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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.

the first anal sex of Clarita..
the first anal sex of clarita..
Another one I had stashed back of my first time going anal with an old friend
another one i had stashed back of my first time going anal with an old friend
First time playing anal by myself...
first time playing anal by myself...
First time with anal beads.  9 of them still to go in.
first time with anal beads. 9 of them still to go in.
First time using anal plug
first time using anal plug
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
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
Her first time trying anal beads
her first time trying anal beads
her first anal..please leave your comments!
her first anal..please leave your comments!
her first time anal
her first time anal
a subs first anal fuck
a subs first anal fuck
Christy tied up during her first anal session...
christy tied up during her first anal session...
Tbt my little 5 foot body ready to get fucked hard I remember this day my first time I did anal and creampie right up my ass
tbt my little 5 foot body ready to get fucked hard i remember this day my first ...
First time anal with Mrs. CC.
first time anal with mrs. cc.
Another pic of our first anal session ever! That hole spread so nicely for my dick!
another pic of our first anal session ever! that hole spread so nicely for my ...
hir first anal experience today in the car of her ex-husband
hir first anal experience today in the car of her ex-husband
this is our first anal any one like
this is our first anal any one like
Eager to try her first anal, Justine wanted to take baby steps...
eager to try her first anal, justine wanted to take baby steps...
Slipping cock inside awesome Russian pussy and ass...this was honestly her first anal plunge - and mine!!!
slipping cock inside awesome russian pussy and ass...this was honestly her ...
first anal night
first anal night
Slipping cock inside awesome Russian pussy and ass...this was honestly her first anal plunge - and mine!!!
slipping cock inside awesome russian pussy and ass...this was honestly her ...
Her first anal, and then cum in her pussy
her first anal, and then cum in her pussy
Her first anal
her first anal
First time ever trying anal beads. I have to admit I should of tried them a lot sooner ;)
first time ever trying anal beads. i have to admit i should of tried them a lot ...
Christy tied up during her first anal session...
christy tied up during her first anal session...
Yay!!!  I FINALLY had my first BBC experience and it was...AMAZING!  Hubby took pics as I enjoyed myself having anal and I will definitely will do this again!  There's just something about BBC's
yay!!! i finally had my first bbc experience and it was...amazing! hubby took ...
tight butthole here for anal....looking for someone that will suck it first, if you love asian only.
tight butthole here for anal....looking for someone that will suck it first, if ...
First time doing anal with this friend
first time doing anal with this friend
first anal ever....tape coming soon
first anal ever....tape coming soon
youngozboy pushing his dick deep into my ass...our first real anal pic!
youngozboy pushing his dick deep into my ass...our first real anal pic!
Reverse anal Part 2 of 2
Just a little more ass fucking and then her pussy. Not as good as the first part, dull finish, sorry.
reverse anal part 2 of 2 just a little more ass fucking and then her pussy. ...
Waiting for my first double anal
waiting for my first double anal
The first anal experience of my girl-friend
the first anal experience of my girl-friend
Buried balls deep in her ass. For my first time doing anal sex - was amazing!
buried balls deep in her ass. for my first time doing anal sex - was amazing!
this was my first ever anal sex pic
this was my first ever anal sex pic
First time with anal beads.  Got them all in and she loved them.  Added quite a unique feeling for the both of us.
first time with anal beads. got them all in and she loved them. added quite a ...
Salve bent over the bed just prior to getting a good ass smacking. She also got her first anal that night.
salve bent over the bed just prior to getting a good ass smacking. she also got ...
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 ...
Bondage Dildo Anal DP and CiM 1 of 4 Just a quick series, in this first part she gets tied up and a little dildo in her pussy...
bondage dildo anal dp and cim 1 of 4 just a quick series, in this first part ...
Chatelus Table 2 pt 1 of 4 - Another series with her tied to a table.  The first 3 1/2 minutes of pt1 are mostly scene setting so you can skip that if you want, then it's mostly some dildos.  Pt2 has fucking, sucking, anal, A2M and DP with a dildo :-)
chatelus table 2 pt 1 of 4 - another series with her tied to a table. the ...
anal for first time....
anal for first time....
Slipping cock inside awesome Russian pussy and ass...this was honestly her first anal plunge - and mine!!!
slipping cock inside awesome russian pussy and ass...this was honestly her ...
First some suck, then anal fuck ;)
first some suck, then anal fuck ;)
Christy tied up during her first anal session...
christy tied up during her first anal session...
Our first anal movie
our first anal movie
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 ...
This is the first time we have tried anal sex and she has an awesome orgasm. What do you think??
this is the first time we have tried anal sex and she has an awesome orgasm. ...
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.
After our first time with anal beads, we fucked i got cream pied and ate it. Then live cam fun had a little play and here is my fucked out pussy. Wow what a night.
after our first time with anal beads, we fucked i got cream pied and ate it. ...
gf first bbc  and first anal that night at a hotel
gf first bbc and first anal that night at a hotel
First time with anal beads.  Only 1 left to go and I couldn't keep my hands off her little kitty!
first time with anal beads. only 1 left to go and i couldn't keep my hands off ...