoolgirl In Chastity Bred Wit

1 year ago

ShemaleZ

amateur, stockings, teen (18+), interracial, uniform, big cock, sissy
04:48 93%

Ab068 Horny Sissy Bitch Cum In Chastity With Pantyhose And Heels

2 years ago

ShemaleZ

pantyhose, heels, sissy, chastity, solo, stockings
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, anal, prostate, orgasm, dildo, redhead, 18
07:29 92%

SISSY IN CHASTITY

5 years ago

ShemaleZ

sissy, chastity
19:29 92%

Luna In Chastity Cage Gets Horny And Cums - Luna Rodriguez Montero

3 years ago

HClips

BDSM, cum in mouth, chastity, brunette, solo
07:07 92%

Sissy Bailey Wilde in Chastity Fucked

1 year ago

xHamster

big ass, crossdresser, bareback, sissy, chastity, femboy, cum in ass
08:24 92%

Goddess In Chastity Fists Her Perfect Ass To Orgasm

2 years ago

HClips

orgasm, fisting, chastity, solo
22:08 91%

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

1 month ago

HClips

amateur, chastity, POV, shemale, slut, cumshot
1:15:02 91%

Pain and pleasure, chastity and lust, Part 2

4 years ago

xHamster

german, BDSM, JOI, chastity
29:14 91%

Shemale Sub In Chastity Takes Bbc And Gets Cum Filled

1 year ago

ShemaleZ

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03:09 90%

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

1 year ago

xHamster

pantyhose, teen (18+), asian, dildo, dirty talk, vintage, chinese
04:34 90%

Sissy Slave - Shackled Chastity Takes Super-sized Dildo And Femdom Latex Fisting By Mistress Mercer

2 years ago

HClips

femdom, latex, fisting, dildo, lingerie, BDSM, sissy
04:34 89%

Sissy Anal Slut Locked Down On Huge Dildo One Bar Prison Bound & Teased In Chastity Cage By Mistress

2 years ago

HClips

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04:15 89%

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

5 years ago

ShemaleZ

russian, maid, chastity
41:24 88%

Natalie Mars And friend Feminized In Chastity slavery

5 years ago

ShemaleZ

fetish, BDSM, chastity
19:03 88%

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

1 year ago

xHamster

beauty, anal, big ass, dildo, cumshot, big cock, chastity
08:12 88%

Trans Chastity Slut Dusti Bunni Gets Leashed & Used by Stud

2 months ago

xHamster

chastity, shemale, slut
12:25 88%

Chastity Caged Anal Fuck Machine Play Plus Unlocking And Jerking Off Until Cum

1 year ago

ShemaleZ

chastity, stockings, machine
08:10 88%

Dominatrix Fucks Sexy Sissy In Chastity

1 year ago

ShemaleZ

chastity, mature
15:51 87%

Sissy Joyce In The Complete Chastity Review & Guide - All Sizes

2 years ago

ShemaleZ

solo, sissy, chastity, BDSM
01:33 86%

Chastity T-Girl goes wet, Claire Tenebrarum, 5on1, Anal Fisting, DAP, Gapes, Pee Drink, Swallow BTG063 - PissVids

1 year ago

TXXX

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08:13 86%

Pretty Tranny Anus Plug With Chastity

2 years ago

TXXX

chastity, solo
11:59 86%

In the Chastity Cage

4 years ago

ShemaleZ

handjob, BDSM, chastity, stockings, domination
26:40 86%

Chastity Caged No Hand Cum Compilation

1 year ago

ShemaleZ

stockings, BDSM, ladyboy, compilation, selfsuck, toys, hands free
05:23 86%

Pegging And Latex Glove Fisting Slutty Chastity Sissy With Giant Black Dildo By Mistress Mercer

2 years ago

ShemaleZ

femdom, latex, fisting, gloves, dildo, pegging, chastity
01:41 86%

Sissy in chastity fucked by different people

2 years ago

xHamster

sissy, chastity
25:22 86%

Chastity Sandy Loves Black Cocks

8 years ago

TXXX

black, interracial, bareback, chastity, shemale
06:09 86%

Tgirl In Chastity Cage Plays With Anal Beads

1 year ago

ShemaleZ

webcam, chastity
04:26 86%

VERY HOT Blonde Crossdresser in Chastity Fucked Doggy Style

1 year ago

xHamster

amateur, crossdresser, 18, sissy, chastity, femboy
1:02:33 85%

Chastity T Girl Wet Dap, Double Anal Fisting, Wrecked Ass, Almost Rose, Pee Drink, Creampie, Swallow Btg0 With Natalie Mars

2 years ago

TXXX

pissing, creampie, anal, fetish, fisting, BDSM, double anal
06:15 85%

Bound blue Balls and Chastity forced to cum hands free.

1 year ago

xHamster

BDSM, swallow, chastity, hands free, solo
05:35 85%

Chastity Inquisition (Lexi Sindel)

6 years ago

TXXX

chastity
04:29 85%

Sissy put into chastity and tormented

5 years ago

ShemaleZ

fetish, BDSM, toys, chastity
10:05 84%

Sexy Blonde Sissy Bailey Wilde in Chastity Fucked

1 year ago

xHamster

amateur, crossdresser, sissy, chastity, femboy, cum in ass
19:08 84%

Chastity Shemale Takes Interracial Anal Reaming And Creampie

1 year ago

ShemaleZ

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09:59 84%

Hot Blonde Bailey Wilde Removes Chastity Then Jerks Off

1 year ago

xHamster

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04:54 84%

Mistress And Chastity Sissy Slut Anal Training 5 Min

2 years ago

ShemaleZ

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20:23 84%

Hot Sissy Misses Anal And Fucks Herself In The Ass Until She Cums In Chastity Belt

3 years ago

ShemaleZ

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13:34 84%

Real sissy full in chastity

9 years ago

xHamster

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15:32 84%

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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01:59 83%

Sissy in chastity fucked by BBC

6 years ago

xHamster

chastity
16:35 83%

Sissy Gets To Cum In My Ass After 2 Weeks In Chastity

3 years ago

HClips

sissy, chastity, cum in ass
13:34 83%

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

3 years ago

TXXX

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08:34 83%

Melody Lane Chastity tipped into

5 years ago

ShemaleZ

masturbation, chastity
20:24 82%

Latex Sissy Disciplined By Chastity Fuckmachine Spanking Cocksucking Pegging By Mistress Mercer

3 years ago

TXXX

mature, amateur, femdom, latex, shemale, fetish, BDSM
08:52 82%

Luxia_tv, submissive and with the chastity cage

9 months ago

xHamster

mature anal, spanish, crossdresser, sissy, chastity, mature
02:20 82%

Big dick makes me cum from anal

1 year ago

xHamster

teen (18+), teen anal (18+), compilation, cumshot compilation, hands free, chastity
04:26 82%

Trans Woman Anal Fucks Femboy In Chastity

1 year ago

ShemaleZ

amateur, chastity, femboy, shemale and girl
02:12 82%

NEGATIVE CHASTITY double cumshot

1 year ago

xHamster

teen (18+), double anal, hands free, chastity, teen anal (18+)
10:00 81%

Chastity Teen Fucked By Her Daddy

3 years ago

ShemaleZ

chastity, hands free
21:23 81%

Ilandis in a chastity belt has fun with her anus using different toys

1 year ago

xHamster

feet, dildo, chastity, solo
09:48 81%

Sexy Sissy Femboy Blowjob And Jizz Swallow In Chastity

3 years ago

Upornia

swallow, sissy, chastity, femboy
14:08 80%

Neon Rave Trans Party Hooker Deepthroated Then Locked In Chastity And Drilled

4 years ago

HClips

party, hooker, deepthroat, chastity, amateur
10:18 80%

Chastity Shemale Getting Fucked Long And Hard - Lianna Lawson

2 years ago

TXXX

bareback, chastity
05:37 80%

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

7 months ago

xHamster

beauty, public, dildo, anal orgasm, chastity
10:55 80%

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

11 months ago

xHamster

shemale, anal, dildo, crossdresser, sissy, chastity
13:35 80%

Real sissy full in chastity

6 years ago

ShemaleZ

latex, sissy, chastity
02:42 80%

Chastity slave get milked while licking trannys feet

3 years ago

xHamster

feet, femdom, bisexual, milk, chastity
05:53 80%

Sissy Femboy Pissing In Chastity Cage With Emily Girl

1 year ago

ShemaleZ

pissing, chastity
11:15 79%

Sissy Fucks Herself With A Dildo In A Chastity Belt Using Her Cum As A Lubricant

2 years ago

ShemaleZ

fetish, dildo, toys, sissy, anal orgasm, chastity, cum in ass
02:12 79%

Leaking alot caged

1 year ago

xHamster

teen (18+), hands free, chastity, sissy
05:29 79%

Machine Spit Roast Chastity Fuck In Bondage

4 years ago

ShemaleZ

latex, bondage, machine, domination, chastity, BDSM
20:26 79%

Sissy In Chastity Pounds Pussy Hard Until She Makes Cummies

2 years ago

ShemaleZ

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42:34 78%

Chastity T-girl 4on1, Bwc, Atm, Balls - Itzel Saenz

2 years ago

ShemaleZ

anal, double anal, shemale and girl, group, toys, cum in mouth, double penetration
05:15 78%

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

3 years ago

xHamster

german, chastity, homemade
06:14 78%

Trans Woman in Chastity, Bondage and Leash Fucked POV

2 years ago

xHamster

bondage, bareback, chastity
05:29 78%

Sissy Girl Caresses Herself And Cums In A Chastity Belt

2 years ago

ShemaleZ

sissy, chastity
04:59 78%

Queen Dominatrix Frida T. Gagged Tranny In Chastity Cage And Bondage 5 Min

2 years ago

Upornia

gagging, bondage, BDSM, chastity
13:41 77%

Sissy shaves her useless clitty and wears chastity device

5 years ago

xHamster

shaving, chastity
03:40 77%

Sissys in chastity

4 years ago

xHamster

latex, chastity, sissy, BDSM
07:15 76%

Hot Blonde Sissy Bailey Wilde in Chastity Fucked Missionary

1 month ago

xHamster

shemale, fetish, BDSM, crossdresser, blonde, domination, sissy
33:30 76%

Chastity male vs shemale

6 years ago

ShemaleZ

BDSM, shemale and girl, vintage, chastity
1:06:07 76%

Taryn Elizabeth gets strapon while in chastity

5 years ago

ShemaleZ

strapon, chastity
01:54 76%

Daddy made me a new milking toy on my chastity

3 years ago

xHamster

milk, 18, chastity
12:24 76%

TGirl Lucy in Chastity is fucked by 10 inch BBC at SheWorld

5 years ago

xHamster

interracial, BBC, chastity
16:59 76%

Edging Lana To Multiple Ruined Orgasms After 4 Weeks In A Chastity Cage

3 years ago

HClips

orgasm, shemale and girl, chastity
11:09 75%

Sissy Chastity Torture With Natalie Mars

2 years ago

ShemaleZ

handjob, chastity, BDSM
12:36 75%

Some sissy fun

8 months ago

xHamster

pissing, anal, BDSM, masturbation, sissy, chastity
20:35 75%

White Sissy Chastity Training (fuck Machine)

2 years ago

ShemaleZ

train, BDSM, machine, sissy, chastity, solo
21:26 75%

Chastity estim cum for cute sissy

3 years ago

xHamster

cute, BDSM, toys, sissy, chastity, solo
21:22 75%

Skitty&M&L in Our first fun Together

2 years ago

xHamster

latex, german, BDSM, sissy, chastity, toys
06:01 75%

Chastity sissy anal training with huge black dildo

5 years ago

ShemaleZ

train, huge dildo, dildo, chastity, sissy, black
42:14 75%

Best slut Ever anal In Chastity Device

6 years ago

ShemaleZ

anal, slut, chastity
08:44 75%

Dominatrix Fucks Hot Crossdresser In Chastity

1 year ago

ShemaleZ

BDSM, crossdresser, chastity
1:14:27 75%

Pain And Pleasure, Chastity And Lust, Part 2

4 years ago

Upornia

threesome, BDSM, chastity
08:14 74%

Chastity Cage On Her Penisthai Ladyboy Threesome Fucked

3 years ago

TXXX

chastity, asian
06:12 73%

The Start of Perminant Chastity

5 years ago

ShemaleZ

fetish, BDSM, chastity
09:44 73%

Together in a life of chastity

7 months ago

xHamster

beauty, POV, muscle, dildo, solo, chastity
04:09 73%

Chastity slave sissy wife tormented by Mistress

5 years ago

ShemaleZ

femdom, wife, BDSM, chastity
18:54 73%

Dominant big cock TGirl Lucy bareback fucking her chastity sub

1 month ago

xHamster

mature, amateur, shemale, mature anal, big tits, big cock
05:29 73%

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

1 month ago

xHamster

femdom, anal, fisting, crossdresser, british, spanking, swallow
04:42 73%

PorchaeTS tries new homemade chastity Dick dildo to pleasure the Mrs. Total mind trip.

1 year ago

xHamster

huge dildo, fetish, chastity, masturbation
07:52 73%

Sissy Kept In Chastity Blowjob and Bred by her Daddy

5 years ago

ShemaleZ

chastity
09:45 73%

Kitty Spanking Her Femboy With A Buttplug And Chastity Cage

1 year ago

TXXX

BDSM, spanking, african, chastity
11:58 72%

Teen sissy in chastity fucked by muscle Daddy

5 years ago

ShemaleZ

muscle, chastity, sissy, amateur
06:47 72%

Sissylucylove Trans Chastity Bull Busting

3 years ago

Upornia

chastity, amateur
09:58 71%

VERY HOT Crossdresser in Pink Chastity Fucked

1 month ago

xHamster

anal, chastity, crossdresser, amateur, sissy, big cock
1:03:39 71%

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1

2 years ago

xHamster

stockings, french, lingerie, chastity, sissy
08:26 71%

Anal Orgasm In Chastity Cage For A Tied Femboy

12 months ago

ShemaleZ

stockings, orgasm, BDSM, tied, anal orgasm, chastity, femboy
42:14 71%

Best slut Ever anal In Chastity Device

5 years ago

ShemaleZ

slut, chastity
09:50 71%

Hot Blonde Bailey Wilde Removes Chastity Then Masturbates

1 year ago

xHamster

BDSM, crossdresser, chastity
05:02 71%

Abby Kitty - Abh052 Elegant Ladyboy In Chastity Prostate Massage And Incontinence Twice 人妖秘书贞操锁前列腺按摩失禁潮吹

3 years ago

ShemaleZ

prostate, massage, chastity
33:24 71%

Sissys Wooden Pony Ballet Boot Torment

1 year ago

xHamster

latex, fetish, bondage, boots, lingerie, BDSM, chastity
06:46 71%

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

11 months ago

TXXX

amateur, stockings, lingerie, swallow, cumshot, machine, sissy
07:38 71%

Chastity Fuck

5 years ago

HClips

chastity
17:41 70%

Dirty priest tied up and humiliated her slave

4 years ago

xHamster

femdom, russian, bondage, BDSM, tied, chastity
05:47 70%

Cutie Reina Hanno Swinging Nipple Suction and Rubbing Chastity Precum

1 year ago

xHamster

cute, small cock, nipples, chastity
16:51 70%

Cute pink haired trans woman masturbating in chastity

2 years ago

xHamster

cute, dildo, BDSM, anime, chastity, solo
02:34 69%

SISSIES IN CHASTITY

4 years ago

xHamster

amateur, sissy, chastity
09:51 69%

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5 years ago

xHamster

couple, crossdresser, nun, toys, domination, chastity
18:03 68%

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

3 years ago

Upornia

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10:46 68%

Stefani boots anal in chastity ,swallow cum

5 years ago

xHamster

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23:17 67%

Painful ponyplay on the Halloween party

4 years ago

xHamster

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01:41 67%

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

1 year ago

xHamster

clit, chastity
02:09 67%

English Trans Slut With a Cute Cock and a Dirty Mouth Relieved From Chastity

2 years ago

xHamster

cute, slut, chastity
09:35 67%

5 Minutes To Cum In Chastity Before She Gives Him In His Mouth

2 years ago

ShemaleZ

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12:04 66%

Sissy Chastity Slave Teased And Humiliated By Mistress Denied And Locked In The Vice

4 years ago

ShemaleZ

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05:40 66%

MaureenNadh - Hijab Sissy Squirt While Anal Training Using Chastity Cage

2 years ago

xHamster

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