SHEMALE • CHASTITY 4,367 videos

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09:28

Bailey Wilde And Chisholm Of Boston In Hot Trans Fucked In Chastity

3 months ago

HClips

18, amateur, chastity
03:20

Cristal Kinky In Latex Anal Training My Sissy Slut Fisting Big Anal Toys Big Strap On Preview

4 years ago

ShemaleZ

latex, strapon, train, fisting, slut, sissy, chastity
09:35

Doms Put A Leash & A Chastity Cage On - Lauren Phillips, Tony Orlando And Crystal Thayer

3 years ago

ShemaleZ

small cock, threesome, chastity
08:19

Chastity Caged At Bedtime

3 years ago

HClips

chastity
13:24 80%

Jackie Israeli Sissy Learns (slowly) How To Cum With Her Chastity On

3 years ago

ShemaleZ

chastity
01:42

Sissy tranny Scarlett rides her toy while locked in chastity

2 years ago

XXXDan

dildo, chastity
08:39

Sissy spouse in rosy stockings grinding fuck-stick, ending with cumshot in chastity

2 years ago

ShemaleTaxi

cumshot, sissy, chastity
13:01

SalivatingSub Slobber Have Fun Fuck Stick Deep-Throat, V-Card Climax While Spider Gag

1 year ago

TrannyGem

POV, fetish, dildo, masturbation, chastity
09:56

Sissy brianna slaton dirty little cock whore

5 years ago

BeMyHole

whore, slut, sissy, chastity
12:45

Emo Trap In Chastity pounds fake penis And Eats Her Ruined agonorgasmos

6 years ago

ShemaleZ

emo, penis, chastity
08:43

Hot Sissy In Tiny Chastity Cage Masturbates With Vibrator

2 years ago

ShemaleZ

chastity, vibrator
08:19

Caged sissy asspussy training warm up

3 years ago

xHamster

train, sissy, gape, chastity
16:27

Two rectal Orgasms for Sissy in chastity

1 year ago

ShemaleMovie

orgasm, dildo, close up, machine, sissy, chastity
11:37 85%

UTTER Sissy Mara Jades Railing Compilation

3 years ago

KeekAss

public, outdoor, crossdresser, sissy, chastity, compilation
15:56

RUSSIAN FEMBOY HUMPS WITH DOMME FOR THE FIRST-EVER TIME WITH A IMMENSE BELT DICK, STRAPPED WITH A INNOCENCE

4 years ago

TrannyGem

femdom, strapon, russian, pegging, first time, chastity, femboy
09:39

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom 10 Min

9 months ago

HClips

feet, orgasm, machine, slut, anal orgasm, chastity
21:22

Ilandis in a purity belt has joy with her ass-hole using different playthings

2 months ago

TrannyGem

shemale, chastity, fisting, dildo, heels
10:33

Sissy in spiked chastity in garden wish exposure

1 year ago

ShemaleMovie

chastity, shemale, public, crossdresser, sissy, femboy
02:01 88%

TS whore Ass to Mouth with BBC on cam - Sasha de Sade sissy in chastity riding big cock

7 years ago

AShemaleTube

ass to mouth, whore, chastity
07:09

Sissy Leona Plays with Her Ass and Clitty

1 year ago

xHamster

beauty, chastity, sissy
07:23

-Futa 2B Porks femboy 9S In Innocence (Futa on Masculine)

5 months ago

TrannyGem

femdom, 3D, game, anime, cartoon, futanari, cosplay
05:18

Crossdresser Anani Mesuikis daughter who drizzles every /// (chastity belt + piston machine)

4 years ago

ShemaleTaxi

pantyhose, japanese, machine, chastity
03:05

Prepare my hole for fisting with an inflatable butt plug and chastity cage

2 years ago

XXXDan

anal, fisting, chastity
07:59

Chastity Compilation Trans And Sissy Girls Locked And Fucked

3 months ago

PePorn

shemale and girl, compilation, chastity, skinny
03:39

Pegging My Sissy Femboy On A Leash And Chastity

2 years ago

ShemaleZ

pegging, chastity, femboy
09:35

Virginity femboy palys with his nads and vag

1 year ago

TrannyGem

feet, cute, dildo, 18, glasses, riding, chastity
03:28

Sissy Jenna’s Anal Orgasm in Chastity

6 years ago

ShemaleZ

orgasm, anal orgasm, chastity
01:32

Sissy in Chastity, Sissy Panties, Sissy Tattoo

3 years ago

xHamster

panties, chastity
04:20

Chubby trap in chastity gets fingered fucked

4 years ago

xHamster

fat, chubby, BBW, chastity, cum in ass
19:33 80%

She Is So Horny That She Got Erection In Chastity

3 years ago

ShemaleZ

chastity, brunette
19:23 80%

Chastity wearing crossdresser rides dildos while sniffing poppers on cam

8 years ago

TrannyOne

chastity
20:52

Fucking Trans Woman in Chastity - Compilation 10

2 months ago

$$ FapHouse

chastity, sissy
12:46 86%

Thug BIG BLACK COCK breeds whorish Brit femboy trap compilation- Maskedloki9 x Nunicult

1 year ago

TrannyGem

teen (18+), interracial, teen anal (18+), british, 18, compilation, BBC
04:57

Ebony Tgirl Chastity thrusts her dick inside her lovers butt

8 years ago

ShemaleZ

interracial, chastity
06:09 90%

Tgirl In Chastity Cage Plays With Anal Beads

2 years ago

ShemaleZ

webcam, chastity, solo
08:31

Sissy in chastity cage cums hands free while riding big black dildo

7 years ago

ShemaleZ

dildo, sissy, hands free, chastity
04:02

Slimsissyjessica motel dildo fuck in chastity

2 years ago

xHamster

pantyhose, hotel, chastity
16:14

Lizzy Yum - Welcome home Lizzy- bdsm woman chastity post op puss masturbation orgasm

6 months ago

ShemaleMovie

orgasm, chastity, shemale, post op
04:32

My longest and sexiest vid i made myself sploog

5 months ago

TrannyGem

sissy, chastity, squirt, slut
11:23

Real sissy in chastity outdoor

10 years ago

xHamster

outdoor, chastity
09:47

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom

7 months ago

BeMyHole

feet, fetish, orgasm, cumshot, babe, machine, sissy
10:57

Sissy Lucy Locked down in metal chastity and chains

4 years ago

AShemaleTube

redhead, crossdresser, domination, chastity, mature
07:28

Millie attempting on undies in innocence for you!

7 months ago

TrannyGem

amateur, public, chastity, panties
06:51 83%

Slow BJ from Sissy CD in Chastity

7 years ago

AShemaleTube

cum in mouth, sissy, chastity
08:40

Sissy In Leather Leotard And Chastity Takes Huge Dildo Up Her Ass

2 years ago

ShemaleZ

huge dildo, leather, chastity, teen (18+), dildo
08:58

How my Dominant Wife and her BBC Lover Persuaded me into a Shemale Relationship (Chastity Femdom}

5 years ago

BeMyHole

femdom, wife, chastity, shemale fucks guy
02:15 71%

Tied to the BIG BLACK COCK breeding simulator [recommended training]

6 months ago

TrannyGem

train, prostate, teen anal (18+), orgasm, bondage, 18, tied
02:12

Putting on a chastity

2 years ago

xHamster

bondage, BDSM, chastity
08:15

Sissy Crossdresser Lizzy Fucking in Chastity

5 years ago

BeMyHole

sissy, chastity
03:24

I faux-cock myself with a stimulating and ravaging fucktoy

7 months ago

TrannyGem

shemale and girl, french, dildo, chastity, machine, solo
06:38 75%

Sissy Lucy Gets Spanked In Chastity 7 Min

4 years ago

HClips

spanking, chastity
07:17 83%

Chastity Sissy F Machine Milking - Jessica Bloom jisms no-hands And guzzles Cum

1 year ago

ShemaleMovie

huge dildo, anal, prostate, orgasm, dildo, milk, cumshot
13:29 69%

Day six in v-card: Unboxing brand fresh iron purity cell by myinside.es and edging me with wand

4 years ago

TrannyGem

femdom, tease, bondage, clit, chastity, sissy
04:28 80%

Femboy Purity Victim Banged by Banging Machine

2 years ago

TrannyGem

machine, BBC, chastity
07:23

F Machine Alpha Fucks Sissy Asshole - Jessica Bloom Chastity Orgasm And Cum In Mouth

1 year ago

xHamster

feet, orgasm, cum in mouth, asshole, chastity
02:14 80%

Nasty playtime redone?

11 months ago

TrannyGem

amateur, chastity, clothed
29:26

Solo Fun On A Fuck Machine

3 years ago

BeMyHole

feet, glasses, shaving, toys, machine, small tits, chastity
05:06

Ebony tranny Chastity Michaels rips ass

12 years ago

AShemaleTube

chastity
04:50

Sissy Dagmar321 plugged chastity cage whore

6 years ago

HClips

mature, whore, chastity
06:52

Sissy in chastity in ebony tights and boots riding huge green dildo

2 years ago

ShemaleTaxi

huge dildo, boots, chastity, sissy
04:53

伪娘戴锁高潮射精

8 months ago

TrannyGem

sissy, chastity, hands free, fetish
03:02

Immense Sissy light ball torment and paraffin wax have fun in v-card

2 years ago

TrannyGem

chastity
15:35

I will be the one to take your she-male chastity

5 years ago

ShemaleMovie

bisexual, hardcore, chastity, black
04:15

Sissy pony in chastity

8 years ago

TXXX

chastity
07:51

Teenager chastity slave is pulverized until gape her crevasse

10 months ago

ShemaleMovie

chastity, femboy, sissy, masturbation, dildo, crossdresser
11:14

Tramp groaning on stool with Chastity Device on

1 year ago

ShemaleTaxi

lingerie, chastity, crossdresser, japanese
03:42

Dont Think About My Pussy Chastity Bitch

6 years ago

ShemaleZ

fetish, BDSM, chastity
06:58

Encaged sissy cant treat ir and uses anal invasion ass-plug

11 months ago

TrannyGem

chastity, crossdresser, dildo
02:36 88%

Going Knuckle Deep and nutting, railing and nutting, internal ejaculation and jizzing again

1 year ago

TrannyGem

amateur, feet, pantyhose, stockings, black, creampie, anal
03:04

BBC Fuck Sissy in chastity

3 years ago

xHamster

latex, chastity
19:15

Latex Transgirl in Chastity Spanked, teased, and boned by female dominance - OnlyFans @Ms_Nacke

1 year ago

ShemaleMovie

latex, BDSM, spanking, chastity, domination, ass
26:15

Naughty Chastity Sandy.

6 years ago

ShemaleZ

chastity
03:40

Bimbo Playroom

3 years ago

xHamster

machine, slut, chastity
10:50 67%

Locked sissy assfuck fuck stick self feetjob and self spunk slurping

1 year ago

TrannyGem

feet, fetish, footjob, dildo, riding, sissy, chastity
15:39 60%

Sissy playing with dildo until cumming

1 year ago

xHamster

dildo, solo, crossdresser, sissy, chastity, finnish
17:01

Ravaging my Sissy Boyfriends Backside

4 years ago

TrannyGem

vibrator, boyfriend, chastity
02:08

Sissy demonstrating off box and spanking donk

6 months ago

TrannyGem

chastity, sissy, BDSM
07:15

Sissy Maid jizzing in chastity During Self bondage

6 months ago

ShemaleMovie

amateur, chastity, crossdresser, dildo, bondage
08:14 79%

Trans Taking an anal chastity

8 months ago

ShemaleMovie

anal, BDSM, crossdresser, british, big cock, bareback, sissy
15:37 40%

HYPNOTIZED - Subjugated With V-Card Box Erica Virgin Makes Female Domination Queenie Sateen SPRAY A BUNCH

1 year ago

TrannyGem

blowjob, chastity, shemale and girl, big cock, lingerie, squirt
1:08:51 89%

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

2 years ago

xHamster

pissing, anal, squirt, crossdresser, machine, webcam, sissy
07:19

Hot Blonde Crossdresser In Chastity Fucked

8 months ago

HClips

crossdresser, chastity, amateur
05:18 67%

Trans innocence ejaculation

2 years ago

TrannyGem

bondage, leather, pegging, chastity
05:22

Sissy Fucks herself in Chastity

5 years ago

BeMyHole

chastity
09:17

Sissy chastity training with big black dildo

3 years ago

xHamster

train, chastity
02:32

Ass-Plug it in, Cork it in

2 months ago

TrannyGem

crossdresser, blonde, babe, ass, slut, small tits, sissy
02:26

Sexy TS in Chastity Fucked Doggystyle

2 years ago

xHamster

BDSM, dogging, chastity
13:14

Goth Trap in V-Card Porks Fuck Stick and Tongues her Demolished Ejaculation

5 years ago

TrannyGem

emo, goth, chastity, cum in ass
16:07 50%

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

3 years ago

xHamster

mature, mature anal, anal, couple, monster, small tits, sissy
11:04

Sissy Nun Astrid Apathy Has Sissygasm In Chastity

2 years ago

ShemaleZ

nun, chastity
26:00

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

4 years ago

ShemaleZ

MILF, slut, chastity
07:03

Ilandis In A Chastity Belt Has Fun With Her Anus Using Different Toys

2 years ago

GetTranny

russian, chastity
07:12

Teen (18+) mastering chastity orgasm while locked in a chastity cage

1 year ago

XXXVogue

chastity
03:07

18 year old puppy femboy in chastity has first anal orgasm

2 years ago

xHamster

orgasm, ladyboy, anal orgasm, chastity
15:50

Sissy whore teaching in virginity cell and ass buttplug

3 years ago

TrannyGem

whore, chastity
05:20

Year-long chastity release with shemale Chelsea Marie, featuring foot worship, anal pegging, and face fucking

1 month ago

XXXVogue

blowjob, BDSM, chastity, domination, pegging, feet
10:47

Tgirl plays with her woman trunk after streaming

1 year ago

TrannyGem

shemale, solo, orgasm, sissy, chastity, anal orgasm
05:07

Shemale Ass Sex Fucks Sub In Chastity - Jessy Jones

4 years ago

ShemaleZ

domination, chastity
10:53

Sexy Sissy In Chastity Sexyasiansissy

4 years ago

Upornia

chastity
03:04

Sissy in small chastity gets fucked with a BBC

3 years ago

xHamster

latex, BDSM, BBC, chastity
10:27

Ass-fuck ejaculations In Chastity Cage - Sissy super-bitch Jessica Bloom

2 years ago

ShemaleTaxi

fisting, dildo, chastity
07:07

Faggot man loses his chastity to his finest pal with massive Fake Penis

12 months ago

TrannyGem

creampie, fisting, sissy, chastity, shemale, penis
05:20

ABH061 milky stocking Angel In Chastity Riding Dildo And Have An Amazing popshot

9 months ago

ShemaleMovie

feet, dildo, crossdresser, 18, riding, masturbation, chinese
08:30

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

2 years ago

GetTranny

clit, chastity
11:57

Cute Sissy Anal in Chastity and Cum

6 months ago

$$ FapHouse

asian, sissy, cute, chastity, ladyboy, dildo
20:06

Trans in Chastity Fucked Raw - Compilation 3

3 months ago

$$ FapHouse

compilation, heels, domination, sissy, chastity
04:00

Locked in a chastity belt Sonechka filled her ass with her lube ruined sissygasm

2 years ago

xHamster

chastity
06:38

Fat Sissy cums in inverted cage after 3 weeks of chastity

1 year ago

xHamster

fat, german, chubby, BBW, masturbation, chastity
01:54 75%

Daddy made me a new milking toy on my chastity

4 years ago

xHamster

milk, 18, chastity
09:02

Sissy maid takes it up the ass and unloads in her chastity cage

3 months ago

XXXVogue

chastity, femboy, shemale, maid
14:13 85%

Neon Rave Breezies

4 years ago

TrannyGem

strapon, lesbian, chastity
29:32

Jism from every Fuckhole

5 years ago

TrannyGem

latex, rubber, doll, orgasm, anal orgasm, chastity
05:44

Chastity And Girlcock Sissy Left In Woods After Rough Fuck & Facial

2 years ago

BeMyHole

public, outdoor, blonde, chastity
07:42

Sissy Lucy in chastity ass fucked by huge dildo

5 years ago

xHamster

mature anal, huge dildo, chastity
25:03

Femboy Danni has joy with ass buttplugs in CB explosion

6 months ago

TrannyGem

anal, femboy, small tits, chastity, masturbation
14:23

Restrain Bondage and Wanking for Sissy

4 years ago

TrannyGem

femdom, bondage, chastity
07:27

Schoolgirl femboy thumbs herself and plays with a fake penis in chastity

9 months ago

ShemaleMovie

shemale, crossdresser, chastity, femboy
14:21

Providing Dominatrix a Decent Rectal Ejaculation and Widely Opened her Cock-Squeezing Fuckhole

4 years ago

TrannyGem

femdom, strapon, gape, chastity
04:34

Big Dildo In Ass And Chastity. No Cum! - Amanda S

3 years ago

ShemaleZ

chastity, cum in ass
19:50

Lily Leighs Cheating Chastity

10 months ago

$$ FapHouse

lingerie, amateur, shemale, chastity, dildo

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