TRANNY • CHASTITY 2,187 videos

Popular Latest Top rated

08:24

My full frustrating chastity journey (trans girl)

1 month ago

PornHub

cosplay, chastity
05:38

Trans cums so hard in chastity while fucking her hole

4 days ago

PornHub

amateur, chastity, solo, feet, cum while fucked
14:37 86%

The church of Hentai

1 year ago

PornHub

homemade, stockings, boots, nun, cosplay, chastity
16:59 71%

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

2 years ago

HClips

orgasm, shemale and girl, chastity
07:58

Cute Femboy In Chastity Ride My Big Cock

3 weeks ago

TXXX

amateur, cute, stockings, teen (18+), fetish, riding, chastity
19:08 72%

Chastity Shemale Takes Interracial Anal Reaming And Creampie

5 months ago

ShemaleZ

creampie, anal, interracial, 18, bareback, chastity
1:02:33 79%

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

1 year ago

TXXX

pissing, creampie, anal, fetish, fisting, BDSM, double anal
07:10

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

Yesterday

ShemaleZ

shemale, clothed, chastity
18:50

Sissy Long Term Chastity

5 years ago

xHamster

POV, sissy, chastity, shemale fucks guy
06:47 71%

Sissylucylove Trans Chastity Bull Busting

2 years ago

Upornia

chastity
14:08 79%

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

3 years ago

HClips

party, hooker, deepthroat, chastity
02:12 83%

Leaking alot caged

9 months ago

xHamster

teen (18+), hands free, chastity
02:34 72%

SISSIES IN CHASTITY

3 years ago

xHamster

amateur, sissy, chastity
04:42 75%

PorchaeTS tries new homemade chastity Dick dildo to pleasure the Mrs. Total mind trip.

6 months ago

xHamster

huge dildo, fetish, chastity
03:40 88%

Sissys in chastity

3 years ago

xHamster

latex, chastity
19:03

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

2 months ago

xHamster

beauty, shemale, big ass, dildo, chastity, cum in ass, cum while fucked
13:02

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

2 weeks ago

ShemaleZ

shemale, creampie, ladyboy, bareback, chastity, femboy
29:14 94%

Shemale Sub In Chastity Takes Bbc And Gets Cum Filled

3 months ago

ShemaleZ

amateur, shemale, interracial, lingerie, bareback, BBC, chastity
10:18

Chastity Shemale Getting Fucked Long And Hard - Lianna Lawson

1 year ago

TXXX

bareback, chastity
1:03:39

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

1 year ago

xHamster

stockings, french, lingerie, chastity
07:10

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

5 days ago

PornHub

cumshot, sissy, solo, chastity, amateur, machine, anal
1:39:12

Tgirl_fun 2022-2-7 Chaturbate Stream

1 year ago

PornHub

bondage, BDSM, tied, chastity
41:24 89%

Natalie Mars And friend Feminized In Chastity slavery

4 years ago

ShemaleZ

fetish, BDSM, chastity
10:00 83%

Chastity Teen Fucked By Her Daddy

2 years ago

ShemaleZ

chastity
07:05

Locked In Chastity Under My Pretty Pink Dress

3 weeks ago

PornHub

amateur, fetish, solo, 18, webcam, chastity
08:26

Anal Orgasm In Chastity Cage For A Tied Femboy

3 weeks ago

ShemaleZ

amateur, stockings, shemale, big ass, couple, orgasm, BDSM
08:13 87%

Pretty Tranny Anus Plug With Chastity

1 year ago

TXXX

chastity
21:23

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

10 months ago

xHamster

feet, dildo, chastity
06:33 52%

Sissy Try To Cum In Micro Chastity Cage

11 months ago

ShemaleZ

amateur, POV, toys, sissy, chastity
01:33 88%

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

5 months ago

TXXX

pissing, fisting, shemale and girl, swallow, gape, chastity
16:39 70%

Trans girl in chastity plays with dildos and fists herself

2 years ago

xHamster

cute, teen anal (18+), fisting, solo, 18, chastity
11:39 75%

Squeezing a penis into a micro cage

1 year ago

PornHub

train, insertion, penis, chastity
01:38

Latex Kitty Gets Horny In The Chastity Cage

4 months ago

xHamster

latex, chastity
42:34

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

1 year ago

ShemaleZ

shemale, anal, double anal, group, cum in mouth, double penetration, chastity
15:51 88%

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

1 year ago

ShemaleZ

solo, sissy, chastity, BDSM
11:15 79%

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

1 year ago

ShemaleZ

dildo, toys, chastity, cum in ass
12:25

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

9 months ago

ShemaleZ

chastity
08:24 90%

Goddess In Chastity Fists Her Perfect Ass To Orgasm

1 year ago

HClips

orgasm, fisting, chastity
03:18 56%

Permanent chastity - PERMALOCK

7 months ago

xHamster

small cock, chastity
17:41

Dirty priest tied up and humiliated her slave

3 years ago

xHamster

femdom, russian, bondage, BDSM, tied, chastity
11:09 74%

Sissy Chastity Torture With Natalie Mars

1 year ago

ShemaleZ

handjob, chastity
12:24 77%

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

4 years ago

xHamster

interracial, BBC, chastity
04:26 86%

VERY HOT Blonde Crossdresser in Chastity Fucked Doggy Style

3 months ago

xHamster

amateur, crossdresser, 18, sissy, chastity, femboy
07:02

Bailey Wilde In Sissy In Chastity Fucked

3 months ago

ShemaleZ

sissy, chastity
12:17 64%

Lana S - Bombi Looses Her Anal Virginity To Fingers And Butt Plug Chastity Tease

2 years ago

HClips

amateur, anal, fetish, tease, toys, webcam, chastity
10:10

Transgirl in Chastity Spanked and Teased by Two Tattooed Dommes

3 months ago

PornHub

homemade, femdom, BDSM, spanking, chastity
15:03 56%

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

1 year ago

ShemaleZ

POV, double anal, gangbang, toys, double penetration, hardcore, chastity
01:04

Femboy in flat chastity cums with a vibrator like a bitch

4 months ago

xHamster

small cock, prostate, hands free, chastity, femboy
08:14 76%

Chastity Cage On Her Penisthai Ladyboy Threesome Fucked

2 years ago

TXXX

chastity
29:14

Tiffany Doll - Sissy Schoolgirl In Chastity Bred Wit

4 months ago

ShemaleZ

interracial, sissy, chastity
19:29 89%

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

3 years ago

HClips

BDSM, cum in mouth, chastity, brunette, solo
20:26 79%

Sissy In Chastity Pounds Pussy Hard Until She Makes Cummies

1 year ago

ShemaleZ

amateur, webcam, sissy, chastity
07:07 94%

Sissy Bailey Wilde in Chastity Fucked

4 months ago

xHamster

big ass, crossdresser, bareback, sissy, chastity, femboy, cum in ass
04:09 67%

Chastity slave sissy wife tormented by Mistress

4 years ago

ShemaleZ

femdom, wife, BDSM, chastity
09:48 81%

Sexy Sissy Femboy Blowjob And Jizz Swallow In Chastity

2 years ago

Upornia

swallow, sissy, chastity, femboy
11:49 53%

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

4 years ago

HClips

latex, fetish, BDSM, chastity
15:29

Pee Tasting And Chastity Masturbation Of A Kinky Latexdoll

1 year ago

Upornia

pissing, chastity
19:15

Sissy punished and fucked for removeing her chastity part 3 final

4 years ago

ShemaleZ

fetish, interracial, sissy, chastity
09:57

Showering in steel chastity and latex

1 month ago

xHamster

homemade, bondage, shower, chastity
09:51

Showering In Steel Chastity And Latex

5 days ago

TXXX

shemale, chastity, amateur, solo
1:06:07 84%

Taryn Elizabeth gets strapon while in chastity

4 years ago

ShemaleZ

strapon, chastity
05:58

Sissy in chastity cage wants to fuck

8 months ago

xHamster

italian, crossdresser, chastity, solo
11:31

Sissy in chastity gaping her asshole for your entertainment

1 month ago

PornHub

chastity
05:35

Chastity Inquisition (Lexi Sindel)

5 years ago

TXXX

chastity
01:59

Sissy in chastity fucked by BBC

5 years ago

xHamster

chastity
04:26

Trans Woman Anal Fucks Femboy In Chastity

5 months ago

ShemaleZ

amateur, chastity, femboy
14:38

Sissy In Chastity With Ripped Gym Pants And Getting Her Hole Destroyed

1 week ago

ShemaleZ

big ass, chastity, sissy, amateur
08:49

Ladyboy Fukk New Tiny Chastity

6 months ago

ShemaleZ

toys, chastity
11:52

Sissy Francis Malice - Little Time for Fun Before Wife Comes Back Home

2 weeks ago

xHamster

german, sissy, chastity
08:06

Cute femboy in chastity ride my big cock

1 month ago

xHamster

cute, shemale, chastity, femboy
11:58 71%

Teen sissy in chastity fucked by muscle Daddy

4 years ago

ShemaleZ

muscle, chastity
13:35

Real sissy full in chastity

8 years ago

TXXX

BDSM, sissy, chastity
33:30 82%

Chastity male vs shemale

5 years ago

ShemaleZ

BDSM, shemale and girl, vintage, chastity
26:40

Chastity Caged No Hand Cum Compilation

7 months ago

ShemaleZ

stockings, BDSM, compilation, selfsuck, hands free, chastity
15:11

COOKIE COSMOS - CHASTITY CHALLENGE DIARIES

4 years ago

HClips

fetish, chastity
25:04

Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged

1 month ago

xHamster

bondage, BDSM, sissy, chastity
07:38 79%

Chastity Fuck

4 years ago

HClips

chastity
24:46 50%

Blonde sissy in chastity loves her bbc dildo on webcam

6 years ago

TXXX

dildo, BBC, chastity
09:51 73%

Crossdresser nun in chastity pleases daddy

4 years ago

xHamster

couple, crossdresser, nun, toys, domination, chastity
03:58

Big Ass Ts In Chastity Fucked Doggystyle

1 year ago

ShemaleZ

latex, chastity
03:09 92%

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

6 months ago

xHamster

pantyhose, dildo, dirty talk, chinese, sissy, chastity
42:14

Best slut Ever anal In Chastity Device

5 years ago

ShemaleZ

slut, chastity
03:15

Sissy Sherri fucked while tiny cock is caged in chastity

4 years ago

xHamster

chastity
04:54 86%

Mistress And Chastity Sissy Slut Anal Training 5 Min

1 year ago

ShemaleZ

femdom, train, slut, sissy, chastity
10:00

CD chastity fuck

3 years ago

xHamster

homemade, mature anal, chastity
10:26

Femdom Mistress Pegs Sissy Cuckold Chastity Slut & Makes Her Love Big Cock! Anal Plug Gaping Part 3

9 months ago

ShemaleZ

femdom, BDSM, cuckold, pegging, chastity
16:55

Teen sissy in chastity with her Master

4 years ago

HClips

chastity
01:54 74%

Daddy made me a new milking toy on my chastity

2 years ago

xHamster

milk, 18, chastity
02:45

Stupid and Stuffed

6 months ago

xHamster

dildo, crossdresser, sissy, chastity
10:05 89%

Sexy Blonde Sissy Bailey Wilde in Chastity Fucked

2 months ago

xHamster

amateur, crossdresser, sissy, chastity, femboy, cum in ass
13:34 86%

Real sissy full in chastity

8 years ago

xHamster

BDSM, full movie, toys, chastity
20:24

Latex Sissy Disciplined By Chastity Fuckmachine Spanking Cocksucking Pegging By Mistress Mercer

2 years ago

TXXX

femdom, latex, shemale, fetish, BDSM, spanking, shemale and girl
02:10

QoS Transsexual Maid in Chastity - 4K Edition Preview

3 years ago

xHamster

maid, chastity, solo
11:59 94%

In the Chastity Cage

3 years ago

ShemaleZ

handjob, BDSM, chastity
08:06

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

7 months ago

ShemaleZ

sissy, chastity
11:42

Sissy Slut Milked In Chastity

9 months ago

Upornia

BDSM, chastity
01:41

Sissy in chastity fucked by different people

1 year ago

xHamster

sissy, chastity
08:10

Anal sex with sissymaid Kitsy in chastity and bunny ears

2 years ago

xHamster

chastity
06:04

(Part 1) Skinny Asian Sissy Cum Twice After Locked In Chastity For A Week

8 months ago

xHamster

sissy, chastity
07:34

Violet Chastity Chained to Fuck Machine

4 weeks ago

xHamster

homemade, bondage, cuckold, machine, gape, chastity
05:15 64%

Chastity & Ass to mouth with BIG black cock

2 years ago

xHamster

black, small cock, ass to mouth, BBC, chastity
10:20 53%

Sissy Boy Takes Huge Load In His Ass

8 months ago

PornHub

femdom, strapon, huge dildo, socks, pegging, sissy, chastity
02:12

Negative Cage hardcore Cumload

9 months ago

xHamster

hands free, chastity
07:26

Sissy clitty chastity

3 years ago

xHamster

sissy, chastity
1:11:56

Mistresse LYCIA CHASTITY INFERNO - TRIBUTE

6 years ago

ShemaleZ

femdom, chastity
05:07

Inverted Chastity Cages Make Me Feel So Slutty

2 months ago

xHamster

small cock, chastity
20:23 81%

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

2 years ago

ShemaleZ

MILF, sissy, chastity, cum in ass
05:45

Sissy spanks herself 100 times

Today

xHamster

webcam
40:19

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

10 months ago

Upornia

stockings, asian, chastity
11:26

Sissy Trans Girl In Chastity Gets Fucked Hard In Multiple Positions

1 year ago

ShemaleZ

sissy, chastity
07:16

Sissy fuck in chastity

7 months ago

xHamster

huge dildo, chastity
25:11

Hi I'm Linzy19

10 months ago

xHamster

bondage, BDSM, monster, webcam, chastity
07:21

Squishy Butt Femboy In Chastity Fucks Himself

2 years ago

ShemaleZ

chastity, femboy
06:14

Trans Woman in Chastity, Bondage and Leash Fucked POV

1 year ago

xHamster

bondage, bareback, chastity
04:34 94%

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

1 year ago

HClips

femdom, latex, fisting, dildo, BDSM, webcam, sissy
06:32

Fisting sissy in chastity cum hands free

4 years ago

ShemaleZ

fisting, toys, hands free, chastity
04:34 93%

Sissy Anal Slut Locked Down On Huge Dildo One Bar Prison Bound & Teased In Chastity Cage By Mistress

1 year ago

HClips

femdom, shemale, huge dildo, tease, BDSM, shemale and girl, slut
20:35

White Sissy Chastity Training (fuck Machine)

1 year ago

ShemaleZ

train, BDSM, machine, sissy, chastity, solo
20:04

Shemale samurai challenges you to take her chastity

4 years ago

PornHub

toys, cosplay, chastity, solo
06:15

Bound blue Balls and Chastity forced to cum hands free.

1 year ago

xHamster

BDSM, swallow, chastity

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