TRANNY • CHASTITY 2,103 videos

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01:25

Elmo Fucks Tgirl in Chastity

1 year ago

xHamster

chastity, cum in ass
17:12

Day 5 In Chastity - Edging My Clit While Plugged And Go Back To Cage Without Cum

1 year ago

ShemaleZ

clit, chastity, big clit
01:04

Transgender in Chastity, Leash, and Bondage Fucked

1 year ago

xHamster

bondage, chastity
02:12

Sissy maid has sissygasm in tiny chastity

2 years ago

xHamster

maid, dildo, chastity, cum in ass
09:57

Chastity Sissygasm Compilation Encouragement Bloom With Sissy Jessica And Feet Slave

4 months ago

HClips

feet, stockings, outdoor, fisting, compilation, blonde, sissy
02:48

Sissy Cumming in Chastity cage with a thicc dildo in pussy

2 years ago

xHamster

chastity, cum in ass
02:38

PorchaeTS pounds her 2 biggest dildos while in chastity.

2 years ago

xHamster

huge dildo, chastity
08:29

Crossdressing School Girl Putting on Chastity

2 years ago

xHamster

femdom, chastity
05:49

Bambi Christa's Reverse Striptease

3 years ago

xHamster

kissing, gloves, strip, panties, skirt, chastity
29:45

Daddy s little sissy slut erin showing her new chastity

7 years ago

TXXX

slut, chastity
05:25

Sissy In Chastity Taking Two Beers Via Anal. (two Beers Enema)

1 year ago

ShemaleZ

chastity
01:44

Smoking in chastity

6 years ago

xHamster

smoking, chastity
16:14

Crossdresser gets machine fucked with XXL Monster Dildos #9

8 months ago

xHamster

german, crossdresser, machine, skinny, chastity, femboy
03:37

Horny slut ride dildo

1 year ago

xHamster

italian, dildo, chastity
07:41

Chastity life

5 years ago

ShemaleZ

latex, chastity
09:13

Together In A Life Of Chastity

7 months ago

ShemaleZ

solo, POV, chastity
28:18

Sissy Maids Self Bondage Armbinder and Chastity Belt

3 years ago

xHamster

latex, bondage, maid, chastity
08:09

Trans Girl Riding Bad Dragon Chance In Chastity

1 year ago

ShemaleZ

chastity, mature
01:17

Crossdresser rubbing their clits in chastity to each other

5 years ago

xHamster

clit, big clit, chastity
06:32

Sissy Slut Anal Masturbation With Clit Closed In Chastity Sc.19

2 years ago

HClips

clit, slut, chastity, big clit
12:42

Crossdresser femboy Sissy Kat leaks in chastity and sissygasms

5 years ago

ShemaleZ

chastity
03:11

Sissy In Slutty And Chastity Cage Gets Ass Up To Take A Full Bottle Of Beer In The Ass - Mini Dress

2 years ago

ShemaleZ

bottle, dress, chastity
06:17

CHASTITY BELT

5 years ago

ShemaleZ

latex, chastity
29:34

Sissy Maid in Armbinder and Ankle Cuffed to bed in Chastity

1 year ago

xHamster

pantyhose, maid, chastity, crossdresser
03:08

HUGE ASS TS in Chastity Fucked Missionary

1 year ago

xHamster

missionary, chastity
03:03

Millie rides dildo in chastity pov

1 year ago

xHamster

chastity
09:10

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

6 months ago

xHamster

amateur, cum in mouth, chastity, dildo, cute, huge dildo
01:21

Sissy Slut Haileydoll In Chastity Anal Training BBC Dildo

1 year ago

xHamster

chastity
02:31

Assfuck in chastity

1 year ago

xHamster

chastity
12:39

Femboy Dressed As A Nun & Black Wings Fucks Huge Dildo And Cum After 10 Days In Chastity

3 years ago

ShemaleZ

huge dildo, nun, dress, chastity, femboy
20:23

Sandy solo

4 years ago

ShemaleZ

solo, chastity
10:53

Sissy destroys her ass while is chastity

1 year ago

xHamster

dildo, british, chastity
07:01

A Great Time with Bad Dragon Sveinn

1 year ago

xHamster

chastity
01:55

Sissy put on chastity belt

4 years ago

xHamster

chastity
33:59

Trans Latex Hands Free Cum Chastity Fuck Piss Drinkung

11 months ago

ShemaleZ

shemale, hands free, chastity, latex
02:57

Sissy Training Hankeys XL Seahorse in Micro Chastity Cage

3 years ago

xHamster

public, train, chastity
10:22

Dildo fuck with Dragon toy

11 months ago

xHamster

anal, dildo, chastity, sissy
04:32

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

1 year ago

Upornia

amateur, chastity
13:51

Sissy Maid Self Bondage Armbinder In Chastity Harness Gag With Large Black Dildo Locked In Ass

2 years ago

HClips

latex, gagging, bondage, maid, sissy, chastity
05:04

Charlotte See Goode

1 year ago

xHamster

french, chastity
05:24

Sexy sissy maid in chastity suck dick

7 months ago

xHamster

crossdresser, chastity, amateur, sissy, blowjob
06:53

Mommy Holy - It's Ok The Doctor Said So - a JOI story with a little CEI

7 months ago

xHamster

crossdresser, JOI, pantyhose, mom, chastity
04:04

Sissy Cd Slut Riding Dildo Training For Sissygasm In Chastity (almost Cum)

1 year ago

ShemaleZ

dildo, chastity, cum in ass
03:09

Sissy Sherri Fucked While Tiny Cock Is Caged In Chastity

1 year ago

ShemaleZ

chastity, sissy
11:06

Holy Nun Astrid Apathy Sissygasm In Chastity

3 years ago

ShemaleZ

nun, skinny, chastity
10:15 45%

Jessica Bloom Riding Monster Dildos Multiple Anal Orgasms in Chastity

3 years ago

xHamster

orgasm, monster, anal orgasm, chastity
06:24

Hot Sissy In Chastity Fucks Herself With Her Big Dildo

2 years ago

ShemaleZ

chastity
05:10

Pretty in pink

8 months ago

xHamster

amateur, mature, crossdresser, sissy, chastity
01:16

Oiled sissy body in small chastity

1 year ago

xHamster

swedish, chastity
04:06

Cute Blonde Cums RIght Into Her Mouth Through Her Chastity Cage

2 years ago

xHamster

cute, chastity
05:32

Chantals tiny Clitty is caged in super small Chastity and she is fucked until juicy Sissygasm

2 years ago

xHamster

slut, chastity
29:47

Daddys Little Sissy hoe Erin Showing Her recent Chastity

6 years ago

ShemaleZ

BDSM, chastity
02:24

Man Dressed as Woman in Chastity and Strapon Fucked

1 year ago

xHamster

strapon, crossdresser, dress, sissy, chastity, femboy
36:55

Chastity boy puts together office chair in ballet heels

5 years ago

ShemaleZ

office, heels, chastity
07:30

Femboy Sissy Lay With Vibrator In Chastity

2 years ago

HClips

vibrator, chastity
02:15

Sissy in chastity blowjob and anal sweet ass

7 years ago

xHamster

chastity
08:19

Sexy Sissy in Chastity Strapon Fucked by Dominatrix

1 year ago

xHamster

strapon, chastity, femboy
11:08

Sissy in chastity pounded hard

7 years ago

TXXX

chastity
14:35

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

12 months ago

xHamster

dildo, lingerie, sissy, hands free, chastity
04:17

Trans Woman in Chastity Fucked Cowgirl Raw

1 year ago

xHamster

chastity
04:08

Sissy Lili In Chastity Plays With Anal Glass Toy And Inflatable Buttplug

2 years ago

ShemaleZ

glasses, chastity
18:52

Sissy Hope great, hot and private compilation moments.

8 months ago

xHamster

small cock, latina, compilation, big cock, mexican, sissy, chastity
10:12

Transgender Slut Lilith Eclipse Fisting Herself and Playing With Her Asshole in a tiny Chastity Cage and Dark Pantyhose

2 years ago

xHamster

pantyhose, fisting, goth, asshole, slut, chastity
03:45

Sissy TGirl Lucy Pissing In Her Chastity Cage at SheWorld

5 years ago

xHamster

pissing, chastity
03:43

Sissy sarah in chastity shaving

2 years ago

xHamster

small cock, shaving, chastity
05:29

Sissy Locked in Chastity Fits 11 Inches Down Her Throat

2 years ago

xHamster

chastity
07:59

FIRST SISSYGASM Chastity Slut Misty Cane Cums in her Cage with vibrating wand

2 years ago

xHamster

vibrator, slut, JOI, chastity
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
01:42

Sissy Lucy in Chastity being plugged by mistress

4 years ago

xHamster

femdom, mature anal, domination, chastity
18:33

DEBBIE IN CHASTITY

5 years ago

ShemaleZ

chastity
10:07

Chastity Sissy Slut Anal Orgasm Encouragement - Jessica Bloom 10 Min

1 year ago

ShemaleZ

orgasm, solo, chastity
02:03

Sissy Boy Pink Dildo Fuck

1 year ago

xHamster

chastity
03:43

Trans Woman Takes Twin Tail Creations Croxic In Chastity 4 Min

1 year ago

ShemaleZ

chastity
04:18

Sexy Transgender in Chastity Deepthroats Huge Dick

1 year ago

xHamster

chastity
01:58

Sissy in chastity and in estim

3 years ago

xHamster

chastity
07:28

Femboy Sissy Plays In Chastity

3 years ago

HClips

chastity
21:40

New Deep Love Vol.1 - Episode 5

2 years ago

xHamster

chastity
01:27

Elmo Fucks Transgender in Chastity

1 year ago

xHamster

chastity
15:45

Sissy In Chastity Pounding Creampie Fuckmachine

2 years ago

ShemaleZ

chastity, sissy
01:12

Practice Makes Perfect

3 years ago

xHamster

chastity
06:08

Geile Gummipuppen - Teil2

2 years ago

ShemaleZ

latex, fetish, BDSM, ass to mouth, cum in mouth, domination, chastity
01:04

Cumming Like a Good Slut

1 year ago

xHamster

chastity
01:20

Dildo fuck in chastity pt2

4 years ago

xHamster

chastity
27:08

Trans Anal Of Chastity Sandy

6 years ago

ShemaleZ

chastity
03:15

Rose Sissy plug and chastity belt is a great little slut xxx

4 years ago

xHamster

vintage, JOI, chastity
03:39

Mistress Finally Lets Her Sissy Fuck!

1 year ago

ShemaleZ

femdom, latex, BDSM, sissy, chastity
01:30

Paula - In chastity riding on a dildo again

9 years ago

xHamster

dildo, chastity
03:10

Sissy Magic Bomb Chastity Cage Challenge

1 year ago

xHamster

chastity
08:52

Ice un the Ass

1 year ago

xHamster

chastity
03:55

Trans chastity fucks Dildo hard

1 year ago

xHamster

chastity
05:02

Trans Girl Jada Dulce Ass To Mouth Toying & Anal Dildo Riding In Chastity (full Vid On

3 years ago

ShemaleZ

ass to mouth, chastity
06:23

Chastity Sissy & Fuck Machine

5 years ago

ShemaleZ

machine, chastity
04:02

HUGE ASS TS in Chastity Fucked Doggystyle

1 year ago

xHamster

BDSM, dogging, chastity
06:00

Chastity Slave Get Milked While Licking Trannys Feet - FemdomAustriaTs

1 year ago

TXXX

feet, threesome, chastity
18:24

Sissy Maids Spiked Chastity Cage Self Bondage in New Boots

1 year ago

xHamster

bondage, boots, maid, JOI, chastity
05:11

Ebony TS Chastity Michaels bangs wild her lovers ass in bareback sex

9 years ago

TXXX

chastity
06:40

Slutty Sissy Shay Double Sissygasm in Chastity!

5 years ago

TXXX

double penetration, chastity
05:30

Behind the scenes with trans model Alexandra Braces Star before shooting a new fuck video

7 months ago

xHamster

mature, crossdresser, behind the scenes, chastity, sissy
02:28

Chubby sissy gets to wand in chastity

2 years ago

xHamster

fat, chubby, BBW, chastity
26:49

Spiked Chastity Cage Self Bondage

2 years ago

xHamster

latex, huge dildo, bondage, chastity
08:44

Sashas Dollhouse - Christmas Chastity And Dildo Ass Play

3 years ago

ShemaleZ

chastity
12:43

Chastity Cage Assfuck

1 year ago

ShemaleZ

chastity
16:00

In chastity and lingerie playing with my ass

6 years ago

xHamster

chastity
06:12

Sissy Slut Fucks Bad Dragon Dog Dildos Rex and Austin Chastity

5 years ago

ShemaleZ

dildo, dogging, slut, chastity
01:55

Sexy sissy crossdresser in chastitty on sofa

2 years ago

xHamster

chastity
17:40

Sissy milking and cumming handsfree... in chastity!!

7 years ago

xHamster

milk, hands free, chastity
12:40

Sissy In Chastity Playing And Cums Hard

2 years ago

Upornia

chastity
03:48

Sissy Emma wet panties in chastity

5 years ago

ShemaleZ

panties, wet, chastity
13:27

Self Bondage 2 Litre Enema Hand Cuffed to Toilet in Chastity and Gagged

3 years ago

xHamster

toilet, gagging, bondage, chastity
11:24

Day in sissy life anal big toy

6 months ago

xHamster

big cock, chastity, sissy, cuckold
02:02

Rapper Fucks Trans Woman in Chastity

1 year ago

xHamster

chastity
03:30

Cute Sissy Slut in Chastity

2 years ago

xHamster

slut, chastity
03:33

Fat Sissy Pig Won't Get Hard After 2 Weeks of Chastity

4 years ago

xHamster

fat, chastity
03:25

Chastity diary Part 4

1 year ago

xHamster

chastity
33:20

Trans Latex Hands Free Cum Piss Drinking Chastity Fuck Xxxsamanthaphd

11 months ago

ShemaleZ

shemale, pissing, chastity, latex
09:52

Sissy Maid Cleaning Bathroom in Steel Chastity Belt with Dildo Locked in Place

2 years ago

xHamster

femdom, bondage, maid, BDSM, bathroom, chastity
33:18

She Let Him Out Of Chastity

5 years ago

ShemaleZ

blowjob, chastity
04:47

Transvestite Ananny Mass Squirting /// (chastity Belt + Piston Machine)

1 year ago

ShemaleZ

squirt, chastity
07:56

Transgender in Chastity Deepthroats

1 year ago

xHamster

deepthroat, domination, chastity
07:16

Putting on my urethral chastity cage

5 years ago

xHamster

chastity

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