TRANNY • FIRST TIME 199 videos

Popular Latest Top rated

32:17 82%

Helena Price - First Time With A Ladyboy Hd

4 years ago

ShemaleZ

big tits, ladyboy, tattoo, crossdresser, ass licking, first time
20:01 91%

Pretty young tgirl ass fucked for the first time

5 years ago

ShemaleZ

stockings, shemale, lingerie, redhead, cumshot, ass, first time
2:25:10 64%

First Time Fembois 2

2 years ago

ShemaleZ

redhead, first time, shemale fucks guy, brunette
51:27 66%

Little ones first time - all 3 angles

5 years ago

TXXX

asian, bareback, first time, amateur
18:51 76%

Fucked by a man for the first time.

5 years ago

ShemaleZ

POV, first time, asian, teen (18+)
36:39 70%

Comes To Visit For The First Time Surprisingly Is A

1 year ago

ShemaleZ

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35:58 92%

Fresh faced dickgirl masturbates for the first time on cam

8 years ago

TXXX

solo, masturbation, first time
3:05:31 43%

Hiiragi Kana And Alice Nanase In Dass-616 First Time Nh Lesbian Sex. First Time Ever, Ban Lifted. W Exclusive Special Kana Hiiragi

2 months ago

ShemaleZ

lesbian, shemale, stockings, asian, first time
16:00 87%

Femdom Ts Initiation: First Time Fuckers

4 years ago

ShemaleZ

femdom, threesome, first time, fetish
16:30 70%

Teen shemale LOVES first time with boyfriend

9 years ago

TXXX

blowjob, first time, boyfriend
37:05

Young Guy fuck the first Time a Shemale

2 years ago

xHamster

first time
18:23 76%

Barbie Girls Don't Need A Ken. They Have Their Own Dicks

1 year ago

xHamster

teen (18+), blowjob, shemale and girl, cumshot, first time, creampie
16:16 50%

This is my first time fucking a shemale babe

5 years ago

xHamster

babe, first time, ladyboy
23:10 85%

Fucked For The First Time with Domino Presley

4 years ago

ShemaleZ

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28:10 81%

My Trans Girlfriend Fucks Me For The First Time. She I Love How She Fucks My Ass

1 year ago

ShemaleZ

amateur, redhead, girlfriend, first time
15:21

Boy gets to fuck a CD for the first time

7 years ago

xHamster

couple, lingerie, first time
19:36

Pretty young tgirl ass fucked by girl for the first time

5 years ago

TXXX

POV, first time, shemale and girl
16:51 71%

Young Sexy Ladyboy First Time With Her Sugar Stepdaddy Suck Fuck Cum - Sugar Daddy

5 months ago

HClips

shemale fucks guy, asian, amateur, first time, ladyboy
25:06

Hellos First Time With fantastic lady-twink

6 years ago

ShemaleZ

first time
1:58:01 60%

Hiiragi Kana In Dass-588 When I Met My Childhood Friend For The First Time In Three Years, I Found Out She Had Become A Stunningly Beautiful Young Woman And We Ended Up Having A Physical Relationship. Kana Hiiragi

7 months ago

ShemaleZ

lingerie, shemale, asian, first time
15:34 82%

ASIANTGIRL - Compilation Updates 27th Jan to 31st Jan '25

8 months ago

xHamster

compilation, asian, solo, masturbation, first time, shemale
29:07

Teaching str8 young boy first time ladyboy experience

8 years ago

ShemaleZ

ladyboy, first time
16:37 86%

First Time Topping - T4t Intimate Cute Anal

8 months ago

HClips

shemale and girl, cute, amateur, shemale, POV, first time
15:30 67%

I arrived by surprise. It was his first time sucking a shemale

2 years ago

xHamster

blowjob, couple, shemale and girl, compilation, surprise, cumshot compilation, first time
1:00:28 54%

She Is An Innocent Girl Who Is Having Sex For The First Time In A Year. The Old Mans Port Is Fully Erect As He Looks Very Shy. A Big Cock Is Stuck In The Vagina Hole For The First Time In A Year! Two Consecutiv

1 year ago

HClips

creampie, old man, POV, asian, shy, first time
29:19 60%

The first Time Kisses Came Upon Rio

6 years ago

TXXX

kissing, first time, amateur, webcam
18:28

Its time you tasted your first shemale cock

6 years ago

xHamster

first time
44:37

Sex Tourist Bangs A Shemale For The First Time

4 years ago

HClips

threesome, first time, brunette
15:37

First Time Eating Ass

3 years ago

Upornia

first time
20:09 67%

First Time Working Out With New Gym Buddy Fucks New Tantaly - Emily Adaire And Lina Paige

9 months ago

HClips

solo, first time, amateur, shemale, gym
39:29

Sharnell Dupree - First-time Fantasy

4 years ago

TXXX

first time, asian
18:53 88%

Made His First Time Memorable - Anastasia Penny

1 year ago

ShemaleZ

cumshot, big cock, first time
44:40 61%

Indian Taina - My First Time With An Indian

2 years ago

ShemaleZ

ebony, indian, shemale, interracial, big cock, first time
1:29:57

741m584-g03 My Son Who Came Back For The First Time In

2 years ago

ShemaleZ

first time, asian
38:59 56%

First-Time Fantasy

6 years ago

ShemaleZ

cum in mouth, bareback, first time
15:57

Yvanas First Time On Porn - Alexandra Bxl

3 years ago

ShemaleZ

stockings, lingerie, first time
22:54

His First Time With A shetwink

7 years ago

ShemaleZ

first time
1:02:42 62%

First Time Visit To The Gloryhole For This attractive playgirl

6 years ago

ShemaleZ

gloryhole, first time
17:15

Skinny Ladyboy Fucks A Guy For The First Time. P1 18 Min

3 years ago

ShemaleZ

ladyboy, skinny, first time, brunette
19:58 66%

MY FIRST TIME FUCK BEAUTIFUL SHEMALE ON UPSTAIRS

3 years ago

xHamster

beauty, small cock, creampie, anal, interracial, bareback, small tits
23:19

First Time For My Husband Fuck With Ladyboy

2 years ago

Upornia

amateur, teen (18+), asian, husband, first time, ladyboy
2:40:58 64%

Mooc-002 When I Met My Childhood Friend For The First Time In A Year, He Had Become A Yandere Girl. He Showed Me His Big Dick And I Got Aroused, So I Had Anal Sex With Him And Ejaculated Inside Him Over And Over Again. Hifumi Yuuri

6 months ago

ShemaleZ

big cock, shemale, asian, shemale and girl, first time
21:15

Guy first time with blonde Tgirl

6 years ago

ShemaleZ

first time
24:09 83%

Phat Rabbit Killer My First Time

4 years ago

HClips

ebony, interracial, tattoo, ass licking, first time
16:43

Feels Like The First Time

3 years ago

ShemaleZ

first time
33:17 83%

His First Time With A Shemale

3 years ago

ShemaleZ

fetish, MILF, big cock, first time
15:13 40%

Ftm gets pegged by wife for the first time

6 years ago

ShemaleZ

wife, shemale and girl, pegging, first time, FTM
40:46

First Time Cream Pie

3 years ago

ShemaleZ

fetish, BDSM, tattoo, first time, brunette
38:26

OMG – only after she pulled her pants down did he know she had a dick

4 years ago

xHamster

MILF, orgasm, nipples, natural, cum in mouth, first time
28:17 83%

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

2 years ago

xHamster

homemade, ladyboy, first time, shemale fucks guy, latina, amateur
1:29:57 76%

M584G02 son who has returned for the first time in a few years is a transcendental transsexual.

2 years ago

xHamster

bisexual, orgasm, japanese, cum in mouth, first time
21:39 85%

Jamie French And Erica Cherry Fuck For The First Time And They Fuck Hard! Ots764

4 years ago

TXXX

french, first time, cumshot
21:50

Trans Fucking A Straight Boy For The First Time

1 year ago

ShemaleZ

BDSM, first time
22:35

Tgirl fucks Tboy with pussy ................Pussyboy get fucked for first time

4 years ago

TXXX

first time
20:31

Blonde for the first time

8 years ago

TXXX

first time
38:26

Hammering Deep First Time In That Enormous Moist Pooper Of Blond Bombshell Aubrey

3 years ago

ShemaleZ

POV, first time
21:03 49%

T Gurl Cums in her dress

5 years ago

xHamster

public, shemale, outdoor, dress, cumshot compilation, first time
17:17 62%

Skinny Ladyboy Fucks A Guy For The First Time. P2 18 Min

3 years ago

ShemaleZ

ladyboy, 18, big cock, first time, brunette
16:34

First time

6 years ago

ShemaleZ

first time
39:35 88%

Skinny Asian Ladyboys First Time On Camera

1 year ago

ShemaleZ

small cock, asian, ladyboy, skinny, small tits, first time
18:17

First time with a tranny

11 years ago

xHamster

first time
25:45

FUTANARIA FIRST TIME FUCK BUDDIES

5 years ago

ShemaleZ

first time
36:43

Kendall Penny - Submits for the First Time

5 years ago

ShemaleZ

BDSM, first time
32:00

Susie Vicentini - First Time On Camera

5 years ago

ShemaleZ

lingerie, tattoo, ass licking, webcam, first time
27:53 80%

Anastasia Penny – He Hired An Escort For The First Time

2 years ago

Upornia

big tits, lingerie, first time, escort, interracial
19:39

Lucimara Santos Pool teen First Time t-girl pound

7 years ago

ShemaleZ

pool, first time
18:24

T-girl Alexandra naked for the 1st time,playing with herself

4 years ago

xHamster

mature, first time
27:19 44%

Fucking A T-girl For The First Time With Renata Barbosa And Fernandinha Fernandez

1 year ago

ShemaleZ

shemale and girl, shemale, big ass, MILF, tattoo, first time
17:26 80%

Alexandra Bxl In Young Guy Fucked In The Ass For The First Time By A Tranny

4 years ago

ShemaleZ

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39:15

Cute shemale girl gets anal fucked for the first time

3 years ago

xHamster

cute, first time
25:36

Hellos First Time With fantastic lady-twink

7 years ago

ShemaleZ

first time
2:28:19 60%

Auks-100 Shemale Lesbian Series Transwoman Virgin Fucks A Big-breasted Baby-faced Babe For The First Time - Masuda Yume, Yume Masuda And Horse Hung

4 months ago

ShemaleZ

babe, lesbian, first time, shemale, big tits, asian
25:56

Katerin Britz - The First Time Is Always Intense

1 year ago

HClips

stockings, big ass, shemale, ass, first time
20:31

Blonde for the first time

7 years ago

ShemaleZ

first time
27:17

Cuties First Time With ladyboy

7 years ago

ShemaleZ

first time
33:14

My Hot Online Asian Girlfriend! Were Meeting For The First Time And She Forgot To Tell Me She Has A Cock!

1 year ago

ShemaleZ

shemale, interracial, asian, first time, cum in mouth
33:17

His first time with a shemale

3 years ago

xHamster

vintage, domination, first time
30:46 74%

Jamie French And Bambi Bliss - First Time Ots846

3 years ago

ShemaleZ

shemale, french, ass licking, first time, stockings
15:16

Crossdresser first time Dressing for man

8 years ago

ShemaleZ

dress, first time
17:36

Fucking first time!

7 years ago

xHamster

first time
26:06

Tranny For The First Time

7 years ago

ShemaleZ

first time
55:09

M584g01 Stepson Who Has Returned For The First Time In 5 Years Is A Transcendental Transsexual?

2 years ago

ShemaleZ

shemale, asian, first time
52:54 90%

Trans Vanessa Jhons welcome Gonzo first time double anal

5 years ago

TXXX

anal, big tits, BDSM, double anal, gangbang, big cock, orgy
39:41 75%

Skinny Asian ladyboys first time on camera

1 year ago

xHamster

asian, japanese, ladyboy, skinny, small tits, first time
37:10

Pixie and Rachael making out. First time

6 years ago

ShemaleZ

first time
45:20

His first time with a Shemale

5 years ago

xHamster

outdoor, first time
22:37

First Time Shemale Sex Virgins

6 years ago

ShemaleZ

first time
22:34

Fucked For The Very First Time

4 years ago

TXXX

big tits, first time, shemale fucks guy
16:20

My First Time With A Trans And The First With Agatha Lyra

2 years ago

ShemaleZ

tattoo, first time
23:44 81%

Her first time with a Shemale

8 years ago

xHamster

lingerie, first time, shemale and girl, big cock
15:24

Octavia Red And Emma Rose - Shy Babe Tries First Time T-girl Fuck With Passionate Bestie 16 Min

5 months ago

ShemaleZ

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24:39

Socrates & Nyl Intense Sex Delicious Asian Swallowing Huge Cock For The First Time Tight Tasty Pussy Fucked Hard Intense Sex

1 year ago

Upornia

swallow, first time, asian, threesome
25:54 86%

First time BBC

5 years ago

ShemaleZ

interracial, big tits, BBC, first time
32:36

Estela Duarte In First Time Sucking A Shemale Cock

2 years ago

ShemaleZ

big ass, first time
28:31

My Trans Girlfriend Fucks Me For The First Time. She Loves How She Fucks My Ass

2 years ago

ShemaleZ

first time, shemale fucks guy
33:17

Graziella Blond - His First Time With A Shemale

2 years ago

ShemaleZ

first time
21:04

First Time Sthis chabmale Sex encounters

7 years ago

ShemaleZ

first time
15:26

Its finally time to fuck my first tranny

7 years ago

xHamster

first time
16:29

Your first time with a tranny will be incredible

7 years ago

xHamster

gangbang, first time
15:05

My First Time With With Lina Paige

3 years ago

ShemaleZ

first time, brunette
22:37

TRANNY SHEMALE FUCKS STRAIGHT GUY - FIRST TIME TRANSSEXUAL FUCKING

2 years ago

xHamster

latina, first time, shemale fucks guy
22:55

My first time!

1 year ago

xHamster

teen (18+), shemale, teen anal (18+), first time
20:26

I Record While I Fuck For The First Time With My Transsexual Girlfriend 20 Min

2 years ago

ShemaleZ

redhead, first time
32:49

Cassie Takes A Dragon For The First Time - Cassie Cummings

4 years ago

ShemaleZ

tattoo, first time
20:04 93%

TGIRL POST-OP: Jenny Loves Her New Pussy Fucked

3 years ago

xHamster

anal, big ass, couple, ass, first time, post op
52:24 95%

Trans Welcome Gonzo First Time Double Butt - Vanessa Jhons

4 years ago

ShemaleZ

handjob, big ass, MILF, big tits, tattoo, toys, first time
35:17 83%

The First Time Married To A Trans Girl

4 months ago

HClips

POV, lingerie, shemale and girl, bareback, small tits, first time, brunette
32:36

Stella First Time Sucking A Shemale Cock

3 years ago

ShemaleZ

outdoor, tattoo, first time
39:01 74%

A curious woman tries a shemale's cock for the first time

3 years ago

xHamster

shemale and girl, first time
26:25

Katerin Britz - The First Time Is Always Intense

1 year ago

ShemaleZ

first time, big ass, shemale, ass
58:40

My first time seeing her shove a dildo in that tight ass

10 years ago

xHamster

dildo, tight, first time
59:26

First Wet Gangbang With Dap! Kittala Gets Dap From 4 Big Cocks For The First Time Eks163 In Hd

1 year ago

HClips

big cock, gangbang, first time, shemale, threesome
15:58

This is our first time fucking a tranny

3 years ago

xHamster

JOI, first time
22:53

His first time with a tranny

12 years ago

xHamster

first time
22:38

Tranny Shemale Fucks Straight Guy - First Time Transsexual Fucking

2 years ago

ShemaleZ

first time, shemale fucks guy
25:49

Futanaria First Time Fuck Buddies

5 years ago

ShemaleZ

shemale, first time
36:33

Carolina Biondi Trans Active Shooting For The First Time

10 months ago

ShemaleZ

first time, shemale, stockings, lingerie, tattoo
19:02

First time anal (no sound)

6 years ago

TXXX

first time
1:38:11

My First Time With A Trans (Full movies)

6 years ago

TXXX

full movie, first time
32:30

Susie Vicentini - First Time On Camera

6 years ago

ShemaleZ

tattoo, ass licking, first time

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