TRANNY • CHASTITY 2,058 videos

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10:00

Her First Sissygasm (fuck Machine Chastity Hands Free Cum)

2 years ago

HClips

machine, hands free, chastity
05:41 50%

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

2 years ago

xHamster

blowjob, chastity, crossdresser, sissy
30:27

Rianna James In Cuckold Fantasy, Chastity, Small Penis Humiliation

3 years ago

ShemaleZ

cuckold, tattoo, penis, chastity, brunette
05:03

Feet Toes Ass Chastity Cage Transgender Slut Showing Nude Ass Smooth Shaved Tgirl Gurl With Sissy Slave

3 years ago

ShemaleZ

feet, shaving, slut, chastity
09:15

Sissy anal training in chastity with a fucking maschine

1 year ago

xHamster

sissy, chastity
23:19

Ghotic trap solo in chastity

6 years ago

ShemaleZ

chastity
24:46

Raver Sissy Femboy In Chastity Fucks Bbc 4 Femdom Goddess While She Eats Dinner, Rough Anal Slut 4/5

2 years ago

ShemaleZ

femdom, BDSM, BBC, chastity, sissy
08:12

Cumming in chastity with E-stim

2 years ago

xHamster

chastity
22:14

Fuck me in chastity device

8 years ago

TXXX

latex, chastity
20:12

Sissy Maid Cuffed Spread Eagle in Steel Chastity Belt and Huge Dildo

2 years ago

xHamster

latex, huge dildo, fetish, maid, chastity
11:46

Chastity sandy fucked hard

7 years ago

TXXX

chastity
07:12

Vladasexytrans Wild Anal Play in Black Dress and in Black Stockings

1 year ago

xHamster

black, teen (18+), crossdresser, chastity, femboy, dress
02:30

Chastity Latex

5 years ago

xHamster

latex, vintage, chastity
1:17:37

Yasmin Lee, Chastity, And Alissa Gangbang Guy

4 years ago

Upornia

gangbang, group, chastity
04:58

Sasha Toys Ass Locked In Chastity

4 years ago

ShemaleZ

chastity
03:42

Chastity gift 2

5 years ago

xHamster

chastity
10:58

Sitting On My Trans Girlfriends Face Until I Come While Shes Locked In Inescapable Chastity

2 years ago

ShemaleZ

facesitting, girlfriend, chastity
22:10 73%

Slutty Trap Girl Really Enjoys Her Dildos And Chastity 2/5

6 months ago

HClips

chastity, shemale, amateur, dildo, shemale and girl, solo
02:58

Unlocking chastity in public restroom

2 years ago

xHamster

public, chastity
06:06

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

2 months ago

ShemaleZ

ebony, chastity, black
10:42

Full fashion stocking and chastity

9 years ago

xHamster

full movie, chastity
03:02

Fat Sissy light ball torture and wax play in chastity

2 years ago

xHamster

fat, german, BBW, chastity
04:13

Sissy Locks Her Cock In A Chastity Cage

2 years ago

HClips

chastity, teen (18+)
03:25

Sissy dildo fucking in chastity

6 years ago

TXXX

chastity
01:42

Sissy TGirl Scarlett Rides Her Toy While Locked in Chastity

5 years ago

xHamster

chastity
13:15

Sissy chastity

6 years ago

ShemaleZ

sissy, chastity
02:04

Rubberdoll Whore Masturbates in Chastity and Cums

2 years ago

xHamster

latex, cuckold, whore, chastity
07:09 50%

SIssy Bimbo Slut BBC

1 year ago

xHamster

smoking, BBC, chastity
03:31

Femboy Chastity

4 years ago

ShemaleZ

chastity
03:23

Pee And Cum On Myself In Chastity

2 years ago

ShemaleZ

pissing, chastity
03:30

Ab078 Christmas -my Slave Engineer-in Chastity Milking And Rope Bondage 我的奴隶工程师-贞操锁强取和画筐绳缚 - Abby Kitty

2 years ago

ShemaleZ

bondage, milk, chastity
04:41

Finally Soaking Sissy Training In Chastity Riding Dildo

2 years ago

ShemaleZ

chastity, vintage
04:26

Cute Femboy In Chastity Cage Masturbate With Vibrator

2 years ago

HClips

vibrator, chastity
04:13

Sissy locks her cock in a chastity cage

2 years ago

xHamster

chastity
02:21

Sissy in Chastity fucks huge Dildos

3 years ago

xHamster

huge dildo, chastity
03:18

NEW PORN

2 years ago

xHamster

chastity
05:42

Sissy in chastity in black lingerie and stockings riding 12.5 inch circumference dildo

2 years ago

xHamster

chastity
02:51

So lovely Gurl in play and chastity

5 years ago

xHamster

chastity
06:47

Sissy husband pegged in chastity

6 years ago

ShemaleZ

husband, pegging, chastity
14:11

Lizzy Yum july 2024 dilate and masturbate #4 chastity fantasy bathing pussy clit boobs

1 year ago

xHamster

amateur, chastity
08:01

Sexy Crossdresser Chastity Dildo Orgasm

5 years ago

xHamster

orgasm, chastity
05:16

Good Bussy

1 year ago

xHamster

ebony, chastity
09:58

Tiffany Minx Chastity Sissy Double stuff bet!

6 years ago

TXXX

double penetration, chastity
01:15

Sissy slut haileydoll in chastity riding bbc dildo

2 years ago

xHamster

chastity
03:05

Sissymia Small Chastity Cage Cumshot

2 years ago

ShemaleZ

fetish, lingerie, chastity
14:21 67%

New Boots and Armbinder - Sissy Maid Stuck in Bondage Again

1 year ago

xHamster

latex, bondage, boots, BDSM, chastity
03:37

Chastity diary Part 2

2 years ago

xHamster

public, cuckold, chastity
05:07

Shemale Ass Sex Fucks Sub In Chastity - Jessy Jones

3 years ago

ShemaleZ

domination, chastity
09:12

Persuaded into a Shemale Relationship - Part 1

4 years ago

xHamster

kissing, femdom, wife, cuckold, swallow, chastity
03:48

Sissy Onyx - First Chastity Cage

4 years ago

xHamster

chastity
08:47

Sissy Slut Lori Her Ass And Chastity Cage

3 years ago

ShemaleZ

chastity, sissy
06:31

Sissy taniax Cum riding huge black dildo

11 months ago

xHamster

mature, amateur, mature anal, anal, dildo, chastity
04:42

Chastity cum 2

1 year ago

xHamster

BBW, chastity
15:27

Frilly sissy in chastity fucked by Mistress

6 years ago

ShemaleZ

femdom, chastity
05:33

Abh052 in chastity prostate massage and incontinence twice

4 years ago

xHamster

prostate, massage, chastity
01:40

Small dick sissy gets hard in chastity

3 years ago

xHamster

JOI, chastity
03:41

Trans Woman Fucked Reverse Cowgirl in Chastity

2 years ago

xHamster

chastity
03:22

SDS Chastity Caged at Bedtime

5 years ago

ShemaleZ

chastity
09:44

Chastity clip vs fuck machine equals sissygasm everytime

1 year ago

xHamster

fetish, chastity
10:55

Femboy In A Chastity Belt Jerks Off Her Ass With A Big Dildo And

2 years ago

ShemaleZ

chastity, femboy
07:02

Sissy Alexas warm up exercises for ass pussy stuffing

2 years ago

xHamster

chastity
13:45

I Will Put You In Virtual Chastity Trans Joi Xhpiwu6

2 years ago

ShemaleZ

JOI, chastity
06:22

Lily Leigh Cam Show - November 24th, 2023 (Part 2) - Chastity Cage, Dildo & Masturbation Private Show

1 year ago

xHamster

chastity
07:31

One of the best bitch in chastity suck a dick in public

6 years ago

xHamster

mature, public, chastity
07:41

Crossdresser in Chastity Puts on Lingerie

3 years ago

xHamster

chastity
07:40

Trans goth bbgirl adaklein wants your cum so bad

1 year ago

xHamster

masturbation, goth, BBC, chastity, femboy
01:01

Goddess Violet Presents: The Feminization of M

1 year ago

xHamster

maid, chastity
08:13

Tiny dick sissy pissing like a slave in chastity cage and butt plug try to scape chastity cage later

2 years ago

xHamster

pissing, indian, chastity
05:48

Sexy sissy fisted while sliding a sounding rod deep in her chastity locked clit until squirting everywhere

7 months ago

xHamster

pissing, mature, squirt, fisting, small tits, sissy, chastity
02:14

Jessica908x Fuck Machine POV

2 years ago

xHamster

machine, chastity
03:11

Sissy Trans Girl In Chastity Masturbates With Hitachi Magic Wand

2 years ago

HClips

chastity
01:42

Trans woman putting on a chastity device

1 year ago

xHamster

bondage, chastity
03:21

Mall Flash In Sissy Chastity

4 years ago

xHamster

flashing, first time, chastity
40:39

Sissy In Red Nightie Fucks Her Ass While Locked In Chastity

2 years ago

ShemaleZ

chastity
12:52

Chastity Sandy Shemale Fucked

5 years ago

ShemaleZ

vintage, chastity
12:50

Emo trap in chastity fucks dildo and eats her ruined orgasm

6 years ago

HClips

emo, orgasm, chastity, dildo
09:24

Flat caged sissy's how to eat your own cum

11 months ago

xHamster

sissy, cumshot, chastity, cum in mouth
08:16

Chastity sissy slut vibrator cum

11 months ago

xHamster

amateur, chastity, solo
14:25

Double time again

2 years ago

xHamster

dildo, double anal, finnish, first time, chastity
13:13

Slutty sissy Layne Love plays with BBC dildo and gapes for you

11 months ago

xHamster

BBC, sissy, big ass, chastity, crossdresser, amateur
01:25

Kelli bathroom Deepthroat

1 year ago

xHamster

small cock, british, thong, bathroom, chastity
06:20

Captive life, peeing in prison

1 year ago

xHamster

pissing, chastity
03:40

Tranny Chastity Slave and Breathplay

6 years ago

TXXX

BDSM, chastity
06:44

Twerking, moaning, bouncing, jiggling, cumming, tiny Clitty Sissy Slut in Chastity

2 years ago

xHamster

slut, chastity, cum in ass
04:17 80%

(Part 2) Skinny Asian Sissy Cum Twice After Locked In Chastity For A Week

2 years ago

xHamster

handjob, chastity
10:18

Multiple Anal Sissy Orgasms In Chastity Cage Then Unloc

2 years ago

HClips

orgasm, sissy, chastity
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
04:55

Slave Chastity Get Fuck

2 years ago

ShemaleZ

domination, chastity, teen (18+)
05:41

Cindy love anal in chastity

3 years ago

xHamster

british, chastity
01:28

Sissy in chastity and bondage has ruined orgasm

7 years ago

xHamster

orgasm, bondage, BDSM, chastity
13:40

Latex Sissy In Chastity Anal Play With Big Dildos

3 years ago

ShemaleZ

latex, chastity
07:13

Sissy Maid Cumming in Chastity During Self Bondage

3 years ago

xHamster

latex, bondage, maid, BDSM, chastity
12:40

Sissy in Chastity playing and cums hard.

2 years ago

xHamster

BDSM, swallow, sissy, chastity
24:45

Astrid Apathy Puts On Erotic Show In Thigh High Socks And Chastity

2 years ago

ShemaleZ

socks, erotic, chastity
09:28

Sissy Fuckdoll Machine Bred

1 year ago

xHamster

machine, femboy, chastity, solo, sissy, crossdresser
05:27

Chastity Device with Butt Plug Attachment

6 years ago

ShemaleZ

BDSM, chastity
25:01

Crossdresser fuck dildo with chastity cage

4 years ago

xHamster

dildo, chastity
19:06

Sissy Femboy In Chastity Taking Big Dildos In Her Ass And Trying And Sissygasm

3 years ago

HClips

chastity
02:45

Latex Sissy Putting On Tiny Chastity Cage

1 year ago

xHamster

chastity
01:20

Sissy in a Hotel

2 years ago

xHamster

german, hotel, chastity
07:35

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

2 years ago

ShemaleZ

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
05:14

CD-TG Liana Ames Deepthroating Dildo in Chastity

6 years ago

ShemaleZ

deepthroat, chastity
07:53

Millie panty try on 2 with chastity

1 year ago

xHamster

panties, skinny, chastity
02:10

First Time Rapper Fucks Hot Tgirl in Chastity

2 years ago

xHamster

18, bareback, first time, chastity
06:52

Sissy Swallows Her Own Cum in Chastity After Using Dildo

3 years ago

xHamster

huge dildo, 18, swallow, chastity, cum in ass
05:22

Nice ass in chastity belt

7 years ago

xHamster

chastity
04:48 83%

Abh054 Sweet Girl In Chastity Riding Dildo And Play Vibrator Until Cum

3 years ago

ShemaleZ

fetish, riding, vibrator, chastity
08:30

Pretty Sissy In Pink Playing With Herself

1 year ago

xHamster

lingerie, chastity, shemale, sissy, amateur
01:05

Sissy Chastity Fuck Machine Session

2 years ago

xHamster

cuckold, machine, chastity
16:11

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

1 year ago

xHamster

riding, mexican, chastity
05:56

Abs Beauty Femboy Wearing Cheongsam In Chastity

3 years ago

ShemaleZ

chastity
01:13

Asian sissy milking in chastity

8 years ago

xHamster

milk, chastity
02:15

Shaggy Fucks Sexy Trans Woman in Chastity

2 years ago

xHamster

chastity
05:14

Sissy Getting Ready for Fun. Chastity and Stockings

2 years ago

xHamster

swedish, chastity
01:23

Crossdresser Barebacked Dildo While in Chastity

3 years ago

xHamster

chastity
02:06

Sissy Nipple Cow Chastity Nipple Pump Electro Pain

2 years ago

xHamster

BDSM, nipples, electro, pump, chastity
11:24 40%

Real sissy in chastity outdoor

7 years ago

ShemaleZ

latex, outdoor, sissy, chastity
02:42 71%

Chastity slave get milked while licking trannys feet

3 years ago

xHamster

feet, femdom, bisexual, milk, chastity
07:34

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

1 year ago

xHamster

dildo, sissy, chastity

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