First Time Shemale Videos (22,518)

ADULT TIME - Lonely T-Girl Emma Rose Has First Romantic Suck And Fuck With Big Dick Roommate!

ADULT TIME - Lonely T-Girl Emma Rose Has First Romantic Suck And Fuck With Big Dick Roommate!

Some.Porn 7 months ago

Lulu Rae Sexy Small Tits British Cute Teen POV Suck Dick and Cum Swallow

49% HD 0:39 / 34:30

Lulu Rae Sexy Small Tits British Cute Teen POV Suck Dick and Cum Swallow

FapHouse 11 months ago

Submissive Casey Kisses had her ass stretch by big dick Pierce Paris

Submissive Casey Kisses had her ass stretch by big dick Pierce Paris

Pornicom 10 months ago

Geile Frau Bekommt Creampie

Geile Frau Bekommt Creampie

Eporner 4 years ago

Tgata Manuella Gonçalves Did Whatever She Wanted While Riding With Alex Victor.

Tgata Manuella Gonçalves Did Whatever She Wanted While Riding With Alex Victor.

BeMyHole 6 months ago

Sierra Has Given up Her Masculinity

Sierra Has Given up Her Masculinity

xHamster 4 months ago

Cum Challenge! Who Comes First???

56% HD 0:39 / 4:12

Cum Challenge! Who Comes First???

FapHouse 1 year ago

Double Creampie For Slim Teen's first BBG Three-some featuring Nikki Nicole with Brian Omally & Ethan Seeks

Double Creampie For Slim Teen's first BBG Three-some featuring Nikki Nicole with Brian Omally & Ethan Seeks

BigTitsLust 4 months ago

Dad And Me

BoyFriendTV 4 years ago

Blake Lovely Wants Haven Rose's Hard Girl Cock Inside

Blake Lovely Wants Haven Rose's Hard Girl Cock Inside

xHamster 4 months ago

ADULT TIME - Nosey Cis Duo Have Their First-ever Three way With Trans Baddie Kasey Kei!

ADULT TIME - Nosey Cis Duo Have Their First-ever Three way With Trans Baddie Kasey Kei!

TransTube.tv 7 months ago

Virgin (18) deflowered by perfect tranny!

Virgin (18) deflowered by perfect tranny!

xHamster 2 years ago

Soak In The View

Soak In The View

PornHeal 2 years ago

Altera Pars - Tries Double Pussy Penetration For The First Time With Ts Kittala Eks108

Altera Pars - Tries Double Pussy Penetration For The First Time With Ts Kittala Eks108

AbTranny 4 months ago

Cailey Loses Her Virginity to Sarina in the Most Passionate Way Ending with Cum on Her Perfect Girl Cock

Cailey Loses Her Virginity to Sarina in the Most Passionate Way Ending with Cum on Her Perfect Girl Cock

xHamster 5 months ago

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

59% HD 1:01 / 26:35

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

FapHouse 3 months ago

TGIRLBBW: DEBUTING LETHE OBLIVA!

TGIRLBBW: DEBUTING LETHE OBLIVA!

xHamster 1 year ago

Transsexual Bunnykxxx Romps Sizzling Heterosexual dad MOIST !!!

Transsexual Bunnykxxx Romps Sizzling Heterosexual dad MOIST !!!

TransTube.tv 7 months ago

Wife let me wear her clothes and sissygasm

Wife let me wear her clothes and sissygasm

xHamster 2 months ago

Anal Play With Amy Nosferatu - Temptress Split Tongue Seduction Turns Roommie’s first Trans Bang

Anal Play With Amy Nosferatu - Temptress Split Tongue Seduction Turns Roommie’s first Trans Bang

Amateur8 5 months ago

My First Time as a Sissy

HD 1:01 / 22:47

My First Time as a Sissy

FapHouse 1 week ago

Trans Dark Leaves first time porn with Heavily tattooed couple. ATM, Facial

Trans Dark Leaves first time porn with Heavily tattooed couple. ATM, Facial

xHamster 4 months ago

ADULT TIME - Straight Girl Kenzie Taylor First Trans Fuck With Big Titty T-Girl Brittney Kad

ADULT TIME - Straight Girl Kenzie Taylor First Trans Fuck With Big Titty T-Girl Brittney Kad

aShemaleTube 1 year ago

Ebony tranny wants his virgin asshole

Ebony tranny wants his virgin asshole

Xozilla 1 month ago

hung trans tops jake and i first time

hung trans tops jake and i first time

AnalVids 1 year ago

First time newbie T-Girl Lea Vibing ~ POV Blowjob ~ NewDaddies

First time newbie T-Girl Lea Vibing ~ POV Blowjob ~ NewDaddies

Lesbian8 4 months ago

Agatha Lira - My Very first Time With A Trans And The First-ever Time

Agatha Lira - My Very first Time With A Trans And The First-ever Time

Transvids.tv 10 months ago

My Girlfriend let me put my man rod in her backside (Kylie Le Boyfriend)

My Girlfriend let me put my man rod in her backside (Kylie Le Boyfriend)

TransTube.tv 1 year ago

Bashful pair Very first Time ladyboy Practice

Bashful pair Very first Time ladyboy Practice

TransTube.tv 4 months ago

RawFuckBoys - Will & Jake Archer first time seduced in the bed

RawFuckBoys - Will & Jake Archer first time seduced in the bed

IceGayPorn 2 years ago

That Was His First Time With A Femboy Girl

That Was His First Time With A Femboy Girl

Eporner 5 months ago

TRANS NYMPH GETS HUMPED BY ANOTHER TRANS DAME FOR THE FIRST-EVER TIME

TRANS NYMPH GETS HUMPED BY ANOTHER TRANS DAME FOR THE FIRST-EVER TIME

TrannyGem 1 year ago

Homemade oral and anal with ladyboy pornstar

Homemade oral and anal with ladyboy pornstar

Sheshaft 2 years ago

Fit Jock fucks his First Dude Pussy

Fit Jock fucks his First Dude Pussy

BoyFriendTV 1 week ago

Shemale sloppytoppy seduce straight friend

Shemale sloppytoppy seduce straight friend

xHamster 1 year ago

she made me cum twice! First time fucking Britney from Tantaly - Emily Adaire

she made me cum twice! First time fucking Britney from Tantaly - Emily Adaire

xHamster 2 years ago

May Sissy Cumpilation

May Sissy Cumpilation

TrannyGem 9 months ago

Very First Time Instructor of Magic and Alice Blitz ( part two )

Very First Time Instructor of Magic and Alice Blitz ( part two )

TrannyGem 3 years ago

Public Tranny Sex During Early Morning Horny Hours

Public Tranny Sex During Early Morning Horny Hours

PublicSextube 2 months ago

Busty Goth Sweetheart Jemma Hex Takes Hawt Gal Schlong

Busty Goth Sweetheart Jemma Hex Takes Hawt Gal Schlong

PornFreeNow 1 month ago

Blonde Tranny Loves Cock

Blonde Tranny Loves Cock

NastyCarSex 4 months ago

Stretched & Glazed Fullmetaltwunk Fills My Greedy Ftm Pussy

65% HD 1:01 / 27:47

Stretched & Glazed Fullmetaltwunk Fills My Greedy Ftm Pussy

FapHouse 1 month ago

Guy Fucks His Stepsister For The First Time

Guy Fucks His Stepsister For The First Time

aShemaleTube 7 months ago

Ember Snow- Fit Fuck with Eva Maxim

64% HD 0:10 / 18:53

Ember Snow- Fit Fuck with Eva Maxim

LoyalFans 1 month ago

Our First Night as Husband and Wife

58% HD 0:39 / 6:56

Our First Night as Husband and Wife

FapHouse 2 weeks ago

First-ever time working out with fresh gym pal - Emily Adaire bangs fresh Tantaly intercourse girl

First-ever time working out with fresh gym pal - Emily Adaire bangs fresh Tantaly intercourse girl

KeekAss 1 year ago

Cottage Core trans dame takes XL knotted bad dragon Austin for the very first time (preview)

Cottage Core trans dame takes XL knotted bad dragon Austin for the very first time (preview)

TransTube.tv 1 year ago

Shy Teen Trans Girl Loses Her Virginity? My First Sex with Lexa Pink!

60% HD 1:01 / 12:29

Shy Teen Trans Girl Loses Her Virginity? My First Sex with Lexa Pink!

FapHouse 3 weeks ago

Arab Femboy First Time Anal

Arab Femboy First Time Anal

aShemaleTube 4 years ago

Gorgeous 18yo Ladyboy's Hardcore Doggy Fuck

57% 1:01 / 38:37

Gorgeous 18yo Ladyboy's Hardcore Doggy Fuck

FapHouse 6 months ago

My big hard shemale cock is going up your virgin ass

My big hard shemale cock is going up your virgin ass

xHamster 5 years ago

Do not cum inside me because I am not on pill

Do not cum inside me because I am not on pill

Eporner 4 years ago

Ladyboystar - Incredible ladyboy shoves her hard cock in my ass in POV fashion

Ladyboystar - Incredible ladyboy shoves her hard cock in my ass in POV fashion

xHamster 2 months ago

Rana shows off her Anal skills for First Time

Rana shows off her Anal skills for First Time

aShemaleTube 3 years ago

Trans ANAL sex with real couple Cuckold

Premium HD 20:52

Trans ANAL sex with real couple Cuckold

Sheer 1 year ago

T-girl Tea Party with Nightsisterlil1 Threesome, Anal, Ass Eating, Creampie and Facial

T-girl Tea Party with Nightsisterlil1 Threesome, Anal, Ass Eating, Creampie and Facial

xHamster 9 months ago

Stiff in Asia - Thai Shemale with Tiny Pussy🌮️ and Naughty😈 Vibes

Stiff in Asia - Thai Shemale with Tiny Pussy🌮️ and Naughty😈 Vibes

FukXL 4 months ago

Onlyfans fan fucks me for the first time

Onlyfans fan fucks me for the first time

xHamster 1 month ago

watch me a cute goth teen shake and spread my fat ass for you:)

watch me a cute goth teen shake and spread my fat ass for you:)

xHamster 1 week ago

Sydney's Thrilling Tits Fuck Offer in The Library

Sydney's Thrilling Tits Fuck Offer in The Library

xHamster 1 week ago

Vintage black trans porn hot trans cock and hot cum

58% 1:01 / 18:59

Vintage black trans porn hot trans cock and hot cum

FapHouse 4 years ago

TheLastRealTop Fucks Tranny theonlyamauri Bareback

Premium HD 5:43

TheLastRealTop Fucks Tranny theonlyamauri Bareback

XVideosRed 5 months ago

”Avery's rack gets a creamy finish as the tranny queen reaches climax”

”Avery's rack gets a creamy finish as the tranny queen reaches climax”

429Men 2 weeks ago

Hot Threesome with German Couple Ends with Double Facial

HD 1:01 / 24:39

Hot Threesome with German Couple Ends with Double Facial

FapHouse 1 week ago

First Date and First Scene

55% 1:01 / 26:56

First Date and First Scene

FapHouse 4 weeks ago

Bring Us Holes, Silkbone. or We'll Fuck Yours!

62% HD 0:39 / 23:45

Bring Us Holes, Silkbone. or We'll Fuck Yours!

FapHouse 4 weeks ago

Cum In Mouth Compilation

Cum In Mouth Compilation

Eporner 4 years ago

tall charming shemale gracyane grand fucked on film first time by bwc

tall charming shemale gracyane grand fucked on film first time by bwc

PornOne 4 months ago

vanessa arizona fucked by transwoman olivia would

70% HD 0:25 / 30:39

vanessa arizona fucked by transwoman olivia would

PornBox 1 year ago

Very First time gay-for-pay with trans glory

Very First time gay-for-pay with trans glory

TrannyGem 11 months ago

Beauty Essentials: Must-Haves for Every Fashionista

Beauty Essentials: Must-Haves for Every Fashionista

xHamster 10 months ago

Double Anal for a Pretty Trans Made in France!

67% HD 1:01 / 1:10:49

Double Anal for a Pretty Trans Made in France!

FapHouse 10 months ago

The Tower of Tethys - An Enchantress With Big Beautiful Tits & Boobs

The Tower of Tethys - An Enchantress With Big Beautiful Tits & Boobs

xHamster 1 week ago

Old man first time with shemale

Old man first time with shemale

aShemaleTube 1 year ago

Your Very first Time Getting Drilled by a Trans Chick: Very first Rendezvous GFE POINT OF VIEW Female dominance

Your Very first Time Getting Drilled by a Trans Chick: Very first Rendezvous GFE POINT OF VIEW Female dominance

TransTube.tv 7 months ago

On The Prowl Looking For Hot Trans Woman

On The Prowl Looking For Hot Trans Woman

AllThePorn 3 weeks ago

Fucked her asshole deeply in the Garage

Fucked her asshole deeply in the Garage

xHamster 2 years ago

Step MoM Megan Investigates Her Stepson Max's Room and Found A Sexy Doll to Fuck

Step MoM Megan Investigates Her Stepson Max's Room and Found A Sexy Doll to Fuck

xHamster 1 month ago

She-Creature Teenie Cassie Shrieks Donk Ravaged & Hair Pulled

She-Creature Teenie Cassie Shrieks Donk Ravaged & Hair Pulled

TrannyGem 2 years ago

teen trans

xHamster 3 weeks ago

Assfucking Internal Ejaculation Gushes Out Onto Camera As Lil' Trans Gets Plumbed

Assfucking Internal Ejaculation Gushes Out Onto Camera As Lil' Trans Gets Plumbed

TrannyGem 1 month ago

Asian Trans Girl Daniella Tea&#039_s First Time Getting Fucked By A Guy on Film

Premium 65% HD 30:03

Asian Trans Girl Daniella Tea&#039_s First Time Getting Fucked By A Guy on Film

XVideosRed 1 year 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 1 year ago

Ladyboystar - HD anal and oral-job sex in POV with a glamorous feminine ladyboy

Ladyboystar - HD anal and oral-job sex in POV with a glamorous feminine ladyboy

ShemaleSin 2 weeks ago

what are your thoughts on petite goth teens with fatasses?

what are your thoughts on petite goth teens with fatasses?

xHamster 1 week ago

BIG BLACK COCK first-ever time with a ts baddie! Milkshake cream colored butt.

BIG BLACK COCK first-ever time with a ts baddie! Milkshake cream colored butt.

KeekAss 2 years ago

Lilith's First Blowjob

Lilith's First Blowjob

FapHouse 3 months ago

Modest tranny lets her new boyfriend fuck her tight hole for the first time.

Modest tranny lets her new boyfriend fuck her tight hole for the first time.

AnySex 1 year ago

First time BBC

AbTranny 6 years ago

The hotel staff Madam.

The hotel staff Madam.

xHamster 5 months ago

Straight suck for the first time in the street

Straight suck for the first time in the street

aShemaleTube 1 year ago

Curvy Dark and Sensual

Curvy Dark and Sensual

xHamster 8 months ago

RUSSIAN FEMBOY TEARS UP WITH DOMME FOR THE VERY FIRST TIME WITH a YAM-SIZED BELT DICK, STRAPPED WITH a INNOCENCE

RUSSIAN FEMBOY TEARS UP WITH DOMME FOR THE VERY FIRST TIME WITH a YAM-SIZED BELT DICK, STRAPPED WITH a INNOCENCE

TrannyGem 4 years ago

A Six Girl gangbang on a broken ass slave (EN-sub)

61% HD 0:10 / 26:58

A Six Girl gangbang on a broken ass slave (EN-sub)

LoyalFans 5 months ago

Menage A Trans #09 - Izzy Wilde, Gia DiBella & Roman Todd

Menage A Trans #09 - Izzy Wilde, Gia DiBella & Roman Todd

PornHeal 2 years ago

full mouth gag device bondage submissive tgirl shock collar pain slut training

63% HD 0:29 / 13:38

full mouth gag device bondage submissive tgirl shock collar pain slut training

PornBox 1 year ago

VonFawkNTrans Almost Busted Railing Big-Dick Teen Shemale

VonFawkNTrans Almost Busted Railing Big-Dick Teen Shemale

Jizzberry 11 months ago

Onlymaya Tx- Maya and Luca Pov Adventure with Trans Kendall

Onlymaya Tx- Maya and Luca Pov Adventure with Trans Kendall

XVideosRed 3 months ago

FTMMen: Brunette Diamond alongside Jesse Diamond tongue

FTMMen: Brunette Diamond alongside Jesse Diamond tongue

GayPornoTube 2 years ago

Hairy Tatted Transgendered man Creampied

Hairy Tatted Transgendered man Creampied

BoyFriendTV 3 days ago

Beautiful shemale pounds the guy's ass bareback for the first time

Beautiful shemale pounds the guy's ass bareback for the first time

Tranny.one 4 years ago

BLACK-TGIRLS: Wonderful Wendy Santos

BLACK-TGIRLS: Wonderful Wendy Santos

xHamster 1 year ago

Tiny thai ladyboy room maid barely can handle a big cock fucking her roughly

Tiny thai ladyboy room maid barely can handle a big cock fucking her roughly

xHamster 5 months ago

No condom Gay-for-pay dude very first time bottom for Jade Jameson FINEST. ???? FLICK I have MADE

No condom Gay-for-pay dude very first time bottom for Jade Jameson FINEST. ???? FLICK I have MADE

TransTube.tv 7 months ago

Mirans First Time

Mirans First Time

Xshemale 2 years ago

Experienced Asian with long black hair Chiduru Tamiya fucks

Experienced Asian with long black hair Chiduru Tamiya fucks

xHamster 2 years ago

My first time with a real transsexual...

My first time with a real transsexual...

xHamster 2 years ago

Don't Tell My Wife But I Love Passionate Tranny Sex

Don't Tell My Wife But I Love Passionate Tranny Sex

AllThePorn 3 weeks ago

Her black shemale cock is so big and hard

Her black shemale cock is so big and hard

xHamster 5 years ago

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

68% HD 1:01 / 14:59

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

FapHouse 9 months ago

Obedient Slave Fucked Apart

Obedient Slave Fucked Apart

FapHouse 1 year ago

My First Time With A Trans

My First Time With A Trans

getTranny 1 year 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

Eporner 3 months ago

Johnny;s first Time wt A Hawt Trans Honey

Johnny;s first Time wt A Hawt Trans Honey

Tranny.one 3 years ago

So It's Your First Time With A Trans Woman

So It's Your First Time With A Trans Woman

Eporner 1 year ago

My first time with a trans - DVD

My first time with a trans - DVD

xHamster 1 month ago

RawFuckBoys - Jake Archer & Will beside Zack Grayson

RawFuckBoys - Jake Archer & Will beside Zack Grayson

GayTube.site 2 years ago

First time sucking dick? And swallowing my hottest patron's

First time sucking dick? And swallowing my hottest patron's

IcePorn 3 months ago

First time

aShemaleTube 3 years ago

Kissed My Gorgeous Futa Girlfriend Juliette Before Boarding on Bus in Public

Kissed My Gorgeous Futa Girlfriend Juliette Before Boarding on Bus in Public

xHamster 1 month ago

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