Most Popular sissy play training Videos | XXXVogue.net

MainSissy Play Training

LeslyAnderson

AWEmpire

LeslyAnderson

I speak:

Submissive kept in chastity by dominating lady - femdom caged experience

User uploadedSubmissive kept in chastity by dominating lady - femdom caged experience

Chastity Play Ebony Female Domination Cuck Eating Instructions Small Penis Humiliation Slave Submission

Susie the strap-on dildo mega-slut dominated by Mistress Kiana

User uploadedSusie the strap-on dildo mega-slut dominated by Mistress Kiana

Sissy Training Pegging Dominatrix Training Session HD

NikkyMist

AWEmpire

NikkyMist

I speak:

Office elegance: Naughty bondage scene at work

User uploadedOffice elegance: Naughty bondage scene at work

Artistic BDSM Tied Seductress Feminization Erotica Rope Seduction Role Reversal

Clara Dee's ultimate femdom compilation featuring sissy training and pegging action

User uploadedClara Dee's ultimate femdom compilation featuring sissy training and pegging action

Feminine Training Sissy Play Dominatrix

Sissy femboy crossdressing for foot fetish and sissy training

User uploadedSissy femboy crossdressing for foot fetish and sissy training

Sissy Joi Foot Worship Piss Play Crossdresser

Sissy throat milking and pegging practice for submissives

User uploadedSissy throat milking and pegging practice for submissives

Female Domination Sissy Training Prostate Play Strap-On Pantyhose

OrianaRossy

AWEmpire

OrianaRossy

I speak:

Submissive sissy toy seeks anal training from femdom mistress

User uploadedSubmissive sissy toy seeks anal training from femdom mistress

Sissy Training Anus Education Anal Domination Femdom Butt Stuff Sissy Bottom

Mommy teaches her sissy boy a lesson in pegging and anal play

User uploadedMommy teaches her sissy boy a lesson in pegging and anal play

Milf Domme Sissy Training Female Domination

Cuckold's shame - sissy gets trained in chastity by femdom mistress in high heels

User uploadedCuckold's shame - sissy gets trained in chastity by femdom mistress in high heels

Orgasm Control Handjob Femdom Sissy Training Chastity Cage

Domme Alexa instructs anal play in POV - Experience your own rear - worshipful Alexa

User uploadedDomme Alexa instructs anal play in POV - Experience your own rear - worshipful Alexa

Mistress Anal Guidance Femdom Booty Instructions Savor Your Buttocks Rear End Coaching

LiaAltmann

AWEmpire

LiaAltmann

I speak:

Female domination locks up sissy, trains anal, and controls cumshot

User uploadedFemale domination locks up sissy, trains anal, and controls cumshot

Dominatrix Jizz Sissy Ass Drill Chastity Control Milked Prostate Mistress Anal Lessons

Teasing session with delicate nipples and kinky play

User uploadedTeasing session with delicate nipples and kinky play

Tit Play Femdom Feminization Lingerie Domination

Strapon session for my submissive in red lingerie

User uploadedStrapon session for my submissive in red lingerie

Strap-On Toy Glossy Latex Dominatrix Sex Feminization Strapon Penetration

Dominatrix Nika takes sissy Blaire_18 for a rough anal ride with a strap-on

User uploadedDominatrix Nika takes sissy Blaire_18 for a rough anal ride with a strap-on

Sissy Training Strap-On Anal Play Femdom

stefaniaGarcia

AWEmpire

stefaniaGarcia

I speak:

Amateur sissy humiliated by femdom on nude beach

User uploadedAmateur sissy humiliated by femdom on nude beach

Domination Submissive CFNM BDSM Foot Fetish

Start your journey as a sissy sex slave student now

User uploadedStart your journey as a sissy sex slave student now

Humiliation Humiliating POV Sexual Education Sissy Play Sex Education

ZoeVillalobos

AWEmpire

ZoeVillalobos

I speak:

Pounding non-stop for 7 anal climaxes during pegging session, rewarded with sissy treatment

User uploadedPounding non-stop for 7 anal climaxes during pegging session, rewarded with sissy treatment

Femdom Chastity Strap-On Ass Fucking Sissy Training Prostate Play

Cuckold gets down on the beach with his hotwife

User uploadedCuckold gets down on the beach with his hotwife

Amateur Outdoor Sex Femdom MILF

Erotic roleplay featuring degradation, iceplay, and domination

User uploadedErotic roleplay featuring degradation, iceplay, and domination

Female Superiority Anal Penetration Sissy Training Submissiveness Role-Playing

Compilation of dominant women pegging men's asses for femdom pleasure

User uploadedCompilation of dominant women pegging men's asses for femdom pleasure

Amateur Femdom Sissy Prostate Play Strapon Anal Training Cumshot

AliceBelov

AWEmpire

AliceBelov

I speak:

Cuckold humiliated at nude beach with pee and cunnilingus by dominant mistress

User uploadedCuckold humiliated at nude beach with pee and cunnilingus by dominant mistress

Lady Urinating Urinating Women Effeminate Discipline High Definition Close Pink Urination

Dominant mistress pegs her submissive sissy boyfriend, causing ruined climax

User uploadedDominant mistress pegs her submissive sissy boyfriend, causing ruined climax

Amateur BDSM Femdom POV Sissy Training Pegging Strap-On Play

EvaDragons

AWEmpire

EvaDragons

I speak:

Your new Futanari boss transforms you into her submissive sissy

User uploadedYour new Futanari boss transforms you into her submissive sissy

Futanari Jerk Off Instructions Forced Feminization Hentai BDSM

Intense and relentless pegging of a guy's behind by a dominant woman

User uploadedIntense and relentless pegging of a guy's behind by a dominant woman

Pegging Sissification Female Domination Strap-On Anal Play

Strict femdom sissy training with cock sounding, anal ravaging, and strap-on action

User uploadedStrict femdom sissy training with cock sounding, anal ravaging, and strap-on action

Harsh Strap-Ons Instructions High Definition Cock Stuffing

AmadaReine

AWEmpire

AmadaReine

I speak:

Step-mother demands her step-daughter to wear these sexy outfits

User uploadedStep-mother demands her step-daughter to wear these sexy outfits

Wiggle Stepmother Masturbating Girl Lingerie Panties

Virgin bride teases her nipples for the groom on their wedding night

User uploadedVirgin bride teases her nipples for the groom on their wedding night

Panties Nude 18-19yo Spoiled Girls Stomach Worship

Obedient slave trained in BDSM to become a submissive slut

User uploadedObedient slave trained in BDSM to become a submissive slut

Sub Redhead Domme Domme Kinky Submission

Mistress Persiancatwoman dominates with anal training toys and butt plug action

User uploadedMistress Persiancatwoman dominates with anal training toys and butt plug action

Anal Play Butt Plug Femdom Sissy Training

KimHoswell

AWEmpire

KimHoswell

I speak:

Spouse gets mercilessly pounded by me at the seaside

User uploadedSpouse gets mercilessly pounded by me at the seaside

Femdom Roleplay Ass Drilling Pegging Fantasies Training Rough Fucking

POV point of view pegging by spandex dominatrix with small penis humiliation!

User uploadedPOV point of view pegging by spandex dominatrix with small penis humiliation!

Sissy Training Crossdresser Pegging Pegged Male Small Penis Humiliation BBC

Dominating maid Breezy serves up some intense femdom experiences

User uploadedDominating maid Breezy serves up some intense femdom experiences

BDSM Female Domination Strap-On Play Amateur Submission

Dominant women using various strap-ons for pegging and femdom fun

User uploadedDominant women using various strap-ons for pegging and femdom fun

Anal Play Female Domination Strapon Pegging Big Butt

Sissy learns anal submission in high heels under femdom cuckold's command!

User uploadedSissy learns anal submission in high heels under femdom cuckold's command!

Wedgie Fetish Powerful Women Sissy Training Stiletto Heels Anal Slut

Sensational cock stroking for sexy sissy!

User uploadedSensational cock stroking for sexy sissy!

Domination Slave Training Irresistible Butt Sissy Training Amateur Sissy

Part 1 of "Sissy Breeze Endures Intense Pegging Session" with dominafireofficial

User uploadedPart 1 of "Sissy Breeze Endures Intense Pegging Session" with dominafireofficial

Rough Sex Anal Play High Definition Mistress Submission Training

Teasing and humiliating a sissy's manhood to the max (uploaded 11/18/20)

User uploadedTeasing and humiliating a sissy's manhood to the max (uploaded 11/18/20)

Bisexual Cuckolding Adoring Big Cocks Cock Teasing Sissy Education Tiny Dick

Dominant mistress Ladylena666 enjoys dildo play and teases with some sexy roleplay

User uploadedDominant mistress Ladylena666 enjoys dildo play and teases with some sexy roleplay

Sex Toy Lingerie Femdom Amateur Dominance

Ass fucking with anal toys and kinky gadgets

User uploadedAss fucking with anal toys and kinky gadgets

Anal Stretching Anal Play Anal Training Pegging

Sissy gimp undergoes a milky enema bath with a condom in his ass

User uploadedSissy gimp undergoes a milky enema bath with a condom in his ass

Female Domination Latex Gender Bender Sissy Shame Condom Play

Sissy training: dominant lady uses strapon on submissive guy

User uploadedSissy training: dominant lady uses strapon on submissive guy

Femdom Pegging Sissy Submission Hardcore Anal Milf Strapon Anal Play

Mistress takes submissive from behind in strap-on femdom session

User uploadedMistress takes submissive from behind in strap-on femdom session

Couples Pegging Dominatrix Romp Amateur

Foot fetish fun with pegging princess and some slippery lube

User uploadedFoot fetish fun with pegging princess and some slippery lube

Foot Worship MILF Anal Play Strap-On Female Domination

Submissive bound by BDSM mistress, ass plugged, and feminized with dildo

User uploadedSubmissive bound by BDSM mistress, ass plugged, and feminized with dildo

Female Domination Pegging Pussy Worship Anal Training Sissy Play

Submissive slut trained and pegged by Asian dominafireofficial

User uploadedSubmissive slut trained and pegged by Asian dominafireofficial

Femdom Pegging Plugged Underwear Strap-On Pegging Discipline

Sissy's backdoor lessons, locked and loaded for a chastity climax

User uploadedSissy's backdoor lessons, locked and loaded for a chastity climax

Female Domination Amateur Prostate Play High Definition Enforced Chastity Lock And Submission

Mistress pegs submissive in intense anal session with massive cumshots

User uploadedMistress pegs submissive in intense anal session with massive cumshots

Cum From Prostate Massage Training Sissies Pegging Amateur Female Domination Pegging Huge Loads

Wet asshole gets pounded in different languages

User uploadedWet asshole gets pounded in different languages

Ball Torture Feminization Sissy Play Anal Training Booty Banging

1

2 Next

TOP RATED NEWEST LONGEST

Action

Age

Anime

Attitude

BDSM

Body Part

Body Shape

Boobs & Size

Clothing

Cock Size & Type

Cultural Affiliation

Ethnicity & Nationality

Family Affiliation

Females

Fetish

Hair

Holiday

Interracial

Location Inside

Location Outside

Object Insertion

Partnership Affiliation

PPL Involved

Production Type

Professional Affiliation

Pussy

Roleplay

Sex Position

Sex Toys

Sexual Orientation

Skin & Body Decoration

Sport

Transport