SHEMALE • CHASTITY 4,352 videos

Popular Latest Top rated

‹1 2 3 4 5 ›

12:20 75%

Subordinated trap railing a black lollipop

3 years ago

TrannyGem

heels, slut, chastity, dildo
04:28 75%

Taking It On All 4S Gets Her Every Time

1 year ago

TrannyGem

orgasm, chastity, machine
03:11 75%

ABT250502 Sexy devil in chastity -穿贞操锁的性感小魅魔

8 months ago

AShemaleTube

chastity, asian, chinese, shemale, pantyhose, femboy
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
02:12 74%

Fuck Stick

2 years ago

TrannyGem

amateur, french, small tits, sissy, chastity
06:50 74%

TRANSSEXUAL bitch has joy with two stiffys

1 month ago

TrannyGem

BBC, femboy, sissy, amateur, chastity, gangbang
1:13:30 72%

Best of Sissies Cumming in Chastity

5 years ago

BeMyHole

cumshot compilation, sissy, chastity, compilation, crossdresser, amateur
08:14 72%

Chastity Cage On Her Penisthai Ladyboy Threesome Fucked

4 years ago

TXXX

chastity, asian, fetish
07:59 72%

BBC Putted A Chastity Cage In Her Trans Wife And Fucker Her Until Gives Her A Big Facial

2 years ago

BeMyHole

black, interracial, wife, BBC, chastity, big ass
17:45 71%

Locked Trap vs Large Fuck Stick - Sissy Trap

2 months ago

TrannyGem

teen (18+), anal, teen anal (18+), orgasm, dildo, 18, ass
07:13 71%

Trans girls Jessica Bloom and JenbyDoll share a massive load while locked in a chastity cage

1 month ago

XXXVogue

chastity, cum in mouth, amateur, blowjob
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
09:50 71%

Hot Blonde Bailey Wilde Removes Chastity Then Masturbates

2 years ago

xHamster

BDSM, crossdresser, chastity
03:11 71%

51cm John Thomas Henry Humungous Assfuck Destruction Fuck Stick Slamming Deep into Slick Nice Femboy Asspussy

2 years ago

TrannyGem

huge dildo, dildo, hardcore, chastity
05:50 71%

Marvelous sissy fisted while gliding a sounding rod deep in her chastity locked clit until splooging everywhere

1 year ago

VideoSection

pissing, fisting, boots, ladyboy, clit, goth, toys
10:33 71%

Chastity Sissy Anal orgasms And munching jism of Feet Jessica Bloom and Femdom Polieana

1 year ago

VideoSection

feet, femdom, huge dildo, orgasm, maid, dildo, sissy
03:03 70%

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

2 years ago

Upornia

teen (18+), chinese, sissy, chastity, asian, solo
15:37 70%

TRANSFIXED - Submissive With Chastity Cage Erica Cherry Makes Femdom Queenie Sateen SQUIRT A

1 year ago

AShemaleTube

shemale, chastity, femdom, squirt
01:10 70%

Masturbation in chastity belt

11 years ago

xHamster

chastity
13:29 69%

Day six in v-card: Unboxing brand fresh iron purity cell by myinside.es and edging me with wand

4 years ago

TrannyGem

femdom, tease, bondage, clit, chastity, sissy
04:09 69%

Chastity slave sissy wife tormented by Mistress

6 years ago

ShemaleZ

femdom, wife, BDSM, chastity
02:15 68%

Tied to the BIG BLACK COCK breeding simulator [recommended training]

5 months ago

TrannyGem

train, prostate, teen anal (18+), orgasm, bondage, 18, tied
26:02 68%

Femboy gets rode by kraken in chastity as they use there hard-on as a cunt

12 months ago

ShemaleMovie

huge dildo, anal, orgasm, bondage, big tits, dildo, BDSM
15:50 67%

Sissy at Gloryhole Gets Asshole Licked by Stranger

3 months ago

TrannyGem

cute, fetish, gloryhole, crossdresser, asshole, sissy, stranger
08:35 67%

Your Girlfriend paid a hot trans leather dyke and blonde bombshell to lock you in chastity

1 month ago

AShemaleTube

shemale, chastity, sissy, girlfriend, leather
15:03 67%

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

3 years ago

ShemaleZ

beauty, POV, double anal, gangbang, toys, double penetration, hardcore
06:27 67%

Chastity Sissy Raine Playing With Huge Dildo

2 years ago

Upornia

huge dildo, dildo, chastity
13:00 67%

SisK dressing up pink satin nightgown

3 years ago

xHamster

thai, satin, crossdresser, dress, chastity
05:59 67%

Long sissygasm compilation

2 years ago

TrannyGem

cumshot compilation, orgasm compilation, BBC, sissy, anal orgasm, hands free, chastity
05:50 67%

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

1 year ago

xHamster

train, prostate, orgasm, fisting, dildo, british, swallow
06:12 67%

Daddy fucks sissy in chastity

6 years ago

xHamster

mature, mature anal, chastity
12:34 67%

A nasty getting off sessiom

1 year ago

TrannyGem

amateur, cute, anal, squirt, fetish, bondage, big tits
09:34 67%

Being put into a plane box After Misstress cleans my locked Clitty Little cock

2 years ago

TrannyGem

femdom, skirt, chastity
03:16 67%

Sissy teaching with and sans virginity

3 years ago

TrannyGem

train, cartoon, hands free, chastity
10:03 67%

Sexy Blonde Crossdresser in Chastity Fucked

10 months ago

xHamster

BDSM, crossdresser, domination, sissy, chastity, femboy
04:17 67%

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

2 years ago

xHamster

handjob, chastity
05:12 67%

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

2 years ago

xHamster

german, BBW, chastity
03:25 67%

Trans Beauty In Chastity Fucked Missionary

2 years ago

ShemaleZ

fetish, missionary, chastity
11:47 67%

2 sissy latex nurses getting pegged in Chastity by MILF Lisa

2 years ago

xHamster

latex, nurse, shemale and girl, chastity
10:50 67%

Locked sissy assfuck fuck stick self feetjob and self spunk slurping

1 year ago

TrannyGem

feet, fetish, footjob, dildo, riding, sissy, chastity
10:16 67%

Highly super-hot Blonde Crossdresser in Chastity boned

1 year ago

ShemaleTaxi

shemale, crossdresser, chastity
05:26 67%

ABH Sweet girl in chastity riding dildo and play vibrat

2 years ago

AShemaleTube

amateur, stockings, dildo, solo, chastity
05:32 67%

Latex Sissy In Chastity And Fucked By Mistress

4 years ago

ShemaleZ

femdom, latex, chastity
10:00 67%

CD chastity fuck

5 years ago

xHamster

homemade, mature anal, chastity
07:41 67%

One of the best superslut in chastity blow a weenie in public

5 years ago

ShemaleMovie

public, chastity
14:21 67%

New Boots and Armbinder - Sissy Maid Stuck in Bondage Again

1 year ago

xHamster

latex, bondage, boots, BDSM, chastity
05:18 67%

Trans innocence ejaculation

2 years ago

TrannyGem

bondage, leather, pegging, chastity
10:07 67%

Sissy CD Self-frigging and Fuck Stick Drilling in Taut Denim and V-Card

5 years ago

TrannyGem

feet, chastity, crossdresser
06:03 66%

Nice Sissy Sidney in v-card does how she is told

4 years ago

TrannyGem

sissy, chastity, domination
12:23 66%

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

1 year ago

xHamster

pissing, stockings, huge dildo, prostate, dildo, sissy, chastity
08:24 65%

Sissy Gets a Thick Fountain two

4 years ago

TrannyGem

bondage, BDSM, slut, sissy, chastity, cum in ass
02:34 65%

SISSIES IN CHASTITY

5 years ago

xHamster

amateur, sissy, chastity
27:24 65%

Trans girl in chastity fucked amateur

3 years ago

DrTuber

shemale and girl, chastity
1:16:10 64%

Pov cuckold 14 candy manson cuckolds her husband and locks him in chastity makes him watch her fuck a big cock and eat the creampies and has sex with him after

3 years ago

TrannyOne

cuckold, husband, chastity
08:25 63%

Cute Tgirl In Chastity Self Facial

8 months ago

HClips

facial, solo, amateur, chastity, cute
11:24 63%

Real sissy in chastity outdoor

4 years ago

TrannyOne

sissy, chastity, outdoor
02:37 63%

Twerk Sissy Chastity - PMV By HoloPMV

2 years ago

AShemaleTube

sissy, chastity
08:41 63%

Crossdresser Compilation Beautiful Ladyboy Fucked Sissy Chastity Fucked Femdom

4 years ago

ShemaleZ

femdom, fisting, BDSM, crossdresser, chastity, compilation
05:58 62%

Sissy Emily Hardon V-Card Fuck Stick Have Fun

5 years ago

TrannyGem

chastity, femboy
05:41 60%

Sissy String-on Spitroast in Virginity Pegged by Wonderful female dom Couple by Domme Mercer

2 months ago

TrannyGem

femdom, strapon, threesome, couple, fetish, double anal, pegging
05:15 60%

Chastity & Ass to mouth with BIG black cock

3 years ago

xHamster

black, small cock, ass to mouth, BBC, chastity, 18
25:15 60%

Man attempts to get delight while he is locked in a v-card box. Compilation

5 months ago

TrannyGem

handjob, mature, mature anal, prostate, hairy, milk, compilation
14:31 60%

Ive Learned To Enjoy Not Cumming Sissy Femboy Chastity & Self Foot adore + cbt shemale Ball Slap

6 months ago

ShemaleMovie

feet, femboy, crossdresser, sissy, chastity, orgasm
18:49 60%

Latex Transgirl In Chastity Spanked, Teased, And Fucked By Femdom

2 years ago

BeMyHole

femdom, latex, spanking, chastity
09:48 60%

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

2 years ago

ShemaleZ

pissing, public, chastity, sissy
08:24 60%

Sissy Candy in Crimson Undergarments Gets Spitroasted by Her Pounding Machine and Damsel

1 year ago

TrannyGem

fetish, lingerie, crossdresser, toys, machine, chastity
05:36 60%

Double Machine

3 years ago

xHamster

fetish, double anal, 18, machine, double penetration, chastity
21:45 60%

Flat Chastity Sissy

9 months ago

xHamster

squirt, dildo, sissy, chastity
07:32 60%

FULL TIME CHASTITY

9 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
06:10 60%

Chastity sub fucked hard by TS

5 months ago

AShemaleTube

shemale, chastity, ladyboy
05:54 60%

Multiorgasm sissy riding dildo

1 year ago

xHamster

chastity, sissy, crossdresser
02:13 60%

Trans witch summons something she doesn't mind riding

2 years ago

xHamster

sissy, chastity, FTM, dutch
12:53 60%

[SISSY] Libido processing failed. Did not finish off.

4 years ago

TrannyGem

chastity
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
09:39 59%

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

1 year ago

xHamster

fetish, bondage, dildo, lingerie, crossdresser, sissy, chastity
14:37 58%

The church of Anime Porn

8 months ago

TrannyGem

anal, amateur, chastity, boots, anime, homemade
07:04 57%

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

2 years ago

xHamster

mature, mature anal, crossdresser, chastity, cum in ass, latina
02:37 57%

AB093 Camera Operator feminized drizzling-pegging (Asian and English subtitles)

5 months ago

TrannyGem

pissing, handjob, feet, pantyhose, femdom, strapon, squirt
06:51 57%

BBC Ken Fucks Me on My Back in Missionary with Verbal Dom Sissification - Candy Ass Sissy in Chastity Cage

2 years ago

xHamster

BBC, sissy, missionary, chastity
08:00 57%

Strapped To Fucking Machine Chair In Pvc Catsuit Gagged In Chastity

2 years ago

GetTranny

bondage, cosplay, chastity, latex
05:49 57%

Trans Nun in Virginity Box Spunks From Anal Invasion Have Fun

2 years ago

TrannyGem

dildo, sissy, anal orgasm, hands free, chastity, prostate
10:21 56%

Sissy Gets Brainwashed By Bambi Hypnotizing Files PMV

2 years ago

TrannyGem

dildo, crossdresser, compilation, sissy, chastity, amateur
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
06:32 53%

Fisting sissy in chastity cum hands free

6 years ago

ShemaleZ

train, fisting, lingerie, toys, hands free, chastity
18:35 53%

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

12 months ago

xHamster

mature, blowjob, maid, uniform, crossdresser, riding, dress
10:48 53%

Real sissy in in natures garb beach in chastity and rosebud

10 years ago

TXXX

beach, outdoor, natural, chastity
09:02 51%

Sissy Submissive Bitch Gets Fucked Hard In A Chastity By Cruel Mistress And Her 13 Inch Bbc Strapon

6 months ago

HClips

amateur, femdom, shemale, strapon, POV, interracial, 18
12:33 50%

Kiss his jism out of my throat in front of your Ex CUCK CHASTITY

1 year ago

ShemaleTaxi

kissing, pantyhose, teen (18+), cuckold, goth, taxi, chastity
30:30 50%

Libération Après 1 Mois De Cage

1 month ago

BeMyHole

handjob, french, blowjob, threesome, BDSM, piercing, toys
05:16 50%

I'm in real seam nylons and chastity cage on the road, I also pee myself vigorously in the cage

1 year ago

xHamster

pissing, stockings, fetish, outdoor, crossdresser, nylon, toys
13:33 50%

Super Flat Chastity Sissy Anal Dildo Squirt

1 year ago

HClips

shemale, squirt, dildo, solo, sissy, chastity
03:07 50%

Sissy games in innocence: Pegging and delight in a box Domina Julia female domination

11 months ago

TrannyGem

femdom, bisexual, threesome, crossdresser, domination, pegging, sissy
11:58 50%

Sissy Bunny switches out of doused nappy, blows a load in pinkish underpants with innocence box

1 year ago

TrannyGem

pissing, pantyhose, diaper, vibrator, sissy, chastity
06:14 50%

Average manga porn paramour in virginity box

3 years ago

TrannyGem

feet, russian, cosplay, chastity, solo, femboy
03:58 50%

Big Ass Ts In Chastity Fucked Doggystyle

2 years ago

ShemaleZ

latex, chastity
16:07 50%

Mike Ass Fucks Sissy Charlotte While She is Locked in EStim Chastity Cage

3 years ago

xHamster

mature, mature anal, anal, couple, monster, small tits, sissy
16:55 50%

Teen sissy in chastity with her Master

6 years ago

HClips

chastity
24:46 50%

Blonde sissy in chastity loves her bbc dildo on webcam

8 years ago

TXXX

dildo, BBC, chastity, solo, interracial, webcam
17:13 49%

Sissy Dani Firm Buttfuck Teaching PT two (Moist Audio)

4 months ago

TrannyGem

teen (18+), crossdresser, british, 18, whore, slut, sissy
11:49 48%

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

6 years ago

HClips

latex, fetish, BDSM, chastity, POV
11:19 47%

Trangirl's in Virginity Swallow from her Love Glove in Public

4 months ago

TrannyGem

public, smoking, gloves, crossdresser, swallow, condom, toys
23:48 46%

Pink Mercy Trap in Chastity doing Deepthroath and Anal Play

6 years ago

TrannyGem

italian, dildo, erotic, cosplay, chastity, sensual
10:15 45%

Jessica Bloom Riding Monster Dildos Multiple Anal Orgasms in Chastity

3 years ago

xHamster

orgasm, monster, anal orgasm, chastity
11:26 43%

Sissy Trans Girl In Chastity Gets Fucked Hard In Multiple Positions

2 years ago

ShemaleZ

sissy, chastity
1:08:53 40%

Sissy slut in lingerie ass-tear up fuck on sex machine with squirting in chastity cage! Good little femboy beta cuck gimp!

4 months ago

ShemaleMovie

pissing, squirt, lingerie, crossdresser, ass, toys, machine
06:58 40%

Sissy attempt to jizz in micro v-card cell

3 years ago

TrannyGem

femdom, cuckold, panties, slut, chastity
10:38 40%

Prelude to Be a chick for Me - Nicci FEMINIZES and locks Jordyn in chastity

8 months ago

ShemaleMovie

strapon, sissy, chastity, crossdresser, behind the scenes
01:54 40%

Pissing nacked outdoor in my tiny chastity

2 years ago

xHamster

pissing, outdoor, bondage, chastity
27:08 40%

Trans Anal Of Chastity Sandy

12 years ago

AShemaleTube

chastity
07:02 40%

【荼靡】男娘

4 months ago

TrannyGem

public, chastity, pissing, amateur, toilet
15:37 40%

HYPNOTIZED - Subjugated With V-Card Box Erica Virgin Makes Female Domination Queenie Sateen SPRAY A BUNCH

1 year ago

TrannyGem

blowjob, chastity, shemale and girl, big cock, lingerie, squirt
14:55 40%

Lanas Weekly Ass-Fuck Lesson

4 years ago

TrannyGem

femdom, russian, fisting, chastity
1:08:02 33%

Chastity Transfiguration

2 years ago

XXXDan

femdom, lesbian, masturbation, chastity
14:51 33%

Its time you lost your shemale chastity

6 years ago

HDSex

chastity
08:45 33%

Ultra-Cute Encaged Boi Becomes An Rectal Superslut

1 year ago

TrannyGem

sissy, amateur, chastity, solo, cute
03:21 33%

Dominatrix encouraged her sissy pig to cock and ball torture emasculation dog collar its nut sack angel Scarlett black

1 year ago

TrannyGem

dogging, crossdresser, chastity, bondage
04:26 33%

Unmasking - Miss Eva Mae - Girl Masker & Living Female

1 year ago

TrannyGem

shemale, crossdresser, chastity, rubber

Popular Latest Top rated

‹1 2 3 4 5 ›

Popular categories

Other free porn sites

All models were 18 years of age or older at the time of depiction. ShemaleMap.com has a zero-tolerance policy against illegal pornography.

Disclaimer: ShemaleMap.com is just a search engine. All links and thumbnails displayed on this website are added automatically. We do not own, produce, host or upload any videos displayed on this website, we only link to them.
To remove physical video file please contact owner of the website where it hosted. To remove the link and thumbnail from this website please use the report button () which is located under each video.

ShemaleMap.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering.

Copyright © 2022 ShemaleMap.com. All rights reserved. | Abuse