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

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. ...
first anal night
first anal night
I just want someone to come up behind me and fuck me in the ass. I love anal (not at first but now I can't get enough). Anyone out there willing?
i just want someone to come up behind me and fuck me in the ass. i love anal ...
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 ...
a year ago, when i first started fucking her, she had all her natural hair and hadn't ever enjoyed anal sex. now look at her- i've created an anal maniac!
a year ago, when i first started fucking her, she had all her natural hair and ...
Our first offical anal pic ;} Enjoy
our first offical anal pic ;} enjoy
From the very first video we made.  Scene 2 - The Anal  (I was wanting to go longer, but my legs said to stop)
from the very first video we made. scene 2 - the anal (i was wanting to go ...
A love story. This is the very first anal sex I had with my Beautiful Princess! It was so awesome. I don’t remember the last time I had anal.
a love story. this is the very first anal sex i had with my beautiful princess! ...
first anal sex
first anal sex
before her first time at anal
before her first time at anal
anal for first time....
anal for first time....
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
This is the wifes first anal
this is the wifes first anal
our first Anal vid with cumshot :)
our first anal vid with cumshot :)
First time we tried anal and turns out she loves it
first time we tried anal and turns out she loves it
first real anal
first real anal
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 ...
Wife's first anal play
wife's first anal play
First anal video and cum shot, horny winters evening ;)
first anal video and cum shot, horny winters evening ;)
Hili I've known for a while I gave her alot of her first...she never thought I could make her orgasim from anal though. But then again I am the doctor;)any other students?
hili i've known for a while i gave her alot of her first...she never thought i ...
Christy tied up during her first anal session...
christy tied up during her first anal session...
the first anal sex of Clarita..
the first anal sex of clarita..
On the spur of the moment I decided that I wanted to have some fun.Off came the clothes,slid anal vibe in and the rest speaks for it's self.Cumming is ssssooooo intense whilst vibing myn ass  ;-).This is the first anal toy and love it!
on the spur of the moment i decided that i wanted to have some fun.off came the ...
Cum shot!  I think I may have got carried away but I hope you enjoy the ending as much as I did :-)  She sits on my cock, then anal, then more anal till she turns round to catch my cum in her mouth.  Shame she missed the first bit but I'm pretty happy wit
cum shot! i think i may have got carried away but i hope you enjoy the ending ...
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 ...
Girlfriend first time anal very tight asshole
girlfriend first time anal very tight asshole
Having our first anal with a nice dildo in my pussy.
having our first anal with a nice dildo in my pussy.
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 ...
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 ...
my first anal, yuo like it ?
my first anal, yuo like it ?
My boyfriend took this pic of pussy before anal sex. My first time I ever had anal.
my boyfriend took this pic of pussy before anal sex. my first time i ever had ...
first anal...:!
first anal...:!
Creampie after first time using the anal plug.
creampie after first time using the anal plug.
Her first time trying anal beads
her first time trying anal beads
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 ...
First anal beads up her ass
first anal beads up her ass
She absolutely loved anal. She's the one who asked for it first. Such a good girl :P
she absolutely loved anal. she's the one who asked for it first. such a good ...
new girl wanted to try anal for the first time... she got fucked balls deep with no mercy whatsover and she took it like a trooper
new girl wanted to try anal for the first time... she got fucked balls deep ...
Waiting for my first double anal
waiting for my first double anal
Her first time with anal beads!!!
her first time with anal beads!!!
Christy tied up during her first anal session...
christy tied up during her first anal session...
my first anal with may ex GF
my first anal with may ex gf
First time anal winker.   Hope you liked it.  Want to put anything in there?
first time anal winker. hope you liked it. want to put anything in there?
The first anal experience of my girl-friend
the first anal experience of my girl-friend
first anal fuck after long time
first anal fuck after long time
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. ...
First time anal... loved it!!!
first time anal... loved it!!!
a subs first anal fuck
a subs first anal fuck
her first anal creampie
her first anal creampie
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 ...
YES! We do!! For the first time we take some pics for our anal fuck!!
We make some times, "butt" this is the first pic!!
Enjoy!
yes! we do!! for the first time we take some pics for our anal fuck!! we make ...
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.
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 ...
My very first video for Zoig. Of course it had to be anal, cause I love it so much.
my very first video for zoig. of course it had to be anal, cause i love it so ...
first anal
first anal
our first anal pic, doggy stylie! it was amazing!
our first anal pic, doggy stylie! it was amazing!
Aleesha's first anal video in she loved it
aleesha's first anal video in she loved it
Wife finally loves anal, 😍 so this is our first anal vid! Please enjoy and comments welcomed!   Happy Valentines!
Ps. You may want to turn down your volume,gets a little loud at times! 😋
wife finally loves anal, 😍 so this is our first anal vid! please enjoy and ...
First anal for ZG!
first anal for zg!
trying to looen it up for our first try at anal.
trying to looen it up for our first try at anal.
One of our first times having anal sex. She used to do it with her ex, but she said I'm a lot bigger then he was, so that's why she's moaning so much! ;)
one of our first times having anal sex. she used to do it with her ex, but she ...
first anal ever....tape coming soon
first anal ever....tape coming soon
Her first time anal kinda anal. She did great. Very proud of her. What do y'all think?
her first time anal kinda anal. she did great. very proud of her. what do y'all ...
sooo good my first time anal sex with bbc.....need another bbc in my wht kitty cat,any recommendes?photo 2
sooo good my first time anal sex with bbc.....need another bbc in my wht kitty ...
Schoolgirl 1 Pt 1 of 4 - I bought her some schoolgirl outfits, here's the first video featuring them.  Part 1 is sucking, spanking, sucking, fucking, caning, sucking and more fucking.  There's anal and A2M in part 2...
schoolgirl 1 pt 1 of 4 - i bought her some schoolgirl outfits, here's the first ...
Her first anal sex
her first anal sex
Her first anal
her first anal
Our first ever anal creampie! Her tight ass takes my dick so well. May need a volunteer for the other hole. She loves being filled!
our first ever anal creampie! her tight ass takes my dick so well. may need a ...
My first anal creampie
my first anal creampie
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 some suck, then anal fuck ;)
first some suck, then anal fuck ;)
When we first got our video camera we drove straight from the store and to the woods to make this video. Starts with a blowjob, then some pussy fucking, a litttle anal toward the end and to finish it off a nice cumshot. let us know what you think.
when we first got our video camera we drove straight from the store and to the ...
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 ...
My Zoig lover finally persuaded me to try anal for the first time, and he pushed a dildo up my pussy at the same time.... I loved it
my zoig lover finally persuaded me to try anal for the first time, and he ...
using toy to help for her first anal
using toy to help for her first anal
First time anal with Mrs. CC.
first time anal with mrs. cc.
This was my first BBW...tight pussy Sarah. No anal this time unfortunately but she didn't mind a happy ending after her massage. She tipped me well ;)
this was my first bbw...tight pussy sarah. no anal this time unfortunately but ...
First time anal, screaming with orgasmic pleasure
first time anal, screaming with orgasmic pleasure
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 ...
me & the ex did swing with a couple and I was small for her first anal.
me & the ex did swing with a couple and i was small for her first anal.
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 ...