TRANNY • CHASTITY 297 videos

Popular Latest Top rated

30:24 71%

Nikki Blue - Crossdressing Sissy Dress Full

3 years ago

ShemaleZ

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35:01 87%

Loves Bbc Hd - Ava Holt

1 year ago

ShemaleZ

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33:23 67%

[M] Sissy Sasha Sissy Jenny

5 years ago

ShemaleZ

shemale, sissy, chastity
19:08 85%

Chastity Shemale Takes Interracial Anal Reaming And Creampie

1 year ago

ShemaleZ

amateur, creampie, anal, interracial, 18, bareback, sissy
22:08 93%

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

4 months ago

HClips

amateur, shemale, POV, tattoo, blonde, slut, chastity
19:03 86%

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
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
21:23 79%

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

2 years ago

xHamster

feet, dildo, chastity, solo
18:35 48%

Sissy Maid Gets Dressed, Cuffed and Locked and Rides Her Doll

5 months ago

xHamster

mature, amateur, blowjob, maid, uniform, crossdresser, riding
33:30 77%

Chastity male vs shemale

7 years ago

ShemaleZ

BDSM, shemale and girl, vintage, chastity
42:34 80%

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

2 years ago

ShemaleZ

anal, double anal, group, toys, cum in mouth, double penetration, chastity
1:03:39 75%

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

2 years ago

xHamster

stockings, french, lingerie, chastity, sissy, anal
42:14 80%

Best slut Ever anal In Chastity Device

6 years ago

ShemaleZ

slut, chastity
20:14 92%

Sasha Desade In Sissy Fuck Training

3 years ago

ShemaleZ

stockings, train, threesome, lingerie, sissy, chastity, brunette
15:03 64%

Chastity Tgirl Gets Double Anal Fucked In A With Itzel Saenz And Hardcore Gangbang

2 years ago

ShemaleZ

POV, double anal, gangbang, toys, double penetration, hardcore, chastity
26:15

Naughty Chastity Sandy.

5 years ago

TXXX

chastity
19:29 87%

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

4 years ago

HClips

BDSM, cum in mouth, chastity, brunette, solo
41:24 89%

Natalie Mars And friend Feminized In Chastity slavery

5 years ago

ShemaleZ

fetish, BDSM, chastity
16:39 64%

Trans girl in chastity plays with dildos and fists herself

3 years ago

xHamster

cute, teen anal (18+), fisting, dildo, solo, 18, dirty talk
27:33 82%

Sissy plowed By Woman With strap On

5 years ago

ShemaleZ

strapon, interracial, sissy, chastity
15:51 87%

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

2 years ago

ShemaleZ

solo, sissy, chastity, BDSM
29:14 90%

Shemale Sub In Chastity Takes Bbc And Gets Cum Filled

1 year ago

ShemaleZ

amateur, interracial, lingerie, bareback, BBC, sissy, chastity
29:14 93%

Tiffany Doll - Sissy Schoolgirl In Chastity Bred Wit

1 year ago

ShemaleZ

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1:06:07 78%

Taryn Elizabeth gets strapon while in chastity

5 years ago

ShemaleZ

strapon, chastity
17:19 50%

Public humiliation locked, plugged, gagged, clamped and squirt

1 year ago

xHamster

outdoor, chastity, BDSM, sissy, public, fetish
40:19 67%

Chastity Cage On Her Penis Asian Ladyboy Threesome Fucked Hard In The Ass

2 years ago

Upornia

stockings, asian, chastity
17:41 73%

Dirty priest tied up and humiliated her slave

4 years ago

xHamster

femdom, russian, bondage, BDSM, tied, chastity
20:35 77%

White Sissy Chastity Training (fuck Machine)

2 years ago

ShemaleZ

train, BDSM, machine, sissy, chastity, solo
19:15

Sissy punished and fucked for removeing her chastity part 3 final

5 years ago

ShemaleZ

fetish, interracial, sissy, chastity, bareback
27:10

Chastity fucked

7 years ago

ShemaleZ

chastity
21:22 72%

Skitty&M&L in Our first fun Together

2 years ago

xHamster

latex, german, BDSM, sissy, chastity, toys
15:36

Submissive With Chastity Cage Makes Femdom Squirt With Erica Cherry And Queenie Sateen

9 months ago

ShemaleZ

chastity, femdom, squirt, shemale, lingerie
1:15:02 85%

Pain and pleasure, chastity and lust, Part 2

4 years ago

xHamster

german, BDSM, JOI, chastity, amateur
16:59 77%

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

3 years ago

HClips

orgasm, shemale and girl, chastity, stockings
16:55

Teen sissy in chastity with her Master

5 years ago

HClips

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
33:24 68%

Sissys Wooden Pony Ballet Boot Torment

1 year ago

xHamster

latex, fetish, bondage, boots, lingerie, BDSM, chastity
20:26 79%

Sissy In Chastity Pounds Pussy Hard Until She Makes Cummies

2 years ago

ShemaleZ

amateur, webcam, sissy, chastity, solo
21:45

Flat Chastity Sissy

3 months ago

xHamster

anal, asian, chastity, solo, squirt, sissy, dildo
26:40 82%

Chastity Caged No Hand Cum Compilation

1 year ago

ShemaleZ

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42:14 69%

Best slut Ever anal In Chastity Device

7 years ago

ShemaleZ

anal, slut, 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
15:54

Crossdresser On Live Webcam - Sissy Wears Chastity Belt

1 year ago

ShemaleZ

crossdresser, blonde, sissy, chastity
15:11 67%

COOKIE COSMOS - CHASTITY CHALLENGE DIARIES

5 years ago

HClips

fetish, chastity
21:51

Submissive Sissy Chastity Buttplug Play

6 years ago

ShemaleZ

BDSM, ass, toys, chastity, crossdresser
15:29

Pee Tasting And Chastity Masturbation Of A Kinky Latexdoll

3 years ago

Upornia

pissing, chastity
51:23 67%

Linzy19's Guide To Chastity

2 years ago

xHamster

prostate, fetish, BDSM, domination, JOI, chastity
22:55 44%

Sissy Secretary in horny after work activities

2 years ago

xHamster

stockings, masturbation, secretary, nylon, webcam, sissy, 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
16:07

Mike Ass Fucks Sissy Charlotte While She is Locked in EStim Chastity Cage

2 years ago

xHamster

mature, mature anal, anal, couple, monster, small tits, sissy
25:22 86%

Chastity Sandy Loves Black Cocks

8 years ago

TXXX

black, interracial, bareback, chastity, shemale
25:24

Chastity and friends

7 years ago

ShemaleZ

chastity
49:33

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

2 years ago

xHamster

french, chastity
33:30

Chastity male vs shemale

9 years ago

TXXX

shemale and girl, vintage, chastity
22:29

Kylie Maria In Kylie Cums In Her Chastity

3 years ago

ShemaleZ

chastity, brunette, webcam
28:47 59%

Lizzy Yum August 2022 #1 Chastity Vagina Tits prisoner of love and chore

2 years ago

xHamster

bondage, chastity, post op
1:14:27 77%

Pain And Pleasure, Chastity And Lust, Part 2

4 years ago

Upornia

threesome, BDSM, chastity
42:07 45%

A cute trans girl gets wrapped in shrink wrap also cbt

5 years ago

ShemaleZ

cute, fetish, BDSM, chastity
25:04

Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged

1 year ago

xHamster

bondage, BDSM, sissy, chastity, dildo
25:27

Sexy Chastity

8 years ago

TXXX

chastity
25:44

Cute trap The Mortal Medusa in chastity

5 years ago

ShemaleZ

cute, chastity
32:07

Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory

2 years ago

xHamster

french, chastity
15:32 83%

Russian Femboy Fucks With Mistress For The First Time With A Huge Strapon Tied With A Chastity

3 years ago

ShemaleZ

femdom, strapon, russian, fisting, BDSM, tied, first time
16:05

Mexican Sissy Maid un chastity Cage

1 year ago

xHamster

maid, mexican, chastity
18:54 73%

Dominant big cock TGirl Lucy bareback fucking her chastity sub

4 months ago

xHamster

mature, shemale, mature anal, big tits, big cock, domination
32:11

Lizzy Yum In August 2022 #8 Sex Machines Erotic Electricity & Bsdm-chastity

2 years ago

ShemaleZ

erotic, machine, chastity, solo
18:03 68%

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

3 years ago

Upornia

femdom, strapon, fetish, BDSM, pegging, sissy, chastity
20:08

Sissy Maid Self Bondage in Spiked Chastity Cage

2 years ago

xHamster

latex, bondage, maid, chastity
17:28

Sexy TS Lucia Maya in Chastity fucks her ass & LEAKS CUM before BLOWING HER LOAD

1 year ago

xHamster

cumshot, hands free, chastity, cum in ass
24:46 50%

Blonde sissy in chastity loves her bbc dildo on webcam

7 years ago

TXXX

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21:26 75%

Chastity estim cum for cute sissy

3 years ago

xHamster

cute, BDSM, toys, sissy, chastity, solo
18:52

Latexa creature in chastity cage

8 years ago

TXXX

latex, chastity
34:31

Ts Mistresss Seduces Mature Muscle Slave & Cums In His Mouth

2 years ago

ShemaleZ

mature, latex, muscle, cum in mouth, seduced, chastity
18:48

Cute Femboy Fucks Big Cock In Chastity Cage And Cums Hot

5 months ago

HClips

shemale, solo, chastity, femboy
33:23

One best anal creampie with chastity cum eating

7 years ago

ShemaleZ

latex, chastity, creampie
16:12

Lizzy Yum - Welcome home Lizzy- BDSM female chastity post op pussy masturbation orgasm

2 years ago

xHamster

orgasm, chastity, post op
22:14

Fuck me in chastity device

7 years ago

ShemaleZ

latex, chastity
40:38

Chastity Cage On Her Penis Asian Ladyboy Threesome Fuck

3 years ago

ShemaleZ

penis, chastity
19:33 80%

She Is So Horny That She Got Erection In Chastity

2 years ago

ShemaleZ

chastity, brunette
32:36

Chastity Sandy Loves Big Cocks

8 years ago

TXXX

bareback, chastity
21:39

Chastity Sub Sprays Ruined Orgasm Everywhere

10 months ago

HClips

amateur, orgasm, shemale, chastity, fetish
15:20

SisK plug and play her anal with a purple vibrator under her white skirt.

1 year ago

xHamster

stockings, thai, masturbation, skirt, chastity, femboy
15:39

Sissy playing with dildo until cumming

10 months ago

xHamster

dildo, solo, crossdresser, sissy, chastity, finnish
20:59 55%

Sissy Brittanie Masturbates In Chastity To Hypno

4 years ago

ShemaleZ

lingerie, chastity
1:08:51 88%

Sissy slut in lingerie anal fuck on sex machine with squirting in chastity cage! Good little femboy beta cuck slave!

1 year ago

xHamster

pissing, squirt, crossdresser, chastity, anal
19:57

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

6 years ago

ShemaleZ

femdom, thong, chastity
25:24

Sissy fucked by bbc machine, rnd guy fucks me soo good

2 years ago

xHamster

dildo, machine, skinny, chastity
23:17 60%

Painful ponyplay on the Halloween party

4 years ago

xHamster

femdom, train, party, russian, BDSM, small tits, hardcore
15:06

Skitty in Soft slapping into Hard Sissygasm

2 years ago

xHamster

latex, german, chastity, sissy
16:45

Guy Jerks Off With Trans Woman In Chastity

2 years ago

ShemaleZ

jerking, chastity
16:51 70%

Cute pink haired trans woman masturbating in chastity

3 years ago

xHamster

cute, dildo, BDSM, anime, chastity, solo
26:38

Trans anal Of Chastity Sandy

5 years ago

ShemaleZ

chastity
1:00:38

Master fucking and fisting my ass with machine

2 years ago

xHamster

fisting, BDSM, machine, chastity
26:00

Casey The Anal Slut In Chastity Plays With Her Toys Part 2

3 years ago

ShemaleZ

MILF, slut, chastity
20:21

Gorgeous Shemale Fingering Herself in Chastity

3 years ago

xHamster

18, chastity
23:19

Ghotic trap solo in chastity

5 years ago

HClips

chastity
16:32

Sissy In Chastity Getting Her Asshole Whipped Before Getting Anally Barebacked

2 years ago

Upornia

asshole, chastity
24:42

Crossdresser gets machine fucked with XXL Monster Dildos #5

12 months ago

xHamster

german, dildo, crossdresser, hardcore, chastity
18:48

Trap In Chastity Cage Anal

3 years ago

ShemaleZ

blonde, chastity
15:31

Trans slave in chastity made to bury her belongings by her Mistress

5 years ago

ShemaleZ

femdom, BDSM, chastity
21:19

Twin Game

11 months ago

xHamster

handjob, crossdresser, compilation, chastity
16:39

Trans Girl In Chastity Plays With Dildos And Fists Herself

2 years ago

ShemaleZ

fisting, chastity
19:00

Sissy Lucy being locked in metal Chastity for Locktober

4 years ago

xHamster

couple, BDSM, 18, chastity
20:28

Anal Training in Chastity

6 years ago

ShemaleZ

train, teen anal (18+), chastity
16:00 64%

Baby Doll - Sissy Chastity, Fills Hole And Is Humiliated

3 years ago

HClips

doll, sissy, chastity, solo
16:06

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

1 year ago

ShemaleZ

orgasm, BDSM, chastity, post op
26:15

Naughty Chastity Sandy.

5 years ago

ShemaleZ

chastity
24:57

Chastity sandy loves black cocks

5 years ago

TXXX

blonde, bareback, chastity, black
16:04

Sadie Rivers In A Chastity Cage Fucking Herself With A Blue Dildo 16 Min

2 years ago

ShemaleZ

dildo, redhead, tattoo, chastity
32:59

Sissy in red lingerie locked onto her dildo stand with big black dildo

6 months ago

xHamster

black, small cock, fetish, bondage, dildo, crossdresser, sissy
18:39

Spiked Chastity Cage Torment - Sissy Maids Self Bondage

1 year ago

xHamster

bondage, maid, BDSM, chastity
32:38

Sissy Maid in Spiked Chastity Cage Cuffed to Bed Post

1 year ago

xHamster

maid, chastity
15:29

Pee tasting and chastity masturbation of a kinky latexdoll

3 years ago

xHamster

pissing, latex, chastity
1:15:02

Pain And Pleasure, Chastity And Lust, Part 2

3 years ago

Upornia

chastity
31:05

Crossdresser Femboy Sissy-kat Gapes With A Bbc Dildo And Leaks In Chastity

2 years ago

ShemaleZ

dildo, chastity, femboy
26:44

Hot Chastity Sandy.

12 years ago

xHamster

chastity
37:50 62%

CD in Pink Corset and chastity, nipple clamps,spanking, sucking, playing and teasing

2 years ago

xHamster

mature, tease, BDSM, spanking, nipples, masturbation, chastity
16:14

Crossdresser gets machine fucked with XXL Monster Dildos #9

12 months ago

xHamster

german, crossdresser, machine, skinny, chastity, femboy
24:11

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

4 years ago

ShemaleZ

chastity
21:53

Cumming in Chastity-Self Bondage Gasmask Suspension Harness

2 years ago

xHamster

latex, bondage, BDSM, chastity

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