High Heels Videos - Gay (15,488)

Sexy Skirt!!

xHamster 5 months ago

Dani_Leg in layered Tan Pantyhose and Stayup Stockings

Dani_Leg in layered Tan Pantyhose and Stayup Stockings

xHamster 11 months ago

Hard cock in Dessous im my car

Hard cock in Dessous im my car

xHamster 2 years ago

Beauty and the beast

Beauty and the beast

xHamster 9 months ago

Long Hair Sissy in Corset Uses Gagball in Bathroom

Long Hair Sissy in Corset Uses Gagball in Bathroom

FapHouse 3 weeks ago

Sissy Riding Her Favorite Dildo

Sissy Riding Her Favorite Dildo

xHamster 11 months ago

Khelauda khelaudai maal nai sakyo

Khelauda khelaudai maal nai sakyo

xHamster 11 months ago

The Edge

xHamster 1 year ago

passivo guloso por rola dando e sorrindo

61% HD 0:36 / 23:05

passivo guloso por rola dando e sorrindo

PornBox 9 years ago

I wear leggings and heels to welcome the pizza guy

I wear leggings and heels to welcome the pizza guy

xHamster 1 year ago

Sexy crossdresser lying around in pantyhose

Sexy crossdresser lying around in pantyhose

xHamster 4 months ago

Ravishing brunette TS Grazyeli Silva is anal demolished by Asian stud

Ravishing brunette TS Grazyeli Silva is anal demolished by Asian stud

MenGem 4 months ago

In vinyl to seduce you

In vinyl to seduce you

xHamster 3 months ago

Fishnet Femboy Sissy Fingerblasting and Wanking Off

Fishnet Femboy Sissy Fingerblasting and Wanking Off

4Gay 2 years ago

Trans chick Aubrey Kate and I butt fucking each other until both of us jizz

Trans chick Aubrey Kate and I butt fucking each other until both of us jizz

MenGem 2 days ago

Crossdresser in high heel boots out walking

Crossdresser in high heel boots out walking

xHamster 1 year ago

FactorTS.com - Shemale stars Natalie Mars and Marissa Minx in a wild threesome

FactorTS.com - Shemale stars Natalie Mars and Marissa Minx in a wild threesome

UrGayPorn 3 months ago

Sissy Secretary Maddy Riding My Big Black Dildo's And Gaping My Ass Clip 3

Sissy Secretary Maddy Riding My Big Black Dildo's And Gaping My Ass Clip 3

xHamster 2 months ago

Short Skirt and Black Pantyhose on Long Legs

Short Skirt and Black Pantyhose on Long Legs

xHamster 1 year ago

Smelling and Cumming on my Patent Bow High Heels - Part 1

Smelling and Cumming on my Patent Bow High Heels - Part 1

xHamster 1 year ago

30cm Black

xHamster 4 months ago

Ginger shemale with big juicy booty stretched with BBC

Ginger shemale with big juicy booty stretched with BBC

MenGem 2 years ago

Shemale Estela Duarte anal pounds TS Mariana Lins sweet ass

Shemale Estela Duarte anal pounds TS Mariana Lins sweet ass

UrGayPorn 3 months ago

young french dude fucked by 2 pornstars dfomr first tome

61% HD 0:30 / 19:23

young french dude fucked by 2 pornstars dfomr first tome

PornBox 12 years ago

Lavish tbabe rides big black dick after slobbering on it

Lavish tbabe rides big black dick after slobbering on it

MenGem 2 years ago

Men.com - Caucasian Aali Kali finds irresistible rough nailing

Men.com - Caucasian Aali Kali finds irresistible rough nailing

GayPornoTube 3 years ago

Sexy Legs & High High-heeled slippers

Sexy Legs & High High-heeled slippers

WebcamBros 2 weeks ago

Fag Confesses to viewers what a Slut He has become while wanking.

Fag Confesses to viewers what a Slut He has become while wanking.

xHamster 5 months ago

Quick Fire Close-up Relentless Cum Compilation

Quick Fire Close-up Relentless Cum Compilation

xHamster 3 weeks ago

”Doc OLD WOMAN healed with patients heavy black prick”

”Doc OLD WOMAN healed with patients heavy black prick”

429Men 10 months ago

”BLACKEDRAW black cock-obsessed hotwife Elsa Jean is insatiable”

”BLACKEDRAW black cock-obsessed hotwife Elsa Jean is insatiable”

429Men 2 weeks ago

Hot trans Aubrey Kate punishes Jordan Lake with deep hard fucking

Hot trans Aubrey Kate punishes Jordan Lake with deep hard fucking

UrGayPorn 6 months ago

Aya Sakuraba, amateur wife, endures two massive cocks

Aya Sakuraba, amateur wife, endures two massive cocks

Eporner 6 years ago

Thigh high boots, lingerie and a lot of cum

Thigh high boots, lingerie and a lot of cum

xHamster 1 year ago

”Valentine’s Day Fuck Feast”

”Valentine’s Day Fuck Feast”

429Men 1 year ago

Clips in Black Heels Panties Lingerie and Stockings

Clips in Black Heels Panties Lingerie and Stockings

xHamster 2 years ago

Slutty Sissy 2

GayCK 5 years ago

Fashion

xHamster 2 years ago

Mistress Keeps Us In Restrained Part 3 By Lets Go Bi

Mistress Keeps Us In Restrained Part 3 By Lets Go Bi

Pervclips 9 months ago

Victoria Cakes Blowbangs Massive White Stick

Victoria Cakes Blowbangs Massive White Stick

ALOTPorn 1 year ago

SantiniChanel.com - Beautiful tbabe Chanel Santini indulges in non-stop masturbation

SantiniChanel.com - Beautiful tbabe Chanel Santini indulges in non-stop masturbation

UrGayPorn 2 months ago

Favorite Cumshots Compilation, Part 1

Favorite Cumshots Compilation, Part 1

Eporner 4 years ago

Tranny maid River Enza disciplined for being naughty

Tranny maid River Enza disciplined for being naughty

UrGayPorn 1 year ago

Worthless sissy cumdump fag Sarah Millward - fucks herself with 8inch dildo, smokes, wanks - totally humiliated mess

Worthless sissy cumdump fag Sarah Millward - fucks herself with 8inch dildo, smokes, wanks - totally humiliated mess

xHamster 1 year ago

Latex Dog Mask

FapHouse 5 months ago

Crossdresser in Lingerie and Heels

Crossdresser in Lingerie and Heels

xHamster 5 months ago

Anal clitty on a stool

Anal clitty on a stool

xHamster 8 months ago

Erotic ass rimming with TS Latinas Sabrina Prezotte and Wanessa Boyer

Erotic ass rimming with TS Latinas Sabrina Prezotte and Wanessa Boyer

UrGayPorn 3 months ago

Clemence Dior presents: Boss Clemence!

Clemence Dior presents: Boss Clemence!

xHamster 1 month ago

TransSteamy.com - Sasha De Sade's delicious dong tugging and stroking

TransSteamy.com - Sasha De Sade's delicious dong tugging and stroking

UrGayPorn 3 months ago

Smoking sissy fag spunk bucket, Sarah Millward, getting ready to receive cock, any cock

Smoking sissy fag spunk bucket, Sarah Millward, getting ready to receive cock, any cock

xHamster 11 months ago

Ary Bell in the Cellar

Ary Bell in the Cellar

xHamster 7 months ago

Black shemale oils up big monster cock

Black shemale oils up big monster cock

ManPorn 9 years ago

Lad in highhells stuff his arse and throat with fuck sticks

Lad in highhells stuff his arse and throat with fuck sticks

5Gays 2 months ago

Real bisexual unicorn fucked by lads

Real bisexual unicorn fucked by lads

Eporner 11 months ago

Crossdresser hands free anal beads close up

Crossdresser hands free anal beads close up

xHamster 1 year ago

Sissy teasing

xHamster 1 year ago

High Heel Sandals and Sheer Nylons

High Heel Sandals and Sheer Nylons

SexTubeSpot 8 years ago

”Ass-Short Femboy Spreads Butt For Thick Creampie - Marcus McNeil, Tootsy”

”Ass-Short Femboy Spreads Butt For Thick Creampie - Marcus McNeil, Tootsy”

Fapnow 1 year ago

Athletic ebony femboy surrenders to BBC

Athletic ebony femboy surrenders to BBC

Some.Porn 7 months ago

Stunning moment from "mini skirt crossdresser with high heels get anal pussy destroyed by huge toys"

Stunning moment from "mini skirt crossdresser with high heels get anal pussy destroyed by huge toys"

xHamster 5 months ago

Fiery shemale Jessy sits on top of my cock and glass butt plug

Fiery shemale Jessy sits on top of my cock and glass butt plug

UrGayPorn 5 months ago

TranssexualNetwork.com - Two incredible shemales' vigorous hung stud fucking

TranssexualNetwork.com - Two incredible shemales' vigorous hung stud fucking

UrGayPorn 7 months ago

Shaved Fag Masturbates Close Up. TCSBrenda.

Shaved Fag Masturbates Close Up. TCSBrenda.

xHamster 5 months ago

College uniform lavenderboy with red wig fucked by DILF

College uniform lavenderboy with red wig fucked by DILF

Eporner 1 year ago

”GRANNYLOVESBLACK - Black Personal Trainer Pounds Granny's Muff”

”GRANNYLOVESBLACK - Black Personal Trainer Pounds Granny's Muff”

429Men 3 days ago

”Ricky has got a Bad CV but a Big Cock”

”Ricky has got a Bad CV but a Big Cock”

429Men 1 week ago

TranssexualNetwork.com - Gorgeous trans babe's ass filled with dick and cum

TranssexualNetwork.com - Gorgeous trans babe's ass filled with dick and cum

UrGayPorn 6 months ago

Milf Sissi Play Whit Big Toy( Crossdresser Satin Dress High Heels Stockings)

Milf Sissi Play Whit Big Toy( Crossdresser Satin Dress High Heels Stockings)

AbGay 1 year ago

FactorTS.com - Slim Asian tgirl in a swimsuit jerks off to a powerful orgasm

FactorTS.com - Slim Asian tgirl in a swimsuit jerks off to a powerful orgasm

UrGayPorn 3 months ago

Meaty Fake super appetizing knockers cross dresser in underwear and mega-bitch footwear country lane walk

Meaty Fake super appetizing knockers cross dresser in underwear and mega-bitch footwear country lane walk

Gay4Porn 1 year ago

”Charming Pigtailed Tart Enjoys A Black Prick”

”Charming Pigtailed Tart Enjoys A Black Prick”

429Men 2 months ago

Playing with my dick in nylons

Playing with my dick in nylons

xHamster 1 month ago

”Sapphic Mastery - Nina's Seductive Techniques”

”Sapphic Mastery - Nina's Seductive Techniques”

429Men 4 months ago

Pink sissy Bimbo stuck in selfbondage for good

Pink sissy Bimbo stuck in selfbondage for good

xHamster 11 months ago

In black and darling red nightie!

In black and darling red nightie!

xHamster 10 months ago

Hot Blonde Big Tits MILF Secretary on High Heels seduces New Guy on his First Day who has a Big Dick to cum fast on her

Hot Blonde Big Tits MILF Secretary on High Heels seduces New Guy on his First Day who has a Big Dick to cum fast on her

xHamster 3 years ago

Lavenderboi femboi in stockings cockriding

Lavenderboi femboi in stockings cockriding

Yeswegays 1 year ago

Harrison Feels fucks Kai Taylor and Jake Wild

Harrison Feels fucks Kai Taylor and Jake Wild

ALOTPorn 7 months ago

”Bi Family Secrets Vol. 2 Scene 3 - Both Ways!”

”Bi Family Secrets Vol. 2 Scene 3 - Both Ways!”

4Wank 1 year ago

Juicy Femboy in Fishnets

Juicy Femboy in Fishnets

WebcamBros 1 week ago

cumshot iranian femboy

cumshot iranian femboy

xHamster 1 year ago

Sissy crossdresser strolling in high heels and flashing

Sissy crossdresser strolling in high heels and flashing

xHamster 9 months ago

Cdmichelle Wearing Spandex Bodysuit Jacking off

Cdmichelle Wearing Spandex Bodysuit Jacking off

xHamster 1 month ago

I love my heels and skirt

I love my heels and skirt

xHamster 1 year ago

Str8chaser.com - Petite ebony babe really enjoys sex scene

Str8chaser.com - Petite ebony babe really enjoys sex scene

GayPorn.video 3 years ago

POV & Side Cam - Stepdaddy BBC Fucks and Fists Screaming Sissy Deep & Wild

49% HD 1:01 / 30:55

POV & Side Cam - Stepdaddy BBC Fucks and Fists Screaming Sissy Deep & Wild

FapHouse 2 years ago

CD Flopping Cock

CD Flopping Cock

xHamster 3 years ago

Giant fake tits crossdresser behind the scenes photoshoot in public gettting caught

Giant fake tits crossdresser behind the scenes photoshoot in public gettting caught

xHamster 11 months ago

DUDES.com: Aali Kali in high heels and Ricky Larkin

DUDES.com: Aali Kali in high heels and Ricky Larkin

2BGay 1 year ago

Inspecting goth butthole

Inspecting goth butthole

Some.Porn 7 months ago

Jon Scarecrow giant fake tits crossdresser BTS photoshoot

Jon Scarecrow giant fake tits crossdresser BTS photoshoot

xHamster 9 months ago

Bisex office MILF 3some fucked by crossdresser maid

Bisex office MILF 3some fucked by crossdresser maid

PornGem 1 year ago

NEW RED GARTER

xHamster 1 year ago

”Bi Curious - Marilyn Crystal, Don Diego, Mark Brown”

”Bi Curious - Marilyn Crystal, Don Diego, Mark Brown”

Rainblow 1 year ago

Short jeans sexy

Short jeans sexy

xHamster 6 months ago

”Juicy Milf Craves black dick”

”Juicy Milf Craves black dick”

429Men 2 weeks ago

Big-titted Femdom Nyx Dominates in Lingerie & Stockings with Sissy BF's Cock Teased & Denied

Big-titted Femdom Nyx Dominates in Lingerie & Stockings with Sissy BF's Cock Teased & Denied

Jizzberry 4 years ago

CD Sailor Sandy shows off her assests

CD Sailor Sandy shows off her assests

xHamster 2 years ago

sexmex - the fake gay . marci koltermann

52% HD 11:02 / 26:54

sexmex - the fake gay . marci koltermann

PornBox 1 year ago

My Hot Legs In Sheer Glossy And sheer Pantyhose Layers

My Hot Legs In Sheer Glossy And sheer Pantyhose Layers

xHamster 11 months ago

Generous Fit Discrete Tops Dm Me

Generous Fit Discrete Tops Dm Me

xHamster 2 months ago

Heels & Bodystockings Pose and Play Part 2

Heels & Bodystockings Pose and Play Part 2

xHamster 1 year ago

Interracial loving femboi spoiling a DILF

Interracial loving femboi spoiling a DILF

Some.Porn 7 months ago

Wondrous crossdresser fat penis nutting in pantyhose, miniskirt and high high-heeled shoes

Wondrous crossdresser fat penis nutting in pantyhose, miniskirt and high high-heeled shoes

MenGem 1 year ago

Sunday Is My Horniest Day of the Week

Sunday Is My Horniest Day of the Week

xHamster 3 years ago

”Office-Husband Bangs Brett Rossi”

”Office-Husband Bangs Brett Rossi”

429Men 2 days ago

Tan Pantyhose and sexy Heels with a huge fountain cum of Dani Leg

Tan Pantyhose and sexy Heels with a huge fountain cum of Dani Leg

xHamster 1 year ago

Gay Affirmations

66% HD 1:01 / 10:31

Gay Affirmations

FapHouse 8 months ago

treating my man pussy with a dildo wearing lingerie and high heels

treating my man pussy with a dildo wearing lingerie and high heels

xHamster 2 years ago

Mature Cross Dresser In Lingerie & Vibrator Shoots His Load

Mature Cross Dresser In Lingerie & Vibrator Shoots His Load

xHamster 1 month ago

Stunning COUGAR in Corset Tights and High Stilettos Pegging Stud to Handsfree Jizz shot Bumfuck Ejaculation

Stunning COUGAR in Corset Tights and High Stilettos Pegging Stud to Handsfree Jizz shot Bumfuck Ejaculation

4Gay 10 months ago

Mistress, Femdom, and Nanny Mary strapon and spank outdoor with stockings-clad babes

Mistress, Femdom, and Nanny Mary strapon and spank outdoor with stockings-clad babes

Katestube 1 month ago

Sissy Riding Dildos In High Heels

Sissy Riding Dildos In High Heels

xHamster 5 months ago

Black latex sissy slave doll gets stuck in selfbondage

Black latex sissy slave doll gets stuck in selfbondage

xHamster 1 year ago

Crossdresser in mini skirt

Crossdresser in mini skirt

xHamster 5 days ago

Masked Sissy Boy in Orange Stockings and Corset Cums in Its Heels

Masked Sissy Boy in Orange Stockings and Corset Cums in Its Heels

FapHouse 2 weeks ago

Sissyhusband Solo Posing an Dildo 1

Sissyhusband Solo Posing an Dildo 1

xHamster 1 year ago

Spicy transgender Vaniity rules over Beretta James and Corbins holes

Spicy transgender Vaniity rules over Beretta James and Corbins holes

MenGem 2 months ago

Hot Velma in her mini skirt riding her favorite dildos on her chair

Hot Velma in her mini skirt riding her favorite dildos on her chair

xHamster 6 months ago

8 9 10 11 12

15,488 results found

Related categories

Boots High Heels Stockings Shoe Corset Pantyhose Sandals Leggings Stockings Leather Nylon Fishnet Leotard Leather Skirt Legs Bodystocking Socks Spandex Garter Belts Stockings Anal Long Legged

Narrow your search

stockings and high heels high heels stockings high heels fetish stockings high heels high heels fuck high heels teen 18+ high heels solo granny high heels lingerie high heels teen high heels 18+ high heels anal high heels compilation lesbian high heels anal high heels milf high heels asian high heels solo high heels skinny high heels blonde high heels german high heels

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Pornmd.com. All rights reserved.