Sissy Porn Movies - Straight & Trans (818,119)

Sissy Gets Her Big Ass Fucked Hard by a Big Black Cock

55% HD 1:01 / 22:50

Sissy Gets Her Big Ass Fucked Hard by a Big Black Cock

FapHouse 1 week ago

Sissy Bottom

XHamster 1 week ago

Astolfo Takes a Pounding - Cosplay

Astolfo Takes a Pounding - Cosplay

XHamster 4 months ago

Breaking in Another Sissy Ass for Your Viewing Pleasure.

71% HD 0:39 / 12:06

Breaking in Another Sissy Ass for Your Viewing Pleasure.

FapHouse 1 month ago

Submissive Asian Ladyboy Anal Casting & Slave Training

58% HD 1:01 / 39:45

Submissive Asian Ladyboy Anal Casting & Slave Training

FapHouse 1 year ago

Trans & step-father

Trans & step-father

TrannyGem 6 years ago

I Was Hired, and While Attending to the Client, I Also Had the Pleasure of Meeting His She Arrived and Caught Us in the Act

I Was Hired, and While Attending to the Client, I Also Had the Pleasure of Meeting His She Arrived and Caught Us in the Act

XHamster 3 months ago

sexy cd sissy fucked

sexy cd sissy fucked

VikiPorn 3 weeks ago

Entering the Feminization Academy

Entering the Feminization Academy

XHamster 1 year ago

Feminized for Girls Night Out (full Movie)

Feminized for Girls Night Out (full Movie)

XHamster 3 months ago

Femboi finger-tickled to orgasam

Femboi finger-tickled to orgasam

Gayhub 1 year ago

Cute blonde sissy having a sissygasm

Cute blonde sissy having a sissygasm

Tranny.one 5 years ago

2on1, Anal, Dap, Creampies For Mandy ( )

2on1, Anal, Dap, Creampies For Mandy ( )

GetTranny 10 months ago

sissy pranks his best friend

sissy pranks his best friend

FetishShrine 2 weeks ago

Morgane the trans slut has her first bbc casting

Morgane the trans slut has her first bbc casting

XHamster 2 years ago

Caged Sissy Knows Her Place In Front Of BBC

Caged Sissy Knows Her Place In Front Of BBC

AShemaleTube 1 year ago

i made my little sissy have a chastity orgasm

i made my little sissy have a chastity orgasm

XHamster 8 months ago

When Her Boyfriend Isn't Around, It's All Mine

51% 1:01 / 7:34

When Her Boyfriend Isn't Around, It's All Mine

FapHouse 1 year ago

He Couldn't Hide His Desire to Fuck Me Hard with My Chastity Cell

He Couldn't Hide His Desire to Fuck Me Hard with My Chastity Cell

MyTransfix 4 days ago

Becoming A Sissy

Becoming A Sissy

VikiPorn 1 month ago

Primal Hotel Fucking - Trans Girl Gets Fucked by Muscle Stud

Primal Hotel Fucking - Trans Girl Gets Fucked by Muscle Stud

XHamster 7 months ago

sissy dreams

AShemaleTube 3 years ago

I'm Such A Slut Sissy

I'm Such A Slut Sissy

Tranny.one 1 year ago

Sissy Takes unprotected dark wood & Facial cumshot

Sissy Takes unprotected dark wood & Facial cumshot

TransTube.tv 1 year ago

Cute Trans Fucked

Cute Trans Fucked

Eporner 4 weeks ago

Sissy Lovin' 5: Preying On B4MB1 P0V

Sissy Lovin' 5: Preying On B4MB1 P0V

Eporner 4 days ago

Dad tearing up Sissy Femmboy After Night Out

Dad tearing up Sissy Femmboy After Night Out

TrannyGem 6 years ago

I wanna feel it way deep in the back of my guts

I wanna feel it way deep in the back of my guts

XHamster 2 years ago

A stranger takes me

A stranger takes me

XHamster 1 month ago

Femboy and Vilu Vidish Compilation

57% HD 0:39 / 1:05:58

Femboy and Vilu Vidish Compilation

FapHouse 4 months ago

Best of Harmony Rose volume 5

Best of Harmony Rose volume 5

XHamster 1 year ago

Misty Little Sissy

Misty Little Sissy

TrueAmateurPorn 1 month ago

Sissy’s 7am Grindrr Hookup

64% HD 0:10 / 10:06

Sissy’s 7am Grindrr Hookup

LoyalFans 8 months ago

The Cuck Brothel

The Cuck Brothel

XHamster 3 months ago

Baby in paradise part 1

65% HD 0:39 / 9:01

Baby in paradise part 1

FapHouse 4 years ago

Becoming A Sissy

Becoming A Sissy

Pornicom 1 month ago

Couchsurfing

TransTube.tv 1 year ago

The Maids in Germany Are Quite Unique

The Maids in Germany Are Quite Unique

FapHouse 1 day ago

Daddy fucks his lady lad trans lady fucked real duo hookup

Daddy fucks his lady lad trans lady fucked real duo hookup

SoloClips 4 days ago

daddy teach redginaxx how to be a obidient sissy

daddy teach redginaxx how to be a obidient sissy

AShemaleTube 5 months ago

Guy Feminized and Fucked by Roommate (Full Movie)

Guy Feminized and Fucked by Roommate (Full Movie)

XHamster 2 years ago

Cute Sissy swallows cum

Cute Sissy swallows cum

XHamster 1 year ago

Borrow My Sissy Boyfriend

65% 0:39 / 25:50

Borrow My Sissy Boyfriend

FapHouse 9 months ago

mums special sissy

mums special sissy

WinPorn 3 days ago

Sissy cage with suspender stockings and transparent dress, what more could you want

Sissy cage with suspender stockings and transparent dress, what more could you want

XHamster 2 weeks ago

a sissy with a bloke pleasing a hot with randy asiatic

a sissy with a bloke pleasing a hot with randy asiatic

FetishShrine 1 year ago

Sissy Servitude

Sissy Servitude

XHamster 4 weeks ago

Trans Hoe With Giant Bootie Gets Boinked By Trans Hotty - prettyboi2000x

Trans Hoe With Giant Bootie Gets Boinked By Trans Hotty - prettyboi2000x

Tranny.one 6 months ago

Help My Husband Is a Sissy Part 3

Help My Husband Is a Sissy Part 3

Tranny.one 4 years ago

Johanne gets fucked in her black fishnet outfit

Johanne gets fucked in her black fishnet outfit

XHamster 2 years ago

Spectacular Tall Femboy Vs Monster Knob - Enormously Taut & Aching Sesh

Spectacular Tall Femboy Vs Monster Knob - Enormously Taut & Aching Sesh

4Gay 1 month ago

Nerf This! Dva Turns Into A Total Slut And Takes On A Monster BBC

Nerf This! Dva Turns Into A Total Slut And Takes On A Monster BBC

XHamster 2 weeks ago

chillmec sissy crossdressing for intense anal fuck

chillmec sissy crossdressing for intense anal fuck

StiefMutter 1 day ago

Bunny for Daddy

Bunny for Daddy

XHamster 1 week ago

Sissy Weekend HOTEL FUCKDOLL

Sissy Weekend HOTEL FUCKDOLL

XHamster 6 months ago

Femboi Pet

XHamster 1 week ago

Sissy

Eporner 3 weeks ago

Tia Tizzianni - SISSY in a BOX - DELIVERED FOR SEX

Tia Tizzianni - SISSY in a BOX - DELIVERED FOR SEX

DrTuber 3 months ago

Crazy Sissy

Eporner 3 weeks ago

Sexy Femboi Gets an Injection of Americana

Sexy Femboi Gets an Injection of Americana

XHamster 2 weeks ago

Sissy Fantasy 3

Sissy Fantasy 3

DrTuber 9 years ago

Condom-free torn up harsh accompanied by sissy

Condom-free torn up harsh accompanied by sissy

TransTube.tv 1 year ago

sissy pranks his best friend

sissy pranks his best friend

Pervclips 3 months ago

Punch Fisting Trans Bimbo

Premium HD 10:33

Punch Fisting Trans Bimbo

Sheer 1 day ago

Sissy Husband Becomes Cocksucking Cuckold

58% HD 0:10 / 16:13

Sissy Husband Becomes Cocksucking Cuckold

LoyalFans 7 months ago

Sissy In anguish gratifying His taskmaster's Imperious dark pink cigar

Sissy In anguish gratifying His taskmaster's Imperious dark pink cigar

Transvids.tv 4 months ago

Brittany Cemon - whorey Crossdresser Entices Her stud

Brittany Cemon - whorey Crossdresser Entices Her stud

GayVids 3 years ago

TS Sissy Trans Trap

TS Sissy Trans Trap

Tranny.one 4 years ago

sissy desires shemale pmv

sissy desires shemale pmv

Pervclips 3 months ago

Sissy Spanked and Caged by MILF Boss

Sissy Spanked and Caged by MILF Boss

XHamster 3 weeks ago

T Sissy Gets Drilled By Slverf0x Daddy's Fat Cock

T Sissy Gets Drilled By Slverf0x Daddy's Fat Cock

Eporner 1 month ago

Hot amateur babe with a huge ass gets her tight pussy pounded by a BBC

Hot amateur babe with a huge ass gets her tight pussy pounded by a BBC

TrannyMovs 7 months ago

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

68% HD 1:01 / 11:28

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

FapHouse 4 months ago

Sissy Student Meets with Her Fave Professor

Sissy Student Meets with Her Fave Professor

XHamster 1 year ago

Becoming A Sissy

Becoming A Sissy

Katestube 1 week ago

Stepdaddys-toy 104,529 Views Added 2025-08-05

Stepdaddys-toy 104,529 Views Added 2025-08-05

GetTranny 1 year ago

Watch me take on massive lollipops like a pro in amateur sissy crossdresser action

Watch me take on massive lollipops like a pro in amateur sissy crossdresser action

GayVD 3 weeks ago

awesome Sissy Gurl Natasha

awesome Sissy Gurl Natasha

Transvids.tv 1 year ago

Sissy Toilet Maid

Sissy Toilet Maid

MomVids 4 years ago

Sissy

Transvids.tv 1 year ago

Lily Demure Deepthroats

Lily Demure Deepthroats

XHamster 7 months ago

FEMBOYISH - Adorable Femboy Dane Jaxson Tempts Boyfriend Marcus McNeil For Steamy Kitchen Anal

FEMBOYISH - Adorable Femboy Dane Jaxson Tempts Boyfriend Marcus McNeil For Steamy Kitchen Anal

Some.Porn 1 year ago

Sissy Rides BBC

Sissy Rides BBC

Eporner 5 days ago

Sissy Joyce And Sasha De Sade Play Dress Up

Sissy Joyce And Sasha De Sade Play Dress Up

AbTranny 1 week ago

Sissi Caning 29232

Sissi Caning 29232

XHamster 7 months ago

Cute Femboy Raine Riding Best Friend Flare Cowgirl and Reverse Cowgirl

Cute Femboy Raine Riding Best Friend Flare Cowgirl and Reverse Cowgirl

XHamster 1 year ago

Mistress pegging a sissy

Mistress pegging a sissy

Tranny.one 3 years ago

Sissy redginaxx happy to serve daddy

Sissy redginaxx happy to serve daddy

AShemaleTube 5 months ago

Sissy crossdresser swallows her cum

Sissy crossdresser swallows her cum

XHamster 1 month ago

Suck His Dick Loser

Suck His Dick Loser

XHamster 1 year ago

Sissy Grindr Encounter Deep-throated and Drilled and Wifey Recording

Sissy Grindr Encounter Deep-throated and Drilled and Wifey Recording

Gayhub 1 year ago

Hazel Moore Decides She Likes Black Dick Better Than Her White Cuckold Husband's

Hazel Moore Decides She Likes Black Dick Better Than Her White Cuckold Husband's

XHamster 1 week ago

Go Deeper Sissy

Go Deeper Sissy

TransTube.tv 3 months ago

Fill up My Ass!

64% VR 0:08 / 31:50

Fill up My Ass!

FapHouse 9 months ago

Cuckolds Secrets - Sissy watching wife in threesome

Cuckolds Secrets - Sissy watching wife in threesome

XHamster 5 months ago

BBC daddy remix: Sissy SERVICES - a wild bareback fuck with a hairy crossdresser and cumshot

BBC daddy remix: Sissy SERVICES - a wild bareback fuck with a hairy crossdresser and cumshot

GayX 3 months ago

Chicks and Dicks

Chicks and Dicks

XHamster 3 months ago

Teen Sissy Crossdresser Whore Pleasing Suggar Daddy

Teen Sissy Crossdresser Whore Pleasing Suggar Daddy

GayXPS 3 years ago

Sissy maid Lianna Lawson fucked in chastity

Sissy maid Lianna Lawson fucked in chastity

AShemaleTube 1 year ago

My straight roommate turned out to be a Trans

My straight roommate turned out to be a Trans

XHamster 1 week ago

Sissy Fuck Train

Sissy Fuck Train

MomVids 4 years ago

Feminized Alpha Broken Now Femdom Sissy ASMR JOI BINAURAL BRAINWAVES

Feminized Alpha Broken Now Femdom Sissy ASMR JOI BINAURAL BRAINWAVES

XHamster 3 months ago

Femboy Gets Fucked Bareback by Hetero

Femboy Gets Fucked Bareback by Hetero

XHamster 7 months ago

Office Servitude for the sissy secretary Explicit Audio Edition

Office Servitude for the sissy secretary Explicit Audio Edition

Itsrealamateurs 2 weeks ago

Milking the Sissy

Milking the Sissy

XHamster 6 months ago

Sissy Femboy Trap Ash Romped in fresh Home - Ash Steele

Sissy Femboy Trap Ash Romped in fresh Home - Ash Steele

GayCK 6 years ago

Path Of A Sissy

Path Of A Sissy

AShemaleTube 6 months ago

Sissi Amateur 4 6

Sissi Amateur 4 6

GayCK 2 years ago

Sissy Love - Dress'in Up (Amateur crossdresser PMV) 4

Sissy Love - Dress'in Up (Amateur crossdresser PMV) 4

GayCK 5 years ago

Sissy Sex Slave

53% HD 0:30 / 1:21:00

Sissy Sex Slave

AEBN 17 years ago

Blonde femdom trains a sissy in latex and heels inside a sleek German dungeon

Blonde femdom trains a sissy in latex and heels inside a sleek German dungeon

Yesvids 3 months ago

Picked up a slutty trance passenger with a big cock on the highway and fucked her. hot cruise

Picked up a slutty trance passenger with a big cock on the highway and fucked her. hot cruise

XHamster 1 year ago

Good boys eat cum

Good boys eat cum

XHamster 2 years ago

Sissy CD used by holder

Sissy CD used by holder

GayCK 4 years ago

Naughty Teen Loves to Suck a Cock

Naughty Teen Loves to Suck a Cock

XHamster 2 months ago

Submissive Sissy Boy in Bondage Bareback by Master

Submissive Sissy Boy in Bondage Bareback by Master

UrGayPorn 1 year ago

Little Sissy Enjoy BBC - Holly Day

Little Sissy Enjoy BBC - Holly Day

BeMyHole 5 months ago

3 anal orgasms for Sissy slut before great anal creampi

3 anal orgasms for Sissy slut before great anal creampi

VikiPorn 1 month ago

Wife Fucks Husband Like a Submissive Sissy Pegging Rimming #68 Part 1

Wife Fucks Husband Like a Submissive Sissy Pegging Rimming #68 Part 1

XHamster 2 years ago

Sasha De Sade & Jeff

Sasha De Sade & Jeff

XHamster 1 week ago

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