SHEMALE • CHASTITY 4,320 videos

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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
14:15

Licking out my domme and making her Spunk with a Magic Electro-Hitachi

4 years ago

TrannyGem

femdom, electro, chastity
02:08

Sissy demonstrating off box and spanking donk

4 months ago

TrannyGem

chastity, sissy, BDSM
12:28

Submissive MtF Trap In a Chastity Cage Gets Fucked In the Ass By His Femboy Friend

1 year ago

MyLust

big ass, chastity, femboy
01:32

Sissy in Chastity, Sissy Panties, Sissy Tattoo

3 years ago

xHamster

panties, chastity
09:53

Hot TS Bailey Wilde Removes Chastity Then Jerks Off

1 year ago

xHamster

BDSM, big cock, chastity, femboy
14:26

Sissy Francesca Anal Play In Chastity

3 years ago

Upornia

toys, chastity
05:52

Hot Sissy Anal Slide In Chastity Cage

2 years ago

HClips

chastity
05:22

Sissy Fucks herself in Chastity

5 years ago

BeMyHole

chastity
04:53

伪娘戴锁高潮射精

6 months ago

TrannyGem

sissy, chastity, hands free, fetish
08:12 80%

Compilation of Lena Moon in stockings, submissive sissy roles, and chastity cage getting dominated

10 months ago

XXXVogue

chastity, bondage, compilation
08:43

Hot Sissy In Tiny Chastity Cage Masturbates With Vibrator

2 years ago

ShemaleZ

chastity, vibrator
01:42

Sissy tranny Scarlett rides her toy while locked in chastity

1 year ago

XXXDan

dildo, chastity
11:57

Cute Sissy Anal in Chastity and Cum

4 months ago

$$ FapHouse

asian, sissy, cute, chastity, ladyboy, dildo
40:38

Chastity Cage On Her Penis Asian Ladyboy Threesome Fuck

4 years ago

ShemaleZ

penis, chastity
04:02

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2 years ago

xHamster

pantyhose, hotel, chastity
08:15

Sissy Crossdresser Lizzy Fucking in Chastity

5 years ago

BeMyHole

sissy, 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
06:51 83%

Slow BJ from Sissy CD in Chastity

7 years ago

AShemaleTube

cum in mouth, sissy, chastity
11:14

Tramp groaning on stool with Chastity Device on

11 months ago

ShemaleTaxi

lingerie, chastity, crossdresser, japanese
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

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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
15:35

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

5 years ago

ShemaleMovie

bisexual, hardcore, chastity, black
12:34

TGirl Lucy in chastity is fucked by ten inch big black cock at SheWorld

5 years ago

VideoSection

BBC, chastity, amateur
29:26

Solo Fun On A Fuck Machine

3 years ago

BeMyHole

feet, glasses, shaving, toys, machine, small tits, chastity
04:28

Femboy Purity Victim Banged by Banging Machine

1 year ago

TrannyGem

machine, BBC, chastity
11:37 85%

UTTER Sissy Mara Jades Railing Compilation

3 years ago

KeekAss

public, outdoor, crossdresser, sissy, chastity, compilation
05:18

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

4 years ago

ShemaleTaxi

pantyhose, japanese, machine, chastity
06:52

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

2 years ago

ShemaleTaxi

huge dildo, boots, chastity, sissy
07:40

Full fashion seamed stocking chastity girl

9 years ago

xHamster

full movie, chastity
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, machine, webcam, sissy, chastity
02:12

Putting on a chastity

2 years ago

xHamster

bondage, BDSM, chastity
19:33 80%

She Is So Horny That She Got Erection In Chastity

3 years ago

ShemaleZ

chastity, brunette
13:29 70%

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

3 years ago

TrannyGem

femdom, tease, bondage, clit, chastity, sissy
03:24

I faux-cock myself with a stimulating and ravaging fucktoy

5 months ago

TrannyGem

shemale and girl, french, dildo, chastity, machine, solo
07:03

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

2 years ago

GetTranny

russian, chastity
17:04

C4 Sexxroulette and Chastity Cage on the Balcony. Cumshot 4min35 [10au25] Vanessabitchx

4 months ago

$$ FapHouse

chastity, sissy, amateur, french
07:17 83%

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

11 months ago

ShemaleMovie

huge dildo, anal, prostate, orgasm, dildo, milk, cumshot
16:53

Daniela Lei chastity caged on fuck machine

5 days ago

TrannyGem

boots, italian, chastity
04:50

Sissy Dagmar321 plugged chastity cage whore

6 years ago

HClips

mature, whore, chastity
03:04

BBC Fuck Sissy in chastity

3 years ago

xHamster

latex, chastity
03:42

Dont Think About My Pussy Chastity Bitch

6 years ago

ShemaleZ

fetish, BDSM, chastity
02:26

Sexy TS in Chastity Fucked Doggystyle

2 years ago

xHamster

BDSM, dogging, chastity
03:02

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

2 years ago

TrannyGem

chastity
07:07

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

10 months ago

TrannyGem

creampie, fisting, sissy, chastity, shemale, penis
08:19

Chastity Caged At Bedtime

3 years ago

HClips

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
05:20

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

7 months ago

ShemaleMovie

feet, dildo, crossdresser, 18, riding, masturbation, chinese
05:23

Crazy dudes like you get locked up in chastity

2 months ago

ShemaleTaxi

train, chastity
03:40

Bimbo Playroom

3 years ago

xHamster

machine, slut, chastity
10:57

Sissy Lucy Locked down in metal chastity and chains

4 years ago

AShemaleTube

redhead, crossdresser, domination, chastity, mature
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
11:55

Trans super-bitch in Chastity Fucks Her faux-cock to ejaculation

5 months ago

ShemaleMovie

anal, dildo, sissy, chastity
05:43

Attempting on this chastity tool

1 year ago

ShemaleTaxi

chastity, orgasm
15:39 60%

Sissy playing with dildo until cumming

1 year ago

xHamster

dildo, solo, crossdresser, sissy, chastity, finnish
05:50 67%

Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms

1 year ago

xHamster

train, prostate, orgasm, fisting, dildo, british, swallow
04:55

Getting Pegged With The Spocks Cock Dildo Whilst In Chastity With Lucy Essex Cd

4 years ago

HClips

pegging, chastity, shemale and girl
08:14 80%

Trans Taking an anal chastity

6 months ago

ShemaleMovie

creampie, anal, BDSM, crossdresser, british, big cock, domination
04:15

Sissy pony in chastity

8 years ago

TXXX

chastity
1:06:42

Nasty ash-blonde trap eliminates chastity & cums

10 months ago

ShemaleMovie

chastity, shemale
26:00

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

3 years ago

ShemaleZ

MILF, slut, chastity
03:28

Sissy Jenna’s Anal Orgasm in Chastity

6 years ago

ShemaleZ

orgasm, anal orgasm, chastity
06:38 75%

Sissy Lucy Gets Spanked In Chastity 7 Min

4 years ago

HClips

spanking, chastity
08:31

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

7 years ago

ShemaleZ

dildo, sissy, hands free, chastity
19:50

Lily Leighs Cheating Chastity

8 months ago

$$ FapHouse

lingerie, amateur, shemale, chastity, dildo
08:09

Chastity Sissy Cums From Big black pipe plumbing Machine And Swallows Her Own Cum

2 months ago

ShemaleTaxi

black, machine, chastity, cum in mouth
09:39

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom 10 Min

7 months ago

HClips

feet, orgasm, machine, slut, anal orgasm, chastity
04:57

Ebony Tgirl Chastity thrusts her dick inside her lovers butt

8 years ago

ShemaleZ

interracial, chastity
11:04

Sissy Nun Astrid Apathy Has Sissygasm In Chastity

2 years ago

ShemaleZ

nun, chastity
26:15

Naughty Chastity Sandy.

6 years ago

ShemaleZ

chastity
01:54 75%

Daddy made me a new milking toy on my chastity

3 years ago

xHamster

milk, 18, chastity
10:53

Sexy Sissy In Chastity Sexyasiansissy

3 years ago

Upornia

chastity
04:20

Chubby trap in chastity gets fingered fucked

4 years ago

xHamster

fat, chubby, BBW, chastity, cum in ass
12:45

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

6 years ago

ShemaleZ

emo, penis, chastity
25:03

Femboy Danni has joy with ass buttplugs in CB explosion

4 months ago

TrannyGem

anal, femboy, small tits, chastity, masturbation
11:23

Real sissy in chastity outdoor

10 years ago

xHamster

outdoor, chastity
03:04

Sissy in small chastity gets fucked with a BBC

3 years ago

xHamster

latex, BDSM, BBC, chastity
04:00

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

2 years ago

xHamster

chastity
02:14 80%

Nasty playtime redone?

9 months ago

TrannyGem

amateur, chastity, clothed
02:11

Prompt Piss and Jizz After Work

5 months ago

TrannyGem

fetish, pissing, cute, amateur, femboy, chastity
09:48 57%

Piss Compilation - Sissy, Chastity Belt, Locked, Public Pee 10 Min

2 years ago

ShemaleZ

pissing, public, chastity, sissy
15:29

Pee tasting and chastity masturbation of a kinky latex doll

10 months ago

XXXDan

pissing, beauty, latex, doll, fetish, bondage, chastity
02:20

Pent Up in a pinkish bathing suit and virginity cell

1 month ago

TrannyGem

cuckold, amateur, BBC, chastity, femboy, sissy
05:31

I will tease your manmeat while you are locked in chastity

1 year ago

ShemaleTaxi

chastity
03:09

Sissy Sherri Fucked While Tiny Cock Is Caged In Chastity

2 years ago

ShemaleZ

chastity, sissy
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
17:01

Ravaging my Sissy Boyfriends Backside

4 years ago

TrannyGem

vibrator, boyfriend, chastity
07:42

Sissy Lucy in chastity ass fucked by huge dildo

5 years ago

xHamster

mature anal, huge dildo, chastity
14:16

Alpha Male Fucking Sissy Bareback Cums Inside And She Starts Masturbating Like A Girl In Chastity

2 years ago

ShemaleZ

chastity, sissy, creampie
05:44

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

2 years ago

BeMyHole

public, outdoor, blonde, chastity
01:11

Sissy Lucy posing in chastity and bodycon dress

5 years ago

xHamster

dress, chastity
05:11

Sultry black TS Chastity Michaels alternately fucks with stud

8 years ago

ShemaleZ

chastity
04:34

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

3 years ago

ShemaleZ

chastity, cum in ass
14:23

Restrain Bondage and Wanking for Sissy

4 years ago

TrannyGem

femdom, bondage, chastity
14:21

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

4 years ago

TrannyGem

femdom, strapon, gape, chastity
09:17

Sissy chastity training with big black dildo

3 years ago

xHamster

train, chastity
15:40

Indecent cleft COSMOS - INNOCENCE contest DIARIES

5 years ago

TrannyGem

contest, chastity
03:40

Sissy TGirl Lucy Pissing In Her Chastity Cage at SheWorld

5 years ago

HClips

pissing, sissy, chastity
14:41

Sassy TS babe wears a chastity while stuffing the plastic lover in her juicy ass

5 years ago

BeMyHole

chastity, cum in ass
03:56 80%

My New Inverted Chastity Cage Comes w a Tiny Fake Diik Attachment

2 years ago

xHamster

pissing, chastity
02:07

Dominatrix Fucks Crossdresser Handcuffed in Chastity

2 years ago

xHamster

chastity, femboy
10:24

Sissy Ladyboy Chastity Training Getting porked rock hard by faux-cock Sex Machine

3 months ago

ShemaleTaxi

chastity
06:00

Teen ladyboy in bondage and chastity cage blowjob and anal

5 years ago

AShemaleTube

bondage, chastity
08:49

Grandes tetas en el metro de la ciudad de Mexico, hermosa sissy con minifalda y chastity

3 years ago

ShemaleTaxi

socks, futanari, BBC, gape, chastity, sissy
29:32

Jism from every Fuckhole

5 years ago

TrannyGem

latex, rubber, doll, orgasm, anal orgasm, chastity
14:13 85%

Neon Rave Breezies

4 years ago

TrannyGem

strapon, lesbian, chastity
07:12

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

10 months ago

XXXVogue

chastity
06:12 75%

The Start of Perminant Chastity

6 years ago

ShemaleZ

fetish, BDSM, chastity
06:00

Sissy fucked hard while in chastity

1 year ago

xHamster

shemale, chastity, sissy, stockings, BBC
08:27

Chastity Slave Loves to spread

2 years ago

xHamster

chastity
02:10 80%

Enslaved Woman In V-Card Ejaculates So Rigid And Rapid

4 months ago

TrannyGem

machine, crossdresser, chastity, cum in ass
15:31

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

6 years ago

ShemaleZ

femdom, BDSM, chastity
07:44

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

1 year ago

ShemaleZ

stockings, cum in mouth, chastity, cum in ass
20:14

Hot Trans Woman in Chastity Fucked and Sucking - Compilation 3

3 days ago

$$ FapHouse

chastity, sissy, big cock, amateur
15:50

Sissy whore teaching in virginity cell and ass buttplug

3 years ago

TrannyGem

whore, chastity
06:48

Anal Slut Chained to the Fuck Machine by Her Balls

1 year ago

xHamster

small cock, bondage, dildo, chastity, femboy
09:41

Sexy bitch in chastity shopping in milano

9 years ago

xHamster

outdoor, chastity
07:21

Sissy in micro innocence cell with corset and wetlook harness

1 month ago

TrannyGem

chastity
06:10

Chastity Slut In Stockings And Heels Playing With Suggest Model

4 years ago

ShemaleZ

heels, chastity, mature
10:31

Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Massive Cumshot Jessica Bloom

3 years ago

xHamster

orgasm, chastity

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