First Time Shemale Videos (10,886)

A Beautiful Trans Lesbian Girl Brings Me to Orgasm Several Times

65% 1:01 / 10:31

A Beautiful Trans Lesbian Girl Brings Me to Orgasm Several Times

FapHouse 4 months ago

Second Meeting with Spanish Stud Maximo Garcia

65% HD 1:01 / 23:02

Second Meeting with Spanish Stud Maximo Garcia

FapHouse 2 months ago

Topped by Sexy Guy with Bwc

67% 0:39 / 20:51

Topped by Sexy Guy with Bwc

FapHouse 4 months ago

Barely Legal Tgirl loses virginity to BBC feat. Jaclyn Clarke

Barely Legal Tgirl loses virginity to BBC feat. Jaclyn Clarke

Clips4sale 11 months ago

Transgender Boss Has Sex with Her Employee.

54% HD 1:01 / 22:55

Transgender Boss Has Sex with Her Employee.

FapHouse 4 months ago

Jasmine_dlight & Mistress Ae - Introduction to the Cave of Wonders, Extreme Anal Fisting, Elbow Deep, Double Fist

HD 1:01 / 10:04

Jasmine_dlight & Mistress Ae - Introduction to the Cave of Wonders, Extreme Anal Fisting, Elbow Deep, Double Fist

FapHouse 1 week ago

Ember Snow- TS Anal Fuck w Eva Maxim Pt 3

66% HD 0:10 / 16:15

Ember Snow- TS Anal Fuck w Eva Maxim Pt 3

LoyalFans 2 years ago

Curvy Trans Goddess with Perfect Huge Tits: Boob Worship, Ass Licking, Hard Pounding & Massive Cumshot in Mouth

68% 1:01 / 21:29

Curvy Trans Goddess with Perfect Huge Tits: Boob Worship, Ass Licking, Hard Pounding & Massive Cumshot in Mouth

FapHouse 6 months ago

Teaching a cuck bitch how to fuck

71% 0:33 / 24:51

Teaching a cuck bitch how to fuck

Clips4sale 5 years ago

Drippy as Fuck

69% 1:01 / 38:35

FapHouse 11 months ago

TS Bronx Takes What She Wants

76% HD 0:39 / 29:31

TS Bronx Takes What She Wants

FapHouse 6 months ago

18 Year Old Trans Girl's First Time On Camera

57% HD 0:10 / 41:02

18 Year Old Trans Girl's First Time On Camera

LoyalFans 1 year ago

Nurse Kourtney Dash Fucks Her Patient

47% HD 1:01 / 11:51

Nurse Kourtney Dash Fucks Her Patient

FapHouse 4 months ago

Eddy and Joeydphoenix - First Time Trying Boy Pussy

HD 1:01 / 17:50

Eddy and Joeydphoenix - First Time Trying Boy Pussy

FapHouse 9 months ago

Trans Doctor Fucks Patient with Her Colleague.

54% 1:01 / 42:19

Trans Doctor Fucks Patient with Her Colleague.

FapHouse 8 months ago

T-Girl Petplay with Shock Collar- Chill hangout with the girls

T-Girl Petplay with Shock Collar- Chill hangout with the girls

Clips4sale 8 months ago

Nice to Meet You: Mari Ayanami is Tied and Dominated by Freshie Juice (Japanese Language only)

62% 0:30 / 42:13

Nice to Meet You: Mari Ayanami is Tied and Dominated by Freshie Juice (Japanese Language only)

Clips4sale 1 year ago

Erotic Bedtime Tales

64% VR 0:08 / 39:01

Erotic Bedtime Tales

FapHouse 4 months ago

I Like to Fuck Sexy Trans

HD 1:01 / 10:35

I Like to Fuck Sexy Trans

FapHouse 2 months ago

A Beautiful Woman Was Invited to Have Sex with Her Own Stepbrother Until She Ejaculated

63% HD 1:01 / 10:23

A Beautiful Woman Was Invited to Have Sex with Her Own Stepbrother Until She Ejaculated

FapHouse 6 months ago

Sky Resort Season 2 Gameplay 2

Sky Resort Season 2 Gameplay 2

FapHouse 8 months ago

TS Stefani Special Slow Dances Her Way Into Mandy's Panties

HD 0:39 / 36:39

TS Stefani Special Slow Dances Her Way Into Mandy's Panties

FapHouse 3 weeks ago

I Explain How You Can Masturbate

56% 0:39 / 19:12

I Explain How You Can Masturbate

FapHouse 6 months ago

Part 3 Cute Catgirl Oily Butthole Getting Her Milk in Live

HD 1:01 / 37:14

Part 3 Cute Catgirl Oily Butthole Getting Her Milk in Live

FapHouse 2 years ago

Yasmin Lee, Ranger

48% HD 1:01 / 36:31

Yasmin Lee, Ranger

FapHouse 1 year ago

Waking up with a Hard Ladyboy Cock Sapphire Is Ready for a Hot Hard Anal Fuck

69% HD 0:39 / 14:59

Waking up with a Hard Ladyboy Cock Sapphire Is Ready for a Hot Hard Anal Fuck

FapHouse 1 year ago

Inspiration Perspiration Yoga Class. Leah Hayes and Rosalyn Sphinx

62% 1:01 / 30:57

Inspiration Perspiration Yoga Class. Leah Hayes and Rosalyn Sphinx

FapHouse 4 months ago

Aleah's Big Debut Ft Aleahcubants

65% 1:01 / 25:17

Aleah's Big Debut Ft Aleahcubants

FapHouse 2 months ago

Homosexuality Intercourse

62% HD 0:39 / 4:02

Homosexuality Intercourse

FapHouse 7 months ago

Sexy Marine Ready to Play with You

62% 0:39 / 9:19

Sexy Marine Ready to Play with You

FapHouse 7 months ago

Indian Transgender Sexy Dildo Fuck in Shower

45% HD 0:39 / 4:20

Indian Transgender Sexy Dildo Fuck in Shower

FapHouse 2 years ago

Ariel Demure & Erin Everheart - In Training

4K 1:00 / 36:43

Ariel Demure & Erin Everheart - In Training

Erotik 2 years ago

My First Time Going to the Gynecologist. the Doctor Couldn't Resist!

66% HD 0:39 / 19:36

My First Time Going to the Gynecologist. the Doctor Couldn't Resist!

FapHouse 3 months ago

Hardcore Hookup with Big Dick Trans Girl

Premium HD 20:05

Hardcore Hookup with Big Dick Trans Girl

Sheer 4 years ago

Jayla's Debut Monster Cock Training Ft Jayla Cuateco

Jayla's Debut Monster Cock Training Ft Jayla Cuateco

FapHouse 1 month ago

VANESSA ARIZONA FUCKED BY TRANSWOMAN OLIVIA WOULD

Premium 64% HD 30:40

VANESSA ARIZONA FUCKED BY TRANSWOMAN OLIVIA WOULD

XVideosRed 1 year ago

Trans Fucks His Slutty Wife and Still Gives His Ass for a Huge Cock

58% HD 1:01 / 11:52

Trans Fucks His Slutty Wife and Still Gives His Ass for a Huge Cock

FapHouse 2 months ago

New Escrt in Town - Part 2

60% VR 0:08 / 24:06

New Escrt in Town - Part 2

FapHouse 7 months ago

Pool Party Surprise, Besties Explore a Secret One Has Been Hiding

66% HD 0:39 / 49:52

Pool Party Surprise, Besties Explore a Secret One Has Been Hiding

FapHouse 1 year ago

Krista Becomes Fucktoy for BDSM Big Ass Big Tits Mistress with Sadistic Dildo Humiliation and Slave Helpers Fuck Punishment

61% HD 1:01 / 22:36

Krista Becomes Fucktoy for BDSM Big Ass Big Tits Mistress with Sadistic Dildo Humiliation and Slave Helpers Fuck Punishment

FapHouse 3 years ago

Sissy Spitroasted and filled with cum by BBC & Muscle Mommy

65% 0:34 / 24:39

Sissy Spitroasted and filled with cum by BBC & Muscle Mommy

Clips4sale 1 year ago

altera pars tries double pussy penetration for the first time with ts kittala eks108

HD 2:01 / 1:06:28

altera pars tries double pussy penetration for the first time with ts kittala eks108

PornBox 9 months ago

Shemale Jhoany Wilker First Time Ass Licking With Piss VII

Shemale Jhoany Wilker First Time Ass Licking With Piss VII

Clips4sale 8 months ago

Second meeting with Spanish stud Maximo Garcia

63% HD 0:10 / 22:57

Second meeting with Spanish stud Maximo Garcia

LoyalFans 2 months ago

Romance with My Neighbour

55% HD 1:01 / 8:41

Romance with My Neighbour

FapHouse 7 months ago

Thai-Malaysian student cosplay EP2: SisK suck Reina

56% HD 0:39 / 12:32

Thai-Malaysian student cosplay EP2: SisK suck Reina

FapHouse 3 years ago

Deep Fisting on the Wedding Night

70% 0:39 / 8:49

Deep Fisting on the Wedding Night

FapHouse 4 months ago

Nice To Meet You: Sounding, Edging and Facesitting with Mari Ayanami UNCENSORED

48% 0:30 / 42:12

Nice To Meet You: Sounding, Edging and Facesitting with Mari Ayanami UNCENSORED

Clips4sale 1 year ago

Black tgirl Yolanda fucked hard!

63% HD 1:01 / 19:17

Black tgirl Yolanda fucked hard!

FapHouse 7 years ago

Alysons First Shoot with Thad Maxxx

HD 0:39 / 13:27

Alysons First Shoot with Thad Maxxx

FapHouse 1 year ago

Your Nurturing Trans Stepmom Fucks You For the First Time

Your Nurturing Trans Stepmom Fucks You For the First Time

Clips4sale 2 years ago

Shy Golden Shower

63% HD 0:39 / 2:16

Shy Golden Shower

FapHouse 7 months ago

Alysons First Shoot with Thad Maxxx

71% HD 1:01 / 13:27

Alysons First Shoot with Thad Maxxx

FapHouse 1 year ago

Mica's Ep. 4 - Pure TS Pleasure

64% VR 3:06 / 36:20

Mica's Ep. 4 - Pure TS Pleasure

POVR 7 years ago

Sharing a Hot Blonde's Ass with DP and Creampie

HD 0:39 / 22:21

Sharing a Hot Blonde's Ass with DP and Creampie

FapHouse 1 year ago

G064 - Lr Blowjob 10 (jap 2)

G064 - Lr Blowjob 10 (jap 2)

FapHouse 1 year ago

Plugged, Caged, and Punished

Plugged, Caged, and Punished

Clips4sale 3 years ago

Come Join Bath with Me

Come Join Bath with Me

FapHouse 3 months ago

My Stepbrother Fucks My Ass for the First Time While His Girlfriend Isn't Home (destroys the Juicy Marine Ass)

59% HD 0:39 / 28:53

My Stepbrother Fucks My Ass for the First Time While His Girlfriend Isn't Home (destroys the Juicy Marine Ass)

FapHouse 6 months ago

Japanese Anime Doll Dives Into Giant Dick and Gets Cummed Out

62% HD 1:01 / 12:22

Japanese Anime Doll Dives Into Giant Dick and Gets Cummed Out

FapHouse 9 months ago

Threesome Sandwich! Everyone Gets Fucked in the Ass!

49% HD 0:39 / 20:26

Threesome Sandwich! Everyone Gets Fucked in the Ass!

FapHouse 5 months ago

Trans woman begs to cum once a dildo is in her ass, and cums

71% HD 0:39 / 13:11

Trans woman begs to cum once a dildo is in her ass, and cums

FapHouse 4 months ago

College student fucked by TS with huge dick

Premium HD 18:10

College student fucked by TS with huge dick

XVideosRed 1 year ago

Straight Guy Arrives After Party and Finds a Beautiful Trans Girl

66% HD 1:01 / 16:47

Straight Guy Arrives After Party and Finds a Beautiful Trans Girl

FapHouse 6 months ago

Jason and Jessy Dubai 14 Bareback

67% 1:01 / 18:50

Jason and Jessy Dubai 14 Bareback

FapHouse 2 months ago

Mrbigd & Aria James

69% HD 0:39 / 15:35

Mrbigd & Aria James

FapHouse 3 weeks ago

Surprise Shemale Girl Anal Fucked

67% HD 0:39 / 14:29

Surprise Shemale Girl Anal Fucked

FapHouse 1 year ago

Wrong Room Leads to Intense POV Flip Fucking

49% 0:39 / 18:15

Wrong Room Leads to Intense POV Flip Fucking

FapHouse 6 months ago

[Trans] Hot 18yo Asian Ladyboy First Time Porn

54% VR 1:17 / 29:59

[Trans] Hot 18yo Asian Ladyboy First Time Porn

VRPorn 2 months 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 7 months ago

Slut Traiing for New Rands Book Your Show and Session

Slut Traiing for New Rands Book Your Show and Session

FapHouse 1 week ago

Trans Girl Casts a 19-year-old Teen Girl Who Debuts in POV Casting

64% HD 1:01 / 10:56

Trans Girl Casts a 19-year-old Teen Girl Who Debuts in POV Casting

FapHouse 7 months ago

Cutie Blonde Transgender Student Trans with Adorable Braces Part 1 of 4

61% 1:01 / 7:07

Cutie Blonde Transgender Student Trans with Adorable Braces Part 1 of 4

FapHouse 2 months ago

Bucked up - Audrey and Melanie Do a Cam Show!

78% HD 1:01 / 9:25

Bucked up - Audrey and Melanie Do a Cam Show!

FapHouse 2 years ago

Hazelnut Latte: Sissy Co-worker Loosing Virginity and Got Introduced to Juicy Cock for the First Time - Episode 8

49% HD 0:39 / 37:09

Hazelnut Latte: Sissy Co-worker Loosing Virginity and Got Introduced to Juicy Cock for the First Time - Episode 8

FapHouse 9 months ago

It Aint a 3sum Unless My Big Dick T-girl Cums Too

It Aint a 3sum Unless My Big Dick T-girl Cums Too

FapHouse 3 days ago

Trans Cuck Femdom Training

70% HD 1:01 / 20:58

Trans Cuck Femdom Training

FapHouse 8 months ago

Anal for the First Time

66% 1:01 / 16:13

Anal for the First Time

FapHouse 2 weeks ago

A Young Finnish Trans Gets Cock for the First Time

68% HD 1:01 / 13:49

A Young Finnish Trans Gets Cock for the First Time

FapHouse 9 months ago

Grandpa Fucks Me in the Ass and Squirts in!

65% HD 1:01 / 9:18

Grandpa Fucks Me in the Ass and Squirts in!

FapHouse 3 months ago

Bareback Threesome with Brazilian Trans Girl - Anal DP & Facial

57% 0:39 / 26:32

Bareback Threesome with Brazilian Trans Girl - Anal DP & Facial

FapHouse 2 months ago

The Shemale Servant

65% 1:01 / 6:22

The Shemale Servant

FapHouse 3 months ago

Cumshot From Tranny's Huge Cock

77% 0:39 / 5:13

Cumshot From Tranny's Huge Cock

FapHouse 2 months ago

Thanksgiving Fuckfeast

Premium HD 28:01

Thanksgiving Fuckfeast

TransAngels 3 years ago

Mrbigd & TS Stacy Lynn

60% HD 1:01 / 28:16

Mrbigd & TS Stacy Lynn

FapHouse 1 week ago

The Dotadasp

60% HD 0:39 / 3:56

FapHouse 7 months ago

Fuck Hungry Man's First Time with a Trans Girl

62% HD 0:39 / 28:39

Fuck Hungry Man's First Time with a Trans Girl

FapHouse 2 months ago

Lilith's First Blowjob

58% 1:01 / 38:24

Lilith's First Blowjob

FapHouse 1 year 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 5 months ago

Gorgeous 18yo Ladyboy's Hardcore Doggy Fuck

63% 0:39 / 38:37

Gorgeous 18yo Ladyboy's Hardcore Doggy Fuck

FapHouse 1 year ago

Brides Hands-free BBC Cumshots

79% HD 0:39 / 4:53

Brides Hands-free BBC Cumshots

FapHouse 4 months ago

A Trans Woman Fucked a Pussy for the First Time

HD 0:39 / 15:45

A Trans Woman Fucked a Pussy for the First Time

FapHouse 2 weeks ago

A Mature Man with a Huge Cock Fucks Two Sissy

64% HD 0:39 / 21:48

A Mature Man with a Huge Cock Fucks Two Sissy

FapHouse 2 months ago

Surprise Shemale Girl Anal Fucked

63% HD 1:01 / 14:29

Surprise Shemale Girl Anal Fucked

FapHouse 1 year ago

The Shemale Servant

59% 0:39 / 6:22

The Shemale Servant

FapHouse 3 months ago

Mature Man Blows Cute Ladyboy, She Blows Him, Intense Ass Rimming Makes Her Cum All Over His Face - He Swallows Her Milk

59% 1:01 / 12:31

Mature Man Blows Cute Ladyboy, She Blows Him, Intense Ass Rimming Makes Her Cum All Over His Face - He Swallows Her Milk

FapHouse 8 months ago

Femout Lewdy Booty's First Time

68% HD 1:01 / 25:38

Femout Lewdy Booty's First Time

FapHouse 6 months ago

Mftt??? Germany's First Trans Foursome?!

62% HD 1:01 / 20:55

Mftt??? Germany's First Trans Foursome?!

FapHouse 1 year ago

Cutie Blonde Transgender Student Trans with Adorable Braces Part 1 of 4

66% 1:01 / 8:18

Cutie Blonde Transgender Student Trans with Adorable Braces Part 1 of 4

FapHouse 2 months ago

Virgin Tom´s 1st Time

54% HD 0:39 / 10:09

Virgin Tom´s 1st Time

FapHouse 1 year ago

Xxl-casting TS-gianina Anal Creampie Tight Asshole Fucked

66% HD 1:01 / 16:16

Xxl-casting TS-gianina Anal Creampie Tight Asshole Fucked

FapHouse 1 year ago

Intense Hard Anal Fuck in Jacuzzi Sweet Big Ass Doggy Style - Rough Anal Creampie Deep Inside Open Ass

57% HD 1:01 / 12:00

Intense Hard Anal Fuck in Jacuzzi Sweet Big Ass Doggy Style - Rough Anal Creampie Deep Inside Open Ass

FapHouse 6 months ago

Endless Office Orgasms Cum Smeared on My Tits

62% 0:39 / 9:51

Endless Office Orgasms Cum Smeared on My Tits

FapHouse 3 weeks ago

A Hot Brazilian Woman Offers Her Anus to a Thick, Juicy Cock

70% HD 1:01 / 22:14

A Hot Brazilian Woman Offers Her Anus to a Thick, Juicy Cock

FapHouse 5 months ago

Sexy Petite Big Cock Asian Ladyboy Fucks with Big Ass Pornstar in the Bar

62% HD 1:01 / 13:50

Sexy Petite Big Cock Asian Ladyboy Fucks with Big Ass Pornstar in the Bar

FapHouse 6 months ago

Tranny-virgin Hard the Asshole Fucked! and Cumshot on Her Cock!

65% HD 1:01 / 18:09

Tranny-virgin Hard the Asshole Fucked! and Cumshot on Her Cock!

FapHouse 1 year ago

Girlfriend Finds Out Her Friend Has a Dick. so She Sucks and Fucks It

63% 1:01 / 33:02

Girlfriend Finds Out Her Friend Has a Dick. so She Sucks and Fucks It

FapHouse 5 months ago

Hot Skinny Trans Fucks Her Hot Girlfriend with a Surprize in Popcorn Bucket

65% 1:01 / 30:09

Hot Skinny Trans Fucks Her Hot Girlfriend with a Surprize in Popcorn Bucket

FapHouse 5 months ago

Mrbigd & Aria James

63% HD 1:01 / 15:35

Mrbigd & Aria James

FapHouse 3 weeks ago

Groobygirls Balls Deep in Stacy Jackson

73% HD 1:01 / 22:33

Groobygirls Balls Deep in Stacy Jackson

FapHouse 9 months ago

New Trans Tits? Sex Date Surprise! Will TS Girl Emily Finally Get Me Pregnant Today?

59% HD 1:01 / 23:30

New Trans Tits? Sex Date Surprise! Will TS Girl Emily Finally Get Me Pregnant Today?

FapHouse 1 year ago

She Wanted to Get Acquainted with My Girl Cock

56% 1:01 / 18:22

She Wanted to Get Acquainted with My Girl Cock

FapHouse 1 week ago

Cock Ring Challenge Hands-free Orgasm

71% 1:01 / 7:06

Cock Ring Challenge Hands-free Orgasm

FapHouse 1 week ago

Beautiful Feminine Twink in Girly Outfit - Footjob & Extremely Sex by Monster

57% 1:01 / 27:05

Beautiful Feminine Twink in Girly Outfit - Footjob & Extremely Sex by Monster

FapHouse 1 month ago

TS Lovers Blonde in Black

76% HD 1:01 / 20:45

TS Lovers Blonde in Black

FapHouse 4 months ago

Trans Bella Joie Gets a Bukkake Facial

63% HD 0:39 / 10:45

Trans Bella Joie Gets a Bukkake Facial

FapHouse 5 months ago

Mia: Cute Canadian First Timer (18yo)

66% HD 0:39 / 10:05

Mia: Cute Canadian First Timer (18yo)

FapHouse 6 months ago

French Versatile Trans Girl: First Time with a Man with Hot Pegging

HD 1:01 / 45:12

French Versatile Trans Girl: First Time with a Man with Hot Pegging

FapHouse 1 week ago

Sexy Young Asian Petite Ladyboy in Her First Ever Porn Getting Fucked by Big Thick Cock Anal

55% HD 1:01 / 10:29

Sexy Young Asian Petite Ladyboy in Her First Ever Porn Getting Fucked by Big Thick Cock Anal

FapHouse 5 months ago

Breaking in Trans GF's New Appartement by Fucking in It - Deepthroat, Anal, Creampie

60% HD 1:01 / 20:22

Breaking in Trans GF's New Appartement by Fucking in It - Deepthroat, Anal, Creampie

FapHouse 1 year ago

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