Sissy Videos » 15

VideoSection

Dressing you up like a sissy lady is such a blast

Categories: bdsm, bisexual, domination, dress, femdom, lingerie, pornstar, pov, sissy

Pornstars: Bossy Delilah

xHamster

Two Perverted Mistresses Train a Male Looser - 2

Categories: ass, big ass, brunette, femdom, handjob, hardcore, hd, licking, mistress, perverted

PornGem

Pegging doms fuck ass and jerk subs cock in group CFNM

Categories: amateur, assfucking, babe, blonde, brunette, cfnm, dick, femdom, fetish, group sex

JizzBunker

Pegging doms fuck sissy in amateur FFM with sex toys

Categories: 3some, amateur, babe, blonde, brunette, cfnm, femdom, ffm, hardcore, lingerie

JizzBunker

Pegging doms fuck and whip strapon sissy in group action

Categories: amateur, babe, big tits, femdom, group sex, hardcore, lingerie, pegging, sissy, spanking

xHamster

Let Her Beg for Her Orgasm

Categories: bdsm, catsuit, doll, domination, femdom, fetish, happy ending, hd, humiliation, latex

xHamster

BEND OVER SISSY SLUT ! MY STRAPON IS HORNY !

Categories: anal, bdsm, bend over, bisexual, blonde, dominatrix, extreme, femdom, german, hd

TubeON

Vanessa Vixon - Sissy Fuck Toy Surprise

Categories: blonde, femdom, fetish, sissy, strap-on, surprise, toys

xHamster

Girly Gooning Training

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xHamster

I draw a heart around my husband's asshole and put a butt plug

Categories: amateur, anal, ass, buttplug, cage, couple, crossdressing, femdom, hd, high heels

xHamster

Indian sexy bhabi Open Toking

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NuVid

Domina Dark - Dizzy Miss Sissy In Training

Categories: bbw, blonde, brunette, dominatrix, group sex, sissy, stockings

xHamster

2023 Femdom Cumshots Compilation

Categories: amateur, anal, compilation, couple, cum, cumshot, femdom, hd, homevideo, husband

xHamster

Mistress Came Home From the Gym and Made Her Slave Lick Her and Smell and Swallow Her Farts

Categories: ass, asslick, cleaner, couple, cum swallowing, face sitting, farting, feet, femdom, fetish

xHamster

Femdom Strapon Pegging Sissy Slut by Dominafire

Categories: amateur, anal, asian, femdom, fishnet, german, hd, mistress, pegging, sissy

xHamster

Behind the Scenes of Sissy Squirt Session for Multi Orgasm During Massage

Categories: 69, behind the scenes, big ass, blowjob, cumshot, erotic, fingering, hairy, hd, massage

PornGem

Busty pegging femdom babes fuck guy in 3some with strapon

Categories: 3some, amateur, babe, big cock, big tits, blonde, blowjob, brunette, femdom, hardcore

xHamster

Pegging Hard with My Huge Cock Dreamsickel

Categories: amateur, anal, ass, buttplug, cfnm, couple, dick, dildo, extreme, fantasy

xHamster

Angry mistress fuck the sissy with the huge dildo and she cums and screams like a bitch

Categories: amateur, anal, angry, bitch, couple, crossdressing, cum, cumshot, dildo, femdom

xHamster

Sissy Conditioner 2 Sissy Reboot

Categories: amateur, dirty, dirty talk, edging, erotic, fetish, hd, joi, masturbation, sissy

xHamster

Cuckold Archive - Largest video collection of cuckold videos

Categories: amateur, big black cock, cheating, cleaner, cuckold, gangbang, husband, interracial, jizz, old

xHamster

Your Mistress Is Looking for Something for You to Wear so You Can Play Dress up.

Categories: amateur, ass, bbw, big ass, big tits, dirty talk, dress, hd, mistress, sissy

VideoSection

Femdom Dresden trains her fool sissy cucks part two

Categories: anal, anal toying, ass to mouth, buttplug, coach, femdom, huge cock, monster cock, sissy, strap-on

xHamster

How to Suck Cock 101 - for the Beta Sissy Gooner Boys

Categories: amateur, bbw, big ass, big natural tits, big tits, blowjob, boy, cei, cuckold, curvy

PornGem

Femdom CFNM babes in heels fuck doctor with dildo in 3way

Categories: 3some, amateur, babe, brunette, cfnm, dildo, doctor, femdom, hd, high heels

XXXDan

Unleashing Soundtrack Be a Sissy Slut with Music

Categories: amateur, fetish, hardcore, music, sissy, slut

xHamster

Punch Fisting. the Mistress Fucked Her Slave's Anal Hard with Her Fists. His Ass Was Ripped Open

Categories: anal, anal fisting, ass, close up, couple, cumshot, extreme, femdom, fisting, gaping hole

JizzBunker

Valentina Nappi goes black in front of a sissy boy

Categories: big ass, big cock, black, boy, cuckold, cumshot, fetish, hairy, interracial, italian

Pornstars: Valentina Nappi

VideoSection

Hardcore female domination with a strap-on and intense climax

Categories: anal, ass to mouth, bdsm, bound, cumshot, femdom, hardcore, humiliation, orgasm, prostate

FetishPapa

Sexy Blue Eyes Sheboy in Black Lingerie in a Live Cam Show Part 2

Categories: black, blue eyed, crossdressing, fetish, hd, lingerie, sissy, webcam

xHamster

I my husband's ass with a long strapon

Categories: amateur, ass, belgian, cage, cuckold, dirty, dirty talk, dominatrix, femdom, hd

HDSex

Dominant mistress stretches and pounds the submissive sissy bitch's ass

Categories: ass, bdsm, femdom, gaping hole, mistress, sissy, strap-on, submissive

VideoSection

The dominant mistress passionately takes her boyfriend's ass and makes him lick her pussy afterward

Categories: amateur, anal, anal toying, argentinian, ass, ass to mouth, bdsm, bisexual, bodystocking, bound

JizzBunker

Thrilling Russian teen sissy Baffys gets drilled well

Categories: drilling, hardcore, russian, sissy, teen (18+)

XTits

FEMDOM porn Sissy StrapOn Xmas Present

Categories: big tits, femdom, fetish, orgasm, pussy, sissy, strap-on, wet, xmas

HDSex

Sissy, metronome, 3 dimensional

Categories: 3d, anal, gym, sissy, train

xHamster

Pegging and Rimjob Before Sexy Woman Letting Her Pussy Fucked

Categories: 69, anal, ass to mouth, bisexual, brazilian, cunnilingus, erotic, hd, lingerie, pegging

VideoSection

Dominatrix April and her naughty nymphs are getting wild

Categories: amateur, anal, ass to mouth, bdsm, big tits, bondage, cage, catsuit, doctor, dominatrix

HDSex

Sissy, gokkun, internal ejaculation

Categories: big cock, bukkake, creampie, cumshot, femdom, gokkun, handjob, jizz, massage, mistress

AnalDin

Latex BDSM femdoms fucks sissy in CFNM threesome orgy with strapons

Categories: 3some, amateur, bdsm, cfnm, dominatrix, femdom, fetish, latex, milf, orgy

HDSex

Bizarre Halloween Sissy Threesome with Sissy Fina & Jade Indica on SweetFemdom

Categories: 3some, anal, big cock, bizarre, double penetration, halloween, latex, pornstar, sissy, toys

Pornstars: Jade Indica

HotMovs

Latex Guide Mistress Alice Teaches Sissy Maid Rubber Gummi

Categories: american, bbw, big ass, big tits, ebony, interracial, latex, maid, mistress, rubber

xHamster

Good Morning with Yummy Cummies

Categories: amateur, cei, cum, dirty, dirty talk, femdom, fetish, hd, joi, masturbation

HDSex

Dominant mistress dominates sissy cuckold in chastity and makes her crave a massive cock! Part 3 - Extreme anal stretching!

Categories: anal, anal toying, big cock, buttplug, cuckold, extreme, femdom, gaping hole, mistress, sissy

xHamster

Triggers to Whore - Tits and Pussy Girl Body Born - Mind's Pink Cock Rules You Now

Categories: amateur, dick, dirty, dirty talk, fetish, goddess, hd, joi, milf, pussy

XXXDan

BBW Sissy fucks BBC in all her holes

Categories: all holes, anal, bbw, big ass, big black cock, big cock, big tits, black, close up, hardcore

HDSex

Mistress domination, sissy femboy fucked, dominant woman

Categories: bdsm, domination, humiliation, mistress, sissy, slave, submissive

xHamster

Cuckold Archive Sissy husband sucking BBC who fucks his wife

Categories: amateur, big black cock, big cock, cuckold, dick, group sex, humiliation, husband, interracial, old

xHamster

Girlfriend Dresses You up for Halloween: Feminization, Chastity, Bi-encouragement and Lots of Dirty Talk

Categories: american, big tits, bisexual, cage, costume, crossdressing, dirty, dirty talk, dress, fantasy

HDSex

DominaFire's expert sissy training: A journey of humiliation, foot worship, and sissification

Categories: feet, humiliation, sissy, worship

FetishPapa

Amateur Sissy Boy in Bondage Gets Fucked by Her Master

Categories: amateur, barebacking, bondage, boy, crossdressing, master, sissy, spanking

JizzBunker

An English Sissy Village 25

Categories: cartoon, english, sissy, village

HDSex

Unexperienced, pegging, sissy femboy

Categories: amateur, anal, mistress, pegging, sissy, strap-on, toys

xHamster

Slutting Out Stepdaddy

Categories: amateur, american, babe, black, ebony, femdom, fetish, hd, humiliation, kinky

TnaFlix

Best of Hands Free cumshots! Femdom and Cum Compilation.

Categories: amateur, asian, ass, bdsm, big black cock, compilation, crossdressing, cum, cumshot, domination

xHamster

Sissy Slut Was Simply Fucked off - All About Sensual Pleasures of Becky Carol and Michael Ernandes

Categories: amateur, beauty, blowjob, couple, crossdressing, cuckold, cumshot, foreplay, handjob, hd

JizzBunker

Desi village big ass sissy

Categories: anal, asslick, big ass, cowgirl, creampie, desi, licking, masturbation, mature, milf

Txxx

Bwc Sissy Worship With Sexy

Categories: anal, assfucking, blonde, deep throat, nature, outdoor, redhead, rimjob, sissy, tattoo

HDSex

Shy Lara explores her pleasure with a dildo, causing a creamy release

Categories: amateur, anal, anal toying, creampie, cumshot, dildo, shy, sissy

VideoSection

Bathroom fuck, anal dildo

Categories: aerobics, amateur, anal, anal fisting, anal toying, argentinian, ass to mouth, bathroom, bdsm, big tits

VideoSection

Bdsm slave, anal fuck

Categories: amateur, anal, argentinian, ass to mouth, bdsm, big tits, bound, cumshot, cunnilingus, cunt

PornID

Small-dicked sissy is dominated by three kinky girls

Categories: ass, bdsm, big ass, big tits, blonde, kinky, pornstar, queen, sissy, small cock

Pornstars: Kinky Carmen

HDSex

Sissy boy, sissy training, cock sucking

Categories: boy, dick, femdom, mistress, pov, sissy, slut, sucking, train

PornGem

Avas Sissy Maid

Categories: big tits, blonde, femdom, fetish, hd, maid, milf, sissy

xHamster

Sissy bitch dressed up, wearing a wig and pegged hardcore in his tight hole

Categories: amateur, anal, bisexual, bitch, british, crossdressing, cum, doggystyle, femdom, hardcore

PornGem

The Sissy Maid And The Cocksucker

Categories: black, blowjob, brunette, dick, ebony, femdom, fetish, hardcore, hd, maid

VideoSection

Fay Grey dominates Gwen with sissy cuckolding and femdom assplay

Categories: anal, ass to mouth, bdsm, domination, enema, femdom, sissy

HDSex

Bisex femdom, sissification, bisexual videos

Categories: bisexual, femdom, humiliation, sissy

xHamster

Did You Hear Stepmommy Getting Pounded by Her Black Bull

Categories: amateur, belly, black, blowjob, cowgirl, dick, fetish, hd, humiliation, lingerie

xHamster

The lady whips and hangs the sissy slaves

Categories: 3some, angry, beauty, femdom, mistress, pussy, shaved, sissy, slave, wax

xHamster

POV Femboy Handjob with Behind-the-scene Views! - All Views!

Categories: amateur, blonde, boy, chubby, couple, crossdressing, cuckold, cum, cumshot, dick

VideoSection

Command, most seen

Categories: bdsm, bisexual, domination, femdom, humiliation, lingerie, pov, sissy

HClips

Sissy In Flat Chastity Cage Fucked Raw And Then Gets Cumshot In Her Face

Categories: amateur, big ass, big cock, blonde, cage, cumshot, deep throat, hd, sissy, webcam

Txxx

Sissy Name

Categories: cfnm, sissy

VideoSection

CFNM babes dominate and humiliate sissy with pegging, spanking, and high-heeled footjobs

Categories: 3some, abuse, amateur, babe, cfnm, femdom, footjob, handjob, high heels, humiliation

VideoSection

Sissy training, amateur homemade

Categories: amateur, bdsm, belgian, cage, cheating, cuckold, dirty talk, domination, femdom, homevideo

VideoSection

Femdom, handjob

Categories: bbw, chained, chubby, cumshot, femdom, handjob, jizz, milf, mistress, sissy

xHamster

47-year-old widow Sissy is exploring new adventures on the FREELOVE adult dating site.

Categories: amateur, beauty, big tits, business woman, casting, dating, european, gilf, hairy, hd

JizzBunker

Ballbusting Hostess Extreme femdom Cruel mistress PTA Binding Chastity Sissy leg Legs

Categories: amateur, anal, ball busting, bdsm, big ass, big cock, big tits, black, brutal, cumshot

XXXDan

Ballbusting hostess Extreme Femdom Cruel mistress CBT Binding Chastity Sissy Foot Legs

Categories: amateur, ball busting, bdsm, big ass, big cock, big tits, brutal, cumshot, extreme, feet

NuVid

Goddess Alexa - Sissy Mantras

Categories: brunette, goddess, masturbation, milf, sissy, softcore, solo, stockings

VideoSection

Dominant woman, chastity cage

Categories: anal, anal fisting, cage, femdom, gaping hole, mistress, sissy

VideoSection

Mistress employs large strap-ons on submissive sissy with a round rear

Categories: aerobics, amateur, anal, anal fisting, ass to mouth, creampie, femdom, fisting, gaping hole, huge dildo

JizzBunker

Slamming Cock And Mouth Fucking My Sissy Bitch - Making Her Gag

Categories: amateur, big cock, bitch, blowjob, deep throat, dick, dildo, gagging, hardcore, milf

xHamster

PART 3 - SUCK THIS COCK FOR ME

Categories: babe, big cock, bisexual, blowjob, british, brunette, bunny, close up, cougar, dick

XXXDan

Ballbusting Mistress Extreme Femdom Cruel Dominatrix CBT Pegging Chastity Sissy Foot Feet

Categories: amateur, anal, ball busting, big ass, big cock, big tits, black, brutal, creampie, cumshot

JizzBunker

Ruined orgasm for my sissy after teasing session with sounding

Categories: amateur, bdsm, big cock, big tits, cfnm, cumshot, dutch, femdom, fetish, handjob

JizzBunker

Femdom girls slap and fuck strapon sissy in group action

Categories: babe, blowjob, femdom, group sex, hardcore, sissy, slap, spanking, strap-on, toys

IcePorn

TheTabithaJane - Sissy JOI and Anal Instruction

Categories: amateur, anal, joi, public, sissy, softcore, solo, webcam

xHamster

Amazing pegging and invisible strapon

Categories: amateur, amazing, beauty, bisexual, blonde, boy, couple, cuckold, czech, european

PornoXO

Genitalia haircut & edging for chastity slave

Categories: amateur, anal, brunette, buttplug, cage, domination, edging, femdom, german, handjob

XXXDan

Sissy training: you suck 2 cocks! dominatrix

Categories: amateur, bdsm, big cock, big tits, dick, dominatrix, european, femdom, fetish, lingerie

VideoSection

Dominating my submissive man with a deep and prolonged pegging session!

Categories: amateur, bdsm, bound, boyfriend, canadian, close up, cuckold, domination, face sitting, femdom

xHamster

How to cum without hands lesson 3 by Mistress Mary!

Categories: anal, anal toying, bdsm, big tits, bisexual, cum, cumshot, domination, femdom, hd

xHamster

PEGGING AND PISSING ON MY SLUT IN CHASTITY !

Categories: anal, ass, bbw, bdsm, big ass, big tits, bisexual, blonde, booty, british

JizzBunker

Subtitled Sissy Story: Spy Part 2

Categories: blonde, fetish, hidden cam, sissy, story, voyeur

xHamster

Wild pegging - Zeida and Luciferia

Categories: anal, bdsm, cfnm, dick, femdom, fetish, french, hd, hungarian, licking

xHamster

My wife suck a big dick and talk dirty to me

Categories: amateur, big cock, brazilian, dick, dirty, dirty talk, handjob, hd, homevideo, humiliation

JizzBunker

BBC Sissy Gloryhole Sluts Compilation

Categories: big black cock, big cock, black, blowjob, compilation, cumshot, deep throat, gloryhole, interracial, sissy

xHamster

Tamil akka teach thangachi to self sex

Categories: asian, brunette, couple, desi, fingering, foreplay, hd, homevideo, indian, lesbian

XXXDan

Cuckold sissy secrets Watching wife with BBC in cheap motel

Categories: amateur, big black cock, big cock, black, cuckold, hotel, interracial, motel, sissy, watching

xHamster

Sissy MILF Anal Fingering Her Pink Asshole & Playing With Her Hard Clit

Categories: amateur, american, anal, ass, assfingering, big clit, brunette, clit, close up, fingering

xHamster

Desi fingers herself close-up with creampie and slime

Categories: amateur, babe, beauty, classic, close up, creampie, desi, fingering, hairy, hd

XXXDan

Femdom strapon stripping MILF in lingerie fucks sissy butt

Categories: amateur, ass, cfnm, femdom, fetish, lingerie, milf, pantyhose, sissy, strap-on

VideoSection

Latina teenage dominatrix AngeLove fucks her sissy slave in a dominant Amazon position, making him cum hard!

Categories: amateur, anal, big ass, cum, dominatrix, femdom, homevideo, latina, mistress, pov

XXXDan

SISSY ANAL TRAINER - GINA VALENTINA ROLEPLAY

Categories: anal, big cock, hardcore, pornstar, sissy, slut

Pornstars: Gina Valentina

xHamster

Cuckold MILF - Old sissy saving his bride for gangbang

Categories: amateur, big black cock, bride, cheating, cuckold, friend, gangbang, interracial, milf, old

JizzBunker

Sissy joi

Categories: big cock, black, joi, sissy

xHamster

Femdom Wife Shoves a 30cm Long Butt Plug Deep in Sissy Husband While Giving a Handjob, CBT

Categories: buttplug, femdom, handjob, hd, husband, sissy, wife

its.PORN

Pegging femdom controlling sissygasm after strapon anal

Categories: amateur, anal, babe, big tits, bondage, doggystyle, domination, femdom, hardcore, masturbation

xHamster

Stepmom milks her boy with a hot orgasm!

Categories: amateur, blonde, boy, couple, cum, cumshot, dick, european, femdom, handjob

its.PORN

Sissy guy strapon pegged by CFNM tattooed babe in lingerie

Categories: amateur, anal, babe, blonde, cfnm, cowgirl, doggystyle, domination, face sitting, femdom

its.PORN

Sissy Wife Date Night Pegging and Pussy Eating - Clara Dee POV Virtual Sex

Categories: amateur, blonde, brunette, cage, chubby, cute, dark hair, dildo, dirty talk, femdom

VideoSection

Mistress Alessa dominates, feeds, and cleans up her sissy slut

Categories: babe, bdsm, big tits, domination, fantasy, feet, femdom, food, german, humiliation

its.PORN

Pantyhose femdom babe strapon fucks sissy after pussylicking

Categories: amateur, anal, anal toying, babe, big ass, blonde, cunnilingus, domination, femdom, fetish

XXXDan

Sissy joi

Categories: big cock, black, joi, sissy

JizzBunker

Busty strapon inked domina in pantyhose fucks sissy ass

Categories: ass, big tits, dominatrix, femdom, fetish, fishnet, milf, pantyhose, sissy, strap-on

HDSex

Sissy femboy takes a hardcore pegging from a dominant femdom mistress

Categories: amateur, anal, femdom, hardcore, jizz, mistress, pegging, pov, sissy, toys

JizzBunker

Bondage sissy strapon tied by police dom girls in cell

Categories: amateur, babe, bondage, cop, femdom, group sex, sissy, spanking, strap-on, tied up

xHamster

Happy Birthday, Sissy Bitch!! Hot Training of Your Cunt! Arya Grander

Categories: birthday, bitch, cunt, hd, sissy