Sissy Videos » 18

VideoSection

Dirty fisting and wanking with some serious ass play

Categories: aerobics, anal, anal fisting, ass, ass to mouth, dirty, femdom, fisting, gaping hole, massage

PornGem

Pegging strapon babes fuck sissy in group hard session

Categories: amateur, babe, big ass, big tits, blonde, blowjob, brunette, femdom, group sex, hardcore

XoZilla

FEMDOM PEGGING DENIAL EDGING STRAPON DOMINATION MISTRESS SISSY SISSIFICATION TRAINER BNWO ANAL SEX FEMBOY COMPILATION HUMILIATION FACESITTING - Bj

Categories: anal, bdsm, big ass, blowjob, bondage, compilation, cumshot, denial, domination, edging

VideoSection

Sissy husband and wife explore with a fake penis

Categories: amateur, anal, ass to mouth, bound, british, dick, femdom, homevideo, husband, sissy

PornoXO

My mistress watching me tied and struggling (sissy)

Categories: amateur, bondage, domination, fetish, homevideo, mistress, sissy, spanking, tied up, watching

PornGem

BDSM divine domme torments sub tied up cock with rope

Categories: bdsm, big cock, big tits, blonde, bondage, dick, dominatrix, femdom, hardcore, hd

UPornia

Two sissy thralls pleasing one wicked dominatrix

Categories: 3some, brunette, cunnilingus, dominatrix, femdom, russian, sissy, teen (18+)

PornGem

Mean busty domina torments sub cock with teasing BJ and HJ

Categories: amateur, big ass, big cock, big tits, blowjob, dick, dominatrix, fake tits, femdom, fetish

PornGem

Busty fisting domina fists sissy asshole in BDSM lesson

Categories: ass, bdsm, big tits, blonde, blowjob, bondage, cfnm, dominatrix, femdom, fetish

NuVid

Lord Goddess Maria - Sissy Gets Caught

Categories: amateur, bdsm, caught, femdom, fetish, goddess, handjob, lingerie, sissy

VideoSection

Sissy sprays everywhere after a wild session with mature woman Cindy Gold

Categories: amateur, barebacking, big clit, big cock, blowjob, cunt, deep throat, gaping hole, girlfriend, long hair

Pornstars: Cindy Gold

SexOcean

Sissy guy is masturbating while his girlfriend getting nailed on the couch, by a black guy

Categories: 3some, black, blowjob, classic, couch, facial, girlfriend, handjob, hardcore, lingerie

WinPorn

More Punishment for a Sissy

Categories: amateur, blonde, femdom, milf, punishment, sissy, softcore, solo, stockings, webcam

YepTube

SneezeGoddess - Showing Our Sissy Girlfriend the Nylon

Categories: amateur, feet, fetish, girlfriend, masturbation, nylon, redhead, sissy, softcore, solo

HD21

Cruel Girlfriend - Hump Your Pillow Sissy

Categories: blonde, brutal, girlfriend, sissy, softcore, solo, webcam

WinPorn

Christy Berrie - Permalocked Sissy

Categories: amateur, babe, blonde, fetish, latex, sissy, softcore, solo, webcam

HogTV

Trendy assfuck - frozen starring Nikky Dream clip

Categories: assfucking, babe, fantasy, femdom, handjob, hd, pantyhose, pegging, sissy, slut

HDSex

Pegging and training sissy until they reach orgasm

Categories: amateur, american, anal, ass to mouth, cumshot, cunt, femdom, humiliation, jizz, milf

PornGem

Bisexual pegging tattooed MILF fucks sissy in prison orgy

Categories: anal, big ass, big cock, big tits, bisexual, blowjob, crossdressing, deep throat, hardcore, hd

uiPorn

To Slurp Boy Filth/Goddess Valora's Sissy Drill-A-Thon

Categories: big cock, big tits, boy, brunette, femdom, goddess, hardcore, hd, sissy, strap-on

VideoSection

Innocent brunette gets playful fun in the hands of her femdom mistress

Categories: artistic, brunette, cage, cfnm, couple, cunt, edging, femdom, funny, german

HDSex

Blonde goddess leads anal training and worship sessions for bratty subs

Categories: anal, ass to mouth, bisexual, blonde, femdom, goddess, mistress, pov, sissy, slut

FetishPapa

Dirty daddy with two crossdressers

Categories: amateur, anal, crossdressing, daddies, dirty, group sex, hd, high heels, party, piss drinking

HDSex

German, sissy training, chastity cage

Categories: anal, anal toying, ass to mouth, blowjob, buttplug, cage, german, mistress, sissy, toys

its.PORN

Hose-Wearing Sissy Boy! - Kelly Leigh

Categories: anal, blonde, blowjob, boy, brunette, cumshot, fetish, lingerie, mature, milf

Pornstars: Kelly Leigh

HogTV

Babes - EBONY IVORY (Chloe James), (Tila Flame)

Categories: babe, cumshot, ebony, femdom, handjob, hd, pantyhose, pegging, pornstar, sissy

Pornstars: Chloe James

HDSex

Sissy goes wild after a raunchy pounding, making a mess everywhere

Categories: amateur, ass to mouth, big ass, grandma, hairy, long hair, massage, mature, old and young, pornstar

Pornstars: Cindy Gold

Beeg

:) the Best New Cum Twice Challenge

Categories: compilation, cum, cumshot, fetish, handjob, hardcore, joi, milf, pov, sissy

DrTuber

Miss Lady Ashley - Naughty Sissy Gagging For Cock

Categories: amateur, anal, bdsm, blonde, dick, doggystyle, femdom, gagging, milf, naughty

Pornstars: Miss Lady

HD21

FEMDOM EMPIRE - Austin Lynn - Rubber Sissy Submission

Categories: femdom, fetish, lesbian, rubber, sissy, toys

VideoSection

Newbie Italian pornstars Sissy Neri and Wanilianna explore their wild fantasies in a steamy shower session

Categories: amateur, bathroom, fantasy, fingering, italian, lesbian, milf, pissing, pornstar, shower

FetishPapa

Daddy's Amateur Fisting of a Sissy Pain Slut

Categories: amateur, bdsm, daddies, fisting, pain, sissy, slut

FetishPapa

Sissy in Bunny Ears Plays with Black Dildo

Categories: amateur, black, bunny, crossdressing, dildo, masturbation, sissy, skinny, toys

HDSex

Nurse teaches a sissy about spanking and paddle boarding

Categories: amateur, barebacking, bdsm, belgian, cage, cfnm, cuckold, dirty talk, domination, femdom

PornGem

Female domina pegs poor ass of her tiedup cockcage sub

Categories: amateur, ass, babe, bdsm, big cock, bondage, brunette, cfnm, dick, dominatrix

Beeg

Measurement One Week Load. Great Cumshot

Categories: bdsm, cumshot, edging, femdom, handjob, pov, sissy

uiPorn

COUGAR Sissy Neri Showcases barely legal Yr Elderly How Its Done!

Categories: ass, barely legal, blonde, brunette, cougar, fingering, hd, lesbian, licking, masturbation

Sexu

DigitalPlayGround - Got Milk

Categories: cumshot, femdom, handjob, hd, milk, pantyhose, pegging, sissy, slut, strap-on

PornoXO

Fit18 Sissy Moore Initial Fitness Casting 1080p.mp4

Categories: blowjob, brunette, casting, fitness, handjob, hardcore, hd, sissy, teen (18+)

VideoSection

Sissy Angel strikes a deal and gets down to business

Categories: barebacking, blowjob, business woman, cunt, fingering, gaping hole, hairy, mature, nature, pussy

HDSex

Mistress Misshotlips teases her chastity slave and ruins his climax

Categories: amateur, barebacking, bdsm, big cock, cage, cfnm, cumshot, dutch, femdom, goddess

VideoSection

Walking in on your femboy roommate getting off - Glamorous ASMR vibes

Categories: babe, blowjob, caught, creampie, masturbation, pov, sissy

XoZilla

FEMDOM PEGGING DENIAL EDGING STRAPON DOMINATION MISTRESS SISSY SISSIFICATION TRAINER BNWO ANAL SEX FEMBOY COMPILATION HUMILIATION FACESITTING - Bdsm

Categories: anal, bdsm, big ass, blowjob, bondage, compilation, cumshot, denial, domination, edging

XXXDan

Vsona Sissy Joi

Categories: fetish, joi, sissy, solo

VideoSection

Alien femdom takes charge and gives her sissy victim an unforgettable pegging experience

Categories: alien, american, anal, ass to mouth, femdom, milf, pegging, sissy, slave, strap-on

HotMovs

Leya Falcon : Leya Falcon balls busts then pegs Sissy Jessica in her 1st anal

Categories: anal, balls, big ass, big tits, fetish, milf, pornstar, sissy, tattoo

Pornstars: Leya Falcon

VideoSection

Wife pegging husband, hd videos

Categories: amateur, bdsm, big cock, bisexual, blowjob, doctor, domination, fantasy, femdom, handjob

HDSex

Milf, public beach, humiliation

Categories: amateur, beach, belgian, cage, cuckold, dirty talk, femdom, homevideo, humiliation, husband

HD21

Pastel Goddess - Hot Phone Sex While Sissy Suckles A Boob

Categories: amateur, bbw, goddess, phone, sissy, solo, sucking, toys

VideoSection

Trixy in golden attire gets involved in sissy training and bondage action

Categories: amateur, bdsm, blowjob, bondage, handcuffed, humiliation, sissy, train

Sexu

BLACK4K. Adorable Kristy Black gets a huge cock in her tiny sissy

Categories: adorable, anal, big black cock, big cock, black, blowjob, brunette, czech, dick, ebony

PornHat

Femdom sex with pin-up missy from Pure CFNM

Categories: amateur, british, cfnm, european, femdom, fetish, hd, homevideo, pegging, sissy

VideoSection

Submissive slave experiences ruined orgasm and epic cumshot during female domination session

Categories: cage, cumshot, femdom, jizz, orgasm, sissy, slave, squirt, submissive, toys

Txxx

Redhead provides sissy instruction and cei

Categories: bdsm, cei, cfnm, femdom, redhead, sissy, stockings

PornHat

Female's europe video by Pure CFNM

Categories: amateur, babe, british, cfnm, european, femdom, fetish, group sex, hd, lingerie

VideoSection

Sensual female domination with sissy dress-up by Ridersonthefloor

Categories: artistic, cage, couple, dress, femdom, sensual, sissy

PornHat

Angelic floozy's sissy sex

Categories: 3some, amateur, babe, cfnm, femdom, fetish, ffm, hd, homevideo, pegging

PornHat

Pure CFNM featuring chippy's milf scene

Categories: amateur, british, cfnm, femdom, fetish, hd, homevideo, milf, pegging, reality

VideoSection

Smooth as a Sissy: first time Boyzilian wax experience

Categories: femdom, first time, shaved, sissy, slave, submissive, wax

VideoSection

Is this your lingerie?

Categories: bdsm, black, domination, ebony, femdom, lingerie, mistress, panties, sissy, solo

IcePorn

Mistress Tirza NL - Full movie sissy training Dildo sucking

Categories: bdsm, brunette, dildo, femdom, fetish, mistress, sissy, sucking

VideoSection

Sissy wife Clara Dee devours her spunk from her panties in this JOI

Categories: american, ass to mouth, big ass, cuckold, dress, femdom, jizz, joi, orgasm, panties

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

TubeON

Vanessa Vixon - Sissy Fuck Toy Surprise

Categories: amateur, femdom, fetish, sissy, surprise, toys

PornoXO

I Ruined my chastity slave twice

Categories: brunette, cfnm, couple, femdom, german, handjob, hd, massage, mistress, orgasm

JizzBunker

My Mistress In Latex Boots Piss And Toying Sissy Slave Ass

Categories: amateur, ass, bdsm, big ass, boots, latex, mistress, pissing, sissy, slave

VideoSection

He gets dominated while I ride him and leave my marks

Categories: amateur, anal, anal toying, argentinian, ass to mouth, bdsm, bisexual, bound, close up, cuckold

HClips

Hottest Blonde Milf Turns Guy Into Sissy 6 Min With Justin Sweetsun And Emily Candys

Categories: amateur, blonde, dominatrix, european, femdom, handjob, hd, homevideo, lace, lingerie

XXXDan

Candy Monroe cucks a sissy boi with BBC

Categories: big black cock, big cock, black, blonde, creampie, cuckold, high heels, interracial, pornstar, sissy

Pornstars: Candy Monroe

ProPorn

Queen Regina - BBC sissy Slut

Categories: amateur, big black cock, big tits, classic, cute, erotic, masturbation, model, naughty, nude

HDSex

Hot witch dominates her victim in every way imaginable

Categories: bdsm, cage, cunnilingus, cunt, domination, femdom, flashing, licking, milf, mistress

JizzBunker

Youre Not A Woman, Youre A Guy In A Skirt - Sissy Humiliation

Categories: amateur, bbw, brunette, european, femdom, french, humiliation, sissy, skirt

AnalDin

POINT-OF-VIEW Teenager Mistress Sissy Training JOI

Categories: dominatrix, femdom, fetish, joi, mistress, pov, sissy, teen (18+)

VideoSection

Hd videos, domination

Categories: amateur, bdsm, big cock, british, cleaner, cuckold, domination, femdom, gloves, handjob

JizzBunker

Joys of Sissy Brainwashing

Categories: 3d, big cock, fetish, reality, sissy, toys

VideoSection

Open, hd videos

Categories: bdsm, domination, feet, hd, milf, nylon, pantyhose, sissy, skinny, slave

VideoSection

Female domination, strap-on

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

VideoSection

Bride cuckold, 18 years old with big tits

Categories: 18 year old, amateur, ass to mouth, big ass, big black cock, big tits, blonde, bride, cuckold, double penetration

HDSex

Sissy boy, sissy training, cock sucking

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

XXXDan

Milking in sissy mouth and pegging training

Categories: bdsm, brunette, cuckold, cumshot, femdom, german, kinky, milk, pegging, sissy

IcePorn

Mistress Ava Von Medisin - Sissy Slut Continues To Receive

Categories: amateur, femdom, fetish, mistress, outdoor, sissy, slut, spanking

IcePorn

Lingerie strapon dominatrix fucks sissy

Categories: amateur, dominatrix, european, femdom, fetish, hd, lingerie, milf, sissy, strap-on

XXXDan

Worthless smalldick sissy giving SPH

Categories: amateur, british, femdom, fetish, lingerie, sissy, small cock, tease

JizzBunker

Sloppy Blowjob Meta Compilation - Sissy Cock Sucking Brainwa

Categories: big cock, black, blowjob, compilation, dick, sissy, sloppy, sucking

TubeON

Mistress wife spanking her sissy husband in the kitchen

Categories: amateur, femdom, fetish, husband, kitchen, mistress, sissy, spanking, wife

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

XXXDan

An English Sissy Village 22

Categories: cartoon, english, sissy, village

VipTube

Glamorous ladies like to give proper pang to their sissy men

Categories: blonde, feet, fetish, pain, sissy, small tits

uiPorn

Domme mistress in bdsm gear fucks the asshole of her sissy boy with strapon

Categories: american, ass, bdsm, big tits, boy, brunette, femdom, fishnet, hardcore, hd

its.PORN

Femboy Counciling Session: Breaking him in featuring Nurse Peggy

Categories: amateur, anal, ass, bbw, big ass, big tits, bisexual, buttplug, cute, ebony

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

DrTuber

Mistress LucyXX - Sissy Tea Party

Categories: mistress, party, redhead, sissy, softcore, solo, teen (18+)

HDSex

Sissy pov, strap on, virtual sex

Categories: bound, dress, husband, moaning, pegging, pov, sissy, strap-on, virtual

PornID

Dominant lady and her friend playing in the leather dungeon

Categories: babe, bdsm, big tits, black, dungeon, friend, leather, rubber, sissy, slave

JizzBunker

Sissy strapon fucking humiliation live

Categories: anal, bdsm, femdom, fetish, hardcore, humiliation, pantyhose, sissy, strap-on

HDSex

Submissive sissy deep-throats strap-on while dressed up in sexy attire

Categories: bdsm, bisexual, deep throat, domination, dress, femdom, humiliation, pov, sissy, strap-on

HDSex

Hardcore femdom action: strap-on domination, fisting, and sissy training

Categories: amateur, anal, domination, femdom, fisting, hardcore, latex, pegging, sissy, strap-on

NuVid

Femdom Bisexual Sissy – Discipline humiliation

Categories: bisexual, femdom, fetish, group sex, humiliation, pornstar, sissy

VideoSection

Ass spreading, femdom sissy

Categories: amateur, ass, bdsm, blowjob, couple, domination, femdom, gagging, humiliation, husband

JizzBunker

Temporary Change Part 1 - A Sissy Caption Story - SissyFan

Categories: blonde, blowjob, cumshot, deep throat, fetish, sissy, small tits, story

YepTube

Pastel Goddess - POV Sissy Cleaning Tasks and Tease

Categories: big tits, blonde, goddess, nipples, pov, sissy, solo, tease, webcam

TubeON

Domina Fire - Latex Dominatrix Plays With Her Anal Sissy

Categories: amateur, anal, dominatrix, femdom, fetish, latex, sissy, toys

HDSex

Dominant ladies take turns pegging submissive men in a wild group sex session

Categories: amateur, anal, asian, bdsm, femdom, gangbang, group sex, humiliation, mistress, pegging

PornGem

CFNM pegging bigass domina fucks hunks ass with strapon

Categories: amateur, ass, big ass, brunette, cfnm, dominatrix, femdom, fetish, hardcore, hd

VideoSection

New to pegging adventures vol.2 - Shamelesshy's beginner session

Categories: amateur, anal, bisexual, bound, couple, cunnilingus, cunt, femdom, homevideo, husband

JizzBunker

Deepthroating femdom pegging sissy in CFNM analfucking

Categories: 69, amateur, babe, cfnm, deep throat, feet, femdom, fetish, lingerie, pegging

PornGem

Bigboobs CFNM domina in pantyhose pegs her subs ass

Categories: amateur, ass, big tits, blowjob, brunette, cfnm, dominatrix, fake tits, femdom, fetish

JizzBunker

Strapon dominas pegging sissy while jerking in 4some

Categories: 4some, amateur, anal, babe, deep throat, femdom, fetish, jerking, masturbation, pegging

JizzBunker

Sissy get dress and fucked

Categories: dress, femdom, fetish, pov, sissy, toys

PornGem

Apron sissy strapon assfucked in femdom spanking group

Categories: amateur, assfucking, babe, bdsm, blowjob, brunette, femdom, fetish, group sex, hardcore

XXXDan

Pegging domina strapon fucking sissy after assfingering

Categories: amateur, anal, assfingering, babe, deep throat, dominatrix, femdom, fetish, fingering, hardcore

VideoSection

Morena and Sissy ravage milf's asses

Categories: 3some, anal, ass, car, italian, mask, milf, orgy, ravage, sissy

XXXDan

Sissy CEI

Categories: amateur, cei, fetish, sissy

VideoSection

Your submissive sissy will get drilled by my huge strapon – Sissification session with lady Julina

Categories: bound, drilling, feet, femdom, high heels, leather, mistress, pegging, sissy, spandex

VideoSection

Sissy Neri, Alex Magni, and a sexy mummy in a wild threesome adventure!

Categories: 3some, bbw, big ass, double penetration, italian, mask, orgy, sissy, wild

PornHat

Naughty Sissy at ebony clip

Categories: amateur, anal, assfucking, bdsm, black, bondage, dildo, ebony, femdom, fetish

JizzBunker

Sissy Mouth Soaping

Categories: sissy, soapy

VideoSection

Ass-fuck, bondage & discipline

Categories: anal, assfucking, bdsm, bondage, cunnilingus, cunt, domination, femdom, fucking machine, german

VideoSection

Cock milking, homemade mature

Categories: amateur, bisexual, couple, cumshot, czech, dick, femdom, handjob, homevideo, humiliation

VideoSection

Shoe worship, femdom dominatrix

Categories: amateur, babe, bdsm, domination, dominatrix, feet, femdom, french, humiliation, long hair