Punishment Shemale Videos » 2

TrannyOne

Discipline Day For Joanne 1 The Pre Caning Warm Up

Categories: amateur, bdsm, blowjob, caning, crossdressing, gay, hd, masturbation, oral, punishment

TrannyOne

Naughty Teen Shemales Deepthroat and Ass Spanking

Categories: amateur, ass, deep throat, hd, naughty, oral, punishment, spanking, teen (18+), throat

TrannyOne

My fag life and journey serving Sir

Categories: anal, anus, ass, bdsm, blowjob, bondage, crossdressing, cum, domination, gay

TrannyOne

Trans PornStar Taylor Jennings vs Femdom Alice Skary

Categories: bdsm, big cock, big tits, dick, dildo, domination, femdom, hd, lactating, lesbian

TrannyOne

Whit my Daddy, he wanted me to wear as a slut, his slut

Categories: amateur, anal, anus, ass, bdsm, blowjob, crossdressing, daddies, dick, domination

TrannyOne

Robber gets punished with some hardcore anal pounding by the horny TS chick

Categories: amateur, anal, anus, ass, ass to mouth, bed sex, bedroom, blonde, booty, condom

TrannyOne

Horny Tgirl bitch Roxanne spanked and Fisted

Categories: amateur, anal, anus, ass, bdsm, bitch, blowjob, dutch, european, extreme

TrannyOne

Shemale punishes and fucks delivery man

Categories: anal, anus, ass, bdsm, blowjob, crossdressing, delivery guy, domination, fetish, hardcore

Pornstars: Venus Lux

TrannyOne

Eat cum from ass Punish my 19 year-old culo and mouth

Categories: ass, cum, cum in mouth, mouthful, old, punishment

TrannyOne

Cheating hubby wants to be punished by sexy shemale dominatrix

Categories: black, cheating, dick, dominatrix, husband, juicy, punishment, seduce, tgirl, tranny

TrannyOne

Trap revealed but still fucked by the two black thugs

Categories: ass, beauty, big black cock, black, crossdressing, dick, gangbang, interracial, punishment, rough

aShemaleTube

Blonde Sissy Mitch Taylor gets punished #1 OMG that ass is so phat! 🤩🍑

Categories: anal, ass, big black cock, blonde, blowjob, cowgirl, cumshot, doggystyle, facial, punishment

aShemaleTube

Hot new video Rika Fox gets Punished # 4

Categories: blowjob, cumshot, doggystyle, facial, hd, punishment

HClips

Punish Me Shrine God, If I Am Too Provocative

Categories: amateur, asian, brunette, crossdressing, hd, japanese, nature, oriental, outdoor, punishment

aShemaleTube

Shemale dominating guy

Categories: anal, big ass, big cock, big tits, blowjob, cumshot, domination, face fucking, latina, masturbation

KeekAss

Army Sergeant Dommes Tied Recruit With Lady Cock Fucking And Face Sitting Training

Categories: anal, army, bdsm, blonde, blowjob, bondage, dick, domination, face sitting, fetish

KeekAss

Amateur thief Casey Cumz cuffed and punished by trans Venus Lux

Categories: amateur, babe, bdsm, big cock, blowjob, bondage, brunette, deep throat, doggystyle, face fucking

Pornstars: Casey Cumz, Venus Lux

aShemaleTube

Jenny gets fucked by The BBC PUNISHER full video available now 😈

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, transsexual

aShemaleTube

TS Lianna Lawson Caught and Punished

Categories: anal, big cock, blowjob, caught, hd, punishment, transsexual

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, transsexual

aShemaleTube

Naughty shemale Nun Korra Del Rio in sexy lingerie punishes janitor DJ

Categories: blowjob, cumshot, domination, fetish, hd, lingerie, naughty, nun, punishment

aShemaleTube

My thick ass needs anal punishment

Categories: amateur, anal, ass, hardcore, homevideo, lingerie, punishment, thick

ShemaleZ

Korra Del Rio - The Naughty Nun Punishes Disgraceful Sinner Dj

Categories: anal, assfucking, asslick, barebacking, blowjob, bondage, doggystyle, hd, lace, lingerie

KeekAss

Shemale BDSM face and anal fucked

Categories: anal, bdsm, bondage, cumshot, domination, fetish, kinky, ladyboy, punishment, tranny

aShemaleTube

NEW RIKA FOX! The BBC PUNISHER fucks Rika Fox! Full video available now subscribe 😈

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, transsexual

AnalDin

Kinky mistress FEMDOM punishment

Categories: ass, ball busting, bdsm, big ass, blowjob, bondage, crazy, cum, cumshot, dominatrix

aShemaleTube

Probation Officer shemale punishes man

Categories: anal, big cock, blowjob, cop, hd, punishment

aShemaleTube

Denali Danger gets fucked by The BBC PUNISHER,full video 20 min video available now 😈

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, transsexual

KeekAss

Naughty Jamie French punishes and pounds Sebastian Keys hard

Categories: anal, big cock, big tits, blonde, blowjob, brunette, deep throat, doggystyle, fetish, french

aShemaleTube

Punishing My Girlcock With a Fleshlight

Categories: amateur, big ass, big cock, big tits, blonde, fleshlight, hd, homevideo, masturbation, punishment

aShemaleTube

Denali Danger gets Punished #3 trailer shes so fucking sexy! Full video available now!

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, transsexual

aShemaleTube

Brunette tranny punisher in black leather corset gets sucked by a dude

Categories: 3some, anal, big ass, big cock, big tits, black, blowjob, brunette, corset, cumshot

aShemaleTube

Busty Yasmin Andrade punishes her slave and fucks him doggystyle

Categories: 3some, anal, big ass, big cock, big tits, blowjob, cumshot, doggystyle, domination, fetish

aShemaleTube

Blonde tranny punisher in leather corset fucks her slave outdoors

Categories: 3some, anal, big ass, big cock, big tits, blonde, blowjob, corset, cumshot, domination

aShemaleTube

Adriana Rodrigues in black leather boots punishes her boyfriend

Categories: 3some, anal, big ass, big cock, big tits, black, blowjob, boots, boyfriend, cumshot

aShemaleTube

Sexy Trans Sissy Steph gets Punished fucked by The BBC PUNISHER and takes a HUGE facial cums

Categories: anal, big black cock, blowjob, cowgirl, cum, cumshot, doggystyle, facial, hd, punishment

XXXDan

Classroom Corporal Punishment Session

Categories: amateur, bdsm, classroom, couple, lingerie, mature, punishment

aShemaleTube

Three busty shemales in leather boots punish a dude until cumshots

Categories: 3some, anal, big ass, big cock, big tits, blowjob, boots, cumshot, domination, fetish

aShemaleTube

Three brunette shemale punishers dominate a stud in bondage on the table

Categories: 3some, anal, big ass, big cock, big tits, blowjob, bondage, brunette, cumshot, domination

aShemaleTube

HOT black CD Strawbee gets punished and shares 2 Hung cocks

Categories: anal, big black cock, black, blowjob, cumshot, dick, doggystyle, facial, hd, punishment

aShemaleTube

Anal Punishment for Christmas

Categories: 3some, anal, ass, dildo, domination, femdom, hd, model, pegging, punishment

aShemaleTube

Esther gets punished in her little skirt. Her ass is so PHAT!🍑😍

Categories: anal, ass, big black cock, blowjob, cumshot, doggystyle, facial, hd, punishment, transsexual

XXXDan

Dominant trash talking latina shemale punishes guy s throat and ass

Categories: anal, ass, bdsm, big ass, big cock, blowjob, hardcore, latina, punishment, throat

aShemaleTube

Jenny Wei gets Punished in her last film

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, transsexual

aShemaleTube

sissy vampire punishes visitor

Categories: amateur, barebacking, big cock, blonde, blowjob, crossdressing, cum in mouth, femboy, hd, ladyboy

aShemaleTube

Strap-on & chastity punishment for stealing Mistress' clothes 😭🔐 @Saskia_and_Sasha on OF

Categories: anal, bdsm, clothed sex, crossdressing, femdom, hd, lesbian, mistress, model, punishment

ShemaleMovie

Trio of dark-haired transgender princess punishers dominate a hunk in bondage

Categories: anal, bdsm, big cock, bondage, creampie, cumshot, dark hair, domination, gangbang, group sex

aShemaleTube

Three brunette and one blonde tranny punisher fuck a stud in bondage

Categories: 3some, anal, big ass, big cock, big tits, blonde, blowjob, bondage, brunette, cumshot

aShemaleTube

Dark skinned shemale punishes a tied up dude with her big cock

Categories: 3some, anal, big ass, big cock, big tits, blowjob, cumshot, domination, fetish, gangbang

aShemaleTube

Brunette tranny in leather corset punishes a man by fucking him

Categories: 3some, anal, big ass, big cock, big tits, blowjob, brunette, corset, cumshot, domination

aShemaleTube

Blonde shemale punisher with huge tits fucks her blindfolded slave

Categories: 3some, anal, big ass, big cock, big tits, blindfolded, blonde, blowjob, cumshot, domination

JizzBunker

Anal punishment no cum

Categories: anal, bdsm, big tits, cum, hardcore, latex, punishment, solo, teen (18+), toys

aShemaleTube

Headmaster punishes and fucks bound shemale student

Categories: anal, bound, domination, fetish, hd, punishment, student, teen (18+)

aShemaleTube

Thai tranny punished hard on her couch

Categories: amateur, anal, asian, couch, homevideo, punishment, thai, tranny

aShemaleTube

Crossdresser punished

Categories: amateur, crossdressing, domination, fetish, homevideo, punishment

HotMovs

Transsexual Punishment

Categories: big tits, hd, latina, punishment, transsexual

aShemaleTube

dizzys pissy panties punishment

Categories: bdsm, fetish, hd, humiliation, kinky, mistress, panties, pissing, punishment, sissy

KeekAss

Crossdresser nine17

Categories: amateur, bdsm, crossdressing, dress, ebony, hd, lesbian, mature, punishment, sissy

aShemaleTube

Hot domina in leather outfit punishes a curvy tranny

Categories: amateur, anal, assfucking, curvy, dominatrix, femdom, handjob, homevideo, leather, punishment

aShemaleTube

Ebony shemale punishing a dude hard

Categories: amateur, anal, assfucking, black, ebony, hardcore, punishment, tranny

aShemaleTube

The best punishment for double dipping, is a steamy threesome with TS Eva

Categories: 3some, big tits, hd, punishment, tranny, transsexual

aShemaleTube

Two friends humiliate and punish a sissy

Categories: 3some, abuse, amateur, anal, friend, homevideo, punishment, sissy

aShemaleTube

Stunning domina punishes her male pet's ass and mouth - POV

Categories: amateur, anal, ass, assfucking, domination, dominatrix, hardcore, homevideo, pov, punishment

KeekAss

Leatransteen frolicking with a phat fake penis and jizm in own facehole

Categories: amateur, anal, anal toying, brunette, crossdressing, cum, cumshot, dick, dildo, huge dildo

TrannyOne

Czech MILF dominates a stranger with her strapon KellyAErick

Categories: amateur, bdsm, crossdressing, czech, dominatrix, femdom, humiliation, husband, milf, mistress

aShemaleTube

Ass punishment with Raven LeTrap

Categories: amateur, ass, cumshot, hd, masturbation, punishment, small tits, solo, stockings, toys

aShemaleTube

Thick tattooed tranny punishes a dude raw

Categories: amateur, anal, ass, big ass, domination, hd, homevideo, punishment, tattoo, thick

KeekAss

Super-Fucking-Hot Semolina Pudding Clyster for Large Butt Stiff Penalty

Categories: amateur, anal, ass, bdsm, big ass, bondage, crossdressing, fetish, punishment

FetishPapa

Latina She male domination

Categories: big cock, blowjob, face fucking, humiliation, latina, maledom, punishment

TrannyOne

Latex maid Lisa gets a good spanking and flogging from crossdresser Mistress Jenny

Categories: bdsm, british, crossdressing, domination, english, european, femdom, hd, latex, maid

TrannyOne

Natassia promises lorelei anything lorelei accepts

Categories: anal, anus, ass, assfucking, babe, bdsm, beauty, blowjob, bondage, cum

TrannyOne

Pimp and prostitute-shemale punished prostitute-rival

Categories: anal, ass, bdsm, classic, creampie, cum, cum in mouth, domination, european, french

TrannyOne

Kinky twink gets his ass plummeted by the nasty Tgirl on the couch

Categories: anal, anus, ass, bdsm, brunette, couch, couple, dark hair, domination, hardcore

TrannyOne

CD Slut Fucked by Anon Grindr Cock

Categories: amateur, anal, anus, ass, assfucking, crossdressing, dick, hd, homevideo, lingerie

TrannyOne

TS Yoga Instructor Dominates Foot-Sniffer

Categories: anal, anus, ass, bdsm, coach, domination, extreme, feet, fetish, fisting

TrannyOne

T-girl parole officer otk spanks dude

Categories: anal, anus, ass, bdsm, blowjob, cop, crossdressing, cum, cumshot, domination

TrannyOne

Shemale with Leash Loves Anal

Categories: anal, anus, ass, bdsm, bed sex, bedroom, big tits, blowjob, bondage, brunette

TrannyOne

Hot Shemale Ass Spanking and Anal Toying

Categories: anal, anal toying, anus, ass, booty, dildo, ladyboy, masturbation, punishment, solo

TrannyOne

Skinny shemale with big round boobs slams her cock in a tight ass

Categories: amateur, anal, anus, ass, bed sex, bedroom, blonde, condom, couple, dick

TrannyOne

Massage session with the kinky TS babe turns into an amazing anal fuck for the lucky lad

Categories: amazing, anal, anus, ass, assfucking, babe, beauty, belly, condom, couple

TrannyOne

Nasty thief gets punished for robbing by getting his ass stretched wide by the hot trans chick's huge Tcock

Categories: anal, anus, ass, ass to mouth, assfingering, bdsm, big cock, big tits, couch, couple

TrannyOne

Tgirl Dominates Delivery Man Worships Feet And Gets Fucked, S2

Categories: anal, anus, ass, bdsm, big cock, big tits, blowjob, condom, couch, couple

TrannyOne

Dominant trans chick sticks her thick Tcock in the sissy's ass deep and hard

Categories: anal, anus, ass, bdsm, black, couch, couple, domination, ebony, fat

TrannyOne

Lovely lad fulfills the TS babe's feet fetish before sucking and riding her thick cock

Categories: 69, anal, anus, ass, babe, bed sex, bedroom, blonde, couple, cum

TrannyOne

Rayna Leah and Isadora Venturini 3Way Tranny Sex

Categories: 3some, blowjob, domination, face fucking, fantasy, gangbang, kinky, ladyboy, leather, master

TrannyOne

Punish Babe 3D Hardcore Doggystyle Milf

Categories: 3d, 3some, babe, doggystyle, futanari, hardcore, milf, punishment

TrannyOne

Busty blonde tranny dominatrix Gia punishes and humiliates her lover

Categories: abuse, big tits, blonde, dick, dominatrix, juicy, punishment, seduce, tgirl, tranny

TrannyOne

Brunette slim shemale babe punishes bound slave's cock and ass

Categories: ass, babe, bound, brunette, dick, punishment, seduce, slave, slim, transsexual

aShemaleTube

Rika Fox Gets punished # 9 she's such a cutie 😍

Categories: anal, big black cock, blowjob, cowgirl, cumshot, cute, doggystyle, facial, punishment, transsexual

aShemaleTube

Leather outfit ts domina punishes her slave's ass and mouth

Categories: amateur, anal, ass, blowjob, domination, dominatrix, face fucking, hardcore, hd, homevideo

KeekAss

Chelsea Marie Anal Pegging Session

Categories: anal, bdsm, big cock, blowjob, bondage, cumshot, deep throat, domination, fetish, kinky

aShemaleTube

SEXY TS VIVIANA ROSE GETS PUNISHED #1

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, transsexual

aShemaleTube

Horny BF punishes and pounds big tits Asian tranny Pooky with BWC

Categories: anal, asian, barebacking, big ass, big cock, big tits, blowjob, boyfriend, hd, interracial

aShemaleTube

Ebony tranny domina punishes her bf in the kitchen

Categories: amateur, anal, boyfriend, domination, dominatrix, ebony, hardcore, hd, homevideo, kitchen

KeekAss

Cruel Jamie French Humiliates Sebastian with Foot Worship and Deep Anal Fucking

Categories: abuse, anal, bdsm, bondage, brutal, domination, feet, fetish, french, handjob

aShemaleTube

Latex TS Clone Anal Punishment BDSM

Categories: anal, bdsm, big cock, blowjob, hd, latex, punishment, transsexual

aShemaleTube

Pietra Mancini and friend break and use up the slave, fistin and fuckin

Categories: 3some, anal, fetish, fisting, friend, gaping hole, huge cock, humiliation, latex, pornstar

Pornstars: Pietra

TrannyOne

Chubby heshe domina punishes a big guy

Categories: anal, assfucking, chubby, domination, dominatrix, hardcore, punishment, tranny

KeekAss

Real Young She-creature Prostitute!

Categories: blonde, blowjob, czech, hd, pick up, punishment, slut, street, teen (18+), tranny

aShemaleTube

Rika Fox gets seduced by The BBC PUNISHER! Full video available now 🤩 SO HOT! Shes so cute

Categories: anal, big black cock, blowjob, cowgirl, cumshot, cute, doggystyle, facial, hd, punishment

aShemaleTube

Ella Hollywood bound and anal punished

Categories: anal, big cock, blowjob, bound, hd, punishment

aShemaleTube

Avery Angel gets fucked by The BBC PUNISHER! Full 22 min vid available now! SO HOT!

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, interracial, punishment

KeekAss

Shemale agent punishing immigrant

Categories: anal, barebacking, bdsm, blowjob, bondage, domination, face fucking, fetish, hardcore, hd

TrannyOne

Trans dominatrixes punishing males in compilation BDSM sex

Categories: anal, bdsm, bondage, compilation, domination, fetish, hd, kinky, ladyboy, punishment

aShemaleTube

Rika Fox gets punished and takes a MASSIVE facial #8 full video available

Categories: anal, big black cock, blowjob, cumshot, dick, doggystyle, facial, hd, punishment, riding

aShemaleTube

Rika Fox gets punished #7 😈 full video available now plus all our other collabs 😉

Categories: anal, big black cock, blowjob, cumshot, doggystyle, facial, hd, punishment, transsexual

aShemaleTube

Sexy Blonde Sissy gets fucked hard by The BBC PUNISHER! Full 20 min video available now 😈

Categories: anal, big black cock, blonde, blowjob, cowgirl, cumshot, doggystyle, facial, hardcore, hd

aShemaleTube

Esther gets punished #2 her ass is so phat Taking them backshots 😈 full video available now

Categories: anal, ass, big black cock, blowjob, cumshot, doggystyle, facial, hd, punishment, transsexual

aShemaleTube

Sexy Young Trans Denali Danger gets Punished #3 out now!

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, teen (18+)

aShemaleTube

Denali Danger gets Punished #3 out now!!! Shes so amazing

Categories: amazing, anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment

aShemaleTube

Avery Angel gets Punished #2 trailer full video Available now! Only 4.99

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, transsexual

aShemaleTube

Domina shemale punishes a dude's ass and mouth

Categories: amateur, anal, ass, domination, dominatrix, face fucking, hardcore, punishment, tranny

PornLib

Crossdressers humiliated and punished in BDSM group session

Categories: abuse, bdsm, crossdressing, group sex, latex, punishment

DrTuber

Three busty shemales in leather boots punish a dude until

Categories: big tits, boots, group sex, hd, leather, punishment

aShemaleTube

Three shemales punish a tied up dude before cumming on his chest

Categories: 3some, anal, big ass, big cock, big tits, blowjob, cum, cumshot, domination, fetish

aShemaleTube

Mistress fucks and punishes my ass

Categories: amateur, anal, ass, big cock, crossdressing, domination, fetish, greek, mistress, punishment

aShemaleTube

Three busty shemales in black lingerie punish their tied up lover

Categories: 3some, anal, big ass, big cock, big tits, black, blowjob, cumshot, domination, fetish

aShemaleTube

Sissy Steph gets Punished by The BBC PUNISHER and takes a nasty facial cumshot trailer/clip

Categories: anal, big black cock, blowjob, cowgirl, cumshot, doggystyle, facial, hd, punishment, sissy

aShemaleTube

Ebony CD Gets her phat ass punished by 2 Hung cocks and takes a nasty facial trailer/clip

Categories: anal, ass, big black cock, blowjob, cumshot, dick, doggystyle, ebony, facial, hd

KeekAss

Tutor penalizes bratty trans college girl (FEMALE DOMINATION NAIL)

Categories: anal, bdsm, blowjob, brunette, college, denial, edging, female orgasm, femdom, fetish