First Anal: 1580 Videos

Wife first anal orgasm while masturbating watching porn- Great ending!
4 years ago
2:47

PornHub

Wife first anal orgasm while masturbating watching porn- Great ending!

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Escort First time Anal and veteran makes her regret it!!!
5 years ago
2:45

PornHub

Escort First time Anal and veteran makes her regret it!!!

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Huge anal 95-97 toy (buttr). First attemp (failed). See the second one. session 063. 20220819
6 months ago
2:43

xHamster

Huge anal 95-97 toy (buttr). First attemp (failed). See the second one. session 063. 20220819

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My first video solo for TGIRL40
4 years ago
2:43

PornHub

My first video solo for TGIRL40

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Kallista.MP's Very First Ever Anal On Camera! (Onlyfans Preview)
3 years ago
2:40

PornHub

Kallista.MP's Very First Ever Anal On Camera! (Onlyfans Preview)

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Try Anal: our first time. Inexperienced butt hole, teen sweet ass fuck
5 years ago
2:38

PornHub

Try Anal: our first time. Inexperienced butt hole, teen sweet ass fuck

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Skylar and Breds First Time Preview
5 years ago
2:37

xHamster

Skylar and Breds First Time Preview

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Fuck My Ass For The First Time. Painful Anal and Creampie
3 years ago
2:35

PornHub

Fuck My Ass For The First Time. Painful Anal and Creampie

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My sluts first post
9 years ago
2:35

xHamster

My sluts first post

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Sweet blonde teenagers first anal
12 years ago
2:34

DrTuber

Sweet blonde teenagers first anal

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Tight pussy stretched than her first anal
4 years ago
2:32

PornHub

Tight pussy stretched than her first anal

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Trailer : Fat young slut first anal and squirts
5 years ago
2:31

PornHub

Trailer : Fat young slut first anal and squirts

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this is my first date trophy after first date
4 years ago
2:31

JizzBunker

this is my first date trophy after first date

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Loves Her Ass Played With In Her First Porn Video
3 years ago
2:29

PornHub

Loves Her Ass Played With In Her First Porn Video

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My first butt plugs & peeing on the floor
3 years ago
2:28

PornHub

My first butt plugs & peeing on the floor

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Step mom first time fucking by stepson anal she liked so much
3 years ago
2:22

PornHub

Step mom first time fucking by stepson anal she liked so much

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My first anal
10 months ago
2:20

JizzBunker

My first anal

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First time anal slut
3 years ago
2:12

PornHub

First time anal slut

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First bent over anal with creampie(she takes it like a champ!)
6 years ago
2:12

PornHub

First bent over anal with creampie(she takes it like a champ!)

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Teen FIRST TIME ANAL part.1
4 years ago
2:11

PornHub

Teen FIRST TIME ANAL part.1

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Girlfriends first visit. Trained her ass and pussy
4 years ago
2:07

PornHub

Girlfriends first visit. Trained her ass and pussy

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Ebony Teen masturbates and squirts in Shower ( First time Anal Play)
3 years ago
2:06

PornHub

Ebony Teen masturbates and squirts in Shower ( First time Anal Play)

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First time Trying anal plug
3 years ago
2:00

PornHub

First time Trying anal plug

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Screaming During Her First Anal Experience
7 years ago
2:00

DrTuber

Screaming During Her First Anal Experience

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Riding dildo for the camera (my first video)
3 years ago
1:58

PornHub

Riding dildo for the camera (my first video)

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Painful first anal 
4 years ago
1:58

PornHub

Painful first anal 

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Her first Ass Fuck
15 years ago
1:58

xHamster

Her first Ass Fuck

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vid005.3, tranis' first anal. part3
11 years ago
1:55

xHamster

vid005.3, tranis' first anal. part3

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First time Fucking my ass myself
4 years ago
1:55

PornHub

First time Fucking my ass myself

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crossdresser first time anal with dildo (part 2)
3 years ago
1:53

PornHub

crossdresser first time anal with dildo (part 2)

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Babygirl trying anal for the first time
4 years ago
1:46

PornHub

Babygirl trying anal for the first time

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First time eating ass
3 years ago
1:45

PornHub

First time eating ass

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Tight ass wife getting her first anal creampie
8 years ago
1:42

PornHub

Tight ass wife getting her first anal creampie

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Anal play had pussy dripping(first time anal play)
4 years ago
1:42

PornHub

Anal play had pussy dripping(first time anal play)

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Cumslutwife takes raw BBC in everyhole on first meeting.
3 years ago
1:41

PornHub

Cumslutwife takes raw BBC in everyhole on first meeting.

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First time fisting.
3 years ago
1:38

PornHub

First time fisting.

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*TRAILER* LATIKA JHA - OUTDOOR FIRST TIME ANAL FOR A NAUGHTY INDIAN TEEN / AMATEUR / LJ_016
3 years ago
1:37

PornHub

*TRAILER* LATIKA JHA - OUTDOOR FIRST TIME ANAL FOR A NAUGHTY INDIAN TEEN / AMATEUR / LJ_016

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first time
5 years ago
1:37

xHamster

first time

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black girl pegging slutty husband deep and hard, femdom, first time with strapon
3 years ago
1:36

PornHub

black girl pegging slutty husband deep and hard, femdom, first time with strapon

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First EVER ANAL TEASER
4 years ago
1:35

PornHub

First EVER ANAL TEASER

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Babygirl tried anal with big dick for first time
4 years ago
1:33

PornHub

Babygirl tried anal with big dick for first time

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Cum for Mommy Cum in my Ass! My First Long Duration Anal Orgasm (teaser)
4 years ago
1:31

PornHub

Cum for Mommy Cum in my Ass! My First Long Duration Anal Orgasm (teaser)

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My first anal
11 years ago
1:31

xHamster

My first anal

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First anal video
3 years ago
1:30

PornHub

First anal video

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Sissy’s First Time
4 years ago
1:30

PornHub

Sissy’s First Time

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Assfucking Your Partner For That Very First Time
7 years ago
1:30

DrTuber

Assfucking Your Partner For That Very First Time

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Twink YouTuber Fucked On The First Date - Seba Terry
4 years ago
1:29

PornHub

Twink YouTuber Fucked On The First Date - Seba Terry

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Riding Markus Dildo from Maylwear for the First Time
5 years ago
1:29

PornHub

Riding Markus Dildo from Maylwear for the First Time

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Bottom for first time with horny hunk
7 years ago
1:27

PornHub

Bottom for first time with horny hunk

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Clip from her real first anal gape and creampie
3 years ago
1:27

PornHub

Clip from her real first anal gape and creampie

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wife first time anal.
4 years ago
1:26

PornHub

wife first time anal.

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College ebony anal for the first time
4 years ago
1:25

PornHub

College ebony anal for the first time

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First Time Anal
5 years ago
1:24

DrTuber

First Time Anal

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Goddess tries anal for first time
3 years ago
1:23

PornHub

Goddess tries anal for first time

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My first giant toy
4 years ago
1:22

xHamster

My first giant toy

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Her first ass lick
8 years ago
1:20

NuVid

Her first ass lick

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Using my brand new stainless steel Njoy pure wand on my ass in the shower for the first time ever.
3 years ago
1:20

PornHub

Using my brand new stainless steel Njoy pure wand on my ass in the shower for the first time ever.

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His first time fucking an asshole
4 years ago
1:19

PornHub

His first time fucking an asshole

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First time using anal beads.. and i LOVED it!
5 years ago
1:19

PornHub

First time using anal beads.. and i LOVED it!

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First Painful Anal Big Dick
4 years ago
1:18

PornHub

First Painful Anal Big Dick

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First time double play
5 years ago
1:18

PornHub

First time double play

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Trying to fuck myself for the first time. Trailer.
5 years ago
1:17

PornHub

Trying to fuck myself for the first time. Trailer.

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Teen using buttplug while wearing thong for the first time
3 years ago
1:14

PornHub

Teen using buttplug while wearing thong for the first time

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First time Anal in my life screaming as he fucks my ass - TheCamBoss.net
7 years ago
1:14

PornHub

First time Anal in my life screaming as he fucks my ass - TheCamBoss.net

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Having sex with gf first time
6 months ago
1:13

xHamster

Having sex with gf first time

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Very First guy ravaging
5 years ago
1:11

PornGem

Very First guy ravaging

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Sexy blond girl fucking in ass for the very first time
8 years ago
1:10

NuVid

Sexy blond girl fucking in ass for the very first time

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Gapping her anal for first time
4 years ago
1:09

PornHub

Gapping her anal for first time

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first time fisting and anal teasing
4 years ago
1:08

PornHub

first time fisting and anal teasing

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first time anal dildo ride
4 years ago
1:06

PornHub

first time anal dildo ride

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BRAZZERS TRAILER (Karma Rx): The Prodigal Slut Returns (FIRST ANAL)
5 years ago
1:06

PornHub

BRAZZERS TRAILER (Karma Rx): The Prodigal Slut Returns (FIRST ANAL)

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My first time anal was so good
3 years ago
1:05

PornHub

My first time anal was so good

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First time anal for tight girlfriend
3 years ago
1:04

PornHub

First time anal for tight girlfriend

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Cute mix native latina, first time anal vibrator anal plug
4 years ago
1:02

PornHub

Cute mix native latina, first time anal vibrator anal plug

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My friend first time trying boy pussy
3 years ago
1:02

PornHub

My friend first time trying boy pussy

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First time riding bbc
3 years ago
1:02

PornHub

First time riding bbc

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First BBC Anal Gape Part 1
4 years ago
1:02

PornHub

First BBC Anal Gape Part 1

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My first anal experience
5 years ago
1:00

PornHub

My first anal experience

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Jamie French and Bambi Bliss - First Time TRAILER
3 years ago
0:59

PornHub

Jamie French and Bambi Bliss - First Time TRAILER

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First time trying anal and LIKED IT
4 years ago
0:59

PornHub

First time trying anal and LIKED IT

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Princess Bully Uses Me for the First Time
6 months ago
0:59

xHamster

Princess Bully Uses Me for the First Time

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Young ebony first time anal play
3 years ago
0:59

PornHub

Young ebony first time anal play

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Boyfriends first Video
3 years ago
0:58

PornHub

Boyfriends first Video

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miss_pussycat first time dp double penetration and anal masturbation
3 years ago
0:56

PornHub

miss_pussycat first time dp double penetration and anal masturbation

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MY first EVER sex cam UPLOAD
3 years ago
0:55

PornHub

MY first EVER sex cam UPLOAD

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Anal penetration for the first time
4 years ago
0:54

PornHub

Anal penetration for the first time

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first time doing anal
5 years ago
0:54

PornHub

first time doing anal

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September 6, 2019 First Time This Dildo
4 years ago
0:54

PornHub

September 6, 2019 First Time This Dildo

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Sexy teen with fat ass tries anal for the first time and loves his Thick cock inside her
3 years ago
0:54

PornHub

Sexy teen with fat ass tries anal for the first time and loves his Thick cock inside her

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Her first anal (part 1)
11 years ago
0:53

xHamster

Her first anal (part 1)

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First time cumming like this!!
3 years ago
0:53

PornHub

First time cumming like this!!

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Teen PAWG first time anal
3 years ago
0:53

PornHub

Teen PAWG first time anal

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one of our first vids, try not to nut. I dare you. )
4 years ago
0:53

PornHub

one of our first vids, try not to nut. I dare you. )

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First time anal and clit play
4 years ago
0:50

PornHub

First time anal and clit play

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Princess's first anal with a dildo
4 years ago
0:50

PornHub

Princess's first anal with a dildo

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First anal vid
4 years ago
0:50

PornHub

First anal vid

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Short Anal Creampie Vid (One Of The First Loads Amora Took Anally)
4 years ago
0:49

PornHub

Short Anal Creampie Vid (One Of The First Loads Amora Took Anally)

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First time anal
4 years ago
0:49

PornHub

First time anal

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Attempting anal for the first time
3 years ago
0:49

PornHub

Attempting anal for the first time

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Amateur Teen Lucy Bleu Tries Anal first time in Bubble Bath
5 years ago
0:49

PornHub

Amateur Teen Lucy Bleu Tries Anal first time in Bubble Bath

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TEASER FIRST TIME ANAL VIDEO
3 years ago
0:48

PornHub

TEASER FIRST TIME ANAL VIDEO

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First time in my ass
4 years ago
0:48

PornHub

First time in my ass

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Anal wet pussy hot mom hot teen mom fingering dildo amateur anal teen hot pussy first anal young mom
3 years ago
0:45

PornHub

Anal wet pussy hot mom hot teen mom fingering dildo amateur anal teen hot pussy first anal young mom

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Sexy anal for the first time
1 year ago
0:44

JizzBunker

Sexy anal for the first time

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Missy Jo's First Anal Gem
5 years ago
0:44

PornHub

Missy Jo's First Anal Gem

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First time anal gaping hole amateur
3 years ago
0:43

PornHub

First time anal gaping hole amateur

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A whores first anal ride
3 years ago
0:43

PornHub

A whores first anal ride

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First time finger fucked in the ass
4 years ago
0:43

PornHub

First time finger fucked in the ass

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Wife trying anal first time part 2
13 years ago
0:41

xHamster

Wife trying anal first time part 2

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Trophy Wife Gets Her First DP
3 years ago
0:41

PornHub

Trophy Wife Gets Her First DP

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First Time Anal
5 years ago
0:39

PornHub

First Time Anal

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Pups First Fist
4 years ago
0:38

PornHub

Pups First Fist

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Milf likes anal for first time
3 years ago
0:38

PornHub

Milf likes anal for first time

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Fill Me Up first then drain me afterwards
3 years ago
0:37

PornHub

Fill Me Up first then drain me afterwards

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Light skin hottie does first time anal with large penis! (Barely fits!)
3 years ago
0:37

PornHub

Light skin hottie does first time anal with large penis! (Barely fits!)

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BBW take dick in ass for the first time .
4 years ago
0:36

PornHub

BBW take dick in ass for the first time .

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First time anal part 1
4 years ago
0:34

PornHub

First time anal part 1

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First time anal my wife -πρώτη φορά από πίσω
4 years ago
0:32

PornHub

First time anal my wife -πρώτη φορά από πίσω

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First anal
5 years ago
0:32

PornHub

First anal

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Latina gets nailed for her first short clip
5 years ago
0:31

PornHub

Latina gets nailed for her first short clip

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Filling both holes for the first time!
5 years ago
0:30

PornHub

Filling both holes for the first time!

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Luh quickie first video fah y’all TUNE IN!
5 years ago
0:30

PornHub

Luh quickie first video fah y’all TUNE IN!

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"Cock-a-Roll" Lilith & Frankie's First Date w/Bear & Goldi (trailer)
3 years ago
0:28

PornHub

"Cock-a-Roll" Lilith & Frankie's First Date w/Bear & Goldi (trailer)

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taking beads out for the first time
4 years ago
0:27

PornHub

taking beads out for the first time

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My First Pussy Penetration Scene Teaser
4 years ago
0:25

PornHub

My First Pussy Penetration Scene Teaser

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First time throatfuch of beautiful teen - Cum in Mouth - ENFJandINFP
3 years ago
0:24

PornHub

First time throatfuch of beautiful teen - Cum in Mouth - ENFJandINFP

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Short vid - first time anal with toy BBW
4 years ago
0:23

PornHub

Short vid - first time anal with toy BBW

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First time anal a play and DP!!
5 years ago
0:23

PornHub

First time anal a play and DP!!

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First time anal
5 years ago
0:23

PornHub

First time anal

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Painful First Time Gay Experience
3 years ago
0:22

PornHub

Painful First Time Gay Experience

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First time she took this dick
4 years ago
0:20

PornHub

First time she took this dick

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First fist
3 years ago
0:19

PornHub

First fist

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Cuckold first time painful anal
5 years ago
0:19

PornHub

Cuckold first time painful anal

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First ANAL SQUIRT show coming soon on my OF
3 years ago
0:18

PornHub

First ANAL SQUIRT show coming soon on my OF

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New anal plug first time teasing you
3 years ago
0:18

PornHub

New anal plug first time teasing you

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First time anal with dildo
4 years ago
0:17

PornHub

First time anal with dildo

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my First time
4 months ago
0:17

xHamster

my First time

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Working towards your first anal orgasm (Preview)
4 years ago
0:16

PornHub

Working towards your first anal orgasm (Preview)

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anal and loves it. first time
4 years ago
0:15

PornHub

anal and loves it. first time

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First time anal with creampie
3 years ago
0:10

PornHub

First time anal with creampie

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