TRANNY • CHASTITY 2,016 videos

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06:00

Sissy fucked hard while in chastity

1 year ago

xHamster

shemale, chastity, sissy, stockings, BBC
06:10

Chastity Slut In Stockings And Heels Playing With Suggest Model

4 years ago

ShemaleZ

heels, chastity, mature
02:28

Transgender in Chastity Fucked Doggystyle

2 years ago

xHamster

BDSM, dogging, sissy, chastity
05:39

Booty sissy in chastity plays with a vibrator

3 years ago

xHamster

vibrator, chastity
20:28

Anal Training in Chastity

6 years ago

ShemaleZ

train, teen anal (18+), chastity
18:39

Spiked Chastity Cage Torment - Sissy Maids Self Bondage

2 years ago

xHamster

bondage, maid, BDSM, chastity
06:06

Black Ts Girl Does Butt Fucking Wi With Gabriel Dalessandro And Chastity Michaels

8 months ago

ShemaleZ

ebony, chastity, black
03:07

18 year old puppy femboy in chastity has first anal orgasm

2 years ago

xHamster

orgasm, ladyboy, anal orgasm, chastity
07:25

Sissy Maid Cums & Squirts Hard from Anal Fucking Machine in Chastity Cage - Jessica Bloom

1 year ago

xHamster

beauty, squirt, prostate, dildo, machine, sissy, chastity
04:48

TV Gloria in chastity dildo riding

6 years ago

ShemaleZ

riding, chastity
03:02

Bimbo tranny slut in chastity cage

7 years ago

TXXX

slut, chastity
06:07

My balls are so full! I need to cum so bad!

3 years ago

xHamster

gagging, chastity, cum in ass
19:57

Sissy Joy pounded By Her mistresse With A thong On while Locked In Chastity

7 years ago

ShemaleZ

femdom, thong, chastity
14:11 67%

Its Okay To Want To Fuck Trannies (part 1) Transgender Encouragement Seduction Tgirl Feet & Ass

2 years ago

ShemaleZ

feet, latex, seduced, chastity, webcam
06:12

Walking in chastity cage and buttplug

5 years ago

HClips

outdoor, chastity
03:44

Latex Rubberdoll Ruined Orgasm In Chastity

3 years ago

HClips

latex, orgasm, chastity
01:01

Goddess Violet Presents: The Feminization of M

2 years ago

xHamster

maid, chastity
05:34

Slutty Sissy Pirate Cage Dance by Sissy Mindy

1 year ago

xHamster

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13:35 83%

Real sissy full in chastity

7 years ago

ShemaleZ

latex, sissy, chastity
06:48

Anal Slut Chained to the Fuck Machine by Her Balls

1 year ago

xHamster

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05:47

Cutie Trans Sissy In Chastity Scarlet Sky Collared And Leashed To Wall For Playtime!

2 years ago

ShemaleZ

chastity
07:44

Sissy In Chastity Cums With Vibrator And Uses Cum As Lube A2m - Jessica Bloom 8 Min

1 year ago

ShemaleZ

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03:24

Sissy cd in chastity

7 years ago

ShemaleZ

chastity
26:45

Naughty Chastity Sandy.

7 years ago

ShemaleZ

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04:33

Chastity masturbation with cumshot

4 years ago

xHamster

dildo, vintage, chastity
16:39

Trans Girl In Chastity Plays With Dildos And Fists Herself

3 years ago

ShemaleZ

fisting, chastity
01:42

Sissy TGirl Scarlett Rides Her Toy While Locked in Chastity

5 years ago

xHamster

chastity
10:18

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

2 years ago

TXXX

feet, femdom, POV, orgasm, sissy, anal orgasm, chastity
08:30

Pretty Sissy In Pink Playing With Herself

1 year ago

xHamster

lingerie, chastity, shemale, sissy, amateur
06:08 56%

Geile Gummipuppen - Teil2

3 years ago

ShemaleZ

latex, fetish, BDSM, ass to mouth, cum in mouth, domination, chastity
03:16

Ts In Bondage And Chastity Dominated And Fucked

2 years ago

ShemaleZ

latex, bondage, chastity, BDSM
08:08

Machine fucking in chastity cage

2 years ago

xHamster

BDSM, machine, chastity
07:12

Vladasexytrans Wild Anal Play in Black Dress and in Black Stockings

1 year ago

xHamster

black, teen (18+), crossdresser, chastity, femboy, dress
04:47

Erika Oak Cums in Chastity

2 years ago

xHamster

chastity
1:00:38

Master fucking and fisting my ass with machine

2 years ago

xHamster

fisting, BDSM, machine, chastity
04:06

Cute Sissy Cums in Her Own Mouth in Chastity

3 years ago

xHamster

cum in mouth, chastity
09:02

Gudrun And Angie In Chastity And Pump Plug Games

2 years ago

HClips

mature, stockings, lingerie, chastity
21:51

Teen tranny fuck her ass with big dildo

2 years ago

xHamster

dildo, chastity, femboy, sissy
10:40

Nipple clamps, Chastity and Plug

5 years ago

xHamster

nipples, chastity
09:15

Asian Sissy Anal With Chastity Dildo Sexyasiansissy

4 years ago

ShemaleZ

chastity
01:44

Trans Woman in Chastity Fucked Doggystyle POV

2 years ago

xHamster

POV, dogging, chastity
07:41

Full fashion seamed stocking chastity girl

9 years ago

TXXX

chastity
06:12 75%

The Start of Perminant Chastity

6 years ago

ShemaleZ

fetish, BDSM, chastity
09:44

Plugged chastity cage whore

11 years ago

xHamster

whore, chastity
04:42

Sissy slut dressed in lingerie locked in chastity and playing with a big glass anal plug

2 years ago

xHamster

public, glasses, dress, chastity
01:30

Sisk Unlock Her Chastity Cage and Play with Her Clitty Dick

2 years ago

xHamster

bathroom, chastity
09:37

Starla Releases Randy From Chastity

7 years ago

ShemaleZ

chastity
08:06

Slutty Femboy Maid In Chastity Takes Rough Anal Training Oscar20xxx

2 years ago

HClips

train, maid, chastity, femboy
02:20

Sissy maid locked in chastity in lockdown

5 years ago

xHamster

maid, chastity
07:01

Desperate sissy attempts to cum fter week in chastity

5 years ago

HClips

chastity, 18, webcam
06:22

Sissy chastity training on tentacle

3 years ago

xHamster

train, dildo, tentacle, chastity
02:56

Sissy sarah hypno locked up chastity

5 years ago

xHamster

chastity
05:42

Good anal cumshots without hands vladasexytrans

1 year ago

xHamster

chastity, sissy, cumshot, amateur, crossdresser
09:08

Gudrun and Angie in chastity and pump plug games

6 years ago

xHamster

mature anal, game, pump, chastity
05:39

Feminized Cosplay Slut Loves to be Fucked

3 years ago

xHamster

slut, JOI, cosplay, chastity
04:15 82%

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

6 years ago

ShemaleZ

russian, maid, chastity
09:09

Chastity Sandy Fucked Hard

6 years ago

xHamster

vintage, chastity
04:36

Crystal Paige playing solo

3 years ago

xHamster

mature anal, heels, chastity
40:39

Sissy In Red Nightie Fucks Her Ass While Locked In Chastity

2 years ago

ShemaleZ

chastity
07:41

Chastity life

6 years ago

TXXX

BDSM, chastity
10:19

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom

2 years ago

xHamster

orgasm, fisting, british, anal orgasm, chastity
04:26

Cute Femboy In Chastity Cage Masturbate With Vibrator

3 years ago

HClips

vibrator, chastity
09:41

Slutty Trap Solo In Small Pink Chastity

1 year ago

HClips

amateur, chastity, stockings
06:55

How a Sissy should Masturbate - Sissy - Crossdresser slut - Chastity with Vibrator - Sissy Joanna

2 years ago

xHamster

chastity
07:36

Chastity desire, Gudrun and Angie

6 years ago

xHamster

mature, mature anal, chastity
13:15

Sissy chastity

6 years ago

ShemaleZ

sissy, chastity
11:09 88%

Femboy Cums In Chastity Then Strokes Himself To A Second Orgasm

3 years ago

ShemaleZ

orgasm, chastity
24:42

Crossdresser gets machine fucked with XXL Monster Dildos #5

1 year ago

xHamster

german, dildo, crossdresser, hardcore, chastity
30:27

Rianna James In Cuckold Fantasy, Chastity, Small Penis Humiliation

3 years ago

ShemaleZ

cuckold, tattoo, penis, chastity, brunette
05:41

Cindy love anal in chastity

4 years ago

xHamster

british, chastity
01:51 46%

Femboy Sissy in chastity cage and plugged playing outdoor

5 years ago

xHamster

public, prostate, teen anal (18+), outdoor, chastity
05:37

Cd Andrea Chastity Assplay

4 years ago

Upornia

chastity, amateur
06:34

Sissy Rides Her Toy While Locked in Chastity

3 years ago

xHamster

pissing, chastity
05:05

Sissy Cum In Inverted Chastity Cage After Being Denied For 60 Days

2 years ago

Upornia

chastity
03:03 70%

Abby Kitty And Sissy Slave In Ab085 Lustful Be Masters Chastity (chinese And English Subtitles)

2 years ago

Upornia

teen (18+), chinese, sissy, chastity, asian, solo
05:28

SlimSissyJessica returns to cheap motel to meet strangers.

2 years ago

xHamster

hotel, sissy, stranger, chastity
21:53

Cumming in Chastity-Self Bondage Gasmask Suspension Harness

3 years ago

xHamster

latex, bondage, BDSM, chastity
01:11

Sissy getting in chastity

3 years ago

xHamster

chastity
09:13

Sissy In Chastity arse pokeed

7 years ago

ShemaleZ

fetish, chastity
07:12

Sissygasms in chastity

3 years ago

xHamster

train, chastity
02:21

PERMANENT CHASTITY

3 years ago

xHamster

chastity, BDSM
05:45

Amateur Femboy Tries To Cum Handsfree In Chastity But Gets Impatient And Jerks Off

3 years ago

ShemaleZ

hands free, chastity
06:47

CUTE SISSY TRAP CUM IN CHASTITY WITH DILDO (FOXYQ SLUT)

6 years ago

ShemaleZ

dildo, toys, slut, chastity
03:23

Pee And Cum On Myself In Chastity

2 years ago

ShemaleZ

pissing, chastity
03:41

Mina loves high heels and chastity cages.

4 years ago

xHamster

heels, chastity
02:17

Gasmasked Sissy Enjoying Extra Tight Chastity Cage

2 years ago

xHamster

latex, lingerie, tight, chastity, femboy
13:28

Chubby Trans Sex Slave In Chastity Allowed To Peg Her Mistress

3 years ago

HClips

femdom, chubby, pegging, chastity
02:56

Trying on flat chastity cage with metal catheter in sissy panties

2 years ago

xHamster

panties, chastity
12:24

Chastity Slut In Black Stockings And Lingerie Playing

4 months ago

HClips

shemale, chastity, solo, mature
06:59

Pandora Melanie in Chastity Cage - DreamTranny

8 months ago

TXXX

bareback, mature, chastity
07:28

Femboy Sissy Plays In Chastity

4 years ago

HClips

chastity
08:50

Femboy In Chastity Cage Plays With His Bad Dragon Nova. Cums From Vibrator And Fuck Machine

3 years ago

TXXX

toys, machine, vibrator, chastity
15:29

Pee tasting and chastity masturbation of a kinky latexdoll

3 years ago

xHamster

pissing, latex, chastity
18:38

Sissy Lucy Being Locked Up In Metal Chastity For Locktober

2 years ago

ShemaleZ

latex, chastity, sissy
10:53

Chastity sandy shemale

8 years ago

TXXX

teen (18+), chastity
08:00

Sissy school girl

2 years ago

xHamster

vibrator, chastity
18:48

Trap In Chastity Cage Anal

4 years ago

ShemaleZ

blonde, chastity
03:48

Asian Sissy In Chastity And Swimsuit Fails Sissygasm And Presents As Plugged And Vibrated Maid

4 years ago

ShemaleZ

maid, swimsuit, vibrator, chastity
03:22

Chastity Sissy Alex - Showing Off My Favourite Dildo

7 years ago

ShemaleZ

chastity
1:15:02

Pain And Pleasure, Chastity And Lust, Part 2

4 years ago

Upornia

chastity
24:11

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

4 years ago

ShemaleZ

chastity
07:45

Exposedforyou Sissy Strip Tease, chastity, plug, ass dildo

5 years ago

xHamster

mature anal, tease, strip, JOI, chastity
07:31

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

7 years ago

xHamster

mature, public, chastity
14:11

Lizzy Yum july 2024 dilate and masturbate #4 chastity fantasy bathing pussy clit boobs

1 year ago

xHamster

amateur, chastity
14:39 71%

Sissy Emily Hardon Cheerleader Chastity Dildo Play

6 years ago

ShemaleZ

cheerleader, sissy, chastity
05:07

Kinky Sissy

2 years ago

xHamster

panties, chastity
01:15

Subby's Secret... Tranny with chastity belt and gag while shopping!!

2 years ago

xHamster

public, german, gagging, BDSM, chastity
10:58

Sitting On My Trans Girlfriends Face Until I Come While Shes Locked In Inescapable Chastity

2 years ago

ShemaleZ

facesitting, girlfriend, chastity
06:24

Fucking Myself for a Hands Free Orgasm in My Metal Cage

1 year ago

xHamster

chastity, hands free
01:59

Resisting Inverted Chastity Cage

2 years ago

xHamster

latex, sissy, chastity
05:42

Sissy Denver In Chastity, Training Her Butt Pussy

3 years ago

ShemaleZ

train, chastity
05:17

Chastity Michaels in Chastity Michaels Lusciousness - BlackTGirls

6 years ago

TXXX

ebony, chastity
09:22

Ilandis In A Chastity Belt And Stockings Has Fun With His Anus Fucks Himself With An Artificial Dick

2 years ago

ShemaleZ

fisting, chastity
13:04

Nasty Shemale Sorona Strokes Her Cock With A Hair Clip Chastity Cage And Cum All Over

2 years ago

ShemaleZ

chastity
03:45

Bed Bondage In Pvc Catsuit And Chastity Belt

3 years ago

ShemaleZ

bondage, chastity, latex
16:06

Welcome Home Lizzy- Bdsm Female Chastity Post Op Pussy Masturbation Orgasm - Lizzy Yum

2 years ago

ShemaleZ

orgasm, BDSM, chastity, post op
01:12

Cop Fucks Trans Woman in Chastity

2 years ago

xHamster

BDSM, 18, chastity
06:47

Chastity Sissy Public Self Bondage Part 1

6 years ago

ShemaleZ

public, fetish, bondage, crossdresser, sissy, chastity
09:29 50%

Hotwife Fucks Her BBC Bull As Sissy Cuckold In Lingerie And Chastity Cage

6 years ago

ShemaleZ

cuckold, chastity
21:19

Twin Game

1 year ago

xHamster

handjob, crossdresser, compilation, chastity, twins, handjob compilation

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