TRANNY • CHASTITY 2,041 videos

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01:45

Pizza Delivery Guy Fucks Transgender in Chastity

2 years ago

xHamster

chastity
12:50

Emo trap in chastity fucks dildo and eats her ruined orgasm

6 years ago

HClips

emo, orgasm, chastity, dildo
12:40

Sissy in Chastity playing and cums hard.

3 years ago

xHamster

BDSM, swallow, sissy, chastity
01:05

Sissy Chastity Fuck Machine Session

2 years ago

xHamster

cuckold, machine, chastity
05:41 50%

Daddy woke me up in the middle of the night for this!

3 years ago

xHamster

blowjob, chastity, crossdresser, sissy
04:09

Hot Sissy in Chastity Strapon Fucked by Dominatrix

1 year ago

xHamster

strapon, chastity, femboy
02:42 71%

Chastity slave get milked while licking trannys feet

3 years ago

xHamster

feet, femdom, bisexual, milk, chastity
05:27

Chastity Device with Butt Plug Attachment

6 years ago

ShemaleZ

BDSM, chastity
04:42

Chastity cum 2

1 year ago

xHamster

BBW, chastity
02:06

Sissy Nipple Cow Chastity Nipple Pump Electro Pain

2 years ago

xHamster

BDSM, nipples, electro, pump, chastity
05:14

Sissy Getting Ready for Fun. Chastity and Stockings

2 years ago

xHamster

swedish, chastity
07:53

Millie panty try on 2 with chastity

1 year ago

xHamster

panties, skinny, chastity
11:24 40%

Real sissy in chastity outdoor

7 years ago

ShemaleZ

latex, outdoor, sissy, chastity
05:22

Nice ass in chastity belt

7 years ago

xHamster

chastity
05:36

Chastity trans fucks self with big toys

1 year ago

xHamster

cute, small cock, BDSM, sissy, chastity, femboy
06:48

Sissy femboy caged in flat cage

1 year ago

xHamster

latina, mexican, chastity
08:16

Chastity sissy slut vibrator cum

1 year ago

xHamster

amateur, chastity, solo
04:20

Chubby Trap In Chastity Gets Fingered Fucked

3 years ago

ShemaleZ

teen (18+), chubby, chastity
01:23

Crossdresser Barebacked Dildo While in Chastity

3 years ago

xHamster

chastity
02:15

Shaggy Fucks Sexy Trans Woman in Chastity

2 years ago

xHamster

chastity
05:56

Abs Beauty Femboy Wearing Cheongsam In Chastity

3 years ago

ShemaleZ

chastity
04:19

Chastity Sissy Elf Plays With A Dildo

6 years ago

ShemaleZ

chastity
03:13

Hot Blonde Trans Bailey Wilde Fucked in Chastity

1 year ago

xHamster

amateur, crossdresser, blonde, sissy, chastity, femboy
10:26 83%

Femdom Mistress Pegs Sissy Cuckold Chastity Slut & Makes Her Love Big Cock! Anal Plug Gaping Part 3

2 years ago

ShemaleZ

femdom, BDSM, cuckold, pegging, chastity
11:16

Latex sissy maid Candy fucked by a fucking machine in chastity while playing with her dildos

1 year ago

xHamster

fetish, crossdresser, chastity, amateur, latex, machine
16:11

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

1 year ago

xHamster

riding, mexican, chastity
01:25

Chastity , longs Nails & tied Corset

6 years ago

xHamster

latex, tied, chastity
06:02

Chastity butt plug dildo anal

1 year ago

xHamster

chastity, dildo, mature anal
06:06

Black Ts Girl Does Butt Fucking Wi With Gabriel Dalessandro And Chastity Michaels

4 months ago

ShemaleZ

ebony, chastity, black
01:13

Asian sissy milking in chastity

8 years ago

xHamster

milk, chastity
07:33

Full time chastity

8 years ago

TXXX

latex, chastity
07:34

Sissy in Chastity with Ripped Gym Pants and Getting Her Hole Destroyed

1 year ago

xHamster

dildo, sissy, chastity
01:17

Sissy In Chastity showing off my Big Thick Ass and outfit

2 years ago

xHamster

chastity
06:31

Sissy taniax Cum riding huge black dildo

1 year ago

xHamster

mature, mature anal, anal, dildo, chastity
19:06

Sissy in chastity swallow cum

7 years ago

ShemaleZ

swallow, chastity
01:31

Sissy in chastity training her holes in a public restroom

3 years ago

xHamster

public, spanish, train, sissy, chastity
26:38

Trans anal Of Chastity Sandy

5 years ago

TXXX

chastity
04:54

Abh061 White Stocking Angel In Chastity Riding Dildo And Have An Amazing Cumshot

3 years ago

ShemaleZ

riding, chastity
07:05

Alexa fucking ass-pussy with large Beowulf in chastity & corset

2 years ago

xHamster

german, chastity
03:01

SISSY ANAL STRETCHING

2 years ago

xHamster

squirt, fisting, hands free, chastity
09:48

Jessica Bloom Riding Monster Dildos - Multiple Pooper Orgasms In Chastity

3 years ago

ShemaleZ

orgasm, monster, chastity
03:43

BDSM-femboy with chastity showing his butt and playing with a dildo

5 years ago

ShemaleZ

chastity, dildo
01:26

Caged anal fun

2 years ago

xHamster

handjob, teen anal (18+), 18, BBC, chastity, femboy
04:02

HUGE ASS TS in Chastity Fucked Doggystyle

2 years ago

xHamster

BDSM, dogging, chastity
33:18

She Let Him Out Of Chastity

6 years ago

TXXX

chastity
04:15

Sissy chastity pony buttplug

7 years ago

TXXX

chastity
16:12

Cd Sissy Trans Maschine Fucked Ass Pig Whore Chastity

2 years ago

ShemaleZ

latex, whore, chastity
02:55

Millie Rides Dildo In Chastity Pov

1 year ago

Upornia

chastity
01:40

PVC whore heels

1 year ago

xHamster

mature anal, crossdresser, british, chastity
05:35

Kinky PVC crossdresser plays with inflatable buttplug and big anal toys

2 years ago

xHamster

latex, mature anal, BDSM, chastity
04:49

Sissies need chastity hypno

4 years ago

xHamster

chastity
09:04

Chastity Slut Takes Horse Dildo Creampie

4 years ago

Upornia

slut, chastity
01:44

Taking the Red Pill

1 year ago

xHamster

pissing, BDSM, crossdresser, chastity
04:56

Kelcey in Chastity

10 years ago

xHamster

chastity
01:24

Sissy Maid in Chastity Desperate in Bed

2 years ago

xHamster

mom, maid, chastity
04:40

Tranny anal bangs guy with chastity

5 years ago

ShemaleZ

chastity
07:46

Takes Two Dildos Then Locks Herself In Chastity

4 years ago

TXXX

chastity, dildo
24:37

Skitty in Anal Plug progression Stretching

2 years ago

xHamster

german, train, chastity
03:08

HUGE ASS TS in Chastity Fucked Missionary

2 years ago

xHamster

missionary, chastity
05:49

Trans Girl Fucking Sissy Crossdresser In Chastity

2 years ago

ShemaleZ

chastity
15:08

Chastity and plug

4 years ago

xHamster

chastity
18:25

Plastic shemale whore in chastity rides huge dildos

5 years ago

TXXX

huge dildo, fetish, dildo, riding, whore, chastity
11:00

Crossdresser gets machine fucked with XXL Monster Dildos #10

1 year ago

xHamster

german, dildo, machine, sissy, chastity, femboy
11:01

Cute Sissy In Chastity

4 years ago

HClips

teen (18+), sissy, chastity
04:20

Fat Sissy in chastity fucking fleshlight with dildo

2 years ago

xHamster

german, BBW, chastity
08:31

Trans Woman in Chastity and Bondage Fucked

2 years ago

xHamster

bondage, chastity
07:35

Sissy Cumshots Onto Camera Using Glass Dildo & Vibrator. Shemale Veronica Taboo In Pink Chastity!

2 years ago

ShemaleZ

chastity
07:15

New chastity Solo play....

7 years ago

xHamster

chastity
54:08

Chastity Cage - Pandora Melanie

9 months ago

ShemaleZ

creampie, brazil, BDSM, tattoo, double anal, double penetration, chastity
07:11

Chastity Anal Orgasms With Huge Dildos Sissy Jessica Bloom

1 year ago

xHamster

huge dildo, anal orgasm, chastity
02:30

Chastity Latex

5 years ago

xHamster

latex, vintage, chastity
08:22

Flat Chested Sissy In Chastity Cage Sucks And Rides Bareback Cock

2 years ago

ShemaleZ

chastity
20:03

Crossdressing Model Deep Anal Play First Sissygasm Sissy Chastity

1 year ago

ShemaleZ

teen anal (18+), BDSM, chastity
10:44

Dildo Ride In Chastity Sissygasm

2 years ago

ShemaleZ

riding, chastity
02:01

Real Sissy Maid Service "Dusting"

1 year ago

xHamster

stockings, maid, chastity
01:34

Harry Potter Fucks Hot Trans Woman in Chastity

2 years ago

xHamster

chastity
01:51

Locked up unicorn in chastity performs for mistress

4 years ago

xHamster

femdom, chastity
02:45

Strap-on Fuckers: Sissy Slut in Chastity Used by Her Domina

2 years ago

xHamster

femdom, strapon, chastity
02:35

Sissy slave in chastity restrained cumming

2 years ago

xHamster

bondage, BBW, BDSM, chastity
03:17

Chastity diary Part 3

2 years ago

xHamster

public, chastity
06:37

Sissy Cd Boyfriend Is Home Alone-puts Chastity On As He Can Only Play With His Anal Boypussy

2 years ago

ShemaleZ

chastity
06:07

Sissy in Chastity Fucks and Goes Ass to Mouth

4 years ago

xHamster

ass, sissy, chastity
32:11

Lizzy Yum August 2022 #8 SEX MACHINES, EROTIC ELECTRICITY & BSDM-CHASTITY

3 years ago

xHamster

mature, mature anal, BDSM, erotic, machine, chastity
10:45

Chastity Sissy Throat Training And Plapping Orgasm - Huge Cum Squirt And Swallow Jessica Blooom

8 months ago

xHamster

beauty, squirt, orgasm, british, swallow, chastity
11:42

Tgirl In Chastity Leash And Bondage Masturbating With Guy

2 years ago

Upornia

bondage, chastity
15:45

Sissy In Chastity Pounding Creampie Fuckmachine

3 years ago

ShemaleZ

chastity, sissy, creampie
01:57

Kelli makes herself leak with a jewel plug

2 years ago

xHamster

british, chastity
07:48

Chastity Masturbation

3 years ago

ShemaleZ

chastity
07:40

New Vagina Sex Toy Got Fucked Very Hard To Please Dick After Release From Chastity

2 years ago

ShemaleZ

webcam, chastity
19:57

Sissy Joy pounded By Her mistresse With A thong On while Locked In Chastity

7 years ago

ShemaleZ

femdom, thong, chastity
17:39

Lily Star In Ass To Mouth And Leaking Out Of Chastity

3 years ago

ShemaleZ

ass to mouth, chastity, brunette
06:37

Sissy Anais fucks new dildos in chastity

4 years ago

xHamster

chastity
05:42

Sissy Denver In Chastity, Training Her Butt Pussy

2 years ago

ShemaleZ

train, chastity
06:19

Mistress Fuck Chastitied Femboy In Lingerie

2 years ago

ShemaleZ

femdom, BDSM, chastity
02:36

Adult store fun

2 years ago

xHamster

black, public, cuckold, chastity
03:49

Cynthia sissy crossdresser anal dildo machine chastity

6 years ago

ShemaleZ

machine, chastity
01:40

Trans Woman in Chastity Fucked Doggystyle

2 years ago

xHamster

dogging, chastity
01:53

Pink Sissy Slut Locked in Chastity Goes Wild Riding Anal Dildo

3 years ago

xHamster

slut, chastity, femboy
06:40

Her Chastity Cage Flops Around While Her Asshole is Stretched Beyond Recognition!

8 months ago

xHamster

shemale, chastity, amateur, small cock, skinny
02:31

Assfuck in chastity

2 years ago

xHamster

chastity
04:49

Hands-Free Cumming in Chastity

5 years ago

xHamster

hands free, chastity
06:18

Sissy Squirts Cum hard in Chastity Cage With Vibrator

3 years ago

xHamster

squirt, vibrator, chastity
06:28

My latex girlfriend makes me vibrate in a cage

1 year ago

xHamster

amateur, latex, chastity, BDSM, bondage
10:53

Sissy destroys her ass while is chastity

1 year ago

xHamster

dildo, british, chastity
01:52

Sissy cums in chastity

5 years ago

xHamster

chastity
01:13

Indian sissy niki rides dildo in chastity

2 years ago

xHamster

indian, chastity
02:00

Chastity orgasm

3 years ago

xHamster

german, orgasm, 18, chastity
07:14

Sissy piss like woman in chastity cage

2 years ago

xHamster

pissing, chastity
12:43

Chastity Cage Assfuck

1 year ago

ShemaleZ

chastity
05:06

Sissygasm in a negative chastity belt

1 year ago

xHamster

BDSM, chastity
07:13

Trans Latex After Cum Sex In Chastity

1 year ago

ShemaleZ

solo, chastity, big cock, fetish
05:29

CD-TG Liana Ames Deepthroating Dildo in Chastity

6 years ago

TXXX

chastity
06:58

Sissy in chastity cage masturbates with vibrator

2 years ago

xHamster

french, chastity
02:23

Dominatrix Makes Hot Blonde Sissy in Chastity Get Fucked

1 year ago

xHamster

crossdresser, chastity
03:40

Sissymia Small Chastity Cage Cumshot

2 years ago

ShemaleZ

chastity
01:18

Public Pee Drinking And Chastity Unlocking

2 years ago

xHamster

pissing, public, chastity
05:08

Sissy selfbondage extrem breath control

1 year ago

xHamster

shemale, BDSM, chastity, spanish, bondage
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
06:38

Real Sissy Maid Service Dishes

2 years ago

xHamster

maid, cosplay, chastity
02:08

Lauren Cums Handsfree in Chastity and Pantyhose

2 years ago

xHamster

pantyhose, hands free, chastity

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