Sissy Boy Videos (63,657)

My dealer has a huge dick and i swallowed it all

My dealer has a huge dick and i swallowed it all

XHamster 1 year ago

I Was Passing by When I Saw Him Playing Football

I Was Passing by When I Saw Him Playing Football

XHamster 1 year ago

Two BBC Thugs Fucked Him Good

75% HD 1:01 / 22:33

Two BBC Thugs Fucked Him Good

FapHouse 1 month ago

Femboy is like a bitch, teasing with a big cock and a smooth ass in public, and for that, he gets fucked hard until he cums!

Femboy is like a bitch, teasing with a big cock and a smooth ass in public, and for that, he gets fucked hard until he cums!

XHamster 1 year ago

Cute Slut Boy Services a Man

58% HD 0:39 / 8:26

Cute Slut Boy Services a Man

FapHouse 2 years ago

Blowing Bubbles on His Big Black Dick

Blowing Bubbles on His Big Black Dick

XHamster 1 month ago

My First Client Fucked My Ass Really Hard. Anime Hentai Gay Sex. Version Without Narration

53% HD 0:39 / 19:25

My First Client Fucked My Ass Really Hard. Anime Hentai Gay Sex. Version Without Narration

FapHouse 4 months ago

Jhordy & Maxx Private Show

54% HD 2:00 / 24:38

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

Femboy Sissy Becomes the Slut of Two Dicks Big Brunette and Fat Hairy White Fill His Anus

71% HD 0:39 / 2:38

Femboy Sissy Becomes the Slut of Two Dicks Big Brunette and Fat Hairy White Fill His Anus

FapHouse 5 months ago

Trans Girl Casts a 19-year-old Teen Girl Who Debuts in POV Casting

61% HD 1:01 / 10:56

Trans Girl Casts a 19-year-old Teen Girl Who Debuts in POV Casting

FapHouse 6 months ago

Bottom femboy with a fat jiggly booty loves taking loads (only fans thustin69)

Bottom femboy with a fat jiggly booty loves taking loads (only fans thustin69)

XHamster 6 months ago

I FUCK MY GAY FRIEND BAREBACK WHEN HE WAS GETTING READY TO SEE HIS BOYFRIEND. CREAMPIE

I FUCK MY GAY FRIEND BAREBACK WHEN HE WAS GETTING READY TO SEE HIS BOYFRIEND. CREAMPIE

XHamster 4 months ago

Twink Femboy Gives Me His Ass In Lingerie

Twink Femboy Gives Me His Ass In Lingerie

XHamster 5 months ago

Eating Deep Into the Virgin Man's Ass

Eating Deep Into the Virgin Man's Ass

XHamster 1 month ago

Hot and wet in cum from huge cocks!

Hot and wet in cum from huge cocks!

XHamster 3 years ago

Mouth Used as Pussy

68% 1:01 / 10:45

Mouth Used as Pussy

FapHouse 4 months ago

Amator Raw Sextape Wioth Latino Arab

59% HD 1:01 / 21:18

Amator Raw Sextape Wioth Latino Arab

FapHouse 1 year ago

A Random Man Poured a Lot of Cum! a Military Guy Jerked off and Poured Cum on Me

A Random Man Poured a Lot of Cum! a Military Guy Jerked off and Poured Cum on Me

XHamster 2 months ago

Sex Addict Lilly Hall Goes for Big Black Cock

Sex Addict Lilly Hall Goes for Big Black Cock

FapHouse 1 year ago

My neighbor with a big ass lets me fuck her

My neighbor with a big ass lets me fuck her

XHamster 1 week ago

I Love Draining Balls Full of Cum with My Sloppy Mouth

56% 1:01 / 9:37

I Love Draining Balls Full of Cum with My Sloppy Mouth

FapHouse 11 months ago

The Biggest Dick of the Year

The Biggest Dick of the Year

XHamster 9 months ago

Bury Your Face Between My Legs and Taste My Sweet Cum

62% HD 0:39 / 5:49

Bury Your Face Between My Legs and Taste My Sweet Cum

FapHouse 1 month ago

Fucking a Fat Guy in a Stream

56% 0:39 / 9:02

Fucking a Fat Guy in a Stream

FapHouse 7 months ago

Try Not Cumming Dare - Hard Version! Anal

58% HD 1:01 / 16:06

Try Not Cumming Dare - Hard Version! Anal

FapHouse 4 months ago

Goth Emo Femboy cumming like a fountain

Goth Emo Femboy cumming like a fountain

XHamster 1 week ago

Orgasm Cum Compilation

Orgasm Cum Compilation

XHamster 1 month ago

His Giant Dick Slowly Filled Me

58% 0:39 / 7:39

His Giant Dick Slowly Filled Me

FapHouse 9 months ago

I love trans sissy hard fuck

I love trans sissy hard fuck

XHamster 3 months ago

While Studying Daddy Puts His Big Cock Deep in My Mouth and Fucks Me with Sperm

While Studying Daddy Puts His Big Cock Deep in My Mouth and Fucks Me with Sperm

XHamster 1 year ago

My Master Fucks Me at His House

57% HD 1:01 / 16:47

My Master Fucks Me at His House

FapHouse 7 months ago

Riding a Fat Cock Until It Fills My Ass with Cum

55% 1:01 / 12:31

Riding a Fat Cock Until It Fills My Ass with Cum

FapHouse 1 year ago

Uber-cute Femboy Twunk Manacled and Nailed by Aged Otter

Uber-cute Femboy Twunk Manacled and Nailed by Aged Otter

5Gays 1 year ago

Red sissy slut bimbo naughty buttfuck

Red sissy slut bimbo naughty buttfuck

XHamster 1 month ago

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

72% HD 0:39 / 48:00

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

FapHouse 11 months ago

Message Session with Happy Ending

Message Session with Happy Ending

XHamster 1 year ago

The Creampie on the Ass of an 18-year-old Military Guy Looks Amazing!

48% HD 0:39 / 16:01

The Creampie on the Ass of an 18-year-old Military Guy Looks Amazing!

FapHouse 11 months ago

Uber driver picks me up from a party and takes me home to hit me hard with his huge cock ( he left my ass shattered)

Uber driver picks me up from a party and takes me home to hit me hard with his huge cock ( he left my ass shattered)

XHamster 3 weeks ago

The Queen and the Five Young Farmer

The Queen and the Five Young Farmer

XHamster 10 months ago

Straight Married Fucks Cute Twink Femboy and Cums Inside Her Ass Anal Creampie

63% 0:39 / 11:38

Straight Married Fucks Cute Twink Femboy and Cums Inside Her Ass Anal Creampie

FapHouse 3 weeks ago

BDSM 10 Top Vs 1 Bottomdsa

50% HD 0:39 / 2:12

BDSM 10 Top Vs 1 Bottomdsa

FapHouse 1 year ago

Watch Pansy Youngster in Sexy Undergarments Get Dominated by a Hot Guy in Stockings

Watch Pansy Youngster in Sexy Undergarments Get Dominated by a Hot Guy in Stockings

GayVD 2 weeks ago

Skinny Femboi Masturbate and Cum

61% HD 0:39 / 4:43

Skinny Femboi Masturbate and Cum

FapHouse 4 weeks ago

Satin Silk Handjob Porn - Dick Head Rub with Pink Shaded Satin Silky Salwar of Neighbour Bhabhi (31)

Satin Silk Handjob Porn - Dick Head Rub with Pink Shaded Satin Silky Salwar of Neighbour Bhabhi (31)

FapHouse 2 years ago

Hot Cute Femboy Small Cock Iranian

50% HD 1:01 / 6:38

Hot Cute Femboy Small Cock Iranian

FapHouse 1 year ago

Straight Hommie Fuck My Tight Hole

Straight Hommie Fuck My Tight Hole

XHamster 1 week ago

Until the Last Drop

62% 0:39 / 16:35

Until the Last Drop

FapHouse 5 months ago

Mrbigd & Santana 3

65% 1:01 / 14:54

Mrbigd & Santana 3

FapHouse 3 months ago

Public Cruise, Fear of Motorcyclists, Bareback Cock in the Ass, Hot Cum!

Public Cruise, Fear of Motorcyclists, Bareback Cock in the Ass, Hot Cum!

XHamster 4 months ago

Daddy's passerby cruise, jerking off my dick and fucking me in the ass on the highway in public. Hard , bareback

Daddy's passerby cruise, jerking off my dick and fucking me in the ass on the highway in public. Hard , bareback

XHamster 1 year ago

From Boy to Blowjob Queen Full video

From Boy to Blowjob Queen Full video

XHamster 5 days ago

Fisting Ebony Bussy with My Whole Hands in the Site Visit

54% HD 0:39 / 8:34

Fisting Ebony Bussy with My Whole Hands in the Site Visit

FapHouse 6 months ago

Monster’s Ultimate Cum Collection 20

57% 1:01 / 8:07

Monster’s Ultimate Cum Collection 20

FapHouse 2 months ago

Dragon Ball Goku Laying Balls Asshole Squirting and Cum

69% 1:01 / 7:26

Dragon Ball Goku Laying Balls Asshole Squirting and Cum

FapHouse 10 months ago

Naughty tranny sissy skank booty buttfuck

Naughty tranny sissy skank booty buttfuck

XHamster 1 month ago

sissy plays with huge dildo anal fuck

sissy plays with huge dildo anal fuck

XHamster 2 months ago

Femboy Smashed in Red Mini Skirt

65% HD 1:01 / 24:51

Femboy Smashed in Red Mini Skirt

FapHouse 5 months ago

A Quick Doggy in an Uncompletable Building with My Ebony BBW Friend

A Quick Doggy in an Uncompletable Building with My Ebony BBW Friend

XHamster 8 months ago

Beautiful Trans Girl Bareback Anal Sex Daddy Hoss Kado Fucking Livi Doll Passionate Romantic Rough Hardcore Creampie

Beautiful Trans Girl Bareback Anal Sex Daddy Hoss Kado Fucking Livi Doll Passionate Romantic Rough Hardcore Creampie

XHamster 5 months ago

Trans Roommates Ria Bentley and Spite Bond With Anal Sex

Trans Roommates Ria Bentley and Spite Bond With Anal Sex

XHamster 4 months ago

Top 10 Hottest Anal Creampie Moments in My Life. Compilation

57% HD 0:39 / 16:01

Top 10 Hottest Anal Creampie Moments in My Life. Compilation

FapHouse 3 years ago

Skinning her ass with big cock

Skinning her ass with big cock

XHamster 9 months ago

Cruising my male neighbor fucks my ass hard bareback and cums inside my tight gay ass makes me moan like a bitch

Cruising my male neighbor fucks my ass hard bareback and cums inside my tight gay ass makes me moan like a bitch

XHamster 1 year ago

Stranger Twinks: Swapping Protective Stepdaddies to Escape the Upside Down

Stranger Twinks: Swapping Protective Stepdaddies to Escape the Upside Down

XHamster 3 months ago

Straight Married Fucks Cute Twink Femboy and Cums Inside Her Ass Anal Creampie

47% 0:39 / 11:38

Straight Married Fucks Cute Twink Femboy and Cums Inside Her Ass Anal Creampie

FapHouse 3 weeks ago

Gamora Velvet tears in ball-gagged breaths with fellate fire

Gamora Velvet tears in ball-gagged breaths with fellate fire

Gayhub 2 months ago

Per-cum Pre-ejaculate and Cum

52% 0:39 / 5:58

Per-cum Pre-ejaculate and Cum

FapHouse 10 months ago

Role Play That Never Grow Old

Role Play That Never Grow Old

FapHouse 1 year ago

I Love When She Ride My Big Cock Until Her Asshole Is Creamy

71% 0:39 / 5:46

I Love When She Ride My Big Cock Until Her Asshole Is Creamy

FapHouse 1 year ago

STRAIGHT STEPDAD CUMS INSIDE HIS STEPSON'S ASS GAY CREAMPIE ANAL WITHOUT CONDOM

STRAIGHT STEPDAD CUMS INSIDE HIS STEPSON'S ASS GAY CREAMPIE ANAL WITHOUT CONDOM

XHamster 5 months ago

Trans Active Eating the Public Electrician with Pee and Delicious Cum

Trans Active Eating the Public Electrician with Pee and Delicious Cum

XHamster 1 month ago

Femboy Cumshot Big Dick Compilation #3

Femboy Cumshot Big Dick Compilation #3

XHamster 1 week ago

Wet hot point fucked in close-up by a big dick without a condom on sperm!

Wet hot point fucked in close-up by a big dick without a condom on sperm!

XHamster 3 years ago

Maddy demonstrating off her gape for parent!

Maddy demonstrating off her gape for parent!

GayCK 1 week ago

Nice ass femboy fetish ass fucks mature sissy slut in bedroom in high heels and stockings

Nice ass femboy fetish ass fucks mature sissy slut in bedroom in high heels and stockings

XHamster 2 months ago

Top 10 Hottest Anal Creampie Moments in My Life. Compilation

59% HD 1:01 / 16:01

Top 10 Hottest Anal Creampie Moments in My Life. Compilation

FapHouse 3 years ago

18 year old gay teen loves cocks

18 year old gay teen loves cocks

XHamster 2 years ago

Sissy mega-slut gets torn up

Sissy mega-slut gets torn up

4Gay 2 weeks ago

Cruise fuck femboy on the highway a stranger approached me and fucked me in the car cum in my ass

Cruise fuck femboy on the highway a stranger approached me and fucked me in the car cum in my ass

XHamster 9 months ago

Sissy Humiliation Dreams

Sissy Humiliation Dreams

XHamster 2 weeks ago

Sissy CD Misc Ass Compilation (AJCD 2021-2025)

Sissy CD Misc Ass Compilation (AJCD 2021-2025)

XHamster 6 months ago

Fox Girl in Heat (hd)

Fox Girl in Heat (hd)

XHamster 5 months ago

dildo and facial

dildo and facial

XHamster 2 weeks ago

My Roommate Dropped His Cell Phone to Fuck Me Bareback and Fill My Ass with Hot Cum

My Roommate Dropped His Cell Phone to Fuck Me Bareback and Fill My Ass with Hot Cum

XHamster 1 month ago

SWEET INNOCENT FUTA ELF FIRST TIME ANAL GANG BANG TINY COCK TINY TITS LOVE, AI GENERATED

SWEET INNOCENT FUTA ELF FIRST TIME ANAL GANG BANG TINY COCK TINY TITS LOVE, AI GENERATED

XHamster 3 months ago

Invite Ami Friend Swimming at the House of My Stepuncles and Fuck Me at Night

Invite Ami Friend Swimming at the House of My Stepuncles and Fuck Me at Night

XHamster 1 year ago

Watch this sissy boy take a huge load on his ass & in his mouth after getting pounded hard by a younger dude

Watch this sissy boy take a huge load on his ass & in his mouth after getting pounded hard by a younger dude

GayVD 2 weeks ago

Femboy in Shiny and Chastity Rising Giant BBC Dildo

Femboy in Shiny and Chastity Rising Giant BBC Dildo

XHamster 1 year ago

The Penalty for Theft

The Penalty for Theft

XHamster 1 month ago

Pizza Delivery Dude Penetrates Boy Who Paid for the Pizza by Crossdressing

Pizza Delivery Dude Penetrates Boy Who Paid for the Pizza by Crossdressing

MenGem 3 weeks ago

Smelly Oral Sex in the 69 Position with Mature Partners Who Have Attractive, Voluminous Buttocks. Bara Hentai Animation

Smelly Oral Sex in the 69 Position with Mature Partners Who Have Attractive, Voluminous Buttocks. Bara Hentai Animation

FapHouse 1 week ago

Watch this petite sissy boy get his ass pounded hard and messy by a humongous weenie

Watch this petite sissy boy get his ass pounded hard and messy by a humongous weenie

GayVD 2 days ago

Blond Twink Craves It Rough - and Gets the CBT He Deserves

Blond Twink Craves It Rough - and Gets the CBT He Deserves

XHamster 11 months ago

Sissy boy goes bareback on hot mature babe with anal and bareback sex

Sissy boy goes bareback on hot mature babe with anal and bareback sex

GayVD 1 week ago

Fucking My Virgin Trans Stepsister for the First Time

Fucking My Virgin Trans Stepsister for the First Time

XHamster 1 week ago

My friend likes to suck my ass and my cock at the same time

My friend likes to suck my ass and my cock at the same time

XHamster 1 month ago

Hottest Femboy Boinked Compilation Of The Year

Hottest Femboy Boinked Compilation Of The Year

Gay4Porn 1 year ago

Cock to Cock Panty Cum

58% HD 0:39 / 5:15

Cock to Cock Panty Cum

FapHouse 1 month ago

POV, You're Fucking a Hot White Bitch

POV, You're Fucking a Hot White Bitch

XHamster 11 months ago

Fucking a sissy without condoms until hot cum, squirting, creampie, squirt

Fucking a sissy without condoms until hot cum, squirting, creampie, squirt

XHamster 2 months ago

Samantha Starts Auditioning to Become a Pornstar

Samantha Starts Auditioning to Become a Pornstar

XHamster 5 months ago

Daddy Fucking Two Sweet Btm

Daddy Fucking Two Sweet Btm

XHamster 1 year ago

Black Zaddy Fucking a Pretty Twink in a Skirt

Black Zaddy Fucking a Pretty Twink in a Skirt

XHamster 2 weeks ago

Jessyca Ketlen & Diego Starr - Hung Jessyca Fucks And Creampies Sissy Boy Again

Jessyca Ketlen & Diego Starr - Hung Jessyca Fucks And Creampies Sissy Boy Again

BeMyHole 1 year ago

Cute cocky guys in a hot fuck with big dicks are filled with sperm!

Cute cocky guys in a hot fuck with big dicks are filled with sperm!

XHamster 2 years ago

An Impressive Cock Cums on My Face

49% HD 1:01 / 11:21

An Impressive Cock Cums on My Face

FapHouse 1 year ago

Two Versatile Fuck Their Pussy Roughly Part 2

Two Versatile Fuck Their Pussy Roughly Part 2

XHamster 7 months ago

Self Facial!!! Femboy Tessa Toys Her Ass and Cums on Her Own Face!

Self Facial!!! Femboy Tessa Toys Her Ass and Cums on Her Own Face!

XHamster 1 month ago

Having Sex with a Boy with a Tight Anus

57% 1:01 / 10:32

Having Sex with a Boy with a Tight Anus

FapHouse 6 months ago

We Fuck in an Incompleted Building

We Fuck in an Incompleted Building

XHamster 2 weeks ago

GuyvsFemboy's uncut femboy is a tight fuckhole for his massive meat stick

GuyvsFemboy's uncut femboy is a tight fuckhole for his massive meat stick

GayVD 1 week ago

Can Only Stand There and Accept Who's in Charge.

62% 0:39 / 2:54

Can Only Stand There and Accept Who's in Charge.

FapHouse 7 months ago

Fem Asian Sissy Gets Fucked in Lingerie by BBC

Fem Asian Sissy Gets Fucked in Lingerie by BBC

XHamster 1 month ago

Stepsister Makes Her Stepbro Suck a Femboy's Monster Cock

65% HD 0:39 / 15:33

Stepsister Makes Her Stepbro Suck a Femboy's Monster Cock

FapHouse 4 months ago

Fucking My Gay Football Friend's Hot Ass

60% HD 0:39 / 1:33

Fucking My Gay Football Friend's Hot Ass

FapHouse 3 months ago

DEVILS TGIRLS - DON'T MISS PERFECT TRANS COMPILATION!

DEVILS TGIRLS - DON'T MISS PERFECT TRANS COMPILATION!

Some.Porn 1 year ago

Stepsister Makes Her Stepbro Suck a Femboy's Monster Cock

55% HD 1:01 / 15:33

Stepsister Makes Her Stepbro Suck a Femboy's Monster Cock

FapHouse 4 months ago

Slutty sissy skank dildo booty drilling

Slutty sissy skank dildo booty drilling

XHamster 1 month ago

Dirty fuck-hole! Fuck without a condom on the balls!

Dirty fuck-hole! Fuck without a condom on the balls!

XHamster 3 years ago

Patric & Simon & Frederick Private Show

54% HD 2:00 / 11:22

Patric & Simon & Frederick Private Show

Flirt4Free 2 years ago

1 2 3 4 5

63,657 results found

Narrow your search

sissy boy fucked

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.