Shemale First Time Videos (4,371)

My first time with trans

Premium HD 18:39

My first time with trans

XVideosRed 3 years ago

His First Ever Shemale

62% HD 0:39 / 10:19

His First Ever Shemale

FapHouse 2 years ago

Too Much?! Trans Threesome with Double Penetration!!!

56% HD 0:39 / 15:31

Too Much?! Trans Threesome with Double Penetration!!!

FapHouse 8 months ago

Hard Fuck with Xxl Cock After Party Night

70% HD 0:39 / 11:35

Hard Fuck with Xxl Cock After Party Night

FapHouse 10 months ago

Angel Marques a trans novinha mete a neca no rabo do dotado e seguida senta na vara

Angel Marques a trans novinha mete a neca no rabo do dotado e seguida senta na vara

XVideosRed 1 year ago

First Time Cream Pie

Premium 59% HD 40:46

First Time Cream Pie

KinkTrans 9 years ago

Nyxi Leon Her 2nd Day Ever as Nyxi Fucked Over & Over Again in Baby Blue Latex

52% HD 0:39 / 25:29

Nyxi Leon Her 2nd Day Ever as Nyxi Fucked Over & Over Again in Baby Blue Latex

FapHouse 1 year 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

My first time getting fucked by a hot trans brazilian woman

58% HD 0:39 / 53:15

My first time getting fucked by a hot trans brazilian woman

FapHouse 2 years ago

German Fan Fuck

67% HD 0:39 / 9:54

German Fan Fuck

FapHouse 2 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 5 months ago

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

48% HD 0:39 / 34:30

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

FapHouse 10 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

TheLastRealTop Fucks Tranny theonlyamauri Bareback

Premium HD 5:43

TheLastRealTop Fucks Tranny theonlyamauri Bareback

XVideosRed 5 months ago

new!!! weekend in bergamo with our trans friend haycka, (full video)

HD 1:34 / 42:51

new!!! weekend in bergamo with our trans friend haycka, (full video)

PissVids 1 year ago

Topping sexy asian man

60% HD 0:10 / 8:58

Topping sexy asian man

LoyalFans 9 months ago

Ember Snow- TS Fuck w Eva Maxim Pt. 1

63% HD 0:10 / 8:01

Ember Snow- TS Fuck w Eva Maxim Pt. 1

LoyalFans 1 year ago

A Young Finnish Trans Gets Cock For The First Time

Premium HD 13:05

A Young Finnish Trans Gets Cock For The First Time

XVideosRed 1 year ago

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

50% HD 0:39 / 43:42

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

FapHouse 8 months 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

Newcomer Tranny Luna-snow Blowjob, Deepthroat, Rimjob, Cumshot

54% HD 0:39 / 8:14

Newcomer Tranny Luna-snow Blowjob, Deepthroat, Rimjob, Cumshot

FapHouse 10 months ago

Ladyboystar - I fucked a picture-perfect Thai ladyboy in her ass in so many positions

Premium HD 38:51

Ladyboystar - I fucked a picture-perfect Thai ladyboy in her ass in so many positions

XVideosRed 4 months ago

Uma trans, uma mulher e um homem acabou em um menage em uma contrução

Premium HD 17:20

Uma trans, uma mulher e um homem acabou em um menage em uma contrução

Sheer 3 years ago

a french trans gets fucked without limits by a black guy

42% HD 1:00 / 39:08

a french trans gets fucked without limits by a black guy

PornBox 11 months ago

Pilates Guru

60% VR 1:30 / 37:34

TSVirtualLovers 2 years ago

Ball Busting with Mistress Synthia Strong

64% HD 0:10 / 6:06

Ball Busting with Mistress Synthia Strong

LoyalFans 1 year ago

gorgeous aughties trans and girl go at it

66% HD 0:39 / 23:06

gorgeous aughties trans and girl go at it

FapHouse 2 years ago

ASIAN TRANS GIRL FUCKS ME for FIRST TIME

Premium HD 10:21

ASIAN TRANS GIRL FUCKS ME for FIRST TIME

XVideosRed 1 year ago

Onlymaya Tx - we did a huge mess yesterday. Maya and Luca POV adventure with trans Sabrina.

Premium HD 32:48

Onlymaya Tx - we did a huge mess yesterday. Maya and Luca POV adventure with trans Sabrina.

XVideosRed 7 months ago

SluTS for BBC Erica Cherry

HD 0:39 / 28:45

SluTS for BBC Erica Cherry

FapHouse 4 years ago

first time sucking a shemale cock estela duarte

61% HD 0:31 / 32:36

first time sucking a shemale cock estela duarte

PornBox 3 years ago

Coming back from a party, Lizzy makes me very naughty.

Premium 63% 21:44

Coming back from a party, Lizzy makes me very naughty.

xnxxGold 1 year ago

XXX Porn Theater Sissy Whore

66% HD 0:39 / 9:47

XXX Porn Theater Sissy Whore

FapHouse 2 months ago

Ember Snow-TS Oil Rubdown Tori Easton

57% HD 0:10 / 8:15

Ember Snow-TS Oil Rubdown Tori Easton

LoyalFans 1 year ago

It Was His First Time with a Trans Woman - at First He Was a Little Nervous, but He Started to Loosen up

61% HD 0:39 / 38:38

It Was His First Time with a Trans Woman - at First He Was a Little Nervous, but He Started to Loosen up

FapHouse 2 years ago

YOU'RE GOING TO BREAK YOUR HAND!!! 2 hours of broken asses and little trains in the "director's cut" that took a while to arrive.

YOU'RE GOING TO BREAK YOUR HAND!!! 2 hours of broken asses and little trains in the "director's cut" that took a while to arrive.

FaKings 1 year ago

randydenmark - update #16 - drewcilla pov pounding - jul 31, 2024

HD 0:30 / 19:27

randydenmark - update #16 - drewcilla pov pounding - jul 31, 2024

AnalVids 1 year ago

Hairy FTM pussy pumped for the first time

Hairy FTM pussy pumped for the first time

FapHouse 3 years 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

Kept by Natassia Dreams Part 1

HD 0:39 / 15:37

Kept by Natassia Dreams Part 1

FapHouse 1 week ago

New Escort In Town - Part 2

63% VR 1:30 / 24:05

New Escort In Town - Part 2

TSVirtualLovers 7 years ago

alice tapajos com sua rola gigante ativa e arrombando o macho

59% 0:30 / 16:55

alice tapajos com sua rola gigante ativa e arrombando o macho

PornBox 2 years ago

alexia duucan em troca troca com dotado

HD 0:30 / 21:14

alexia duucan em troca troca com dotado

PornBox 11 years ago

alice tapajos com sua rola gigante ativa e arrombando o macho

HD 0:30 / 16:55

alice tapajos com sua rola gigante ativa e arrombando o macho

PornBox 13 years 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 Teen Cock Deflowering?! My First Time with Larissa-ts!

56% HD 0:39 / 15:00

Trans Teen Cock Deflowering?! My First Time with Larissa-ts!

FapHouse 7 months ago

Caught my Husband Cheating and Joined In

55% HD 0:10 / 29:16

Caught my Husband Cheating and Joined In

LoyalFans 3 months ago

Hooked On Your Own Supply CEI Addiction

68% HD 0:10 / 8:28

Hooked On Your Own Supply CEI Addiction

LoyalFans 3 years ago

***fucking the hot ts slut LilithFux with TS Domme Petiteabbie***

61% 0:36 / 31:56

***fucking the hot ts slut LilithFux with TS Domme Petiteabbie***

Clips4sale 2 years ago

A French trans gets fucked without limits by a black guy

Premium HD 39:09

A French trans gets fucked without limits by a black guy

XVideosRed 11 months ago

Fucking This Huge Ass Trans Girl A Year Later - Creampie

58% HD 0:10 / 18:57

Fucking This Huge Ass Trans Girl A Year Later - Creampie

LoyalFans 4 months ago

Asian Trans Girl Daniella Tea's First Time Getting Fucked By A Guy on Film

Premium HD 30:03

Asian Trans Girl Daniella Tea's First Time Getting Fucked By A Guy on Film

Sheer 1 year ago

giovane studente viene sottomesso da due trans brasiliane parte 2

48% 0:30 / 25:12

giovane studente viene sottomesso da due trans brasiliane parte 2

AnalVids 11 months ago

straight with trans fucking gay and bise xboy in orgy

55% 0:30 / 20:09

straight with trans fucking gay and bise xboy in orgy

AnalVids 1 month ago

Indian Transgender Sexy Dildo Fuck in Shower

55% HD 0:39 / 4:20

Indian Transgender Sexy Dildo Fuck in Shower

FapHouse 1 year ago

TheLastRealTop Meets Detroit Teen Tranny GiiveG

Premium HD 6:04

TheLastRealTop Meets Detroit Teen Tranny GiiveG

XVideosRed 10 months ago

trans slut spitroasted by BBC sex machine takes a big load

68% 0:17 / 10:08

trans slut spitroasted by BBC sex machine takes a big load

Clips4sale 1 year ago

Sensational Student Pickup Experience: Rough Sex and Anal Fun with Two Girls and One Trans Friend

Premium HD 42:32

Sensational Student Pickup Experience: Rough Sex and Anal Fun with Two Girls and One Trans Friend

xnxxGold 9 months ago

Shortalls Catgirl Cutie Cosplay Cumming

70% 0:11 / 13:13

Shortalls Catgirl Cutie Cosplay Cumming

Clips4sale 2 years ago

TS MAGA: Making Asses Gape Again Fucks him Raw & Creampies

62% HD 0:10 / 23:53

TS MAGA: Making Asses Gape Again Fucks him Raw & Creampies

LoyalFans 3 months ago

onlymaya tx - we did a huge mess yesterday. maya and luca pov adventure with trans sabrina.

65% 1:42 / 32:47

onlymaya tx - we did a huge mess yesterday. maya and luca pov adventure with trans sabrina.

AnalVids 7 months ago

Nicky Bermúdez's FIRST TIME in porn. EXPLOSIVE shemale, loves to snack on chicks ;D

Nicky Bermúdez's FIRST TIME in porn. EXPLOSIVE shemale, loves to snack on chicks ;D

FaKings 2 years ago

Ember Snow's First Times 2022

48% HD 0:10 / 26:23

Ember Snow's First Times 2022

LoyalFans 2 years ago

Big Dick Blondes Fuck & Shoot cumloads with the PoolBoy (in 4k)

51% 4K 0:27 / 32:48

Big Dick Blondes Fuck & Shoot cumloads with the PoolBoy (in 4k)

Clips4sale 5 months ago

TS Slut milking

73% 0:30 / 14:31

TS Slut milking

Clips4sale 11 months ago

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls

60% HD 0:51 / 26:15

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls

Clips4sale 2 years ago

First Time Trans Alice Gets Wrecked

First Time Trans Alice Gets Wrecked

FapHouse 3 months ago

First Time Trans Alice Gets Wrecked

First Time Trans Alice Gets Wrecked

XVideosRed 3 months ago

Ember Snow- Fit Fuck with Eva Maxim

Ember Snow- Fit Fuck with Eva Maxim

Clips4sale 1 month ago

asian trans girl daniella tea s first time getting fucked by a guy on film

55% HD 0:30 / 30:03

asian trans girl daniella tea s first time getting fucked by a guy on film

PornBox 1 year ago

FedEx drivers delivery turns into hung ts surprise sex

65% 0:29 / 20:06

FedEx drivers delivery turns into hung ts surprise sex

Clips4sale 1 year ago

Addicted to her big black dick and thick cum

68% 0:26 / 12:20

Addicted to her big black dick and thick cum

Clips4sale 1 year ago

Your first time getting fucked: trans femdom gfe

47% HD 0:39 / 51:21

Your first time getting fucked: trans femdom gfe

FapHouse 2 years ago

Trans Wife’s First Dick Experience - BBC Threesome, ATM & Deep Anal Fun

Trans Wife’s First Dick Experience - BBC Threesome, ATM & Deep Anal Fun

FapHouse 2 months ago

binho ted em 100% anal com homem trans - agatha kent

63% 0:31 / 16:30

binho ted em 100% anal com homem trans - agatha kent

PornBox 2 years ago

Olivia Hayes x Lain Arbor | First Time

72% 0:10 / 12:28

Olivia Hayes x Lain Arbor | First Time

APClips 9 months ago

Fudendo o c&uacute_ de um homem trans pela primeira vez - Agatha Kent

Fudendo o c&uacute_ de um homem trans pela primeira vez - Agatha Kent

xnxxGold 2 years ago

Anahu Reed Squirts Over Nyxi Leon's Sexy TS Cock

HD 0:30 / 27:32

Anahu Reed Squirts Over Nyxi Leon's Sexy TS Cock

Clips4sale 1 month ago

DEI PRA UM BOMBADO GOSTOSO E ELE ME ARROMBOU

Premium HD 17:43

DEI PRA UM BOMBADO GOSTOSO E ELE ME ARROMBOU

Sheer 4 months ago

ASIAN TRANS GIRL FUCKS ME for FIRST TIME

Premium HD 10:21

ASIAN TRANS GIRL FUCKS ME for FIRST TIME

xnxxGold 1 year ago

Innocent Wife&rsquo_s First Time

Premium HD 13:59

Innocent Wife&rsquo_s First Time

XVideosRed 1 year ago

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

54% HD 0:39 / 43:37

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

FapHouse 10 months ago

binho ted em 100% anal com homem trans - agatha kent

63% 0:31 / 16:30

binho ted em 100% anal com homem trans - agatha kent

AnalVids 2 years ago

Good Sluts - Demi Morgan and Lucy Hart

Good Sluts - Demi Morgan and Lucy Hart

QueerCrush 2 years ago

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

47% 0:30 / 42:12

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

Clips4sale 10 months ago

dp com bruna ferraz com a trans isabella salvatore com creampie anal

68% HD 0:31 / 17:54

dp com bruna ferraz com a trans isabella salvatore com creampie anal

PornBox 2 years ago

18 Year Old Trans Girl's First Time On Camera

59% 0:13 / 41:01

18 Year Old Trans Girl's First Time On Camera

Clips4sale 2 years ago

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

Premium HD 50:07

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

Sheer 11 months ago

EGGS 2 – it’s not over yet

67% 0:30 / 18:14

EGGS 2 – it’s not over yet

Clips4sale 7 months ago

TheLastRealTop Fucks Tranny Ts theonlyamauri Raw

Premium HD 6:19

TheLastRealTop Fucks Tranny Ts theonlyamauri Raw

XVideosRed 5 months ago

My First Time Meeting Hot Trans Giselle Driller

67% 0:14 / 34:21

My First Time Meeting Hot Trans Giselle Driller

Clips4sale 2 years ago

After Stretching... Warm-up

61% VR 0:39 / 41:13

After Stretching... Warm-up

FapHouse 1 year ago

Used, Fucked & Bred by TS Sydney Fantasy’s 11” Destroyer Dick

64% 0:17 / 23:53

Used, Fucked & Bred by TS Sydney Fantasy’s 11” Destroyer Dick

Clips4sale 3 months ago

My Second Time With Cute 18 Year Old Trans Girl - Facial

46% 0:10 / 15:43

My Second Time With Cute 18 Year Old Trans Girl - Facial

Clips4sale 2 years ago

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

Premium HD 25:45

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

Sheer 1 year ago

Full My First Time Giving a Blowjob and Eating Cum with a BDSM Blind Mask

HD 0:39 / 13:31

Full My First Time Giving a Blowjob and Eating Cum with a BDSM Blind Mask

FapHouse 1 day ago

Locktober Tgirl Fucktoy Double Domination Part 1

Locktober Tgirl Fucktoy Double Domination Part 1

Clips4sale 4 years ago

TS Natalie Carnot's Strict Hooded Hogtie

60% 0:35 / 11:44

TS Natalie Carnot's Strict Hooded Hogtie

Clips4sale 1 year ago

Asian Bitch in Tight Red Skirt Sits on Streetside with a Strong Vibrator on and Ends up Masturbating, Climaxing Back and Forth

65% HD 0:39 / 10:26

Asian Bitch in Tight Red Skirt Sits on Streetside with a Strong Vibrator on and Ends up Masturbating, Climaxing Back and Forth

FapHouse 3 months ago

The Technician with a Massive Cock

65% HD 0:39 / 11:52

The Technician with a Massive Cock

FapHouse 7 months ago

Dominate TS Gets surprised by his BBC & becomes his bitch

55% 0:25 / 27:01

Dominate TS Gets surprised by his BBC & becomes his bitch

Clips4sale 11 months ago

Captured in the Mountain Hut

Captured in the Mountain Hut

FapHouse 2 years ago

First Meeting with My Filipino Ladyboy Fuck Me Bareback N Cum on My Big Ass

First Meeting with My Filipino Ladyboy Fuck Me Bareback N Cum on My Big Ass

FapHouse 1 week ago

Andrea gets multiply creampied and CD Paula cleans her puss

66% HD 0:39 / 18:22

Andrea gets multiply creampied and CD Paula cleans her puss

FapHouse 5 years ago

Trans Threesome Sandwich Fucktower?! Hardly More Perverted!!!

HD 0:39 / 19:05

Trans Threesome Sandwich Fucktower?! Hardly More Perverted!!!

FapHouse 8 months ago

My Trans Girlfriend Fucks My Ass in My Room

64% 0:39 / 5:11

My Trans Girlfriend Fucks My Ass in My Room

FapHouse 1 year ago

TS Taboo 10 - First Time At the Libary

64% HD 1:12 / 33:28

TS Taboo 10 - First Time At the Libary

Transsensual 8 months ago

Sweaty Onsen Release

55% 0:39 / 13:50

Sweaty Onsen Release

FapHouse 1 month 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 7 months ago

CLARICE BOAVENTURA - vol 01 - (mp4) worship video

61% HD 0:12 / 11:11

CLARICE BOAVENTURA - vol 01 - (mp4) worship video

Clips4sale 4 months ago

Anal Sex to Redhead Trans Big Cock

Anal Sex to Redhead Trans Big Cock

FapHouse 1 week ago

Xxl-casting TS-gianina Anal Creampie Tight Asshole Fucked

59% HD 0:39 / 16:16

Xxl-casting TS-gianina Anal Creampie Tight Asshole Fucked

FapHouse 10 months 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,P1

Premium HD 24:11

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,P1

XVideosRed 2 years ago

Ladyboystar - Tall and slim ladyboy Email got to my room and let me anally fuck her

Premium HD 34:33

Ladyboystar - Tall and slim ladyboy Email got to my room and let me anally fuck her

xnxxGold 5 months ago

MY FIRST GANGBANG! Was this too extreme??

66% HD 0:29 / 17:19

MY FIRST GANGBANG! Was this too extreme??

Clips4sale 1 year ago

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

58% HD 0:39 / 20:55

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

FapHouse 7 months ago

College student fucked by TS with huge dick

Premium HD 18:10

College student fucked by TS with huge dick

XVideosRed 3 months ago

vergones para mi sola que delicioso

62% 0:30 / 14:52

vergones para mi sola que delicioso

PornBox 2 years ago

Kept by Jessica Blake Part 1

59% HD 0:12 / 15:32

Kept by Jessica Blake Part 1

AdultPrime 4 years ago

DALLAS TX , Hotel Encounters

47% HD 0:10 / 31:54

DALLAS TX , Hotel Encounters

LoyalFans 1 year ago

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