Teen, first-timer
2 years ago
6:09

ShemaleTaxi

Teen, first-timer

Tags: amateur, bdsm, black, bondage, brutal, ebony, first time

Cute TS Paris Angelx in a Hot Interracial Fuck
2 years ago
8:18

TrannyOne

Cute TS Paris Angelx in a Hot Interracial Fuck

Tags: cute, first time, french, interracial, natural tits, shemale, transsexual

Teen Hazel Moore is surprised when her secret girlfriend Maya Woulfe unexpectedly comes over. Amelia explains that her parents found out she's a
2 years ago
6:11

FapCat

Teen Hazel Moore is surprised when her secret girlfriend Maya Woulfe unexpectedly comes over. Amelia explains that her parents found out she's a

Tags: 69, big tits, brunette, caught, cheating, face sitting, fingering

Ladyboy, first-timer
4 years ago
7:24

ShemaleTaxi

Ladyboy, first-timer

Tags: amateur, beauty, blowjob, first time, ladyboy, shemale

First time painal
3 years ago
16:17

aShemaleTube

First time painal

Tags: brazilian, first time, pain, shemale

First time getting nailed on Femout
1 day ago
15:51

ShemaleTaxi

First time getting nailed on Femout

Tags: anal, barebacking, big cock, blowjob, deep throat, first time, hardcore

Belle Adams First Time Topping
1 year ago
12:25

YepTube

Belle Adams First Time Topping

Tags: first time, ladyboy, shemale, small tits

A large butt trans gets a dude's wang for the 1st time
Today
10:34

ShemaleSin

A large butt trans gets a dude's wang for the 1st time

Tags: amateur, anal, ass, bed sex, creampie, doggystyle, first time

First Time With TS
8 years ago
11:55

aShemaleTube

First Time With TS

Tags: anal, blowjob, crossdressing, cumshot, first time, lingerie, shemale

Tranny Valentina Predominates and Train a heterosexual firstimer how to be my man fucktoy boytoy
1 year ago
1:41

KeekAss

Tranny Valentina Predominates and Train a heterosexual firstimer how to be my man fucktoy boytoy

Tags: amateur, anal, barebacking, big tits, blowjob, bondage, brunette

Hot brunette babe Maya and Luca engage in a wild bisexual threesome
1 day ago
7:23

ShemaleMovie

Hot brunette babe Maya and Luca engage in a wild bisexual threesome

Tags: 3some, anal, babe, bisexual, brunette, brutal, couple

Hot shemale take Boys ass and fuck him like a Sissy
4 years ago
12:01

TrannyOne

Hot shemale take Boys ass and fuck him like a Sissy

Tags: amateur, ass, bdsm, boy, domination, feminization, first time

First Time Trans Alice Gets Wrecked
2 days ago
8:07

ShemaleZ

First Time Trans Alice Gets Wrecked

Tags: anal, assfucking, brunette, first time, hd, transsexual

Neighbor Fucks Skinny Asian Shemale Mayalaos For The First Time
1 day ago
8:06

ShemaleZ

Neighbor Fucks Skinny Asian Shemale Mayalaos For The First Time

Tags: anal, asian, assfucking, big cock, brunette, dick, first time

Sophie & Quinns First Time
4 years ago
14:22

UPornia

Sophie & Quinns First Time

Tags: amateur, first time, hd, redhead, shemale, teen (18+)

His first time with a shemale top
4 years ago
4:21

TrannyOne

His first time with a shemale top

Tags: anal, anus, ass, blowjob, couple, crossdressing, first time

Wife Pulls Shemale Clothes Off & Gets To Deepthroating
3 years ago
5:04

TrannyOne

Wife Pulls Shemale Clothes Off & Gets To Deepthroating

Tags: amateur, american, blonde, blowjob, close up, clothed sex, deep throat

The Nylon Fetish Part 2: Sissy dude experiences his first time with a well-hung transsexual
2 years ago
12:42

ShemaleTaxi

The Nylon Fetish Part 2: Sissy dude experiences his first time with a well-hung transsexual

Tags: 3d, bdsm, big ass, domination, fetish, first time, lingerie

First-Timer Transgender Princess Feya Gets Romped
5 years ago
5:29

KeekAss

First-Timer Transgender Princess Feya Gets Romped

Tags: amateur, anal, blowjob, collar, first time, gay, hd

First-Timer Transgender Woman Xxx Buttfuck Boinked And Gets 2 Creampies - Cassie Screams
2 years ago
21:53

KeekAss

First-Timer Transgender Woman Xxx Buttfuck Boinked And Gets 2 Creampies - Cassie Screams

Tags: amateur, anal, ass, assfucking, blowjob, couple, creampie

Hawt Hung TS Angel Banging Barebackstraight Hunk Coarse for the 1st Time (this might Hurt a Bit Sissy
4 years ago
3:56

ShemaleSin

Hawt Hung TS Angel Banging Barebackstraight Hunk Coarse for the 1st Time (this might Hurt a Bit Sissy

Tags: anal, ass, banging, barebacking, big cock, creampie, extreme

The ultimate golden showers compilation featuring first-timer Seductive Vixen77
2 days ago
7:07

ShemaleTaxi

The ultimate golden showers compilation featuring first-timer Seductive Vixen77

Tags: amateur, compilation, cum, first time, jizz, model, pissing

First-timer, anal
19 days ago
30:04

ShemaleTaxi

First-timer, anal

Tags: amateur, anal, first time, shemale

The dream of all men became reality!!! Here comes the first real personal harem! For the first time ever! Ales became the first Czech sultan. We picke
1 year ago
9:52

FapCat

The dream of all men became reality!!! Here comes the first real personal harem! For the first time ever! Ales became the first Czech sultan. We picke

Tags: amateur, babe, banging, beauty, big natural tits, big tits, blonde

Straight guy fucks ts for the first time
3 years ago
5:52

FetishPapa

Straight guy fucks ts for the first time

Tags: barebacking, blonde, blowjob, first time, hd, kissing, masturbation

First-Ever time for my spouse screw with Transgender Princess Utter (Free-For-All Vid)
1 year ago
23:44

KeekAss

First-Ever time for my spouse screw with Transgender Princess Utter (Free-For-All Vid)

Tags: amateur, anal, asian, assfucking, big cock, bisexual, blowjob

Big-boobed trans gets bareback anal action
6 days ago
15:49

ShemaleTaxi

Big-boobed trans gets bareback anal action

Tags: anal, barebacking, big cock, big tits, blowjob, first time, hardcore

Young, first-timer
4 years ago
1:18:25

ShemaleTaxi

Young, first-timer

Tags: amateur, first time, shemale, solo, teen (18+), webcam

Also Hawt to Handle in Denmark
2 years ago
0:26

ShemaleSin

Also Hawt to Handle in Denmark

Tags: anal, assfucking, blowjob, cum, cum in mouth, cumshot, danish

First time 😘
1 year ago
0:54

aShemaleTube

First time 😘

Tags: amateur, blonde, crossdressing, fetish, first time, hd, homevideo

Russiandoll00 gorgeous finally cumming!!
3 years ago
1:18:39

TrannyOne

Russiandoll00 gorgeous finally cumming!!

Tags: cum, first time, gorgeous, hd, pretty, russian, shemale

Non gay porn video of teen cross dressing boys and hot cock first time
4 years ago
7:26

TrannyOne

Non gay porn video of teen cross dressing boys and hot cock first time

Tags: amateur, anal, anus, ass, assfucking, boy, crossdressing

Mexican shemale fucks first timer twink
4 years ago
5:55

TrannyOne

Mexican shemale fucks first timer twink

Tags: big cock, big tits, dick, first time, latina, maria swan, mexican

transsexual teenage first-timer
5 years ago
22:31

KeekAss

transsexual teenage first-timer

Tags: amateur, anal, first time, gay, handjob, hd, homevideo

First Time butthole couple Sex
2 years ago
53:13

TrannyOne

First Time butthole couple Sex

Tags: ass, blonde, blowjob, couple, cumshot, first time, masturbation

anya first time sperm on webcam
2 years ago
1:29

aShemaleTube

anya first time sperm on webcam

Tags: amateur, first time, shemale, sperm, webcam

Ts gets blowjob first time Sneaking Around With Daddy's partner
4 years ago
5:00

TrannyOne

Ts gets blowjob first time Sneaking Around With Daddy's partner

Tags: amateur, blowjob, cum, cumshot, daddies, first time, hd

Sweet teen redhead's first time
4 years ago
0:40

TrannyOne

Sweet teen redhead's first time

Tags: fetish, first time, hd, redhead, shemale, teen (18+)

My very first time
4 years ago
8:09

TrannyOne

My very first time

Tags: anal, anus, ass, first time, friend, hd, shemale

MILF granny explores her first time with a young lover
3 days ago
7:42

ShemaleMovie

MILF granny explores her first time with a young lover

Tags: amateur, first time, granny, milf, shemale, teen (18+)

Bio gal enjoys her first transgender date
2 years ago
6:12

TrannyOne

Bio gal enjoys her first transgender date

Tags: ass, big cock, brunette, dating, first time, pussy, shemale

First-time transgender duo Kurumi Moonlight and Itijiku Moonlight at the beach in Japan
25 days ago
10:21

ShemaleTaxi

First-time transgender duo Kurumi Moonlight and Itijiku Moonlight at the beach in Japan

Tags: amateur, beach, bisexual, first time, japanese, moonlight, pornstar

Izzy Wilde Meets Her Stepbro Sage Roux For The First Time And In No Time Gets His Cock Out T
1 day ago
10:10

aShemaleTube

Izzy Wilde Meets Her Stepbro Sage Roux For The First Time And In No Time Gets His Cock Out T

Tags: anal, barebacking, blowjob, dick, first time, hd, shemale

TEENAGE MALE GOT EAGER WITH ME SUCKING HIS ROD AND ASK ME TO LET HIM BANG ME
2 years ago
5:08

ShemaleSin

TEENAGE MALE GOT EAGER WITH ME SUCKING HIS ROD AND ASK ME TO LET HIM BANG ME

Tags: amateur, anal, assfucking, babe, big ass, big cock, blowjob

Shemale and her boyfriend first time on cam
3 years ago
12:47

TrannyOne

Shemale and her boyfriend first time on cam

Tags: anal, anus, ass, blowjob, boyfriend, first time, hd

Sthefanny Sayury the ts newbie gets in the rail and filmed for the very first time
4 years ago
17:32

KeekAss

Sthefanny Sayury the ts newbie gets in the rail and filmed for the very first time

Tags: amateur, big ass, brazilian, brunette, first time, latina, lingerie

He Hired an Hooker for His Graduation Introduce
1 year ago
0:33

KeekAss

He Hired an Hooker for His Graduation Introduce

Tags: amateur, anal, assfucking, blowjob, brunette, cum, cum in mouth

The nylon fetish pt2 Sissy stud very first time pulverize t-model
2 years ago
12:38

KeekAss

The nylon fetish pt2 Sissy stud very first time pulverize t-model

Tags: 18 year old, 3d, amateur, anal, ass, babe, barebacking

Michael DelRay deepthroats Marissa Minx's hard cock for the first time before pounding her tight ass on TRANS ANGELS
2 years ago
10:21

ShemaleTaxi

Michael DelRay deepthroats Marissa Minx's hard cock for the first time before pounding her tight ass on TRANS ANGELS

Tags: anal, ass, big ass, big cock, deep throat, dick, first time

Shemale teen first time bareback
4 years ago
6:29

TrannyOne

Shemale teen first time bareback

Tags: anal, ass, barebacking, blowjob, first time, hd, lingerie

British F M TV in Threesome action
4 years ago
13:47

aShemaleTube

British F M TV in Threesome action

Tags: 3some, big cock, big tits, british, condom, first time, gangbang

alettaishere Transsexual Live
4 years ago
9:16

aShemaleTube

alettaishere Transsexual Live

Tags: first time, hd, shemale, transsexual, webcam

MidLife Crisis (v0.30) - Heterosexual dude having first-ever time anal invasion with a trap (three)
3 years ago
19:43

KeekAss

MidLife Crisis (v0.30) - Heterosexual dude having first-ever time anal invasion with a trap (three)

Tags: anal, big cock, blowjob, brunette, creampie, first time, ladyboy

Trans Girl Selena Assfucked For The First Time
Today
8:00

XShemale

Trans Girl Selena Assfucked For The First Time

Tags: amateur, assfucking, first time, hd, homevideo, lace, lingerie

Melissapil982lk, first time shemale
4 years ago
5:33

ShemaleTaxi

Melissapil982lk, first time shemale

Tags: anal, beauty, first time, shemale

Sasha barebacking her boy - first time topping a man!
5 years ago
0:34

aShemaleTube

Sasha barebacking her boy - first time topping a man!

Tags: amateur, barebacking, boy, first time, hardcore, homevideo, pov

Ladyboystar - Hot Thai ladyboy likes getting fucked hard from behind in POV style
1 day ago
12:31

ShemaleSin

Ladyboystar - Hot Thai ladyboy likes getting fucked hard from behind in POV style

Tags: amateur, anal, asian, barebacking, big cock, blowjob, boy

a french crossdresser for old man
4 years ago
1:34

TrannyOne

a french crossdresser for old man

Tags: anal, anus, arab, ass, crossdressing, european, first time

Ladyboystar - Hottest tanned ladyboy loves getting fucked in high heels
2 days ago
12:35

aShemaleTube

Ladyboystar - Hottest tanned ladyboy loves getting fucked in high heels

Tags: amateur, anal, asian, barebacking, big cock, blowjob, cowgirl

Amateur homeless girl first time No Money, No Problem
4 years ago
5:01

TrannyOne

Amateur homeless girl first time No Money, No Problem

Tags: amateur, first time, homeless, money, shemale

Ballade en sex shop
4 years ago
0:44

aShemaleTube

Ballade en sex shop

Tags: first time, hd, outdoor, shemale, shop, solo, tranny

He Hired An Escort For The First Time - Anastasia Penny
57 days ago
27:53

ABTranny

He Hired An Escort For The First Time - Anastasia Penny

Tags: big tits, escort, first time, hd, hooters, huge tits, juggs

Blonde trans doll spoiling her new boyfriend
3 years ago
6:16

TrannyOne

Blonde trans doll spoiling her new boyfriend

Tags: american, anal, anus, ass, babe, barebacking, beauty

First-timer Mexican ladyboy with a massive dick fucks passionately
2 years ago
8:27

HDSex

First-timer Mexican ladyboy with a massive dick fucks passionately

Tags: amateur, anal, barebacking, big cock, blowjob, brazilian, first time

Hardcore, onanism
7 days ago
15:49

ShemaleTaxi

Hardcore, onanism

Tags: anal, barebacking, big cock, blowjob, first time, hardcore, kissing

Gorgeous transexual Crystal Thayer and straight guy Jayden Marcos met at a college party, instantly liking each other. Now is the time to fuck a big t
3 years ago
6:11

FapCat

Gorgeous transexual Crystal Thayer and straight guy Jayden Marcos met at a college party, instantly liking each other. Now is the time to fuck a big t

Tags: anal, ass, barebacking, big tits, blowjob, brunette, college

Blonde gurl's first time.
4 years ago
4:01

TrannyOne

Blonde gurl's first time.

Tags: anal, anus, ass, blonde, couple, first time, shemale

Dudes first time anal sex with shemale
5 years ago
5:08

TrannyOne

Dudes first time anal sex with shemale

Tags: anal, first time, shemale

Seductive experienced wife swapper Gracie Jane seduces hot stud Dante Colle.Its his first-time swapping so he is extremely nervous but she makes sure
1 year ago
10:06

FapCat

Seductive experienced wife swapper Gracie Jane seduces hot stud Dante Colle.Its his first-time swapping so he is extremely nervous but she makes sure

Tags: anal, big cock, big tits, blowjob, deep throat, experienced, extreme

Hetero guy Flumenar experiences tranny pussy for the first time
1 day ago
5:04

ShemaleTaxi

Hetero guy Flumenar experiences tranny pussy for the first time

Tags: barebacking, bathroom, blowjob, creampie, first time, pussy, shemale

The first time at a wedding with a transvestite
1 year ago
5:18

JizzBunker

The first time at a wedding with a transvestite

Tags: anal, big cock, black, brazilian, couple, first time, shemale

Femboy in college uniform gets a hardcore pegging session
2 days ago
7:01

XXXVogue

Femboy in college uniform gets a hardcore pegging session

Tags: amateur, anal, ass, college, first time, hardcore, pegging

My first time fucking with a trans man
1 year ago
5:33

XXXDan

My first time fucking with a trans man

Tags: amateur, anal, arab, asian, big cock, brazilian, cartoon

Big Tits Spanish Wife First Time Anal Sex With Femboy
2 years ago
4:01

TrannyOne

Big Tits Spanish Wife First Time Anal Sex With Femboy

Tags: 18 year old, amateur, anal, ass, big ass, big natural tits, big tits

innocent teen ladyboy first time on camera
4 days ago
12:50

aShemaleTube

innocent teen ladyboy first time on camera

Tags: anal, asian, barebacking, big cock, blowjob, first time, hd

Real-life friends and lovers Kiarra and Charles have been all good vibes since the first time they met on set. During their visit to the Bellesa House
4 years ago
11:56

FapCat

Real-life friends and lovers Kiarra and Charles have been all good vibes since the first time they met on set. During their visit to the Bellesa House

Tags: ass, beauty, bed sex, blowjob, close up, cowgirl, cute

Shemale Jusmin's First Time Performance: Inexperienced Asian Beauty in Lingerie Takes on Hardcore Action
2 years ago
6:24

ShemaleTaxi

Shemale Jusmin's First Time Performance: Inexperienced Asian Beauty in Lingerie Takes on Hardcore Action

Tags: amateur, asian, barebacking, beauty, blowjob, cumshot, facial

The sluttiest girl I know jumped in my cab today, and Chloe Lovette wasted no time getting her tits out and teasing me in the rearview mirror. I asked
6 years ago
13:56

FapCat

The sluttiest girl I know jumped in my cab today, and Chloe Lovette wasted no time getting her tits out and teasing me in the rearview mirror. I asked

Tags: backseat, bend over, big tits, feet, fingering, first time, legs

Shemale fuck man, first-timer
4 years ago
12:30

ShemaleTaxi

Shemale fuck man, first-timer

Tags: amateur, anal, blowjob, first time, ladyboy, shemale

Fucked For The Very First Time
4 years ago
22:23

TrannyOne

Fucked For The Very First Time

Tags: anal, ass, barebacking, big tits, first time, hardcore, hd

Noobie TS Teen Fany Menezes First Time Machine Sex
1 year ago
8:05

Fapnado

Noobie TS Teen Fany Menezes First Time Machine Sex

Tags: 18 year old, brazilian, dildo, fantasy, first time, fucking machine, innocent

First-timer, transgender
19 days ago
9:41

ShemaleTaxi

First-timer, transgender

Tags: amateur, cum, first time, jizz, masturbation, shemale

Ladyboystar - Oral-sex and booty slam with a glamorous Thai ladyboy
46 days ago
12:44

ShemaleSin

Ladyboystar - Oral-sex and booty slam with a glamorous Thai ladyboy

Tags: amateur, anal, asian, barebacking, big cock, blowjob, booty

Lizzy Yum's solo bath session, exploring dilation and edging for the first time
52 days ago
17:13

ShemaleTaxi

Lizzy Yum's solo bath session, exploring dilation and edging for the first time

Tags: amateur, bathroom, big tits, dildo, first time, masturbation, orgasm

Brittney Kade And Alina Angel - Arabic Milf First Time With Transgender Brittney اول مره الينا انجل تنتاك من شيميل
10 months ago
5:39

ShemaleZ

Brittney Kade And Alina Angel - Arabic Milf First Time With Transgender Brittney اول مره الينا انجل تنتاك من شيميل

Tags: arab, beurette, big ass, big cock, big tits, blonde, booty

Hot shemale Bella Vidal wants to feel good pegging for the first time in her life
1 year ago
5:00

XXXDan

Hot shemale Bella Vidal wants to feel good pegging for the first time in her life

Tags: amateur, anal, big ass, big tits, blowjob, brunette, doggystyle

First timer Transgender Sissy Femboy experiences Pissplay in awkward interview with amateur couple.
2 years ago
5:48

ShemaleTaxi

First timer Transgender Sissy Femboy experiences Pissplay in awkward interview with amateur couple.

Tags: amateur, casting, couple, first time, interview, pissing, shemale

my ass tastes sweet - i get all my 3 holes fucked for the very first time film
2 years ago
6:55

TrannyOne

my ass tastes sweet - i get all my 3 holes fucked for the very first time film

Tags: all holes, amateur, anal, ass, ass to mouth, big cock, brunette

Lady sextasy experiences transgender intense fucking for the first time also enjoys it
3 years ago
17:52

TrannyOne

Lady sextasy experiences transgender intense fucking for the first time also enjoys it

Tags: bend over, blowjob, deep throat, doggystyle, first time, gilf, hardcore

Getting dominated and sucking cock for the first time like a little slut with facial
2 years ago
6:54

TrannyOne

Getting dominated and sucking cock for the first time like a little slut with facial

Tags: amateur, blonde, blowjob, cumshot, deep throat, dick, domination

TRANSGENDER PRINCESS TAKES ENORMOUS CABLE FROM GIRLY-GIRL
1 year ago
0:28

KeekAss

TRANSGENDER PRINCESS TAKES ENORMOUS CABLE FROM GIRLY-GIRL

Tags: amateur, anal, assfucking, bbw, big ass, big tits, brunette

Shemale fucks guy, bareback anal
20 days ago
8:16

ShemaleTaxi

Shemale fucks guy, bareback anal

Tags: anal, barebacking, big cock, creampie, cum, first time, jizz

First-timer, public
2 years ago
6:20

ShemaleTaxi

First-timer, public

Tags: amateur, barebacking, british, compilation, cumshot, emo, first time

First time guest anally banged in the house
3 years ago
6:14

TransHero

First time guest anally banged in the house

Tags: 69, anal, big tits, blowjob, brunette, cowgirl, dating

First Timer Trans Strokes Big Dick and Cums Hard on Live Cam - sexcamts.com
5 days ago
8:27

TrannyOne

First Timer Trans Strokes Big Dick and Cums Hard on Live Cam - sexcamts.com

Tags: amateur, big cock, cum, cumshot, dick, first time, hairy

Jamie Kelly fucks for the first time with another trans woman
2 years ago
6:15

XXXDan

Jamie Kelly fucks for the first time with another trans woman

Tags: 3some, anal, big tits, blowjob, brunette, first time, hardcore

Use code NOWFREE for a FREE WEEK of ADULT TIME! Enjoy our exclusive catalogs with over 400 channels, 60,000 episodes, and new releases every day! Feat
1 year ago
15:47

FapCat

Use code NOWFREE for a FREE WEEK of ADULT TIME! Enjoy our exclusive catalogs with over 400 channels, 60,000 episodes, and new releases every day! Feat

Tags: big tits, blowjob, clit, deep throat, doggystyle, first time, huge tits

Chained and gagged first-timer attempts to ride massive dildo while being punished
2 years ago
18:40

ShemaleTaxi

Chained and gagged first-timer attempts to ride massive dildo while being punished

Tags: amateur, bdsm, bondage, chained, dildo, first time, gagging

My first time
1 year ago
7:23

JizzBunker

My first time

Tags: amateur, bdsm, bondage, first time, fishnet, high heels, latex

TRANSSEXUAL Kim Wagner as assistant and gets rock hard pulverize
2 years ago
1:04

KeekAss

TRANSSEXUAL Kim Wagner as assistant and gets rock hard pulverize

Tags: amateur, anal, assfucking, big tits, blonde, boss, celebrity

WebYoung Kali Roses Agrees to First Lesbian Experience
2 years ago
10:01

TrannyOne

WebYoung Kali Roses Agrees to First Lesbian Experience

Tags: first time, kissing, lesbian, pussy, rimjob, seduce, shemale

Crossdress mature slut
5 years ago
1:12

aShemaleTube

Crossdress mature slut

Tags: crossdressing, first time, hd, mature, milf, shemale, slut

Ladyboystar - Dazzling ladyboy in ebony underware and red high heels sucks my dong
6 days ago
9:25

ShemaleSin

Ladyboystar - Dazzling ladyboy in ebony underware and red high heels sucks my dong

Tags: amateur, anal, asian, barebacking, big cock, blowjob, cowgirl

Ladyboystar - I screwed and facialized a concupiscent glamorous Thai ladyboy in POV
30 days ago
12:39

ShemaleSin

Ladyboystar - I screwed and facialized a concupiscent glamorous Thai ladyboy in POV

Tags: amateur, anal, asian, barebacking, big cock, blowjob, cowgirl

Claire Tenebrarum and Marilyn Johnson first met online but are now seeing each other in person for the very first time. It's now time for Marylin
2 years ago
11:56

FapCat

Claire Tenebrarum and Marilyn Johnson first met online but are now seeing each other in person for the very first time. It's now time for Marylin

Tags: blowjob, cowgirl, deep throat, first time, hardcore, licking, lingerie

My first time with a trans. Part 3. I fuck her nice ass
1 year ago
9:39

JizzBunker

My first time with a trans. Part 3. I fuck her nice ass

Tags: amateur, anal, ass, big ass, couple, doggystyle, european

Stepbro analed TS stepsis for first time
2 years ago
10:10

FetishPapa

Stepbro analed TS stepsis for first time

Tags: anal, barebacking, big tits, deep throat, first time, hd, kissing

Ladyboy cum, buttfuck
2 years ago
23:44

ShemaleTaxi

Ladyboy cum, buttfuck

Tags: anal, assfucking, big cock, bisexual, cum, first time, handjob

Transgender, transgender girl
2 years ago
6:32

ShemaleTaxi

Transgender, transgender girl

Tags: asian, bdsm, domination, filipina, first time, girlfriend, kissing

t-girl Firsttimer Ploy Gets banged without a condom
5 years ago
6:28

ShemaleMovie

t-girl Firsttimer Ploy Gets banged without a condom

Tags: anal, barebacking, blowjob, condom, first time, ladyboy, pov

Blonde transsexual camgirl with big boobs and tattoos rides a stallion for the first time and gets inseminated
2 years ago
8:16

ShemaleTaxi

Blonde transsexual camgirl with big boobs and tattoos rides a stallion for the first time and gets inseminated

Tags: amateur, big tits, blonde, creampie, first time, pornstar, pov

Transgender student girl's first time fuck with her tutor to ace the exam
2 years ago
6:55

ShemaleTaxi

Transgender student girl's first time fuck with her tutor to ace the exam

Tags: beauty, college, first time, shemale, student, teacher

First Time Indian Shemale Fucking Desi Babe In Office
3 years ago
27:09

TrannyOne

First Time Indian Shemale Fucking Desi Babe In Office

Tags: 18 year old, amateur, babe, bdsm, beauty, big natural tits, desi

MILF first time fucking with steamy trans encounter
1 year ago
6:15

FetishPapa

MILF first time fucking with steamy trans encounter

Tags: blowjob, cumshot, fingering, first time, hardcore, hd, milf

First Timer Asian Tranny Jerks Huge Shecock in Raunchy Camshow
6 days ago
10:20

aShemaleTube

First Timer Asian Tranny Jerks Huge Shecock in Raunchy Camshow

Tags: amateur, asian, big cock, first time, homevideo, masturbation, raunchy

New Emma Rose  Fucking A Trans Girl For The First Time Ever
2 years ago
13:27

TrannyOne

New Emma Rose Fucking A Trans Girl For The First Time Ever

Tags: anal, first time, hd, shemale, transsexual

Ladyboystar - Sexy ace bang session with a ladyboy ends in a nice POV facial
32 days ago
12:51

ShemaleSin

Ladyboystar - Sexy ace bang session with a ladyboy ends in a nice POV facial

Tags: amateur, anal, asian, barebacking, big cock, blowjob, cowgirl

Ladyboystar - I facialized this hawt ladyboy after a hardcore anal screw
46 days ago
12:38

ShemaleSin

Ladyboystar - I facialized this hawt ladyboy after a hardcore anal screw

Tags: amateur, anal, asian, barebacking, big cock, blowjob, cowgirl

joeystransfeetgirls - Kalli Grace First Time Footjob
1 year ago
3:06

aShemaleTube

joeystransfeetgirls - Kalli Grace First Time Footjob

Tags: big tits, domination, first time, footjob, hd, interracial, shemale

ALBINA HAS SEX WITH A TRANS WITH A LARGE AND THICK SCHLONG
19 days ago
10:21

ShemaleSin

ALBINA HAS SEX WITH A TRANS WITH A LARGE AND THICK SCHLONG

Tags: amateur, ass, beauty, bedroom, big tits, brunette, exotic

BBC First Time for Sexy Crossdresser
1 year ago
5:04

TrannyOne

BBC First Time for Sexy Crossdresser

Tags: anal, big black cock, crossdressing, first time, hd, interracial, shemale

Honeymoon ends with shemale threeway - Khloe Kay , Jayden Marcos , Roman Todd
2 years ago
6:08

TransHero

Honeymoon ends with shemale threeway - Khloe Kay , Jayden Marcos , Roman Todd

Tags: 3some, anal, barebacking, big tits, blowjob, brunette, caught

Shemale and arab girl first time No Money No Problem
4 years ago
7:01

TrannyOne

Shemale and arab girl first time No Money No Problem

Tags: amateur, arab, blowjob, bush, cum swallowing, first time, hairy

Jade Venus and Michael DelRay are two models who meet for the first time during a photoshoot for a clothing catalog When the shoots over Michael linge
1 year ago
6:11

FapCat

Jade Venus and Michael DelRay are two models who meet for the first time during a photoshoot for a clothing catalog When the shoots over Michael linge

Tags: anal, ass to mouth, big tits, blonde, blowjob, doggystyle, facial

Joi Sissification/Feminization - Your Mistresse Dresses U as a Woman - Astarioth
5 months ago
18:17

ShemaleSin

Joi Sissification/Feminization - Your Mistresse Dresses U as a Woman - Astarioth

Tags: amateur, anal, ass, booty, brunette, dirty talk, dominatrix

Sweet girl tastes her piss for the very first time
3 years ago
10:20

FapCat

Sweet girl tastes her piss for the very first time

Tags: dildo, european, female orgasm, first time, hd, kinky, masturbation

White bubble butt CD shows up to a black mans hotel part 2
4 years ago
5:04

TrannyOne

White bubble butt CD shows up to a black mans hotel part 2

Tags: amateur, ass, big cock, black, blowjob, booty, couple

Helena is a decent young girl, unspoiled and you could almost say pure. Only a few guys appeared in her life and she has always been faithful to every
3 years ago
11:56

FapCat

Helena is a decent young girl, unspoiled and you could almost say pure. Only a few guys appeared in her life and she has always been faithful to every

Tags: anal, blonde, blowjob, classic, close up, cowgirl, cum swallowing

Beautiful shemale pounds the guy's ass bareback for the first time
4 years ago
14:15

TrannyOne

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

Tags: anal, anus, ass, ass to mouth, ball licking, balls, barebacking

latina in a threesome
5 years ago
3:06

aShemaleTube

latina in a threesome

Tags: 3some, ass, big ass, big cock, big tits, first time, hd

Shemale gets it on with another shemale, first-time experience
57 days ago
13:30

ShemaleTaxi

Shemale gets it on with another shemale, first-time experience

Tags: amateur, anal, big cock, cumshot, first time, masturbation, shemale

Apr first 2023
2 years ago
12:46

ShemaleSin

Apr first 2023

Tags: amateur, babe, cute, first time, handjob, homevideo, masturbation

I'm transroxy, poking my obedient superslut rock hard in her caboose, stiff assfuck orgy
1 year ago
3:03

KeekAss

I'm transroxy, poking my obedient superslut rock hard in her caboose, stiff assfuck orgy

Tags: amateur, anal, assfucking, big ass, big cock, big tits, blowjob

Dare to be different: lets celebrate the beauty of Femboy fashion!
1 year ago
5:18

XXXDan

Dare to be different: lets celebrate the beauty of Femboy fashion!

Tags: amateur, asian, bdsm, beauty, big cock, celebrity, college

The dream of all men became reality!!! Here comes the first real personal harem! For the first time ever! Ales became the first Czech sultan. We picke
3 years ago
11:56

FapCat

The dream of all men became reality!!! Here comes the first real personal harem! For the first time ever! Ales became the first Czech sultan. We picke

Tags: ass, babe, banging, beauty, blonde, close up, czech

This young horny slut is riding the sybian for the first time too, and maybe, just maybe, combine both at once
2 years ago
23:55

FapCat

This young horny slut is riding the sybian for the first time too, and maybe, just maybe, combine both at once

Tags: amateur, anal, big tits, blowjob, college, cumshot, female orgasm

Chinese sissy romps in the back posture in china dress【Cosplay anal invasion masturbation】
2 years ago
3:00

KeekAss

Chinese sissy romps in the back posture in china dress【Cosplay anal invasion masturbation】

Tags: amateur, anal, asian, chinese, cosplay, crossdressing, dress

TS-Andrea new buttplug
4 years ago
3:04

aShemaleTube

TS-Andrea new buttplug

Tags: assfucking, buttplug, first time, hd, mature, shemale, small tits

first time cumming after two months of HRT with hot jadedloveisevol
2 years ago
3:27

ShemaleSin

first time cumming after two months of HRT with hot jadedloveisevol

Tags: amateur, babe, blonde, cum, cute, dick, first time

Watch their erotic and romantic way of eating ass and jerking girlfriend's big and bouncy ass. Hot girlfriend was enjoy every inch of her trap ma
1 year ago
10:21

FapCat

Watch their erotic and romantic way of eating ass and jerking girlfriend's big and bouncy ass. Hot girlfriend was enjoy every inch of her trap ma

Tags: amateur, anal, ass, babe, beauty, big ass, big cock

Disfruto pasar halloween ???? con un rico SEXO ANAL???? JENIFERPLAY
2 years ago
23:39

ShemaleSin

Disfruto pasar halloween ???? con un rico SEXO ANAL???? JENIFERPLAY

Tags: anal, compilation, creampie, cumshot, first time, halloween, hardcore

First time in catsuit
5 years ago
1:18

aShemaleTube

First time in catsuit

Tags: amateur, catsuit, danish, first time, hd, latex, shemale

Korra and Spencer run inside to have steamy, exploratory sex with strap-ons and cocks alike. Judging by Spencer's lovely reactions, this might be
2 years ago
11:56

FapCat

Korra and Spencer run inside to have steamy, exploratory sex with strap-ons and cocks alike. Judging by Spencer's lovely reactions, this might be

Tags: beauty, big tits, blowjob, deep throat, dick, doggystyle, first time

Japanese shemale female with fat milk cans got assfucking pummeled in a gang bang-out
2 years ago
6:00

KeekAss

Japanese shemale female with fat milk cans got assfucking pummeled in a gang bang-out

Tags: 3some, anal, asian, assfucking, big tits, blowjob, brunette

Very First time assfuck with transgender porn industry star Valkyria Mistress
2 years ago
2:46

KeekAss

Very First time assfuck with transgender porn industry star Valkyria Mistress

Tags: anal, assfucking, barebacking, big tits, blowjob, brunette, dick

Riley Shae is the sexiest girl you will see today. This naughty brunette has never touched a black cock so this is going to be her first time.
2 years ago
8:51

FapCat

Riley Shae is the sexiest girl you will see today. This naughty brunette has never touched a black cock so this is going to be her first time.

Tags: big black cock, big cock, black, blowjob, brunette, dick, first time

Feels Like The First Time . . .
3 years ago
16:43

TrannyOne

Feels Like The First Time . . .

Tags: anal, anus, ass, couple, dick, first time, hd

Sopa enema for sissy MILF slut
2 years ago
5:48

TrannyOne

Sopa enema for sissy MILF slut

Tags: assfucking, big ass, czech, enema, first time, milf, shemale

Russian teen rough face slapping first time Little Sabrina was picking
4 years ago
8:01

TrannyOne

Russian teen rough face slapping first time Little Sabrina was picking

Tags: first time, rough, russian, shemale, slap, teen (18+)

Muffin's Intense First Session: Begging to Be Covered in Jizz
2 years ago
7:29

ShemaleTaxi

Muffin's Intense First Session: Begging to Be Covered in Jizz

Tags: beauty, cumshot, first time, jizz, masturbation, shemale

Shemale fucked guy for the first time and she enjoyed hardcore anal sex after she gave him a blowjob Big dick dude enjoyed perfect blowjob by tranny A
1 year ago
6:11

FapCat

Shemale fucked guy for the first time and she enjoyed hardcore anal sex after she gave him a blowjob Big dick dude enjoyed perfect blowjob by tranny A

Tags: amazing, anal, assfucking, big cock, blowjob, dick, double penetration

Transgender Nubile Butt Ravaged and Packed With Jizz
2 years ago
5:48

KeekAss

Transgender Nubile Butt Ravaged and Packed With Jizz

Tags: amateur, anal, ass, assfucking, bed sex, creampie, crossdressing

Trans Latina mak enjoy with fortunate fellow freind
5 years ago
1:19

KeekAss

Trans Latina mak enjoy with fortunate fellow freind

Tags: amateur, anal, barebacking, ebony, first time, gay, interracial

My first anal experience
2 years ago
8:48

TrannyOne

My first anal experience

Tags: amateur, anal, ass, blonde, close up, dildo, feet

Black girl's first time sissy fuck-a-thon makes her cum twice!
2 years ago
5:14

ShemaleTaxi

Black girl's first time sissy fuck-a-thon makes her cum twice!

Tags: amateur, anal, big cock, black, cum, first time, handjob

Mar 24th 2021
4 years ago
7:19

ShemaleSin

Mar 24th 2021

Tags: big tits, blowjob, brunette, caught, crossdressing, cumshot, cute

18yo casting tgirl strips and masturbates
4 years ago
6:10

TrannyOne

18yo casting tgirl strips and masturbates

Tags: 18 year old, audition, babe, beauty, blowjob, casting, close up

It's time for the weekly babysitter club pow-wow. All the girls get together for juice, cookies, and important agenda discussions! First up for t
6 years ago
8:14

FapCat

It's time for the weekly babysitter club pow-wow. All the girls get together for juice, cookies, and important agenda discussions! First up for t

Tags: babe, babysitter, blowjob, club, first time, gangbang, girlfriend

leaving university and this tutor took me to bang my booty
1 year ago
8:22

KeekAss

leaving university and this tutor took me to bang my booty

Tags: amateur, anal, barebacking, big ass, big black cock, big cock, booty

Shemale Porn Video Fucked for the First Time
1 year ago
23:23

TrannyOne

Shemale Porn Video Fucked for the First Time

Tags: barebacking, brunette, couple, domination, first time, hardcore, latex

Rectal, first-timer
2 years ago
10:42

ShemaleTaxi

Rectal, first-timer

Tags: amateur, anal, anal toying, ass, british, dildo, first time

JUDE LYNX — FTM FEMBOY ATTEMPTING TO WORKOUT BUT THE WILL TO GET HIS COOTER PENETRATED IS NICER
2 years ago
2:41

KeekAss

JUDE LYNX — FTM FEMBOY ATTEMPTING TO WORKOUT BUT THE WILL TO GET HIS COOTER PENETRATED IS NICER

Tags: amateur, anal, arab, asian, babe, blonde, compilation

Pounding Dickgirl Butt Gym
21 days ago
8:34

ShemaleSin

Pounding Dickgirl Butt Gym

Tags: anal, ass, big ass, big cock, big tits, dick, first time

Fem's First time Deepthroating BBC - G002
1 year ago
12:31

aShemaleTube

Fem's First time Deepthroating BBC - G002

Tags: asian, big black cock, blowjob, crossdressing, deep throat, first time, hd

Boy Natural Tits Sissy Crossdresser Lady Boy White Skin Big Ass Smooth Body
1 year ago
5:25

JizzBunker

Boy Natural Tits Sissy Crossdresser Lady Boy White Skin Big Ass Smooth Body

Tags: amateur, bdsm, beauty, big ass, big cock, big tits, boy

Mature homeless blowjob first time Nina North Fucks The Pool Man
4 years ago
5:01

TrannyOne

Mature homeless blowjob first time Nina North Fucks The Pool Man

Tags: blowjob, first time, homeless, mature, oral, pool, shemale

ПОРНО ТРАНССЕКСУАЛЫ Transsexual Play Игра Транссексуалок (2023)
2 years ago
34:23

ShemaleSin

ПОРНО ТРАНССЕКСУАЛЫ Transsexual Play Игра Транссексуалок (2023)

Tags: anal, assfucking, first time, transsexual

Redhead tranny shemale as anal cowgirl: First Timer? - Lily Demure
2 years ago
8:42

XHand

Redhead tranny shemale as anal cowgirl: First Timer? - Lily Demure

Tags: anal, ass, asslick, big tits, blonde, blowjob, cowgirl

Beautiful experienced wife swapper Gracie Jane seduces hot stud Dante Colle.Its his first-time swapping so he is extremely nervous but she makes sure
1 year ago
10:02

FapCat

Beautiful experienced wife swapper Gracie Jane seduces hot stud Dante Colle.Its his first-time swapping so he is extremely nervous but she makes sure

Tags: anal, beauty, big cock, big tits, blowjob, deep throat, experienced

she-male compilation undergarments hand-job solo first-timer
2 years ago
10:30

KeekAss

she-male compilation undergarments hand-job solo first-timer

Tags: amateur, babe, beauty, big tits, black, celebrity, compilation

We have some hot oil wrestling action on Money Talks this time around. We put out an ad for extras in a shoot but really we wanted to get girls but na
4 years ago
14:55

FapCat

We have some hot oil wrestling action on Money Talks this time around. We put out an ad for extras in a shoot but really we wanted to get girls but na

Tags: 3some, asian, big ass, big tits, blonde, blowjob, cash

The art of seduction: embrace your sensuality with style!
1 year ago
5:15

JizzBunker

The art of seduction: embrace your sensuality with style!

Tags: amateur, beauty, big cock, big tits, college, compilation, cosplay

First Time In Bed With A Transvestite
1 year ago
12:10

JizzBunker

First Time In Bed With A Transvestite

Tags: anal, beauty, bed sex, big ass, big tits, blowjob, brazilian

It was his first time with a trans, at first he was a little nervous, but he started to let
2 years ago
9:21

aShemaleTube

It was his first time with a trans, at first he was a little nervous, but he started to let

Tags: amateur, big tits, compilation, cum in mouth, domination, fetish, first time

BBC 1st time with a t-girl baddie! Milkshake creamy ass.
2 years ago
2:29

ShemaleSin

BBC 1st time with a t-girl baddie! Milkshake creamy ass.

Tags: amateur, anal, ass, big black cock, big tits, booty shake, creampie

First-timer shows how it's done
52 days ago
7:37

ShemaleTaxi

First-timer shows how it's done

Tags: amateur, big cock, first time, shemale

Piss inside pussy teen first time Young lesbians getting naked in swim
4 years ago
5:58

TrannyOne

Piss inside pussy teen first time Young lesbians getting naked in swim

Tags: first time, lesbian, nude, pissing, pussy, shemale, swimming

Tranny pornography castings with Katie Fox and TRANSSEXUAL Sophie
2 years ago
7:27

KeekAss

Tranny pornography castings with Katie Fox and TRANSSEXUAL Sophie

Tags: anal, barebacking, bbw, big ass, big tits, blonde, blowjob

Crossdresser 1st time sucks penis gets drilled facial full sissy
1 year ago
10:40

ShemaleSin

Crossdresser 1st time sucks penis gets drilled facial full sissy

Tags: amateur, anal, crossdressing, dick, drilling, facial, fetish

Eleanor's Girthier Knob Massages My Teen P-Spot Led to Cum Trickling on Couch
1 day ago
7:23

ShemaleSin

Eleanor's Girthier Knob Massages My Teen P-Spot Led to Cum Trickling on Couch

Tags: amateur, anal, ass, big tits, couch, creampie, cum