TRANNY • CHASTITY 2,103 videos

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05:07

Shemale Ass Sex Fucks Sub In Chastity - Jessy Jones

3 years ago

ShemaleZ

domination, chastity
05:50

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

3 months ago

xHamster

train, prostate, orgasm, fisting, dildo, british, swallow
04:13

Sissy locks her cock in a chastity cage

2 years ago

xHamster

chastity
09:09

Chastity Sandy Fucked Hard

5 years ago

xHamster

vintage, chastity
03:11

Sissy Trans Girl In Chastity Masturbates With Hitachi Magic Wand

2 years ago

HClips

chastity
03:02

Fat Sissy light ball torture and wax play in chastity

1 year ago

xHamster

fat, german, BBW, chastity
03:38

Sissy boy has multiple sissygasms

1 year ago

xHamster

squirt, cumshot compilation, hands free, chastity
21:51

Teen tranny fuck her ass with big dildo

1 year ago

xHamster

dildo, chastity
01:25

Kelli bathroom Deepthroat

1 year ago

xHamster

small cock, british, thong, bathroom, chastity
07:53

Millie panty try on 2 with chastity

1 year ago

xHamster

panties, skinny, chastity
07:31

One of the best bitch in chastity suck a dick in public

6 years ago

xHamster

mature, public, chastity
01:20

Sissy in a Hotel

2 years ago

xHamster

german, hotel, chastity
10:18

Multiple Anal Sissy Orgasms In Chastity Cage Then Unloc

1 year ago

HClips

orgasm, sissy, chastity
24:46

Raver Sissy Femboy In Chastity Fucks Bbc 4 Femdom Goddess While She Eats Dinner, Rough Anal Slut 4/5

1 year ago

ShemaleZ

femdom, BDSM, BBC, chastity, sissy
02:10

First Time Rapper Fucks Hot Tgirl in Chastity

2 years ago

xHamster

18, bareback, first time, chastity
04:58

Sasha Toys Ass Locked In Chastity

4 years ago

ShemaleZ

chastity
22:14

Fuck me in chastity device

8 years ago

TXXX

latex, chastity
01:45

Trans Beauty in Chastity Fucked

2 years ago

xHamster

chastity
02:04

Rubberdoll Whore Masturbates in Chastity and Cums

2 years ago

xHamster

latex, cuckold, whore, chastity
12:42

Double anal in chastity

8 years ago

xHamster

latex, double anal, double penetration, chastity
03:40

Tranny Chastity Slave and Breathplay

5 years ago

TXXX

BDSM, chastity
02:58

Unlocking chastity in public restroom

1 year ago

xHamster

public, chastity
03:13

Hot Blonde Trans Bailey Wilde Fucked in Chastity

1 year ago

xHamster

amateur, crossdresser, blonde, sissy, chastity, femboy
08:13

Tiny dick sissy pissing like a slave in chastity cage and butt plug try to scape chastity cage later

1 year ago

xHamster

pissing, indian, chastity
03:42

Chastity gift 2

5 years ago

xHamster

chastity
07:13

Sissy Maid Cumming in Chastity During Self Bondage

2 years ago

xHamster

latex, bondage, maid, BDSM, chastity
02:12 82%

NEGATIVE CHASTITY double cumshot

1 year ago

xHamster

teen (18+), double anal, hands free, chastity, teen anal (18+)
04:57

Ebony Tgirl Chastity thrusts her dick inside her lovers butt

7 years ago

ShemaleZ

interracial, chastity
06:20

Captive life, peeing in prison

1 year ago

xHamster

pissing, chastity
11:00

Crossdresser gets machine fucked with XXL Monster Dildos #10

9 months ago

xHamster

german, dildo, machine, sissy, chastity, femboy
02:42 80%

Chastity slave get milked while licking trannys feet

3 years ago

xHamster

feet, femdom, bisexual, milk, chastity
04:55

Getting Pegged With The Spocks Cock Dildo Whilst In Chastity With Lucy Essex Cd

3 years ago

HClips

pegging, chastity, shemale and girl
11:46

Chastity sandy fucked hard

7 years ago

TXXX

chastity
06:29

Sissy's small chastity cage gets anal workout with BBC

2 years ago

xHamster

chastity
49:11

Podcast Ep13: Sissy, Chastity and Lust

4 years ago

xHamster

chastity
09:58

Tiffany Minx Chastity Sissy Double stuff bet!

5 years ago

TXXX

double penetration, chastity
08:18

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

1 year ago

xHamster

swallow, cumshot, vibrator, chastity
06:46

Sissy BarbieLoki Dildo Play and Cumshot

8 months ago

xHamster

anal, cumshot, chastity, norwegian
05:19

Haired Trans Girl Fucked Doggy Style In Chastity Wearing Pink Corset And Skirt

2 years ago

Upornia

dogging, skirt, chastity
02:21

Sissy in Chastity fucks huge Dildos

3 years ago

xHamster

huge dildo, chastity
13:40

Latex Sissy In Chastity Anal Play With Big Dildos

3 years ago

ShemaleZ

latex, chastity
02:51

So lovely Gurl in play and chastity

4 years ago

xHamster

chastity
12:20

Sissy Crossdresser Enjoys Bbc Dildo In Chastity

2 years ago

TXXX

crossdresser, BBC, sissy, chastity
10:42

Full fashion stocking and chastity

8 years ago

xHamster

full movie, chastity
22:10 62%

Slutty Trap Girl Really Enjoys Her Dildos And Chastity 2/5

2 months ago

HClips

chastity, shemale, amateur, dildo, shemale and girl, solo
11:24

Real sissy in chastity outdoor

6 years ago

ShemaleZ

latex, outdoor, sissy, chastity
08:16

Chastity sissy slut vibrator cum

6 months ago

xHamster

amateur, chastity, solo
05:41

Daddy woke me up in the middle of the night for this!

2 years ago

xHamster

blowjob, chastity, crossdresser
04:49

Sissies need chastity hypno

4 years ago

xHamster

chastity
04:42

Chastity cum 2

1 year ago

xHamster

BBW, chastity
08:01

Sexy Crossdresser Chastity Dildo Orgasm

4 years ago

xHamster

orgasm, chastity
06:48

Sissy femboy caged in flat cage

1 year ago

xHamster

latina, mexican, chastity
01:25

Chastity , longs Nails & tied Corset

5 years ago

xHamster

latex, tied, chastity
06:52

Sissy Swallows Her Own Cum in Chastity After Using Dildo

2 years ago

xHamster

huge dildo, 18, swallow, chastity, cum in ass
06:20

Crossdresser gets put in chastity for first time

6 years ago

ShemaleZ

first time, chastity
01:12

Chastity cage, ass movements, butt plug, my first video

6 years ago

xHamster

chastity
09:44

Chastity clip vs fuck machine equals sissygasm everytime

12 months ago

xHamster

fetish, chastity
10:26

Femdom Mistress Pegs Sissy Cuckold Chastity Slut & Makes Her Love Big Cock! Anal Plug Gaping Part 3

1 year ago

ShemaleZ

femdom, BDSM, cuckold, pegging, chastity
15:27

Frilly sissy in chastity fucked by Mistress

5 years ago

ShemaleZ

femdom, chastity
04:09

Hot Sissy in Chastity Strapon Fucked by Dominatrix

1 year ago

xHamster

strapon, chastity, femboy
19:06

Sissy in chastity swallow cum

6 years ago

ShemaleZ

swallow, chastity
06:37

Sissy Cd Boyfriend Is Home Alone-puts Chastity On As He Can Only Play With His Anal Boypussy

1 year ago

ShemaleZ

chastity
26:38

Trans anal Of Chastity Sandy

5 years ago

TXXX

chastity
10:55

Femboy In A Chastity Belt Jerks Off Her Ass With A Big Dildo And

1 year ago

ShemaleZ

chastity, femboy
06:07

Chastity Belt Butt Plug Trainer

5 years ago

ShemaleZ

chastity
05:54

Tied up sissy in chastity cage with anal plug ready for fuck

1 year ago

xHamster

french, bondage, tied, chastity
21:51

Self Suspension Bondage - Sissy Maid

1 year ago

xHamster

latex, bondage, maid, chastity
07:33

Full time chastity

8 years ago

TXXX

latex, chastity
26:44

Hot Chastity Sandy.

12 years ago

xHamster

chastity
24:45

Astrid Apathy Puts On Erotic Show In Thigh High Socks And Chastity

2 years ago

ShemaleZ

socks, erotic, chastity
24:11

Asian Femboy In Cheongsam Tries Out The New Horsecock Dildo With Chastity Cage Cums 3 Times

4 years ago

ShemaleZ

chastity
02:06

Sissy Nipple Cow Chastity Nipple Pump Electro Pain

2 years ago

xHamster

BDSM, nipples, electro, pump, chastity
05:15

SISSY SLUT SHOWS OFF AND PUSHES OUT BUTT PLUG

1 year ago

xHamster

pantyhose, teen (18+), teen anal (18+), crossdresser, sissy, chastity
1:17:37

Yasmin Lee, Chastity, And Alissa Gangbang Guy

3 years ago

Upornia

gangbang, group, chastity
07:12

Sissygasms in chastity

2 years ago

xHamster

train, chastity
20:03

Crossdressing Model Deep Anal Play First Sissygasm Sissy Chastity

1 year ago

ShemaleZ

teen anal (18+), BDSM, chastity
14:25

Double time again

1 year ago

xHamster

dildo, double anal, finnish, first time, chastity
01:40

Small dick sissy gets hard in chastity

2 years ago

xHamster

JOI, chastity
01:05

MATURE CROSSDRESSER TVROSE CUTE PINK CHASTITY CAGE PERT NIPPLES SEXY BLACK DRESS

2 years ago

xHamster

mature, cute, black, POV, MILF, nipples, dress
06:31

Sissy taniax Cum riding huge black dildo

7 months ago

xHamster

mature, amateur, mature anal, anal, dildo, chastity
08:31

Trans Woman in Chastity and Bondage Fucked

2 years ago

xHamster

bondage, chastity
11:56

Sasha Rose - BBC Chastity Slut

6 years ago

ShemaleZ

slut, BBC, chastity
03:25

Curvy Fake Tits Tgirl In Chastity Rides Dildo Polly Ts

3 years ago

ShemaleZ

dildo, chastity
02:06

Sissy Lucy gets Pegged in Chastity whilst trying to wash up

4 years ago

xHamster

mature anal, pegging, chastity
05:03

Feet Toes Ass Chastity Cage Transgender Slut Showing Nude Ass Smooth Shaved Tgirl Gurl With Sissy Slave

2 years ago

ShemaleZ

feet, shaving, slut, chastity
01:42

Trans woman putting on a chastity device

1 year ago

xHamster

bondage, chastity
04:48 83%

Abh054 Sweet Girl In Chastity Riding Dildo And Play Vibrator Until Cum

3 years ago

ShemaleZ

fetish, riding, vibrator, chastity
10:42

Sissy Slut Anal Masturbation With Clit Closed In Chastity Sc.17

1 year ago

ShemaleZ

clit, chastity
07:11

Chastity Anal Orgasms With Huge Dildos Sissy Jessica Bloom

1 year ago

xHamster

huge dildo, anal orgasm, chastity
01:19

Pee in Chastity outside

5 years ago

xHamster

pissing, chastity
01:28

Sissy in chastity and bondage has ruined orgasm

7 years ago

xHamster

orgasm, bondage, BDSM, chastity
05:19

Crossdresser Sissy Showing and smoking

2 years ago

xHamster

smoking, pump, chastity
07:11

Sissy in chastity in black outfit and fishnets riding XL dildo

2 years ago

xHamster

chastity
04:20

Chubby Trap In Chastity Gets Fingered Fucked

3 years ago

ShemaleZ

teen (18+), chubby, chastity
01:24

Sissy Maid in Chastity Desperate in Bed

2 years ago

xHamster

mom, maid, chastity
06:44

Twerking, moaning, bouncing, jiggling, cumming, tiny Clitty Sissy Slut in Chastity

2 years ago

xHamster

slut, chastity, cum in ass
03:25

Sissy dildo fucking in chastity

5 years ago

TXXX

chastity
23:19

Ghotic trap solo in chastity

5 years ago

ShemaleZ

chastity
07:48

Chastity Sissy Anal Training Jessica Bloom Anal Instructions 8 Min

6 months ago

ShemaleZ

latex, shemale, sissy, solo, instruction, chastity
16:11

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

1 year ago

xHamster

riding, mexican, chastity
03:22

SDS Chastity Caged at Bedtime

5 years ago

ShemaleZ

chastity
04:15

Sissy chastity pony buttplug

7 years ago

TXXX

chastity
12:52

Chastity Sandy Shemale Fucked

5 years ago

ShemaleZ

vintage, chastity
01:32

Frat College Guy Fucks Trans Woman in Chastity

2 years ago

xHamster

college, chastity
04:55

Slave Chastity Get Fuck

1 year ago

ShemaleZ

domination, chastity, teen (18+)
04:56

Kelcey in Chastity

9 years ago

xHamster

chastity
04:40

Tranny anal bangs guy with chastity

5 years ago

ShemaleZ

chastity
16:12

Another anal training

1 year ago

xHamster

chastity
05:49

Trans Girl Fucking Sissy Crossdresser In Chastity

2 years ago

ShemaleZ

chastity
04:17

(Part 2) Skinny Asian Sissy Cum Twice After Locked In Chastity For A Week

1 year ago

xHamster

handjob, chastity
05:46

Teen Sissy Alex In Chastity Plays With Toys

5 years ago

TXXX

chastity
24:37

Skitty in Anal Plug progression Stretching

2 years ago

xHamster

german, train, chastity
01:51

Locked up unicorn in chastity performs for mistress

3 years ago

xHamster

femdom, chastity
02:01

Real Sissy Maid Service "Dusting"

1 year ago

xHamster

stockings, maid, chastity
01:44

Taking the Red Pill

1 year ago

xHamster

pissing, BDSM, crossdresser, chastity
05:44

Good Girls Eat Up All Of Their Cum Even While Locked In Chastity 6 Min

1 year ago

HClips

chastity
03:07

18 year old puppy femboy in chastity has first anal orgasm

1 year ago

xHamster

orgasm, ladyboy, anal orgasm, chastity
01:42

Sissy TGirl Scarlett Rides Her Toy While Locked in Chastity

4 years ago

xHamster

chastity
05:16

Good Bussy

1 year ago

xHamster

ebony, chastity
06:07

Sissy in Chastity Fucks and Goes Ass to Mouth

4 years ago

xHamster

ass, sissy, chastity

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