TRANNY • CHASTITY 2,041 videos

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09:28

Sissy Fuckdoll Machine Bred

1 year ago

xHamster

machine, femboy, chastity, solo, sissy, crossdresser
03:17

Sissy Training Hankeys Large Seahorse in Micro Chastity Cage

4 years ago

xHamster

public, train, huge dildo, chastity
14:16

Alpha Male Fucking Sissy Bareback Cums Inside And She Starts Masturbating Like A Girl In Chastity

2 years ago

ShemaleZ

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09:09

Chastity Sandy Fucked Hard

5 years ago

xHamster

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07:11

Sissy in chastity in black outfit and fishnets riding XL dildo

2 years ago

xHamster

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

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07:31

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6 years ago

xHamster

mature, public, chastity
11:52

Trans Woman In Chastity Leash And Bondage Masturbating

2 years ago

ShemaleZ

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03:45

Bed Bondage In Pvc Catsuit And Chastity Belt

3 years ago

ShemaleZ

bondage, chastity, latex
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

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22:14

Fuck me in chastity device

8 years ago

TXXX

latex, chastity
01:31

Anal dildo, deep throat again.

2 years ago

xHamster

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01:05

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

2 years ago

xHamster

mature, cute, black, POV, MILF, nipples, dress
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

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06:20

Crossdresser gets put in chastity for first time

7 years ago

ShemaleZ

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05:36

Emo Sissy Toying & Sissygasm Double Dildo

2 years ago

xHamster

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49:11

Podcast Ep13: Sissy, Chastity and Lust

5 years ago

xHamster

chastity
1:17:37

Yasmin Lee, Chastity, And Alissa Gangbang Guy

4 years ago

Upornia

gangbang, group, chastity
01:22

Testing The Piss Pump

2 years ago

xHamster

pissing, femdom, czech, BDSM, chastity
08:30

Pretty Sissy In Pink Playing With Herself

1 year ago

xHamster

lingerie, chastity, shemale, sissy, amateur
08:49

Mistress Teacher User Her Skills To Fuck Cute Futa Blonde

1 year ago

xHamster

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09:53

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom

1 year ago

ShemaleZ

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09:08

Gudrun and Angie in chastity and pump plug games

5 years ago

xHamster

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04:47

Erika Oak Cums in Chastity

1 year ago

xHamster

chastity
03:07

18 year old puppy femboy in chastity has first anal orgasm

2 years ago

xHamster

orgasm, ladyboy, anal orgasm, chastity
26:44

Hot Chastity Sandy.

13 years ago

xHamster

chastity
07:34

Tranny cleans Mistress house in chastity

7 years ago

xHamster

femdom, chastity
05:41

Cindy Love In Anal In Chastity

3 years ago

ShemaleZ

chastity
05:07

Kinky Sissy

1 year ago

xHamster

panties, chastity
11:58

Sissy Lucy In Chastity With The Fucking Machine

2 years ago

ShemaleZ

chastity
04:58

Sasha Toys Ass Locked In Chastity

4 years ago

ShemaleZ

chastity
10:00

Her First Sissygasm (fuck Machine Chastity Hands Free Cum)

2 years ago

HClips

machine, hands free, chastity
05:11

Sisk Release Her Clit From Chastity Cage

1 year ago

Upornia

teen (18+), clit, chastity
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
05:25

Cute Chastity Slut Get Spanked 6 Min

2 years ago

ShemaleZ

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20:12

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

2 years ago

xHamster

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01:03

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6 years ago

xHamster

couple, chastity
08:12

Cumming in chastity with E-stim

2 years ago

xHamster

chastity
09:15

Sissy anal training in chastity with a fucking maschine

1 year ago

xHamster

sissy, chastity
30:27

Rianna James In Cuckold Fantasy, Chastity, Small Penis Humiliation

3 years ago

ShemaleZ

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03:25

Sissy dildo fucking in chastity

6 years ago

TXXX

chastity
02:58

Unlocking chastity in public restroom

2 years ago

xHamster

public, chastity
26:45

Naughty Chastity Sandy.

7 years ago

ShemaleZ

chastity
03:02

Fat Sissy light ball torture and wax play in chastity

2 years ago

xHamster

fat, german, BBW, chastity
02:30

Chastity Latex

5 years ago

xHamster

latex, vintage, chastity
16:14

Crossdresser gets machine fucked with XXL Monster Dildos #9

1 year ago

xHamster

german, crossdresser, machine, skinny, chastity, femboy
07:28

Violet Chastity Chained To Fuck Machine

1 year ago

TXXX

amateur, chastity, machine, BDSM
01:55 83%

Daisy rides dildo in chastity

7 years ago

xHamster

dildo, chastity
02:04

Rubberdoll Whore Masturbates in Chastity and Cums

2 years ago

xHamster

latex, cuckold, whore, chastity
04:13

Sissy Locks Her Cock In A Chastity Cage

2 years ago

HClips

chastity, teen (18+)
19:06

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

3 years ago

HClips

chastity
03:42

Chastity gift 2

5 years ago

xHamster

chastity
06:59

Pandora Melanie in Chastity Cage - DreamTranny

4 months ago

TXXX

bareback, mature, 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
02:51

So lovely Gurl in play and chastity

5 years ago

xHamster

chastity
05:07

Shemale Ass Sex Fucks Sub In Chastity - Jessy Jones

3 years ago

ShemaleZ

domination, chastity
03:31

Femboy Chastity

4 years ago

ShemaleZ

chastity
04:13

Sissy locks her cock in a chastity cage

2 years ago

xHamster

chastity
05:44

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

2 years ago

HClips

chastity
10:42

Full fashion stocking and chastity

9 years ago

xHamster

full movie, chastity
03:48

Sissy Onyx - First Chastity Cage

4 years ago

xHamster

chastity
09:12 70%

Persuaded into a Shemale Relationship - Part 1

4 years ago

xHamster

kissing, femdom, wife, cuckold, swallow, chastity
03:18

NEW PORN

2 years ago

xHamster

chastity
03:37

Chastity diary Part 2

2 years ago

xHamster

public, cuckold, chastity
08:18

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

1 year ago

xHamster

swallow, cumshot, vibrator, chastity
07:41

Crossdresser in Chastity Puts on Lingerie

3 years ago

xHamster

chastity
08:31

Sissy in chastity cage cums hands free while riding big black dildo

7 years ago

ShemaleZ

dildo, sissy, hands free, chastity
09:58

Tiffany Minx Chastity Sissy Double stuff bet!

6 years ago

TXXX

double penetration, chastity
06:47

Sissy husband pegged in chastity

6 years ago

ShemaleZ

husband, pegging, chastity
03:05

Sissymia Small Chastity Cage Cumshot

2 years ago

ShemaleZ

fetish, lingerie, chastity
24:45

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

2 years ago

ShemaleZ

socks, erotic, chastity
23:19

Ghotic trap solo in chastity

6 years ago

ShemaleZ

chastity
05:42

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

2 years ago

xHamster

chastity
01:15

Sissy slut haileydoll in chastity riding bbc dildo

2 years ago

xHamster

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
01:05

Maid Dress & Chastity Cumshot

2 years ago

xHamster

maid, dress, chastity
25:01

Crossdresser fuck dildo with chastity cage

4 years ago

xHamster

dildo, 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

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01:40

Small dick sissy gets hard in chastity

3 years ago

xHamster

JOI, chastity
02:21

Sissy in Chastity fucks huge Dildos

3 years ago

xHamster

huge dildo, chastity
04:48 83%

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

3 years ago

ShemaleZ

fetish, riding, vibrator, chastity
03:22

SDS Chastity Caged at Bedtime

5 years ago

ShemaleZ

chastity
08:47

Sissy Slut Lori Her Ass And Chastity Cage

3 years ago

ShemaleZ

chastity, sissy
14:41

Strapped to Fucking Machine Chair in PVC Catsuit Gagged in Chastity

2 years ago

xHamster

latex, gagging, BDSM, machine, chastity
05:16

Good Bussy

2 years ago

xHamster

ebony, chastity
15:27

Frilly sissy in chastity fucked by Mistress

6 years ago

ShemaleZ

femdom, chastity
08:01

Sexy Crossdresser Chastity Dildo Orgasm

5 years ago

xHamster

orgasm, chastity
13:45

I Will Put You In Virtual Chastity Trans Joi Xhpiwu6

2 years ago

ShemaleZ

JOI, chastity
14:21 67%

New Boots and Armbinder - Sissy Maid Stuck in Bondage Again

1 year ago

xHamster

latex, bondage, boots, BDSM, chastity
09:44

Chastity clip vs fuck machine equals sissygasm everytime

1 year ago

xHamster

fetish, chastity
07:40

Trans goth bbgirl adaklein wants your cum so bad

1 year ago

xHamster

masturbation, goth, BBC, chastity, femboy
10:40

Luci Belle And Rachael Belle - Trans Chastity Beauties Tease With Toys

6 days ago

ShemaleZ

stockings, chastity
03:11

Sissy Trans Girl In Chastity Masturbates With Hitachi Magic Wand

2 years ago

HClips

chastity
03:21

Mall Flash In Sissy Chastity

4 years ago

xHamster

flashing, first time, chastity
02:14

Jessica908x Fuck Machine POV

2 years ago

xHamster

machine, chastity
10:18

Multiple Anal Sissy Orgasms In Chastity Cage Then Unloc

2 years ago

HClips

orgasm, sissy, chastity
06:20

Captive life, peeing in prison

2 years ago

xHamster

pissing, chastity
05:41

Cindy love anal in chastity

3 years ago

xHamster

british, chastity
01:25

Kelli bathroom Deepthroat

1 year ago

xHamster

small cock, british, thong, bathroom, chastity
04:41

Finally Soaking Sissy Training In Chastity Riding Dildo

2 years ago

ShemaleZ

chastity, vintage
06:08 56%

Geile Gummipuppen - Teil2

2 years ago

ShemaleZ

latex, fetish, BDSM, ass to mouth, cum in mouth, domination, chastity
04:55

Slave Chastity Get Fuck

2 years ago

ShemaleZ

domination, chastity, teen (18+)
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

4 years ago

ShemaleZ

latex, chastity
07:13

Sissy Maid Cumming in Chastity During Self Bondage

3 years ago

xHamster

latex, bondage, maid, BDSM, chastity
03:40

Tranny Chastity Slave and Breathplay

6 years ago

TXXX

BDSM, chastity
01:01

Goddess Violet Presents: The Feminization of M

1 year ago

xHamster

maid, chastity
04:26

XXSissySlaveXx rides dildo

2 years ago

xHamster

teen anal (18+), riding, finnish, chastity
02:45

Latex Sissy Putting On Tiny Chastity Cage

2 years ago

xHamster

chastity
01:20

Sissy in a Hotel

2 years ago

xHamster

german, hotel, chastity
05:14

CD-TG Liana Ames Deepthroating Dildo in Chastity

6 years ago

ShemaleZ

deepthroat, chastity
21:51

Self Suspension Bondage - Sissy Maid

2 years ago

xHamster

latex, bondage, maid, chastity
07:30

Femboy Sissy Lay With Vibrator In Chastity

3 years ago

HClips

vibrator, chastity
04:17 67%

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

2 years ago

xHamster

handjob, chastity
12:52

Chastity Sandy Shemale Fucked

6 years ago

ShemaleZ

vintage, chastity
05:41 50%

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

3 years ago

xHamster

blowjob, chastity, crossdresser, sissy
03:15

Rose Sissy plug and chastity belt is a great little slut xxx

5 years ago

xHamster

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07:02

Sissy Alexas warm up exercises for ass pussy stuffing

2 years ago

xHamster

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

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