First Time Trans Videos (22,983)

”Speed Dating”

”Speed Dating”

Rainblow 3 weeks ago

Inexperienced Teen Fuck My Ass For The First Time, Did He Cum Quickly?

Inexperienced Teen Fuck My Ass For The First Time, Did He Cum Quickly?

BeMyHole 2 years ago

Hot Trans Vintage 3 Way Juilette Stray Mandy Mitchell Kimberly

54% HD 0:39 / 46:03

Hot Trans Vintage 3 Way Juilette Stray Mandy Mitchell Kimberly

FapHouse 2 years ago

My very first ass fucking with AstraDisaster and Nicky ~ she did went deeper...

My very first ass fucking with AstraDisaster and Nicky ~ she did went deeper...

TransTube.tv 1 year ago

Stepdad Jonas Jackson fucks his Trans stepson for the first time

Stepdad Jonas Jackson fucks his Trans stepson for the first time

GaySearch 2 months ago

19yo Ebony TGirl Rails DL CoWorkers BIG BLACK COCK for the First-Ever Time… He left his GF

19yo Ebony TGirl Rails DL CoWorkers BIG BLACK COCK for the First-Ever Time… He left his GF

TrannyGem 8 months ago

A Tattooed Man Fucks Me and My Friend

A Tattooed Man Fucks Me and My Friend

FapHouse 12 hours ago

mother I'd like to fuck Silvana Lee has hardcore sex with her brother's hot tranny girlfriend Lizzy Laynez

mother I'd like to fuck Silvana Lee has hardcore sex with her brother's hot tranny girlfriend Lizzy Laynez

Amateur8 4 months ago

eighteen year old Finnish sexy trans Victoriababy enjoys Dad's thick dong.

eighteen year old Finnish sexy trans Victoriababy enjoys Dad's thick dong.

ShemaleSin 10 months ago

TS Dominance: Initiation of First Time Subs

TS Dominance: Initiation of First Time Subs

Tranny.one 1 year ago

”Monique Miles seeks fulfillment with Mocha Menage's strap-on”

”Monique Miles seeks fulfillment with Mocha Menage's strap-on”

LesbianBliss 2 weeks ago

Giant Cock Destroys My Ass!

57% HD 0:39 / 11:03

Giant Cock Destroys My Ass!

FapHouse 9 months ago

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

HD 0:39 / 23:30

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

FapHouse 3 months ago

”Lyne, 30 years old, life coach!”

”Lyne, 30 years old, life coach!”

ThePornstar 6 months ago

Submissive Shemale Gets Fucked Bare

55% HD 0:39 / 14:07

Submissive Shemale Gets Fucked Bare

FapHouse 1 year ago

He tried a Tgirl blowjob and dont want anything different now

He tried a Tgirl blowjob and dont want anything different now

xHamster 1 month ago

Young Guys Tries Anmmal for the First Time with a Shemale with Big Tits and a Big Cock

63% HD 0:39 / 26:35

Young Guys Tries Anmmal for the First Time with a Shemale with Big Tits and a Big Cock

FapHouse 4 months ago

Fucking and taking a hot shower with my boyfriend. Transgender girl. Anal sex

Fucking and taking a hot shower with my boyfriend. Transgender girl. Anal sex

XVideosRed 2 years ago

Our Very First Doggystyle with a View From Below Duo Video

HD 1:01 / 12:52

Our Very First Doggystyle with a View From Below Duo Video

FapHouse 2 weeks ago

Holly Parker Drinks Her Cum

Holly Parker Drinks Her Cum

xHamster 2 years ago

First-Ever time for my hubby bang with She-Male Total (Free-For-All Flick)

First-Ever time for my hubby bang with She-Male Total (Free-For-All Flick)

TrannyGem 9 months ago

Pigtails and a dick

Pigtails and a dick

xHamster 8 months ago

A Little Behind the Scenes

A Little Behind the Scenes

FapHouse 11 months ago

first wet gangbang with dap! kittala gets dap from 4 big cocks for the first time eks163

first wet gangbang with dap! kittala gets dap from 4 big cocks for the first time eks163

PornBox 2 years ago

”ASIANTGIRL - Mint Is So Sweet”

”ASIANTGIRL - Mint Is So Sweet”

Fapnow 2 weeks ago

TheLastRealTop Fucks Detroit Tranny theonlyamauri Raw Bareback

Premium HD 12:38

TheLastRealTop Fucks Detroit Tranny theonlyamauri Raw Bareback

xnxxGold 6 months ago

”FEMOUT XXX - First Time Black Teen petite Tgirl masturbates”

”FEMOUT XXX - First Time Black Teen petite Tgirl masturbates”

LesbianBliss 2 weeks ago

MILF Silvana Lee has hardcore sex with her brother's sexy shemale girlfriend Lizzy Laynez

MILF Silvana Lee has hardcore sex with her brother's sexy shemale girlfriend Lizzy Laynez

Dafreeporn 6 months ago

”ASIANTGIRL - Jenny’s Horny Homecoming”

”ASIANTGIRL - Jenny’s Horny Homecoming”

Fapnow 2 weeks ago

Luxury tranny Ingrid Moreira deflowering a nice guy

62% HD 0:39 / 22:32

Luxury tranny Ingrid Moreira deflowering a nice guy

FapHouse 4 years ago

First Time on Webcam

First Time on Webcam

BeMyHole 5 years ago

Sperm Garden Fountain - 3 Cumshots in Row - Haydenbabee

HD 1:01 / 29:24

Sperm Garden Fountain - 3 Cumshots in Row - Haydenbabee

FapHouse 5 days ago

EU TRAIU MINHAS MULHERES COM UMA TRANS SEMPRE QUE POSSO

Premium HD 32:25

EU TRAIU MINHAS MULHERES COM UMA TRANS SEMPRE QUE POSSO

XVideosRed 8 months ago

AUDIO ONLY - First time shemales experimenting the JOI game

65% HD 1:01 / 9:01

AUDIO ONLY - First time shemales experimenting the JOI game

FapHouse 4 years ago

FEMALE DOMINATION HANDBALLING ASSFUCKING INSTRUCTING PEGGING DOMINATRIX PREDOMINANCE FEMBOY

FEMALE DOMINATION HANDBALLING ASSFUCKING INSTRUCTING PEGGING DOMINATRIX PREDOMINANCE FEMBOY

TrannyGem 4 years ago

Unseen Fucky-fucky Videos Cumpilation - Onlyfans Veronica Sanders

Unseen Fucky-fucky Videos Cumpilation - Onlyfans Veronica Sanders

TransTube.tv 1 year ago

Two Trans Girls Fuck a Man

62% 1:01 / 25:29

Two Trans Girls Fuck a Man

FapHouse 2 weeks ago

Alicia, Gorgeous Redhead, Gets the Cokc She Wanted

HD 0:39 / 47:55

Alicia, Gorgeous Redhead, Gets the Cokc She Wanted

FapHouse 7 months ago

Very Cute Couple First Time Anal

Very Cute Couple First Time Anal

KeekAss 3 years ago

Assfucking gape with ultra-cute homo boi

Assfucking gape with ultra-cute homo boi

TrannyGem 1 month ago

”FEMOUT XXX - Bellanalgona's First Time”

”FEMOUT XXX - Bellanalgona's First Time”

Fapnow 1 month ago

Sexy Tranny Fanny Menezes Takes Two Cocks In The Ass For The First Time

Sexy Tranny Fanny Menezes Takes Two Cocks In The Ass For The First Time

AbTranny 2 months ago

sexy tranny fanny menezes takes two cocks in the ass for the first time

61% HD 1:49 / 1:03:38

sexy tranny fanny menezes takes two cocks in the ass for the first time

PornBox 2 years ago

Dorian Drake gets barebacked for the very first time by large fuck-stick from trans dame pv

Dorian Drake gets barebacked for the very first time by large fuck-stick from trans dame pv

KeekAss 1 day ago

Trans girl Selena assfucked for the first time

Trans girl Selena assfucked for the first time

aShemaleTube 2 years ago

GenderXFilms - Fiery Trans Redhead Pulvarized By BBC

GenderXFilms - Fiery Trans Redhead Pulvarized By BBC

xHamster 3 years ago

TGIRLS.XXX: SHE IS BACK!

TGIRLS.XXX: SHE IS BACK!

xHamster 3 years ago

My first time with a trans. Part 2

My first time with a trans. Part 2

xHamster 2 years ago

Crossdresser while masturbating anal

Crossdresser while masturbating anal

xHamster 2 months ago

Beautiful and wonderful wife hard fucking BBC

Beautiful and wonderful wife hard fucking BBC

Eporner 4 years ago

First-Ever time pummeling a StarDust Dragon Amarok from Wish Grove!! WIGGLING SPUNK!!!

First-Ever time pummeling a StarDust Dragon Amarok from Wish Grove!! WIGGLING SPUNK!!!

TrannyGem 2 years ago

”ASIANTGIRL - Jenny’s Ready to Rock Your World”

”ASIANTGIRL - Jenny’s Ready to Rock Your World”

LesbianBliss 1 week ago

TheLastRealTop Fucks Tranny theonlyamauri Bareback

Premium HD 5:43

TheLastRealTop Fucks Tranny theonlyamauri Bareback

XVideosRed 6 months ago

Very First Time Using Our Hookup Wag! Tgirl on Lady Girl-Girl Duo

Very First Time Using Our Hookup Wag! Tgirl on Lady Girl-Girl Duo

TrannyGem 4 years ago

Auks-100 Shemale Lesbian Series: Horse-hung Transwoman Virgin Fucks A Big-breasted Baby-faced Babe For The First Time! Yume Masuda And Rika Goto

Auks-100 Shemale Lesbian Series: Horse-hung Transwoman Virgin Fucks A Big-breasted Baby-faced Babe For The First Time! Yume Masuda And Rika Goto

getTranny 7 months ago

College girl Explorer Caver Jammed Into A aperture For The Very first Time

College girl Explorer Caver Jammed Into A aperture For The Very first Time

TransTube.tv 11 months ago

Serving Your Best Friend's Cock GFE

HD 1:01 / 1:00:25

Serving Your Best Friend's Cock GFE

FapHouse 2 years ago

My Very first Time Anal

My Very first Time Anal

TransTube.tv 1 year ago

Latina loves fat cock outdoors in public and indoors

Latina loves fat cock outdoors in public and indoors

ALOTPorn 5 years ago

”Charming Ginger Colombian First Timer Gets Cum On Tits In Sexy Pickup & Fuck”

”Charming Ginger Colombian First Timer Gets Cum On Tits In Sexy Pickup & Fuck”

ThePornstar 8 months ago

Multiple orgasm from Eating Cum Teaser

Multiple orgasm from Eating Cum Teaser

xHamster 4 years ago

Agatha Lira - My First Time With A Trans And The First

Agatha Lira - My First Time With A Trans And The First

getTranny 2 years ago

Hooked On Your Own Supply CEI Addiction

68% HD 0:10 / 8:28

Hooked On Your Own Supply CEI Addiction

LoyalFans 4 years ago

He said he never attempted Ass-Fuck so I put this Acquaintance on Him… He’s DONE with Cooter

He said he never attempted Ass-Fuck so I put this Acquaintance on Him… He’s DONE with Cooter

TrannyGem 3 years ago

”German First Timer Gets Jizzed By Old Shaft”

”German First Timer Gets Jizzed By Old Shaft”

ThePornstar 8 months 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.

XVideosRed 9 months ago

[Trans] A Steamy Valentines Day

Premium 64% VR 34:43

[Trans] A Steamy Valentines Day

VRPorn 2 years ago

Ravaging My Homo Acquaintance For the Very first Time [Sensuous Homo Fucky-fucky]

Ravaging My Homo Acquaintance For the Very first Time [Sensuous Homo Fucky-fucky]

TransTube.tv 7 months ago

Shemale's First Time Slavery Sex

Shemale's First Time Slavery Sex

BeMyHole 2 years ago

First teen anal experience with an impromptu toy, he dreams of a huge cock in his posh ass

First teen anal experience with an impromptu toy, he dreams of a huge cock in his posh ass

xHamster 2 years ago

Young Finnish Tgirl Gets Fucked On The Couch And Cum In Her Ass

Premium HD 20:04

Young Finnish Tgirl Gets Fucked On The Couch And Cum In Her Ass

XVideosRed 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

PornBox 8 months ago

Huntrix Game in the Plane

Huntrix Game in the Plane

FapHouse 1 month ago

Lets finish it quick so we can go out early

Lets finish it quick so we can go out early

SleazyNEasy 1 month ago

Threesome Husband and guest cum on his wife Creampie Ep 4203

Threesome Husband and guest cum on his wife Creampie Ep 4203

3SumXL 1 year ago

Gargle Her Meatpipe - Tgirl Manstick Fellating Encouragement - Imposed Bisexous

Gargle Her Meatpipe - Tgirl Manstick Fellating Encouragement - Imposed Bisexous

TrannyGem 6 months ago

”Trying Something New - Adrian Duval, Asia Belle”

”Trying Something New - Adrian Duval, Asia Belle”

TransHero 1 year ago

TGIRLBBW: DEBUTING LETHE OBLIVA!

TGIRLBBW: DEBUTING LETHE OBLIVA!

xHamster 2 years ago

transsexual teen 1st time facial from co worker dripped

transsexual teen 1st time facial from co worker dripped

ShemaleSin 2 years ago

AN ACROBATIC 2ND TEEN BBG THREESOME

AN ACROBATIC 2ND TEEN BBG THREESOME

PornHeal 1 year ago

Femdom Pool Party Gangbang

67% HD 0:10 / 26:16

Femdom Pool Party Gangbang

LoyalFans 2 years ago

”Small teen gets plastered with jizz”

”Small teen gets plastered with jizz”

ThePornstar 2 months ago

Japanese jusoko loves prick

Japanese jusoko loves prick

SexTubeSpot 5 years ago

First time BBC

AbTranny 6 years ago

Crossdressing Madison CD compilation in lingerie and stockings and heels showing off

Crossdressing Madison CD compilation in lingerie and stockings and heels showing off

xHamster 2 weeks ago

Sissy Instructing After Very first Time Feminization

Sissy Instructing After Very first Time Feminization

KeekAss 1 week ago

Zoya Shezadi Going to Secret Small Room to Mood Fresh for Myself

Zoya Shezadi Going to Secret Small Room to Mood Fresh for Myself

FapHouse 1 day ago

Teen loves having sex with two men taking hard cocks in her ass enjoying scene 03 from movie Distrutta

Teen loves having sex with two men taking hard cocks in her ass enjoying scene 03 from movie Distrutta

xHamster 2 years ago

Bombshell Christie Darrow Takes BBC Anal

55% 1:01 / 29:26

Bombshell Christie Darrow Takes BBC Anal

FapHouse 1 year ago

”GROOBY-ARCHIVES: Climax Thursday: Dlondonn!”

”GROOBY-ARCHIVES: Climax Thursday: Dlondonn!”

ThePornstar 1 year ago

Meeting for the first time over a big dick

51% 0:39 / 13:32

Meeting for the first time over a big dick

FapHouse 3 years ago

Sheboy pleasing a boy

Sheboy pleasing a boy

Eporner 3 years ago

His first time with a trans

His first time with a trans

Tranny.one 2 years ago

Virgin Tom´s 1st Time

60% HD 0:39 / 10:09

Virgin Tom´s 1st Time

FapHouse 1 year ago

Home Video Couple Masturbation

Home Video Couple Masturbation

FapHouse 1 day ago

Patience game

xHamster 1 year ago

3some Trinity : 1st time Trans DP/DVP/DAP/Pussy creampie

Premium 54% HD 50:07

3some Trinity : 1st time Trans DP/DVP/DAP/Pussy creampie

xnxxGold 1 year ago

Big Tit Tranny Fucks Neighbor for the First Time Anally

Big Tit Tranny Fucks Neighbor for the First Time Anally

xHamster 1 month ago

Hardcore Throat and Butt Fucking: TS Gray Perrier Takes a Rough Pounding from Big Danny

Hardcore Throat and Butt Fucking: TS Gray Perrier Takes a Rough Pounding from Big Danny

PornFreeNow 1 week ago

Venus Likes a Three Way

HD 0:39 / 29:07

Venus Likes a Three Way

FapHouse 3 months ago

Scarlett And Natalie Having Fun

Scarlett And Natalie Having Fun

xHamster 1 month ago

Menage A Trans #09 - Brittney Kade, Madison Morgan & Wolf Hudson

Menage A Trans #09 - Brittney Kade, Madison Morgan & Wolf Hudson

Kojka 2 years ago

GENDER X Fucking my tranny friend for the first time! - Dante Colle, Ariel Demure

GENDER X Fucking my tranny friend for the first time! - Dante Colle, Ariel Demure

Fapnado 4 years ago

Chrystal Medeiros cums in a stranger's ass

Chrystal Medeiros cums in a stranger's ass

xHamster 1 year ago

GROOBYGIRLS - Lena Vesper's Sultry First Time on Cam

GROOBYGIRLS - Lena Vesper's Sultry First Time on Cam

xHamster 5 months ago

Two Sissys Fuck a Tattooed Man

60% 1:01 / 20:44

Two Sissys Fuck a Tattooed Man

FapHouse 4 weeks ago

”ASIANTGIRL - All About Beautiful Babe”

”ASIANTGIRL - All About Beautiful Babe”

LesbianBliss 2 weeks ago

destroying the ass of a transgender girl on her first time

73% HD 1:34 / 33:46

destroying the ass of a transgender girl on her first time

PornBox 2 years ago

Cute trans girl tries protected anal for the first time EVER

Cute trans girl tries protected anal for the first time EVER

Fapality 1 year ago

Fabulous twink has anal sex for first time as a sissy : see

Fabulous twink has anal sex for first time as a sissy : see

ManPorn 3 years ago

Natassia promises lorelei anything lorelei accepts

Natassia promises lorelei anything lorelei accepts

Tranny.one 3 years ago

”Ultra Tightenthe Booty with HUGE Dildo!”

”Ultra Tightenthe Booty with HUGE Dildo!”

Faptor 2 years ago

Sissy Crossdresser drips cum and taste and then talks dirty to the camera

Sissy Crossdresser drips cum and taste and then talks dirty to the camera

xHamster 2 weeks ago

TGIRLS XXX - Second Round with Gray

TGIRLS XXX - Second Round with Gray

Fapnado 4 months ago

Shy Couple first time shemale experience 2

Shy Couple first time shemale experience 2

Tranny.one 4 years ago

European Trans Slut Gets Double Anal From Big Cocks

Premium HD 1:10:44

European Trans Slut Gets Double Anal From Big Cocks

xnxxGold 1 year ago

SluTS for BBC Erica Cherry

62% HD 0:39 / 28:45

SluTS for BBC Erica Cherry

FapHouse 4 years ago

Agatha Mama in Training my step nephew to slurp a trans for the first-ever time - Free-for-all

Agatha Mama in Training my step nephew to slurp a trans for the first-ever time - Free-for-all

KeekAss 1 month ago

”1st BBG For Buxom Chinese Cutie”

”1st BBG For Buxom Chinese Cutie”

ThePornstar 1 year ago

Wife and Mom's First Video

Wife and Mom's First Video

Some.Porn 1 year ago

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