Sissy Compilation Videos (25,421)

Hottest sissygasm compilation

Hottest sissygasm compilation

TrannyGem 10 months ago

Crossdresser Flaunting by Walking Around in Short Skirts and Dresses, Heels and Stockings Trying to Arouse Cocks and Shemales

Crossdresser Flaunting by Walking Around in Short Skirts and Dresses, Heels and Stockings Trying to Arouse Cocks and Shemales

FapHouse 5 days ago

Zuppish Fire Licks My Softest Skin

Zuppish Fire Licks My Softest Skin

FapHouse 1 day ago

My Straight Neighbor Fucks My Gay Ass Bareback in the Kitchen and Cums Inside Creampie

HD 1:01 / 11:05

My Straight Neighbor Fucks My Gay Ass Bareback in the Kitchen and Cums Inside Creampie

FapHouse 1 year ago

Crossdressing Madison CD Compilation in Lingerie and Stockings and Heels Showing off

Crossdressing Madison CD Compilation in Lingerie and Stockings and Heels Showing off

FapHouse 1 week ago

Sucked in the Forest

Sucked in the Forest

FapHouse 2 weeks ago

Sexy Bubble-assed Femboy Emma Devote Cums While Toying Her Asshole - Compilation

Sexy Bubble-assed Femboy Emma Devote Cums While Toying Her Asshole - Compilation

AnySex 8 months ago

The Bull Wrecks Me While He Just Watches

The Bull Wrecks Me While He Just Watches

FapHouse 1 month ago

Premature HandsFree Popshot Compilation - Destroyed Sissygasm April 2024

Premature HandsFree Popshot Compilation - Destroyed Sissygasm April 2024

TrannyGem 1 year ago

REY 3MY sugary-sweet Femboy 17 Compilation

REY 3MY sugary-sweet Femboy 17 Compilation

TransTube.tv 8 months ago

I'm Going to Make a Big Mess, Sir! - Cumshot

I'm Going to Make a Big Mess, Sir! - Cumshot

xHamster 1 month ago

FEMDOM SISSY TRAINNING COMPILATION CUMSHOTS SISSYGASM

FEMDOM SISSY TRAINNING COMPILATION CUMSHOTS SISSYGASM

XVideos 1 year ago

Happy Holidays Ya Filthy Freaks

HD 0:39 / 24:08

Happy Holidays Ya Filthy Freaks

FapHouse 1 year ago

SISSY BLONDE MASTURBATES AND SQUIRTS HER CUM IN HER MOUTH AND FACE

SISSY BLONDE MASTURBATES AND SQUIRTS HER CUM IN HER MOUTH AND FACE

xHamster 2 years ago

BBC Cum

xHamster 3 years ago

Lena Fucked Me on Sopha

Lena Fucked Me on Sopha

FapHouse 5 months ago

Masturbating Her Colombian

HD 1:01 / 32:47

Masturbating Her Colombian

FapHouse 2 days ago

Red Hairy Shemale Bursts All Over Her Body

Red Hairy Shemale Bursts All Over Her Body

FapHouse 6 days ago

Sucking Black Trans Eros Orisha Sissy BBC Spit & Cum Discharged Compilation

Sucking Black Trans Eros Orisha Sissy BBC Spit & Cum Discharged Compilation

ShemaleSin 1 year ago

I Fucked the Hole, Filled the Ass with Cum From a Thick, Bare Cock, and Made a Compilation of Cum Shots!

HD 1:01 / 12:02

I Fucked the Hole, Filled the Ass with Cum From a Thick, Bare Cock, and Made a Compilation of Cum Shots!

FapHouse 1 month ago

French Maid

FapHouse 1 week ago

Hard Anal with a Big Dildo

HD 1:01 / 12:20

Hard Anal with a Big Dildo

FapHouse 1 week ago

Lollipopish Heat Lingers on My Lips

Lollipopish Heat Lingers on My Lips

FapHouse 1 week ago

Thicc Goth Femboy Compilation | Hucow and Throat Bulging

Thicc Goth Femboy Compilation | Hucow and Throat Bulging

FapHouse 1 year ago

The 30 minutes challenge for myself - Riding the 12 inch King Cock

The 30 minutes challenge for myself - Riding the 12 inch King Cock

xHamster 3 years ago

Ladyboy outdoor pissing compilation

Ladyboy outdoor pissing compilation

XVideos 4 months ago

Forearms Free-For-All Sissy Ejaculations Vol two

Forearms Free-For-All Sissy Ejaculations Vol two

TrannyGem 4 years ago

Trans Woman Fucking Man - Compilation 1

Trans Woman Fucking Man - Compilation 1

xHamster 2 months ago

Cumshot After Cumshot After Cumshot for Frankie Labido

Cumshot After Cumshot After Cumshot for Frankie Labido

xHamster 4 weeks ago

Dream 78,601 Views Added 2024-01-05 - Bailey Love

Dream 78,601 Views Added 2024-01-05 - Bailey Love

PePorn 3 months ago

Crossdressing Shemale Goddess says Love, Fuck, or Remain PMV - Scarlett Ocean

Crossdressing Shemale Goddess says Love, Fuck, or Remain PMV - Scarlett Ocean

xHamster 2 years ago

Beautiful Crossdresser Smiling Innocently While Being So Seductive

Beautiful Crossdresser Smiling Innocently While Being So Seductive

xHamster 3 months ago

Zombish Fire Glows Like Candy Lust

Zombish Fire Glows Like Candy Lust

FapHouse 1 week ago

Stunning Femboy Slowly Showing off Perfect Sexy Body

Stunning Femboy Slowly Showing off Perfect Sexy Body

FapHouse 2 weeks ago

Sexy Femboy 43 Cumshot Compilation

Sexy Femboy 43 Cumshot Compilation

FapHouse 2 weeks ago

Bella with Her Cock so Hard About to Burst

HD 0:39 / 10:14

Bella with Her Cock so Hard About to Burst

FapHouse 4 days ago

Fetishland Compilation

Fetishland Compilation

xHamster 1 year ago

Compilation of ZZ cock reveals and flapping

HD 0:39 / 26:01

Compilation of ZZ cock reveals and flapping

FapHouse 2 years ago

Sissy Girl Feminization

Sissy Girl Feminization

TrannyGem 5 years ago

Foreverish Zuppy Love Shines Like Heat

Foreverish Zuppy Love Shines Like Heat

FapHouse 1 week ago

Hands free sissy whores

Hands free sissy whores

TrannyGem 5 years ago

Ultimate Seduction Compilation &mdash_ Tease, Lingerie &amp_ Deep Toy Play

Ultimate Seduction Compilation &mdash_ Tease, Lingerie &amp_ Deep Toy Play

XVideos 2 months ago

Zuppy Kisses Burn Hot and Slow

Zuppy Kisses Burn Hot and Slow

FapHouse 5 days ago

He Was Submissive to BBC

51% HD 0:39 / 14:41

He Was Submissive to BBC

FapHouse 5 months ago

Beautiful Hijabi Transgender Peeing in Mouth

Beautiful Hijabi Transgender Peeing in Mouth

FapHouse 11 months ago

Sissy Luce Yet another compilation video

Sissy Luce Yet another compilation video

aShemaleTube 4 months ago

Sissy Brainfuck Compilation Full Movie

55% HD 1:01 / 1:13:21

Sissy Brainfuck Compilation Full Movie

FapHouse 4 months ago

Trans Compilation: Without a condom Fellatios Galore

Trans Compilation: Without a condom Fellatios Galore

TransTube.tv 5 months ago

Twunk's and femboy's schlong in a cock-squeezing girly undies / Part 1 / Giant compilation / HornyJohny66

Twunk's and femboy's schlong in a cock-squeezing girly undies / Part 1 / Giant compilation / HornyJohny66

4Gay 1 month ago

Sissy Trainer [NEW] become Sissy Slut Vol.0002

Sissy Trainer [NEW] become Sissy Slut Vol.0002

TrannyGem 7 years ago

Fucking Goth Crossdresser Jade Madison - Compilation 3

HD 0:39 / 20:13

Fucking Goth Crossdresser Jade Madison - Compilation 3

FapHouse 6 months ago

Big Ass Blonde Shemale Booty Big Thighs Horny Lady Boy Hot

Big Ass Blonde Shemale Booty Big Thighs Horny Lady Boy Hot

FapHouse 2 months ago

Gorgeous Crossdresser With Big Booty Dancing Wildly Tonight

Gorgeous Crossdresser With Big Booty Dancing Wildly Tonight

xHamster 3 months ago

Compilation of some of last year's scenes and new clip outside dressed in my tutu and black pantys

Compilation of some of last year's scenes and new clip outside dressed in my tutu and black pantys

xHamster 7 months ago

Blow Buttfuck And Crossdressing 4Gayfans Compilation

Blow Buttfuck And Crossdressing 4Gayfans Compilation

4Gay 1 year ago

Simply Delicious - I Want This Cock in Me Right Now

Simply Delicious - I Want This Cock in Me Right Now

FapHouse 1 month ago

Super Sexy Mexican Sissy Sucking Cock - Compilation 5

Super Sexy Mexican Sissy Sucking Cock - Compilation 5

xHamster 4 weeks ago

Sissy youngster

Sissy youngster

TrannyGem 5 years ago

Addicted- the series Girly boys and She Cock Stars

Addicted- the series Girly boys and She Cock Stars

aShemaleTube 2 weeks ago

Redhead Femboy SELF FISTING AND CUMMING MINI COMP

Redhead Femboy SELF FISTING AND CUMMING MINI COMP

xHamster 11 months ago

She-creature fucky-fucky with domina, Transgirl Spunking Cowgirl Railing, Sissy jizz in pusssy

She-creature fucky-fucky with domina, Transgirl Spunking Cowgirl Railing, Sissy jizz in pusssy

Transvids.tv 6 months ago

Spandexfemboy - My Part1 Compilation Anal Dildo Nylon

Spandexfemboy - My Part1 Compilation Anal Dildo Nylon

FapHouse 1 week ago

Sissy step Brother Love my BBC suck IT everyday but IT feel so good i Cent say No

Sissy step Brother Love my BBC suck IT everyday but IT feel so good i Cent say No

xHamster 1 year ago

Transgender Hot Pretty Ladyboy Short Dress White Body Sexy Dancer Cosplayer Model Shemale

Transgender Hot Pretty Ladyboy Short Dress White Body Sexy Dancer Cosplayer Model Shemale

xHamster 9 months ago

hot femboy

TrannyGem 2 weeks ago

Ultimate Sissy Fuck Doll Trainer

Ultimate Sissy Fuck Doll Trainer

FapHouse 2 weeks ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 19

60% HD 1:01 / 20:06

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 19

FapHouse 1 year ago

Trans queen displays off and romps her feet - spunk on toes

Trans queen displays off and romps her feet - spunk on toes

TrannyGem 1 year ago

Soft Zuppy Touch Feels Like Sin

Soft Zuppy Touch Feels Like Sin

FapHouse 6 days ago

Goth Sissy Jade Madison Deepthroating Dick - Compilation 9

HD 0:39 / 33:32

Goth Sissy Jade Madison Deepthroating Dick - Compilation 9

FapHouse 6 months ago

Deepthroat Training Absolute Control

Deepthroat Training Absolute Control

FapHouse 1 week ago

Slutty Blonde Whore CD Madison Crossdressing While Being Chained for BDSM Bondage

HD 0:39 / 10:36

Slutty Blonde Whore CD Madison Crossdressing While Being Chained for BDSM Bondage

FapHouse 1 week ago

Stick your cock in my ass ! Get high in public ! My skirt is covered in cum !

Stick your cock in my ass ! Get high in public ! My skirt is covered in cum !

xHamster 5 months ago

Massive cumpilation number #14

Massive cumpilation number #14

ShemaleSin 1 year ago

Hot Sissy Slowly Teasing with Perfect Booty Moves

Hot Sissy Slowly Teasing with Perfect Booty Moves

FapHouse 1 week ago

2017 Sissy Trainer by holditsissy

2017 Sissy Trainer by holditsissy

KeekAss 4 years ago

MILF Crossdresser Madison Dressing in Sexy Outfits with Thigh High Hose Stockings and Heels and Walks Around Showing off Teasing

MILF Crossdresser Madison Dressing in Sexy Outfits with Thigh High Hose Stockings and Heels and Walks Around Showing off Teasing

FapHouse 5 days ago

Zuppish Whispers Stroke My Skin Softly

Zuppish Whispers Stroke My Skin Softly

FapHouse 1 week ago

Valeria Dances and Models Her Cock Until She Explodes with Milk.

Valeria Dances and Models Her Cock Until She Explodes with Milk.

xHamster 6 months ago

FISTING PISSING CUM PRECUM HOTSHOTS COMPILATION

Premium HD 5:12

FISTING PISSING CUM PRECUM HOTSHOTS COMPILATION

XVideosRed 10 months ago

Hotel Adventures: Fuck and Cum

Premium HD 27:43

Hotel Adventures: Fuck and Cum

XVideosRed 1 week ago

Sexy Femboy 43 Cumshot Compilation

Sexy Femboy 43 Cumshot Compilation

FapHouse 2 weeks ago

Compilation Sissy

Compilation Sissy

xHamster 1 month ago

Aline Fucks Sissy's Ass

HD 0:39 / 16:48

Aline Fucks Sissy's Ass

FapHouse 6 days ago

Sissification - Sissy Trainer - Sissy - Feminization

Sissification - Sissy Trainer - Sissy - Feminization

TrannyGem 3 years ago

Sex Toys Sissy Anal Orgasm Compilation

61% HD 0:39 / 1:20

Sex Toys Sissy Anal Orgasm Compilation

FapHouse 1 year ago

POV Blonde Tgirl Cumshot with Double Vibrator

HD 0:39 / 17:48

POV Blonde Tgirl Cumshot with Double Vibrator

FapHouse 1 year ago

Hattabi4ik Sissy Femboy Trap Compilation

Hattabi4ik Sissy Femboy Trap Compilation

RedTube Unknown

Big Ass Trans Takes the White Boy's Whole Cock Until He Explodes with Milk

63% HD 0:39 / 12:40

Big Ass Trans Takes the White Boy's Whole Cock Until He Explodes with Milk

FapHouse 6 months ago

HAPPY HOLE

XVideos 10 months ago

Femboyhami Comp6

Femboyhami Comp6

aShemaleTube 1 year ago

I tied my dick so it wouldn't get hard

I tied my dick so it wouldn't get hard

xHamster 5 months ago

My Sissy Cums Again From the Huge BBC Oh, This Feels Amazing! I Hope You Can Do This Yourself?

My Sissy Cums Again From the Huge BBC Oh, This Feels Amazing! I Hope You Can Do This Yourself?

xHamster 3 weeks ago

Compilation of pictures of my huge man rod in all these states

Compilation of pictures of my huge man rod in all these states

MenGem 1 year ago

Ballbusting small cock bdsm

Ballbusting small cock bdsm

xHamster 1 year ago

Sissy trainer for deepthroating and riding a cock - Best of Anna Rios 2023 pt.3

Sissy trainer for deepthroating and riding a cock - Best of Anna Rios 2023 pt.3

aShemaleTube 1 year ago

COCK SUCKING SISSY TRAINER

COCK SUCKING SISSY TRAINER

aShemaleTube 7 years ago

My First Tranny Slut Fucking

HD 0:39 / 20:10

My First Tranny Slut Fucking

FapHouse 1 day ago

SLUTTY TRANNY JSSEMONTZ puts on LINGERIE and sucks a huge bbc for her first time

SLUTTY TRANNY JSSEMONTZ puts on LINGERIE and sucks a huge bbc for her first time

xHamster 3 years ago

Fucking Mature Crossdresser and Blowjob - Compilation 8

Fucking Mature Crossdresser and Blowjob - Compilation 8

xHamster 4 months ago

Two Mouths, One Command

HD 0:39 / 15:39

Two Mouths, One Command

FapHouse 2 months ago

Cool Kitty Crossdresser Femboy Cosplayer Shemale Homemade in Stepsister's Room

Cool Kitty Crossdresser Femboy Cosplayer Shemale Homemade in Stepsister's Room

FapHouse 2 months ago

Sexy Sissy Traps Compilation

Sexy Sissy Traps Compilation

aShemaleTube 4 years ago

Sissy Get Your Man

Sissy Get Your Man

aShemaleTube 7 years ago

Man in Lingerie Caught Playing with Himself Cums Live

Man in Lingerie Caught Playing with Himself Cums Live

xHamster 3 months ago

Foreverish Zuppy Love Shines Like Heat

Foreverish Zuppy Love Shines Like Heat

FapHouse 1 week ago

Rich Ass Tranny with Small Cock Cums and Has Anal Orgasms

HD 0:39 / 24:54

Rich Ass Tranny with Small Cock Cums and Has Anal Orgasms

FapHouse 8 months ago

Yuppy Whispers Hide Softest Desires

4K 0:39 / 11:07

Yuppy Whispers Hide Softest Desires

FapHouse 1 week ago

Sweet Lollipopish Fire Touches My Skin

Sweet Lollipopish Fire Touches My Skin

FapHouse 1 week ago

Ts sophia sissy compilation

Ts sophia sissy compilation

aShemaleTube 2 months ago

Risky romp with super-sexy t-girl in the teach and in the van / Compilation

Risky romp with super-sexy t-girl in the teach and in the van / Compilation

TrannyGem 3 years ago

Compilation Sissy

Compilation Sissy

xHamster 1 month ago

SubbySoup3

Tranny.one 1 year ago

Xoangeldolll DildoRide Comp

Xoangeldolll DildoRide Comp

aShemaleTube 10 months ago

Baby Dick Sissy Jeffery Heuett Cum Dribble Compilation

Baby Dick Sissy Jeffery Heuett Cum Dribble Compilation

xHamster 1 year ago

Condom Sissy villein

Condom Sissy villein

TrannyGem 5 years ago

Texture with Feet, Playing with a Balloon

Texture with Feet, Playing with a Balloon

xHamster 6 days ago

Young jizm in the jaws and in the caboose right after school!

Young jizm in the jaws and in the caboose right after school!

4Gay 10 months ago

Halloween Livecam Bellydancer Cumming

HD 0:39 / 11:00

Halloween Livecam Bellydancer Cumming

FapHouse 1 month ago

Rapper Fucks Hot Crossdresser - Compilation 2

HD 0:39 / 20:06

Rapper Fucks Hot Crossdresser - Compilation 2

FapHouse 1 month ago

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