TRANNY • CHASTITY 2,058 videos

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09:37 43%

Sissy In Chastity Public Walk Showing Her Ass And Then She Is Fucked Bareback In Many Positions

2 years ago

Upornia

public, sissy, chastity
05:47 70%

Cutie Reina Hanno Swinging Nipple Suction and Rubbing Chastity Precum

1 year ago

xHamster

cute, small cock, nipples, chastity
04:09 73%

Chastity slave sissy wife tormented by Mistress

5 years ago

ShemaleZ

femdom, wife, BDSM, chastity
03:58 50%

Big Ass Ts In Chastity Fucked Doggystyle

2 years ago

ShemaleZ

latex, chastity
09:38

Beautiful Sissy in chastity enjoys being fucked

5 years ago

xHamster

beauty, chastity, sissy
03:25 60%

Trans Beauty In Chastity Fucked Missionary

2 years ago

ShemaleZ

fetish, missionary, chastity
08:06

Cute femboy in chastity ride my big cock

1 year ago

xHamster

cute, shemale, chastity, femboy, BDSM
05:12 60%

Sissy cum in inverted chastity cage after being denied for 60 days

2 years ago

xHamster

german, BBW, chastity
10:23 50%

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4 years ago

xHamster

cuckold, chastity
10:04

Caged sissy rides pink dildo with anal orgasms

1 year ago

xHamster

stockings, prostate, dildo, crossdresser, anal orgasm, chastity
07:10 86%

Best Feminization Ever (clothes / Make Up / Boobs / Chastity / Nails / Plug / High Heels)

1 year ago

ShemaleZ

shemale, clothed, chastity, heels, lingerie
03:15

Sissys get Chastity

5 years ago

ShemaleZ

threesome, sissy, chastity
21:22 65%

Skitty&M&L in Our first fun Together

2 years ago

xHamster

latex, german, BDSM, sissy, chastity, toys
12:24

Slutty Trans Bunny Lilith Eclipse Fucks Herself With Carrots In Chastity Ass To Mouth

2 years ago

xHamster

fisting, cum in mouth, sissy, chastity
09:45

Sissy chastity day 2

11 months ago

xHamster

latina, sissy, shemale, chastity, dildo
04:26

Cute femboy in chastity cage masturbate with vibrator

2 years ago

xHamster

vibrator, chastity
05:58 40%

Sissy in chastity cage wants to fuck

1 year ago

xHamster

italian, crossdresser, chastity, solo
14:57

Chastity sissy forced to cum by Mistresses

5 years ago

ShemaleZ

femdom, chastity
09:57

Showering in steel chastity and latex

1 year ago

xHamster

homemade, bondage, shower, chastity, BDSM
06:16

Sissy In Plaid School Girl Miniskirt Gets Probed Deep By Hankeys Sigmaloid While In Pink Chastity

3 years ago

ShemaleZ

chastity, sissy
08:48

Hot sissy in tiny chastity cage masturbates with vibrator

2 years ago

xHamster

crossdresser, sissy, chastity, polish
11:42

Skinny femboy in chastity fuck BBC

4 months ago

xHamster

anal, prostitute, ass, skinny, small tits, BBC, chastity
06:51

Sissylucylove Shemale Chastity Bull Busting

3 years ago

ShemaleZ

webcam, chastity
12:23 62%

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

11 months ago

xHamster

pissing, stockings, huge dildo, prostate, dildo, solo, sissy
14:50

Real sissy slut anal in chastity cage

10 years ago

xHamster

latex, slut, sissy, chastity
04:49

Variety Itsol In Teases Her Girlcock In Chastity Cage

2 years ago

Upornia

chastity
03:03 50%

MaureenNadh - (Day 1 Locked In Chastity) Anal Training Before School

2 years ago

xHamster

teen (18+), train, teen anal (18+), domination, chastity, solo
03:15

Sissy Sherri fucked while tiny cock is caged in chastity

5 years ago

xHamster

chastity
2:00:13 54%

Black Tranny Jizz Jam (Full Movie)

1 year ago

xHamster

shemale, black, big cock, full movie, blowjob, chastity
16:35 85%

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

4 years ago

HClips

sissy, chastity, cum in ass
03:18 52%

Permanent chastity - PERMALOCK

1 year ago

xHamster

small cock, chastity
02:13

Trans witch summons something she doesn't mind riding

1 year ago

xHamster

sissy, chastity, FTM, dutch
12:17 58%

Lana S - Bombi Looses Her Anal Virginity To Fingers And Butt Plug Chastity Tease

4 years ago

HClips

amateur, anal, fetish, tease, toys, webcam, chastity
05:37 86%

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

1 year ago

xHamster

beauty, public, dildo, anal orgasm, chastity
42:14 69%

Best slut Ever anal In Chastity Device

7 years ago

ShemaleZ

anal, slut, chastity
10:47

Sissy Destroys Her Ass While Is Chastity

1 year ago

ShemaleZ

sissy, chastity
08:13

Trans Woman Riding Bad Dragon Chance In Chastity 8 Min

2 years ago

ShemaleZ

chastity
07:14

Femboy In Chastity Cage

1 year ago

ShemaleZ

teen (18+), 18, chastity
05:53 90%

Perfect sissy slave in chastity fucked by strapon Mistress

5 years ago

ShemaleZ

femdom, latex, strapon, BDSM, domination, sissy, chastity
04:29 86%

Sissy put into chastity and tormented

5 years ago

ShemaleZ

fetish, BDSM, toys, chastity, sissy
07:52 73%

Sissy Kept In Chastity Blowjob and Bred by her Daddy

6 years ago

ShemaleZ

chastity
06:21

Gina in chastity, pleased and spanked

5 years ago

ShemaleZ

BDSM, spanking, chastity
12:36 75%

Some sissy fun

1 year ago

xHamster

pissing, anal, BDSM, masturbation, sissy, chastity
11:07 40%

Ilandis in a chastity belt has fun with her anus, masturbates with an artificial penis

2 years ago

xHamster

beauty, russian, dildo, penis, asshole, chastity
04:09

Pink hair faggot swallow in chastity

7 years ago

xHamster

swallow, chastity
15:11 67%

COOKIE COSMOS - CHASTITY CHALLENGE DIARIES

5 years ago

HClips

fetish, chastity, toys
09:42

Maid in chastity does special service

5 years ago

xHamster

maid, small tits, chastity
06:05 79%

Geile Gummipuppen - Teil1

2 years ago

ShemaleZ

latex, ass to mouth, group, cum in mouth, cum in ass, chastity
14:37

Sissy alone at home with Dildo

8 months ago

xHamster

german, anal, fetish, dildo, solo, crossdresser, chastity
12:55 60%

Sissy in Lingerie and Chastity Rides Her Doll

5 months ago

xHamster

amateur, sissy, crossdresser, chastity, lingerie
09:09

Sissy in chastity getting fucked by a Daddy

6 years ago

ShemaleZ

chastity
01:10

Masturbation in chastity belt

11 years ago

xHamster

chastity
05:16

How to wear a flat chastity cage

1 year ago

xHamster

italian, webcam, sissy, chastity, mature
11:46

Sissylucylove Shemale Sperm And Eat My Sperm Chastity S

3 years ago

HClips

sperm, chastity
13:35 83%

Real sissy full in chastity

7 years ago

ShemaleZ

latex, sissy, chastity
32:36

Chastity Sandy Loves Big Cocks

8 years ago

TXXX

bareback, chastity
21:45 60%

Flat Chastity Sissy

4 months ago

xHamster

squirt, dildo, sissy, chastity
03:29

Sissy Begging Master To Let Him Out Of Chastity

4 years ago

ShemaleZ

chastity
13:34

Putting On A Show In Chastity

3 years ago

ShemaleZ

chastity
08:12

Sisk Try on Her Colorful Sissy Panties Collection

1 year ago

xHamster

small cock, asian, panties, chastity
20:23 84%

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

3 years ago

ShemaleZ

MILF, sissy, chastity, cum in ass
01:02

Instant Sissygasm Hands-free in Chastity

4 years ago

xHamster

mature anal, hands free, chastity
07:07 92%

Sissy Bailey Wilde in Chastity Fucked

1 year ago

xHamster

big ass, crossdresser, bareback, sissy, chastity, femboy, cum in ass
05:30

Teen ladyboy in bondage and chastity cage blowjob and anal

5 years ago

ShemaleZ

bondage, chastity
10:00 67%

CD chastity fuck

4 years ago

xHamster

homemade, mature anal, chastity
06:51 40%

BBC Ken Fucks Me on My Back in Missionary with Verbal Dom Sissification - Candy Ass Sissy in Chastity Cage

1 year ago

xHamster

BBC, sissy, missionary, chastity
04:23 67%

Tranny fucks her ass with big dildo

1 year ago

xHamster

pantyhose, small cock, czech, dildo, small tits, sissy, chastity
15:54

Crossdresser On Live Webcam - Sissy Wears Chastity Belt

1 year ago

ShemaleZ

crossdresser, blonde, sissy, chastity
08:39

Chastity Sandy hammered Hard

5 years ago

TXXX

chastity
11:59 83%

In the Chastity Cage

5 years ago

ShemaleZ

handjob, BDSM, chastity, stockings, domination
07:33 60%

Full time chastity

7 years ago

ShemaleZ

stockings, latex, chastity
10:01

Very Hot Blonde Crossdresser In Chastity Fucked

1 year ago

ShemaleZ

crossdresser, amateur, stockings, chastity
04:35

Trans Girl Fucking Her Ass While Wearing A Chastity Cage (short Version)

3 years ago

ShemaleZ

chastity
05:53 80%

Sissy Femboy Pissing In Chastity Cage With Emily Girl

2 years ago

ShemaleZ

pissing, chastity
10:11 89%

Sissy Chastity Sissygasm Drinking - Trans Cumslut Jessica Bloom

1 year ago

xHamster

orgasm, dildo, ladyboy, chastity
08:27

Chastity Slave Loves To Spread

2 years ago

ShemaleZ

chastity
10:46 68%

Stefani boots anal in chastity ,swallow cum

5 years ago

xHamster

latex, creampie, anal, couple, boots, swallow, bareback
06:37

Sexy Blonde Femboy in Chastity - Bailey Wilde Photoshoot

1 year ago

xHamster

anal, chastity, amateur, femboy
03:06

The beautiful Janine in chastity.

6 years ago

ShemaleZ

chastity
05:03

Trans Woman In Chastity Gives Blowjob

2 years ago

Upornia

chastity
01:38

Latex Kitty Gets Horny In The Chastity Cage

1 year ago

xHamster

latex, chastity
06:26

Walking in chastity cage and buttplug

10 years ago

xHamster

chastity
09:12

Fucking Myself With A 10 Inch Cock While Locked In Chastity

3 years ago

ShemaleZ

chastity
07:52

Sissy Holy - Chastity Masturbation Instructions - how I play with myself

1 year ago

xHamster

mature, beauty, instruction, BDSM, ladyboy, sissy, chastity
08:52 72%

Luxia_tv, submissive and with the chastity cage

1 year ago

xHamster

mature anal, spanish, crossdresser, sissy, chastity, mature
08:05

Sissy Hubby In Pink Stockings Grinding Cock Ending With Cumshot In Chastity

2 years ago

ShemaleZ

sissy, chastity
04:38 80%

Shemale Slave In Chastity Is Anal Fucked

5 years ago

ShemaleZ

chastity
01:51 44%

Femboy Sissy in chastity cage and plugged playing outdoor

5 years ago

xHamster

public, prostate, teen anal (18+), outdoor, chastity
06:27 73%

Chastity Sissy Raine Playing With Huge Dildo

1 year ago

Upornia

huge dildo, dildo, chastity
02:09 67%

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

3 years ago

xHamster

cute, slut, chastity
03:39 50%

Big Dick Transgirl Playing In Chastity

2 years ago

ShemaleZ

webcam, chastity
09:39

Sissy Tammy Fucks Sex Machine While In Chastity

3 years ago

TXXX

machine, chastity
13:23

Ts Hucow Sissy In Chastity Vibrator Orgasm - Bimbo Slut Makes A Cummy Mess In Her Cage!

3 years ago

Upornia

orgasm, vibrator, slut, chastity
25:27

Sexy Chastity

8 years ago

TXXX

chastity
09:46 40%

Real Trans Squirting from Anal - Erika Oak's Sissygasm

1 year ago

xHamster

squirt, swedish, hands free, chastity
05:02 78%

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

4 years ago

ShemaleZ

prostate, massage, chastity
07:59 56%

Transgirl In Chastity Gets Fucked By Crossdressing Sissy!

2 years ago

ShemaleZ

latex, crossdresser, chastity, sissy
01:23

Puppy in chastity fucked

5 years ago

xHamster

mature anal, chastity
13:22 83%

Sissygasm In Chastity For A Fucked Crossdressed Slave. Spanking Session With Mistress

3 years ago

Upornia

femdom, crossdresser, spanking, chastity, bondage
01:19 86%

Good Girls Wear Chastity Cages For Dates

1 year ago

xHamster

latex, heels, chastity, sissy
42:07 45%

A cute trans girl gets wrapped in shrink wrap also cbt

5 years ago

ShemaleZ

cute, fetish, BDSM, chastity
07:34

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

11 months ago

xHamster

swedish, sissy, chastity, latex, smoking, fetish
05:23 78%

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
11:26 43%

Sissy Trans Girl In Chastity Gets Fucked Hard In Multiple Positions

2 years ago

ShemaleZ

sissy, chastity
11:42 78%

Sissy Slut Milked In Chastity

2 years ago

Upornia

BDSM, chastity
10:03 67%

Sexy Blonde Crossdresser in Chastity Fucked

5 months ago

xHamster

fetish, BDSM, crossdresser, toys, domination, sissy, chastity
05:08

Austrian Girl cums in Dirndl

1 year ago

xHamster

chastity
05:29 81%

Machine Spit Roast Chastity Fuck In Bondage

4 years ago

ShemaleZ

latex, bondage, machine, domination, chastity, BDSM
33:30

Chastity male vs shemale

9 years ago

TXXX

shemale and girl, vintage, chastity
1:14:27 79%

Pain And Pleasure, Chastity And Lust, Part 2

4 years ago

Upornia

threesome, BDSM, chastity
06:12 60%

Daddy fucks sissy in chastity

6 years ago

xHamster

mature, mature anal, chastity
22:55 44%

Sissy Secretary in horny after work activities

2 years ago

xHamster

stockings, masturbation, secretary, nylon, webcam, sissy, chastity
02:20 80%

Chastity sissy fucked by big cocked daddy

5 years ago

xHamster

chastity
11:04 80%

Multiple Prostate Orgasms in Chastity Jessica Bloom Sissy Milking

2 years ago

xHamster

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11:10 63%

Real sissy in chastity outdoor

5 years ago

TXXX

outdoor, sissy, chastity, amateur
22:29

Kylie Maria In Kylie Cums In Her Chastity

3 years ago

ShemaleZ

chastity, brunette, webcam
11:43

Locked In Chastity Part 1 Small Ring

2 years ago

HClips

chastity
09:09

Chastity sandy fucked hard

7 years ago

TXXX

chastity
49:33

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 2

2 years ago

xHamster

french, chastity
14:24

Trans Sissy In Chastity Finger Fucks Ass And Rides A Thick Dildo

4 years ago

ShemaleZ

chastity, dildo

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