SHEMALE • CHASTITY 670 videos

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24:36 86%

A cheongam man who hasnt soothed a chrysanthemum in 2 months wears a cb lock to try out the magic dragons new large flower horse and shoots 3 times in a row

4 years ago

TrannyGem

vibrator, chastity, dildo, asian, femboy, riding
26:38

Trans anal Of Chastity Sandy

6 years ago

TXXX

chastity
15:45

Sissy In Chastity Pounding Creampie Fuckmachine

3 years ago

ShemaleZ

chastity, sissy, creampie
29:47

Daddys Little Sissy hoe Erin Showing Her recent Chastity

7 years ago

ShemaleZ

BDSM, chastity
16:11

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

2 years ago

xHamster

riding, mexican, chastity
20:21

Hot Trans Woman in Chastity Fucked and Sucking - Compilation 10

1 week ago

AShemaleTube

amateur, blowjob, compilation, sissy, chastity
31:40

Sissy Maid Rides Her Sex Doll and Gets Chained Onto It

1 year ago

xHamster

riding, sissy, chastity, solo, crossdresser, maid
16:14

Crossdresser gets machine fucked with XXL Monster Dildos #9

1 year ago

xHamster

german, crossdresser, machine, skinny, chastity, femboy
27:49

Working From Home As A Chastity Sissy Secretary Is So Much Fun

2 years ago

ShemaleZ

fisting, secretary, chastity
33:18

She Let Him Out Of Chastity

6 years ago

TXXX

chastity
24:37

Skitty in Anal Plug progression Stretching

3 years ago

xHamster

german, train, chastity
24:18

Sissy purity 10/12/2022 Transgender gimp submission lock up iron cell

6 months ago

TrannyGem

sissy, chastity, old and young (18+)
1:16:10 64%

Pov cuckold 14 candy manson cuckolds her husband and locks him in chastity makes him watch her fuck a big cock and eat the creampies and has sex with him after

3 years ago

TrannyOne

cuckold, husband, chastity
19:10

Nude sole FETISH from SISSY QUEEN + CHASTITY CUM + PEDICURE by Shemale VERONICA TABOO

4 years ago

ShemaleTaxi

feet, chastity
15:47

Sissy instructing

4 years ago

TrannyGem

femdom, train, instruction, vibrator, boyfriend, chastity
19:59

Wholesome self facial cumshot CEI with futa orc (Expressed reupload+ feral) Chastity feminization Assfuck JOI/

3 years ago

TrannyGem

femdom, prostate, instruction, facial, shemale and girl, futanari, JOI
15:05

Its time to lose your chastity to a transgender princess

3 years ago

ShemaleTaxi

threesome, taxi, chastity
17:39

Lily Star In Ass To Mouth And Leaking Out Of Chastity

4 years ago

ShemaleZ

ass to mouth, chastity, brunette
15:38

4k Hookup nymph pulverizing and jizzing clad in undergarments wiping up jizz with messy undies

1 year ago

TrannyGem

cumshot, british, chastity
20:10

Fucking Big Ass Sissy in Chastity - Compilation 3

1 month ago

$$ FapHouse

lingerie, compilation, ass, heels, sissy, chastity
17:44

Trancess Triss Introduces: Sissy rectal sesh with fuckmachine

3 years ago

TrannyGem

train, dress, machine, chastity
18:25

Plastic shemale whore in chastity rides huge dildos

5 years ago

TXXX

huge dildo, fetish, dildo, riding, whore, chastity
19:22

Trap in chastity cell buttfuck

3 years ago

ShemaleMovie

blonde, skinny, chastity, dildo
15:49

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

2 years ago

BeMyHole

orgasm, BDSM, chastity, post op, shemale fucks guy, shemale and girl
15:30

Ash-Blonde Sissy Waits For Gang Fuck-Fest For Firm Bum Poking And Dual Anal Invasion Sissy Innocence Teaching

4 years ago

TrannyGem

train, husband, chastity
25:26

Made My Chastity Cage Sissy Transgender Femboy To Cum In My Mouth!

2 years ago

ShemaleZ

POV, ladyboy, shemale and girl, cum in mouth, chastity, femboy
17:34

Voice teaching her with a spanking paddle and my immense cord

7 months ago

TrannyGem

cute, strapon, lesbian, anal, big ass, MILF, bondage
17:39

Sissy shoots its geyser in virginity to white extinction BNWO end white race

4 years ago

TrannyGem

femdom, cuckold, chastity
17:14

Valkyrie Learns to Slutgasm

11 months ago

TrannyGem

shemale and girl, chastity, solo, anal orgasm
19:14

Sandy-Haired Sissy Fellates Fake Penis and Self-Facial Cumshot on Web Cam

4 months ago

TrannyGem

18, femboy, chastity
28:47 59%

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

3 years ago

xHamster

bondage, chastity, post op, masturbation
29:22

Imagining Im a Femboy make me Spreading Anal Invasion again

1 year ago

TrannyGem

teen (18+), teen anal (18+), 18, chastity
18:37

V-Card box switch suprize oral pleasure!

2 years ago

TrannyGem

cuckold, chastity, femboy
23:54

Sissy CD in Innocence, Jerked Dry, Handsfree Sissygasms, Fat Fuck Sticks, Ginormous Dirt, Cleanup, Rainbow, Sto

4 years ago

TrannyGem

fat, huge dildo, dildo, hands free, chastity
15:04 42%

CROSSDRESSER PLAYS WITH MAN MEAT IN VIRGINITY BELT AND PANTYHOSE AND HIGH HIGH-HEELED SHOES

4 years ago

TrannyGem

pantyhose, stockings, bondage, cuckold, crossdresser, heels, shoes
20:38

Sissy instructing: how to spunk in innocence? Rail ever thicker faux-cocks to sissygasm

4 years ago

TrannyGem

train, instruction, tight, chastity, cum in ass
16:58

Fucking-machines Fucks TS-Girl in the Doggystyle, Ass Cum + Cock Cage

7 years ago

TrannyGem

huge dildo, russian, machine, clothed, chastity, cum in ass
16:59

Sissy Femboy uses vibro to taunt encaged fuck-stick

1 year ago

TrannyGem

chastity, crossdresser
16:12

Cd Sissy Trans Maschine Fucked Ass Pig Whore Chastity

3 years ago

ShemaleZ

latex, whore, chastity
20:08

Trans Woman in Chastity Fucked Hard - Compilation 8

4 months ago

$$ FapHouse

big ass, domination, big cock, shemale, chastity
16:39

Sissy in high stilettos and stocking pummels herself in a cowgirl stance

3 years ago

TrannyGem

train, heels, chastity
15:08

Chastity and plug

5 years ago

xHamster

chastity
36:55

Chastity boy puts together office chair in ballet heels

6 years ago

ShemaleZ

office, heels, chastity
16:05

Chastity Orgasm by Sissy Mindy

2 years ago

xHamster

chastity
26:35

Denial and Wreck

6 months ago

TrannyGem

cute, POV, prostate, panties, ass, small tits, chastity
18:51

Trans Female on Halloween toying with her fucktoys

3 years ago

TrannyGem

chubby, BBW, chastity
31:00

Unboxing of Gifts: Chastity Cage, Huge Buttplug and More

2 months ago

$$ FapHouse

chastity, amateur, big tits
53:05

Lizzy Yum april 2023-welcome home lizzy-BDSM FEMALE CHASTITY post op pussy masturbation orgasm

2 years ago

xHamster

orgasm, bondage, chastity, post op
33:18

She Let Him Out Of Chastity

6 years ago

ShemaleZ

blowjob, chastity
18:33

DEBBIE IN CHASTITY

6 years ago

ShemaleZ

chastity
21:40

New Deep Love Vol.1 - Episode 5

3 years ago

xHamster

chastity
20:15

Sissy Maids Bathroom Bondage, Locked to Toilet

4 years ago

xHamster

toilet, latex, bondage, maid, bathroom, chastity
57:56

Sissy Lucys Toy Time In Chastity

4 years ago

HClips

chastity
33:50

She Let Him Out Of Chastity

7 years ago

ShemaleZ

chastity
15:57

Honey, TransMommy Needs Your Ass Again

9 months ago

BeMyHole

shemale, big ass, solo, chastity
33:48

She Let Him Out Of Chastity

7 years ago

ShemaleZ

chastity
21:30

Sissy Fisting Ass Hard in Chastity

3 years ago

xHamster

mature, fisting, chastity, solo
22:38

The Life of Hatch and Butt Breezy

2 years ago

TrannyGem

teen anal (18+), 18, machine, cosplay, chastity
28:13

Skyler Storm half hour flash

10 months ago

TrannyGem

shemale, femboy, chastity
15:14 40%

Dominatrix deprives femboy of ass-fuck chastity

1 year ago

ShemaleMovie

shemale, strapon, bisexual, massage, russian, teen anal (18+), orgasm
19:58

Encaged Booty Teaching Sissy Silly Brandynette Lovense Hush 45mm Ass Fucking Butt-Plug

4 years ago

TrannyGem

goth, chastity
20:14

Hot Trans Woman in Chastity Fucked and Sucking - Compilation 3

2 months ago

$$ FapHouse

chastity, sissy, big cock, amateur
15:03

Sissy maid in chastity

4 years ago

ShemaleTaxi

pantyhose, maid, heels, chastity
27:08

Trans Anal Of Chastity Sandy

10 years ago

TXXX

chastity
24:04

Lizz_ss25 changed sissy play

2 years ago

xHamster

chastity
19:00

Chastity With Fucking Machine 1

4 years ago

AShemaleTube

machine, chastity
24:36

Asian Femboy Tries Out The New Dildo With Chastity Cage

3 years ago

HClips

dildo, 18, chastity, femboy, asian
33:20

Trans Latex Hands Free Cum Piss Drinking Chastity Fuck Xxxsamanthaphd

1 year ago

ShemaleZ

shemale, pissing, chastity, latex
28:01

POV Trans Femdom, Suck My Dick While in Chastity You Sissy Slut!

1 month ago

$$ FapHouse

femdom, POV, ladyboy, cuckold, british, cumshot, blonde
24:31

Sissy In Chastity Caged Fuck Dildo

4 years ago

HClips

dildo, chastity
22:39

Sissy in chastity pushing bananas in and out of her boipussy

1 year ago

xHamster

pantyhose, stockings, mexican, asshole, chastity
20:23

Sandy solo

5 years ago

ShemaleZ

solo, chastity
18:24

Diamond Chastity - Motel Fun

4 years ago

ShemaleZ

hotel, chastity, brunette
54:08

Chastity Cage - Pandora Melanie

1 year ago

ShemaleZ

brazil, BDSM, tattoo, double anal, double penetration, chastity
15:03 50%

Admirer demand two: LineAiguille. Gash tonguing, blowage, creamie and queening crossdressed in v-card

3 years ago

TrannyGem

mom, femdom, MILF, facesitting, chastity, crossdresser
20:09

Chastity Slut using vibrator and came

6 years ago

TXXX

vibrator, slut, chastity
15:39

Sissy Oksana Is Closed In Chastity And Wants To Have An Anal

3 years ago

ShemaleZ

chastity
16:58

Ruined Orgasm In Chastity And Cbt For Lana Trap

4 years ago

ShemaleZ

teen (18+), fetish, orgasm, BDSM, shemale and girl, toys, domination
20:10

SISSY SHOOTS A LOAD IN INNOCENCE AFTER five DAYS OF VIRGINITY JIZM IN MAN ROD BOX V-Card Jism Compilation

4 years ago

TrannyGem

behind the scenes, cumshot compilation, orgasm compilation, chastity
19:35

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom

11 months ago

$$ FapHouse

feet, chastity, anal orgasm, british, solo, orgasm
15:37

Using my gfs massager while railing my large butt-plug

2 months ago

TrannyGem

chastity, huge dildo, massage, crossdresser, ass
20:08

Trans Woman in Chastity Fucked Hard - Compilation 3

1 month ago

$$ FapHouse

sissy, chastity, compilation
16:13

CD Sissy Trans Maschine plowed butt Pig mega-bitch Chastity

6 months ago

ShemaleMovie

amateur, shemale, dildo, bondage, chastity
58:26

Sissy Lucy's toy time in chastity

4 years ago

AShemaleTube

redhead, double anal, double penetration, chastity
17:39

Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce

1 year ago

xHamster

chastity, sissy, fetish, toys
16:03

Chastity cage babe BeautizOnCam faces off against a dildo machine in a hardcore showdown!

1 year ago

XXXVogue

homemade, chastity
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
27:05

Sissy Latexdoll Is Wearing Chastity

4 years ago

Upornia

chastity, amateur
23:33

Pink Mercy trap in chastity doing deepthroath and anal play

6 years ago

TXXX

chastity
16:09

Encaged trap humping herself 4K

4 years ago

TrannyGem

pissing, panties, wet, skirt, chastity
15:15

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

6 years ago

ShemaleZ

chastity
15:07

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

1 year ago

ShemaleZ

blonde, femdom, chastity, shemale, squirt
28:18

Sissy Maids Self Bondage Armbinder and Chastity Belt

4 years ago

xHamster

latex, bondage, maid, chastity
41:54

Sissy femboy in chastity cage ballbusts to hands free orgasm

1 year ago

xHamster

masturbation, chastity, BDSM
22:08

Fuckmachine torture

2 years ago

xHamster

chastity
15:02

Satisfy let me take your she-creature chastity

5 years ago

ShemaleMovie

bisexual, hardcore, chastity
16:11

Sissy in a innocence cell drills herself with a plow machine after the beach

2 months ago

TrannyGem

feet, beach, dildo, ass, machine, chastity, cum in ass
17:08

Caged Sissy Slut Rides BBC Dildo Sex Toy

2 years ago

xHamster

dildo, BBC, chastity
17:40 67%

Knotty escapade

4 years ago

TrannyGem

cute, bondage, chastity, masturbation
16:00

In chastity and lingerie playing with my ass

7 years ago

xHamster

chastity
53:47 75%

Batman CosPlay Parody with BBC Batman, Chastity Sissy BatGirl and Latex Hit Girl

4 years ago

TrannyOne

latex, hardcore, cosplay, chastity
24:34

Sissy Trans Mega-Bitch screws her Butt and jizzes in Virginity

2 years ago

TrannyGem

feet, dildo, chastity, masturbation
17:12

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

2 years ago

ShemaleZ

clit, chastity, big clit
23:50

Unlocking my sissy bitch to sound her like the poke fuck-hole she is!

1 year ago

TrannyGem

cute, femdom, bondage, BDSM, chastity
20:39

Chastity Slut using vibrator and came

7 years ago

AShemaleTube

vibrator, chastity
15:25

In Chastity Cage And Butt Plug

2 years ago

ShemaleZ

chastity
15:51 58%

Sissy Female Dominance Compilation - Tusspuss

4 years ago

TrannyGem

femdom, strapon, facesitting, swedish, handjob compilation, domination, pegging
21:33

Sissygasm Challenge Day 2 - Femboy In Chastity Riding Dildo

2 years ago

ShemaleZ

chastity
16:56

C ☢SexXRouLette and Chastity Cage on the Balcony. Ejacul 4min35 [¹aou²] VaneSsaBiTCHx

6 months ago

AShemaleTube

amateur, outdoor, chastity, shemale
16:51

Cute pink haired trans woman Angel Tears masturbating in chastity

2 years ago

AShemaleTube

homemade, chastity
17:11

Guy Jerks Off with Trans Woman in Chastity

2 years ago

xHamster

fetish, 18, jerking, chastity
23:48

Pinkish Grace trap in v-card doing deepthroath and buttfuck have fun

4 years ago

TrannyGem

erotic, chastity, sensual
29:34

Sissy Maid in Armbinder and Ankle Cuffed to bed in Chastity

2 years ago

xHamster

pantyhose, maid, chastity, crossdresser
18:24

Sissy Maids Spiked Chastity Cage Self Bondage in New Boots

2 years ago

xHamster

bondage, boots, maid, JOI, chastity
15:37

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

1 year ago

SomePorn

femdom, big cock, bareback, squirt, chastity
27:52

Sissy mega-bitch walk unedited

4 years ago

TrannyGem

public, chastity
26:49

Spiked Chastity Cage Self Bondage

3 years ago

xHamster

latex, huge dildo, bondage, chastity
16:11

School-girl crossdresser desperately tries to cum having a chastity cage (slowmotion replay)

1 year ago

AShemaleTube

shemale and girl, cumshot, crossdresser, chastity, sissy
21:36

Arms off Compete - Day 27

4 years ago

TrannyGem

squirt, teen anal (18+), socks, surprise, chastity
28:17

Using My Chastity Cage and Belly Bulge with My Huge Toys

3 months ago

$$ FapHouse

anal, mature, amateur, solo, chastity, huge dildo

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