Compilation Sissy Videos (27,089)

SpadeDoctrine #1

SpadeDoctrine #1

aShemaleTube 9 months ago

Anal orgasm compilation

Anal orgasm compilation

xHamster 2 years ago

BEST ANAL DESTRUCTION OF SISSY. BEAUTIFUL LADYBOY IN STOCKINGS AND CHASTITY BELT FUCKED WITH A STRAPON. HIGH HEELS FUCK IN STOCKINGS

Premium HD 11:06

BEST ANAL DESTRUCTION OF SISSY. BEAUTIFUL LADYBOY IN STOCKINGS AND CHASTITY BELT FUCKED WITH A STRAPON. HIGH HEELS FUCK IN STOCKINGS

XVideosRed 3 years ago

Thigh Leap - Feeding Your Inward Cock-deep-throater (pmv) (tp)

Thigh Leap - Feeding Your Inward Cock-deep-throater (pmv) (tp)

PePorn 3 months ago

amateure femboy cam

amateure femboy cam

xHamster 1 month ago

TRANS FUCK GIRL &amp_ DOUBLE DILDO COMPILATION

TRANS FUCK GIRL &amp_ DOUBLE DILDO COMPILATION

XVideos 4 months ago

10 UNREAL ANAL ORGASM !!! CUMSHOTS

10 UNREAL ANAL ORGASM !!! CUMSHOTS

XVideos 1 year ago

A Compilation of 50 Edging Squirting Riding Cumshots

61% HD 1:01 / 1:29:45

A Compilation of 50 Edging Squirting Riding Cumshots

FapHouse 11 months ago

Sissy Luce Yet another compilation video

Sissy Luce Yet another compilation video

aShemaleTube 6 months ago

Never been fucked like this Sissy rozebell got cumshot in ass part2

Never been fucked like this Sissy rozebell got cumshot in ass part2

XVideos 7 months ago

HOT ORGASM ( FULL )

HOT ORGASM ( FULL )

XVideos 1 year ago

Daphne Newbie Ass fucking Teaching Compilation

Daphne Newbie Ass fucking Teaching Compilation

Gayhub 2 days ago

Being Both #57-#60 Cumpilation

Being Both #57-#60 Cumpilation

xHamster 4 months ago

VIRGINFEMBOOY selfSuck selfFuck trailer 2023

VIRGINFEMBOOY selfSuck selfFuck trailer 2023

TrannyGem 8 months ago

PEGGING CUNSHOTS COMPILATION!!! SEXY ORGASMS of SISSY DOXY

PEGGING CUNSHOTS COMPILATION!!! SEXY ORGASMS of SISSY DOXY

ShemaleSin 7 months ago

Female Masker Strip Club Compilation #2

Female Masker Strip Club Compilation #2

xHamster 2 years ago

Sissy fucks her big ass in fishnets and has a cute sissygasm

Sissy fucks her big ass in fishnets and has a cute sissygasm

xHamster 3 weeks ago

Sissies man rod Compilation

Sissies man rod Compilation

Transvids.tv 5 months ago

Super Sexy Goth Femboy Jade Madison Sucking and Fucking - Compilation 3

Super Sexy Goth Femboy Jade Madison Sucking and Fucking - Compilation 3

aShemaleTube 2 months ago

Young cd inserts a bottle into her

Young cd inserts a bottle into her

xHamster 1 year ago

She's a Squirter

She's a Squirter

Tranny.one 4 years ago

Get ready to be dominated by your favorite sissy dude in this steamy POV video

Get ready to be dominated by your favorite sissy dude in this steamy POV video

TrannyMovs 2 weeks ago

BIG BLACK COCK In assfucking - PMV by 3HOLYMAN3

BIG BLACK COCK In assfucking - PMV by 3HOLYMAN3

TrannyGem 4 months ago

Large White Sissy Butt Crossdresser Whore Twink Homo Fem Hunk Lady Male

Large White Sissy Butt Crossdresser Whore Twink Homo Fem Hunk Lady Male

ShemaleSin 8 months ago

Can You Resist My Huge Dick? Love Fuck a Nice Hole

Can You Resist My Huge Dick? Love Fuck a Nice Hole

xHamster 2 months ago

Young Femboy and ample compilation , intense screaming!

Young Femboy and ample compilation , intense screaming!

MenGem 1 year ago

Futanari Femboy Compilation 5

Futanari Femboy Compilation 5

XVideos 1 week ago

Powerful moment from "Real Couples compilation Volume 1"

Powerful moment from "Real Couples compilation Volume 1"

xHamster 5 months ago

Mesmeriza's stunning beauty is the ultimate in kinky domination & public strip dance

Mesmeriza's stunning beauty is the ultimate in kinky domination & public strip dance

TrannyMovs 5 months ago

Boy to Girl Shemale Blue Skirt White Legs

Boy to Girl Shemale Blue Skirt White Legs

xHamster 11 months ago

Tranny Gina Outdoor Pissing and Playing

Tranny Gina Outdoor Pissing and Playing

xHamster 1 year ago

Best Compilation Crempie - Camera Inside 4K

42% 4K 0:39 / 5:10

Best Compilation Crempie - Camera Inside 4K

FapHouse 6 months ago

Yaoi Femboys in lingerie Pic Collection - Japanese Asian sissy boy anime manga trap gay porn

Yaoi Femboys in lingerie Pic Collection - Japanese Asian sissy boy anime manga trap gay porn

XVideos 4 months ago

BB one more Time - PureTs

BB one more Time - PureTs

aShemaleTube 11 months ago

I SCREW MY SISSY MEGA-SLUT !! SHE NUTTING!!

I SCREW MY SISSY MEGA-SLUT !! SHE NUTTING!!

TrannyGem 3 years ago

Die gefesselte Sissy in der Abstellkammer | ASMR Hörspiel | Fufu Clip, Anal, Dildo, Femdom, Keusch

Die gefesselte Sissy in der Abstellkammer | ASMR Hörspiel | Fufu Clip, Anal, Dildo, Femdom, Keusch

Juicexxx 3 months ago

Compilation of upskirt and cumshots

Compilation of upskirt and cumshots

aShemaleTube 5 months ago

Anaconda PMV - Trans Edition

Anaconda PMV - Trans Edition

aShemaleTube 2 years ago

femboy jade madison fucking crossdresser bailey wilde compilations

65% HD 20:00 / 20:40

femboy jade madison fucking crossdresser bailey wilde compilations

PornBox 1 year ago

Amber Mei Neil - Sissy CD Deep Facehole & Face Smashed Instructing Compilation

Amber Mei Neil - Sissy CD Deep Facehole & Face Smashed Instructing Compilation

TrannyGem 4 years ago

Single angle camera pegging daddy for the first time

Single angle camera pegging daddy for the first time

xHamster 4 months ago

Emotional moment from "Ginny Made Me Mouthful - Star Periphery"

Emotional moment from "Ginny Made Me Mouthful - Star Periphery"

xHamster 8 months ago

CEI Sissy Training - Hentai Tranced JOI

CEI Sissy Training - Hentai Tranced JOI

HentaiGem 1 year ago

Swinging Balls and Playing with Her Toes

Swinging Balls and Playing with Her Toes

xHamster 2 months ago

SissyGirlBella Cumshot Compilation

SissyGirlBella Cumshot Compilation

aShemaleTube 1 month ago

BBC Sport

xHamster 1 year ago

Thick Goth Femboy Compilation - Oiled Twerking & Masturbating

63% HD 1:01 / 9:21

Thick Goth Femboy Compilation - Oiled Twerking & Masturbating

FapHouse 1 week ago

Sissy Ladybois

aShemaleTube 4 years ago

HOT SHOTS SISSY PEGGING FISTING TRENNING COMPILATION

HOT SHOTS SISSY PEGGING FISTING TRENNING COMPILATION

XVideos 11 months ago

Compilation of shemale prostitutes trying slutty dresses

Compilation of shemale prostitutes trying slutty dresses

XVideos 5 years ago

Please Don't Put It All in My Ass.

Please Don't Put It All in My Ass.

FapHouse 1 week ago

A young sergeant gets fucked by an officer in a military sperm house, tears his pants, and gets fucked in the ass.

A young sergeant gets fucked by an officer in a military sperm house, tears his pants, and gets fucked in the ass.

xHamster 7 months ago

First Time Cumming with Vibrator!!!

68% HD 0:39 / 5:38

First Time Cumming with Vibrator!!!

FapHouse 6 months ago

HOT SHOTS AND CUMSHOTS COMPILATION

HOT SHOTS AND CUMSHOTS COMPILATION

XVideos 2 years ago

Fabiana Spears Compilation

Fabiana Spears Compilation

XVideos 9 years ago

Sweet femboy posing with vintage camera in park

Sweet femboy posing with vintage camera in park

xHamster 7 months ago

Hot compilation of sissy femboy cumshots - Cum compilation #01

Hot compilation of sissy femboy cumshots - Cum compilation #01

YouPorn Unknown

Feminization - Sissification - Sissy Training - Sissy Whore For Mom

Feminization - Sissification - Sissy Training - Sissy Whore For Mom

ShemaleSin 1 year ago

PEGGING CUNSHOTS COMPILATION!!! HOT ORGASMS of SISSY SLUT

PEGGING CUNSHOTS COMPILATION!!! HOT ORGASMS of SISSY SLUT

XVideos 7 months ago

Little Maple Berry Cumpilation

Little Maple Berry Cumpilation

aShemaleTube 2 years ago

Sissy Training MAKE COCKS CUM PMV

Sissy Training MAKE COCKS CUM PMV

aShemaleTube 2 years ago

Sissy maker 23

TrannyGem 4 years ago

Animated Tranny MILF fucking All! 3D Futanari Compilation Stories with Anal Sex, BlowJob, CowGirl, CowBoy, Sissy Boy etc

Animated Tranny MILF fucking All! 3D Futanari Compilation Stories with Anal Sex, BlowJob, CowGirl, CowBoy, Sissy Boy etc

XVideos 4 years ago

YOU Crave T-girl Dong Bi Confusion

YOU Crave T-girl Dong Bi Confusion

Dafreeporn 4 years ago

Some people say "Love to enjoy the sexy rice shell

Some people say "Love to enjoy the sexy rice shell

xHamster 1 year ago

CUMSHOTS COMPILATION

CUMSHOTS COMPILATION

XVideos 2 years ago

Creampie Cum Eating

Creampie Cum Eating

xHamster 5 months ago

SISSY CLITER CUM COMPILATION

SISSY CLITER CUM COMPILATION

XVideos 9 months ago

Watch me transform and feminise my husband for BBC sex

Watch me transform and feminise my husband for BBC sex

aShemaleTube 1 year ago

Fuck Doll!!!

FapHouse 1 month ago

Desi hot curvaceous step sister enjoyed cumming, horny step brother ejaculated on her face( Hindi Audio )

Desi hot curvaceous step sister enjoyed cumming, horny step brother ejaculated on her face( Hindi Audio )

XVideos 1 year ago

Zelda Yaoi Femboy - Link Compilation (uncensored) - Sissy crossdress Japanese Asian Manga Anime Film Game Porn Gay

Zelda Yaoi Femboy - Link Compilation (uncensored) - Sissy crossdress Japanese Asian Manga Anime Film Game Porn Gay

XVideos 3 years ago

Thicc emo femboy using monster faux-cocks compilation - assfuck gape and jizz flow!

Thicc emo femboy using monster faux-cocks compilation - assfuck gape and jizz flow!

TrannyGem 2 years ago

TrappyChan Comp

TrappyChan Comp

aShemaleTube 2 years ago

4K ULTRA HD CUMSHOT SCENE OF ME HOT BIG LOAD GIANT FOUNTAIN CUMMING OUT CUTE AND DELICIOUS CREAM PIE

4K ULTRA HD CUMSHOT SCENE OF ME HOT BIG LOAD GIANT FOUNTAIN CUMMING OUT CUTE AND DELICIOUS CREAM PIE

xHamster 3 years ago

Hard Trening Horny Sissy Hole COMPILATION

Hard Trening Horny Sissy Hole COMPILATION

RedTube Unknown

Leanne Summers

xHamster 6 months ago

Private WEBCAM SHOW!! Piss on ME

Private WEBCAM SHOW!! Piss on ME

XVideos 1 year ago

He Wore a Dress and We Had a Bisexual Threesome in the Living Room

He Wore a Dress and We Had a Bisexual Threesome in the Living Room

xHamster 7 months ago

Amazing compilation of some of the sexiest shemales getting fucked

Amazing compilation of some of the sexiest shemales getting fucked

Tranny.one 7 years ago

Pink Panties Pink Suit Hot Sissy Crossdresser Large White Butt Bitch Homo

Pink Panties Pink Suit Hot Sissy Crossdresser Large White Butt Bitch Homo

ShemaleSin 11 months ago

Berrybutt Big Piss Compilation Video

HD 0:39 / 21:07

Berrybutt Big Piss Compilation Video

FapHouse 1 year ago

Cumshot compilation 2 - horny tranny, ladyboy blow and fuck

Cumshot compilation 2 - horny tranny, ladyboy blow and fuck

XVideos 9 months ago

Memorable moment from "Femboy PMV Compilation - Jaybaesun"

Memorable moment from "Femboy PMV Compilation - Jaybaesun"

xHamster 5 months ago

Glamgurlxoxo’s Cock-filled January

Glamgurlxoxo’s Cock-filled January

TrannyGem 5 years ago

Sissy Fuckfest marionette Compilation

Sissy Fuckfest marionette Compilation

Transvids.tv 5 months ago

Sissy Cumshot Compilation Nekokuny p

Sissy Cumshot Compilation Nekokuny p

aShemaleTube 4 years ago

QueenSteph compilation

QueenSteph compilation

aShemaleTube 8 months ago

CROSSDRESSER COMPILATION Sissy Story SISSY TRANSFORMATION Feminization

CROSSDRESSER COMPILATION Sissy Story SISSY TRANSFORMATION Feminization

SortPorn 4 years ago

Sissy Trainer for Anal Sluts - Sissylady B

Sissy Trainer for Anal Sluts - Sissylady B

aShemaleTube 5 years ago

Trans Vandella Evangelista Fucking and Sucking Guy - Compilation 1

Trans Vandella Evangelista Fucking and Sucking Guy - Compilation 1

aShemaleTube 1 month ago

sissy Rozebell compilation part 3

sissy Rozebell compilation part 3

XVideos 2 weeks ago

Linda, an Effeminate Man, Walks Naked Through His House and Ends up Masturbating.

HD 1:01 / 10:54

Linda, an Effeminate Man, Walks Naked Through His House and Ends up Masturbating.

FapHouse 1 week ago

JUDE LYNX — FTM FEMBOY ATTEMPTING TO WORKOUT BUT THE WILL TO GET HIS COOTCHIE DRILLED IS FINER

JUDE LYNX — FTM FEMBOY ATTEMPTING TO WORKOUT BUT THE WILL TO GET HIS COOTCHIE DRILLED IS FINER

TrannyGem 4 months ago

Gogogir Comp

aShemaleTube 1 year ago

Sissy Orgasm Collection

Sissy Orgasm Collection

xHamster 1 month ago

T-Girl

TrannyGem 8 months ago

Tgirl makes you a jummy coffee with super hot MILK

Tgirl makes you a jummy coffee with super hot MILK

TrannyGem 3 years ago

Extreme Sissy Femboy Viper Fierce Nasty 60 Cum-blast Fuckfest Part 3

Extreme Sissy Femboy Viper Fierce Nasty 60 Cum-blast Fuckfest Part 3

XVideos 5 months ago

You will have a lot of sperm from this video

You will have a lot of sperm from this video

aShemaleTube 4 months ago

Very Hot Sissy Fucked - Compilations

Very Hot Sissy Fucked - Compilations

XVideos 1 year ago

Too Luxurious Bussy Smashdown Farts and Queefs!! Smaller Mp4

60% 0:10 / 14:16

Too Luxurious Bussy Smashdown Farts and Queefs!! Smaller Mp4

Clips4sale 10 months ago

Sissy having so many squirts! 201802-03

Sissy having so many squirts! 201802-03

Tranny.one 4 years ago

Hot Big Booty Blonde Gay in Milf Dress Ytuber Kitty Cross

Hot Big Booty Blonde Gay in Milf Dress Ytuber Kitty Cross

xHamster 9 months ago

Sweet Dreams Blondlashes19 PMV

Sweet Dreams Blondlashes19 PMV

aShemaleTube 2 years ago

Tanya 027 - Cumshots 1

Tanya 027 - Cumshots 1

ShemaleSin 1 year ago

Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

XVideos 1 year ago

Fucking Mature Crossdresser and Blowjob - Compilation 3

Fucking Mature Crossdresser and Blowjob - Compilation 3

xHamster 3 weeks ago

Sexy CD Compilation

Sexy CD Compilation

BeMyHole 3 years ago

SISSY training to CUM and ORGASM

SISSY training to CUM and ORGASM

XVideos 1 year ago

Emmysdesire's Compilation, sissy Cam Model Fuked by her fucking Machine

Emmysdesire's Compilation, sissy Cam Model Fuked by her fucking Machine

xHamster 1 year ago

Hardcore face-fucking and facial compilation - fucking her throat like a pussy

Hardcore face-fucking and facial compilation - fucking her throat like a pussy

XVideos 10 months ago

Shemale Creampie Compilation Part 1

Shemale Creampie Compilation Part 1

XVideos 9 years ago

Skitty in the Magic Vibing Orgasm

Skitty in the Magic Vibing Orgasm

xHamster 3 years ago

Sissy Shelby Kiss's Recent Year's Resolutions for 2026

Sissy Shelby Kiss's Recent Year's Resolutions for 2026

ShemaleSin 2 months ago

Blonde Veronica Sanders Is Eating My Cum Again

52% HD 1:01 / 17:16

Blonde Veronica Sanders Is Eating My Cum Again

FapHouse 2 months ago

50 FREE HANDS CUMSHOTS COMPILATION

Premium 65% HD 19:43

50 FREE HANDS CUMSHOTS COMPILATION

xnxxGold 1 year ago

TRANSSEXUAL Willow Hammerz - Uber-Sexy SIssy Nymph Penis w/ Cum-Shot

TRANSSEXUAL Willow Hammerz - Uber-Sexy SIssy Nymph Penis w/ Cum-Shot

TrannyGem 4 months ago

CUM PEGGING and FISTING MISTRESS COMPILATION

CUM PEGGING and FISTING MISTRESS COMPILATION

XVideos 10 months ago

T-Girls Eating Creampies Compilation

T-Girls Eating Creampies Compilation

XVideos 6 years ago

34 35 36 37 38

27,089 results found

Related searches

Categories Pornstars

Categories Pornstars

PornMD: A Porn Search Engine.

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.