Sissy Videos - Gay (220,437)

Sentones at home

Sentones at home

Gayhub 1 week ago

luxurious femboy elf smashed and finger-kittled

luxurious femboy elf smashed and finger-kittled

2BGay 3 years ago

gay Sissy legal age teenager banged By daddy

gay Sissy legal age teenager banged By daddy

BoyFriendTV 5 years ago

Cute Cowboy Gives His Ass to His Straight Stepbrother to Get Fucked Creampie

Cute Cowboy Gives His Ass to His Straight Stepbrother to Get Fucked Creampie

XHamster 10 months ago

PART two FUMBLING MY GUTS AND BUSTING ENORMOUS BALL SACK

PART two FUMBLING MY GUTS AND BUSTING ENORMOUS BALL SACK

Gayhub 1 week ago

Sissy Loves Big Black Cocks - Interracial Amateur Fun

Sissy Loves Big Black Cocks - Interracial Amateur Fun

MenGem 1 year ago

korean sissyboy screwed

korean sissyboy screwed

4Gay 1 year ago

Got Fucked by My Sugar Daddy

Got Fucked by My Sugar Daddy

XHamster 11 months ago

Sissy CD Takes Big Black Cock

Sissy CD Takes Big Black Cock

Eporner 6 days ago

Gay Sissy teen pounded By dad slutpicker.com

Gay Sissy teen pounded By dad slutpicker.com

BoyFriendTV 5 years ago

Colombian Man Lets a Stranger's Ass Be Cut Open

Colombian Man Lets a Stranger's Ass Be Cut Open

XHamster 8 months ago

Hazelnut Latte: Sissy Is Sucking Of Her Boss Under The Table While He is On A Video Call Episode 22

Hazelnut Latte: Sissy Is Sucking Of Her Boss Under The Table While He is On A Video Call Episode 22

Eporner 6 months ago

What the boss wears under his suit

What the boss wears under his suit

XHamster 4 weeks ago

Fucking Hard My Stepsister's Ass

70% HD 0:39 / 20:56

Fucking Hard My Stepsister's Ass

FapHouse 2 years ago

Black Zaddy Fucking a Pretty Twink in a Skirt

Black Zaddy Fucking a Pretty Twink in a Skirt

BoyFriendTV 3 weeks ago

SISSY IS ALWAYS HUNGRY FOR RAW COCK

SISSY IS ALWAYS HUNGRY FOR RAW COCK

BoyFriendTV 4 years ago

Sissy Love - Dress'in Up (Amateur crossdresser PMV) 4

Sissy Love - Dress'in Up (Amateur crossdresser PMV) 4

GayCK 5 years ago

I love a hungry bubble butt in lingerie... btmciao gave me hisvto fuck and breed good!

I love a hungry bubble butt in lingerie... btmciao gave me hisvto fuck and breed good!

BoyFriendTV 8 months ago

Hvit rumpe tilber en tykk svart kuk med tungen og munnen, deretter tar han den dypt i rompa

Hvit rumpe tilber en tykk svart kuk med tungen og munnen, deretter tar han den dypt i rompa

Anal.media 1 week ago

Hands Free Sissygasms over and over - Squirting all over my face and the machine keeps fucking me

Hands Free Sissygasms over and over - Squirting all over my face and the machine keeps fucking me

XHamster 2 years ago

A Naked 18-year-old Boy Catches a Snake and Accidentally Sees Hot Stepdaddy's Cum Jerking off a Big Dick on the Ground

A Naked 18-year-old Boy Catches a Snake and Accidentally Sees Hot Stepdaddy's Cum Jerking off a Big Dick on the Ground

XHamster 3 months ago

step Grandpa found out stepson is a sissy.

step Grandpa found out stepson is a sissy.

BoyFriendTV 3 months ago

Intense fucking in the morning

Intense fucking in the morning

XHamster 1 month ago

Tiny Gusher Cumshot Compilation updated 2026

Tiny Gusher Cumshot Compilation updated 2026

XHamster 1 week ago

POINT OF VIEW: Axel is asking you to wreck his crevasse

POINT OF VIEW: Axel is asking you to wreck his crevasse

Gayhaus 2 months ago

Amateur Twink Crossdresser Fucked

Amateur Twink Crossdresser Fucked

Eporner 1 week ago

Sissy Amateur Crossdresser Face and Fucked by Big Dick

Sissy Amateur Crossdresser Face and Fucked by Big Dick

UrGayPorn 2 weeks ago

PART 2 - I wanted a bitch to use and he wanted a male to milk him

PART 2 - I wanted a bitch to use and he wanted a male to milk him

BoyFriendTV 7 months ago

Sissy E Black

GayXo 7 months ago

Sissy Femboy with Ginormous Bootie Gets on all fours Before the Black-haired and Guzzles Him All

Sissy Femboy with Ginormous Bootie Gets on all fours Before the Black-haired and Guzzles Him All

4Gay 2 months ago

Straight Hommie Fuck My Tight Hole

Straight Hommie Fuck My Tight Hole

XHamster 2 weeks ago

Karen Dior, Buffy, Sasha And greater quantity

Karen Dior, Buffy, Sasha And greater quantity

TransTube.tv 1 year ago

SISSY IS ALWAYS GREEDY FOR nude impaler

SISSY IS ALWAYS GREEDY FOR nude impaler

Gay4Porn 5 years ago

My Humble Sissy 024

My Humble Sissy 024

DrTuber 5 years ago

Clothed boyz Porno

Clothed boyz Porno

GayVids 3 years ago

Adorable Sissy romps hefty Trouser Snake

Adorable Sissy romps hefty Trouser Snake

GayCK 7 years ago

Driving and masturbating

Driving and masturbating

XHamster 8 months ago

Femboy Matteo Gomez gets his ass hole gapped and stuffed

Femboy Matteo Gomez gets his ass hole gapped and stuffed

ManPorn 3 days ago

Russian gays 020

Russian gays 020

GayVids 3 years ago

I Dress Like a Slut and Get Treated and Fucked by Daddy

I Dress Like a Slut and Get Treated and Fucked by Daddy

XHamster 1 year ago

Winnetou

SissyFlix 2 years ago

Femboyish: Blowjob Deepthroat Paradise

Femboyish: Blowjob Deepthroat Paradise

GayPornoTube 1 year ago

Petite crossdresser enjoys a steamy fem-gasm while wearing a sissy outfit

Petite crossdresser enjoys a steamy fem-gasm while wearing a sissy outfit

GayVD 1 week ago

White Nylons

XHamster 7 months ago

Rock-hard jism in the culo and a femboy in tights jizm strenuously with a yam-sized schlong from boinking

Rock-hard jism in the culo and a femboy in tights jizm strenuously with a yam-sized schlong from boinking

GayCK 1 week ago

Sissy Crossdresser Amateur Anal in Skirtvmn

Sissy Crossdresser Amateur Anal in Skirtvmn

MenGem 5 days ago

Collegiate Memories - Alex Mecum, Gabriel Cross

Collegiate Memories - Alex Mecum, Gabriel Cross

GayDudesFucking 5 years ago

Wondrous Twunk in a Spandex Mittens Bj's his Torrid Hunk’s Shaft for a Dual Cum Shot

Wondrous Twunk in a Spandex Mittens Bj's his Torrid Hunk’s Shaft for a Dual Cum Shot

GayDudesFucking 2 years ago

Tranny fucked, crossdresser fucked

Tranny fucked, crossdresser fucked

ManPorn 9 years ago

A large ramrod screws a cute sissy male and cums right into his gap.

A large ramrod screws a cute sissy male and cums right into his gap.

Lesbian8 1 day ago

Anal Training Night

Anal Training Night

BoyFriendTV 1 year ago

Sissy CD Used By Owner

Sissy CD Used By Owner

Eporner 3 years ago

Gorgeous fat cock opens up a tight hole

Gorgeous fat cock opens up a tight hole

TwinksNHunks 1 year ago

Femboy 5 Hour Edge Cums to Climax

Femboy 5 Hour Edge Cums to Climax

XHamster 10 months ago

Best Gang Bang Ever 3 Step Brothers Vs 3 Best Friend Part One

Best Gang Bang Ever 3 Step Brothers Vs 3 Best Friend Part One

XHamster 10 months ago

homosexual Sissies G590

homosexual Sissies G590

GayVids 3 years ago

Sissy Xunami sexy as an angel in her white outfit

Sissy Xunami sexy as an angel in her white outfit

XHamster 1 month ago

Crossdressing sissy guy jacks off for your pleasure

Crossdressing sissy guy jacks off for your pleasure

GayCK 5 years ago

70yo daddy uses his young sissy bitch - Laylacross

70yo daddy uses his young sissy bitch - Laylacross

AllBoner 4 years ago

andre pijote e gringo rabudo

andre pijote e gringo rabudo

BoyFriendTV 1 month ago

HOMOSEXUAL ASIAN PART(3)

HOMOSEXUAL ASIAN PART(3)

PornFreeNow 2 weeks ago

Sissy in Red Returns

Sissy in Red Returns

XHamster 1 week ago

Watch Eymymg & Tar8k take turns pounding their manhood in raw HD action

Watch Eymymg & Tar8k take turns pounding their manhood in raw HD action

GayVD 3 weeks ago

College sissy boy does embarrassing girly dances and strips

College sissy boy does embarrassing girly dances and strips

XHamster 1 month ago

Crossdresser, Transvestite, Ladyboy: Amateur Men, Asian Boy, and More!

Crossdresser, Transvestite, Ladyboy: Amateur Men, Asian Boy, and More!

ManPorn 7 years ago

Ash Steele In "I'm A Hunk And Wear Beauties Raiment Sometimes."

Ash Steele In "I'm A Hunk And Wear Beauties Raiment Sometimes."

ShemaleSin 5 years ago

Crossdresser slut anal training with nipple pumps and big dildos

Crossdresser slut anal training with nipple pumps and big dildos

ManPorn 2 years ago

Young cock in kinky stockings squirts

Young cock in kinky stockings squirts

XHamster 1 year ago

Passionate mature shemale.

Passionate mature shemale.

ManPorn 7 years ago

Morning wood deserves to be used properly

Morning wood deserves to be used properly

XHamster 5 days ago

SISSY IS ALWAYS HUNGRY FOR RAW COCK

SISSY IS ALWAYS HUNGRY FOR RAW COCK

BoyFriendTV 4 years ago

NTD - Pretty in Pink and Restraints

NTD - Pretty in Pink and Restraints

XHamster 1 week ago

Daddy fucks her little pussy hard and deep raw

Daddy fucks her little pussy hard and deep raw

XHamster 5 months ago

Hard Fuck a Cute Twink in a Skirt on the Road and Fucked Him in His Taxi Without Condoms on a Cruise.

HD 0:39 / 12:08

Hard Fuck a Cute Twink in a Skirt on the Road and Fucked Him in His Taxi Without Condoms on a Cruise.

FapHouse 5 days ago

Daddy Barebacks Little Crossdresser Sissy

Daddy Barebacks Little Crossdresser Sissy

Eporner 2 months ago

My Humble Sissy 015

My Humble Sissy 015

WinPorn 5 years ago

young blonde sissy crossdresser swallows huge load

young blonde sissy crossdresser swallows huge load

VipTube 4 years ago

Beefy Sissy in fishnet overall romped by insane Cub

Beefy Sissy in fishnet overall romped by insane Cub

4Gay 1 year ago

big slut needed a BIG BLACK COCK in her wet pussy

big slut needed a BIG BLACK COCK in her wet pussy

BoyFriendTV 1 year ago

sissy bumfuck instructing 100

sissy bumfuck instructing 100

Amatör kaslı erkek bir elbise içinde, dağınık bir oral seksin ardından crossdresser partnerini derin ve sert bir şekilde beceriyor

Amatör kaslı erkek bir elbise içinde, dağınık bir oral seksin ardından crossdresser partnerini derin ve sert bir şekilde beceriyor

Anal.media 1 month ago

Real Amateur Crossdresser Loves to Suck

Real Amateur Crossdresser Loves to Suck

XHamster 1 year ago

BBC Fuck a Sissy Outdoors

48% HD 0:39 / 11:02

BBC Fuck a Sissy Outdoors

FapHouse 1 year ago

nice Alpha queer jizz-shotguns Impregnating Thirsty Queer To opened up Fagginess

nice Alpha queer jizz-shotguns Impregnating Thirsty Queer To opened up Fagginess

GayDudesFucking 2 years ago

SISSY IS ALWAYS HUNGRY FOR RAW COCK

SISSY IS ALWAYS HUNGRY FOR RAW COCK

BoyFriendTV 5 years ago

Twinks Perfect Ass Anal Compilation Anime Hentai Animation Pinoy Yaoi.

Twinks Perfect Ass Anal Compilation Anime Hentai Animation Pinoy Yaoi.

XHamster 4 months ago

crossdresser fuck party 21

crossdresser fuck party 21

BoyFriendTV 7 years ago

Watch me get my tight ass destroyed by my roommate's massive black cock

Watch me get my tight ass destroyed by my roommate's massive black cock

GayVD 1 week ago

SISSY IS ALWAYS HUNGRY FOR RAW COCK

SISSY IS ALWAYS HUNGRY FOR RAW COCK

BoyFriendTV 4 years ago

Hentaied Alien Milking Bondage - Nico Vega Deepthroat Cum Swallow

Hentaied Alien Milking Bondage - Nico Vega Deepthroat Cum Swallow

XHamster 4 months ago

CD Sissy Smacked And romped By Unusual taskmaster

CD Sissy Smacked And romped By Unusual taskmaster

TransTube.tv 1 year ago

Sissy Cockslave Sucking Two Strangers And Getting Ass Fucked

Sissy Cockslave Sucking Two Strangers And Getting Ass Fucked

Eporner 3 weeks ago

Watch me get my ass stretched wide open while I get a hot load out of my dildo

Watch me get my ass stretched wide open while I get a hot load out of my dildo

GayVD 1 week ago

Amatorski kulturysta w sukience cieszy się niechlujnym lodzikiem, a następnie pieprzy swojego partnera crossdressera głęboko i mocno

Amatorski kulturysta w sukience cieszy się niechlujnym lodzikiem, a następnie pieprzy swojego partnera crossdressera głęboko i mocno

Anal.media 1 month ago

Sissy Slut Luce-Valentine Day Suck And Fuck

Sissy Slut Luce-Valentine Day Suck And Fuck

Eporner 4 years ago

CD new Outfit and Big Dildo

CD new Outfit and Big Dildo

XHamster 1 week ago

Hot stepdaddy gets naughty with his sissy in a hotel room

Hot stepdaddy gets naughty with his sissy in a hotel room

AllBoner 13 hours ago

3d ladyboy step mom makes a gift to her son for birthday animated cd-trans

3d ladyboy step mom makes a gift to her son for birthday animated cd-trans

ManPorn 4 years ago

towheaded Femboy acquires nailed moist

towheaded Femboy acquires nailed moist

GayDudesFucking 5 years ago

Taiwan Sissy Xxxyahui Anal Fuck In Public Toilet Indonesian

Taiwan Sissy Xxxyahui Anal Fuck In Public Toilet Indonesian

Eporner 9 months ago

Sissy dude meets 2 Alpha Minotaurs [3D]

Sissy dude meets 2 Alpha Minotaurs [3D]

4Gay 2 years ago

Submissive Sissy Boy in Bondage Bareback by Master

Submissive Sissy Boy in Bondage Bareback by Master

UrGayPorn 1 year ago

I cum on the face of a cute twink!

I cum on the face of a cute twink!

XHamster 4 years ago

HETEROFLEXIBLE - Sissy Femboy With Purity Cage Offers Draped School Hooligan His Taut Culo To Pound

HETEROFLEXIBLE - Sissy Femboy With Purity Cage Offers Draped School Hooligan His Taut Culo To Pound

4Gay 3 months ago

Prepped To Be A super-cute floozy twink

Prepped To Be A super-cute floozy twink

GayVids 3 years ago

Heather: Femme Tour

Heather: Femme Tour

4Gay 2 years ago

Extremely stretched slut is looking for eggs for Easter

Extremely stretched slut is looking for eggs for Easter

XHamster 5 months ago

teenie IS ALWAYS GREEDY FOR nude meatpipe

teenie IS ALWAYS GREEDY FOR nude meatpipe

GayDudesFucking 4 years ago

Femboy KenPrince Gets his cousin's boyfriend into the room while he is in the house

Femboy KenPrince Gets his cousin's boyfriend into the room while he is in the house

XHamster 6 months ago

Amatorul columbian pasiv venera un penis negru urias inainte de a fi futut tare

Amatorul columbian pasiv venera un penis negru urias inainte de a fi futut tare

Anal.media 1 week ago

Sparkingdeadinsome Aka AARTheHorny Demon Anal Fucks Hellsatrium Of The Jesus Penis Ministry Aka The Gay Atheist Asshole Association

Sparkingdeadinsome Aka AARTheHorny Demon Anal Fucks Hellsatrium Of The Jesus Penis Ministry Aka The Gay Atheist Asshole Association

Eporner 1 month ago

Femboy latino loves sucking my big cock

Femboy latino loves sucking my big cock

XHamster 1 year ago

The Sissy Boy`s Passionate Anal & Blowjob Session with a Shemale MILF - Futa Cartoon Animation

The Sissy Boy`s Passionate Anal & Blowjob Session with a Shemale MILF - Futa Cartoon Animation

ManPorn 3 years ago

Daddy gave Jill a nice facial

Daddy gave Jill a nice facial

XHamster 9 months ago

Ali Da Reaper Bangs Latin Sissy CD in Motel

Ali Da Reaper Bangs Latin Sissy CD in Motel

SortPorn 11 months ago

Middle Aged Sissy Sucking Cock and Getting Fucked - Compilation 11

Middle Aged Sissy Sucking Cock and Getting Fucked - Compilation 11

BoyFriendTV 1 week ago

Randy Cds In lusty Four way

Randy Cds In lusty Four way

TransTube.tv 1 year ago

Magnificent Milky Twunk Nails Ebony Fem W Facial Cumshot

Magnificent Milky Twunk Nails Ebony Fem W Facial Cumshot

Gay4Porn 5 years ago

SISSY IS ALWAYS HUNGRY FOR RAW COCK

SISSY IS ALWAYS HUNGRY FOR RAW COCK

BoyFriendTV 4 years ago

Huge Alpha Cock for sweet Femboy hole

Huge Alpha Cock for sweet Femboy hole

ManPorn 4 days ago

7 8 9 10 11

220,437 results found

Related categories

Crossdressing Transvestite Chastity Feminization Femboy 18+ Hermaphrodite Trans Domination Strap-On Trans Ladyboy Tgirl Pegging Trans Fucks Trans Femboy BBC Trans Trans Fucks Guy Fetish Emo POV Femdom Dominatrix Latex

Narrow your search

sissy femboy 18+ sissy training sissy crossdresser sissy gangbang mature sissy sissy bbc sissy compilation sissy blowjob bbc sissy asian sissy sissy fucked sissy slave sissy slut gay sissy sissy caption sissy creampie sissy joi sissy cum fat sissy sissy swallow

Categories Pornstars

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.

© 2026 Pornmd.com. All rights reserved.