TRANNY • CHASTITY 2,018 videos

Popular Latest Top rated

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37:50 64%

CD in Pink Corset and chastity, nipple clamps,spanking, sucking, playing and teasing

3 years ago

xHamster

mature, tease, BDSM, spanking, nipples, masturbation, chastity
12:20

Sissy Crossdresser Enjoys Bbc Dildo In Chastity

3 years ago

TXXX

crossdresser, BBC, sissy, chastity
01:40

PVC whore heels

2 years ago

xHamster

mature anal, crossdresser, british, chastity
01:05

Sissy Chastity Fuck Machine Session

2 years ago

xHamster

cuckold, machine, chastity
01:28

Sissy in chastity and bondage has ruined orgasm

7 years ago

xHamster

orgasm, bondage, BDSM, chastity
18:51

Latexa creature in chastity cage

9 years ago

xHamster

latex, chastity
05:22

Cutie Makes Sure Her Asshole is Streatched Out & Ready For Cock at a Moments Notice

1 year ago

xHamster

chastity, amateur, small cock, asshole
10:42

Sissy Slut Anal Masturbation With Clit Closed In Chastity Sc.17

2 years ago

ShemaleZ

clit, chastity
03:40

Tranny Chastity Slave and Breathplay

6 years ago

TXXX

BDSM, chastity
09:28

Sissy Fuckdoll Machine Bred

1 year ago

xHamster

machine, femboy, chastity, solo, sissy, crossdresser
06:38

Fat Sissy cums in inverted cage after 3 weeks of chastity

1 year ago

xHamster

fat, german, chubby, BBW, masturbation, chastity
06:16

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

1 year ago

ShemaleZ

dildo, masturbation, chastity
10:40

Alexas ass pussy gets creamy deep machine milkshake with pink locked clitty

2 years ago

xHamster

german, 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
06:20

Crossdresser gets put in chastity for first time

7 years ago

ShemaleZ

first time, chastity
07:34

Tranny cleans Mistress house in chastity

7 years ago

xHamster

femdom, chastity
05:13

CD Lacy Rose Butt Plug, Dildo & Tail.

1 year ago

xHamster

homemade, chastity, heels
31:05

Crossdresser Femboy Sissy-kat Gapes With A Bbc Dildo And Leaks In Chastity

2 years ago

ShemaleZ

dildo, chastity, femboy, sissy
04:55

Slave Chastity Get Fuck

2 years ago

ShemaleZ

domination, chastity, teen (18+)
01:22

Testing The Piss Pump

2 years ago

xHamster

pissing, femdom, czech, BDSM, chastity
03:42

Chastity gift 2

6 years ago

xHamster

chastity
02:31

Horny Latex Slut Locked In The Inverted Chastity Cage

2 years ago

xHamster

latex, sissy, chastity
07:13

Sissy Maid Cumming in Chastity During Self Bondage

3 years ago

xHamster

latex, bondage, maid, BDSM, chastity
09:15

Sissy anal training in chastity with a fucking maschine

1 year ago

xHamster

sissy, chastity
06:22

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

2 years ago

xHamster

chastity
10:00

Her First Sissygasm (fuck Machine Chastity Hands Free Cum)

2 years ago

HClips

machine, hands free, chastity
05:44

Good Girls Eat Up All Of Their Cum Even While Locked In Chastity 6 Min

2 years ago

HClips

chastity
1:17:37 78%

Yasmin Lee, Chastity, And Alissa Gangbang Guy

4 years ago

Upornia

gangbang, group, chastity
32:38

Sissy Maid in Spiked Chastity Cage Cuffed to Bed Post

2 years ago

xHamster

maid, chastity
20:03

Crossdressing Model Deep Anal Play First Sissygasm Sissy Chastity

2 years ago

ShemaleZ

teen anal (18+), BDSM, chastity
02:30

Chastity Latex

6 years ago

xHamster

latex, vintage, chastity
10:42

Full fashion stocking and chastity

9 years ago

xHamster

full movie, chastity
11:50

Cd Machine-fucked-in-chastity Whilst Sucking Tgirl Cock

4 years ago

ShemaleZ

machine, chastity
04:12

Sissy in latex and chastity having fun

6 years ago

ShemaleZ

latex, chastity
09:09

Sissy in chastity getting fucked by a Daddy

6 years ago

ShemaleZ

chastity
03:17

Sissy Training Hankeys Large Seahorse in Micro Chastity Cage

4 years ago

xHamster

public, train, huge dildo, chastity
03:08

Huge Ass Ts In Chastity Fucked Missionary

2 years ago

Upornia

missionary, chastity
05:42

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

2 years ago

xHamster

chastity
18:38

Sissy Lucy Being Locked Up In Metal Chastity For Locktober

2 years ago

ShemaleZ

latex, chastity, sissy
06:34

My games in a black dress and high heels

1 year ago

xHamster

chastity, amateur, crossdresser, sissy, black, russian
02:16

Shaggy Fucks Transgender in Chastity

2 years ago

xHamster

sissy, chastity
02:51

So lovely Gurl in play and chastity

5 years ago

xHamster

chastity
05:32 67%

Latex Sissy In Chastity And Fucked By Mistress

4 years ago

ShemaleZ

femdom, latex, chastity
10:10

Misr4 - chastity cage cum on fishnet

2 years ago

xHamster

orgasm, chastity
03:05

Sissymia Small Chastity Cage Cumshot

2 years ago

ShemaleZ

fetish, lingerie, chastity
09:09

Chastity Sandy Fucked Hard

6 years ago

xHamster

vintage, chastity
10:20

Chastity joue avec son dard

6 years ago

ShemaleZ

chastity
16:12

Another anal training

2 years ago

xHamster

chastity
08:47

Sissy Slut Lori Her Ass And Chastity Cage

4 years ago

ShemaleZ

chastity, sissy
05:54

Tied up sissy in chastity cage with anal plug ready for fuck

2 years ago

xHamster

french, bondage, tied, chastity
15:27

Frilly sissy in chastity fucked by Mistress

6 years ago

ShemaleZ

femdom, chastity
03:38

Sissy boy has multiple sissygasms

2 years ago

xHamster

squirt, cumshot compilation, hands free, chastity
01:03

Playing with my lady balls in chastity

6 years ago

xHamster

couple, chastity
25:01

Crossdresser fuck dildo with chastity cage

4 years ago

xHamster

dildo, chastity
11:54

Crossdresser femboy in chastity ruins his orgasm and cums on his own face

6 years ago

TXXX

fetish, orgasm, crossdresser, chastity, femboy
09:12 70%

Persuaded into a Shemale Relationship - Part 1

4 years ago

xHamster

kissing, femdom, wife, cuckold, swallow, chastity
01:31

Anal dildo, deep throat again.

3 years ago

xHamster

latex, czech, deepthroat, chastity
08:19

Sexy Sissy in Chastity Strapon Fucked by Dominatrix

2 years ago

xHamster

strapon, chastity, femboy
04:20

Chubby Trap In Chastity Gets Fingered Fucked

4 years ago

ShemaleZ

teen (18+), chubby, chastity
10:55

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

2 years ago

ShemaleZ

chastity, femboy
05:38

German Dirty Talk Sissy Slut with Big Boobies and a Tiny Clitty in a Small Chastity has Blonde Bimbo Cowgirl Sissygasm

2 years ago

xHamster

cute, german, monster, dirty talk, slut, chastity
10:00

Pale femboy trap in striped stockings beats own balls escapes chastity and rubs her little cock to a limp hands free cum

2 years ago

xHamster

orgasm, hands free, chastity, femboy
03:11

Jessica908x Fucked by Machine and Cums

3 years ago

xHamster

machine, chastity
03:25

Curvy Fake Tits Tgirl In Chastity Rides Dildo Polly Ts

4 years ago

ShemaleZ

dildo, chastity
24:45

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

3 years ago

ShemaleZ

socks, erotic, chastity
09:53

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom

2 years ago

ShemaleZ

orgasm, webcam, chastity
05:36

Emo Sissy Toying & Sissygasm Double Dildo

2 years ago

xHamster

dildo, double anal, chastity
01:09

Dildo fuck in chastity

5 years ago

xHamster

chastity
02:14

Jessica908x Fuck Machine POV

3 years ago

xHamster

machine, chastity
03:18

Sissy Princess - Chastity Training

2 years ago

HClips

train, chastity
09:13

Together In A Life Of Chastity

1 year ago

ShemaleZ

solo, POV, chastity
01:05

MATURE CROSSDRESSER TVROSE CUTE PINK CHASTITY CAGE PERT NIPPLES SEXY BLACK DRESS

3 years ago

xHamster

mature, cute, black, POV, MILF, nipples, dress
04:58

Sasha Toys Ass Locked In Chastity

4 years ago

ShemaleZ

chastity
01:32

Frat College Guy Fucks Trans Woman in Chastity

2 years ago

xHamster

college, chastity
07:53

Millie panty try on 2 with chastity

2 years ago

xHamster

panties, skinny, chastity
11:58

Sissy Lucy In Chastity With The Fucking Machine

2 years ago

ShemaleZ

chastity
01:42

Sissy Lucy in Chastity being plugged by mistress

5 years ago

xHamster

femdom, mature anal, domination, chastity
08:12

Cumming in chastity with E-stim

2 years ago

xHamster

chastity
22:10 73%

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

11 months ago

HClips

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

Unlocking chastity in public restroom

2 years ago

xHamster

public, chastity
09:58

Tiffany Minx Chastity Sissy Double stuff bet!

6 years ago

TXXX

double penetration, chastity
02:41

Toilet Pee Sissy Faggot Wetting Pants Chastity

2 years ago

xHamster

toilet, pissing, german, chastity, sissy
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
07:11

Sissy in chastity in black outfit and fishnets riding XL dildo

2 years ago

xHamster

chastity
17:39

Transsexual blonde gets blowjob in bed from guy before fucks

3 years ago

xHamster

couple, teen anal (18+), chastity, teen (18+)
49:11

Podcast Ep13: Sissy, Chastity and Lust

5 years ago

xHamster

chastity
06:47

Sissy husband pegged in chastity

6 years ago

ShemaleZ

husband, pegging, chastity
03:02

Fat Sissy light ball torture and wax play in chastity

2 years ago

xHamster

fat, german, BBW, chastity
08:48

Hot sissy in tiny chastity cage masturbates with vibrator

2 years ago

xHamster

crossdresser, sissy, chastity, polish
09:48

Jessica Bloom Riding Monster Dildos - Multiple Pooper Orgasms In Chastity

4 years ago

ShemaleZ

orgasm, monster, chastity
03:25

Sissy dildo fucking in chastity

6 years ago

TXXX

chastity
08:49

Mistress Teacher User Her Skills To Fuck Cute Futa Blonde

2 years ago

xHamster

femdom, teacher, futanari, chastity
02:21

Sissy in Chastity fucks huge Dildos

4 years ago

xHamster

huge dildo, chastity
13:13

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

1 year ago

xHamster

BBC, sissy, big ass, chastity, crossdresser, amateur
04:13

Sissy Locks Her Cock In A Chastity Cage

3 years ago

HClips

chastity, teen (18+)
02:04

Rubberdoll Whore Masturbates in Chastity and Cums

3 years ago

xHamster

latex, cuckold, whore, chastity
02:23

Dominatrix Makes Hot Blonde Sissy in Chastity Get Fucked

2 years ago

xHamster

crossdresser, chastity
02:15

Hot Trans Woman in Chastity Fucked Cowgirl POV

2 years ago

xHamster

chastity
26:44

Hot Chastity Sandy.

13 years ago

xHamster

chastity
11:52

Trans Woman In Chastity Leash And Bondage Masturbating

2 years ago

ShemaleZ

latex, bondage, chastity
19:06

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

3 years ago

HClips

chastity
01:55 83%

Daisy rides dildo in chastity

7 years ago

xHamster

dildo, chastity
32:59

Sissy in red lingerie locked onto her dildo stand with big black dildo

1 year ago

xHamster

black, fetish, bondage, dildo, sissy, chastity, big cock
05:36

Ts Girl Wants Interracial Anal With A Guy - Chastity Michaels

3 years ago

ShemaleZ

chastity, ebony, interracial
23:19

Ghotic trap solo in chastity

6 years ago

ShemaleZ

chastity
05:49

Trans Girl Fucking Sissy Crossdresser In Chastity

2 years ago

ShemaleZ

chastity
22:14

Fuck me in chastity device

9 years ago

TXXX

latex, chastity
07:41

Crossdresser in Chastity Puts on Lingerie

3 years ago

xHamster

chastity
05:25

Cute Chastity Slut Get Spanked 6 Min

2 years ago

ShemaleZ

spanking, slut, chastity
02:14

Shaggy Fucks Tgirl in Chastity

2 years ago

xHamster

chastity
08:18

Sissy in Chastity Cums With Vibrator And Uses Cum as Lube A2M - Jessica Bloom

2 years ago

xHamster

swallow, cumshot, vibrator, chastity
05:41

Cindy Love In Anal In Chastity

3 years ago

ShemaleZ

chastity
06:46

Sissy BarbieLoki Dildo Play and Cumshot

1 year ago

xHamster

anal, cumshot, chastity, norwegian
07:10

How to Put on a Chastity Cage and Train Your Ass with a BBC

1 year ago

xHamster

femboy, crossdresser, chastity, BBC
25:22 86%

Chastity Sandy Loves Black Cocks

8 years ago

TXXX

black, interracial, bareback, chastity, shemale
06:48

Sissy femboy caged in flat cage

2 years ago

xHamster

latina, mexican, chastity
03:37

Chastity diary Part 2

2 years ago

xHamster

public, cuckold, chastity
03:48

Sissy Onyx - First Chastity Cage

5 years ago

xHamster

chastity
07:33

Full time chastity

9 years ago

TXXX

latex, chastity
07:30

Femboy Sissy Lay With Vibrator In Chastity

3 years ago

HClips

vibrator, chastity

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