Sissy Crossdresser Videos (237,375)

My Straight Friend Asks Me to Give Him Anal Until I Cum

My Straight Friend Asks Me to Give Him Anal Until I Cum

XHamster 6 months ago

Bts POV Sex with Bailey Wilde

Bts POV Sex with Bailey Wilde

FapHouse 1 week ago

His Twink Stepson Is Horny All the Time, so He'll Teach Him How to Masturbate Until He Cums

60% HD 1:01 / 9:40

His Twink Stepson Is Horny All the Time, so He'll Teach Him How to Masturbate Until He Cums

FapHouse 7 months ago

Petite Slut Loves to Get Her Asshole Fucked and Breaked

69% 1:01 / 6:07

Petite Slut Loves to Get Her Asshole Fucked and Breaked

FapHouse 1 year ago

Good Old Raw Ass Fucking

60% HD 1:01 / 5:30

Good Old Raw Ass Fucking

FapHouse 1 year ago

Fucking Hard My Stepsister's Ass

70% HD 0:39 / 20:56

Fucking Hard My Stepsister's Ass

FapHouse 2 years ago

Sissy Cuckold Watching and Worshipping

76% HD 0:39 / 3:38

Sissy Cuckold Watching and Worshipping

FapHouse 6 months ago

Full View

61% HD 1:01 / 36:42

FapHouse 1 year ago

Sissylife - Sexy Tranny Love BBC fucked Hard in Her Sissy Ass Full Video

Sissylife - Sexy Tranny Love BBC fucked Hard in Her Sissy Ass Full Video

XHamster 1 year ago

My Stepdad Gave Me Sissy Clothes and Fucked Me

My Stepdad Gave Me Sissy Clothes and Fucked Me

XHamster 4 months ago

Tranny Secretary Blown & Fucked by Boss

62% HD 0:39 / 14:00

Tranny Secretary Blown & Fucked by Boss

FapHouse 8 months ago

Cum Right on My Ass While I'm Playing with My Hole

66% HD 1:01 / 8:58

Cum Right on My Ass While I'm Playing with My Hole

FapHouse 1 year ago

Fuck My White Pussy

Fuck My White Pussy

FapHouse 2 years ago

Orgy Witrgh Straigth and Gay

HD 0:39 / 18:06

Orgy Witrgh Straigth and Gay

FapHouse 2 days ago

Macho Guy Fucks Hijab Cross Dresser Hard After Giving Her-him a Nice Sexy Massage

48% 1:01 / 28:28

Macho Guy Fucks Hijab Cross Dresser Hard After Giving Her-him a Nice Sexy Massage

FapHouse 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 11 months ago

Femboy Miku Gapes Their Rabbit Hole with Deep Anal Dildo

Femboy Miku Gapes Their Rabbit Hole with Deep Anal Dildo

FapHouse 2 weeks ago

Femboy Moans From Getting Railed

Femboy Moans From Getting Railed

XHamster 2 months ago

Marry me?

XHamster 1 week ago

Femboy Fucks a Tight Ass for the First Time

63% HD 1:01 / 14:17

Femboy Fucks a Tight Ass for the First Time

FapHouse 10 months ago

Training a Twink Femboy Noisy Ass with BBC

Training a Twink Femboy Noisy Ass with BBC

XHamster 4 weeks ago

Swallowing Every Drop

48% 0:39 / 16:58

Swallowing Every Drop

FapHouse 4 months ago

Destroy Throat

66% HD 0:39 / 1:45

FapHouse 10 months ago

Facefuck Until His Throat Swells

63% 1:01 / 8:07

Facefuck Until His Throat Swells

FapHouse 1 week ago

Fem Asian Sissy Gets Fucked in Lingerie by BBC

68% 0:39 / 20:30

Fem Asian Sissy Gets Fucked in Lingerie by BBC

FapHouse 1 month ago

Chastity Slave Washes Himself.

63% HD 1:01 / 5:26

Chastity Slave Washes Himself.

FapHouse 8 months ago

Torned Yoga Pants Femboy Gapping Her Ass and Getting an Huge Anal Creampie

HD 0:39 / 11:39

Torned Yoga Pants Femboy Gapping Her Ass and Getting an Huge Anal Creampie

FapHouse 9 months ago

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

56% HD 1:01 / 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

Extreme Deep Throat

68% 1:01 / 23:06

Extreme Deep Throat

FapHouse 4 months ago

I Accidentally Saw the Village Guy’s Big Dick, He Was Jerking off His Huge Cock, and I Helped Him Release a Lot of Thick Sperm!

72% HD 0:39 / 9:11

I Accidentally Saw the Village Guy’s Big Dick, He Was Jerking off His Huge Cock, and I Helped Him Release a Lot of Thick Sperm!

FapHouse 6 days ago

See the New Slave They Humiliate, Torment & Hard Fist

68% HD 1:01 / 18:02

See the New Slave They Humiliate, Torment & Hard Fist

FapHouse 1 year ago

Femboy slut gets used as a little whore.

Femboy slut gets used as a little whore.

XHamster 2 weeks ago

His Twink Stepson Is Horny All the Time, so He'll Teach Him How to Masturbate Until He Cums

53% HD 0:39 / 9:40

His Twink Stepson Is Horny All the Time, so He'll Teach Him How to Masturbate Until He Cums

FapHouse 7 months ago

WANNA BE A SISSY?

WANNA BE A SISSY?

XHamster 1 week ago

The Monstercock - 11 Inch for the Whore

65% HD 0:39 / 11:03

The Monstercock - 11 Inch for the Whore

FapHouse 2 months ago

Femboy Gets Fucked Behind Her Boyfriend's Back in the Kitchen

Femboy Gets Fucked Behind Her Boyfriend's Back in the Kitchen

FapHouse 4 months ago

Slut to Order- Fisted and Creampied

69% 0:39 / 33:46

Slut to Order- Fisted and Creampied

FapHouse 6 years ago

Ass Swallowing That Dildo and Edging Orgams

HD 0:39 / 15:48

Ass Swallowing That Dildo and Edging Orgams

FapHouse 1 year ago

Femboy Got Fucked in the Forest Cumshot on Ass

66% 0:39 / 12:38

Femboy Got Fucked in the Forest Cumshot on Ass

FapHouse 4 months ago

Roommate Feminized and Fucked for Punishment

Roommate Feminized and Fucked for Punishment

XHamster 7 months ago

Showing off My Smooth Skinny Body

51% HD 0:39 / 7:16

Showing off My Smooth Skinny Body

FapHouse 1 month ago

I Love When She Ride My Big Cock Until Her Asshole Is Creamy

67% 1:01 / 5:46

I Love When She Ride My Big Cock Until Her Asshole Is Creamy

FapHouse 1 year ago

Rough Sex so Boring

64% 0:39 / 4:58

Rough Sex so Boring

FapHouse 11 months ago

A Sissy Gets Fucked by a Fan

A Sissy Gets Fucked by a Fan

XHamster 7 months ago

Pretty Iranian Boy Masturbating Shaking Legs

67% HD 0:39 / 10:20

Pretty Iranian Boy Masturbating Shaking Legs

FapHouse 1 year ago

Sissy Boy Takes His Stepdad's Huge Cock Inside Himself

57% HD 1:01 / 10:10

Sissy Boy Takes His Stepdad's Huge Cock Inside Himself

FapHouse 3 months ago

Super Extreme Oral Drooling Cum

65% HD 1:01 / 8:44

Super Extreme Oral Drooling Cum

FapHouse 1 week ago

Passive Man Fucks His Ass While Leaning Out of the Window Almost in Full View of People

Passive Man Fucks His Ass While Leaning Out of the Window Almost in Full View of People

FapHouse 7 months ago

Black Twink Curves Twerking After Work

Black Twink Curves Twerking After Work

FapHouse 2 years ago

Femboy Fingering Their Clit (cage) & Cums

Femboy Fingering Their Clit (cage) & Cums

FapHouse 3 weeks ago

I'm Too Horny

67% HD 1:01 / 23:19

FapHouse 1 month ago

Femboy Lets Herself Get Her Ass Smashed by Her Best Friend's Boyfriend in Secret

Femboy Lets Herself Get Her Ass Smashed by Her Best Friend's Boyfriend in Secret

FapHouse 2 days ago

Threeomse Sex with 3 Straight Boys for Fun

55% HD 1:01 / 31:45

Threeomse Sex with 3 Straight Boys for Fun

FapHouse 8 months ago

My Gay Stepbrother Wants Me to Fuck Him Bareback and I Cum Inside His Tight Gay Ass Creampie

52% HD 0:39 / 10:21

My Gay Stepbrother Wants Me to Fuck Him Bareback and I Cum Inside His Tight Gay Ass Creampie

FapHouse 1 year ago

Wife Shares Sissy with BBC

50% 0:39 / 17:44

Wife Shares Sissy with BBC

FapHouse 1 week ago

Straight Lawyer Hired Me to Fuck Me, Took off His Condom and Came Inside.

56% 1:01 / 22:47

Straight Lawyer Hired Me to Fuck Me, Took off His Condom and Came Inside.

FapHouse 3 months ago

My Cock in Her Ass to This Big Femboy Slut

My Cock in Her Ass to This Big Femboy Slut

XHamster 1 year ago

Watching Turns Him on Cuckold Surprise - Part 2

51% 1:01 / 19:18

Watching Turns Him on Cuckold Surprise - Part 2

FapHouse 9 months ago

Deepthroat Training: Submission Takes Shape

Deepthroat Training: Submission Takes Shape

FapHouse 8 months ago

Addicted to sucking strangers' dicks

Addicted to sucking strangers' dicks

XHamster 5 months ago

2438 This My Best Friend and He Is Straight

48% HD 0:39 / 26:14

2438 This My Best Friend and He Is Straight

FapHouse 1 year ago

Pleased Cock

68% 0:39 / 7:58

FapHouse 8 months ago

Sissy crossdresser swallows her cum

Sissy crossdresser swallows her cum

XHamster 3 weeks ago

She Wanted to Feel Every Inch of My Big Black Cock.

62% 0:39 / 5:49

She Wanted to Feel Every Inch of My Big Black Cock.

FapHouse 1 year ago

He Made Me Cum Like a Baby

He Made Me Cum Like a Baby

XHamster 1 year ago

Two BBC Thugs Fucked Him Good

57% HD 0:39 / 22:33

Two BBC Thugs Fucked Him Good

FapHouse 2 months ago

Facefuck Until His Throat Swells

64% 0:39 / 8:07

Facefuck Until His Throat Swells

FapHouse 1 week ago

Fucked by Arab From Marroco with Xxl Cock

HD 1:01 / 20:35

Fucked by Arab From Marroco with Xxl Cock

FapHouse 6 days ago

This One Is Different 😏

This One Is Different 😏

Sheer 1 week ago

Femboy Fucks Tantaly Masturbator

61% HD 0:39 / 11:06

Femboy Fucks Tantaly Masturbator

FapHouse 1 year ago

Sissy Ken Begs the Brunette, and Dances Like a Slut to Fill Her Ass with Hot Milk

54% HD 0:39 / 2:24

Sissy Ken Begs the Brunette, and Dances Like a Slut to Fill Her Ass with Hot Milk

FapHouse 5 months ago

The Stepfather Saw the Sweet Sissy Boy and Fucked Him Hard.

The Stepfather Saw the Sweet Sissy Boy and Fucked Him Hard.

XHamster 1 month ago

Insatiable Bitch Likes to Be Fucked and Pregnant Many Times

63% 1:01 / 5:35

Insatiable Bitch Likes to Be Fucked and Pregnant Many Times

FapHouse 1 year ago

Eating Deep Into the Virgin Man's Ass

Eating Deep Into the Virgin Man's Ass

XHamster 1 month ago

Men in pantyhose sheer tights

Men in pantyhose sheer tights

FapHouse 3 days ago

Fucked Raw by Xxl Cock in Madrid

64% HD 1:01 / 18:38

Fucked Raw by Xxl Cock in Madrid

FapHouse 1 week ago

Fucked a hot Sissy slut in stilettos without a condom in the ass !

Fucked a hot Sissy slut in stilettos without a condom in the ass !

XHamster 1 year ago

Amateur Crossdresser fucking and sucking big cock

Amateur Crossdresser fucking and sucking big cock

XHamster 1 month ago

Throat Fucked Like Pussy

68% HD 1:01 / 26:48

Throat Fucked Like Pussy

FapHouse 5 months ago

Dropped Out of College for a Fuck with a Big Dick and Cum Right on the Way Home

Dropped Out of College for a Fuck with a Big Dick and Cum Right on the Way Home

XHamster 9 months ago

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

46% 0:39 / 7:34

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

FapHouse 11 months ago

Public fuck on the track, a naked straight man gave his holes a no-condom fuck

Public fuck on the track, a naked straight man gave his holes a no-condom fuck

XHamster 4 months ago

Defeated Trans Dva Superheroine Filmed Fucking Her Huge Ass Fucked with a Fat Bwc Dildo and Getting Anal Creampies

HD 0:39 / 37:08

Defeated Trans Dva Superheroine Filmed Fucking Her Huge Ass Fucked with a Fat Bwc Dildo and Getting Anal Creampies

FapHouse 3 weeks ago

Femboy Cumshot Big Dick Compilation #3

Femboy Cumshot Big Dick Compilation #3

XHamster 2 weeks ago

Lingerie Slut Gets Fucked in Heels by 10" BBC

Lingerie Slut Gets Fucked in Heels by 10" BBC

XHamster 5 months ago

Bottom femboy with a fat jiggly booty loves taking loads (only fans thustin69)

Bottom femboy with a fat jiggly booty loves taking loads (only fans thustin69)

XHamster 6 months ago

He Came to Tell Me That He Is Single

61% HD 0:39 / 4:20

He Came to Tell Me That He Is Single

FapHouse 2 months ago

ladyboy bends over and spreads his buttocks

ladyboy bends over and spreads his buttocks

XHamster 3 years ago

horny lady much precum cut some holes in her nylon to fuck and get fucked cum hard

horny lady much precum cut some holes in her nylon to fuck and get fucked cum hard

XHamster 3 years ago

Fuckin' Mature Crossdresser and Blow-job - Compilation 1

Fuckin' Mature Crossdresser and Blow-job - Compilation 1

4Gay 4 weeks ago

Crossdresser Sissi Amateur Joy

Crossdresser Sissi Amateur Joy

GayCK 3 months ago

Stepdad Fucked a Cute Twink After a Beach Vacation

Stepdad Fucked a Cute Twink After a Beach Vacation

XHamster 8 months ago

Angel Rios Twerking Her Perfect Ass in Slow Motion..

Angel Rios Twerking Her Perfect Ass in Slow Motion..

FapHouse 2 years ago

Ashwini sissy fuck with her pink boy

Ashwini sissy fuck with her pink boy

XHamster 3 years ago

Couchsurfing

TransTube.tv 1 year ago

A Cute Twink Took His Stepfather's Dick in His Mouth and Ass

A Cute Twink Took His Stepfather's Dick in His Mouth and Ass

XHamster 7 months ago

Petite Slut Loves to Feel My Big Cock and Fuck Bareback

60% 1:01 / 5:19

Petite Slut Loves to Feel My Big Cock and Fuck Bareback

FapHouse 1 year ago

August Special Nutting Video More Videos on Way

August Special Nutting Video More Videos on Way

FapHouse 1 year ago

Pretty Femboy in Chastity Fucked Raw

Pretty Femboy in Chastity Fucked Raw

XHamster 4 months ago

Bury Your Face Between My Legs and Taste My Sweet Cum

59% HD 0:39 / 5:49

Bury Your Face Between My Legs and Taste My Sweet Cum

FapHouse 2 months ago

Just Us and the Night This Wasn’t Planned

HD 1:01 / 12:18

Just Us and the Night This Wasn’t Planned

FapHouse 1 week ago

Punk Spunk Greedy Whore Self Facial cumshot Jizz Cleanup Immense Knob Femboy SISSY OCLOCK crossdresser trans femme

Punk Spunk Greedy Whore Self Facial cumshot Jizz Cleanup Immense Knob Femboy SISSY OCLOCK crossdresser trans femme

Gayhub 2 weeks ago

Petra in virgin white,s

Petra in virgin white,s

XHamster 5 months ago

Sexy Bikini Swimsuit No.21 Loves sexy bikinis! Series No. 22

Sexy Bikini Swimsuit No.21 Loves sexy bikinis! Series No. 22

XHamster 4 days ago

Extreme Cock for Sissy Hole!!

Extreme Cock for Sissy Hole!!

XHamster 1 year ago

Hot French Twink Jerk off in Front of the Camera

42% HD 1:01 / 17:56

Hot French Twink Jerk off in Front of the Camera

FapHouse 1 year ago

Pink Sissy

AShemaleTube 3 years ago

I Fuck This Sissy Like a Big Bitch

I Fuck This Sissy Like a Big Bitch

XHamster 2 months ago

Femboy Cumshot Big Dick Compilation #4

Femboy Cumshot Big Dick Compilation #4

XHamster 2 days ago

Wanking Together Cumming on Each Others Cocks Frottage Cumshot

63% HD 1:01 / 7:15

Wanking Together Cumming on Each Others Cocks Frottage Cumshot

FapHouse 1 year ago

Massive Dick Penetration Fuck

Massive Dick Penetration Fuck

XHamster 11 months ago

Amazing Nylon Masturbation Together with Her Guy with Amazing Scene!

51% HD 0:39 / 22:17

Amazing Nylon Masturbation Together with Her Guy with Amazing Scene!

FapHouse 2 years ago

Anon Trucker Fucks Crossdresser off Grindr

Anon Trucker Fucks Crossdresser off Grindr

MenGem 1 month ago

Spider-man Goes Bananas (1 Hour Movie) - Sexy Femboy

54% 1:01 / 1:19:27

Spider-man Goes Bananas (1 Hour Movie) - Sexy Femboy

FapHouse 2 months ago

Sissy Big Cock Panties

Sissy Big Cock Panties

XHamster 4 months ago

I Fuck My Roomate and I Fill Her Asshole Full of My Cum Whil

67% 1:01 / 5:44

I Fuck My Roomate and I Fill Her Asshole Full of My Cum Whil

FapHouse 1 year ago

Fucked Raw T by the Massive Cock of Viktor Rom

HD 0:39 / 15:59

Fucked Raw T by the Massive Cock of Viktor Rom

FapHouse 3 days ago

Ripped College Boy Giving Good Dick

64% HD 0:39 / 20:01

Ripped College Boy Giving Good Dick

FapHouse 2 months ago

My Cuck Is a Sissy

51% 1:01 / 6:57

My Cuck Is a Sissy

FapHouse 1 year ago

Iranian Skinny Boy

Iranian Skinny Boy

FapHouse 1 year ago

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