TRANNY • CHASTITY 2,103 videos

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«‹4 5 6 7 8 ›

05:10

Trans Woman in Chastity Fucked Missionary POV

2 years ago

xHamster

BDSM, missionary, chastity
21:53

Cumming in Chastity-Self Bondage Gasmask Suspension Harness

2 years ago

xHamster

latex, bondage, BDSM, chastity
13:01

Sissy riding dildo in Public Compilation 3

4 months ago

xHamster

public, dildo, ladyboy, compilation, riding, sissy, chastity
07:01

Desperate sissy attempts to cum fter week in chastity

4 years ago

HClips

chastity, 18
11:50

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

3 years ago

ShemaleZ

machine, chastity
01:31

Tgirl in Bondage and Chastity Fucked

2 years ago

xHamster

bondage, 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

1 year ago

xHamster

orgasm, hands free, chastity, femboy
09:53

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom

1 year ago

ShemaleZ

orgasm, webcam, chastity
01:32

Sissy in Chastity, Sissy Panties, Sissy Tattoo

3 years ago

xHamster

panties, chastity
05:37

Cd Andrea Chastity Assplay

3 years ago

Upornia

chastity, amateur
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
03:01

Fucking Machine And Chastity (cum At 1:30)

2 years ago

ShemaleZ

machine, chastity
06:34

Gothic sissy in metal chastity cage and anal plug

1 year ago

xHamster

anal, sissy, chastity
05:05

Sissy Cum In Inverted Chastity Cage After Being Denied For 60 Days

1 year ago

Upornia

chastity
1:15:02

Pain And Pleasure, Chastity And Lust, Part 2

3 years ago

Upornia

chastity
08:06

Slutty Femboy Maid In Chastity Takes Rough Anal Training Oscar20xxx

2 years ago

HClips

train, maid, chastity, femboy
10:20

Sissy Anal Training And Sissygasm In Chastity Sc.7

2 years ago

ShemaleZ

train, sissy, chastity
08:49

Mistress Teacher User Her Skills To Fuck Cute Futa Blonde

1 year ago

xHamster

femdom, teacher, futanari, chastity
06:15

Redhead sissy in chastity riding BBC dildo

5 years ago

ShemaleZ

crossdresser, BBC, sissy, chastity
06:40

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

2 months ago

xHamster

shemale, chastity, amateur, small cock, skinny
01:01

Velma does dirty things!

3 years ago

xHamster

chastity
09:02

Gudrun And Angie In Chastity And Pump Plug Games

1 year ago

HClips

mature, stockings, lingerie, chastity
02:31

Horny Latex Slut Locked In The Inverted Chastity Cage

1 year ago

xHamster

latex, sissy, chastity
26:15

Naughty Chastity Sandy.

5 years ago

ShemaleZ

chastity
31:05

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

1 year ago

ShemaleZ

dildo, chastity, femboy
23:19

Ghotic trap solo in chastity

5 years ago

HClips

chastity
05:28

SlimSissyJessica returns to cheap motel to meet strangers.

1 year ago

xHamster

hotel, sissy, stranger, chastity
06:09

Sissy cheerleader balls deep!

1 year ago

xHamster

dildo, cheerleader, chastity
06:34

Sissy Rides Her Toy While Locked in Chastity

2 years ago

xHamster

pissing, chastity
04:06

Cute Sissy Cums in Her Own Mouth in Chastity

2 years ago

xHamster

cum in mouth, chastity
03:45

Bed Bondage In Pvc Catsuit And Chastity Belt

2 years ago

ShemaleZ

bondage, chastity, latex
09:43

Chastity Sandy fucked hard

5 years ago

ShemaleZ

creampie, ass to mouth, blonde, ass, chastity
04:48

TV Gloria in chastity dildo riding

5 years ago

ShemaleZ

riding, chastity
06:24

Fucking Myself for a Hands Free Orgasm in My Metal Cage

8 months ago

xHamster

chastity, hands free
07:40

Full fashion seamed stocking chastity girl

8 years ago

xHamster

full movie, chastity
10:40

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

1 year ago

xHamster

german, chastity
10:40

Nipple clamps, Chastity and Plug

4 years ago

xHamster

nipples, chastity
03:05

Sissymia Small Chastity Cage Cumshot

1 year ago

ShemaleZ

fetish, lingerie, chastity
09:15

Asian Sissy Anal With Chastity Dildo Sexyasiansissy

3 years ago

ShemaleZ

chastity
05:45

Amateur Femboy Tries To Cum Handsfree In Chastity But Gets Impatient And Jerks Off

2 years ago

ShemaleZ

hands free, chastity
03:12

Sissy to horny, so put erect penis into pink chastity cage

1 year ago

xHamster

BDSM, chastity
37:50 65%

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

2 years ago

xHamster

mature, tease, BDSM, spanking, nipples, chastity
02:17

Gasmasked Sissy Enjoying Extra Tight Chastity Cage

2 years ago

xHamster

latex, lingerie, tight, chastity, femboy
30:27

Rianna James In Cuckold Fantasy, Chastity, Small Penis Humiliation

2 years ago

ShemaleZ

cuckold, tattoo, penis, chastity, brunette
01:31

Anal dildo, deep throat again.

2 years ago

xHamster

latex, czech, deepthroat, chastity
09:15

Sissy anal training in chastity with a fucking maschine

12 months ago

xHamster

sissy, chastity
11:16

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

7 months ago

xHamster

fetish, crossdresser, chastity, amateur, latex, machine
04:38

Posting my chastity key goes wrong

1 year ago

xHamster

outdoor, lingerie, british, sissy, chastity
07:18

Cute Crossdresser Leopard Dress and Red Heels

10 months ago

xHamster

big ass, lingerie, crossdresser, heels, dress, chastity
05:11

Sisk Release Her Clit From Chastity Cage

1 year ago

Upornia

teen (18+), clit, chastity
02:20

Sissy maid locked in chastity in lockdown

5 years ago

xHamster

maid, chastity
05:45

Sissy in Chastity Gets Fucked Hard by Dildo Sex Machine

9 months ago

xHamster

solo, chastity
01:55

Daisy rides dildo in chastity

6 years ago

xHamster

dildo, chastity
03:22

Chastity Sissy Alex - Showing Off My Favourite Dildo

6 years ago

ShemaleZ

chastity
05:36

Emo Sissy Toying & Sissygasm Double Dildo

1 year ago

xHamster

dildo, double anal, chastity
17:26 93%

Pretty Trans In Cock Chastity Cage Has An Anal Prostate Orgasm And Cum Explodes While Fucked Hard And Fast With A Huge Dildo Fuck Machine 18 Min

3 years ago

ShemaleZ

huge dildo, anal, prostate, orgasm, dildo, redhead, 18
03:31

Femboy Chastity

4 years ago

ShemaleZ

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
04:12

Sissy in latex and chastity having fun

5 years ago

ShemaleZ

latex, chastity
07:36

Chastity desire, Gudrun and Angie

5 years ago

xHamster

mature, mature anal, chastity
02:30

Chastity Latex

5 years ago

xHamster

latex, vintage, chastity
04:26

Cute Femboy In Chastity Cage Masturbate With Vibrator

2 years ago

HClips

vibrator, chastity
06:09

Cute Goth Sissy in Chastity Uses her Fuck Machine

2 years ago

xHamster

chubby, goth, machine, chastity
04:12

Sissy Anal Adventures - He Has To Hold His Cum In Chastity While I Stretch His Ass With Giant Dildo

2 years ago

HClips

chastity, cum in ass, cum while fucked
09:17

Sissy chastity training with big black dildo

2 years ago

xHamster

train, chastity
09:28

Sissy Fuckdoll Machine Bred

1 year ago

xHamster

machine, femboy, chastity, solo, sissy, crossdresser
07:40

Trans goth bbgirl adaklein wants your cum so bad

11 months ago

xHamster

masturbation, goth, BBC, chastity, femboy
17:39

Transsexual blonde gets blowjob in bed from guy before fucks

2 years ago

xHamster

couple, teen anal (18+), chastity, teen (18+)
08:12

Cumming in chastity with E-stim

1 year ago

xHamster

chastity
01:59

Resisting Inverted Chastity Cage

1 year ago

xHamster

latex, sissy, chastity
04:13

Sissy Locks Her Cock In A Chastity Cage

2 years ago

HClips

chastity, teen (18+)
03:21

Big Titties, Tiny Clitty, Small Chastity, Big Butt, Kinky Gurl and Sissygasm

2 years ago

xHamster

small cock, 18, slut, chastity
07:41

Full fashion seamed stocking chastity girl

8 years ago

TXXX

chastity
10:00

Her First Sissygasm (fuck Machine Chastity Hands Free Cum)

2 years ago

HClips

machine, hands free, chastity
12:45

Emo Trap In Chastity pounds fake penis And Eats Her Ruined agonorgasmos

5 years ago

ShemaleZ

emo, penis, chastity
03:16

Perfect Sissy in chastity

5 years ago

xHamster

chastity
11:58

Sissy Lucy In Chastity With The Fucking Machine

1 year ago

ShemaleZ

chastity
02:56

Sissy sarah hypno locked up chastity

4 years ago

xHamster

chastity
05:35

Kinky PVC crossdresser plays with inflatable buttplug and big anal toys

2 years ago

xHamster

latex, mature anal, BDSM, chastity
08:43

Watch my ass take this 10inch cock deep and cum in chastity

3 years ago

xHamster

chastity, cum in ass
10:58

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

2 years ago

ShemaleZ

facesitting, girlfriend, chastity
05:53

Lily Leigh Cam Show - November 21st, 2023 - Chastity Cage & Dildo Private Show

1 year ago

xHamster

amateur, small cock, dildo, chastity
11:52

Trans Woman In Chastity Leash And Bondage Masturbating

2 years ago

ShemaleZ

latex, bondage, chastity
09:24

Flat caged sissy's how to eat your own cum

7 months ago

xHamster

sissy, cumshot, chastity, cum in mouth
05:39

Booty sissy in chastity plays with a vibrator

2 years ago

xHamster

vibrator, chastity
14:21

New Boots and Armbinder - Sissy Maid Stuck in Bondage Again

1 year ago

xHamster

latex, bondage, boots, BDSM, chastity
11:54

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

5 years ago

TXXX

fetish, orgasm, crossdresser, chastity, femboy
10:47

Sissy Destroys Her Ass While Is Chastity

1 year ago

ShemaleZ

sissy, chastity
05:42

Good anal cumshots without hands vladasexytrans

8 months ago

xHamster

chastity, sissy, cumshot, amateur, crossdresser
08:30

Pretty Sissy In Pink Playing With Herself

9 months ago

xHamster

lingerie, chastity, shemale, sissy, amateur
20:59 53%

Sissy Brittanie Masturbates In Chastity To Hypno

4 years ago

ShemaleZ

lingerie, chastity
09:08

Gudrun and Angie in chastity and pump plug games

5 years ago

xHamster

mature anal, game, pump, chastity
10:20

Chastity joue avec son dard

5 years ago

ShemaleZ

chastity
08:08

Machine fucking in chastity cage

2 years ago

xHamster

BDSM, machine, chastity
01:03

Playing with my lady balls in chastity

5 years ago

xHamster

couple, chastity
05:41

Cindy love anal in chastity

3 years ago

xHamster

british, 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
03:39

Pegging My Sissy Femboy On A Leash And Chastity

1 year ago

ShemaleZ

pegging, chastity, femboy
09:12

Persuaded into a Shemale Relationship - Part 1

4 years ago

xHamster

kissing, femdom, wife, cuckold, swallow, chastity
12:40

Sissy in Chastity playing and cums hard.

2 years ago

xHamster

BDSM, swallow, sissy, chastity
16:00 64%

Baby Doll - Sissy Chastity, Fills Hole And Is Humiliated

3 years ago

HClips

doll, sissy, chastity, solo
03:17

Sissy Training Hankeys Large Seahorse in Micro Chastity Cage

3 years ago

xHamster

public, train, huge dildo, chastity
02:15

Redhead shemale Huge cum in chastity

1 year ago

xHamster

hands free, chastity
02:15

Hot Trans Woman in Chastity Fucked Cowgirl POV

2 years ago

xHamster

chastity
03:18

NEW PORN

1 year ago

xHamster

chastity
03:41

Trans Woman Fucked Reverse Cowgirl in Chastity

1 year ago

xHamster

chastity
01:11

Sissy getting in chastity

3 years ago

xHamster

chastity
03:48

Sissy Onyx - First Chastity Cage

4 years ago

xHamster

chastity
07:34

Tranny cleans Mistress house in chastity

7 years ago

xHamster

femdom, chastity
03:16

Ts In Bondage And Chastity Dominated And Fucked

2 years ago

ShemaleZ

latex, bondage, chastity
18:51

Latexa creature in chastity cage

8 years ago

xHamster

latex, 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
02:56

Trying on flat chastity cage with metal catheter in sissy panties

1 year ago

xHamster

panties, chastity
03:23

Sisk On Pink Thong And Chastity Cage Release

1 year ago

ShemaleZ

chastity
07:41

Crossdresser in Chastity Puts on Lingerie

2 years ago

xHamster

chastity
07:09

SIssy Bimbo Slut BBC

1 year ago

xHamster

smoking, BBC, chastity
03:47

Bondex - Huge load of cum in chastity

6 years ago

xHamster

BDSM, chastity
09:09

Chastity Sandy Fucked Hard

5 years ago

xHamster

vintage, chastity
12:12

Sissy Marissa Plays with Herself

11 months ago

xHamster

shemale, crossdresser, chastity, latex, fetish
09:22

Ilandis In A Chastity Belt And Stockings Has Fun With His Anus Fucks Himself With An Artificial Dick

1 year ago

ShemaleZ

fisting, chastity

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