First Time With Tranny Videos (5,586)

Satin Blouse and No Handcumshot

HD 0:39 / 23:07

Satin Blouse and No Handcumshot

FapHouse 1 year ago

Another Video From My Home

65% 1:01 / 25:34

Another Video From My Home

FapHouse 1 year ago

Bootylicious Bliss Unleashed: Embrace and Celebrate the Irresistible Curves That Define Your Unique Beauty, as You Shake

4K 0:39 / 10:54

Bootylicious Bliss Unleashed: Embrace and Celebrate the Irresistible Curves That Define Your Unique Beauty, as You Shake

FapHouse 1 year ago

I Am a Cute Ladyboy in Mini Skirt and My White Beautiful Body

4K 0:39 / 19:09

I Am a Cute Ladyboy in Mini Skirt and My White Beautiful Body

FapHouse 1 year ago

Ladyboystar - Sexiest ladyboy loves having hardcore anal sex with me

Premium HD 41:16

Ladyboystar - Sexiest ladyboy loves having hardcore anal sex with me

XVideosRed 11 months ago

Fucking Myself and Fantasizing About You

HD 1:01 / 14:06

Fucking Myself and Fantasizing About You

FapHouse 1 year ago

Ladyboystar - Oral sex sessions with a hot slim ladyboy

Premium HD 33:41

Ladyboystar - Oral sex sessions with a hot slim ladyboy

Sheer 1 year ago

Housemate to Housewife: Dominant Roommate Feminizes You Into His Wife - Jaq Quicksilver - ftm, trans, strapon, pov, feminization - 720p mp4

HD 0:29 / 16:13

Housemate to Housewife: Dominant Roommate Feminizes You Into His Wife - Jaq Quicksilver - ftm, trans, strapon, pov, feminization - 720p mp4

Clips4sale 1 year ago

OnlymayaTx - Maya and Luca POV adventure with trans Andressa.

Premium HD 40:11

OnlymayaTx - Maya and Luca POV adventure with trans Andressa.

XNXXGold 1 year ago

ISABELE ARRUDA - vol 01 - (mp4)

57% HD 0:11 / 13:41

ISABELE ARRUDA - vol 01 - (mp4)

Clips4sale 1 year ago

Video Parlor Sex Show Sissy

Video Parlor Sex Show Sissy

FapHouse 1 year ago

Big underwater Cumshot in the Bathub!

HD 1:01 / 15:48

Big underwater Cumshot in the Bathub!

FapHouse 1 year ago

Latina Trans Friends Enjoy Hard Anal With Each Other

HD 0:30 / 31:26

Latina Trans Friends Enjoy Hard Anal With Each Other

Clips4sale 1 year ago

Blonde Bombshell Chronicles: Unveiling the Mesmerizing Power and Magnetic Charisma of the Iconic Blonde Look

Blonde Bombshell Chronicles: Unveiling the Mesmerizing Power and Magnetic Charisma of the Iconic Blonde Look

FapHouse 1 year ago

The Best Handless. Pre-cumming Masturbation Cute Legs Swallowing Dick

The Best Handless. Pre-cumming Masturbation Cute Legs Swallowing Dick

FapHouse 1 year ago

Ladyboystar - Hardcore POV anal sex with a stunning ladyboy in fishnet lingerie

Premium HD 36:52

Ladyboystar - Hardcore POV anal sex with a stunning ladyboy in fishnet lingerie

XVideosRed 1 year ago

Fisting My Ass with a Full Bladder Until I Squirt!

HD 0:39 / 12:15

Fisting My Ass with a Full Bladder Until I Squirt!

FapHouse 1 year ago

Homemade Hottie: Booty Crossdressing Creations That'll Amaze You!

Homemade Hottie: Booty Crossdressing Creations That'll Amaze You!

FapHouse 1 year ago

I Am a Boy Crossdresser Self Spanking Cute Lady Boy Model Cosplayer

I Am a Boy Crossdresser Self Spanking Cute Lady Boy Model Cosplayer

FapHouse 1 year ago

Cumshot in the Garden Big Cock Hot Big Load of Cum Sexy Model Ladyboy in Outdoors When My Friend Watches Me

Cumshot in the Garden Big Cock Hot Big Load of Cum Sexy Model Ladyboy in Outdoors When My Friend Watches Me

FapHouse 1 year ago

Pinky Hole Big Shemale Ass Hot Ladyboy Male to Female Transformed Sissy Girl

Pinky Hole Big Shemale Ass Hot Ladyboy Male to Female Transformed Sissy Girl

FapHouse 1 year ago

Breeding Trans Man Echo

Breeding Trans Man Echo

Clips4sale 4 years ago

Cock sucking on the Breeding Bench XHD (WMV)

52% 0:11 / 11:35

Cock sucking on the Breeding Bench XHD (WMV)

Clips4sale 3 years ago

His first time with a trans

HD 0:39 / 31:04

His first time with a trans

FapHouse 3 years ago

Freaky web cam trans girl has round two with her popular BBC costar and is fucked and sucked into multiple orgasms

HD 0:39 / 17:12

Freaky web cam trans girl has round two with her popular BBC costar and is fucked and sucked into multiple orgasms

FapHouse 3 years ago

GenderXFilms - Trans Babe First Time Fucking Tall Beauty Cis Girl

Premium HD 28:18

GenderXFilms - Trans Babe First Time Fucking Tall Beauty Cis Girl

XNXXGold 4 years ago

jessi empera no holes barred fuck session with her first triple anal (tap) sz1832

jessi empera no holes barred fuck session with her first triple anal (tap) sz1832

PornBox 9 years ago

Neen Sever x Lettie Lith

Neen Sever x Lettie Lith

Clips4sale 3 years ago

FTM in Jockstrap Fucking Ass with Machine - solo trans nonbinary anal

HD 0:23 / 10:27

FTM in Jockstrap Fucking Ass with Machine - solo trans nonbinary anal

Clips4sale 3 years ago

LEGACY MESS : Filipino Slut With Big Cock for the first time in Porn dirty Fucks deep hard in the Throat and Ass of her Partner,P2

Premium HD 17:46

LEGACY MESS : Filipino Slut With Big Cock for the first time in Porn dirty Fucks deep hard in the Throat and Ass of her Partner,P2

XVideosRed 3 years ago

His first time with a shemale

Premium HD 33:17

His first time with a shemale

XNXXGold 4 years ago

yyyy

AdultPrime 3 years ago

Futa stepmom fucking hot stepdaughter on public beach

52% HD 0:39 / 3:12

Futa stepmom fucking hot stepdaughter on public beach

FapHouse 3 years ago

Introducing Claudia

HD 0:28 / 18:19

Introducing Claudia

Clips4sale 4 years ago

update #288 (january 18, 2019) my first time with thejessydubai!

HD 0:30 / 19:36

update #288 (january 18, 2019) my first time with thejessydubai!

PornBox 7 years ago

Handsome guy fucking with transgender in sex tape

Premium HD 22:48

Handsome guy fucking with transgender in sex tape

XNXXGold 5 years ago

first time with trans luna rival 2on 1 hard anal fuck trio

61% HD 2:00 / 55:51

first time with trans luna rival 2on 1 hard anal fuck trio

AnalVids 3 years ago

Valkyria Domina Take turn fucking Camilla Creampie and Cheyenne Rose

HD 0:39 / 22:53

Valkyria Domina Take turn fucking Camilla Creampie and Cheyenne Rose

FapHouse 3 years ago

First time with a new electrostimulator (wmv)

51% 0:25 / 17:28

First time with a new electrostimulator (wmv)

Clips4sale 5 years ago

Handsome guy fucking with transgender in sex tape

Premium HD 22:48

Handsome guy fucking with transgender in sex tape

XVideosRed 5 years ago

MY FIRST TIME WITH BIG TRANNY COCK

Premium HD 15:10

MY FIRST TIME WITH BIG TRANNY COCK

XVideosRed 5 years ago

TGirl Melanie Brooks gets her ass fucked!

HD 0:39 / 25:24

TGirl Melanie Brooks gets her ass fucked!

FapHouse 7 years ago

Two t-girls fucked by a woman

HD 0:39 / 21:39

Two t-girls fucked by a woman

FapHouse 5 years ago

First time fuck machine POV

HD 0:39 / 14:53

First time fuck machine POV

FapHouse 5 years ago

Tgirl Tops Redhead

HD 0:29 / 21:45

Tgirl Tops Redhead

Clips4sale 4 years ago

firs sex time wit straigth and latina transexuel with big dick 3

Premium HD 24:05

firs sex time wit straigth and latina transexuel with big dick 3

XVideosRed 4 years ago

Like a Virgin

HD 0:11 / 10:56

Clips4sale 4 years ago

TS Foot Massage

TS Foot Massage

FapHouse 1 year ago

Oriental Transgender with Monster Tits First Time in Front of the Camera Bareback Anal Sex

71% HD 1:01 / 11:11

Oriental Transgender with Monster Tits First Time in Front of the Camera Bareback Anal Sex

FapHouse 1 year ago

Little trans school babe fucked hard by her friend who caught her masturbating

Premium HD 33:04

Little trans school babe fucked hard by her friend who caught her masturbating

Sheer 3 years ago

POV Tgirl Sex With Jade

Premium HD 22:34

POV Tgirl Sex With Jade

Sheer 2 years ago

Tall Petite Eryn Everly Craves Bareback Anal By Big White Dick

Premium HD 25:06

Tall Petite Eryn Everly Craves Bareback Anal By Big White Dick

Sheer 2 years ago

We Matched with This Guy on Tinder and He Said He Was Making a Video for the First Time. He Was Hoping to Met Girls, but He Ende

We Matched with This Guy on Tinder and He Said He Was Making a Video for the First Time. He Was Hoping to Met Girls, but He Ende

FapHouse 1 year ago

Ts Vanessa Rafaella - FIRST TIME WITH TS - Exclusive for Subscribers

Premium HD 5:38

Ts Vanessa Rafaella - FIRST TIME WITH TS - Exclusive for Subscribers

Sheer 4 years ago

Mans FIRST TIME EVER with a TRANS WOMAN

Premium HD 18:12

Mans FIRST TIME EVER with a TRANS WOMAN

Sheer 1 year ago

My First Meeting with Karl

My First Meeting with Karl

FapHouse 1 year ago

brazilian blonde Mel anal spoon

brazilian blonde Mel anal spoon

AdultPrime 1 year ago

It's This Sissy Milkboy's First Time

51% HD 1:01 / 17:35

It's This Sissy Milkboy's First Time

FapHouse 1 year ago

Introducing TS Princess

VR 0:39 / 36:50

Introducing TS Princess

FapHouse 1 year ago

Big Tits Asian Girl Sex Cam

48% HD 1:01 / 1:23:41

Big Tits Asian Girl Sex Cam

FapHouse 1 year ago

Sara Mendez Solo Stroke

65% HD 0:39 / 18:16

Sara Mendez Solo Stroke

FapHouse 1 year ago

Welcome to Jianna's Yoga Class.

HD 0:39 / 12:43

Welcome to Jianna's Yoga Class.

FapHouse 1 year ago

D24 - The Long Night - Big ass lesbian fucking round 2

Premium HD 7:56

D24 - The Long Night - Big ass lesbian fucking round 2

Sheer 2 years ago

Caught Fapping [futa X Futa]

Caught Fapping [futa X Futa]

FapHouse 1 year ago

onlymaya tx - my boyfriend gave me two gifts today. maya and luca pov adventure with trans noemi

onlymaya tx - my boyfriend gave me two gifts today. maya and luca pov adventure with trans noemi

PissVids 1 year ago

Alice Gives Misty Her First Girl Cock

HD 0:10 / 20:15

Alice Gives Misty Her First Girl Cock

LoyalFans 1 year ago

First Time with Milk

49% HD 0:07 / 0:39

First Time with Milk

FapHouse 1 year ago

No Coffee Creamer? I’ll take your cream then! Part 2

HD 0:27 / 17:12

No Coffee Creamer? I’ll take your cream then! Part 2

Clips4sale 1 year ago

Better Than a Dick Appointment - BBW Sydney Screams Strap-On Fucks Sad Roommate Genesis Green Until Orgasm - HD 720 WMV

64% HD 0:29 / 32:12

Better Than a Dick Appointment - BBW Sydney Screams Strap-On Fucks Sad Roommate Genesis Green Until Orgasm - HD 720 WMV

Clips4sale 1 year ago

Young trans girl with a virgin ass

Premium HD 10:30

Young trans girl with a virgin ass

XNXXGold 1 year ago

Shy Slut Sucks Me Off

Shy Slut Sucks Me Off

LoyalFans 1 year ago

Fucking Myself with My Big Thick Dildo Makes Me Squirm in Pleasure...

Fucking Myself with My Big Thick Dildo Makes Me Squirm in Pleasure...

FapHouse 2 years ago

The Fantasy Clinic

Premium HD 34:47

The Fantasy Clinic

Clips4sale 2 years ago

Mature Woman Lena - Her First Gloryhole Part Number 4

55% HD 0:39 / 14:05

Mature Woman Lena - Her First Gloryhole Part Number 4

FapHouse 3 years ago

My First Time with a Trans. Part 2. He Sucks My Cock Very Well

My First Time with a Trans. Part 2. He Sucks My Cock Very Well

FapHouse 2 years ago

he squirts his cum on a beautiful asian trans her big cock

HD 0:11 / 17:02

he squirts his cum on a beautiful asian trans her big cock

PornBox 2 years ago

Mature Woman Lena - Her First Gloryhole Part Number 3

61% HD 0:39 / 7:41

Mature Woman Lena - Her First Gloryhole Part Number 3

FapHouse 3 years ago

My First Time with a Trans. Part 3. He Moves Deliciously on Top of My Cock

My First Time with a Trans. Part 3. He Moves Deliciously on Top of My Cock

FapHouse 2 years ago

Cock Lover wo Music Trans Lola Minaj MP3 VERSION

Cock Lover wo Music Trans Lola Minaj MP3 VERSION

Clips4sale 3 years ago

New Dildo Fucks Wet Hairy Ftm Pussy in Crotchless Panties

HD 0:39 / 18:56

New Dildo Fucks Wet Hairy Ftm Pussy in Crotchless Panties

FapHouse 2 years ago

First Time Hooking Up with Roxxie Moth - BBW Pounded by TS Cock - Sydney Screams

Premium HD 21:42

First Time Hooking Up with Roxxie Moth - BBW Pounded by TS Cock - Sydney Screams

XVideosRed 4 years ago

Would You Like to See How This Guy Grab My Ass While I Was Very Excited and Made Me Finish Super Rich

Would You Like to See How This Guy Grab My Ass While I Was Very Excited and Made Me Finish Super Rich

FapHouse 1 year ago

SHEMALE DOMINATION - 76 - ANANDA INDIA & VICK MENAGE - CLIP 4 OF 5 - MP4

SHEMALE DOMINATION - 76 - ANANDA INDIA & VICK MENAGE - CLIP 4 OF 5 - MP4

Clips4sale 1 year ago

Hard Wild Anal Sex, Mature with 18yo Stepsister Big Ass Teen

Hard Wild Anal Sex, Mature with 18yo Stepsister Big Ass Teen

FapHouse 1 year ago

4650 amator gang bang at home with the pornstar enzo rimenez

Premium HD 23:48

4650 amator gang bang at home with the pornstar enzo rimenez

XNXXGold 1 year ago

My First Time

VrSmash 10 years ago

Ladyboystar - POV facial and anal sex with a gorgeous tall ladyboy

Premium HD 31:41

Ladyboystar - POV facial and anal sex with a gorgeous tall ladyboy

Sheer 1 year ago

Sharing a Hot Blonde's Ass with DP and Creampie

HD 1:01 / 22:21

Sharing a Hot Blonde's Ass with DP and Creampie

FapHouse 1 year ago

Onlymaya Tx - I want a black cock, Maya and Luca POV adventure with trans Lana.

Premium HD 23:40

Onlymaya Tx - I want a black cock, Maya and Luca POV adventure with trans Lana.

Sheer 1 year ago

Caught Fapping [futa X Futa]

Caught Fapping [futa X Futa]

FapHouse 1 year ago

The first time with a trans, Alya Rossi takes the big cock of the beautiful Renata Molina

Premium HD 46:56

The first time with a trans, Alya Rossi takes the big cock of the beautiful Renata Molina

Sheer 1 year ago

Ladyboystar - Unreal ladyboy with a huge tool loves POV anal sex with me

Premium HD 1:07:24

Ladyboystar - Unreal ladyboy with a huge tool loves POV anal sex with me

XNXXGold 1 year ago

Ladyboystar - POV anal sex and blowjob with a sexy thin Thai ladyboy

Premium HD 39:43

Ladyboystar - POV anal sex and blowjob with a sexy thin Thai ladyboy

XVideosRed 1 year ago

Transgirl Threesome...shut up! I'll Cum in Your Ass While You Make My Girlfriend Pregnant

62% HD 0:39 / 19:59

Transgirl Threesome...shut up! I'll Cum in Your Ass While You Make My Girlfriend Pregnant

FapHouse 1 year ago

Close-up Stroking My Big Cock in My Genshin Swimsuitin Todays Scene

Close-up Stroking My Big Cock in My Genshin Swimsuitin Todays Scene

FapHouse 1 year ago

Onlymaya Tx. Maya and Luca POV adventure with Trans Haycka

Premium HD 42:52

Onlymaya Tx. Maya and Luca POV adventure with Trans Haycka

XNXXGold 1 year ago

Tattooed Girl Has Her First Time with a Trans Girl

HD 0:39 / 29:17

Tattooed Girl Has Her First Time with a Trans Girl

FapHouse 1 year ago

MY FIRST KISS WITH A SHEMALE - BY ARIEL AND CANDY RIOS - CLIP 2

MY FIRST KISS WITH A SHEMALE - BY ARIEL AND CANDY RIOS - CLIP 2

Clips4sale 1 year ago

Transsexual Ladies Satisfy Themselves with a Handjob

HD 1:01 / 1:15:14

Transsexual Ladies Satisfy Themselves with a Handjob

FapHouse 1 year ago

Goddess Adda and Faith - smoking and human ashtray at first sight and deepthroat

HD 0:10 / 10:46

Goddess Adda and Faith - smoking and human ashtray at first sight and deepthroat

LoyalFans 3 years ago

Ari Koyote & Ethan Tate | Chapter 3

HD 1:00 / 23:39

Ari Koyote & Ethan Tate | Chapter 3

FTMMen 3 years ago

Babe Nation Xxxclusive Propose to Me with a Cock-ring Its My First Time Trying a Prostate-stimulating Cock Ring! I Felt Intense

Babe Nation Xxxclusive Propose to Me with a Cock-ring Its My First Time Trying a Prostate-stimulating Cock Ring! I Felt Intense

FapHouse 2 years ago

Trans Boy Filled

HD 0:39 / 15:46

Trans Boy Filled

FapHouse 2 years ago

POV Tgirl Sex with Jade.

HD 0:39 / 23:07

POV Tgirl Sex with Jade.

FapHouse 2 years ago

DEVILS TGIRLS - Gorgeous Marilyn Johnson Experienced Sex With A Trans Girl For The First Time

DEVILS TGIRLS - Gorgeous Marilyn Johnson Experienced Sex With A Trans Girl For The First Time

DevilsTgirls 4 years ago

Ladyboystar - Chubby redhead ladyboy with a huge ass loves anal sex

Premium HD 31:21

Ladyboystar - Chubby redhead ladyboy with a huge ass loves anal sex

Sheer 1 year ago

Virgin Sissy Housewife Fucked with Dildo for the First Time

Virgin Sissy Housewife Fucked with Dildo for the First Time

FapHouse 1 year ago

Onlymaya Tx - welcome to the Sex Club, Maya and Luca POV adventure with trans Noemi.

Premium HD 34:30

Onlymaya Tx - welcome to the Sex Club, Maya and Luca POV adventure with trans Noemi.

Sheer 1 year ago

CLIENTE ANTIGO DE CURITIBA REALIZOU O SONHO DE ME COMER PELE NA PELE - Former client from Curitiba fulfilled his dream of fucking me bareback

Premium HD 15:54

CLIENTE ANTIGO DE CURITIBA REALIZOU O SONHO DE ME COMER PELE NA PELE - Former client from Curitiba fulfilled his dream of fucking me bareback

Sheer 5 years ago

fit asian trans first time with a real couple

fit asian trans first time with a real couple

AnalVids 8 months ago

My Little Butt in Action for the First Time

My Little Butt in Action for the First Time

Clips4sale 1 year ago

College student fucked by TS for first time

College student fucked by TS for first time

Clips4sale 1 year ago

Sky Resort Gameplay 52

Sky Resort Gameplay 52

FapHouse 8 months ago

Split View T4T Fuck

Split View T4T Fuck

Clips4sale 8 months ago

Passionate Hard Anal Screaming Slut Filled Balls Deep with Cum

Passionate Hard Anal Screaming Slut Filled Balls Deep with Cum

FapHouse 8 months ago

Intense Anal Pounding Until Her Ass Swallows Every Inch

HD 0:39 / 27:40

Intense Anal Pounding Until Her Ass Swallows Every Inch

FapHouse 8 months ago

POV: You're Under My Desk Watching Me Wank, Cum, and Squirt

POV: You're Under My Desk Watching Me Wank, Cum, and Squirt

FapHouse 8 months ago

Depth Anal Fuck Gaping Wide Open Overflowing Creampie

Depth Anal Fuck Gaping Wide Open Overflowing Creampie

FapHouse 8 months ago

2550 threeomse sex with TRANS and striaght and french gay

Premium HD 28:43

2550 threeomse sex with TRANS and striaght and french gay

XNXXGold 1 year ago

Anal Endoscope All the Way in My Transverse Colon!

Anal Endoscope All the Way in My Transverse Colon!

FapHouse 1 year ago

26 27 28 29 30

5,586 results found

Related searches

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.