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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.

First time anal for this fat ass one reason for having a small dick u can talk any chick in to anal
first time anal for this fat ass one reason for having a small dick u can talk ...
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 ...
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.
Garage Bondage Pt 1 of 4 A four part series with her tied up on the garage floor, the first part is some oral. fucking, a dildo and some anal...
garage bondage pt 1 of 4 a four part series with her tied up on the garage ...
Her first time trying anal beads
her first time trying anal beads
her very first anal...deep
her very first anal...deep
Aleesha's first anal video in she loved it
aleesha's first anal video in she loved it
her first anal..please leave your comments!
her first anal..please leave your comments!
What should I use on her first the dildo or anal beads
what should i use on her first the dildo or anal beads
Bondage, A2M etc part 1 of 2  Part one is about 25 minutes long. The first 7 minutes or so are sort of setting the scene, tying up, that kind of thing, then some fucking, anal and A2M. While I like the scene setting please let me know if you're not intere
bondage, a2m etc part 1 of 2 part one is about 25 minutes long. the first 7 ...
Wife's first anal play
wife's first anal play
First time playing anal by myself...
first time playing anal by myself...
Doggy to anal..........FB wanted anal with my cock for the first time once my cock was covered in her juices from doggy style first which helped with the lubrication. Do any sexy horny ladies want to make some new posts with me ? Hope you enjoy
doggy to anal..........fb wanted anal with my cock for the first time once my ...
First time anal with Mrs. CC.
first time anal with mrs. cc.
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 ...
Is this a good pose or position for me to have an anal orgasm???
Number one on my bucket list!!! WHO WILL BE MY VERY FIRST???
... I'll wait... Like I have been for a very long time.
I want to wear thigh highs and crotchless body stockings AND PLAY AND
is this a good pose or position for me to have an anal orgasm??? number one on ...
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
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 ...
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 ...
first anal night
first anal night
She finally let me slide my cock in her amazing ass.  Took a little while to squeeze my hard cock in. Her first ever anal experience
she finally let me slide my cock in her amazing ass. took a little while to ...
First time anal
first time anal
DOUBLE ANAL!  First time I've tried this!  A little uncomfortable, but surprisingly easy!  
Felt good inside, too!
What do you think?
double anal! first time i've tried this! a little uncomfortable, but ...
this was first time wife did anal
this was first time wife did anal
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 ...
Picture of wife's first anal sex experience. She eventually relaxed and started entering orgasm.  She begged me to fuck her ass harder, so I reamed her good!
picture of wife's first anal sex experience. she eventually relaxed and started ...
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.
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 on Zoig
first anal on zoig
Getting a bit of anal training, while my pussy gets 
me attention too!
Would you like to be the first to have my bum hole??
getting a bit of anal training, while my pussy gets me attention too! would ...
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 ...
both pleasure for her first anal
both pleasure for her first 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!
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 ...
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 ...
First time anal... loved it!!!
first time anal... loved it!!!
morning after sex filled night. this was only a small part of one hot weekend. she sure knew how to handle a cock. and tit fucking her....OMG. Straight after this was our first anal fuck. what would you have done next????/
morning after sex filled night. this was only a small part of one hot weekend. ...
first anal
first anal
First time trying anal
first time trying anal
dildo first, then anal plugged at the same time, and then cock in the mouth, very fulfilling, check out the forthcoming vids !!
dildo first, then anal plugged at the same time, and then cock in the mouth, ...
E is def my favorite SUB, she just absolutely loves to please and try new things. She's young, chubby and incredibly submissive! Here we go for some nice first time ANAL action...please like and comment by telling her how you would like to use her...
e is def my favorite sub, she just absolutely loves to please and try new ...
Used subs pussy, close up of her both holes. Ready for anal game. 
Which one do u prefer? First time i do always fuck her pussy 😉
used subs pussy, close up of her both holes. ready for anal game. which one ...
First anal beads up her ass
first anal beads up her ass
our first attempt at anal sex, and from the looks and sound of it she loved it...
our first attempt at anal sex, and from the looks and sound of it she loved ...
documenting our first anal adventure
documenting our first anal adventure
We love anal. Wood's favorite part is when he is penetrating her ass for the first time, as he feels the gap opening and it's dick's head getting in.
we love anal. wood's favorite part is when he is penetrating her ass for the ...
Her first anal fuck
her first anal fuck
This is the wifes first anal
this is the wifes first anal
The first time with my new anal beads. What an amazing feeling.
the first time with my new anal beads. what an amazing feeling.