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Sissy Compilation (36,194)

Second skin

AShemaleTube 2 weeks ago

Crossdresser Bailey Willde Sucking Femboy Jasmyne Jaye - Compilation 5

Crossdresser Bailey Willde Sucking Femboy Jasmyne Jaye - Compilation 5

XHamster 3 months ago

Cum with Me!

62% HD 0:39 / 8:13

FapHouse 2 months ago

Man Feminized by Roommate as Discipline

Man Feminized by Roommate as Discipline

XHamster 1 month ago

Rigid Ass-Fuck Penetrate - Sissy - Female Dominance

Rigid Ass-Fuck Penetrate - Sissy - Female Dominance

TrannyGem 4 years 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

Money shot compilation Vol 1

Money shot compilation Vol 1

XHamster 1 month ago

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compilation cumshot trans sluts

XHamster 2 months ago

How's the Cumshot From Your Angle Zack?

45% HD 0:39 / 6:30

How's the Cumshot From Your Angle Zack?

FapHouse 1 year ago

Fucking Mature Crossdresser and Blowjob - Compilation 13

Fucking Mature Crossdresser and Blowjob - Compilation 13

BoyFriendTV 1 week ago

Sperm in your mouth and in your ass!

Sperm in your mouth and in your ass!

XHamster 3 years ago

12 FEMDOM TIPS for COCK

12 FEMDOM TIPS for COCK

XGroovy 4 years ago

Sissy Tgirl and BIG BLACK COCK

Sissy Tgirl and BIG BLACK COCK

KeekAss 5 years ago

18 year cougar yaoi anime gets a lot of sperm

18 year cougar yaoi anime gets a lot of sperm

GayXPS 3 years ago

HARDCORE MUSCLE MISTRESS FEMDOM COMPILATION #1

Premium HD 34:51

HARDCORE MUSCLE MISTRESS FEMDOM COMPILATION #1

XVideosRed 2 weeks ago

TNTC with Pure anal pleasure

TNTC with Pure anal pleasure

Eporner 4 years ago

TRANS NYLON EROTICA V3

TRANS NYLON EROTICA V3

Tranny.one 5 years ago

My Surprise Blowjob to Principal Ariannah

45% HD 1:01 / 9:48

My Surprise Blowjob to Principal Ariannah

FapHouse 1 year ago

Femdom Rimming, BJ, Milking, Pegging & Ass Depilation Compilation: Busty Dominas Play With Sissy Guys

Femdom Rimming, BJ, Milking, Pegging & Ass Depilation Compilation: Busty Dominas Play With Sissy Guys

Fapality 7 months ago

Beautiful cock cumpilation

Beautiful cock cumpilation

AShemaleTube 2 years ago

SDHSERIES - Sissy Diaries Day trio

SDHSERIES - Sissy Diaries Day trio

TrannyGem 4 years ago

PigArgento In My Finest Sex-positive Moments - Compilation #02

PigArgento In My Finest Sex-positive Moments - Compilation #02

Gayhub 4 months ago

POV Cuckold volume 15

POV Cuckold volume 15

XHamster 4 years ago

hot sissy❤️by"laylacross"??

hot sissy❤️by"laylacross"??

TrannyGem 3 months ago

Rapper Fucking Sexy Sissy - Compilation 3

Rapper Fucking Sexy Sissy - Compilation 3

XHamster 1 month ago

Shemale Cock Compilation - For the Curious and the converted #17

Shemale Cock Compilation - For the Curious and the converted #17

AShemaleTube 2 years ago

DING-DONG PEGGING FEMDOM SISSY MILKING

DING-DONG PEGGING FEMDOM SISSY MILKING

Lesbian8 1 month ago

trans sissy compilation

trans sissy compilation

Eporner 2 months ago

The Juiciest Cumshots for You - Big and Hot Compilation

The Juiciest Cumshots for You - Big and Hot Compilation

XHamster 2 months ago

Sissy Doxy Compilation Volume Ten

Sissy Doxy Compilation Volume Ten

SortPorn 3 years ago

Bride Cumshot by Anal Fuck

Bride Cumshot by Anal Fuck

XHamster 2 weeks ago

PEGGING - SISSY - BIZARRE - CBT - FEMDOM - UNMERCIFUL - BALLBUSTING - DOMINATRIX-BITCH - MASTIX - FACESITTING

PEGGING - SISSY - BIZARRE - CBT - FEMDOM - UNMERCIFUL - BALLBUSTING - DOMINATRIX-BITCH - MASTIX - FACESITTING

BigTitsLust 3 years ago

Femboy Bubblz SPLIT SCREEN

Femboy Bubblz SPLIT SCREEN

AShemaleTube 10 months ago

35x Fascinating Femdom Cumshots from AdultPrime

35x Fascinating Femdom Cumshots from AdultPrime

FreePorn8 2 years ago

Extreme Anal Creampie Compilation Big Ass Femboy in Cosplay Ass Gaped

47% HD 1:01 / 19:59

Extreme Anal Creampie Compilation Big Ass Femboy in Cosplay Ass Gaped

FapHouse 1 year ago

Harmony rose cuckold creampie eating sissy ding-dong pegging spouse and femdom face sitting booty worsh

Harmony rose cuckold creampie eating sissy ding-dong pegging spouse and femdom face sitting booty worsh

MatureTubeHere 1 year ago

Two of hearts

XHamster 7 months ago

Jenny and I in our sexy lingerie

Jenny and I in our sexy lingerie

XHamster 5 months ago

Sissy training for your feminization

44% HD 1:01 / 7:27

Sissy training for your feminization

FapHouse 3 years ago

The Perfect Facesitter

The Perfect Facesitter

XHamster 4 years ago

Watch this compilation of wild cumpilations in lingerie and crossdressing with a hot solo tranny

Watch this compilation of wild cumpilations in lingerie and crossdressing with a hot solo tranny

TrannyMovs 2 weeks ago

2 foreskin in jizm!Molten strenuous jizz-shotguns with fat jizm, pools of jizz!

2 foreskin in jizm!Molten strenuous jizz-shotguns with fat jizm, pools of jizz!

MenGem 11 months ago

Horny sissi twerking

Horny sissi twerking

XHamster 1 year ago

Emello S BBC Bareback 2

57% HD 0:39 / 25:35

Emello S BBC Bareback 2

FapHouse 11 months ago

Punk femboy compilation - Ginormous well-lubed bum and leaking internal ejaculation

Punk femboy compilation - Ginormous well-lubed bum and leaking internal ejaculation

TrannyGem 1 year ago

Post Op Trans Woman Using New Pussy - Compilation 2

Post Op Trans Woman Using New Pussy - Compilation 2

XHamster 3 months ago

Hard Cock Cum Compilation Twink vs Daddy

Hard Cock Cum Compilation Twink vs Daddy

XHamster 5 months ago

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XHamster 8 months ago

The Cum Queen Compilation - Tslucylux

The Cum Queen Compilation - Tslucylux

ShemaleSin 5 months ago

713. 100% High Heels: Fetish, Shoeplay, Walking and Cumshots Compilation 01 - Dame Olga

713. 100% High Heels: Fetish, Shoeplay, Walking and Cumshots Compilation 01 - Dame Olga

BigTitsLust 2 weeks ago

Huge Cumshot Compilation with Cum Swallowing

Huge Cumshot Compilation with Cum Swallowing

XHamster 1 month ago

Trans Vandella Evangelista Fucking and Sucking Guy - Compilation 2

Trans Vandella Evangelista Fucking and Sucking Guy - Compilation 2

XHamster 10 months ago

After I teased him, he came straight from work just to get fucked by me

After I teased him, he came straight from work just to get fucked by me

XHamster 2 weeks ago

Hot Muscle Men in Skirts Ai XXX

Hot Muscle Men in Skirts Ai XXX

XHamster 8 months ago

He Flooded My Throat Until I Was with His Load

He Flooded My Throat Until I Was with His Load

FapHouse 6 days ago

Trans Internal ejaculation Compilation SUPER-HOT

Trans Internal ejaculation Compilation SUPER-HOT

Transvids.tv 1 year ago

POV Cuckold vol 19

POV Cuckold vol 19

XHamster 11 months ago

Valery McQueen Comp

Valery McQueen Comp

AShemaleTube 2 years ago

Pink Haired Trans Woman Fucked & Sucking Cock - Compilation 3

Pink Haired Trans Woman Fucked & Sucking Cock - Compilation 3

XHamster 1 year ago

Showing off my little tight body in black panties

Showing off my little tight body in black panties

XHamster 2 years ago

***`s Gay Moaning Before Intense Anal Orgasm Boyfriend`s Penis Is Too Big Gay Cumshot No Hands Stockings

66% HD 1:01 / 7:09

***`s Gay Moaning Before Intense Anal Orgasm Boyfriend`s Penis Is Too Big Gay Cumshot No Hands Stockings

FapHouse 2 years ago

Sexy femboy 14 cumshots compilation

Sexy femboy 14 cumshots compilation

XHamster 8 months ago

Veronica Sanders' First Big Black Cock Blowjob and Cum Swallow

HD 0:39 / 10:38

Veronica Sanders' First Big Black Cock Blowjob and Cum Swallow

FapHouse 8 months ago

Penelope Caressing Her Bulge

Penelope Caressing Her Bulge

FapHouse 7 months ago

NuniCult's Goth Sissy Seduction: Deep Anal, Huge Oiled Ass & Creampies

NuniCult's Goth Sissy Seduction: Deep Anal, Huge Oiled Ass & Creampies

TatBabes 2 months ago

Trans Threesome with Ria Bentley Blake Lovely and Stacey Summers

65% HD 0:39 / 29:53

Trans Threesome with Ria Bentley Blake Lovely and Stacey Summers

FapHouse 6 months ago

SISSY BANGERS COMP 02

SISSY BANGERS COMP 02

Transvids.tv 1 year ago

Stunning Compilations of Cum Strings Everywhere-a River of Cum From a Twink and a Tranny Getting Fucked

Stunning Compilations of Cum Strings Everywhere-a River of Cum From a Twink and a Tranny Getting Fucked

XHamster 5 months ago

He Keeps Me in Control

He Keeps Me in Control

XHamster 1 year ago

Multi Orgasm Challenge

Multi Orgasm Challenge

Eporner 4 years ago

Emello S BBC Bareback 6

56% HD 0:39 / 31:22

Emello S BBC Bareback 6

FapHouse 7 months ago

Shemale And Hermaphrodite Creampie Animation Compilation

Shemale And Hermaphrodite Creampie Animation Compilation

BeMyHole 6 days ago

Sissy Chastity Cage Training

Sissy Chastity Cage Training

AShemaleTube 8 years ago

REY 3MY succulent Femboy 15 Compilation

REY 3MY succulent Femboy 15 Compilation

TransTube.tv 3 weeks ago

I fucked a stranger athlete right on the track in public on a cruise without condoms with cum!

Premium HD 14:00

I fucked a stranger athlete right on the track in public on a cruise without condoms with cum!

XVideosRed 3 months ago

Sissy in Chastity Fucked Compilation

56% HD 0:10 / 25:35

Sissy in Chastity Fucked Compilation

LoyalFans 4 weeks ago

I Fuck You Bitch

I Fuck You Bitch

XHamster 5 days ago

November 2025 Video Trailers - Katy Churchill farting, pissing, balloons, simp, smoking, facesitting

November 2025 Video Trailers - Katy Churchill farting, pissing, balloons, simp, smoking, facesitting

XHamster 9 months ago

Young members stuck big skins into each other!

Young members stuck big skins into each other!

XHamster 2 years ago

Blair Cum Compilation

HD 0:39 / 14:01

Blair Cum Compilation

FapHouse 1 week ago

Im dazed! Damn, everything here is glazed in batter! Hefty compilations of femboy sissy tweenies!

Im dazed! Damn, everything here is glazed in batter! Hefty compilations of femboy sissy tweenies!

Gayhub 2 weeks ago

Edging challenge

Edging challenge

Eporner 4 years ago

Gorgeous femboy wearing sheer top with shy smile

Gorgeous femboy wearing sheer top with shy smile

XHamster 1 year ago

Post Op Trans Woman Using New Pussy - Compilation 1

Post Op Trans Woman Using New Pussy - Compilation 1

XHamster 7 months ago

Insane Inexperienced Model Dumps Hefty White Gravy from his Appetizing Ample Chisel

Insane Inexperienced Model Dumps Hefty White Gravy from his Appetizing Ample Chisel

4Gay 2 years ago

Screw cruise of strangers and a pile of jism in public femboy sissy

Screw cruise of strangers and a pile of jism in public femboy sissy

4Gay 2 months ago

Bookshop Bois of Prey: Nerdy Dominant Bottom Sissies Hunt & Seduce Married Men in Library Seduction by EnbyHalflingBoi Clip 1

Bookshop Bois of Prey: Nerdy Dominant Bottom Sissies Hunt & Seduce Married Men in Library Seduction by EnbyHalflingBoi Clip 1

XHamster 6 months ago

feet lovers comp

feet lovers comp

AShemaleTube 5 months ago

He Keeps Me in Control

50% HD 0:39 / 4:50

He Keeps Me in Control

FapHouse 1 year ago

beautiful sissy❤️by"laylacross"

beautiful sissy❤️by"laylacross"

TrannyGem 3 months ago

Sissy Compilation Chastity Forever

Sissy Compilation Chastity Forever

Lesbian8 2 months ago

I love jeans, and you?

I love jeans, and you?

AShemaleTube 2 months ago

Fucking Mature Crossdresser and Blowjob - Compilation 12

Fucking Mature Crossdresser and Blowjob - Compilation 12

BoyFriendTV 4 days ago

Femboy teen with a huge cock sucks cock and takes his hot cum!

Femboy teen with a huge cock sucks cock and takes his hot cum!

XHamster 2 years ago

Femboy's huge cock opens up the hole

Femboy's huge cock opens up the hole

AShemaleTube 1 week ago

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63% HD 0:20 / 6:50

cumshot & piss collection

PornBox 2 weeks ago

Sissy Slut Cumming Without Hands

Sissy Slut Cumming Without Hands

XHamster 11 months ago

Sucking her cum off his cock and overflowing anal creampies Compilation

Sucking her cum off his cock and overflowing anal creampies Compilation

XHamster 1 year ago

Lilylanska cum compilation

Lilylanska cum compilation

FetishShrine 2 months ago

Trap Girls Have to Pay Rent Too

Trap Girls Have to Pay Rent Too

XHamster 2 weeks ago

Anal Pleasure - An advertisement for my very fuckable bum

Anal Pleasure - An advertisement for my very fuckable bum

XHamster 1 month ago

Big cum in Mouth selfsuck Compilation VIRGINFEMBOOY

Big cum in Mouth selfsuck Compilation VIRGINFEMBOOY

XHamster 3 years ago

Tattooed Futa Wrecks Her Friend in the Alley - Facefuck & Cum

Tattooed Futa Wrecks Her Friend in the Alley - Facefuck & Cum

XHamster 2 weeks ago

Knotting Doggie with feets

Knotting Doggie with feets

4Gay 1 year ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 13

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 13

XHamster 1 month ago

Public Pissing on Sissy Slut

Public Pissing on Sissy Slut

XHamster 10 months ago

Confidence Is Key: Embrace Your Unique Style with Crossdresser Kitty! Part 2

Confidence Is Key: Embrace Your Unique Style with Crossdresser Kitty! Part 2

FapHouse 1 year ago

CuMSLut! CuMFace! The Inspector of Finished Works does The Tail Emptyer. VaneSsaBiTCHx PariSChienneTrvprod91

CuMSLut! CuMFace! The Inspector of Finished Works does The Tail Emptyer. VaneSsaBiTCHx PariSChienneTrvprod91

XHamster 3 months ago

Fucking Goth Sissy Jade Madison - Compilation 4

Fucking Goth Sissy Jade Madison - Compilation 4

XHamster 6 months ago

CENSORED: IR Censored Vids & Humiliation for Beta Bois

CENSORED: IR Censored Vids & Humiliation for Beta Bois

TrannyGem 7 years ago

Energy tranny pmv 4 sissy music

Energy tranny pmv 4 sissy music

AShemaleTube 3 years ago

Best pegging compilation with domineering brunette

Best pegging compilation with domineering brunette

XCafe 2 years ago

Cum Eating instruction CEI #1 By Bestsissycaptions

Cum Eating instruction CEI #1 By Bestsissycaptions

FreePorn8 1 year ago

Public Pee Drinking And Chastity Unlocking

Public Pee Drinking And Chastity Unlocking

XHamster 3 years ago

I wanna bad girly

I wanna bad girly

XHamster 5 months ago

Hubby Transformation Into Pink Shoes - Transformation Fantasy, Humiliation

38% HD 1:01 / 32:58

Hubby Transformation Into Pink Shoes - Transformation Fantasy, Humiliation

FapHouse 4 weeks ago

Femboy Futa House - All Sex Scenes - Part 3

Femboy Futa House - All Sex Scenes - Part 3

XHamster 1 week ago

Jill jacking my cock off till I explode on her perfect tits 3rd view.

Jill jacking my cock off till I explode on her perfect tits 3rd view.

XHamster 1 month ago

I'll Bend Over and Make You Ache, but a Whore Like You Doesn't Get to Touch Your Mistress

I'll Bend Over and Make You Ache, but a Whore Like You Doesn't Get to Touch Your Mistress

XHamster 1 week ago

I Cumming on the Top!!!! Free Hands Sissygasm

I Cumming on the Top!!!! Free Hands Sissygasm

FapHouse 2 months ago

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