TRANNY • CHASTITY 2,032 videos

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06:15 75%

Bound blue Balls and Chastity forced to cum hands free.

2 years ago

xHamster

BDSM, swallow, chastity, hands free, solo
08:26 75%

Anal Orgasm In Chastity Cage For A Tied Femboy

1 year ago

ShemaleZ

stockings, orgasm, BDSM, tied, anal orgasm, chastity, femboy
04:23 75%

Tranny fucks her ass with big dildo

1 year ago

xHamster

pantyhose, small cock, czech, dildo, small tits, sissy, chastity
07:12 75%

CUM IN CHASTITY WITH DILDO

5 years ago

xHamster

chastity, solo
40:19 75%

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

2 years ago

Upornia

stockings, asian, chastity
20:35 75%

White Sissy Chastity Training (fuck Machine)

2 years ago

ShemaleZ

train, BDSM, machine, sissy, chastity, solo
14:00 75%

Vladasexytrans Wild Anal Play in Black Dress and in Black Stockings

11 months ago

xHamster

amateur, beauty, stockings, teen (18+), anal, teen anal (18+), solo
07:52 75%

Sissy Kept In Chastity Blowjob and Bred by her Daddy

6 years ago

ShemaleZ

chastity
13:00 75%

SisK dressing up pink satin nightgown

3 years ago

xHamster

thai, satin, crossdresser, dress, chastity
11:53 75%

Bondage machine fuck with electro chastity

5 years ago

xHamster

latex, mature anal, bondage, electro, toys, machine, chastity
01:41 75%

Sissy Accidentally cums while rubbing her clit in the little chastity cage

2 years ago

xHamster

clit, chastity
08:44 75%

Dominatrix Fucks Hot Crossdresser In Chastity

2 years ago

ShemaleZ

BDSM, crossdresser, chastity
06:14 75%

Trans Woman in Chastity, Bondage and Leash Fucked POV

2 years ago

xHamster

bondage, bareback, chastity
01:54 75%

Daddy made me a new milking toy on my chastity

3 years ago

xHamster

milk, 18, chastity
06:38 75%

Sissy Lucy Gets Spanked In Chastity 7 Min

4 years ago

HClips

spanking, chastity
06:12 75%

The Start of Perminant Chastity

6 years ago

ShemaleZ

fetish, BDSM, chastity
21:26 74%

Chastity estim cum for cute sissy

4 years ago

xHamster

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08:52 74%

Luxia_tv, submissive and with the chastity cage

1 year ago

xHamster

mature anal, spanish, crossdresser, sissy, chastity, mature
05:29 73%

Sissy Slut Spanked Fisted And Fed Her Own Cum by Mistress Polieana

9 months ago

xHamster

femdom, anal, fisting, crossdresser, british, spanking, swallow
03:53 73%

Dumb Sissy Doll

2 years ago

xHamster

fetish, bondage, dildo, crossdresser, sissy, chastity
22:10 73%

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

9 months ago

HClips

chastity, shemale, amateur, dildo, shemale and girl, solo
05:47 73%

Cutie Reina Hanno Swinging Nipple Suction and Rubbing Chastity Precum

1 year ago

xHamster

cute, small cock, nipples, chastity
11:09 73%

Sissy Chastity Torture With Natalie Mars

2 years ago

ShemaleZ

handjob, chastity, BDSM
18:54 72%

Dominant big cock TGirl Lucy bareback fucking her chastity sub

9 months ago

xHamster

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07:38 72%

Chastity Fuck

6 years ago

HClips

chastity
06:46 72%

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

1 year ago

TXXX

stockings, lingerie, swallow, cumshot, machine, sissy, hands free
08:14 72%

Chastity Cage On Her Penisthai Ladyboy Threesome Fucked

4 years ago

TXXX

chastity, asian, fetish
03:09 71%

Sissy in Chastity

7 years ago

xHamster

lingerie, sissy, chastity
1:03:39 71%

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

2 years ago

xHamster

stockings, french, lingerie, chastity, sissy, anal
42:14 71%

Best slut Ever anal In Chastity Device

7 years ago

ShemaleZ

anal, slut, chastity
26:15 71%

Naughty Chastity Sandy.

6 years ago

TXXX

chastity
14:39 71%

Sissy Emily Hardon Cheerleader Chastity Dildo Play

6 years ago

ShemaleZ

cheerleader, sissy, chastity
09:50 71%

Hot Blonde Bailey Wilde Removes Chastity Then Masturbates

1 year ago

xHamster

BDSM, crossdresser, chastity
02:42 71%

Chastity slave get milked while licking trannys feet

3 years ago

xHamster

feet, femdom, bisexual, milk, chastity
15:11 71%

COOKIE COSMOS - CHASTITY CHALLENGE DIARIES

6 years ago

HClips

fetish, chastity, toys
17:41 71%

Dirty priest tied up and humiliated her slave

5 years ago

xHamster

femdom, russian, bondage, BDSM, tied, chastity
09:12 70%

Persuaded into a Shemale Relationship - Part 1

4 years ago

xHamster

kissing, femdom, wife, cuckold, swallow, chastity
04:59 70%

Queen Dominatrix Frida T. Gagged Tranny In Chastity Cage And Bondage 5 Min

3 years ago

Upornia

gagging, bondage, BDSM, chastity
16:51 70%

Cute pink haired trans woman masturbating in chastity

3 years ago

xHamster

cute, dildo, BDSM, anime, chastity, solo
09:51 69%

Crossdresser nun in chastity pleases daddy

6 years ago

xHamster

couple, crossdresser, nun, toys, domination, chastity
03:59 69%

Sissy Crossdresser In Hot Blonde Crossdresser In Pink Chastity Fucked Doggystyle

2 months ago

HClips

sissy, crossdresser, amateur, chastity, blonde, dogging
05:40 69%

MaureenNadh - Hijab Sissy Squirt While Anal Training Using Chastity Cage

2 years ago

xHamster

arab, train, squirt, penis, chastity, FTM
06:27 69%

Chastity Sissy Raine Playing With Huge Dildo

1 year ago

Upornia

huge dildo, dildo, chastity
18:03 68%

Gigantic Strapon Pegging For Chastity Sissy Slave Destroying Her Slutty Hole By Mistress Mercer

4 years ago

Upornia

femdom, strapon, fetish, BDSM, pegging, chastity
16:39 68%

Trans girl in chastity plays with dildos and fists herself

3 years ago

xHamster

cute, teen (18+), teen anal (18+), fisting, dildo, 18, dirty talk
10:46 68%

Stefani boots anal in chastity ,swallow cum

6 years ago

xHamster

latex, creampie, anal, couple, boots, swallow, bareback
04:09 68%

Chastity slave sissy wife tormented by Mistress

6 years ago

ShemaleZ

femdom, wife, BDSM, chastity
02:34 67%

SISSIES IN CHASTITY

5 years ago

xHamster

amateur, sissy, chastity
33:24 67%

Sissys Wooden Pony Ballet Boot Torment

2 years ago

xHamster

latex, fetish, bondage, boots, lingerie, BDSM, chastity
15:03 67%

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

2 years ago

ShemaleZ

beauty, POV, double anal, gangbang, toys, double penetration, hardcore
05:17 67%

Sissy Strap-on Spitroast In Chastity Pegged By Sexy Femdom Duo By Mistress Mercer

2 years ago

ShemaleZ

femdom, strapon, fetish, BDSM, shemale and girl, pegging, sissy
02:10 67%

QoS Transsexual Maid in Chastity - 4K Edition Preview

5 years ago

xHamster

maid, chastity, solo
21:22 67%

Skitty&M&L in Our first fun Together

3 years ago

xHamster

latex, german, BDSM, sissy, chastity, toys
05:50 67%

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

11 months ago

xHamster

train, prostate, orgasm, fisting, dildo, british, swallow
03:03 67%

Abby Kitty And Sissy Slave In Ab085 Lustful Be Masters Chastity (chinese And English Subtitles)

1 year ago

Upornia

teen (18+), chinese, sissy, chastity, asian, solo
14:21 67%

New Boots and Armbinder - Sissy Maid Stuck in Bondage Again

1 year ago

xHamster

latex, bondage, boots, BDSM, chastity
05:06 67%

Sissy drinking cum

2 years ago

xHamster

chastity, BDSM, spanish
02:09 67%

English Trans Slut With a Cute Cock and a Dirty Mouth Relieved From Chastity

3 years ago

xHamster

cute, slut, chastity
08:06 67%

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

2 years ago

ShemaleZ

sissy, chastity
51:23 67%

Linzy19's Guide To Chastity

2 years ago

xHamster

prostate, fetish, BDSM, domination, JOI, chastity
04:17 67%

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

2 years ago

xHamster

handjob, chastity
09:35 67%

5 Minutes To Cum In Chastity Before She Gives Him In His Mouth

3 years ago

ShemaleZ

latex, BDSM, cum in mouth, chastity
03:16 67%

Sissy pisses in urethral chastity cage in slow motion

3 years ago

xHamster

pissing, chastity
07:56 67%

Pink Sissy Locking Her Tiny Limp Clitty In The Smallest Chastity Cage

4 years ago

ShemaleZ

chastity
10:03 67%

Sexy Blonde Crossdresser in Chastity Fucked

8 months ago

xHamster

BDSM, crossdresser, domination, sissy, chastity, femboy
04:11 67%

Dominatrix Makes Hot Blonde Sissy Wear Chastity And Get Fucked

2 years ago

ShemaleZ

mature, BDSM, sissy, chastity
04:49 67%

Variety Itsol In Teases Her Girlcock In Chastity Cage

2 years ago

Upornia

chastity
05:32 67%

Latex Sissy In Chastity And Fucked By Mistress

3 years ago

ShemaleZ

femdom, latex, chastity
10:00 67%

CD chastity fuck

5 years ago

xHamster

homemade, mature anal, chastity
02:10 67%

Bound Bimbo

3 years ago

xHamster

bondage, machine, chastity
12:04 66%

Sissy Chastity Slave Teased And Humiliated By Mistress Denied And Locked In The Vice

4 years ago

ShemaleZ

femdom, tease, ass to mouth, shemale and girl, bathroom, webcam, sissy
11:47 64%

2 sissy latex nurses getting pegged in Chastity by MILF Lisa

1 year ago

xHamster

latex, nurse, shemale and girl, chastity
04:46 64%

Abby Kitty - Abh061 White Stocking Angel In Chastity Riding Dildo And Cumshot 白色丝袜天使穿戴贞操锁骑着假阳具直到绝顶高潮喷发

3 years ago

ShemaleZ

crossdresser, chastity, asian
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
07:18 64%

Cute Crossdresser Leopard Dress and Red Heels

1 year ago

xHamster

big ass, lingerie, crossdresser, heels, dress, chastity
16:00 64%

Baby Doll - Sissy Chastity, Fills Hole And Is Humiliated

3 years ago

HClips

doll, sissy, chastity, solo
12:23 63%

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

1 year ago

xHamster

pissing, stockings, huge dildo, prostate, dildo, sissy, chastity
11:10 63%

Real sissy in chastity outdoor

5 years ago

TXXX

outdoor, sissy, chastity, amateur
08:41 63%

Crossdresser Compilation Beautiful Ladyboy Fucked Sissy Chastity Fucked Femdom

4 years ago

ShemaleZ

femdom, fisting, BDSM, crossdresser, chastity, compilation
09:42 62%

Sissy In Chastity Sucking Shemale Cock

3 years ago

Upornia

webcam, sissy, chastity
06:39 62%

Happy woman full time in chastity device nylon stocking

5 years ago

ShemaleZ

mature, stockings, BDSM, nylon, chastity, outdoor
13:02 61%

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

1 year ago

ShemaleZ

cute, creampie, ladyboy, whore, bareback, hands free, chastity
08:50 61%

Slut Cums Into her Own Mouth, Multiple Sissygasms, While Sounding, Vibrator on Her Chastity Cage, In the Woods, Etc!

1 year ago

xHamster

small cock, public, solo, cum in mouth, skinny, chastity
05:15 60%

Chastity & Ass to mouth with BIG black cock

3 years ago

xHamster

black, small cock, ass to mouth, BBC, chastity
12:55 60%

Sissy in Lingerie and Chastity Rides Her Doll

8 months ago

xHamster

amateur, sissy, crossdresser, chastity, lingerie
21:39 60%

Chastity Sub Sprays Ruined Orgasm Everywhere

1 year ago

HClips

amateur, orgasm, shemale, chastity, fetish
05:12 60%

Sissy cum in inverted chastity cage after being denied for 60 days

2 years ago

xHamster

german, BBW, chastity
03:25 60%

Trans Beauty In Chastity Fucked Missionary

2 years ago

ShemaleZ

fetish, missionary, chastity
06:12 60%

Daddy fucks sissy in chastity

6 years ago

xHamster

mature, mature anal, chastity
07:33 60%

Full time chastity

7 years ago

ShemaleZ

stockings, latex, chastity
12:43 60%

Double anal in chastity

8 years ago

TXXX

double anal, double penetration, chastity
06:14 60%

Girl Licking Balls In Chastity Belt 6 Min

2 years ago

Upornia

shemale and girl, chastity
01:05 60%

Cute sissy femboy public chastity

3 years ago

xHamster

public, british, chastity
07:32 60%

FULL TIME CHASTITY

8 years ago

xHamster

latex, full movie, chastity
15:39 60%

Sissy playing with dildo until cumming

1 year ago

xHamster

dildo, solo, crossdresser, sissy, chastity, finnish
02:13 60%

Trans witch summons something she doesn't mind riding

1 year ago

xHamster

sissy, chastity, FTM, dutch
21:45 60%

Flat Chastity Sissy

7 months ago

xHamster

squirt, dildo, sissy, chastity
08:49 60%

Ladyboy Fukk New Tiny Chastity

2 years ago

ShemaleZ

toys, chastity, asian
14:36 60%

Fed My Own Cum Strapped to Fucking Machine Chair in Chastity - Sissy Maid

3 years ago

xHamster

latex, bondage, maid, BDSM, machine, chastity
13:34 60%

Putting On A Show In Chastity

4 years ago

ShemaleZ

chastity
03:39 60%

Latex rubber Doll Anal Training, in Chastity

6 years ago

TXXX

latex, rubber, doll, train, fetish, chastity
06:33 59%

Sissy Try To Cum In Micro Chastity Cage

2 years ago

ShemaleZ

amateur, POV, toys, sissy, chastity
09:39 59%

Sissy Candy in black lingerie and chastity is locked and impaled on her dildo stand

1 year ago

xHamster

black, fetish, bondage, dildo, lingerie, crossdresser, sissy
28:47 59%

Lizzy Yum August 2022 #1 Chastity Vagina Tits prisoner of love and chore

3 years ago

xHamster

bondage, chastity, post op, masturbation
12:17 58%

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

4 years ago

HClips

anal, fetish, tease, toys, webcam, chastity
23:17 58%

Painful ponyplay on the Halloween party

5 years ago

xHamster

femdom, train, party, russian, BDSM, small tits, hardcore
05:36 58%

Double Machine

3 years ago

xHamster

fetish, double anal, 18, machine, double penetration, chastity
03:39 57%

Big Dick Transgirl Playing In Chastity

3 years ago

ShemaleZ

webcam, chastity
09:48 57%

Piss Compilation - Sissy, Chastity Belt, Locked, Public Pee 10 Min

2 years ago

ShemaleZ

pissing, public, chastity, sissy
03:03 56%

MaureenNadh - (Day 1 Locked In Chastity) Anal Training Before School

2 years ago

xHamster

teen (18+), train, teen anal (18+), domination, chastity, solo
20:59 55%

Sissy Brittanie Masturbates In Chastity To Hypno

4 years ago

ShemaleZ

lingerie, chastity, sissy
08:22 55%

X-mas present from Daddy

10 months ago

xHamster

homemade, huge dildo, fetish, dildo, toys, BBC, sissy
18:35 55%

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

10 months ago

xHamster

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07:04 55%

Get ready to fuck me and cum... I'll wait for you in chastity and with my ass open

2 years ago

xHamster

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05:12 55%

MaureenNadh - Tied Up Dildo Riding, Locked In Micro Chastity

1 year ago

xHamster

dildo, tied, skinny, chastity, riding
13:33 54%

Super Flat Chastity Sissy Anal Dildo Squirt

1 year ago

HClips

shemale, squirt, dildo, solo, sissy, chastity
06:32 53%

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6 years ago

ShemaleZ

train, fisting, lingerie, toys, hands free, chastity
10:48 53%

Real sissy in in natures garb beach in chastity and rosebud

9 years ago

TXXX

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07:26 52%

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5 years ago

xHamster

sissy, chastity
03:18 52%

Permanent chastity - PERMALOCK

2 years ago

xHamster

small cock, chastity

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