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Check out the best real homemade first anal porn photos and videos hand-picked for your viewing pleasure.

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Another shot of my first anal sex and her amazing ass!

another shot of my first anal sex and her amazing ass!

started out fingering my pussy and wanking cock. tried to get his cock up my ass but its so tight it took a few goes before he fitted in. fucked my cunt a bit between tries then fingered my ass with some lube. hurts at first but still love anal creampie.

started out fingering my pussy and wanking cock. tried to get his cock up my ...

The first anal experience of my girl-friend

the first anal experience of my girl-friend

Girlfriend first time anal very tight asshole

girlfriend first time anal very tight asshole

documenting our first anal adventure

documenting our first anal adventure

The first time any woman let me have anal sex with them...and she loved every minute of it.

the first time any woman let me have anal sex with them...and she loved every ...

$DJ and VM enjoying our first Anal session. It will not be or one and onlly session, we loved it and couldn\'t get enough of it.$

dj and vm enjoying our first anal session. it will not be or one and onlly ...

$A video of my first time giving anal sex. She\'s one hell of a playmate.$

a video of my first time giving anal sex. she's one hell of a playmate.

my first anal, yuo like it ?

my first anal, yuo like it ?

This is her first time trying anal and I manage to get in all the way in after a few minutes

this is her first time trying anal and i manage to get in all the way in after ...

my first anal, you like it ?

my first anal, you like it ?

This slut wife enjoys exhibitionism...First, I am the photographer. After a few hot pics they make me feel so horny that we have to do something...Look at her asshole! Two weeks ago it was so tight...her husband doesn´t like anal sex, but I love it !!!

this slut wife enjoys exhibitionism...first, i am the photographer. after a few ...

our first Anal vid with cumshot :)

our first anal vid with cumshot :)

Wife first time trying anal and she loves it

wife first time trying anal and she loves it

her first anal

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 ...

This was the surprise I was talking about, I was so horny I let him fuck my ass. It hurt so good!! I screamed in pain as he slipped it in but I was so close to an orgasm that I wanted him to pound me harder. He came so harfd in my ass. Our first anal pic!

this was the surprise i was talking about, i was so horny i let him fuck my ...

$I\'ve had a few requests for pictures of my ass! YES I do like gentle anal, all the way up to your balls :) Which would you take first, my pussy or my ass?$

i've had a few requests for pictures of my ass! yes i do like gentle anal, all ...

This is the wifes first anal

this is the wifes first anal

$Guys when you fuck a helpless MILF, please insert a anal plug first. Leave it in when you finish fucking her. That way if you fuck her in the ass later it doesn\'t hurt! I\'ve a sore butt this morning :($

guys when you fuck a helpless milf, please insert a anal plug first. leave it ...

$A goth girl I\'ve been fucking for awhile now. This was her first anal...$

a goth girl i've been fucking for awhile now. this was her first anal...

$I\'ve a sore butt this morning. Always do a MILF a favour and finger her ass, or use an anal plug first :)$

i've a sore butt this morning. always do a milf a favour and finger her ass, or ...

The story of first anal fuck!!

We love!

the story of first anal fuck!! we love!

Waiting for my first double anal

waiting for my first double anal

old photos. my first anal experience. Ass then a little sick.

old photos. my first anal experience. ass then a little sick.

Her first time trying anal beads

her first time trying anal beads

my liver waiting for her first anal

my liver waiting for her first anal

This was the first time we had anal sex. It was very exciting

this was the first time we had anal sex. it was very exciting

my first anal with may gf

my first anal with may gf

This is right before that BJ video, I had to get my punishment first, for being naughty. Spanking gets me sooo wet. see my anal tail I love it,

this is right before that bj video, i had to get my punishment first, for ...

a subs first anal fuck

a subs first anal fuck

$Chatelus Table 1 pt 1 of 3 - We\'ve made quite a few movies recently with her tied to a table, here\'s part 1 of the first. Mostly fucking and dildos, later there\'s also anal, A2M and I cum in her mouth :-)$

chatelus table 1 pt 1 of 3 - we've made quite a few movies recently with her ...

her first anal creampie

her first anal creampie

Creampie after first time using the anal plug.

creampie after first time using the anal plug.

our first anal pic, doggy stylie! it was amazing!

our first anal pic, doggy stylie! it was amazing!

$Chatelus Table 1 pt 3 of 3 The last part of the first movie with her tied to a table. In part 3 there\'s a tiny bit of anal, she gets cramp and I cum in her mouth :-)$

chatelus table 1 pt 3 of 3 the last part of the first movie with her tied to a ...

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First Anal