Sissy Videos - Gay (206,636)

Panty fun is my favorite thing in the whole wet, wild world

Panty fun is my favorite thing in the whole wet, wild world

XHamster 5 months ago

Foot Worship on Straight Muscle Hunk

Foot Worship on Straight Muscle Hunk

XHamster 11 months ago

Ladysilva naked on the beach what a hot tanned ass

Ladysilva naked on the beach what a hot tanned ass

XHamster 2 weeks ago

a lot of punishment of ur fucking cock

a lot of punishment of ur fucking cock

XHamster 4 months ago

Sissy slut enjoying the mad Titans wrath

Sissy slut enjoying the mad Titans wrath

Itsrealamateurs 2 weeks ago

Il sedere rotondo di una teenager travestita americana bianca amatoriale viene martellato da sola in un abito attillato

Il sedere rotondo di una teenager travestita americana bianca amatoriale viene martellato da sola in un abito attillato

Anal.media 7 months ago

The Bitch's Ass

The Bitch's Ass

FapHouse 3 days ago

Luccas & Jhordy Private Show

48% HD 2:00 / 7:37

Luccas & Jhordy Private Show

Flirt4Free 11 months ago

Cute Femboy with Big Ass Makes a Jerk Off Challenge Experiment

Cute Femboy with Big Ass Makes a Jerk Off Challenge Experiment

XHamster 1 year ago

Sissy Maid Slave BJ 1

Sissy Maid Slave BJ 1

SexTubeSpot 8 years ago

Femboy cum, squirting without condoms, fuck a sissy!

Femboy cum, squirting without condoms, fuck a sissy!

BoyFriendTV 3 days ago

Lil' twunk femboy pulverized by his beau and drank all the jizz (sensitized sissy dude)

Lil' twunk femboy pulverized by his beau and drank all the jizz (sensitized sissy dude)

4Gay 2 years ago

Liam & Dante & Austin Private Show

HD 2:00 / 16:46

Liam & Dante & Austin Private Show

Flirt4Free 1 year ago

Straight Guy Cums Inside Cute Gay's Open Ass

66% HD 1:01 / 10:06

Straight Guy Cums Inside Cute Gay's Open Ass

FapHouse 9 months ago

Fat Sissy Opens Her Ass to Use It as a Toy

63% HD 0:39 / 2:07

Fat Sissy Opens Her Ass to Use It as a Toy

FapHouse 10 months ago

Outside My House Making Love

66% HD 1:01 / 8:16

Outside My House Making Love

FapHouse 3 weeks ago

Getting proper plowed by dom old man

Getting proper plowed by dom old man

SexTubeSpot 4 years ago

I found a cute gay boy in the public bathroom and I took him to my house to fuck him and I came inside his tight ass creampie

I found a cute gay boy in the public bathroom and I took him to my house to fuck him and I came inside his tight ass creampie

XHamster 2 years ago

Fuck, Roadside Fucking of a Stranger in Public Right in a Car on the Side of the Extreme

53% HD 0:39 / 9:37

Fuck, Roadside Fucking of a Stranger in Public Right in a Car on the Side of the Extreme

FapHouse 1 year ago

I Play My Fucking Sperm!

I Play My Fucking Sperm!

XHamster 1 year ago

Hungry Gay Bitch with Tiny Ass Hole

Hungry Gay Bitch with Tiny Ass Hole

XHamster 4 months ago

Chubby sissy panty haul try on

Chubby sissy panty haul try on

XHamster 1 year ago

Santiago & Javiier Private Show

HD 2:00 / 18:46

Santiago & Javiier Private Show

Flirt4Free 1 year ago

Nicco & Patric & Santiago Private Show

44% HD 2:00 / 13:21

Nicco & Patric & Santiago Private Show

Flirt4Free 2 years ago

Androgynous Gay - Dont Be Jealous of Me Men and Women

66% 0:39 / 20:40

Androgynous Gay - Dont Be Jealous of Me Men and Women

FapHouse 4 years ago

straight guys get curious to you know. our little secret. (cute femboy)

straight guys get curious to you know. our little secret. (cute femboy)

XHamster 1 month ago

Femboy Asmr Analgasm Dildo Pokes in the Warm Hole

Femboy Asmr Analgasm Dildo Pokes in the Warm Hole

XHamster 1 week ago

Bareback Is Better

HD 1:01 / 29:10

Bareback Is Better

FapHouse 7 months ago

Master and His Rim Slaves: Dual Tongue on My Ass

75% 0:39 / 8:33

Master and His Rim Slaves: Dual Tongue on My Ass

FapHouse 4 months ago

Femboy Ken Submissive Begs and Rebounds Like a Real Slut

HD 0:39 / 10:14

Femboy Ken Submissive Begs and Rebounds Like a Real Slut

FapHouse 1 month ago

Sissy Whore Ken Indulges in the Pleasure of Tomas' White Cock

Sissy Whore Ken Indulges in the Pleasure of Tomas' White Cock

FapHouse 1 month ago

Needed a Fresh Air Outside and Got Fucked by My New Neighbor

Needed a Fresh Air Outside and Got Fucked by My New Neighbor

XHamster 10 months ago

Compilation of Muscular Men Having Anal Sex. Bara Yaoi Hentai Animation

Compilation of Muscular Men Having Anal Sex. Bara Yaoi Hentai Animation

FapHouse 2 weeks ago

Dancing Like a Fairy

Dancing Like a Fairy

FapHouse 1 year ago

My Engineer Colleague and I Wanted Each Other so Badly

My Engineer Colleague and I Wanted Each Other so Badly

XHamster 1 year ago

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

58% HD 0:39 / 9:42

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

FapHouse 2 months ago

What ya missed

FapHouse 3 years ago

Latex Drone Session Gas Mask, Socks Fetish & Passionate Switch Play

HD 0:39 / 19:01

Latex Drone Session Gas Mask, Socks Fetish & Passionate Switch Play

FapHouse 2 months ago

Gay Twink Gets Fucked Bareback by His Grindr Creampie Date

Gay Twink Gets Fucked Bareback by His Grindr Creampie Date

FapHouse 10 months ago

Roonmates

HD 0:39 / 25:03

FapHouse 4 months ago

South African Threesome

South African Threesome

XHamster 3 weeks ago

Cute Femboy Handsfree Hot Mastrubation Clip 1

Cute Femboy Handsfree Hot Mastrubation Clip 1

XHamster 11 months ago

Flight Attendant Oliver Loves Get Creampied From Black Big Cock

60% HD 0:39 / 7:15

Flight Attendant Oliver Loves Get Creampied From Black Big Cock

FapHouse 2 months ago

Femboy Sissy Rides Big Dick in White Pantyhose and Thong Penis Wagging Around Until Intense Prostate Anal Orgasm Handsfree

51% 0:39 / 6:28

Femboy Sissy Rides Big Dick in White Pantyhose and Thong Penis Wagging Around Until Intense Prostate Anal Orgasm Handsfree

FapHouse 2 years ago

Tayson Millerss Party on Jul 3, 2026 - Part 2

4K 2:00 / 22:38

Tayson Millerss Party on Jul 3, 2026 - Part 2

Flirt4Free 3 weeks ago

Orc Sticks His Big Dick in the Hot Ass of Femboy Elves Until He Cums Inside!

Orc Sticks His Big Dick in the Hot Ass of Femboy Elves Until He Cums Inside!

XHamster 10 months ago

Curious Married Straight Stepbrother Impregnates the Ass of Beautiful Young Twink Bareback Fucks Until He Cums Inside the Ass

HD 0:39 / 20:14

Curious Married Straight Stepbrother Impregnates the Ass of Beautiful Young Twink Bareback Fucks Until He Cums Inside the Ass

FapHouse 2 years ago

A Huge Compilation of Bareback Cum Shots From a Cute Twink

HD 0:39 / 22:36

A Huge Compilation of Bareback Cum Shots From a Cute Twink

FapHouse 1 week ago

Fucking in the Backyard

71% HD 1:01 / 29:17

Fucking in the Backyard

FapHouse 10 months ago

Yam-sized White CD Sissy get boinked out and spunked on by BIG BLACK COCK

Yam-sized White CD Sissy get boinked out and spunked on by BIG BLACK COCK

4Gay 9 months ago

BIG BLACK COCK humps white youngster

BIG BLACK COCK humps white youngster

MenGem 2 years ago

Dread Guy Took the Dick so Perfect

HD 0:39 / 26:35

Dread Guy Took the Dick so Perfect

FapHouse 1 week ago

2 Married Males Making Out in Secret

61% HD 0:39 / 2:12

2 Married Males Making Out in Secret

FapHouse 8 months ago

Bdsm ballbusting prolapse Sissy travesti

Bdsm ballbusting prolapse Sissy travesti

XHamster 1 year ago

I get a dildo too big and I brought it all

I get a dildo too big and I brought it all

XHamster 11 months ago

Young Femboy Elf Gobbles Goblin Mancum! ATTEMPT NOT TO JIZM ;trio

Young Femboy Elf Gobbles Goblin Mancum! ATTEMPT NOT TO JIZM ;trio

GayCK 9 months ago

Amateur Sissy Riding Dildo And Big Cock

Amateur Sissy Riding Dildo And Big Cock

BoyFriendTV 6 years ago

Christian & Patric Ocean & Carlo Bicci Private Show

57% HD 2:00 / 30:34

Christian & Patric Ocean & Carlo Bicci Private Show

Flirt4Free 3 years ago

Best Blow job I ever had, barebacking Baby Bryant

Best Blow job I ever had, barebacking Baby Bryant

XHamster 6 months ago

Second Part

XHamster 5 months ago

A Big, Thick Cock Smeared Lube on the Countertop and Fucked His Legs, Jeans, Purple Thong, and Socks.

65% HD 1:01 / 12:12

A Big, Thick Cock Smeared Lube on the Countertop and Fucked His Legs, Jeans, Purple Thong, and Socks.

FapHouse 9 months ago

Cute Femboy Handsfree Hot Mastrubation

61% HD 0:39 / 9:29

Cute Femboy Handsfree Hot Mastrubation

FapHouse 1 year ago

Karma D

FapHouse 3 years ago

Eat Her Ass Full of My Load

60% 1:01 / 14:51

Eat Her Ass Full of My Load

FapHouse 9 months ago

Watch Kitsune Femboy's tight ass get destroyed by a massive cock in this anime 3D hentai

Watch Kitsune Femboy's tight ass get destroyed by a massive cock in this anime 3D hentai

CartoonPorn 3 years ago

Femboy In Panties Needs Cock

Femboy In Panties Needs Cock

WebcamBros 2 weeks ago

Hunting Dick and Bussy

Hunting Dick and Bussy

XHamster 6 months ago

pissing adultbaby in soft diaper and plastic pants then cumming hard

pissing adultbaby in soft diaper and plastic pants then cumming hard

ManPorn 10 years ago

Afro Boys

FapHouse 4 days ago

Cuckold cleanup

Cuckold cleanup

XHamster 3 weeks ago

Simon & Alejandro & Alan Private Show

51% HD 2:00 / 9:33

Simon & Alejandro & Alan Private Show

Flirt4Free 2 years ago

COMPILATION: The best fucks of the month of February

COMPILATION: The best fucks of the month of February

XHamster 5 months ago

Sexy Anal Compilation

Sexy Anal Compilation

XHamster 2 months ago

Beautiful 18 Year Old Boy Undresses in the Countryside

57% HD 0:39 / 5:06

Beautiful 18 Year Old Boy Undresses in the Countryside

FapHouse 1 year ago

Sissy Humiliation Cum Eating Instructions Give It up You Are Gay

48% HD 1:01 / 10:23

Sissy Humiliation Cum Eating Instructions Give It up You Are Gay

FapHouse 2 weeks ago

STRAPON GIRL FUCK GUY

STRAPON GIRL FUCK GUY

XVideos 8 years ago

Sissy Denver Shoemaker Riding a Dildo

Sissy Denver Shoemaker Riding a Dildo

XHamster 2 years ago

Sissy Eve Locked Up Slideshow

Sissy Eve Locked Up Slideshow

UrGayPorn 1 year ago

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

59% HD 1:01 / 9:32

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

FapHouse 1 year ago

Japanese crossdresser sans a love glove drill-out with toys video

Japanese crossdresser sans a love glove drill-out with toys video

GayVids 2 years ago

I have no choice but i gag on his cock and choke

I have no choice but i gag on his cock and choke

XHamster 10 months ago

Alpha showing off his sloppy faggot cocksucker's tight pink hole

Alpha showing off his sloppy faggot cocksucker's tight pink hole

XHamster 2 years ago

Bunny Locked Femboy Rides a Big Dildo

HD 0:39 / 10:48

Bunny Locked Femboy Rides a Big Dildo

FapHouse 1 month ago

You Love BBC & So Does She (SD MP4)

HD 0:29 / 15:56

You Love BBC & So Does She (SD MP4)

Clips4sale 2 years ago

Oso Enmascarado Me Zurra Desnuda

Oso Enmascarado Me Zurra Desnuda

PornUse 9 months ago

SISSY SLUT BIMBO MESMERIZE

59% HD 0:10 / 13:20

SISSY SLUT BIMBO MESMERIZE

LoyalFans 2 years ago

ultra-kinky homo Sissy - Elliot And Maurice

ultra-kinky homo Sissy - Elliot And Maurice

GayCK 6 years ago

Nicco & Enzon & Patric Private Show

61% HD 2:00 / 14:58

Nicco & Enzon & Patric Private Show

Flirt4Free 1 year ago

if you do not like why watch

if you do not like why watch

BoyFriendTV 3 months ago

Trucker Fucks Crossdresser Off Grindr

Trucker Fucks Crossdresser Off Grindr

PePorn 5 months ago

Aron & Master & Elvis Private Show

Aron & Master & Elvis Private Show

Flirt4Free 3 years ago

Bubble Butt Ebony Wanted to Ride My Dick

Bubble Butt Ebony Wanted to Ride My Dick

XHamster 11 months ago

Savage Anal Penetration! Angle 4of7 ( Ass Monkey DJ ButtPussy ) MEMBERS ONLY!

Savage Anal Penetration! Angle 4of7 ( Ass Monkey DJ ButtPussy ) MEMBERS ONLY!

XVideos 4 years ago

Nasty Wifey Gets Big Load

48% HD 0:39 / 10:58

Nasty Wifey Gets Big Load

FapHouse 4 months ago

His Big Fat Waist Turned Me on at the Gym and I Gave Him Hot at the Other Side

61% HD 0:39 / 5:00

His Big Fat Waist Turned Me on at the Gym and I Gave Him Hot at the Other Side

FapHouse 1 year ago

La nueva puta de Khratos: Johana

La nueva puta de Khratos: Johana

XHamster 8 months ago

Golden Trinity 3 Beautiful Bottom Vs 3 Big Dick Nigeria Guys

Golden Trinity 3 Beautiful Bottom Vs 3 Big Dick Nigeria Guys

XHamster 9 months ago

he took me to the cloud

he took me to the cloud

PornBox 1 week ago

Goth Twink Riding New Anal Stretcher in Miniskirt!

65% HD 0:39 / 5:55

Goth Twink Riding New Anal Stretcher in Miniskirt!

FapHouse 2 years ago

Satin Silk Pissing Porn - Urine and Pissing on Satin Silky Suit Salwar of Nurse (74)

57% HD 0:39 / 1:40

Satin Silk Pissing Porn - Urine and Pissing on Satin Silky Suit Salwar of Nurse (74)

FapHouse 1 year ago

Pulled straight black loves giving head

Pulled straight black loves giving head

Some.Porn 11 months ago

Milky Cum Sissy Femboy, Knows How to Suck His Huge Cock While Fucking

Milky Cum Sissy Femboy, Knows How to Suck His Huge Cock While Fucking

XHamster 1 month ago

Tiny Penis Sissy Cuckold Feminized and Dominated by Hotwife in Video Call

42% HD 0:39 / 13:14

Tiny Penis Sissy Cuckold Feminized and Dominated by Hotwife in Video Call

FapHouse 1 year ago

Sexy Boys Hotel 2

HD 1:01 / 13:14

Sexy Boys Hotel 2

FapHouse 1 year ago

Stepdad humiliates sissy bitch for being a cross dresser PREVIEW

Stepdad humiliates sissy bitch for being a cross dresser PREVIEW

XHamster 3 years ago

Yellow Teammates Resting with Dick Out

HD 0:39 / 11:05

Yellow Teammates Resting with Dick Out

FapHouse 8 months ago

Sissy CD used by owner

Sissy CD used by owner

WinPorn 6 years ago

Luke Hardy & Cristian Ford Private Show

69% HD 2:00 / 4:46

Luke Hardy & Cristian Ford Private Show

Flirt4Free 3 months ago

Ai & Home Assistant Milking Game with Frustration

Ai & Home Assistant Milking Game with Frustration

FapHouse 10 months ago

Exploring foot fetish with tan pantyhose crossdresser: playing with nylon bulge and lovers

Exploring foot fetish with tan pantyhose crossdresser: playing with nylon bulge and lovers

SexTubeSpot 1 year ago

TEENAGE femboy DEMOLISHED by gay-for-pay cop (encountered on tinder)

TEENAGE femboy DEMOLISHED by gay-for-pay cop (encountered on tinder)

Gayhaus 1 year ago

Elix & Elias & Paulo Private Show

47% HD 2:00 / 11:00

Elix & Elias & Paulo Private Show

Flirt4Free 1 year ago

Fuck Nephews' Asses 18teen. Gay Boy Hentai Animation Yaoi Anime

Fuck Nephews' Asses 18teen. Gay Boy Hentai Animation Yaoi Anime

XHamster 1 month ago

Bangla Deshi Teen Gaysex. Big Cock Top Fuck His Friend Asshole and Cum Inside, Big Hunk Dick Boysex, Asian Twink Asshole Fuck,

66% HD 0:39 / 19:09

Bangla Deshi Teen Gaysex. Big Cock Top Fuck His Friend Asshole and Cum Inside, Big Hunk Dick Boysex, Asian Twink Asshole Fuck,

FapHouse 1 year ago

Dreamy Circle Jerk

Dreamy Circle Jerk

FapHouse 3 months ago

Sexy Halloween Femboy Cum After Playing with Plug

71% 0:39 / 3:54

Sexy Halloween Femboy Cum After Playing with Plug

FapHouse 1 year ago

It's not homo if u screw my mouth, right bro?

It's not homo if u screw my mouth, right bro?

ShemaleSin 1 year ago

Step-dad Deepthroats His Wondrous Son's Boner and Guzzles His Pop-shot

Step-dad Deepthroats His Wondrous Son's Boner and Guzzles His Pop-shot

4Gay 1 year ago

His First Time Bottoming

61% HD 0:39 / 20:13

His First Time Bottoming

FapHouse 7 months ago

My Lag Ebony Creamy Ass Sucking My Huge Black Hardcore Dick Before Riding on It as a Pro

69% HD 1:01 / 8:26

My Lag Ebony Creamy Ass Sucking My Huge Black Hardcore Dick Before Riding on It as a Pro

FapHouse 1 year ago

52 53 54 55 56

206,636 results found

Related categories

Crossdressing Transvestite Femboy 18+ Self Facial Ladyboy Trans Domination Hermaphrodite Feminization Frottage Chastity Trans Tgirl Self Suck Strap-On Trans Hands Free FTM Emo Trans Fucks Trans Transformation Pegging

Narrow your search

sissy femboy 18+ sissy training sissy fucked sissy crossdresser sissy bbc gay sissy sissy compilation bbc sissy sissy gangbang sissy creampie sissy trainer sissy blowjob fat sissy femboy sissy 18+ sissy faggot sissy caption sissy humiliation twink sissy black sissy chastity sissy

Categories Pornstars

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.