TRANNY • CHASTITY 2,263 videos

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07:52

Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails

3 days ago

xHamster

solo, femdom, bondage, latex, dress, chastity, crossdresser
09:44 68%

Together in a life of chastity

4 months ago

xHamster

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02:34 69%

SISSIES IN CHASTITY

4 years ago

xHamster

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33:23 68%

[M] Sissy Sasha Sissy Jenny

5 years ago

ShemaleZ

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35:01 93%

Loves Bbc Hd - Ava Holt

8 months ago

ShemaleZ

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08:13 87%

Pretty Tranny Anus Plug With Chastity

2 years ago

TXXX

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19:08 84%

Chastity Shemale Takes Interracial Anal Reaming And Creampie

1 year ago

ShemaleZ

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1:02:33 85%

Chastity T Girl Wet Dap, Double Anal Fisting, Wrecked Ass, Almost Rose, Pee Drink, Creampie, Swallow Btg0 With Natalie Mars

2 years ago

TXXX

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02:12 79%

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1 year ago

xHamster

teen (18+), hands free, chastity, sissy
30:24 71%

Nikki Blue - Crossdressing Sissy Dress Full

3 years ago

ShemaleZ

amateur, crossdresser, dress, sissy, chastity, lingerie
09:51 70%

OTT makeup sissy well fucked by date

5 years ago

ShemaleZ

sissy, chastity
18:50 41%

Sissy Long Term Chastity

6 years ago

xHamster

POV, sissy, chastity, shemale fucks guy
29:14 90%

Shemale Sub In Chastity Takes Bbc And Gets Cum Filled

11 months ago

ShemaleZ

amateur, interracial, lingerie, bareback, BBC, chastity
12:24 72%

TGirl Lucy in Chastity is fucked by 10 inch BBC at SheWorld

4 years ago

xHamster

interracial, BBC, chastity
10:00 82%

Chastity Teen Fucked By Her Daddy

3 years ago

ShemaleZ

chastity
03:40 85%

Sissys in chastity

4 years ago

xHamster

latex, chastity, sissy
07:58 42%

Cute Femboy In Chastity Ride My Big Cock

9 months ago

TXXX

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06:47 72%

Sissylucylove Trans Chastity Bull Busting

3 years ago

Upornia

chastity
10:18 79%

Chastity Shemale Getting Fucked Long And Hard - Lianna Lawson

2 years ago

TXXX

bareback, chastity
14:37

Sissy alone at home with Dildo

1 week ago

xHamster

amateur, crossdresser, anal, solo, chastity, german, dildo
33:30 81%

Chastity male vs shemale

6 years ago

ShemaleZ

BDSM, shemale and girl, vintage, chastity
20:14 89%

Sasha Desade In Sissy Fuck Training

2 years ago

ShemaleZ

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10:26 92%

Agonizing Handsfree Anal Orgasm

2 years ago

ShemaleZ

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07:34

Sissy Juliette in chastity lockdown for 8h. kinky fun with toys all night at home

3 months ago

xHamster

swedish, sissy, chastity, latex, smoking, fetish
09:51 71%

Crossdresser nun in chastity pleases daddy

5 years ago

xHamster

couple, crossdresser, nun, toys, domination, chastity
08:47 77%

Eva Latex Hot Dominatrix Fuck Dirty Tranny Slut Ekaterina Krieg Anal Squirt Strapon Bdsm Femdom

3 years ago

ShemaleZ

femdom, strapon, squirt, BDSM, latex, chastity
14:08 83%

Neon Rave Trans Party Hooker Deepthroated Then Locked In Chastity And Drilled

3 years ago

HClips

party, hooker, deepthroat, chastity
01:33 85%

Chastity T-Girl goes wet, Claire Tenebrarum, 5on1, Anal Fisting, DAP, Gapes, Pee Drink, Swallow BTG063 - PissVids

1 year ago

TXXX

pissing, fisting, shemale and girl, swallow, gape, chastity
14:12

Sissy Crossdresser enjoys her dildo in chastity

3 months ago

xHamster

lingerie, crossdresser, solo, chastity, ladyboy, dildo
09:23 83%

Good sissy fucked and bred by anon Daddy date

4 years ago

ShemaleZ

amateur, sissy, chastity
11:09 78%

Sissy Chastity Torture With Natalie Mars

1 year ago

ShemaleZ

handjob, chastity
08:52

Luxia_tv, submissive and with the chastity cage

6 months ago

xHamster

mature anal, spanish, crossdresser, sissy, chastity
21:23 82%

Ilandis in a chastity belt has fun with her anus using different toys

1 year ago

xHamster

feet, dildo, chastity, solo
19:29 91%

Luna In Chastity Cage Gets Horny And Cums - Luna Rodriguez Montero

3 years ago

HClips

BDSM, cum in mouth, chastity, brunette, solo
15:51 88%

Sissy Joyce In The Complete Chastity Review & Guide - All Sizes

2 years ago

ShemaleZ

solo, sissy, chastity, BDSM
12:23

Chastity locked sissy squirting on a dildo while thinking about her daddy

3 months ago

xHamster

pissing, stockings, prostate, dildo, solo, sissy, chastity
42:34 76%

Chastity T-girl 4on1, Bwc, Atm, Balls - Itzel Saenz

1 year ago

ShemaleZ

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1:03:39 71%

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1

1 year ago

xHamster

stockings, french, lingerie, chastity, sissy
54:08

Chastity Cage - Pandora Melanie

Today

ShemaleZ

threesome, anal
16:39 64%

Trans girl in chastity plays with dildos and fists herself

2 years ago

xHamster

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27:33 81%

Sissy plowed By Woman With strap On

5 years ago

ShemaleZ

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08:26

Anal Orgasm In Chastity Cage For A Tied Femboy

8 months ago

ShemaleZ

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19:03 94%

Sexy TS Kitty Lucia Maya LEAKS CUM in Chastity While FUCKING HER ASS Then Unlocks Cage & CUMS HARD

10 months ago

xHamster

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01:59

Sissy in chastity fucked by BBC

6 years ago

xHamster

chastity
13:34 84%

Real sissy full in chastity

9 years ago

xHamster

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17:19

Public humiliation locked, plugged, gagged, clamped and squirt

8 months ago

xHamster

outdoor, chastity, BDSM, sissy, public, fetish
20:35 73%

White Sissy Chastity Training (fuck Machine)

1 year ago

ShemaleZ

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05:12

MaureenNadh - Tied Up Dildo Riding, Locked In Micro Chastity

9 months ago

xHamster

dildo, tied, skinny, chastity, riding
07:10

Caged Sissy Unloads Hard Cock

6 days ago

xHamster

cumshot, sissy, solo, chastity, BDSM
15:03 62%

Chastity Tgirl Gets Double Anal Fucked In A With Itzel Saenz And Hardcore Gangbang

2 years ago

ShemaleZ

POV, double anal, gangbang, toys, double penetration, hardcore, chastity
13:02 66%

Clark Delgaty - Heteroflexible - Femboy Kay La Soumise Gets Anal Creampied By For Chastity Cage Key

8 months ago

ShemaleZ

shemale, creampie, ladyboy, bareback, chastity, femboy
17:41 67%

Dirty priest tied up and humiliated her slave

4 years ago

xHamster

femdom, russian, bondage, BDSM, tied, chastity
42:14 69%

Best slut Ever anal In Chastity Device

5 years ago

ShemaleZ

slut, chastity
07:52

Sissy Holy - Chastity Masturbation Instructions - how I play with myself

4 months ago

xHamster

mature, beauty, BDSM, ladyboy, sissy, chastity
08:14 77%

Chastity Cage On Her Penisthai Ladyboy Threesome Fucked

3 years ago

TXXX

chastity, asian
08:24 92%

Goddess In Chastity Fists Her Perfect Ass To Orgasm

2 years ago

HClips

orgasm, fisting, chastity, solo
11:58 74%

Teen sissy in chastity fucked by muscle Daddy

5 years ago

ShemaleZ

muscle, chastity, sissy, amateur
12:25

Chastity Caged Anal Fuck Machine Play Plus Unlocking And Jerking Off Until Cum

1 year ago

ShemaleZ

chastity, stockings, machine
07:02

Bailey Wilde In Sissy In Chastity Fucked

11 months ago

ShemaleZ

sissy, chastity
06:00

Geile Gummipuppen Teil4

2 years ago

ShemaleZ

latex, uniform, selfsuck, domination, chastity
29:14 94%

Tiffany Doll - Sissy Schoolgirl In Chastity Bred Wit

1 year ago

ShemaleZ

amateur, stockings, teen (18+), interracial, sissy, chastity
13:35

Real sissy full in chastity

9 years ago

TXXX

BDSM, sissy, chastity
11:15 79%

Sissy Fucks Herself With A Dildo In A Chastity Belt Using Her Cum As A Lubricant

1 year ago

ShemaleZ

amateur, fetish, dildo, toys, sissy, anal orgasm, chastity
10:04

Caged sissy rides pink dildo with anal orgasms

6 months ago

xHamster

stockings, prostate, dildo, crossdresser, anal orgasm, chastity
05:35 83%

Chastity Inquisition (Lexi Sindel)

5 years ago

TXXX

chastity
32:59

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

1 week ago

xHamster

fetish, chastity, solo, sissy, crossdresser, shemale, amateur
08:12

Chastity in Chastity Day 6 Reward

3 months ago

xHamster

amateur, chastity, JOI
08:12

Sissy Maid Gets Dressed, Cuffed and Locked and Rides Her Doll

1 week ago

xHamster

mature, stockings, doll, maid, uniform, crossdresser, riding
07:26 44%

Sissy clitty chastity

4 years ago

xHamster

sissy, chastity
11:49 47%

Tricked into sissification tricked into chastity (New Vids on MANYVIDS)

5 years ago

HClips

latex, fetish, BDSM, chastity, POV
1:11:56 42%

Mistresse LYCIA CHASTITY INFERNO - TRIBUTE

6 years ago

ShemaleZ

femdom, chastity
1:06:07 75%

Taryn Elizabeth gets strapon while in chastity

5 years ago

ShemaleZ

strapon, chastity
04:26

Trans Woman Anal Fucks Femboy In Chastity

1 year ago

ShemaleZ

amateur, chastity, femboy, shemale and girl
05:37

Chastity Femboy Public Buttplug Walk & Anal Orgasms in The Woods Multiple Cumshots

4 months ago

xHamster

beauty, public, dildo, anal orgasm, chastity
20:23 84%

Hot Sissy Misses Anal And Fucks Herself In The Ass Until She Cums In Chastity Belt

3 years ago

ShemaleZ

MILF, sissy, chastity, cum in ass
06:33 58%

Sissy Try To Cum In Micro Chastity Cage

1 year ago

ShemaleZ

amateur, POV, toys, sissy, chastity
05:58 40%

Sissy in chastity cage wants to fuck

1 year ago

xHamster

italian, crossdresser, chastity, solo
02:10

QoS Transsexual Maid in Chastity - 4K Edition Preview

4 years ago

xHamster

maid, chastity, solo
08:49

Ladyboy Fukk New Tiny Chastity

1 year ago

ShemaleZ

toys, chastity, asian
09:48 80%

Sexy Sissy Femboy Blowjob And Jizz Swallow In Chastity

2 years ago

Upornia

swallow, sissy, chastity, femboy
07:10

Best Feminization Ever (clothes / Make Up / Boobs / Chastity / Nails / Plug / High Heels)

8 months ago

ShemaleZ

shemale, clothed, chastity, heels, lingerie
03:58

Big Ass Ts In Chastity Fucked Doggystyle

1 year ago

ShemaleZ

latex, chastity
10:05 87%

Sexy Blonde Sissy Bailey Wilde in Chastity Fucked

10 months ago

xHamster

amateur, crossdresser, sissy, chastity, femboy, cum in ass
03:09 89%

AB085 Lustful Abby Kitty be Master's sissy slave -chastity (Chinese and English subtitles)

1 year ago

xHamster

pantyhose, teen (18+), asian, dildo, dirty talk, chinese, chastity
15:36

Submissive With Chastity Cage Makes Femdom Squirt With Erica Cherry And Queenie Sateen

2 months ago

ShemaleZ

chastity, femdom, squirt, shemale, lingerie
04:34 90%

Sissy Slave - Shackled Chastity Takes Super-sized Dildo And Femdom Latex Fisting By Mistress Mercer

1 year ago

HClips

femdom, latex, fisting, dildo, lingerie, BDSM, shemale and girl
16:59 75%

Edging Lana To Multiple Ruined Orgasms After 4 Weeks In A Chastity Cage

2 years ago

HClips

orgasm, shemale and girl, chastity
07:38 71%

Chastity Fuck

5 years ago

HClips

chastity
27:10

Chastity fucked

7 years ago

ShemaleZ

chastity
06:46 73%

Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum

7 months ago

TXXX

amateur, stockings, lingerie, swallow, cumshot, machine, sissy
06:32 50%

Fisting sissy in chastity cum hands free

5 years ago

ShemaleZ

train, fisting, lingerie, solo, toys, hands free, chastity
41:24 88%

Natalie Mars And friend Feminized In Chastity slavery

5 years ago

ShemaleZ

fetish, BDSM, chastity
01:54 75%

Daddy made me a new milking toy on my chastity

2 years ago

xHamster

milk, 18, chastity
08:06

I Am A Sissy Who Likes To Fuck While Using A Chastity

1 year ago

ShemaleZ

sissy, chastity
08:10

Anal sex with sissymaid Kitsy in chastity and bunny ears

2 years ago

xHamster

chastity
06:37

Sexy Blonde Femboy in Chastity - Bailey Wilde Photoshoot

5 months ago

xHamster

anal, chastity, amateur, femboy
07:09

Pvc Catsuit Sissy Gets Fucked by and Fucks Her Sex Toy Doll While Locked in Chastity and Has a Sissygasm

2 weeks ago

xHamster

latex, doll, fetish, bondage, crossdresser, toys, sissy
40:19

Chastity Cage On Her Penis Asian Ladyboy Threesome Fucked Hard In The Ass

1 year ago

Upornia

stockings, asian, chastity
05:15 64%

Chastity & Ass to mouth with BIG black cock

2 years ago

xHamster

black, small cock, ass to mouth, BBC, chastity
19:15

Sissy punished and fucked for removeing her chastity part 3 final

5 years ago

ShemaleZ

fetish, interracial, sissy, chastity
12:31

Sissy Slut Whore

Yesterday

xHamster

whore, small cock, sissy, crossdresser, chastity, solo, shemale
06:15

Bound blue Balls and Chastity forced to cum hands free.

1 year ago

xHamster

BDSM, swallow, chastity, hands free
01:41 83%

Sissy in chastity fucked by different people

1 year ago

xHamster

sissy, chastity
04:26 86%

VERY HOT Blonde Crossdresser in Chastity Fucked Doggy Style

11 months ago

xHamster

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05:06

Sissy drinking cum

1 year ago

xHamster

chastity
05:07

Inverted Chastity Cages Make Me Feel So Slutty

11 months ago

xHamster

small cock, chastity, dildo
09:57

Showering in steel chastity and latex

9 months ago

xHamster

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03:25

Trans Beauty In Chastity Fucked Missionary

1 year ago

ShemaleZ

fetish, missionary, chastity
06:21

Gina in chastity, pleased and spanked

4 years ago

ShemaleZ

BDSM, spanking, chastity
09:42 60%

Sissy In Chastity Sucking Shemale Cock

2 years ago

Upornia

webcam, sissy, chastity
05:16

How to wear a flat chastity cage

7 months ago

xHamster

italian, webcam, sissy, chastity
03:52

Sissy Cumming In Her Chastity Cage

1 year ago

ShemaleZ

sissy, chastity
08:38

Day 19 Of 26 In Chastity :: Uncaged! Mistress Edged And Denied To Cum (teaser)

1 year ago

ShemaleZ

femdom, BDSM, chastity
03:09

Sissy in Chastity

6 years ago

xHamster

lingerie, sissy, chastity
12:24

Slutty Trans Bunny Lilith Eclipse Fucks Herself With Carrots In Chastity Ass To Mouth

2 years ago

xHamster

fisting, cum in mouth, sissy, chastity
07:29 92%

SISSY IN CHASTITY

5 years ago

ShemaleZ

sissy, chastity
13:33

Super Flat Chastity Sissy Anal Dildo Squirt

2 months ago

HClips

shemale, squirt, dildo, solo, sissy, chastity
06:14

Trans Woman in Chastity, Bondage and Leash Fucked POV

1 year ago

xHamster

bondage, bareback, chastity
06:05 76%

Geile Gummipuppen - Teil1

2 years ago

ShemaleZ

latex, ass to mouth, group, cum in mouth, cum in ass, chastity
05:50

Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms

1 week ago

xHamster

amateur, crossdresser, skinny, british, chastity, sissy, prostate

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