SHEMALE • CHASTITY 4,269 videos

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07:55

Sissy Cumming in Chastity Slow Motion

3 years ago

xHamster

british, skinny, chastity
01:19

Police Fucks Hot Trans Woman in Chastity

2 years ago

xHamster

police, chastity
03:14

Mall Flash In Sissy Chastity

4 years ago

AShemaleTube

flashing, chastity
03:06

Cute Chastity and Cheers black trans smut

1 month ago

PornHat

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03:53

Tgirl Fucked In Bondage And Chastity

2 years ago

ShemaleZ

fetish, bondage, chastity
03:53

Tgirl Fucked in Bondage and Chastity

2 years ago

xHamster

bondage, chastity
06:00

Black whore named Chastity gives a blowjob to some dude

12 years ago

AnyPorn

black, whore, chastity
09:45

Lizz_ss25 street hooker deep anal

1 year ago

xHamster

sissy, chastity
13:51

Sissy shaves her worthless clitty and wears chastity implement

5 years ago

VideoSection

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05:59

Chastity Orgasm

5 years ago

xHamster

chastity
05:08

Dude with chastity anal fucked by tranny

7 years ago

AShemaleTube

domination, chastity
07:15

I pummel myself in innocence right on the back porch!

8 months ago

TrannyGem

outdoor, amateur, chastity, small tits, public
09:29

Handcuffed and Hooded Sissy Maid

3 years ago

xHamster

bondage, maid, chastity
01:17

Emily Austin cuckold creampie eating hot wife sex puts sissy into chastity

4 years ago

TrannyOne

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02:02

Crossdresser Get Manacled - 25 Sec JISM - First-Ever Time Self Restrain Bondage

3 years ago

TrannyGem

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03:16 67%

Sissy teaching with and sans virginity

3 years ago

TrannyGem

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02:20

Scarlet Skys Bellowing and Climax Compilation!

3 years ago

TrannyGem

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12:18

Brilliant sissy in purity box and cork utter vid

8 months ago

TrannyGem

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06:28

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

8 months ago

TrannyGem

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06:55

Tgirl In Chastity Fucked Cowgirl

2 years ago

ShemaleZ

latex, fetish, chastity
13:32

Insane victim nymph having joy boobies and spear

1 year ago

TrannyGem

beauty, 18, cumshot, old and young (18+), sissy, chastity
06:58

Sissy Maid Struggling In New Armbinder And Steel Chastity Belt With 7 Dildo Locked Inside

1 year ago

GetTranny

maid, bondage, chastity, latex, sissy
53:38

Batman Cosplay Parody With Bbc Batman Chastity Sissy Batgirl And Latex Hit Girl

2 years ago

ShemaleZ

latex, BBC, cosplay, chastity, interracial
09:53

Ebony ass play!

1 year ago

xHamster

BBW, ebony, black, chastity
02:37

A good bad dragon fucking

3 years ago

xHamster

slut, chastity
05:15

Anna May Playing and Cum

1 year ago

xHamster

mature, stockings, mature anal, masturbation, femboy, chastity
08:00

Crossdresser On Live Webcam - Sissy Wears Chastity Belt

2 years ago

GetTranny

chastity
01:30

Chastity Addiction

2 years ago

xHamster

chastity
06:06

Ebony TS Girl Chastity Michaels Trades Assfucks

7 months ago

AShemaleTube

ebony, chastity, shemale fucks guy, shemale and girl, bareback, interracial
05:07

Playing with a thick Double Ended Dildo, Massive Rose, Gape and Prolapse in Chastity extraordinary rectal

1 year ago

ShemaleTaxi

solo, chastity
10:49

Femboy In Chastity Solo

3 years ago

ShemaleZ

chastity
02:16

Locked Clit cum

2 years ago

xHamster

clit, hands free, chastity
02:32

Ass fucked in small pink chastity - part 1

12 months ago

AShemaleTube

stockings, chastity
06:39

Sissy Oksana riding gigantic rectal butt-plug Chastity on cock Open cock & cumshot part.2

1 month ago

ShemaleTaxi

anal, chastity
05:24

Horny Sissy In Chastity And Pink Lingerie Pours 900ml Of Beer Inside Her Asshole With The Open Door!

3 years ago

ShemaleZ

asshole, chastity
13:47

Brutal Big BBC Dildo in my Sissy Holes

2 years ago

xHamster

BBC, chastity
05:06

TS Chastity Michaels Fucks A Guy Hard

5 years ago

BeMyHole

chastity, shemale fucks guy
23:43

Sissygasm Contest Day 1 - Sissy Trap Man Rails Faux-Cock

3 years ago

TrannyGem

train, prostate, massage, contest, chastity
05:50

Tranny in Chastity Cage Plays With Her Clitty

3 years ago

xHamster

chastity
07:02

Crossdresser Annany Daughter-In-Law of a Nymphomaniac Dude who Relentlessly Milks at Missionary Pose ///

4 years ago

TrannyGem

pissing, missionary, chastity
09:24

Purity Encaged At Bedtime

4 years ago

TrannyGem

chastity
06:06

Sissy fettered up and left at side of road

4 years ago

TrannyGem

public, chastity
05:38

Trans sissy slut with blue hair going crazy with big dildos - MercurySissy aka Mercury Montana riding and training in chastity

1 year ago

xHamster

dildo, masturbation, chastity, femboy
15:37

Sissy Slut Training

2 years ago

BeMyHole

stockings, train, fetish, toys, slut, chastity
07:11

Hot Trans Woman In Chastity Fucked Cowgirl 7 Min With Kelsey Masters

1 year ago

ShemaleZ

latex, chastity
10:44

Sissy Maid Struggling In New Armbinder And Steel Chastity Belt With 7 Dildo Locked Inside

1 year ago

ShemaleZ

sissy, latex, chastity, maid
10:31

Trans doll attempts on trio different v-card belts and blows a load arms free-for-all

1 year ago

TrannyGem

pissing, teen (18+), anal, fetish, teen anal (18+), orgasm, sissy
01:44

Sexy trap cum in chastity - Part 2

1 year ago

AShemaleTube

crossdresser, chastity
19:24

Spandex Gimp Takes Plumb Machine

3 years ago

TrannyGem

feet, latex, rubber, doll, train, bondage, spandex
04:02

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

1 month ago

TrannyGem

18, chastity, dildo, sissy, clit
05:27

Pretty Cross Dresser in chastity ravaging dildo

5 years ago

HDSex

chastity
03:27

Monster Faux-Cock rail in purity

2 years ago

TrannyGem

chastity
10:28

Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

1 year ago

ShemaleMovie

sissy, compilation, chastity, femboy, orgasm compilation, orgasm
05:02

Ebony TS Chastity buttfucked a hunk guy

5 years ago

TrannyOne

black, chastity
10:26

Marvelous Transgender Encaged Sissygasms & Rectal Opening Up - Fat Fake Penis Guts Ejaculations Jessica Bloom

4 years ago

TrannyGem

fat, prostate, penis, gape, chastity
17:18

Sissy Increases her Bulls Eye with Tearing Up Machine

1 year ago

TrannyGem

amateur, sissy, machine, dildo, chastity
09:10

Giving Myself A Huge Facial in Chastity After Playing With My Cute Little Asshole

1 year ago

xHamster

amateur, cum in mouth, chastity, dildo, cute, huge dildo
10:01

Trans Latex Hands Free Cum After Cum Sex Chastity Sex

1 year ago

ShemaleZ

shemale, latex, chastity, solo, hands free
07:39

Crossdresser with big tits in chastity masturbates with vibrator

2 years ago

xHamster

french, sissy, chastity
02:25

Sissyslut Watching Hypno Videos in Metal Chastity Cage

3 years ago

xHamster

handjob, chastity
07:42

Sissy Lucy In Chastity Ass Fucked By Huge Dildo

3 years ago

ShemaleZ

huge dildo, chastity, sissy
04:10

Sissy in chastity , wich looks better? pink cage or transparant cage?

2 years ago

xHamster

BDSM, JOI, chastity
19:20

Sissy lad in purity boinking fake penises

4 years ago

TrannyGem

gape, chastity
11:13

Sissy Boy In Chastity Cage Shows Of Sexy Body While Takes A Shower

3 years ago

ShemaleZ

shower, chastity
29:39

Solo joy jizzing on a shag machine

3 months ago

TrannyGem

puffy nipples, machine, solo, chastity, femboy
13:36

Self Bondage in Leather Fist Mitts, Lycra Body Suit, Tights, PVC Knee High Boots, Gagged in Chastity ...

2 years ago

xHamster

latex, bondage, boots, BDSM, chastity
08:12

Sissy Dream 2

1 year ago

xHamster

german, chastity
01:23

Chastity Cum

3 years ago

xHamster

german, teen anal (18+), vibrator, chastity
21:44

Kinky Kigarumi Chastity

3 years ago

ShemaleZ

latex, chastity
12:05

Cindy take 18 inch dildo all the way in chastity

3 years ago

xHamster

dildo, british, chastity
04:13

Encaged Crossdresser Made To Jizm Stiff By A Machine

3 years ago

TrannyGem

squirt, machine, anal orgasm, hands free, chastity
01:51

Daniela Lei chastity caged dildo play

2 months ago

AShemaleTube

crossdresser, chastity
07:20

Mi Primer Sissygasm En Chastity Cam.2 Sc.28

3 years ago

ShemaleZ

chastity
13:40

Asian Sissy in Lingerie Cumming in Chastity

2 months ago

$$ FapHouse

sissy, cumshot, asian, solo, ladyboy, chastity
07:07

Nylon Chastity

8 years ago

AShemaleTube

nylon, chastity
12:12

Shemale Mature in chastity playing with dildos and CUM

2 years ago

xHamster

mature anal, chastity, cum in ass
07:11

Sissy Nun Astrid Apathy Has Sissygasm In Chastity

2 years ago

GetTranny

bath, sissy, chastity
46:39

Sissy Maid Self Bondage Armbinder Hogtied

4 years ago

xHamster

latex, bondage, maid, chastity
09:31

Pale Femboy Trap Beats Own Balls Escapes Chastity And Rubs Little Cock To Limp Hands Free Orgasm

2 years ago

ShemaleZ

orgasm, chastity, femboy
18:49

Plastic transgirl slut in virginity rails massive faux-cocks

4 years ago

TrannyGem

huge dildo, orgasm, whore, slut, chastity
05:55

Black Ts Girl Gets Her Big With Chastity Michaels

1 year ago

ShemaleZ

chastity, big cock, ebony, black
05:36

Ebony Ts Girl Trades Buttfucks With A Guy With Chastity Michaels

3 years ago

ShemaleZ

chastity
02:40

Obese White Femboy Rail for First-Ever Time Faux-Cock - Prompt Climax with Hefty Explosion

2 years ago

TrannyGem

cumshot compilation, chastity
04:27

Sissy frolicking on sofa

10 months ago

TrannyGem

sissy, chastity
09:59

Sissy cleans ebony jizm from wifes cheating knickers pops in chastity BNWO angel scarlett black

2 years ago

ShemaleMovie

wife, cheating, maid, cuckold, chastity
05:29

Chastity is going to be very harsh at first-ever

1 year ago

ShemaleMovie

chastity, orgasm
04:12

Sissy slut in chastity cums after anal strechting

4 years ago

xHamster

chastity
18:33

Self Bondage in PVC Layers, Steel Chastity Belt and Large Dildo Locked

3 years ago

xHamster

latex, bondage, chastity
04:33

Femboy Ruins In His Mouth After 70 Days Of Chastity

3 years ago

ShemaleZ

chastity
06:12

Sissy Sniffs Poppers in Chastity & Plays with Dildo

6 years ago

ShemaleZ

chastity
03:16

Trans Woman in Chastity Riding Cock

2 years ago

xHamster

chastity
35:21

Lizz_ss25 Slut vision anal steam

2 years ago

xHamster

chastity
19:14

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

1 month ago

TrannyGem

18, femboy, chastity
04:41

Sissy Femboy Fucks Dildo And Cums In Chastity

2 years ago

ShemaleZ

chastity, cum in ass
23:15

Sissy Hope showing her boipussi and new tattoo

2 years ago

xHamster

mexican, chastity
03:58

CD Chastity Anal Butt Plug Whore

8 years ago

xHamster

whore, chastity
09:26

Sexy Trans Bailey Wilde Removes Chastity Then Jerks Off

1 year ago

BeMyHole

lingerie, solo, jerking, sissy, chastity
05:10

Chastity Slut Shows Us How to Train You Sissy Pussy

1 year ago

xHamster

sissy, amateur, small cock, chastity
20:07

Fucking Sexy Sissy in Chastity Compilation

1 month ago

$$ FapHouse

amateur, compilation, chastity
05:08

Sissy Alexy showing herself and teasing

1 year ago

xHamster

pantyhose, fetish, tease, finnish, chastity
06:47

Sis-k Pinky Chinese Dress Ep3: Fapping

1 year ago

xHamster

thai, chastity, small cock, solo, chinese
04:20

Oral Delia Releases A Kept Man From Chastity Then Locks Him Down With Her Cock

4 years ago

BeMyHole

chastity
05:19

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

10 months ago

TrannyGem

cumshot, cumshot compilation, prostate, orgasm compilation, chastity
26:38

Biotch edged, encaged, and opened up

7 months ago

TrannyGem

shemale, chastity
20:08

Trans Woman in Chastity Fucked Hard - Compilation 8

1 month ago

$$ FapHouse

big ass, domination, big cock, shemale, chastity
17:37

I want to be the one who takes your ladyboy chastity

5 years ago

TrannyGem

chastity
15:26

Sissy Maid Cums in Chastity and in Bondage and Swallows Her Sissy Cum

9 months ago

xHamster

sissy, crossdresser, hands free, bondage, chastity, swallow
08:24

Chaste Femboy Gimp Suck Experience

3 years ago

TrannyGem

train, bondage, chastity
07:45

Chastity Slave Fucks Rainbow Dildo Up Ass & Plugs With Vibrating Butt Plug

2 years ago

xHamster

bondage, chastity
02:15

Trans Woman in Chastity Fucked POV

2 years ago

xHamster

chastity
09:41

Dawn Tries To Rail and Game

3 months ago

TrannyGem

game, sissy, chastity
14:55

транс играет со своим запертым членом игрушками и нежно кончает

4 months ago

TrannyGem

shemale and girl, chastity
05:55

Black busty tranny Chastity Michaels fucks a construction worker

5 years ago

BeMyHole

chastity, shemale fucks guy, black
04:27

Chastity cumming in glass

7 years ago

AShemaleTube

glasses, chastity
04:49

Sissy Lara Gasps and Gags on your Pink Cigar - POINT OF VIEW

3 years ago

TrannyGem

femdom, train, gagging, 18, chastity
02:20

Sissy Lillian Penetrates Her Rump Prepped With A Bum Speculum For A Internal Ejaculation

5 months ago

TrannyGem

cumshot, feet, shower, chastity
08:46

Fat BBC dildo fills Sissy ass deep

1 year ago

xHamster

fat, dildo, toys, chastity, femboy, BBC
02:47

Lovely Sissy Femboy - Ass-Fuck Yam-Sized Fuck Stick - internal cumshot - sissygasm - sissy ejaculation - palms free-for-all jism

3 months ago

TrannyGem

anal, creampie, sissy, hands free, BBC, chastity
02:15

TS in Bondage and Chastity Fucked

2 years ago

xHamster

bondage, chastity
05:43

Chastity Sissy Exposed in Public Riding BBC

5 years ago

BeMyHole

public, BBC, chastity

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