Teen Sissy Videos 18+ (86,030)

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

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

Hired a Shemale to Fuck His Girlfriend

Hired a Shemale to Fuck His Girlfriend

XHamster 1 month ago

Full View

61% HD 1:01 / 36:42

FapHouse 1 year 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!

70% 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 5 days ago

Mi Mi Mi Femboy Cumshot From Fucking Right in the Hole of an Obedient Slut!

56% HD 1:01 / 26:07

Mi Mi Mi Femboy Cumshot From Fucking Right in the Hole of an Obedient Slut!

FapHouse 1 year ago

Sissy Cuckold Watching and Worshipping

76% HD 0:39 / 3:38

Sissy Cuckold Watching and Worshipping

FapHouse 6 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

One of My two New StepSis turned out to be a Trans , and I fucked her in the Anal ! - Threesome

One of My two New StepSis turned out to be a Trans , and I fucked her in the Anal ! - Threesome

XHamster 1 month 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 11 months 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

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

He Made Me Cum Like a Baby

He Made Me Cum Like a Baby

XHamster 1 year ago

Sofian Fucked Raw by French Badboy

42% HD 0:39 / 28:32

Sofian Fucked Raw by French Badboy

FapHouse 5 days ago

Throat Fucked Like Pussy

68% HD 1:01 / 26:48

Throat Fucked Like Pussy

FapHouse 5 months ago

Marry me?

XHamster 1 week ago

My Stepsister Offered Me a Massage I Ate Her Ass

My Stepsister Offered Me a Massage I Ate Her Ass

XHamster 2 months 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

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 2 months ago

Super Fucked in the Kitchen of My House

61% 0:39 / 9:20

Super Fucked in the Kitchen of My House

FapHouse 2 months ago

Stepdad Fucked a Cute Twink After a Beach Vacation

Stepdad Fucked a Cute Twink After a Beach Vacation

XHamster 8 months 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

Extreme Deep Throat

68% 1:01 / 23:06

Extreme Deep Throat

FapHouse 4 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

Sexy Marine Ready to Play with You

72% 1:01 / 9:19

Sexy Marine Ready to Play with You

FapHouse 6 months ago

Training a Twink Femboy Noisy Ass with BBC

Training a Twink Femboy Noisy Ass with BBC

XHamster 4 weeks ago

Cheating On My Girlfriend With My Trans Side Chick - TGIRLS HOUSE

Cheating On My Girlfriend With My Trans Side Chick - TGIRLS HOUSE

XHamster 2 months ago

Rough Sex so Boring

64% 0:39 / 4:58

Rough Sex so Boring

FapHouse 11 months 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

Pretty Iranian Boy Masturbating Shaking Legs

67% HD 0:39 / 10:20

Pretty Iranian Boy Masturbating Shaking Legs

FapHouse 1 year ago

Femboy Moans From Getting Railed

Femboy Moans From Getting Railed

XHamster 2 months ago

I'm Too Horny

67% HD 1:01 / 23:19

FapHouse 1 month 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

Cumshot from tranny's huge cock

Cumshot from tranny's huge cock

XHamster 3 years ago

My Stepdad Gave Me Sissy Clothes and Fucked Me

My Stepdad Gave Me Sissy Clothes and Fucked Me

XHamster 4 months ago

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

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

4Gay 2 weeks 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

Step Bro Foxy Alex Caught Trying on Mom's Clothes & Will Do Anything to Keep It Secret

53% HD 0:39 / 23:05

Step Bro Foxy Alex Caught Trying on Mom's Clothes & Will Do Anything to Keep It Secret

FapHouse 1 week ago

Teaching My Trans Stepsister How To Fuck - TGIRLS HOUSE

Teaching My Trans Stepsister How To Fuck - TGIRLS HOUSE

XHamster 1 month 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

Showing off My Smooth Skinny Body

51% HD 0:39 / 7:16

Showing off My Smooth Skinny Body

FapHouse 1 month ago

Femboy humbly gives a bj and then gets boned

Femboy humbly gives a bj and then gets boned

4Gay 2 months ago

Threeomse Sex with 3 Straight Boys for Fun

55% HD 1:01 / 31:45

Threeomse Sex with 3 Straight Boys for Fun

FapHouse 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

Fucked by Arab From Marroco with Xxl Cock

HD 1:01 / 20:35

Fucked by Arab From Marroco with Xxl Cock

FapHouse 5 days ago

Fit & Loaded: Muscle Trans Girl Webcam Solo

54% HD 1:01 / 13:26

Fit & Loaded: Muscle Trans Girl Webcam Solo

FapHouse 7 months 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

Femboy Fucks Tantaly Masturbator

61% HD 0:39 / 11:06

Femboy Fucks Tantaly Masturbator

FapHouse 1 year ago

My Fuck Machine Leaves My Ass Very Lubricated and Ready for Your Cock

57% HD 1:01 / 8:52

My Fuck Machine Leaves My Ass Very Lubricated and Ready for Your Cock

FapHouse 6 months 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

Orgasm Cum Compilation

Orgasm Cum Compilation

XHamster 1 month ago

The Street Boy Is *** Full View

63% HD 1:01 / 15:04

The Street Boy Is *** Full View

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

Ai Hot Anime Gay Sex 2025

49% HD 1:01 / 16:16

Ai Hot Anime Gay Sex 2025

FapHouse 1 year 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

You'll Have to Open Your Mouth to Take My Cum

58% HD 0:39 / 3:15

You'll Have to Open Your Mouth to Take My Cum

FapHouse 8 months ago

I Seduce My Stepbrother Until I Convince Him to Fuck Me with His Huge Black Cock

66% HD 1:01 / 10:43

I Seduce My Stepbrother Until I Convince Him to Fuck Me with His Huge Black Cock

FapHouse 4 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

Sissy Is Humiliated and Tied up While Using Her Toys

66% 0:39 / 13:33

Sissy Is Humiliated and Tied up While Using Her Toys

FapHouse 2 years ago

Big Black Cock Vs Butt Twink Boy

53% HD 0:39 / 7:13

Big Black Cock Vs Butt Twink Boy

FapHouse 1 year ago

Small Penis Surprise With two beautiful trans women

Small Penis Surprise With two beautiful trans women

XHamster 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

Trans Threesome With Ria Bentley Stacey Summers Blake Lovely Clip 2

Trans Threesome With Ria Bentley Stacey Summers Blake Lovely Clip 2

XHamster 7 months ago

Nerdy Amateur Transgirl Cums in Your Face POV

Nerdy Amateur Transgirl Cums in Your Face POV

XHamster 3 months ago

Eating Deep Into the Virgin Man's Ass

Eating Deep Into the Virgin Man's Ass

XHamster 1 month 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

Spanking and Anal Sex for My Stepdad Because I Misbehaved

Spanking and Anal Sex for My Stepdad Because I Misbehaved

FapHouse 3 months ago

Hot Traps 14

AShemaleTube 3 years ago

Fucking the Face

64% HD 1:01 / 18:49

Fucking the Face

FapHouse 1 month ago

I Stretched Her Asshole Wide Open Until I Cum

69% 1:01 / 6:00

I Stretched Her Asshole Wide Open Until I Cum

FapHouse 1 year ago

ladyboy bends over and spreads his buttocks

ladyboy bends over and spreads his buttocks

XHamster 3 years 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

Fucking a Fat Guy in a Stream

55% 0:39 / 9:02

Fucking a Fat Guy in a Stream

FapHouse 7 months 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 2 days ago

Straight Worker Fucked Me in the Mouth and Dig My Hole Wide

Straight Worker Fucked Me in the Mouth and Dig My Hole Wide

XHamster 1 year ago

Little Bro Outdoor

54% HD 1:01 / 7:10

Little Bro Outdoor

FapHouse 9 months ago

Sissy teen with a hot body gives a cumshot while swallowing

Sissy teen with a hot body gives a cumshot while swallowing

GayX 2 weeks ago

A Twink Boy Bathing with 2 Africa Black Big Crock Men

61% HD 1:01 / 22:14

A Twink Boy Bathing with 2 Africa Black Big Crock Men

FapHouse 1 year ago

The Bitch Masturbates and Gets an Orgasm

77% HD 0:39 / 2:16

The Bitch Masturbates and Gets an Orgasm

FapHouse 10 months ago

Latino Dude Fucked by Mature Boy

65% HD 0:39 / 27:02

Latino Dude Fucked by Mature Boy

FapHouse 1 week ago

Step Bro Foxy Alex Caught Trying on Mom's Clothes & Will Do Anything to Keep It Secret

66% HD 1:01 / 23:05

Step Bro Foxy Alex Caught Trying on Mom's Clothes & Will Do Anything to Keep It Secret

FapHouse 1 week 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 1 month ago

Iranian Skinny Boy

Iranian Skinny Boy

FapHouse 1 year ago

STRAIGHT STEPDAD CUMS INSIDE HIS STEPSON'S ASS GAY CREAMPIE ANAL WITHOUT CONDOM

STRAIGHT STEPDAD CUMS INSIDE HIS STEPSON'S ASS GAY CREAMPIE ANAL WITHOUT CONDOM

XHamster 5 months ago

Femboy slut gets used as a little whore.

Femboy slut gets used as a little whore.

XHamster 1 week ago

Uber driver picks me up from a party and takes me home to hit me hard with his huge cock ( he left my ass shattered)

Uber driver picks me up from a party and takes me home to hit me hard with his huge cock ( he left my ass shattered)

XHamster 3 weeks ago

You Won't Believe the Birth of a Big Doll Out of a Femboy's Ass!

54% HD 1:01 / 9:20

You Won't Believe the Birth of a Big Doll Out of a Femboy's Ass!

FapHouse 1 year ago

She Had Been Waiting for a Long Time for a Morbid Relationship with the Male She Met at the Gym

59% HD 0:39 / 7:13

She Had Been Waiting for a Long Time for a Morbid Relationship with the Male She Met at the Gym

FapHouse 6 months ago

Massive Dick Penetration Fuck

Massive Dick Penetration Fuck

XHamster 11 months ago

Sex in the Kitchen with My Mature Ebony Creamy Big Ass Pounding His Big Waist Mercilessly

47% HD 0:39 / 21:13

Sex in the Kitchen with My Mature Ebony Creamy Big Ass Pounding His Big Waist Mercilessly

FapHouse 1 year ago

Amy Nosferatu gets ass fucked by her neighbor

Amy Nosferatu gets ass fucked by her neighbor

XHamster 3 months ago

2 Big-dicked Girls Fucked After a Photoshoot

74% HD 1:01 / 30:25

2 Big-dicked Girls Fucked After a Photoshoot

FapHouse 4 months ago

Spanking and Anal Sex for My Stepdad Because I Misbehaved

Spanking and Anal Sex for My Stepdad Because I Misbehaved

FapHouse 3 months ago

Kinky tranny in skirt and stockings bouncing on a huge dildo compilation

Kinky tranny in skirt and stockings bouncing on a huge dildo compilation

XGroovy 1 week ago

New Video

66% HD 0:39 / 5:04

FapHouse 2 days ago

Cute Sissy Femboy Fucked

Cute Sissy Femboy Fucked

Eporner 6 months ago

We Took the Big Fat Ass to the Bed for a Banger

60% HD 1:01 / 12:05

We Took the Big Fat Ass to the Bed for a Banger

FapHouse 1 year ago

My neighbor with a big ass lets me fuck her

My neighbor with a big ass lets me fuck her

XHamster 1 week ago

My Asian Co-worker Turned Into a Hot Blonde Trans Babe & Let Me Fuck Her Ass! Part 1 of 4

62% 1:01 / 6:08

My Asian Co-worker Turned Into a Hot Blonde Trans Babe & Let Me Fuck Her Ass! Part 1 of 4

FapHouse 1 month ago

Monster’s Pool Tease with Slim Beauty & Massive Cum Explosion.

63% 1:01 / 13:00

Monster’s Pool Tease with Slim Beauty & Massive Cum Explosion.

FapHouse 3 months ago

Mrbigd & Santana 3

43% 0:39 / 14:54

Mrbigd & Santana 3

FapHouse 3 months ago

Bury Your Face Between My Legs and Taste My Sweet Cum

65% HD 0:39 / 5:49

Bury Your Face Between My Legs and Taste My Sweet Cum

FapHouse 1 month ago

Wanted a Lovely Time with Me

56% HD 0:39 / 8:15

Wanted a Lovely Time with Me

FapHouse 8 months ago

Sensual Kissing and After It Whe Try Strapon with Chastity

Sensual Kissing and After It Whe Try Strapon with Chastity

XHamster 1 week ago

Best Gang Bang Ever 3 Step Brothers Vs 3 Best Friend Part One

72% HD 0:39 / 48:00

Best Gang Bang Ever 3 Step Brothers Vs 3 Best Friend Part One

FapHouse 11 months ago

Home Alone

FapHouse 1 year ago

White Boy Gets Fucked by a 20-year-old BBC Guy

White Boy Gets Fucked by a 20-year-old BBC Guy

XHamster 1 year ago

Beautiful Trans Girl Bareback Anal Sex Daddy Hoss Kado Fucking Livi Doll Passionate Romantic Rough Hardcore Creampie

Beautiful Trans Girl Bareback Anal Sex Daddy Hoss Kado Fucking Livi Doll Passionate Romantic Rough Hardcore Creampie

XHamster 5 months ago

Stepsister Has a Surprise for Me

65% HD 1:01 / 18:14

Stepsister Has a Surprise for Me

FapHouse 6 months ago

Little blonde trans girl fucked in the ass doggystyle

Little blonde trans girl fucked in the ass doggystyle

XHamster 2 months ago

Sissy Prepped And Transformed To Obey boner

Sissy Prepped And Transformed To Obey boner

Transvids.tv 1 year ago

A Random Man Poured a Lot of Cum! a Military Guy Jerked off and Poured Cum on Me

A Random Man Poured a Lot of Cum! a Military Guy Jerked off and Poured Cum on Me

XHamster 2 months ago

Monster Cums Massively Inside Thin Slut Sissy Boy - Huge Internal Creampie

Monster Cums Massively Inside Thin Slut Sissy Boy - Huge Internal Creampie

XHamster 2 months ago

Final part

XHamster 8 months ago

Deep, Messy & Out of Control

Deep, Messy & Out of Control

XHamster 7 months ago

Straight Married Fucks Cute Twink Femboy and Cums Inside Her Ass Anal Creampie

52% 0:39 / 11:38

Straight Married Fucks Cute Twink Femboy and Cums Inside Her Ass Anal Creampie

FapHouse 4 weeks 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

My Big Boss Riding on Monster Hardcore Down the Woods

54% HD 0:39 / 3:05

My Big Boss Riding on Monster Hardcore Down the Woods

FapHouse 1 year ago

This Shemale Girl Is Busty and Has a Bigger Cock Than Yours

This Shemale Girl Is Busty and Has a Bigger Cock Than Yours

XHamster 2 weeks ago

Hard Behind the Scenes

63% HD 1:01 / 10:05

Hard Behind the Scenes

FapHouse 7 months ago

1 2 3 4 5

86,030 results found

Narrow your search

sissy teen webcam 18+

Categories Pornstars

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.