SHEMALE • CHASTITY 4,316 videos

Popular Latest Top rated

«‹5 6 7 8 9 ›

25:10 38%

Black Tranny spunk insert - episode 1

1 year ago

ShemaleMovie

ladyboy, shemale, big cock, chastity, black, blowjob
04:25 38%

Forearms-Free-For-All Sissygasms, Sounding, & Railing Fake Penis - A Sissy Compilation

4 years ago

TrannyGem

femdom, train, bondage, penis, cumshot compilation, slut, chastity
1:08:50 38%

Real fledgling homemade sissy cuck penetrates hump machine in chastity cage, feminization squirting femboy!

2 years ago

ShemaleTaxi

squirt, crossdresser, chastity, femboy, homemade, machine
09:37 38%

Sissy In Chastity Public Walk Showing Her Ass And Then She Is Fucked Bareback In Many Positions

3 years ago

Upornia

public, sissy, chastity
22:30 33%

Mistress Mercer gives her sissy chastity slave a disciplinary tease and CBT session

2 weeks ago

XXXVogue

domination, shemale, BDSM, sissy, chastity
11:06 33%

貞操帯女装子男の娘挑戦パイパンパイチン短小包茎 NSFW chinese transgender inexperienced hentai chinese reality kawaii

2 years ago

TrannyGem

japanese, chinese, chastity, reality
04:17 33%

Trans mommy with big tits, in chastity, taking a huge dildo

2 years ago

AShemaleTube

mom, homemade, huge dildo, crossdresser, toys, chastity
05:50 33%

Sissy Slut Milked In Chastity

2 years ago

GetTranny

chastity, small cock, milk, sissy
11:41 33%

Phat boner TGirl barback anal invasion fucks mature guy in chastity

1 year ago

VideoSection

mature, stockings, blowjob, mature anal, british, big cock, chastity
1:08:02 33%

Chastity Transfiguration

2 years ago

XXXDan

femdom, lesbian, masturbation, chastity
03:12 33%

Sissy Bitch Chastity Caged ruined orgasm

4 years ago

TrannyOne

orgasm, swallow, chastity, crossdresser
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
16:48 33%

Sissification lecture Encaged Sissy V-Card Belts, Masturbate, Sissygasm by Domina Veronica Taboo

4 years ago

TrannyGem

femdom, train, instruction, tease, crossdresser, JOI, sissy
05:19 30%

Palms Free-For-All Buttfuck Climax Sissygasm Compilation six

2 years ago

TrannyGem

prostate, cumshot compilation, orgasm compilation, anal orgasm, hands free, chastity
19:15 30%

Sissy punished and fucked for removeing her chastity part 3 final

6 years ago

ShemaleZ

fetish, interracial, sissy, chastity, bareback
06:15 30%

Féminisation et Pegging de mon esclave chaste : Teaser Live Web Cam Replay : Maîtresse Julia

1 year ago

TrannyGem

pantyhose, femdom, strapon, anal, fetish, fisting, boots
10:45 29%

Sissy Maid Krissy Small Penis Humiliation - female voice over SPH with chastity feminization

1 year ago

AShemaleTube

stockings, fetish, maid, crossdresser, sissy, chastity
08:45 29%

Sissy Horse Bride rails her fake penis stand in innocence

9 months ago

TrannyGem

bride, train, huge dildo, fetish, bondage, dildo, BDSM
01:02 29%

Sissy Maid Gets Locked in Bondage and Chastity to Be Fucked by Her Sex Doll

2 months ago

TrannyOne

shemale, sissy, amateur, maid, chastity, bondage
12:31 29%

Sissy Slut Whore

11 months ago

xHamster

small cock, shemale, dildo, solo, latina, crossdresser, whore
06:25 29%

Gina in chastity, pleased and spanked

5 years ago

xHamster

mature anal, spanking, chastity
19:06 29%

Sissy in chastity swallow cum

10 years ago

xHamster

latex, swallow, sissy, chastity
25:00 25%

Black Tranny Jizz Jam - Episode 1

1 year ago

xHamster

black, big cock, shemale, chastity
04:47 22%

Chastity sissy future

6 years ago

AShemaleTube

sissy, chastity
11:22 20%

Thick chubby Femboy needs a BBC

1 year ago

xHamster

femboy, BBC, sissy, chubby, big ass
11:59 20%

Sissy femboy Paddedbunny strips out of a wet diaper and stains his cute undies while in a chastity cage

1 month ago

XXXVogue

pissing, cute, small cock, shemale, orgasm, crossdresser, strip
14:49 20%

WHAT FINER STOCKING TO WEAR ON A SISSY BLACK FUCK-STICK RENDEZVOUS

4 years ago

TrannyGem

femdom, teacher
06:53 20%

Mommy Holy - It's Ok The Doctor Said So - a JOI story with a little CEI

1 year ago

xHamster

crossdresser, JOI, pantyhose, mom, chastity
06:10 20%

Chastity Slut In Stockings And Heels Playing

2 months ago

Fuxxx

mature, BDSM, chastity, shemale
14:44 20%

Alpha male romping sissy bareback, cums inwards and she embarks masturbating like a girl in chastity

4 months ago

ShemaleMovie

shemale, sissy, crossdresser, chastity
08:14 20%

Chastity in Chastity Day six prize

10 months ago

HDSex

handjob, dildo, crossdresser, bareback, BBC, sissy, chastity
02:10 20%

Chastity Orgasm - PMV By HoloPMV

1 year ago

AShemaleTube

shemale, orgasm, crossdresser, cumshot, sissy, chastity
26:00 20%

Selfbondage latex - Chastity, nose mask p2

3 years ago

xHamster

latex, french, heels, mask, chastity
27:01 17%

HUMUNGOUS GAPES, Rosebutt, tummy swelling, AMPLE sugary-sweet gape farts, Twunk Jules Verne Assfuck FUCK HOLE DESTRUCTION

3 years ago

TrannyGem

farting, train, huge dildo, fetish, gape, chastity
17:10 17%

Man Masturbates Off with Trans Lady in Purity

7 months ago

TrannyGem

handjob, bondage, BDSM, crossdresser, babe, chastity, femboy
07:24 17%

KNOTTING my bad dragon taking a tall guy can and a champagne bottle all the way in my caboose DEEP

1 year ago

TrannyGem

huge dildo, tall, dildo, insertion, sissy, gape, chastity
06:29 14%

Such a Happy SpitRoasted Sissy Slut, Her Holes So Full

9 months ago

xHamster

deepthroat, amateur, chastity, sissy, femboy, shemale
08:00 14%

SISSY In the park in the daytime, 2 senior dudes munched my puffies while frolicking with my wood.

6 months ago

TrannyGem

amateur, public, outdoor, crossdresser, piercing, gangbang, chastity
02:44 14%

My Beau Wants To Sundress Like A Tramp

9 months ago

TrannyGem

amateur, femdom, latex, shemale, fetish, boots, crossdresser
08:05 14%

Sissy Gets a Massive Fountain 1

5 years ago

TrannyGem

bondage, slut, chastity, cum in ass
08:16 14%

Bailey Wilde And Cassidy Cream In Dominatrix Fucks Hot Crossdresser In Chastity 9 Min

7 months ago

HClips

amateur, crossdresser, stockings, shemale, chastity, MILF
21:51 14%

Submissive Sissy Chastity Buttplug Play

6 years ago

ShemaleZ

BDSM, ass, toys, chastity, crossdresser
10:32 14%

Fetish femdom lesbian sex in office with busty blonde lesbian boss

1 year ago

xTits

femdom, blowjob, lesbian, fetish, big tits, office, natural
12:26 13%

Chastity box Sissy dick milking with cum countdown

8 months ago

ShemaleMovie

train, BDSM, milk, nylon, toys, chastity, femboy
28:30 10%

Can You Treat Your Keyholders Gifts? - Ass-Fuck Have Fun, Feminization, Purity Praise RP

1 year ago

TrannyGem

mom, femdom, prostate, dildo, 18, cartoon, chastity
07:09

My pink-haired sissy babe gives a deep blowjob while locked in chastity

1 week ago

XXXVogue

babe, french, chastity, sissy, POV, blowjob
08:35

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

2 weeks ago

AShemaleTube

shemale, chastity, sissy, girlfriend, leather
06:23

Sissy Blaire_18 locked in a chastity belt while dominatrix Nika teases his pouch with a wand

1 month ago

XXXVogue

BDSM, chastity
09:03

Goth tgirl Kendal Uwu in latex and chastity trying to free her forearms while getting off

1 week ago

XXXVogue

stockings, chastity, goth, latex, dildo
10:00

Extraordinary Natural Tits Tgirl with a chastity cage Chapter 2

1 week ago

AShemaleTube

small tits, solo, chastity, webcam
07:13

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

1 week ago

XXXVogue

chastity, cum in mouth, amateur, blowjob
03:19

Trans Sow Loren Aprile Rectal Abasement

1 week ago

TrannyGem

feet, femdom, shemale, french, strapon, smoking, fetish
10:24

Ella Mox, the trans doll in chastity, gets wrecked by a machine and shows off that gaped hole

2 weeks ago

XXXVogue

lingerie, pantyhose, anal, chastity, nylon
08:01

Sissy Bitch Uses Cum as Lube and has Anal Sissygasms in Chastity Jessica Bloom

4 weeks ago

TrannyOne

anal, sissy, chastity, shemale
03:39

Trans Goddess Pummeling Machine

1 week ago

TrannyGem

fetish, dildo, sissy, cosplay, chastity
10:07

Spunking on FuckMachine spandex Sissy super-bitch Chastity Release by Mistress Mercer

1 week ago

VideoSection

femdom, latex, chastity, BDSM, shemale, sissy
10:45

SISSY Buttfuck Instructing by SPANDEX Domme

4 days ago

TrannyGem

crossdresser, femboy, chastity, amateur, femdom, latex, sissy
15:40

Riding big fat dildos in chastity!

2 weeks ago

NuVid

shemale, dildo, solo, chastity, fat
05:12

Stoner Girl

4 weeks ago

TrannyGem

smoking, train, anal, fetish, big tits, blonde, babe
07:59

Chastity Teen 18+ Fucked By Her Stepdaddy

2 months ago

PePorn

small tits, shemale, chastity, 18, BDSM
10:19

Very Hot Blonde Crossdresser In Chastity Fucked

3 days ago

HClips

chastity, crossdresser, amateur, shemale, stockings
05:41

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

1 month ago

TrannyGem

femdom, strapon, threesome, couple, fetish, double anal, pegging
07:48

TRANSSEXUAL Willow Hammerz - Snowbunny Sissy BNWO PMV

2 months ago

TrannyGem

amateur, interracial, cuckold, 18, compilation, cumshot compilation, small tits
07:30

Very red-hot light-haired Femboy in Chastity Fucked

1 week ago

ShemaleMovie

femboy, shemale fucks guy, sissy, amateur, bondage, big ass, chastity
02:10

First-Ever Time Rapper Tears Up Tgirl in Purity

2 weeks ago

TrannyGem

chastity, crossdresser, femboy, sissy, first time, fetish
06:20

Virginity cell assfucking

4 days ago

TrannyGem

crossdresser, sissy, chastity, femdom
21:22

Ilandis in a purity belt has joy with her ass-hole using different playthings

1 week ago

TrannyGem

shemale, chastity, fisting, dildo, heels
08:01

Ftm + nonbinary duo caning and pegging during intimate display

2 weeks ago

TrannyGem

ass, chastity, shemale and girl, femboy, FTM
02:20

Trans Nymph Porked in Virginity

2 weeks ago

TrannyGem

ass, crossdresser, bondage, fetish, BDSM
14:02

Railing my meaty STALLION dressed in my luxurious high high-heeled shoes

3 weeks ago

TrannyGem

stockings, huge dildo, dildo, crossdresser, heels, dress, chastity
07:50

Phat Rump Tgirl Phat Ass White Girl Porking Machine in V-Card

2 years ago

TrannyGem

interracial, BBC, chastity, shemale and girl
07:41

Whorish Trans Lady in Restrain Bondage and Leash Predominated and Nailed

2 weeks ago

TrannyGem

chastity, sissy, bondage, femboy, bareback
08:22

Sissy cuckold in chastity cage watching her girlfriend getting fucked by her lover. Part 2

1 week ago

AShemaleTube

homemade, creampie, cuckold, sissy, amateur, chastity
05:03

Spandex Female Dom Lora Cross uses purity slave for sounding unleash

1 month ago

TrannyGem

bondage, BDSM, sissy, chastity, latex, femdom
29:51

30 mins no break fellate spitroast contest!

1 month ago

TrannyGem

stockings, anal, fetish, double anal, crossdresser, contest, gangbang
02:01

Only For Chastity - PMV by HoloPMV

1 week ago

AShemaleTube

mature, crossdresser, femboy, chastity
07:25

Fuck Machine ravages Sissy anus Deep And rigid - Anal Orgasm in Chastity

3 weeks ago

HDSex

shemale, machine, orgasm, dildo, chastity, sissy
08:00

Chastity Ts Vs Bbc 3

1 month ago

xShemaleTube

chastity, BBC, interracial, threesome, BDSM, shemale
05:17

Man Put in Chastity and Dressed as Maid for Job

1 year ago

xHamster

BDSM, uniform, crossdresser, dress, domination, sissy, chastity
09:10

Closeup of a femboy hitting that peak while getting serviced with a wand in chastity

5 days ago

XXXVogue

anal, sissy, femboy, chastity, orgasm
01:47

Hot sissy dolled up outside and in chastity

2 weeks ago

AShemaleTube

small cock, doll, lingerie, solo, uniform, latina, sissy
11:07

Sissy Lucy Loced down in iron chastity and chains

1 month ago

ShemaleTaxi

latex, shemale, bondage, BDSM, crossdresser, taxi, sissy
08:00

Chastity Ts Vs Bbc 3

2 months ago

PePorn

BBC, chastity, interracial
02:18

Stocking Purity Sissy gets Pegged Thru Torn Nylons with Massive Bad Dragon Strap On Dildo by Domme

1 month ago

TrannyGem

pantyhose, femdom, strapon, fetish, bondage, dildo, BDSM
07:49

Ultra-Cute Sissys Gams Commence Shuddering As Humungous Beefstick Packs Her Cootchie While Her Lil Clitty Is In Virginity

4 years ago

TrannyGem

femdom, bondage, BDSM, chastity, crossdresser
06:53

Cute Trans Slut Gets Fucked By Bbc In Chastity

2 months ago

GetTranny

amateur, cute, stockings, small cock, POV, interracial, big cock
16:53

Daniela Lei chastity caged on fuck machine

4 days ago

TrannyGem

boots, italian, chastity
05:09

Shemale Mistress Chastity and Anal

1 week ago

AShemaleTube

femdom, chastity, shemale
05:41

HOTTEST Crossdresser Bailey Wilde in chastity nailed switch sides Cowgirl

2 months ago

ShemaleTaxi

sissy, crossdresser, chastity
06:25

Camgirl HotPinkNymph getting RODE by Admirers on CB!!

1 week ago

TrannyGem

webcam, big cock, chastity, huge dildo
02:29

Sissygasm in v-card

1 month ago

TrannyGem

shemale, chastity, hands free
07:21

Hefty cum shot Femboy - Chastity Cage Cumshot flow

1 week ago

ShemaleMovie

sissy, cumshot compilation, chastity, orgasm, compilation
05:55

Tied up sissy in chastity cage with anal invasion buttplug prepared for fuck

3 months ago

ShemaleMovie

shemale, bondage, BDSM, crossdresser, tied, prostitute, ass
05:14

Femboy urinate & jizz innocence

1 week ago

TrannyGem

cute, pissing, chastity
15:54

Crossdresser On Live Webcam - Sissy Wears Chastity Belt

2 years ago

ShemaleZ

crossdresser, blonde, sissy, chastity
02:35

Mirror Time - Miss Eva Mae - Girl Masker & Living Chick

2 weeks ago

TrannyGem

rubber, crossdresser, babe
10:00

Extraordinary Natural Tits Tgirl with a chastity cage Part 1

3 weeks ago

AShemaleTube

amateur, solo, chastity, webcam, natural
08:00

Redhead Trans Girl Submits To A Bbc While In Chastity

1 month ago

PePorn

homemade, small cock, fetish, interracial, redhead, BBC, chastity
07:59

Sabina Steele Aj Fresh Chastity Angel Anal Creampie Bbc Dgs

1 month ago

xShemaleTube

creampie, BBC, chastity, anal, shemale
06:49

Pounding Sammi Smith Into Submission- Shes My Permanent Cock-Slave Now!

1 month ago

BeMyHole

amateur, sissy, chastity, femboy, shemale
06:20

Futa smashes femboy in v-card and spunk in his backside and on his back (3 DIMENSIONAL toon)

1 month ago

TrannyGem

shemale and girl, goth, cartoon, sissy, chastity
11:47

Locked Astolfo Crossdresser demolish his BUSSY

1 month ago

TrannyGem

ass, chastity, toys, 18, cosplay
08:50

Trampy French femboy got a sissygasm railing his large sexdolls pecker forearms free-for-all with a vibro !!

2 months ago

TrannyGem

ladyboy, french, teen (18+), chastity, doll, hands free
20:14

Hot Trans Woman in Chastity Fucked and Sucking - Compilation 3

2 days ago

$$ FapHouse

chastity, sissy, big cock, amateur
03:57

GIANT CABOOSE Tgirl in Purity Boned From The Rear

2 weeks ago

TrannyGem

chastity, amateur, crossdresser, sissy, femboy
09:39

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom 10 Min

7 months ago

HClips

feet, orgasm, machine, slut, anal orgasm, chastity
07:34

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

1 year ago

xHamster

swedish, sissy, chastity, latex, smoking, fetish
13:19

Spreading my caboose and spunking while railing my fresh Big stallion fuck stick

4 days ago

TrannyGem

crossdresser, cumshot, cum while fucked, dildo
11:45

Sissygasm - Buttfuck with horse corset

1 month ago

TrannyGem

anal, chastity, sissy, leather
11:21

Sissy femboy Thinny Man in chastity cage and black stockings

5 days ago

XXXVogue

college, femboy, sissy
26:51

Full: Big Balls Sissy in Chastity Cage Massive Cumshot and Masturbating Her Small Dick Like a Girl

1 week ago

$$ FapHouse

shemale, chastity, small cock, cumshot, solo
20:17

Fucking Trans Woman in Chastity - Compilation 4

1 week ago

$$ FapHouse

shemale, sissy, chastity, amateur, heels
14:43

Mother Holy - JOI CEI - My off the hook testicle tonic Are For Baby Boy - in Chastity

2 weeks ago

ShemaleMovie

small cock, crossdresser, sissy, chastity
12:57

Cum Eating Chastity Slave

3 weeks ago

AShemaleTube

homemade, amateur, chastity, shemale
03:45

Sissy in chastity melts her brain with a fuckmachine

1 month ago

AShemaleTube

chastity, amateur, sissy, crossdresser
05:10

Year Long Chastity Release Shemale Femdom Foot Worship Anal Pegging and Face Fucking

1 month ago

AShemaleTube

feet, chastity, femdom
07:06

Sissy Maid in chastity Takes a enormous ass fucking Creampie For Her Job Interview

1 month ago

ShemaleTaxi

casting, maid, dildo, audition, toys, machine, sissy

Popular Latest Top rated

«‹5 6 7 8 9 ›

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