Sissy Videos - Gay (141,440)

The Monstercock - 11 Inch for the Whore

The Monstercock - 11 Inch for the Whore

XHamster 2 months ago

Sissy Fun

Eporner 5 months ago

Sissy montage

XHamster 2 months ago

1st Episode Bunkered with femboy

1st Episode Bunkered with femboy

XHamster 1 month ago

Watch as sissy piggy gives a sloppy BJ in homemade video!

Watch as sissy piggy gives a sloppy BJ in homemade video!

GayVD 1 month ago

Trans Gets Her Ass Spread By Horny Roommate (2025 Remaster)

Trans Gets Her Ass Spread By Horny Roommate (2025 Remaster)

MrGay 4 months ago

I Love Being a Girl for My Husband

I Love Being a Girl for My Husband

XHamster 10 months ago

Sissy enjoys Big black cock

Sissy enjoys Big black cock

TransTube.tv 1 year ago

Sissies wedged Compilation 68

Sissies wedged Compilation 68

GayVids 3 years ago

Winnetou

SissyFlix 2 years ago

Femboy alarm clock

Femboy alarm clock

4Gay 2 years ago

Sissy In A Short Skirt Playing With Dildos

Sissy In A Short Skirt Playing With Dildos

XHamster 2 months ago

You Usually Like Dark Skinned Dudes but Got a Thing for Me Crazy How That Works

You Usually Like Dark Skinned Dudes but Got a Thing for Me Crazy How That Works

XHamster 1 year 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

Sissy Paige's Valentine's Day Gift for Her Man

Sissy Paige's Valentine's Day Gift for Her Man

UrGayPorn 1 month ago

Gymbigdick Encaged Femboy Takes Man Rod Deep in Donk Before Top Dude Shoots A Load On Sissy Nub and Porks It Into His Vagina

Gymbigdick Encaged Femboy Takes Man Rod Deep in Donk Before Top Dude Shoots A Load On Sissy Nub and Porks It Into His Vagina

MenGem 3 years ago

Sissyboy acquires A massive Stiff ten-Pounder In His stylish sloppy cleft!

Sissyboy acquires A massive Stiff ten-Pounder In His stylish sloppy cleft!

GayVids 3 years ago

Teen Sissy Crossdresser Whore Pleasing Suggar Daddy

Teen Sissy Crossdresser Whore Pleasing Suggar Daddy

GayXPS 3 years ago

My Asshole Gets a Hot Fuck with a Big Black Dildo

My Asshole Gets a Hot Fuck with a Big Black Dildo

XHamster 5 months ago

Sissy-Slut Used By 2 Older Men

Sissy-Slut Used By 2 Older Men

MenGem 2 years ago

Sissy in sexy lingerie is being fucked by two horny lads

Sissy in sexy lingerie is being fucked by two horny lads

AllBoner 5 years ago

Amateur sex with CD in a hotel

Amateur sex with CD in a hotel

BoyFriendTV 6 years ago

Cross Generation Dads Vs nubile

Cross Generation Dads Vs nubile

GayVids 3 years ago

Watch this young twink get his tight ass stretched and his face glazed by a huge cock

Watch this young twink get his tight ass stretched and his face glazed by a huge cock

GayVD 1 week ago

Lola Crossdresser takes 8inch MEATY EBONY BEEF WHISTLE the highly very first time

Lola Crossdresser takes 8inch MEATY EBONY BEEF WHISTLE the highly very first time

2BGay 2 years ago

Amazing sissy Paige doing a valentine day's gift 5

Amazing sissy Paige doing a valentine day's gift 5

GayCK 2 years ago

I came in the donk of a mega-bitch dressed in lace

I came in the donk of a mega-bitch dressed in lace

4Gay 1 year ago

Sissy Skull Fuck 13

Sissy Skull Fuck 13

GayCK 2 years ago

Compilation Sissy Damsels

Compilation Sissy Damsels

TransTube.tv 7 months ago

Transvestite Cutie chap

Transvestite Cutie chap

GayVids 3 years ago

FRENCH SISSY VS BIG BLACK COCK (cum shot At End)

FRENCH SISSY VS BIG BLACK COCK (cum shot At End)

Transvids.tv 1 year ago

Sissy Gangbang 2.

Sissy Gangbang 2.

Eporner 5 years ago

Leather Femboy boned

Leather Femboy boned

GayDudesFucking 1 year ago

Your POV. I'm Gonna Cum Right on Your Face and Smear It All with My Dick.

Your POV. I'm Gonna Cum Right on Your Face and Smear It All with My Dick.

XHamster 1 year ago

Sissy Cd gets Gb`ed

Sissy Cd gets Gb`ed

TransTube.tv 1 year ago

tramp bred by numerous folks in gloryhole bedroom

tramp bred by numerous folks in gloryhole bedroom

4Gay 2 years ago

Giving it to my friend in the living room until I get cum in my ass.

Giving it to my friend in the living room until I get cum in my ass.

XHamster 4 days ago

Bulgarian sissy gape and prolapse

Bulgarian sissy gape and prolapse

XHamster 1 month ago

Slick Unmanly Youngster in Luxurious Underwear is Used for Macho Fellow’s Delight

Slick Unmanly Youngster in Luxurious Underwear is Used for Macho Fellow’s Delight

5Gays 1 year ago

Dressing in his sister's clothes and seducing his boyfriend

Dressing in his sister's clothes and seducing his boyfriend

BoyFriendTV 4 years ago

A big weenie bangs a cute sissy boy and cums right into his gap.

A big weenie bangs a cute sissy boy and cums right into his gap.

Dafreeporn 2 days ago

Slap the Gay Away

Slap the Gay Away

XHamster 3 months ago

”Bi-Curious Bro Gets A Sissy Sandwich”

”Bi-Curious Bro Gets A Sissy Sandwich”

4Wank 2 years ago

Old Man's Crossdressing Anal Adventure

Old Man's Crossdressing Anal Adventure

Eporner 2 years ago

Scorching Guy Licks Butthole and Plows his Pretty Twink’s Slick Bootie and Jiggly Lips

Scorching Guy Licks Butthole and Plows his Pretty Twink’s Slick Bootie and Jiggly Lips

GayDudesFucking 2 years ago

Dani's big blowjob on 20cm cock

Dani's big blowjob on 20cm cock

XHamster 1 year ago

horny Sissy plumbed On camera

horny Sissy plumbed On camera

TransTube.tv 1 year ago

Nice creampie for Jenny in her satin panties

Nice creampie for Jenny in her satin panties

XHamster 1 week ago

Vili Gets Fucked Hard by His Stepfather

Vili Gets Fucked Hard by His Stepfather

XHamster 3 weeks ago

I found this tramp at the gym and brought her home to plow - See in utter (CRIMSON)

I found this tramp at the gym and brought her home to plow - See in utter (CRIMSON)

4Gay 2 months ago

women Just Like To Have joy

women Just Like To Have joy

Gay4Porn 4 years ago

Cum on ass and cock for slender femboy during rough anal threesome

Cum on ass and cock for slender femboy during rough anal threesome

AnyGay 1 month ago

I came in the culo of a tart wearing lace

I came in the culo of a tart wearing lace

5Gays 11 months ago

Glorious Femboy-Maid gets Muddy with his Sir Zilv and Makes him Jism Two times

Glorious Femboy-Maid gets Muddy with his Sir Zilv and Makes him Jism Two times

Gayhub 1 year ago

Bookshop Bois of Prey: Nerdy Superior Bottom Sissies Hunt & Entice Married Fellows in Library Temptation by EnbyHalflingBoi

Bookshop Bois of Prey: Nerdy Superior Bottom Sissies Hunt & Entice Married Fellows in Library Temptation by EnbyHalflingBoi

MenGem 3 months ago

Black Cock Barebacks White Sissy

Black Cock Barebacks White Sissy

UrGayPorn 3 weeks ago

Bulky Tatted Shaven Father Predominate Sissy Lean Youngster

Bulky Tatted Shaven Father Predominate Sissy Lean Youngster

4Gay 6 months ago

Sexy guy loves big dick in ass in mouth

Sexy guy loves big dick in ass in mouth

XHamster 1 year ago

Step-dad's good-sized shaft comes in anime dude's fuckhole and jizzes inwards him

Step-dad's good-sized shaft comes in anime dude's fuckhole and jizzes inwards him

4Gay 2 months ago

Pillow Humping - Sissy preparation

Pillow Humping - Sissy preparation

WebcamBros 1 year ago

LA Freshmen

Transvids.tv 1 year ago

(60) fucks his bareback in lingerie (19)

(60) fucks his bareback in lingerie (19)

XHamster 3 weeks ago

Princess Ducki dominates his sissy boy with rough anal and deep inside

Princess Ducki dominates his sissy boy with rough anal and deep inside

GayVD 1 year ago

Faggot Being smashed By Big black cock

Faggot Being smashed By Big black cock

GayDudesFucking 8 months ago

Father Barebacks Lil' Crossdresser Sissy

Father Barebacks Lil' Crossdresser Sissy

GayCK 2 months ago

Sissy Gets Ravished

Sissy Gets Ravished

MrGay 10 months ago

Femboyish: Unleashing Passions with Fishnets

Femboyish: Unleashing Passions with Fishnets

GayPorn.video 1 year ago

Watch how this hot Latina gets wrecked by black Top's hard cock while his sissy cums

Watch how this hot Latina gets wrecked by black Top's hard cock while his sissy cums

GayVD 4 months ago

eighteen age nubile fellow To girl Transformation

eighteen age nubile fellow To girl Transformation

GayVids 3 years ago

Sissy fag in chastity being verbal and talking dirty while sucking cock and fucking his boy pussy

Sissy fag in chastity being verbal and talking dirty while sucking cock and fucking his boy pussy

Itsrealamateurs 3 months ago

Holewrecker voyeur&voyeur Franklyn Velez

Holewrecker voyeur&voyeur Franklyn Velez

GayVids 9 months ago

muscle sissy gets fucked

muscle sissy gets fucked

BoyFriendTV 1 year ago

gigantic penis sissy ass fucking with facial11

gigantic penis sissy ass fucking with facial11

Katestube 1 year ago

Sissy Ken with Fat Ass Gets Fucked by Tomas

Sissy Ken with Fat Ass Gets Fucked by Tomas

XHamster 4 months ago

French Crossdresser Sissy

French Crossdresser Sissy

Transvids.tv 1 year ago

Sissy Crossdresser Amateur Anal in Skirtvmn

Sissy Crossdresser Amateur Anal in Skirtvmn

MenGem 4 days ago

Twunk Femboy Gives Me His Arse In Undergarments

Twunk Femboy Gives Me His Arse In Undergarments

MenGem 2 months ago

Pounding out

BoyFriendTV 7 months ago

Young dude with a big cock pounds and creams his sissy girlfriend in rough homemade sex tape

Young dude with a big cock pounds and creams his sissy girlfriend in rough homemade sex tape

GayVD 1 week ago

Sissy CD Superslut Providing Head and Arse to BIG BLACK COCK Father Hotel

Sissy CD Superslut Providing Head and Arse to BIG BLACK COCK Father Hotel

GayCK 5 years ago

Draining daddy's cock with my tight femboy hole (only fans & Fansly thustin69)

Draining daddy's cock with my tight femboy hole (only fans & Fansly thustin69)

XHamster 5 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

Sissi Inexperienced four

Sissi Inexperienced four

4Gay 2 years ago

two Good-sized Weenies in One Fuckhole

two Good-sized Weenies in One Fuckhole

GayCK 1 week ago

Sissy pov first time fuck!

Sissy pov first time fuck!

OurGay 2 years ago

SISSY IS ALWAYS THIRSTY FOR naked hard-on

SISSY IS ALWAYS THIRSTY FOR naked hard-on

Gay4Porn 5 years ago

My Stepdad with a Big Dick Fucks Me and Cums in My Hole

My Stepdad with a Big Dick Fucks Me and Cums in My Hole

XHamster 4 months ago

young big black cock guy breeds subordinated femboy

young big black cock guy breeds subordinated femboy

4Gay 10 months ago

marvelous French Sissy????

marvelous French Sissy????

TransTube.tv 1 year ago

Jon Scarecrow playing with his big fake tits compilation

Jon Scarecrow playing with his big fake tits compilation

XHamster 1 year ago

Crossdresser Zoe

Crossdresser Zoe

GayVids 3 years ago

fleshy Kayla Coxx

fleshy Kayla Coxx

TransTube.tv 1 year ago

Fucking Mature Crossdresser and Blowjob - Compilation 13

Fucking Mature Crossdresser and Blowjob - Compilation 13

BoyFriendTV 3 weeks ago

Sissy Gets Her Ass Fucked by a Stranger

Sissy Gets Her Ass Fucked by a Stranger

XHamster 8 months ago

Sissy was disobedient and is penalized

Sissy was disobedient and is penalized

4Gay 1 year ago

Jackie The BNWO Sissy

Jackie The BNWO Sissy

MenGem 3 months ago

”Wigged Out: A Gay Man's Wild Bedroom Escapade”

”Wigged Out: A Gay Man's Wild Bedroom Escapade”

429Men 2 days ago

Boinking my butt and jerking my prostate until I shoot a gigantic handsfree jism shot ( sissygasm )

Boinking my butt and jerking my prostate until I shoot a gigantic handsfree jism shot ( sissygasm )

2BGay 2 years ago

Leather Femboy banged

Leather Femboy banged

Gay4Porn 3 months ago

In the Adventures of KEN PRINCE, femboy gets torn up in the douche by his bestie and his other acquaintance observes them

In the Adventures of KEN PRINCE, femboy gets torn up in the douche by his bestie and his other acquaintance observes them

MenGem 2 months ago

Femboy tramp Used

Femboy tramp Used

GayVids 3 years ago

Spectacular Sissy Tugging it

Spectacular Sissy Tugging it

4Gay 2 years ago

big black cock on bubble butt

big black cock on bubble butt

PornBox 7 months ago

Sissy cums while fucking big dildo

Sissy cums while fucking big dildo

XHamster 6 years ago

crossdresser fuck party 19

crossdresser fuck party 19

BoyFriendTV 7 years ago

Hjemmelavet scene med en sød tysk teen crossdresser i en kjole, der suger pik og tager den dybt i sin boblerøv

Hjemmelavet scene med en sød tysk teen crossdresser i en kjole, der suger pik og tager den dybt i sin boblerøv

Anal.media 1 month ago

vehement Hump

Gay4Porn 1 month ago

Sissy Loves BBC

Sissy Loves BBC

Eporner 4 months ago

Sissy Nubile Lad Conforms Bear

Sissy Nubile Lad Conforms Bear

4Gay 7 months ago

Smooth young femboy sissy

Smooth young femboy sissy

XHamster 4 years ago

Sissy Boy Jumps on Stepdad's Cock and Gets Cum in His Ass

Sissy Boy Jumps on Stepdad's Cock and Gets Cum in His Ass

XHamster 5 months ago

Sissy-Crossdresser Barebacked by Daddy in Front of Customer

Sissy-Crossdresser Barebacked by Daddy in Front of Customer

Eporner 8 months ago

Sissy Gangbang

BoyFriendTV 6 years ago

A STUPID WORTHLESS SISSY PISSED ON AND TREATED LIKE A BITCH DOG! AND SISSY IS FUCKED LIKE A SLAVE!

A STUPID WORTHLESS SISSY PISSED ON AND TREATED LIKE A BITCH DOG! AND SISSY IS FUCKED LIKE A SLAVE!

AllBoner 2 years ago

Stick Your Cock up My Ass, and Watch the Cum Shoot Out of My Ass

Stick Your Cock up My Ass, and Watch the Cum Shoot Out of My Ass

XHamster 3 months ago

Sissy E Black

Eporner 10 months ago

Introducing the sweet peach doll Tian the new daddys femboy

Introducing the sweet peach doll Tian the new daddys femboy

XHamster 7 months ago

Brittany Cemon - whorey Crossdresser Lures Her dude

Brittany Cemon - whorey Crossdresser Lures Her dude

Gay4Porn 5 years ago

Blowing Bubbles on His Big Black Dick

Blowing Bubbles on His Big Black Dick

XHamster 1 month ago

Sissy segredos

Eporner 1 year ago

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