First Time Videos - Trans (27,708)

Skinny Asian Ladyboys First Time On Camera

Skinny Asian Ladyboys First Time On Camera

AbTranny 1 year ago

Sexy Hot Booty Trans Hotty Femboy Anal Banged

Sexy Hot Booty Trans Hotty Femboy Anal Banged

ShemaleSin 1 year ago

Riding a Trans sex doll for the first time in my life! Selena Vega Reviews Sarina, from Tantaly

Riding a Trans sex doll for the first time in my life! Selena Vega Reviews Sarina, from Tantaly

xHamster 1 year ago

”TUSHY - FIRST TIME COMPILATION VOL. 2 - Tushy Ass Pumping Debut Compilation”

”TUSHY - FIRST TIME COMPILATION VOL. 2 - Tushy Ass Pumping Debut Compilation”

TransHero 1 week ago

Ebony tranny got herself a white faggot to drill his ass

Ebony tranny got herself a white faggot to drill his ass

XCafe 9 months ago

Althea Thrusting My Prostate Precisely

Althea Thrusting My Prostate Precisely

Amateur8 2 months ago

Behind the scenes of &quot_Veronica Sanders being top for the first time&quot_

Premium HD 35:04

Behind the scenes of &quot_Veronica Sanders being top for the first time&quot_

XVideosRed 11 months ago

Got a Fat Load Splattered on My Face by My Horny Boyfriend. First Time Taking a Huge Cumshot Like That

Got a Fat Load Splattered on My Face by My Horny Boyfriend. First Time Taking a Huge Cumshot Like That

Jizzberry 4 months ago

Hot Mature Shemale Sucks Big Cock🌭

Hot Mature Shemale Sucks Big Cock🌭

AnalPornXL 5 months ago

Helena Price - First Time With A Ladyboy Hd

Helena Price - First Time With A Ladyboy Hd

AbTranny 4 years ago

Jerking Her Cock Is Nirvana

Jerking Her Cock Is Nirvana

AllThePorn 3 weeks ago

Kendall Penny - Submits for the First Time

Kendall Penny - Submits for the First Time

AbTranny 6 years ago

”A Double Resolution Solution”

”A Double Resolution Solution”

TransHero 1 week ago

trans pietra candy first porn scene

trans pietra candy first porn scene

PornOne 3 years ago

Straight guys first time to fuck tranny

Straight guys first time to fuck tranny

Tranny.one 2 years ago

Stepson Wakes up BBW Step Mom to get First Anal Sex with her

Stepson Wakes up BBW Step Mom to get First Anal Sex with her

xHamster 4 years ago

Aliyahs first double foot job

62% HD 0:16 / 9:59

Aliyahs first double foot job

Clips4sale 3 years ago

Trans Couple Love Sex 2025 Latest Cartoon Sex Animation

Trans Couple Love Sex 2025 Latest Cartoon Sex Animation

xHamster 1 month ago

My first time with a trans (Full Movies)

My first time with a trans (Full Movies)

XVideos 7 years ago

My Tinder date is waiting for me at the hotel

My Tinder date is waiting for me at the hotel

xHamster 8 months ago

Glad Halloween Sexy Black mother I'd like to fuck chick gets pounded in all holes by a Vampire

Glad Halloween Sexy Black mother I'd like to fuck chick gets pounded in all holes by a Vampire

Ebony8 2 months ago

MUSES: Zariah Aura

MUSES: Zariah Aura

PornHeal 2 years ago

Ladyboystar - Hottest tanned ladyboy likes getting screwed in high heels

Ladyboystar - Hottest tanned ladyboy likes getting screwed in high heels

ShemaleSin 2 weeks ago

First Time using A Futa and I Think I Enjoy it More

First Time using A Futa and I Think I Enjoy it More

Pornzona 1 month ago

TGIRLS XXX - Daniela Chanel First Time Seduction Video

TGIRLS XXX - Daniela Chanel First Time Seduction Video

BallsAndBoobs 2 weeks ago

”Blonde 18yo latina bitch POV screwed in the booty for the first time!”

”Blonde 18yo latina bitch POV screwed in the booty for the first time!”

TransHero 5 days ago

I came for the very first time

I came for the very first time

TrannyGem 2 months ago

First Time Cream Pie

HD 0:39 / 40:51

First Time Cream Pie

FapHouse 1 day ago

Ladyboystar - Hardcore bareback anal sex with a nice-looking ladyboy

Ladyboystar - Hardcore bareback anal sex with a nice-looking ladyboy

ShemaleSin 2 weeks ago

Cam Crest Instructs in TS Cocksucking

Cam Crest Instructs in TS Cocksucking

aShemaleTube 5 months ago

Unboxed and Inside Me - First time with Big Daddy (L) - 13 inch dildo from Hankey's Toys

Unboxed and Inside Me - First time with Big Daddy (L) - 13 inch dildo from Hankey's Toys

xHamster 2 years ago

Ladyboystar - I let a gorgeous ladyboy fuck my ass in POV style

Ladyboystar - I let a gorgeous ladyboy fuck my ass in POV style

XVideos 2 months ago

Dive into the World of Sizzling Sensuality: Explore the Alluring and Captivating Side of Seduction, where Passion Ignites

Dive into the World of Sizzling Sensuality: Explore the Alluring and Captivating Side of Seduction, where Passion Ignites

xHamster 11 months ago

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

58% 0:39 / 26:01

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

FapHouse 5 months ago

PURE Asian Virgin Lulu Chu Gets ALIEN DICK DRAINED By milf Penny Barber & Dr Sophia Locke!

PURE Asian Virgin Lulu Chu Gets ALIEN DICK DRAINED By milf Penny Barber & Dr Sophia Locke!

GoGoAsians 2 months ago

First Time With My Hismith Machine

First Time With My Hismith Machine

PornUse 6 days ago

[PC173] [4038017] Introducing a beautiful, skinny dick girl whose whole body twitches just by touching her fingertips, her penis swells and lewd juices flow, her sensitivity is at its maximum, and she's filming herself for the first time.

[PC173] [4038017] Introducing a beautiful, skinny dick girl whose whole body twitches just by touching her fingertips, her penis swells and lewd juices flow, her sensitivity is at its maximum, and she's filming herself for the first time.

Eporner 2 months ago

DailyTS.com Great sex femboy couple

DailyTS.com Great sex femboy couple

Sheshaft 6 years ago

My first time with a trans

My first time with a trans

XVideos 5 years ago

”First time assfucking for charming prom queen Nickey”

”First time assfucking for charming prom queen Nickey”

ThePornstar 1 year ago

Shy French Sissy's First Blowjob

Shy French Sissy's First Blowjob

Eporner 1 month ago

Mi hermanastro duerme conmigo y termina follando una hermosa chica trans - MarilyDaniela

Mi hermanastro duerme conmigo y termina follando una hermosa chica trans - MarilyDaniela

XVideos 2 months ago

Desconocido folla a una hermosa chica trans en la psicina!

Desconocido folla a una hermosa chica trans en la psicina!

XVideos 1 month ago

.com 7786211 her first time with a shemale 480p

.com 7786211 her first time with a shemale 480p

XVideos 8 years ago

”FEMOUT XXX - Z is for Zella”

”FEMOUT XXX - Z is for Zella”

IFuckedYourGF 1 week ago

Horny Transvestite Waiting for the dick to get in her ass

Horny Transvestite Waiting for the dick to get in her ass

XVideos 6 years ago

I record while I fuck for the first time with my transsexual girlfriend

I record while I fuck for the first time with my transsexual girlfriend

XVideos 2 years ago

Male crossdress bondage first time He gets out of the van

Male crossdress bondage first time He gets out of the van

Eporner 3 years ago

Naughty hot MILF with big natural boobs horny in scene 01 from movie Telecamera segreta

Naughty hot MILF with big natural boobs horny in scene 01 from movie Telecamera segreta

xHamster 2 years ago

My first Time

aShemaleTube 8 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

Ladyboystar - Hot anal POV with a hardcore sex loving ladyboy

Ladyboystar - Hot anal POV with a hardcore sex loving ladyboy

XVideos 1 month ago

First time Sissy MixyXXX training FIST with hands free orgasm!

First time Sissy MixyXXX training FIST with hands free orgasm!

aShemaleTube 2 years ago

First time for my husband fuck with Ladyboy Full (Free Video)

First time for my husband fuck with Ladyboy Full (Free Video)

RedTube Unknown

Travesti dotada entra na sauna para exibir seus 22cm e os clientes n&atilde_o resistem ao pau dela. Muito sexo com a rainha Sabrina Prezotte e Will Bravo.

Travesti dotada entra na sauna para exibir seus 22cm e os clientes n&atilde_o resistem ao pau dela. Muito sexo com a rainha Sabrina Prezotte e Will Bravo.

XVideos 1 year ago

A transexual peladinha na rua enquanto pragava uma carona fala sobre suas mais loucas hist&oacute_rias - Jessica Bittencourt

A transexual peladinha na rua enquanto pragava uma carona fala sobre suas mais loucas hist&oacute_rias - Jessica Bittencourt

XVideos 6 months ago

Fucking my 18 year old stepsister when we are alone at home

Fucking my 18 year old stepsister when we are alone at home

XVideos 1 year ago

Ladyboystar - Sensual ladyboy loves oral and anal sex in POV fashion

Ladyboystar - Sensual ladyboy loves oral and anal sex in POV fashion

XVideos 1 month ago

First time BDSM shemales Mila and Yara

First time BDSM shemales Mila and Yara

XVideos 11 months ago

Nightmare Horror Sexy Ladyboy Hot Night Dress Sexy Big Ass Booty Shemale

Nightmare Horror Sexy Ladyboy Hot Night Dress Sexy Big Ass Booty Shemale

xHamster 11 months ago

Unexpected surprise during the galactic trip.

Unexpected surprise during the galactic trip.

xHamster 1 month ago

First Time Crossdressing: Lingerie Shopping to Hotel Room JOI CEI No Humiliation Gentle Femdom Jerk Off Instructions Butt Plug Prostate Play

51% 0:30 / 17:59

First Time Crossdressing: Lingerie Shopping to Hotel Room JOI CEI No Humiliation Gentle Femdom Jerk Off Instructions Butt Plug Prostate Play

Clips4sale 11 months ago

KITZIA SUAREZ FOLLADA POR TRANS SHEMALE CON VERGA LLENA DE LECHE POR PRIMERA VES

KITZIA SUAREZ FOLLADA POR TRANS SHEMALE CON VERGA LLENA DE LECHE POR PRIMERA VES

XVideos 1 year ago

Watch me transform into a sissy for the first time

Watch me transform into a sissy for the first time

XVideos 10 years ago

My STEPSISTER wants to FUCK me in the BATHROOM

My STEPSISTER wants to FUCK me in the BATHROOM

XVideos 2 years ago

A fat whore trasveti on the beach banging her testicles for the first time

A fat whore trasveti on the beach banging her testicles for the first time

XVideos 4 years ago

German crossdresser get bareback anal fuck

German crossdresser get bareback anal fuck

xHamster 2 years ago

sex tourist bangs a shemale for the first time

sex tourist bangs a shemale for the first time

PornOne 10 months ago

Very 1st step Family Hardcore threesome with Step Mom, Step Dad and Step son ( Full Movie )

Very 1st step Family Hardcore threesome with Step Mom, Step Dad and Step son ( Full Movie )

XVideos 1 year ago

First Time with the Trans

HD 0:39 / 20:12

First Time with the Trans

FapHouse 1 week ago

Mia Thorne Trains Cherry Tgirl Acquaintance How to Have Hookup UTTER FLICK ON FANSLY

Mia Thorne Trains Cherry Tgirl Acquaintance How to Have Hookup UTTER FLICK ON FANSLY

Transvids.tv 5 months ago

Ladyboystar - Non stop riding action with a terrific ladyboy

Ladyboystar - Non stop riding action with a terrific ladyboy

XVideos 3 months ago

Edging On Viagra For The First Time

Edging On Viagra For The First Time

RedTube Unknown

Dhokebaaz Aurat Ki Punishment - Boyfriend shares his girlfriend with his friend ( Hindi Audio )

Dhokebaaz Aurat Ki Punishment - Boyfriend shares his girlfriend with his friend ( Hindi Audio )

XVideos 1 year ago

Become A Submissive Bunny Girl to Black Trans Camille

Become A Submissive Bunny Girl to Black Trans Camille

xHamster 1 month ago

A Tgata Manuella Gon&ccedil_alves aprontou tudo que quiz dentro da carona com Alex Victor.

A Tgata Manuella Gon&ccedil_alves aprontou tudo que quiz dentro da carona com Alex Victor.

XVideos 1 year ago

Alexia Duucan entrou na carona bem t&iacute_mida e aprontrou nas ruas

Alexia Duucan entrou na carona bem t&iacute_mida e aprontrou nas ruas

XVideos 2 years ago

He had his first time sex with trans

He had his first time sex with trans

XVideos 8 years ago

My trans girlfriend fucks me for the first time. She I love how she fucks my ass

My trans girlfriend fucks me for the first time. She I love how she fucks my ass

RedTube Unknown

Riding a Trans sex doll for the first time in my life! Selena Vega Reviews Sarina, from Tantaly

Riding a Trans sex doll for the first time in my life! Selena Vega Reviews Sarina, from Tantaly

XVideos 1 year ago

Straight Neighbor Fucks Me Bareback Until He Cums Inside My Beautiful Ass Anal Creampie

54% HD 1:01 / 6:36

Straight Neighbor Fucks Me Bareback Until He Cums Inside My Beautiful Ass Anal Creampie

FapHouse 1 year ago

[Trans] Taste-O-Vision!

Premium VR 20:44

[Trans] Taste-O-Vision!

VRPorn 1 year ago

European Trans Slut Gets Double Anal From Big Cocks

Premium HD 1:10:44

European Trans Slut Gets Double Anal From Big Cocks

XVideosRed 1 year ago

Home Alone And Started Playing With Her Cock

Home Alone And Started Playing With Her Cock

AllThePorn 3 weeks ago

Obedient Slave Fucked Apart

Obedient Slave Fucked Apart

FapHouse 1 year 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

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

68% HD 1:01 / 23:45

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

FapHouse 3 weeks ago

Sissy Loves BBC

Sissy Loves BBC

AllThePorn 3 weeks ago

My First Time as a Sissy

HD 1:01 / 22:47

My First Time as a Sissy

FapHouse 1 week ago

What's Russian for Suck My Cock? First Time Girl Fucked by TS Teacher

What's Russian for Suck My Cock? First Time Girl Fucked by TS Teacher

xHamster 2 weeks ago

Sissy to clean the floor for her

HD 1:01 / 11:08

Sissy to clean the floor for her

FapHouse 7 years ago

Past Your Limits: Hard Sex, Cum Facials & 1st Anal **** from a Tgirl ft. Ts Emma Rose

63% HD 0:10 / 13:27

Past Your Limits: Hard Sex, Cum Facials & 1st Anal **** from a Tgirl ft. Ts Emma Rose

LoyalFans 1 week ago

My Friend's Boyfriend Fucks My Tight Gay Ass Hard and Cums Inside My Ass Anal Creampie

47% HD 1:01 / 6:25

My Friend's Boyfriend Fucks My Tight Gay Ass Hard and Cums Inside My Ass Anal Creampie

FapHouse 1 year ago

Stepdaughters' Orgy

Stepdaughters' Orgy

Some.Porn 1 year ago

Finest queer Brazilian Outdoor fuck-fest

Finest queer Brazilian Outdoor fuck-fest

GayVids 1 week ago

Young man from Tinder surprises me by penetrating his beautiful cock and shows me his body

Young man from Tinder surprises me by penetrating his beautiful cock and shows me his body

xHamster 5 months ago

Indian Transgender Sexy Dildo Fuck in Shower

46% HD 0:39 / 4:20

Indian Transgender Sexy Dildo Fuck in Shower

FapHouse 1 year ago

Sperm glory hole stranger fucked an athlete in the ass, sperm fountains on the toilet

Sperm glory hole stranger fucked an athlete in the ass, sperm fountains on the toilet

xHamster 5 months ago

My Roommate asked Me for masturbation help after he know i am Gay

My Roommate asked Me for masturbation help after he know i am Gay

xHamster 2 years ago

newbaby s almost first time

newbaby s almost first time

Tranny.one 4 years ago

TheLastRealTop Fucks Detroit Tranny theonlyamauri Raw Bareback

Premium HD 12:38

TheLastRealTop Fucks Detroit Tranny theonlyamauri Raw Bareback

XVideosRed 5 months ago

FEMBOY FIRST-EVER TIME RAILING ten INCH FAKE PENIS ! *cums Twice* - Wondermori

FEMBOY FIRST-EVER TIME RAILING ten INCH FAKE PENIS ! *cums Twice* - Wondermori

GayCK 3 years ago

Sex with a trans girl

Sex with a trans girl

xHamster 1 week ago

Would You Top Or Bottom?

Would You Top Or Bottom?

AllThePorn 3 weeks ago

She Finally Let ME Suck Her Cock

She Finally Let ME Suck Her Cock

AllThePorn 3 weeks ago

Horny Demon

AllThePorn 3 weeks ago

First time flashing on my balcony

First time flashing on my balcony

FapHouse 4 years ago

My First Time with a Shemale and the First Time

63% HD 0:39 / 15:52

My First Time with a Shemale and the First Time

FapHouse 1 month ago

Luna Lust Cute Bubble Butt Small Tits Brunette Teen POV No Hand Deepthroat Blowjob

48% HD 0:39 / 43:37

Luna Lust Cute Bubble Butt Small Tits Brunette Teen POV No Hand Deepthroat Blowjob

FapHouse 11 months ago

My First-ever Day at School Hostel

My First-ever Day at School Hostel

4Gay 1 week ago

My friend arrives from a trip and I greet him with a deep blowjob!

My friend arrives from a trip and I greet him with a deep blowjob!

xHamster 5 months ago

Drippy as Fuck

68% 1:01 / 38:35

FapHouse 1 month ago

Blonde Sissy Babe Testing Out Her New Monster Dildo

Blonde Sissy Babe Testing Out Her New Monster Dildo

AllThePorn 3 weeks ago

First Time so Deep... and I Split, but I Want More

53% 0:39 / 4:59

First Time so Deep... and I Split, but I Want More

FapHouse 3 weeks ago

Young Guy in His Early 30S Tries the Gloryhole for the First Time

Young Guy in His Early 30S Tries the Gloryhole for the First Time

xHamster 2 months ago

Watch me a goth petite teen spread my fat ass and pussy for you

Watch me a goth petite teen spread my fat ass and pussy for you

xHamster 1 week ago

My first sexual experience with PAWG tranny Alexa Scout

My first sexual experience with PAWG tranny Alexa Scout

XGroovy 2 years ago

G010 - Throating Toys Into Double Cumshot Swallow

HD 0:39 / 10:57

G010 - Throating Toys Into Double Cumshot Swallow

FapHouse 1 year ago

TheLastRealTop Fucks Tranny Ts theonlyamauri Raw

Premium HD 6:19

TheLastRealTop Fucks Tranny Ts theonlyamauri Raw

XVideosRed 5 months ago

”Buck Richards takes on Transgender Jexxxica Blake's fat black dick”

”Buck Richards takes on Transgender Jexxxica Blake's fat black dick”

4Wank 2 years ago

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