Sissy Videos - Gay (206,841)

FAGGOT PLEASES HIS MASTER IN ALL THE WAYS HE DESIRES

FAGGOT PLEASES HIS MASTER IN ALL THE WAYS HE DESIRES

XHamster 5 months ago

Remasturbated Stockings, Suspenders and Panties Pose Play and Cum in Slowmo

71% HD 1:01 / 23:54

Remasturbated Stockings, Suspenders and Panties Pose Play and Cum in Slowmo

FapHouse 1 year ago

Nettle machine fuck going anal

57% HD 1:01 / 5:33

Nettle machine fuck going anal

FapHouse 2 years ago

Big Dick Cumming on My Face

Big Dick Cumming on My Face

XHamster 1 year ago

Just bros gameplay part 2

Just bros gameplay part 2

XHamster 10 months ago

Sissy

Eporner 4 years ago

Cute Boy Femboy Colombian Hard Dick POV

Cute Boy Femboy Colombian Hard Dick POV

XHamster 4 months ago

Cute Sissy Femboy Gets Large Knob in Taut Booty

Cute Sissy Femboy Gets Large Knob in Taut Booty

ShemaleSin 5 months ago

Sandy in short skirt and pink lingerie

Sandy in short skirt and pink lingerie

XHamster 3 weeks ago

Transformation of the Groom in Suit and Tie to the Sissy Bride in White Stockings

Transformation of the Groom in Suit and Tie to the Sissy Bride in White Stockings

FapHouse 4 days ago

Luxurious Crossdresser gets nailed rear end-fashion

Luxurious Crossdresser gets nailed rear end-fashion

2BGay 3 years ago

Sandy poses and cums in black bodysuit

Sandy poses and cums in black bodysuit

XHamster 4 months ago

Opening up the Biggest Bad Dragon Fucktoy Yet!!!

Opening up the Biggest Bad Dragon Fucktoy Yet!!!

4Gay 1 year ago

Turned Into A Cock Whore

Turned Into A Cock Whore

LoyalFans 6 days ago

Splendid Femboy with Her Beautiful Face and Delicate Body Her Makeup Makes Her Look Like a Goddess

Splendid Femboy with Her Beautiful Face and Delicate Body Her Makeup Makes Her Look Like a Goddess

XHamster 8 months ago

Stretchy Spandex Leotard Solo Play

Stretchy Spandex Leotard Solo Play

XHamster 1 month ago

”TGIRLS HOOKUP: Waxed, Vaxxed, & Prolapsed”

”TGIRLS HOOKUP: Waxed, Vaxxed, & Prolapsed”

429Men 6 months ago

Midnight Pizza

46% HD 1:01 / 23:44

FapHouse 5 months ago

Two Straight Guys with Huge Dicks Decided to Try Jerking off to Each Other for the First Time, While No One Saw

Two Straight Guys with Huge Dicks Decided to Try Jerking off to Each Other for the First Time, While No One Saw

XHamster 1 month ago

Big Dick African King Fucks Sweet African Man/toy

HD 1:01 / 36:00

Big Dick African King Fucks Sweet African Man/toy

FapHouse 6 months ago

Twink Sissy deepthroat femboy anal with dildo and creampie !!!

Twink Sissy deepthroat femboy anal with dildo and creampie !!!

GayJack 3 years ago

Fucked By Dominant Maid

65% 1:00 / 29:22

Fucked By Dominant Maid

Clips4sale 1 year ago

We were caught on the highway fucking without condoms, and the drivers were shouting "gays" and jerking off to us

We were caught on the highway fucking without condoms, and the drivers were shouting "gays" and jerking off to us

XHamster 6 months ago

Tommy & Master Private Show

HD 2:00 / 14:18

Tommy & Master Private Show

Flirt4Free 5 months ago

Summer Vacation - Carlos Finally Gets to Get My Huge Cock in His Mouth

Summer Vacation - Carlos Finally Gets to Get My Huge Cock in His Mouth

BoyFriendTV 2 days ago

Dark-Hued Boy Drained by his camera man

Dark-Hued Boy Drained by his camera man

2BGay 3 years ago

Fat Crossdresser CosmicJones88 Strips naked while Fucking Her Big Hole

Fat Crossdresser CosmicJones88 Strips naked while Fucking Her Big Hole

XHamster 5 months ago

Punishment and Humiliation- Sissy Maid Self Bondage

Punishment and Humiliation- Sissy Maid Self Bondage

XHamster 3 years ago

My friend and I fucked the fit foreigner

My friend and I fucked the fit foreigner

BoyFriendTV 4 months ago

Banging His Big Fat Waist on the Couch Top

55% HD 0:39 / 2:21

Banging His Big Fat Waist on the Couch Top

FapHouse 1 year ago

Sissy starting to fuck

Sissy starting to fuck

XHamster 8 months ago

Stepdaddys Favorite Lingerie

38% 1:01 / 12:36

Stepdaddys Favorite Lingerie

FapHouse 4 months ago

Liam Dalton Private Show

Liam Dalton Private Show

Flirt4Free 2 weeks ago

Femboyish: Harrison's Free-Use Fantasy Realized

Femboyish: Harrison's Free-Use Fantasy Realized

GayTube.site 4 months ago

Nacked boy masturbation with his big black cock in a virtual classroom.

Nacked boy masturbation with his big black cock in a virtual classroom.

FapHouse 4 years ago

Peto Mohac In Performer Cfnm

Peto Mohac In Performer Cfnm

InPorn 8 months ago

This Is My Christmas Gift for All Girls Xvideo

55% HD 0:39 / 10:49

This Is My Christmas Gift for All Girls Xvideo

FapHouse 9 months ago

Once again, I'm counting the heels of the viewer's wife

Once again, I'm counting the heels of the viewer's wife

XHamster 1 year ago

Slave Drone Tickling Session Silicone Suit, Socks & Merciless Sole Play

68% HD 1:01 / 10:47

Slave Drone Tickling Session Silicone Suit, Socks & Merciless Sole Play

FapHouse 2 weeks ago

WIENER GIRL - My Fat Wiener My Fat Ass

WIENER GIRL - My Fat Wiener My Fat Ass

XHamster 5 months ago

Submissive femboy gets pounded (Fansly thustin69 onlyfans thustin69)

Submissive femboy gets pounded (Fansly thustin69 onlyfans thustin69)

XHamster 1 month ago

Femboy gets his college friend's ass smashed

Femboy gets his college friend's ass smashed

XHamster 6 months ago

L'allievo recchione - The gay pupil #2 ( 2 PART )

66% HD 0:10 / 18:05

L'allievo recchione - The gay pupil #2 ( 2 PART )

LoyalFans 1 year ago

Goth femboy tries out Qutoys "The Don" (Not sponsored)

Goth femboy tries out Qutoys "The Don" (Not sponsored)

GayJaVu 10 months ago

He Made Me a Human Toilet Whore by Letting Me Jerk off in My Own Mouth and Swallow Piss and Cum

He Made Me a Human Toilet Whore by Letting Me Jerk off in My Own Mouth and Swallow Piss and Cum

XHamster 1 year ago

Kennie Jai Shows off in a Kilt with BBC and Ass

Kennie Jai Shows off in a Kilt with BBC and Ass

FapHouse 3 days ago

Watch me take this big dildo and stretch my spread hole to the max with some hot cum

Watch me take this big dildo and stretch my spread hole to the max with some hot cum

GayVD 1 week ago

Black Adventures 63

Black Adventures 63

XHamster 8 months ago

Like a fat lover

Like a fat lover

XHamster 1 week ago

Chubby Sissy Fishnet body stocking shaved body

Chubby Sissy Fishnet body stocking shaved body

XHamster 2 years ago

Exploding Cum on a Hot Twink's Ass After Class for Being Bad

Exploding Cum on a Hot Twink's Ass After Class for Being Bad

XHamster 2 months ago

Jordan Thomas And Bobby Clark - Amazing Porn Clip Homosexual Anal , Check It

Jordan Thomas And Bobby Clark - Amazing Porn Clip Homosexual Anal , Check It

MrGay 2 weeks ago

My friend invites me to his house, then he puts his huge, thick black cock in my mouth, then he asks me to get on all fours in bed.

My friend invites me to his house, then he puts his huge, thick black cock in my mouth, then he asks me to get on all fours in bed.

XHamster 8 months ago

A sissy goth lad got ravaged right on the highway by a dude rubber-free-for-all, caked in jism

A sissy goth lad got ravaged right on the highway by a dude rubber-free-for-all, caked in jism

4Gay 3 weeks ago

Tugging and CEI with my Faggot Sissy Grizzly

Tugging and CEI with my Faggot Sissy Grizzly

GayCK 2 years ago

The Sissy Boy Showed His Outfit to His Stepfather, and He Fucked Him.

HD 0:39 / 10:55

The Sissy Boy Showed His Outfit to His Stepfather, and He Fucked Him.

FapHouse 2 days ago

fuckmachine sissy cunt pig huge dildo and plug

fuckmachine sissy cunt pig huge dildo and plug

XHamster 4 years ago

Crossdresser sissy stuff :3

Crossdresser sissy stuff :3

GayJack 1 year ago

Enzo Fucked Raw in The Park Outdoors

Enzo Fucked Raw in The Park Outdoors

XHamster 7 months ago

Yaoi Femboy - Kagesato sits on his proprietor's dick until he finishes off

Yaoi Femboy - Kagesato sits on his proprietor's dick until he finishes off

GayCK 4 years ago

15" x 2" thick cock dildo anal insertion - first time. More segments to follow

15" x 2" thick cock dildo anal insertion - first time. More segments to follow

XHamster 6 months ago

Sissy Sluts self bondage predicament

Sissy Sluts self bondage predicament

XHamster 7 years ago

Mature Crossdresser

Mature Crossdresser

XHamster 4 days ago

Anal Extravaganza: Bisexual Guy Seduces Two Guys

Anal Extravaganza: Bisexual Guy Seduces Two Guys

ManPorn 4 years ago

Sissylife - Sexy Tranny Love BBC fucked Hard in Her Sissy Ass Full Video

Sissylife - Sexy Tranny Love BBC fucked Hard in Her Sissy Ass Full Video

BoyFriendTV 1 year ago

GAY HORN WIFE DINING ROOM

GAY HORN WIFE DINING ROOM

XHamster 3 months ago

When a insatiable masculine won't let you go to boink you again vid

When a insatiable masculine won't let you go to boink you again vid

MenGem 2 years ago

Digging Deep Ebony Creamy Big Fat Ass in the Woods of Nigeria

Digging Deep Ebony Creamy Big Fat Ass in the Woods of Nigeria

XHamster 1 year ago

Chubby dilf gives sissy boy dildo instructions PREVIEW

Chubby dilf gives sissy boy dildo instructions PREVIEW

XHamster 1 year ago

Indian teen fucking in an abandoned place Delhi

Indian teen fucking in an abandoned place Delhi

XHamster 3 weeks ago

Inked Grizzly POINT OF VIEW Face Pokes & Cresmpies a Adorable Femboy in Undergarments

Inked Grizzly POINT OF VIEW Face Pokes & Cresmpies a Adorable Femboy in Undergarments

5Gays 10 months ago

young fucks old man in hotel room bdsm hardcore sex

young fucks old man in hotel room bdsm hardcore sex

BoyFriendTV 4 weeks ago

My legs

XHamster 2 years ago

Married neighbor barebacks crossdresser in hardcore anal hookup

Married neighbor barebacks crossdresser in hardcore anal hookup

Gay3X 3 years ago

Oldotto60 masturbates in front of the livecam

Oldotto60 masturbates in front of the livecam

XHamster 7 months ago

korean assets pantyhose femboy pummeled (utter flick on fansly)

korean assets pantyhose femboy pummeled (utter flick on fansly)

4Gay 1 year ago

Young Filipino Twink Takes His First Big Black Cock

Young Filipino Twink Takes His First Big Black Cock

XHamster 2 weeks ago

Virginity father ravaging his fuckhole with a massive butt-plug

Virginity father ravaging his fuckhole with a massive butt-plug

Gayhub 11 months ago

In the End, She Will Take off Everything, Even Her Panties.

In the End, She Will Take off Everything, Even Her Panties.

XHamster 10 months ago

Daily Routine with the Machine

Daily Routine with the Machine

XHamster 1 year ago

Bestie came over clad like this so I had to screw himutter movie on only admirers thustin69

Bestie came over clad like this so I had to screw himutter movie on only admirers thustin69

Gayhub 2 months ago

First Time Penetration

57% HD 0:39 / 18:45

First Time Penetration

FapHouse 4 months ago

Ash Steele cums on his dildo then puts it back inside!

Ash Steele cums on his dildo then puts it back inside!

GayXPS 2 years ago

Tommy Iron Party on May 1, 2022

HD 2:00 / 16:57

Tommy Iron Party on May 1, 2022

Flirt4Free 4 years ago

Sissy crossdresser playing in a satin ball gown

Sissy crossdresser playing in a satin ball gown

XHamster 2 weeks ago

Sasha Earth sissy pokes caboose with faux-cock

Sasha Earth sissy pokes caboose with faux-cock

4Gay 1 year ago

Married and "straight" Men Participate in an Insane Gay Orgy in a Sauna, Suck Each Other's Sticky Dicks

Married and "straight" Men Participate in an Insane Gay Orgy in a Sauna, Suck Each Other's Sticky Dicks

XHamster 4 months ago

Sissy Ebony looking Sexy in lingerie

Sissy Ebony looking Sexy in lingerie

XHamster 2 months ago

Sissy Shari Riding Dildo Leaking Cum

Sissy Shari Riding Dildo Leaking Cum

XHamster 1 week ago

Don't Last Even 10 Minutes! Extreme Pleasure with a Prostate Vibrator

Don't Last Even 10 Minutes! Extreme Pleasure with a Prostate Vibrator

XHamster 2 months ago

he CAUGHT HIS ally WANKING

he CAUGHT HIS ally WANKING

2BGay 2 years ago

Jungle Boy, Part Three

Jungle Boy, Part Three

FapHouse 1 year ago

Creaming On Thick Dildo

Creaming On Thick Dildo

XHamster 2 weeks ago

”BOB'S TGIRLS: Tori On Top”

”BOB'S TGIRLS: Tori On Top”

429Men 7 months ago

flat chastity with penis plug

flat chastity with penis plug

XHamster 3 months ago

Cum From Anal

64% 0:39 / 6:35

FapHouse 4 months ago

Naughty Aussie Sissy Twink Sammy SelfFucks Hole and Shoots Cum

Naughty Aussie Sissy Twink Sammy SelfFucks Hole and Shoots Cum

HesGay 4 months ago

Long Anal Fuck Session With The Fuck Machine For Latex Sissy Slut

Long Anal Fuck Session With The Fuck Machine For Latex Sissy Slut

XHamster 1 year ago

Gainime V4 All in.

47% HD 1:01 / 8:34

Gainime V4 All in.

FapHouse 1 year ago

Eduell, Welcome to the Club. Part 2

Eduell, Welcome to the Club. Part 2

XHamster 1 month ago

Candid upskirt beforehand within the morning

Candid upskirt beforehand within the morning

WebcamBros 1 year ago

Beautiful sissy crossdresser femboy Sweet Lollipop with pink lips and long hair along with sexy sheer babydoll.

HD 1:01 / 22:49

Beautiful sissy crossdresser femboy Sweet Lollipop with pink lips and long hair along with sexy sheer babydoll.

FapHouse 4 years ago

Don't Last Even 10 Minutes! Extreme Pleasure with a Prostate Vibrator

Don't Last Even 10 Minutes! Extreme Pleasure with a Prostate Vibrator

FapHouse 2 months ago

A enormous fuck stick with a wand instantaneously spreads the bouncy crevice of a insatiable sissy Cum1ra

A enormous fuck stick with a wand instantaneously spreads the bouncy crevice of a insatiable sissy Cum1ra

GayDudesFucking 4 months ago

Playing with the subchub

Playing with the subchub

XHamster 3 years ago

Sissy Self-facial

Sissy Self-facial

SexTubeSpot 8 years ago

Sissy Urinating Fun With Father

Sissy Urinating Fun With Father

GayDudesFucking 2 years ago

Peachboy Fucked Bareback Pregnant Ass Full of Milk Submissive Sissy

58% HD 1:01 / 21:07

Peachboy Fucked Bareback Pregnant Ass Full of Milk Submissive Sissy

FapHouse 6 months ago

Cumshot Iranian Femboy

Cumshot Iranian Femboy

XHamster 8 months ago

Sissy Slave Slut's Piss Training Compilation

Sissy Slave Slut's Piss Training Compilation

Eporner 1 year ago

Double Penetration With 2 Xxl Fucktoys and one Naughty Sissy Femboy

Double Penetration With 2 Xxl Fucktoys and one Naughty Sissy Femboy

4Gay 1 year ago

marcos goiano - a pica grossa do vizinho dotado

marcos goiano - a pica grossa do vizinho dotado

PornBox 9 months ago

marcos goiano - a pica grossa do vizinho dotado

65% 5:00 / 18:53

marcos goiano - a pica grossa do vizinho dotado

AnalVids 9 months ago

Fucking the nut out of my used pussy

Fucking the nut out of my used pussy

XHamster 1 month ago

Chinese Sissy stroking in sofa

Chinese Sissy stroking in sofa

MenGem 4 years ago

Crossdresser Remote Anal Vibrator Masturbation

Crossdresser Remote Anal Vibrator Masturbation

FapHouse 1 year ago

Tiny' lad femboy ravaged by his boyfriend and drank all the cum (soft sissy dude)

Tiny' lad femboy ravaged by his boyfriend and drank all the cum (soft sissy dude)

2BGay 2 years ago

tights MUSCLE GRIZZLIES

tights MUSCLE GRIZZLIES

GayDudesFucking 5 years ago

I fuck my prolapse with a huge cucumber

I fuck my prolapse with a huge cucumber

XHamster 1 year ago

Soul Fuck

XHamster 1 year ago

89 90 91 92 93

206,841 results found

Related categories

Transvestite Crossdressing Strap-On Trans Feminization Ladyboy Femboy 18+ Chastity Frottage Trans Domination Tgirl Self Facial POV Femdom Trans Fucks Trans Self Suck Trans Solo Hands Free Edging Trans Trans Fucks Guy Foreskin

Narrow your search

sissy femboy 18+ sissy training sissy fucked sissy crossdresser bbc sissy sissy bbc sissy gangbang gay sissy sissy compilation sissy creampie sissy faggot twink sissy sissy blowjob asian sissy fat sissy sissy humiliation sissy slave sissy caption sissy trainer sissy anal

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.