SHEMALE • FIRST TIME 845 videos

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24:14 96%

First Time With Jacuzzi... OMG

4 months ago

AShemaleTube

big tits, ebony, shemale, first time
27:22 96%

Bashful lean ladyboy very first time on camera

6 months ago

ShemaleTaxi

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21:31 94%

Naughty man gets his sweet ass banged hard by the huge TS dick for the first time

4 years ago

TrannyOne

feet, heels, first time, fetish
15:27 93%

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

1 year ago

ShemaleTaxi

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44:17 93%

Kendall Penny - Southern Sass Submits For The First Time!

4 years ago

ShemaleZ

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20:01 92%

Pretty young tgirl ass fucked for the first time

5 years ago

ShemaleZ

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46:35 92%

First Time With A Shemale

5 years ago

BeMyHole

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20:04 91%

TGIRL POST-OP: Jenny Loves Her New Pussy Fucked

4 years ago

xHamster

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20:33 91%

My first time getting dominated by a hot blonde trans babe

8 months ago

XXXVogue

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30:15 91%

Femout XXX: Nurse Kays First Time on Film

8 months ago

$$ FapHouse

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52:24 91%

Trans Welcome Gonzo First Time Double Butt - Vanessa Jhons

4 years ago

ShemaleZ

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32:28 90%

Trans female, porn industry star, young girl

1 month ago

XXXVogue

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20:49 90%

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

2 years ago

BeMyHole

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16:00 90%

Femdom Ts Initiation: First Time Fuckers

5 years ago

ShemaleZ

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39:35 90%

Skinny Asian Ladyboys First Time On Camera

2 years ago

ShemaleZ

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35:58 90%

Fresh faced dickgirl masturbates for the first time on cam

9 years ago

TXXX

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19:52 90%

Shemale teen with big schlong lets stud shag her in the ass

1 year ago

ShemaleMovie

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19:51 89%

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

3 years ago

TrannyGem

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18:50 89%

AUBREYS FIRST-EVER TIME

6 years ago

TrannyGem

shemale, first time
31:25 89%

Cute Femboy Schoolgirl First Time With BBC

1 month ago

AShemaleTube

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16:20 88%

ADULT TIME - T-nymph Brittney Kade Fufills Besties Bucket List tear up By Topping Him & eating His Ass

10 months ago

VideoSection

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23:57 88%

My Stepbrother Sleeps With Me And Ends Up Fucking A Beautiful Trans Girl - MarilyDaniela

4 months ago

BeMyHole

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52:54 88%

Trans Vanessa Jhons welcome Gonzo first time double anal

5 years ago

TXXX

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24:51 88%

Cunty bride meet up big black cock for first-ever time

6 months ago

ShemaleMovie

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18:53 88%

Made His First Time Memorable - Anastasia Penny

2 years ago

ShemaleZ

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39:15 88%

Cute shemale girl gets anal fucked for the first time

3 years ago

xHamster

cute, first time
20:43 87%

My first time dominated by scorching light-haired t-girl LaraMCX

3 months ago

ShemaleMovie

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21:17 87%

I went to pulverize a trans with a good-sized jizz-shotgun and finished up being violated into by her in the end.

1 year ago

TrannyGem

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28:15 87%

My trans gf penetrates me for the very first time. She I love how she plows my caboose

2 years ago

KeekAss

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24:36 87%

Taking my best friend to have some great sex with a trans woman for the first time, NO HAIR

2 months ago

AShemaleTube

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18:15 87%

FEMALE DOMINATION HANDBALLING ASSFUCKING INSTRUCTING PEGGING DOMINATRIX PREDOMINANCE FEMBOY

4 years ago

TrannyGem

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17:56 86%

Legacy Mess: bony transgender princess humps a guy for the first time. P2

1 year ago

ShemaleMovie

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29:11 86%

Transsexual Bianca (bibibratx) top for the first-ever time with Cristiano

1 year ago

ShemaleTaxi

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29:36 86%

Teaching str8 young boy first time ladyboy experience

9 years ago

AShemaleTube

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28:17 86%

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

2 years ago

xHamster

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30:27 86%

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

1 year ago

VideoSection

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33:58 86%

For the first-ever time he put the metal in the trans - Isa Oliveira

6 months ago

KeekAss

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25:54 86%

First time BBC

6 years ago

ShemaleZ

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33:49 85%

Tgata Manuella Gonçalves Did Whatever She Wanted While Riding With Alex Victor.

1 year ago

BeMyHole

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31:25 85%

Adorable Femboy teen First-ever Time With BIG BLACK COCK

1 month ago

KeekAss

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16:42 85%

I Recently Acquired A Giant Tentacle Dildo, And In This Video I Use It For The First Time

3 years ago

BeMyHole

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18:24 85%

The very first time

2 years ago

AShemaleTube

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28:18 85%

Amazing Roxxie Moth Gets Anal Bareback First Time

5 years ago

BeMyHole

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46:35 85%

First Time With A Shemale

4 years ago

TrannyOne

first time
21:39 85%

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

5 years ago

TXXX

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16:27 84%

Trans girl Selena assfucked for the first time

2 years ago

AShemaleTube

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32:51 84%

French tgirl : his first time with a sexy dicky girl

5 years ago

AShemaleTube

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39:41 83%

Skinny Asian ladyboys first time on camera

2 years ago

xHamster

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15:32 83%

Russian Femboy Fucks With Mistress For The First Time With A Huge Strapon Tied With A Chastity

4 years ago

ShemaleZ

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19:39 83%

Horny Danish Boy - His First Time

7 months ago

BeMyHole

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33:17 83%

His First Time With A Shemale

3 years ago

ShemaleZ

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22:55 83%

My first time!

2 years ago

XXXDan

teen (18+), teen anal (18+), first time
16:43 83%

Feels Like The First Time . . .

4 years ago

TrannyOne

skinny, first time, anal
15:18 83%

BEGINNER TRANSE ZUM ERSTEN MAL IN DEN ARSCH GEFICKT UND BESAMT ASS JOB

4 years ago

TrannyGem

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24:09 83%

Phat Rabbit Killer My First Time

5 years ago

HClips

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53:12 83%

First time anal couple sex blonde tgirl

7 years ago

AShemaleTube

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32:17 83%

Helena Price - First Time With A Ladyboy Hd

4 years ago

ShemaleZ

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28:10 83%

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

2 years ago

ShemaleZ

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18:29 83%

First time getting fingered before taking the dildo in

5 months ago

XXXVogue

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27:53 82%

Anastasia Penny – He Hired An Escort For The First Time

3 years ago

Upornia

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18:38 82%

Melissa Masters - Your Very First Time Trans Femdom GFE

8 months ago

DrTuber

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43:28 82%

Shelady Very First Time cam

5 years ago

TrannyGem

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27:09 82%

First Time Indian Shemale Fucking Desi Babe In Office

4 years ago

TrannyOne

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22:58 82%

AI-nosey - sequence 1: first-ever Times (Big Johnson)

5 years ago

ShemaleTaxi

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23:10 82%

Fucked For The First Time with Domino Presley

5 years ago

ShemaleZ

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17:52 82%

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

4 years ago

TrannyOne

first time, hardcore
15:34 82%

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

1 year ago

xHamster

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21:59 81%

Trans nailing a heterosexual stud for the first-ever time

2 years ago

TrannyGem

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21:36 81%

Trans Fucking A Straight Boy For The First Time

1 year ago

BeMyHole

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19:12 81%

CD TRANSSEXUAL FIRST-EVER BIG BLACK COCK !! HE CAME INWARDS of Me TWO TIMES!!! WARM PUBLIC SISSY

4 years ago

TrannyGem

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25:40 81%

Ebony tranny wants his virgin asshole

8 months ago

XoZilla

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23:22 81%

Fucked for the First Time

5 years ago

BeMyHole

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17:21 80%

I Fuck A Tranny Girl For The First Time 4k

4 years ago

ShemaleZ

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20:39 80%

Love anal, busty ts, ladyboy ass fuck

6 days ago

XXXVogue

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15:56 80%

RUSSIAN FEMBOY TEARS UP WITH DOMME FOR THE VERY FIRST TIME WITH a YAM-SIZED BELT DICK, STRAPPED WITH a INNOCENCE

4 years ago

TrannyGem

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31:37 80%

Shy Couple first time shemale experience 2

6 years ago

AShemaleTube

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23:22 80%

This Hottie Came In With Neca Hard And Put The Iron Up The Bastards Ass

8 months ago

BeMyHole

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33:17 80%

His very first time with a she-creature

4 years ago

KeekAss

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34:12 80%

Milf Silvana Lee has Hardcore Sex with Her Brothers Sexy Shemale Girlfriend ...

1 year ago

Beeg

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16:37 80%

First Time Topping - T4t Intimate Cute Anal

1 year ago

HClips

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17:39 80%

Huge Cock Ts Shemale Fuck Latina Teen Girl First Time

4 years ago

Upornia

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23:45 80%

First-time solo webcam pleasure session

11 months ago

XXXVogue

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25:56 80%

Katerin Britz - The First Time Is Always Intense

2 years ago

HClips

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23:44 80%

Her first time with a Shemale

9 years ago

xHamster

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15:21 80%

Handballing bondage with cum-shot

7 months ago

ShemaleMovie

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15:53 80%

Vol #10: screwed For The very first Time on Femout

9 months ago

ShemaleTaxi

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22:08 79%

Trans screwing a heterosexual boy for the first-ever time

1 year ago

ShemaleTaxi

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26:00 79%

First-time blowjob experience with big cock in missionary position featuring Jessica Kate

11 months ago

XXXVogue

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20:32 79%

Big-ass trans tramp gets it good from ultra-cute femboy prettyboi2000x

6 months ago

XXXVogue

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39:11 79%

A nosey woman tries a shemales spunk-pump for the very first time

4 years ago

ShemaleTaxi

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15:21 79%

ADULT TIME - Lonely T-Girl Emma Rose Has First Romantic Suck And Fuck With Big Dick Roommate!

1 year ago

SomePorn

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18:19 79%

Barbie Femmes Dont Need A Ken. They Have Their Own Peckers

2 years ago

TrannyGem

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15:26 78%

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

1 year ago

xHamster

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21:52 78%

Brand New Trans Cutie Pixie Pond Fucked by a Man for the First Time Ever

1 year ago

$$ FapHouse

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16:30 78%

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5 months ago

PornHat

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15:02 78%

Rail with a stunning and super-sexy trans Isabella Salvatore

4 months ago

TrannyGem

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1:24:21 78%

Curvy dark-skinned babe is ready for her first time

10 months ago

XXXVogue

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35:17 78%

The First Time Married To A Trans Girl

1 year ago

HClips

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18:53 78%

MY FIRST TIME WITH A TRANS WOMAN

2 months ago

AShemaleTube

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16:30 77%

TS Dominance: Initiation of First Time Subs

2 years ago

TrannyOne

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15:37 77%

Casey Calvert Eases Emma Roses Nervousness with Seductive Teasing Then Devours Her in Intense Cunn

1 month ago

XXXDan

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18:14 77%

Pure TABOO asian cherry Lulu Chu Gets ALIEN DICK DRAINED By Stepmom Penny Barber & Dr. Sophia Locke!

8 months ago

ShemaleMovie

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15:15 77%

VERY FIRST TIME TRANSGENDER PLOWED IN BOOTY AND CREAMPIED

3 years ago

KeekAss

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16:35 76%

Trans School doll Gets Her culo pulverized By Horny Roommate

2 months ago

ShemaleMovie

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34:12 76%

Watch fine-looking Silvana Lee and Lizzy Laynezs porn

1 year ago

PornHat

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16:12 76%

Stephie scarlet first time pegging a tgirl

2 years ago

IcePorn

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18:23 76%

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

2 years ago

xHamster

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1:29:57 76%

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

3 years ago

xHamster

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35:17 75%

All Natural Beauties Nico Love & Claire Gemini in First Time Trans Threesome

3 months ago

$$ FapHouse

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35:12 75%

All Natural Beauties Nico Love & Claire Gemini In First Time Trans

2 months ago

AShemaleTube

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17:26 75%

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

5 years ago

ShemaleZ

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25:51 75%

Five Cocks for her First Time

9 months ago

NuVid

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18:51 75%

Fucked by a man for the first time.

5 years ago

ShemaleZ

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17:39 75%

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6 years ago

xHamster

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16:31 75%

ChristyEvans asks me to be her first-ever time and put my rock-hard lollipop in her and get her pregnant

9 months ago

ShemaleMovie

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21:06 74%

Hot guy gets his ass plowed for the first time by a nasty shemale beauty

4 years ago

TrannyOne

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18:49 74%

Unseen Hook-Up Movies Cumpilation - Onlyfans Veronica Sanders

2 years ago

TrannyGem

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43:03 74%

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3 months ago

XXXVogue

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16:53 74%

Senses Like The first-ever Time . . .

5 years ago

ShemaleTaxi

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

4 years ago

xHamster

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