Sissy Videos - Gay (143,658)

I Wanted More

XHamster 11 months ago

Dp With Two Big Toys and one Horny Sissy Femboy

Dp With Two Big Toys and one Horny Sissy Femboy

GayJack 2 years ago

Deep-Throating the married dude

Deep-Throating the married dude

MenGem 2 years ago

Thief gets Caught And Skullfucked

Thief gets Caught And Skullfucked

UrGayPorn 2 years ago

fat sissy pig playing on the floor like it should be

fat sissy pig playing on the floor like it should be

XHamster 6 months ago

teenie Plays With His wazoo fucktoy

teenie Plays With His wazoo fucktoy

Gay4Porn 5 years ago

He's making love to my ass, imagining he's fucking a woman.

He's making love to my ass, imagining he's fucking a woman.

XHamster 7 months ago

Bi-Curious 3 Way with Intercourse Lady Aurora by Tantaly

Bi-Curious 3 Way with Intercourse Lady Aurora by Tantaly

4Gay 1 year ago

Sissy Bride I

XHamster 5 months ago

Strenuous Bootie Toying

Strenuous Bootie Toying

GayVids 3 years ago

Sissy Boy Become Groom and Going to Get Married

Sissy Boy Become Groom and Going to Get Married

XHamster 1 month ago

Ash Steele dominates and teases a massive fake dick with his tight ass and dildo

Ash Steele dominates and teases a massive fake dick with his tight ass and dildo

GayVD 4 months ago

Bubblegum-butt's uncut dick gets drilled hard in a dressing room while attempting on girly clothes

Bubblegum-butt's uncut dick gets drilled hard in a dressing room while attempting on girly clothes

GayVD 1 month ago

Sex Slave

XHamster 7 months ago

The long-awaited first leotard

The long-awaited first leotard

XHamster 2 months ago

Screaming and Moaning as a Big Cock Shoots Cum Into My Hole

Screaming and Moaning as a Big Cock Shoots Cum Into My Hole

XHamster 5 months ago

Hot Mexican Pleasure insertions with a group of guys in a hardcore gangbang frenzy

Hot Mexican Pleasure insertions with a group of guys in a hardcore gangbang frenzy

GayVD 6 months ago

Blindfolded sissy slut training

Blindfolded sissy slut training

XHamster 2 years ago

Femboy Jaybaesun Fucks Tantaly Masturbator

Femboy Jaybaesun Fucks Tantaly Masturbator

XHamster 4 years ago

Fucking a Sissy Femboy

Fucking a Sissy Femboy

BoyFriendTV 4 years ago

A big precum flows from the dick and a huge plug climbs out of the hole for a big dick

A big precum flows from the dick and a huge plug climbs out of the hole for a big dick

XHamster 4 years ago

My Best Friend Had a Taste of My Neighbors Dick

My Best Friend Had a Taste of My Neighbors Dick

XHamster 1 month ago

Best 3 Some

XHamster 1 year ago

Beefy Sissy in fishnet overall plowed by nasty Teddy

Beefy Sissy in fishnet overall plowed by nasty Teddy

Gayhaus 9 months ago

Mouth fucked mercilessly

Mouth fucked mercilessly

XHamster 6 months ago

Black femboy in gloves barebacked by white DILF

Black femboy in gloves barebacked by white DILF

Some.Porn 1 year ago

Ai Ruins Slaves Orgasm

Ai Ruins Slaves Orgasm

XHamster 11 months ago

NTD - Captured and CumControled Bride

NTD - Captured and CumControled Bride

XHamster 1 month ago

Sissy femboy trap ash hammered in new home

Sissy femboy trap ash hammered in new home

DeegX 3 years ago

DL GLORYHOLE JIZZ EXPLOSION BIG BLACK DICK 347-305-1524

DL GLORYHOLE JIZZ EXPLOSION BIG BLACK DICK 347-305-1524

WebcamBros 7 months ago

Cruise Slut Stranger Fights Daddy's Big Cock on the Track

Cruise Slut Stranger Fights Daddy's Big Cock on the Track

XHamster 10 months ago

Jackie Israeli Sissy learns (slowly) how to cum with her chastity on

Jackie Israeli Sissy learns (slowly) how to cum with her chastity on

XHamster 3 years ago

Femdom Demands Cuckold's Cum on Her Tits - Eat It Up!

Femdom Demands Cuckold's Cum on Her Tits - Eat It Up!

Jizzberry 5 years ago

My Ass Is Throbbing as I Cum

My Ass Is Throbbing as I Cum

XHamster 1 year ago

Alan is a kinky nympho who gives handjobs and footjobs in a cartoon sex video

Alan is a kinky nympho who gives handjobs and footjobs in a cartoon sex video

CartoonPorn 3 years ago

Femboy Ken Convinces Delivery to Impregnate His Mouth and Busts His Ass

Femboy Ken Convinces Delivery to Impregnate His Mouth and Busts His Ass

XHamster 4 months ago

Vulva cock in action

Vulva cock in action

XHamster 3 years ago

Skinny teens arranged a cozy gay evening with the delights of fisting and anal sex.

Skinny teens arranged a cozy gay evening with the delights of fisting and anal sex.

XGroovy 1 year ago

Femboy rails fake penis, porks fleshlight and a-holes butthole to XXL jizz flow

Femboy rails fake penis, porks fleshlight and a-holes butthole to XXL jizz flow

4Gay 1 year ago

Crossdresser Sissi Amateur Joy

Crossdresser Sissi Amateur Joy

GayCK 4 months ago

Whorish Femboy Maid in Innocence Takes Harsh Assfucking Teaching ~oscar20xxx~

Whorish Femboy Maid in Innocence Takes Harsh Assfucking Teaching ~oscar20xxx~

GayCK 6 years ago

2438 This My Best Friend and He Is Straight

2438 This My Best Friend and He Is Straight

XHamster 8 months ago

pretty boy with a hung uncut cock @austinsugarxxx and i met up in london and he bred me deep

pretty boy with a hung uncut cock @austinsugarxxx and i met up in london and he bred me deep

BoyFriendTV 10 months ago

Nice bathroom for dick

Nice bathroom for dick

XHamster 1 year ago

Huge Cumshot! Brazilian Big Booty Slut Part 2 - the Finale!

Huge Cumshot! Brazilian Big Booty Slut Part 2 - the Finale!

BoyFriendTV 5 months ago

I love that you fuck my ass with the thong on

I love that you fuck my ass with the thong on

XHamster 2 years ago

Ass session I need dick

Ass session I need dick

XHamster 3 months ago

German Bareback Gay Anal Fuck With Sissi Crossdresser Twink

German Bareback Gay Anal Fuck With Sissi Crossdresser Twink

GayXo 1 year ago

steamy dad drilling a twunk elastic backside

steamy dad drilling a twunk elastic backside

4Gay 10 months ago

Not Gay but Ok to Sucke Me

Not Gay but Ok to Sucke Me

XHamster 7 months ago

Farts while you fuck my tight asshole

Farts while you fuck my tight asshole

XHamster 2 years ago

Mr Hankey Toy Review - Atlas, Beefcake, and Clyde

Mr Hankey Toy Review - Atlas, Beefcake, and Clyde

XHamster 2 years ago

Innocent 18 year old boy with a perfect ass needs a BBC cock

Innocent 18 year old boy with a perfect ass needs a BBC cock

XHamster 3 years ago

Best Gangbang of the Month

Best Gangbang of the Month

XHamster 1 year ago

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment FULL VIDEO ON LAYNELOVEE MANYVIDS

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment FULL VIDEO ON LAYNELOVEE MANYVIDS

XHamster 2 years ago

ruined orgasme in chastity cage with penis plug

ruined orgasme in chastity cage with penis plug

XHamster 2 years ago

Skinny Twink Takes Two BBC

Skinny Twink Takes Two BBC

XHamster 1 year ago

Amatör crossdressers i sexiga underkläder tar hårdporr anal bultande utomhus

Amatör crossdressers i sexiga underkläder tar hårdporr anal bultande utomhus

Anal.media 6 months ago

FACEFUCK WHORE - SPITROAST AND SEED

FACEFUCK WHORE - SPITROAST AND SEED

XHamster 1 year ago

Femboy Sissy Ken Seduces Tomas Universitario and Ends up Sucking His Thick White Cock Like a Whore

Femboy Sissy Ken Seduces Tomas Universitario and Ends up Sucking His Thick White Cock Like a Whore

XHamster 3 months ago

Chub creampies my sissy culo sans a condom

Chub creampies my sissy culo sans a condom

GayCK 3 years ago

Multiple orgasms from prostate and foreskin stimulation with a vacuum cleaner

Multiple orgasms from prostate and foreskin stimulation with a vacuum cleaner

XHamster 6 months ago

2 fucksluts drill like jackrabbits

2 fucksluts drill like jackrabbits

4Gay 1 year ago

Boyfriend in the Mood for Hot Pussy

Boyfriend in the Mood for Hot Pussy

XHamster 11 months ago

SMM001-Fetish-sissy, all start from here.

SMM001-Fetish-sissy, all start from here.

GayTube Unknown

My First Girlie Panties Play Complete HD Version

My First Girlie Panties Play Complete HD Version

XHamster 2 years ago

Full Latex Load Swallowing

Full Latex Load Swallowing

XHamster 2 years ago

Anonymous grindr parent uses my pantied sissy backside for a cumdump internal ejaculation without a condom rectal youngster

Anonymous grindr parent uses my pantied sissy backside for a cumdump internal ejaculation without a condom rectal youngster

Gay4Porn 2 years ago

Skinny Sissy Blond Twink Sucks His BF's Monstrous BBC & Rides It Wildly After Some Hot-doggy Fuck

Skinny Sissy Blond Twink Sucks His BF's Monstrous BBC & Rides It Wildly After Some Hot-doggy Fuck

XGroovy 10 months ago

Sissy guy takes anon breeding

Sissy guy takes anon breeding

Gay4Porn 2 years ago

Ken Femboy Perfect Feet in Pantyhose Makes You Foot Tease with Hard Penis and Round Ass

Ken Femboy Perfect Feet in Pantyhose Makes You Foot Tease with Hard Penis and Round Ass

XHamster 4 months ago

Limp sissy small penis compilation

Limp sissy small penis compilation

XHamster 2 years ago

Latex Slut with Tunnel Plug

Latex Slut with Tunnel Plug

XHamster 4 years ago

Femboyraver in Latex Lingerie gives a steamy handjob & gets cumshot

Femboyraver in Latex Lingerie gives a steamy handjob & gets cumshot

GayX 3 days ago

Homemade POV: Huge load spattered on my face after a steamy straight orgy with my straight friends

Homemade POV: Huge load spattered on my face after a steamy straight orgy with my straight friends

GayVD 1 month ago

Self Nail. I cram my slot with jizm.

Self Nail. I cram my slot with jizm.

GayCK 4 years ago

Suck My Dick

XHamster 9 months ago

Surprised Happy Birthday to Me with 16 Men with Big Dicks

Surprised Happy Birthday to Me with 16 Men with Big Dicks

XHamster 8 months ago

Compilation of Ass and Cock Sissies Femboy Twink!

Compilation of Ass and Cock Sissies Femboy Twink!

XHamster 11 months ago

Little faggot clit

Little faggot clit

XHamster 9 months ago

Handsome Femboy gets romped deeply and fountain ass utter of jizm

Handsome Femboy gets romped deeply and fountain ass utter of jizm

2BGay 2 years ago

Sissy Crossdresser cums hard from cock in ass

Sissy Crossdresser cums hard from cock in ass

XHamster 11 months ago

Reverse Throat Fucking

Reverse Throat Fucking

XHamster 1 year ago

Cute Femboy in Skirt Fucks His Ass

Cute Femboy in Skirt Fucks His Ass

BoyFriendTV 1 year ago

Sexy Lingerie Panties Cum Compilation

Sexy Lingerie Panties Cum Compilation

XHamster 3 years ago

Femboy gym rat ruins thick cumshot

Femboy gym rat ruins thick cumshot

XHamster 4 years ago

Bouncing on Big Balls until I Cum - Hankey's Omega Dildo - 2 Cum Sessions

Bouncing on Big Balls until I Cum - Hankey's Omega Dildo - 2 Cum Sessions

XHamster 9 months ago

Ken Puts His Fat Ass on Aline and Eats It with His Tongue

Ken Puts His Fat Ass on Aline and Eats It with His Tongue

XHamster 4 months ago

Big-ass femboy hotter than most women - could you resist this slut's fat ass?

Big-ass femboy hotter than most women - could you resist this slut's fat ass?

XHamster 1 year ago

pantyhose peehole

pantyhose peehole

XHamster 1 month ago

Horny virgin jerks off and cumming thick cum ( onlyfans - handjobmen )

Horny virgin jerks off and cumming thick cum ( onlyfans - handjobmen )

XHamster 3 years ago

Sasha Earth Cute femboy cd having sex with a Bang machine

Sasha Earth Cute femboy cd having sex with a Bang machine

FreePorn8 5 days ago

Humiliation of my small penis. Superglue tiny chastity. Permanent risk

Humiliation of my small penis. Superglue tiny chastity. Permanent risk

XHamster 2 years ago

Piss drinking small penis bisexual sissy cuckold

Piss drinking small penis bisexual sissy cuckold

XHamster 1 year ago

Daddy penetriert unterwürfige russische Transvestiten-Sklaven ohne Kondom mit heißem Arschficken

Daddy penetriert unterwürfige russische Transvestiten-Sklaven ohne Kondom mit heißem Arschficken

Anal.media 6 months ago

MACHINE XXX BOTTOM

MACHINE XXX BOTTOM

XHamster 8 months ago

Jingle & Shake: Teasing My Bell-Pierced Cock in Red Stockings, Studded Heels & Crop Top

Jingle & Shake: Teasing My Bell-Pierced Cock in Red Stockings, Studded Heels & Crop Top

XHamster 4 days ago

I Love It When You Rail Parent's Rock hard Boner

I Love It When You Rail Parent's Rock hard Boner

GayCK 2 weeks ago

Wow, the first time a femboy Sissy fucks on a dick!

Wow, the first time a femboy Sissy fucks on a dick!

XHamster 2 years ago

Domineering Bear Makes you Submit Standing on your knees - Subordination Enslaved Instructing

Domineering Bear Makes you Submit Standing on your knees - Subordination Enslaved Instructing

GayCK 3 years ago

Crossdressing sexed in the ass

Crossdressing sexed in the ass

DeegX 3 years ago

mirror mirror, which is the most #femboy #french #crossdresser

mirror mirror, which is the most #femboy #french #crossdresser

XHamster 1 month ago

Me with My Boss Two Working Hard

Me with My Boss Two Working Hard

XHamster 1 year ago

POV: My Friend Fucks Me Every Day

POV: My Friend Fucks Me Every Day

XHamster 2 years ago

Sweltering Stud Rims and Shags its Pretty Twink’s Sleek Arse and Juicy Lips

Sweltering Stud Rims and Shags its Pretty Twink’s Sleek Arse and Juicy Lips

Gayhub 1 year ago

I sucked off a stranger in a public toilet and fed the janitor's sperm from the dumpster

I sucked off a stranger in a public toilet and fed the janitor's sperm from the dumpster

XHamster 1 year ago

Putting on locked rubber corset and long latex skirt over red hooded dress and maid stockings, layers

Putting on locked rubber corset and long latex skirt over red hooded dress and maid stockings, layers

XHamster 1 year ago

Yaoi Femboy - Seth milking off & pound with other femboy - Uncensored flick

Yaoi Femboy - Seth milking off & pound with other femboy - Uncensored flick

4Gay 1 year ago

Femboy rides screw stick, tears up fleshlight and ass-fuck-holes a-fuck hole to giant spunk shot

Femboy rides screw stick, tears up fleshlight and ass-fuck-holes a-fuck hole to giant spunk shot

Gay4Porn 1 year ago

Outdoor piss then try to get my impotent limp dick hard

Outdoor piss then try to get my impotent limp dick hard

XHamster 4 months ago

KenPrince Masturbates His Cock With His Feet And Mouth Until He Explodes In Cum

KenPrince Masturbates His Cock With His Feet And Mouth Until He Explodes In Cum

XHamster 8 months ago

Hot Sissy Night

Hot Sissy Night

Eporner 1 month ago

Sissy Sandra 2023 Compilation Video

Sissy Sandra 2023 Compilation Video

AllBoner 2 years ago

The twink is screaming from the buzz and a huge dick in his ass!

The twink is screaming from the buzz and a huge dick in his ass!

XHamster 4 years ago

SISSY IS ALWAYS HUNGRY FOR RAW COCK

SISSY IS ALWAYS HUNGRY FOR RAW COCK

BoyFriendTV 4 years ago

Sissy CD Cum Compilation

Sissy CD Cum Compilation

GayCK 2 years ago

Showing my new set of lingerie

Showing my new set of lingerie

XHamster 4 years ago

I Fucked My Stepbrother Without a Condom and Filled His Hole with Cum!

I Fucked My Stepbrother Without a Condom and Filled His Hole with Cum!

XHamster 2 months ago

Indian Desi Village Town Hot and beautiful Gay Sex Videos - Full night Fucking young Gay

Indian Desi Village Town Hot and beautiful Gay Sex Videos - Full night Fucking young Gay

XHamster 2 years ago

That slut on the highway fucked me with a big cock and filled me with cum

That slut on the highway fucked me with a big cock and filled me with cum

XHamster 10 months ago

24 25 26 27 28

143,658 results found

Related categories

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

Narrow your search

sissy femboy 18+ sissy training sissy crossdresser sissy fucked sissy gangbang bbc sissy gay sissy sissy bbc asian sissy sissy blowjob mature sissy black sissy sissy creampie sissy slut sissy slave chubby sissy sissy swallow sissy pussy indian sissy sissy twink

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.