SHEMALE • FIRST TIME 701 videos

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29:19 60%

The first Time Kisses Came Upon Rio

6 years ago

TXXX

kissing, first time, amateur, webcam
44:37

Sex Tourist Bangs A Shemale For The First Time

4 years ago

HClips

threesome, first time, brunette
15:15 77%

VERY FIRST TIME TRANSGENDER PLOWED IN BOOTY AND CREAMPIED

2 years ago

KeekAss

amateur, stockings, creampie, bareback, first time, webcam
39:02

A curious chick tries a shemales knob for the first-ever time

7 months ago

ShemaleMovie

first time, big cock, shemale
33:20

My hot online Asian girlfriend! Were meeting for the first time and she forgot to tell me she has a cock!

1 year ago

XXXDan

girlfriend, shemale, asian, first time
16:30 88%

Black guy beeing fucked for his first time by a tgirl

9 months ago

AShemaleTube

black, amateur, shemale, first time
1:40:20

My First Time With A Tranny (Full Hd Version – Director’s Cut)

3 years ago

TrannyOne

first time
53:13 69%

First Time butthole couple Sex

3 years ago

TrannyOne

shemale, couple, masturbation, first time
29:52 57%

Lad has his first time with very hot TS

14 years ago

AShemaleTube

first time
1:02:42 61%

First Time Visit To The Gloryhole For This attractive playgirl

6 years ago

ShemaleZ

gloryhole, first time
18:53 88%

Made His First Time Memorable - Anastasia Penny

2 years ago

ShemaleZ

cumshot, big cock, first time
20:49 91%

Big Tits First Timer Gets His Ass Fucked From The Tranny!

2 years ago

BeMyHole

bisexual, big ass, brazil, big tits, latina, domination, first time
39:29

Sharnell Dupree - First-time Fantasy

5 years ago

TXXX

first time, asian
17:15

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

4 years ago

ShemaleZ

ladyboy, skinny, first time, brunette
17:52 78%

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

3 years ago

TrannyOne

first time, hardcore
19:54

She-male Jessica Kate, the most desired transsexual in Spain, fucks a young and first-timer stud - FAKings

4 months ago

ShemaleTaxi

shemale, first time, amateur, casting, spanish, big cock
32:23

JoJo Havana First-Ever Time non-pro Comes In Porno With A group sex

5 years ago

TrannyGem

group, first time
44:40 62%

Indian Taina - My First Time With An Indian

2 years ago

ShemaleZ

ebony, indian, shemale, interracial, big cock, first time
23:23

Shemale Porn Video Fucked for the First Time

1 year ago

TrannyOne

latex, stockings, first time, shemale
15:57

Yvanas First Time On Porn - Alexandra Bxl

3 years ago

ShemaleZ

stockings, lingerie, first time
19:58 66%

MY FIRST TIME FUCK BEAUTIFUL SHEMALE ON UPSTAIRS

3 years ago

xHamster

beauty, small cock, creampie, anal, interracial, bareback, small tits
19:46

MidLife Crisis (v0.30) - Middled age stud creampied for very first time (three)

3 years ago

TrannyGem

amateur, teen (18+), teen anal (18+), game, 18, wet, anime
15:54

SOMEONES SPUNKING

4 years ago

TrannyGem

strip, goth, first time
25:51 67%

Five Cocks for her First Time

2 months ago

NuVid

big cock, gangbang, shemale, group, first time
21:15

Guy first time with blonde Tgirl

6 years ago

ShemaleZ

first time
15:28

Brunette gets Pegged by Wife for the first Time

5 years ago

TrannyGem

wife, clit, shemale and girl, big clit, erotic, pegging, first time
15:21

ADULT TIME - Best First Date Ever! Casey Calvert Gobbles Up T-Girl Leilani Li & Takes Creampie!

1 year ago

SomePorn

reality, lesbian, shemale and girl, shemale, creampie, first time
25:40

Ebony shemale and male Sub kinky sex

1 month ago

Analdin

ebony, shemale, fetish, big tits, masturbation, big cock, first time
33:22

His first time with a shemale

11 months ago

XXXDan

MILF, BDSM, vintage, teacher, first time, hardcore
16:34

First time

6 years ago

ShemaleZ

first time
16:43

Feels Like The First Time

3 years ago

ShemaleZ

first time
16:15 67%

ADULT TIME - Sexy T-Girl Brittney Kade seduces nervous heterosexual BF For FIRST TIME TRANS FUCK!

2 months ago

HDSex

big ass, big tits, ass, deepthroat, reality, seduced, first time
32:51 83%

French tgirl : his first time with a sexy dicky girl

4 years ago

AShemaleTube

french, outdoor, ass to mouth, shemale and girl, blonde, first time
23:19

First Time For My Husband Fuck With Ladyboy

2 years ago

Upornia

amateur, teen (18+), asian, husband, first time, ladyboy
1:29:57 75%

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
1:40:20

My first time with a transexual Full Hd Version Directors Cut

1 year ago

JizzBunker

first time
19:51 88%

T-Model teenager with yam-sized pink cigar lets dude plow her in the butt

3 years ago

TrannyGem

sissy, first time, cum in ass, shemale fucks guy, shemale
25:17

Walkiria Drumond In Blonde Big Tit Tranny Walkiria Fucks Guy Anally For The First Time

1 month ago

HClips

shemale, big cock, amateur, shemale fucks guy, big tits, first time
20:31

Blonde for the first time

8 years ago

TXXX

first time
23:46

Guys first Time with Tgirl

5 years ago

BeMyHole

kissing, nipples, 69, panties, jeans, first time
15:31 78%

ADULT TIME - Lonely T-nymph Emma Rose Has first-ever Romantic Suck And Fuck WIth Big Dick roomy!

6 months ago

ShemaleMovie

anal, riding, big cock, reality, cum in mouth, first time, cum in ass
18:44

Suspended Trans Keira Verga fucks her aficionado for the first-ever time

1 year ago

ShemaleMovie

stockings, anal, lingerie, ass, heels, first time, hardcore
40:46

First Time Cream Pie

3 years ago

ShemaleZ

fetish, BDSM, tattoo, first time, brunette
56:57 40%

First Time in a White Swimsuit...i Was Humiliated by Being Given a Lot of Instructions in a Limited Distribution

11 months ago

$$ FapHouse

handjob, anal, instruction, japanese, swimsuit, toys, domination
23:23

Fucked for the First Time

4 years ago

TrannyOne

panties, first time, hardcore
21:39 85%

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

5 years ago

TXXX

french, first time, cumshot
18:17

First time with a tranny

11 years ago

xHamster

first time
16:49

Her black transgirl fuck-stick is so meaty and rock hard

4 years ago

TrannyGem

JOI, first time
15:13

Cute babe wanna try first time fuck with tranny babe. Kasey Kei x Gal Ritchie

8 months ago

MyLust

babe, shemale, MILF, first time, cute
25:45

FUTANARIA FIRST TIME FUCK BUDDIES

5 years ago

ShemaleZ

first time
22:35

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

4 years ago

TXXX

first time
39:35 89%

Skinny Asian Ladyboys First Time On Camera

1 year ago

ShemaleZ

small cock, asian, ladyboy, skinny, small tits, first time
15:49

Vol #3: torn up For The first Time on Femout

2 months ago

ShemaleTaxi

kissing, small cock, blowjob, small tits, taxi, first time, shemale fucks guy
21:50

Trans Fucking A Straight Boy For The First Time

2 years ago

ShemaleZ

BDSM, first time
15:52

My First Time with a Shemale and the First Time

1 month ago

$$ FapHouse

big ass, brazil, latina, cumshot, ass, first time
15:27 91%

ADULT TIME - hottest very first rendezvous Ever! Casey Calvert Gobbles Up T-Girl Leilani Li & Takes DEEP Creampie!

1 year ago

ShemaleTaxi

shemale, creampie, shemale and girl, big ass, first time
21:03 49%

T Gurl Cums in her dress

5 years ago

xHamster

public, shemale, outdoor, dress, cumshot compilation, 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
22:55 83%

My first time!

2 years ago

XXXDan

teen (18+), teen anal (18+), first time
16:01

ADULT TIME - Straight Girl Kenzie Taylor First Trans pummel With fat knocker T-Girl Brittney Kade

1 year ago

ShemaleTaxi

shemale and girl, shemale, first time, fat, taxi
16:43 82%

Feels Like The First Time . . .

4 years ago

TrannyOne

skinny, first time, anal
27:26

First time being role-toyed restrain bondage and conditioning, kneeling and eating cock

2 years ago

ShemaleTaxi

bondage, first time
22:54

First Time Threeway with a Black Tranny Babe

16 years ago

AShemaleTube

black, babe, first time, interracial
19:29

Blonde sissy in dress used in missionary and first time rimming ass(close up) - LaylacrossFR

1 year ago

AShemaleTube

sissy, shemale, first time
15:29

Its my first time letting a shemale rail my shaft

3 years ago

ShemaleTaxi

first time
15:24

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

7 months ago

ShemaleZ

lingerie, shemale and girl, shemale, big tits, first time
22:39

Young Guy Fucks Blonde Latin Shemale Anal for the First Time

3 weeks ago

AShemaleTube

shemale, ladyboy, anal, big cock, first time
21:05

Hot shemale fucks for first time her boyfriend

4 years ago

TrannyOne

first time, boyfriend
20:54

Tranny surprises male date

1 year ago

JizzBunker

shemale, surprise, first time, anal, blowjob
15:21

ADULT TIME - Hottest Very first Rendezvous Ever Casey Calvert Tongues Up T-Nymph Leilani Li Takes DEEP Internal ejaculation

1 year ago

KeekAss

big ass, first time
33:21

My red-hot online japanese girlfriend! Were meeting for the first time and she forgot to tell me she has a shaft!

1 year ago

ShemaleTaxi

first time, cum in mouth, japanese, girlfriend, anal
16:56 65%

Young Sexy Ladyboy First Time with Her Sugar Daddy Suck, Fuck and Cum

7 months ago

$$ FapHouse

homemade, asian, ladyboy, small tits, first time, shemale fucks guy
28:25

My trans gf fucks me for the first-ever time. She I love how she fucks my backside

1 year ago

ShemaleTaxi

hardcore, amateur, anal, blowjob, first time
22:00

Ts In Stockings Ingrid Moreira The First Time

3 years ago

BeMyHole

piercing, condom, shaving, first time, shemale fucks guy, lingerie
16:17 75%

Ts Madisons massive cock takes on a guy for the first time on cam

3 months ago

XXXVogue

shemale fucks guy, ebony, big cock, domination, first time
16:20

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

3 years ago

ShemaleZ

tattoo, first time
16:06

His very first time with a trans, did he like it2

2 years ago

KeekAss

blowjob, crossdresser, 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
17:17 62%

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

4 years ago

ShemaleZ

ladyboy, 18, big cock, first time, brunette
16:11

Is this your very first time tearing up a red-hot transgender princess

6 years ago

TrannyGem

first time, big cock, bareback
15:46 67%

Turning My husband Into Tranny tart, lady first time with Tranny

1 year ago

ShemaleMovie

shemale, strapon, train, BDSM, crossdresser, husband, ass
16:11

Your first-ever time with a ladyboy will be unbelievable

5 years ago

TrannyGem

first time
15:25 60%

Sissy Rozebell experiences wild jizz flow in her butt for the first time

1 month ago

XXXVogue

amateur, crossdresser, BBC, sissy, first time, femboy
32:10

First-ever-Time smacking, Plus fleshy Anal for Pup

3 months ago

ShemaleMovie

couple, first time, homemade, spanking
18:24

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

4 years ago

xHamster

mature, first time
21:45

Big Booty Tech Nerd is a Dildo Virgin. Anal Nut First Timer!

5 years ago

BeMyHole

dildo, first time, big tits
17:19

Strikingly Stunning T-Girl is Providing me a Flawless Oral Pleasure

5 years ago

TrannyGem

facial, natural, first time
27:53 81%

Anastasia Penny – He Hired An Escort For The First Time

2 years ago

Upornia

big tits, lingerie, first time, escort, interracial
15:16

Crossdresser first time Dressing for man

8 years ago

ShemaleZ

dress, first time
38:26

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

3 years ago

ShemaleZ

POV, first time
33:51

Kendra Romans - First-Ever Time

2 years ago

KeekAss

anal, big ass, first time
25:36

Hellos First Time With fantastic lady-twink

7 years ago

ShemaleZ

first time
28:10

Tgirl Fucks Kyla Diniz: My Very First Time

3 years ago

BeMyHole

lingerie, shaving, first time, outdoor, brunette
16:38

Your first time with a tranny will be outstanding

5 years ago

ShemaleMovie

bisexual, first time
51:58

First-time trap enjoys a wide open slot with some hefty toys

5 months ago

XXXVogue

first time, crossdresser
32:00

Susie Vicentini - First Time On Camera

6 years ago

ShemaleZ

lingerie, tattoo, ass licking, webcam, first time
22:07

FIRST-EVER TIME WITH MY FRESH FUCK-FEST MACHINE ASS FUCKING

1 year ago

TrannyGem

solo, british, toys, first time, machine, cosplay
36:43

Kendall Penny - Submits for the First Time

6 years ago

ShemaleZ

BDSM, first time
15:26 63%

ADULT TIME - Best First Date Ever! Casey Calvert Gobbles Up T-Girl Leilani Li Takes DEEP Creampie!

1 year ago

JizzBunker

first time, creampie, shemale and girl
28:27

My trans gf screws me for the first-ever time. She loves how she fucks my ass

2 years ago

ShemaleTaxi

amateur, blowjob, girlfriend, first time, shemale fucks guy, homemade
33:46 50%

Milf Silvana Lee Has Hardcore Sex With Her Brothers Sexy Shemale Girlfriend Lizzy Laynez Indoor

4 months ago

BeMyHole

shemale, blowjob, MILF, dogging, latina, ass licking, riding
27:17

Cuties First Time With ladyboy

7 years ago

ShemaleZ

first time
17:36

Fucking first time!

7 years ago

xHamster

first time
33:17

His first time with a shemale

3 years ago

xHamster

vintage, domination, first time
17:26 78%

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

4 years ago

ShemaleZ

mature, first time, shemale fucks guy, shemale, amateur
19:39

Lucimara Santos Pool teen First Time t-girl pound

7 years ago

ShemaleZ

pool, first time
25:56

Katerin Britz - The First Time Is Always Intense

1 year ago

HClips

stockings, big ass, shemale, ass, first time
29:52

Twink Has his Very First Time With Highly mouth-watering TRANSSEXUAL

5 years ago

TrannyGem

cute, first time
37:10

Pixie and Rachael making out. First time

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
36:43 67%

Very first time with my Hismith machine

4 years ago

ShemaleTaxi

orgasm, machine, sissy, first time, solo, masturbation
39:15 86%

Cute shemale girl gets anal fucked for the first time

3 years ago

xHamster

cute, first time
30:27 82%

Skinny she-male gets insatiable anal fucked in the small ass

7 months ago

VideoSection

shemale, anal, asian, 18, ass, skinny, first time
28:39

Guy Fucks His Stepsister For The First Time

7 months ago

AShemaleTube

blowjob, shemale, 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
15:56

SOMEONES spunking

4 years ago

ShemaleTaxi

goth, taxi, 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
15:57 60%

Vol #9: screwed For The first Time on Femout

2 months ago

ShemaleTaxi

kissing, small cock, blowjob, compilation, big cock, small tits, first time
23:44 81%

Her first time with a Shemale

8 years ago

xHamster

lingerie, first time, shemale and girl, big cock
33:03

Blonde TS woman fucks the bald mans sweet ass bareback for the first time

5 years ago

BeMyHole

nipples, first time, missionary, close up

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