TRANNY • CHASTITY 295 videos

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36:55

Chastity boy puts together office chair in ballet heels

6 years ago

ShemaleZ

office, heels, chastity
15:15

Ashley gets punished for removeing her chastity part 2 out of 3

6 years ago

ShemaleZ

chastity
21:51 14%

Submissive Sissy Chastity Buttplug Play

6 years ago

ShemaleZ

BDSM, ass, toys, chastity, crossdresser
23:33

Pink Mercy trap in chastity doing deepthroath and anal play

6 years ago

TXXX

chastity
39:38

Sissy cums in khd x3 espresso chastity cage fucks BBC with her anal cunt

6 years ago

HClips

BBC, chastity
25:24

Chastity and friends

7 years ago

ShemaleZ

chastity
15:34

Taking my biggest dildos with my new small chastity cage on

6 years ago

ShemaleZ

chastity
16:00

In chastity and lingerie playing with my ass

6 years ago

xHamster

chastity
22:14

Fuck me in chastity device

7 years ago

ShemaleZ

latex, chastity
20:28

Anal Training in Chastity

6 years ago

ShemaleZ

train, teen anal (18+), chastity
26:44

Hot Chastity Sandy.

12 years ago

xHamster

chastity
19:57

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

7 years ago

ShemaleZ

femdom, thong, chastity
22:14

Fuck me in chastity device

8 years ago

TXXX

latex, chastity
27:08

Trans Anal Of Chastity Sandy

9 years ago

TXXX

chastity
19:06

Sissy in chastity swallow cum

7 years ago

ShemaleZ

swallow, chastity
27:31

Self Suspension Bondage - Sissy Maid

1 year ago

xHamster

latex, chastity, crossdresser, sissy, bondage
25:45

Holys Trippy Quad of 20+ orgasms during webcam - pillow humping with legs & feet focus

1 year ago

xHamster

pantyhose, shemale, sissy, chastity, romantic
15:57

Crossdresser gets machine fucked with XXL Monster Dildos #11

1 year ago

xHamster

shemale, sissy, crossdresser, chastity, anal
36:02

Crossdresser gets machine fucked with XXL Monster Dildos #2

1 year ago

xHamster

german, dildo, lingerie, crossdresser, monster, chastity
31:40

Sissy Maid Rides Her Sex Doll and Gets Chained Onto It

6 months ago

xHamster

riding, sissy, chastity, solo, crossdresser, maid
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
15:30

Glass Shower Door Dildo Fuck by Sissy Mindy

1 year ago

xHamster

crossdresser, sissy, shower, glasses
17:08

Caged Sissy Slut Rides BBC Dildo Sex Toy

1 year ago

xHamster

dildo, BBC, chastity
24:04

Lizz_ss25 changed sissy play

1 year ago

xHamster

chastity
25:15

Francis Malice Sissy Dream 1

1 year ago

xHamster

big tits, shemale, german, solo, crossdresser
25:50

Hot sissy in red PVC fucking a huge 12 inch black dildo

2 years ago

xHamster

latex, mature anal, huge dildo, british, chastity
35:21

Lizz_ss25 Slut vision anal steam

1 year ago

xHamster

chastity
17:17

Hardcore BBC Dildo destroys my ass, master has no mercy

2 years ago

xHamster

german, dildo, chastity
27:56

Random strangers abuse my asspussy

2 years ago

xHamster

german, stranger, chastity
20:06

Erika Oak Pumps Her Asshole

1 year ago

xHamster

dildo, chastity
18:53

Sissy boy smashed by fuckmachine

2 years ago

xHamster

chastity
49:33

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

2 years ago

xHamster

french, chastity
17:10

Sissy Maids Self Bondage Predicament

2 years ago

xHamster

latex, fetish, bondage, maid, chastity
23:46

Sissy Hope, the naughty slut & her new cam

2 years ago

xHamster

tattoo, mexican, slut, chastity
18:15

PorchaeTS pounds pussy with huge dildos and cums hard.

2 years ago

xHamster

huge dildo, chastity
24:37

Skitty in Anal Plug progression Stretching

2 years ago

xHamster

german, train, chastity
22:08

Fuckmachine torture

2 years ago

xHamster

chastity
1:00:38

Master fucking and fisting my ass with machine

2 years ago

xHamster

fisting, BDSM, machine, chastity
23:15

Sissy Hope showing her boipussi and new tattoo

2 years ago

xHamster

mexican, chastity
16:33

Stranger controlls my machine

2 years ago

xHamster

machine, stranger, chastity, BDSM
20:15

Sissy Maids Bathroom Bondage, Locked to Toilet

3 years ago

xHamster

toilet, latex, bondage, maid, bathroom, chastity
27:42

Training her ass for big thick cocks

3 years ago

xHamster

train, chastity
17:20

Dirty slut

3 years ago

xHamster

french, hooker, slut, chastity
30:13

Sissy Maids Self Bondage Fiddle and Ballet Boots

3 years ago

xHamster

bondage, boots, maid, chastity
21:40

New Deep Love Vol.1 - Episode 5

2 years ago

xHamster

chastity
46:39

Sissy Maid Self Bondage Armbinder Hogtied

3 years ago

xHamster

latex, bondage, maid, chastity
20:49

Sissy Maids Bed Bondage

3 years ago

xHamster

bondage, maid, chastity
16:43

Alyce tries out her new fucking machine

3 years ago

xHamster

french, machine, chastity
15:20

Sissy Maids Self Bondage Enema

3 years ago

xHamster

latex, bondage, maid, chastity
27:33

Sissy Maids Armbinder Hogtie

3 years ago

xHamster

bondage, boots, maid, chastity
22:03

Chastity Sub Sprays Ruined Orgasm Everywhere

1 year ago

PornHub

amateur, feet, POV, fetish, cumshot, chastity
22:21

Smokin hot trans chick has anal orgasm while in chastity

1 year ago

PornHub

amateur, anal orgasm, chastity, masturbation
15:36

TRANSFIXED - Submissive With Chastity Cage Erica Cherry Makes Femdom Queenie Sateen SQUIRT A LOT

11 months ago

PornHub

bareback, shemale and girl, shemale, big cock, chastity, squirt
17:37

Chastity guide : A review of all metal chastity cages by sissy joyce

1 year ago

PornHub

sissy, amateur, chastity, shemale
21:22

Sissy Maid Caught in Self Bondage

4 years ago

xHamster

couple, bondage, maid, caught, chastity

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