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Browse the featured first anal photos and videos by real people like you. Only the best sex uploads make it here, selected exclusively for your viewing pleaure.

Her first anal sex

her first anal sex

Another pic getting that tight hole ready for her first anal

another pic getting that tight hole ready for her first anal

First anal plug

first anal plug

first anal night

first anal night

Some footage of our first anal session. Damn I'm a lucky guy.#analvirginnomore :)

some footage of our first anal session. damn i'm a lucky guy.#analvirginnomore ...

Our first anal cream pie pic!

our first anal cream pie pic!

Her first anal n I couldn't help not cumming in her ass

her first anal n i couldn't help not cumming in her ass

Ahhh...first try at anal vid...too dark and big balls in the way...then batterys died duh...oh well I hope someone likes.

ahhh...first try at anal vid...too dark and big balls in the way...then ...

Stranger cock in my ass! First anal with lover... fuck behind!

stranger cock in my ass! first anal with lover... fuck behind!

First she has a bit of anal play, then stuffs herself to orgasm

first she has a bit of anal play, then stuffs herself to orgasm

Our first anal post and we added some cum in the ass as a bonus. It was a last minute moment so I did not pay attention to lighting (I was pretty preoccupied). I did not realize I was blocking light, but you should get the idea just fine. She loved it!

our first anal post and we added some cum in the ass as a bonus. it was a last ...

Nothing spectacular, my first successful anal :). Light and view angle are not flattering me :), but I hope it may please some of you... I love feeling Gian's cock in my ass. I will continue working on it, with butt plugs :)... should I? kiss...

nothing spectacular, my first successful anal :). light and view angle are not ...

My first time using an anal vibrator...and loving it.

my first time using an anal vibrator...and loving it.

First anal lesson, part 2

first anal lesson, part 2

MichEddie - First anal video

micheddie - first anal video

First time anal, screaming with orgasmic pleasure

first time anal, screaming with orgasmic pleasure

using toy to help for her first anal

using toy to help for her first anal

documenting our first anal adventure

documenting our first anal adventure

Anal beads for first time

anal beads for first time

first anal sex picture with wife

first anal sex picture with wife

My neighbor friend came over and let me take closeups of me sticking my finger in her hot tight virgin butthole. I dropped a huge hot load in her virgin butt later that night. Her first anal creampie!

my neighbor friend came over and let me take closeups of me sticking my finger ...

Close up - her pussy has just been fucked whilst using anal beads for the first time - her idea! She loved it!!!!

close up - her pussy has just been fucked whilst using anal beads for the first ...

her first anal

More picture of wife's first anal sex experience. Butterfly vibrator on her clit. Egg in her pussy. Trying to press my hard cock into her incredibly tight ass!

more picture of wife's first anal sex experience. butterfly vibrator on her ...

First time anal

first time anal

Aleesha's first anal video in she loved it

aleesha's first anal video in she loved it

i absolutely love mature women. this was my first anal experience and it was fucking amazing,

i absolutely love mature women. this was my first anal experience and it was ...

before her first time at anal

before her first time at anal

Another photo from my first photo session outside, where we live. My ol man has a knack with a camera and for turning decent, well respected women into cum sucking anal sluts!

another photo from my first photo session outside, where we live. my ol man ...

We are training her ass for anal play. First time she was able to get the entire strand of beads in her arse. Doesn't she has the cutest pussy? Love the barbell in her clit. We both enjoy sucking on it.

we are training her ass for anal play. first time she was able to get the ...

A hot, quick, sexy missionary fuck. Just to warm up for the main event (her first time anal). Man, I will never ever forget that sepcial day my cock finally enter her nice, big, juicy ass! Her pussy feels amazing too! So a little warm up is awesome :)

a hot, quick, sexy missionary fuck. just to warm up for the main event (her ...

First attempt at an anal video. Sorry for the poor shooting and the slow mo, not sure how I did that lol

first attempt at an anal video. sorry for the poor shooting and the slow mo, ...

Girlfriend first time anal very tight asshole

girlfriend first time anal very tight asshole

Rita was just about ready to attempt her first anal experience.

rita was just about ready to attempt her first anal experience.

Wife’s girlfriend wants to try anal for first time. She is taking two fingers easily. Wife is running camera

wife’s girlfriend wants to try anal for first time. she is taking two fingers ...

FWB we always have a good time together her pussy is amazing and she loves anal I was her first now she loves it.

fwb we always have a good time together her pussy is amazing and she loves anal ...

Suck fuck anal dildo dp A2m spanking Pt3 - In part three, more sucking my cock while I fill first her pussy and then her ass with dildos, then she sits on my cock and gets another dildo in her ass. Enjoying the series?

suck fuck anal dildo dp a2m spanking pt3 - in part three, more sucking my cock ...

Looking at her well used and fucked pussy whilst knowing u r her first and only when it comes to anal is such a turn on 😈😈🤔

looking at her well used and fucked pussy whilst knowing u r her first and only ...

first anal night, i cant beleive she took it all the first tme

first anal night, i cant beleive she took it all the first tme

gf first bbc and first anal that night at a hotel

gf first bbc and first anal that night at a hotel

thick ebony bbw from my previous vids warms up her ass to get ready for her first anal fuck with my cock

thick ebony bbw from my previous vids warms up her ass to get ready for her ...

Lingerie, fucking, anal, A2M pt 1 of 4 Part one has a dildo, some fucking and some anal, Part 2 is mostly anal and part 3 has the first A2M. 40 minutes in total, I must be getting old, I don't think I could last that long now :-(

lingerie, fucking, anal, a2m pt 1 of 4 part one has a dildo, some fucking and ...

First anal fuck and creampie

first anal fuck and creampie

First anal ever take it easy but then pound it hard and fast. Who is next?

first anal ever take it easy but then pound it hard and fast. who is next?

More picture of wife's first anal sex experience. Butterfly vibrator on her clit. Egg in her pussy. Slowly driving my cock into her incredibly tight ass!

more picture of wife's first anal sex experience. butterfly vibrator on her ...

Hope you like the view, ive only done anal twice, this pic was taken just before a guy we know got there , he was my first time for anal, he took it slow, it wasn't bad, but did hurt a bit, even though we used lube

hope you like the view, ive only done anal twice, this pic was taken just ...

Our first filmed anal and first hard session where she opened up for me.

our first filmed anal and first hard session where she opened up for me.

SADick took my anal virginity, It was sooo sore! Guess his dick was too thick for my first time. I think he also destroyed what was left of my virgin! LOL Rewarded me with a Pussy Creampie, see it starting to drip out.

sadick took my anal virginity, it was sooo sore! guess his dick was too thick ...

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