SHEMALE • CHASTITY 4,272 videos

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01:08

Sissy in Chastity Has Squirting Sissygasm on Fucking Machine

5 years ago

xHamster

squirt, machine, chastity
16:10

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5 years ago

ShemaleMovie

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09:54

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5 years ago

ShemaleMovie

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01:42

Sissy TGirl Scarlett Rides Her Toy While Locked in Chastity

5 years ago

xHamster

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11:10 63%

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5 years ago

TXXX

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11:33

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5 years ago

VideoSection

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06:00

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5 years ago

AShemaleTube

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02:30

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5 years ago

AShemaleTube

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06:47

Chastity Sissy Public Self Bondage Part 1

5 years ago

ShemaleZ

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06:14

Sissy Andrea Chastity Assplay

5 years ago

VipTube

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26:38

Trans anal Of Chastity Sandy

6 years ago

ShemaleZ

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24:57

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6 years ago

TXXX

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06:32 53%

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6 years ago

ShemaleZ

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03:42

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6 years ago

xHamster

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06:01 78%

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6 years ago

ShemaleZ

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08:34 83%

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6 years ago

ShemaleZ

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02:00

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6 years ago

xHamster

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04:48

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6 years ago

ShemaleZ

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04:15 80%

Vlada Russian of tranny maid Fucks herself in the ass with a chastity belt

6 years ago

ShemaleZ

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03:02

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6 years ago

ShemaleZ

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13:28 50%

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6 years ago

ShemaleZ

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19:15 30%

Sissy punished and fucked for removeing her chastity part 3 final

6 years ago

ShemaleZ

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03:28

Sissy Jenna’s Anal Orgasm in Chastity

6 years ago

ShemaleZ

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09:14

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6 years ago

ShemaleZ

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09:09

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6 years ago

ShemaleZ

chastity
06:15

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6 years ago

ShemaleZ

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07:41

Chastity life

6 years ago

ShemaleZ

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05:00

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6 years ago

ShemaleZ

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13:33

Sissy in Chastity putting on a show

6 years ago

ShemaleZ

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12:42

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6 years ago

ShemaleZ

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03:39

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6 years ago

AShemaleTube

chastity
21:51 14%

Submissive Sissy Chastity Buttplug Play

6 years ago

ShemaleZ

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06:12 75%

The Start of Perminant Chastity

6 years ago

ShemaleZ

fetish, BDSM, chastity
05:07 85%

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6 years ago

XoZilla

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05:17

Chastity Michaels in Chastity Michaels Lusciousness - BlackTGirls

6 years ago

TXXX

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26:13 73%

Cute trap The Mortal Medusa in chastity

6 years ago

AShemaleTube

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34:40

Chastity Michaels Is A black ladyman Who Likes To pound

6 years ago

ShemaleZ

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12:57

Chastity Sandy Shemale Fucked

6 years ago

xHamster

chastity
13:48

Sissy in Chastity Putting on a Show

6 years ago

TrannyGem

chastity
06:51 83%

Slow BJ from Sissy CD in Chastity

7 years ago

AShemaleTube

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09:37

Starla Releases Randy From Chastity

7 years ago

ShemaleZ

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01:43

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7 years ago

xHamster

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09:09

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7 years ago

TXXX

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02:49

Chastity

7 years ago

xHamster

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24:46 50%

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8 years ago

TXXX

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13:35

Elderly tranny got her cock and ass locked in chastity

8 years ago

TrannyOne

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04:09

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8 years ago

xHamster

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27:10

Chastity fucked

8 years ago

ShemaleZ

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25:22 86%

Chastity Sandy Loves Black Cocks

8 years ago

TXXX

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18:52

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8 years ago

TXXX

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12:43 60%

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8 years ago

TXXX

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12:42 57%

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9 years ago

xHamster

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06:29

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9 years ago

TXXX

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08:58

Soft Sissy Sadie CD cumming in chastity riding black

9 years ago

AShemaleTube

chastity
07:53

Denim biker chick in chastity device

9 years ago

JizzBunker

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05:11

Ebony TS Chastity Michaels bangs wild her lovers ass in bareback sex

9 years ago

TXXX

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10:48 53%

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10 years ago

TXXX

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01:44

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10 years ago

xHamster

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06:26

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11 years ago

xHamster

chastity
07:42

Trans Gal Nodes Her Donk with Bad Dragon Austin

Today

TrannyGem

dildo, amateur
02:36

Transgender sissy in v-card does rump to throat with a faux-cock

Yesterday

TrannyGem

ass
06:02

Attempting to take the Bad Dragon Sleipnir as greatest I can

3 days ago

TrannyGem

dildo
02:51

Trans Lady with GOOD-SIZED CULO Porked Humid Cowgirl

3 days ago

TrannyGem

chastity, femboy
09:51

Sissy cow gets porked by her machine whiel rigidly locked in her vapid virginity

1 week ago

TrannyGem

dildo, sissy, crossdresser, big tits
24:41

Virginity and permission to spunk

2 weeks ago

TrannyGem

amateur, BDSM, chastity, bondage
03:29

Have Fun Time with Some Playthings

2 weeks ago

TrannyGem

shemale, chastity, amateur
07:54

Boink machine demolishes crossdressers donk at turbo speed

1 month ago

TrannyGem

amateur, machine, crossdresser
11:47

Locked Astolfo Crossdresser demolish his BUSSY

1 month ago

TrannyGem

ass, chastity, toys, 18, cosplay
04:02

Sissy in innocence nails monstrous pecker attempting to get herself to spunk! SissySara70

1 month ago

TrannyGem

18, chastity, dildo, sissy, clit
19:14

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

1 month ago

TrannyGem

18, femboy, chastity
03:25

Sissy CD playing her backside in fishnets and v-card

1 month ago

TrannyGem

train, crossdresser, shemale, sissy, dildo, lesbian
04:53

I yell like a superslut

2 months ago

TrannyGem

amateur, anal, toys, machine, sissy, chastity
04:13

Just a damsel frolicking with herself and fucktoys

2 months ago

TrannyGem

sissy, chastity, 18, dildo
13:06

Hottest smashing machine bang-out ever

3 months ago

TrannyGem

anal, machine, dildo, interracial, chastity, sissy
05:25

Ginormous Boobies Sissy Victoria shoots a load two times after locktober

3 months ago

TrannyGem

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29:39

Solo joy jizzing on a shag machine

3 months ago

TrannyGem

puffy nipples, machine, solo, chastity, femboy
08:30

女装アナニーストッキングがびちゃびちゃになるほど潮吹きしちゃう淫乱男の娘/// part2 (貞操帯+ピストンマシン)

3 months ago

TrannyGem

asian, pissing, chastity, japanese
05:35 75%

Sissy cow rails on huge purple fuck stick

4 months ago

TrannyGem

femdom, shemale, huge dildo, anal, fetish, dildo, shemale and girl
23:31

Emo femboy railing anime porn in cell failed Locktober w jizz shot

4 months ago

TrannyGem

amateur, femboy, shemale, dildo, chastity, anime
02:54

Sissy Femboy - Assfuck Gigantic Fake Penis - internal ejaculation - sissygasm - sissy ejaculation - forearms free-for-all jizz - Utter 1

4 months ago

TrannyGem

big cock, chastity
03:45

Ash-Blonde Sissy Slutted Out By BIG BLACK COCK

4 months ago

TrannyGem

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06:52

She Couldnt Stop It In Time

4 months ago

TrannyGem

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02:21

BIG BLACK COCK Shag Machine - Stage 1: Steaming up

4 months ago

TrannyGem

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07:21

I Get Wild when i use Virginity cell.

4 months ago

TrannyGem

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07:34

Sissy superslut switches 2 v-card cages and 2 dildos— one should be smaller and the other thicker

4 months ago

TrannyGem

amateur, cute, dildo, chastity
10:12

Japanese maid frolicking solo part2

4 months ago

TrannyGem

sissy, crossdresser, japanese, femboy, chastity
02:11

Prompt Piss and Jizz After Work

4 months ago

TrannyGem

fetish, pissing, cute, amateur, femboy, chastity
05:40

Feminization Sissication Sissy instructing - Glad Idiot - Innocence Jizz

4 months ago

TrannyGem

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05:16

Trans gal in plane virginity cell tugging with stimulating electro-hitachi

5 months ago

TrannyGem

chastity, amateur, vibrator
02:14

Trans Doll in Virginity Boinked POINT OF VIEW

5 months ago

TrannyGem

chastity, sissy, femboy, crossdresser
11:23

Sitting on her face until I come

5 months ago

TrannyGem

homemade, mom, lesbian, facesitting, orgasm, chastity
10:03

Surprise sleep mask poke with 2 t-model bombshells

6 months ago

TrannyGem

chastity, domination, shemale fucks guy, amateur, surprise, sleeping
02:45

[SISSY] I gave you a oral pleasure in the park.

6 months ago

TrannyGem

public, fetish, outdoor, crossdresser, piercing, sissy, chastity
28:13 43%

Uncovered CD Sissy Katie Does Live Showcase In Purity Cell

7 months ago

TrannyGem

small cock, blowjob, train, bondage, solo, 18, babe
04:15

Encaged breezy gets fuckmachine pounded~! ♥

7 months ago

TrannyGem

big ass, chastity, dildo, shemale, monster
06:59

Sissygasm from assfuck getting off in sissy bi-atch with closed pleasure button in chastity_sc.22

7 months ago

TrannyGem

masturbation, sissy, hands free, chastity, fetish, crossdresser
21:02

SISSY LATEXDOLL GETTING OFF #2

7 months ago

TrannyGem

masturbation, chastity, rubber, latex
02:15

HOTTEST PORKING HEFTY STRAP DILDO SISSY RECTAL. THIS BIOTCH IS PREPPED TO DRILL. Sissy Nailed In Innocence

7 months ago

TrannyGem

femdom, strapon, huge dildo, bondage, double anal, monster, pegging
02:14 80%

Nasty playtime redone?

8 months ago

TrannyGem

amateur, chastity, clothed
11:46

Crossdressing joy in innocence: gigantic ass-fuck fuck stick to numerous sissygasms

8 months ago

TrannyGem

sissy, crossdresser, chastity, skirt, cosplay
06:28

Love witnessing my tiny bud juggle while I rail my plaything. :)

8 months ago

TrannyGem

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02:23

Nip Getting Off While Thinking of Fuckpole with Buttfuck Magic Wand.

8 months ago

TrannyGem

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07:15

I pummel myself in innocence right on the back porch!

8 months ago

TrannyGem

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10:48

TRANSGIRL JIZZ COCKTAIL SECRET RECIPE! Veronica Taboo - Model, DickGirl, Bartender - gives tormentor class

8 months ago

TrannyGem

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17:14

Valkyrie Learns to Slutgasm

8 months ago

TrannyGem

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12:49

V-Card Cell, Assfucking Pummel Machine, Then Unlocking And Spunking

8 months ago

TrannyGem

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05:05

Sissy nails culo with tentacruel

9 months ago

TrannyGem

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02:55

Sissy sprays in the crop area

9 months ago

TrannyGem

public, femboy, outdoor
02:03

Fat Jizz Shot Stream

9 months ago

TrannyGem

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06:44

VIRGINITY I Love Dressing Him and Making him perceive like the lady I know She is!

10 months ago

TrannyGem

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05:19

Mitts Free-For-All Ass Fucking Ejaculation Sissygasm Cumpilation 7

10 months ago

TrannyGem

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12:31 29%

Sissy Slut Whore

11 months ago

xHamster

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02:40

Chinese sissy encaged and plugged flashes soles and wanks stiff wood

1 year ago

TrannyGem

big ass
17:18

Sissy Increases her Bulls Eye with Tearing Up Machine

1 year ago

TrannyGem

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03:52

Sissy in innocence cell and high stilettos boinks herself with thick black fake penis

1 year ago

TrannyGem

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02:52

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1 year ago

TrannyGem

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13:52 71%

Encaged Clitty Trans Sissy Gets Unending Vibrates by Aficionados During Live Fountain

1 year ago

TrannyGem

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05:23

Unlocking V-Card And Gigantic Jizz :P

1 year 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

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07:23 83%

Sissy chick rails fat plaything while being locked jessiesissyadventures

1 year ago

TrannyGem

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