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

MichEddie - First anal video
micheddie - first anal video
first anal night
first anal night
My first time anal with a black guy.
my first time anal with a black guy.
Me sliding my cock in for his wife's first ever anal
me sliding my cock in for his wife's first ever anal
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 anal lesson
first anal lesson
Post anal, my first time taking his cock
post anal, my first time taking his cock
This is the first half of a video of just us doing anal doggy style. The next video will show her asshole while it's still pretty tight.
this is the first half of a video of just us doing anal doggy style. the next ...
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?
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 cream pie!
Three fingers deep!!!
my neighbor friend came over and let me take closeups of me sticking my finger ...
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 ...
My first anal experience
my first anal experience
First anal on Zoig
first anal on zoig
My slut wife waiting our first anal sex round(!)
my slut wife waiting our first anal sex round(!)
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 ...
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 ...
Our first (but not last) anal
our first (but not last) anal
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, ...
girl 1 Pt 1 of 4 - I bought her some girl 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...
girl 1 pt 1 of 4 - i bought her some girl outfits, here's the first video ...
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 ...
First time anal with Mrs. CC.
first time anal with mrs. cc.
my first anal with may gf
my first anal with may gf
Chatelus Table 1 pt 2 of 3 - More of the first movie with her tied to a table, In part 2 there's anal and A2M and more anal, you need to wait for part 3 to see me cum in her mouth :-)
chatelus table 1 pt 2 of 3 - more of the first movie with her tied to a table, ...
Her first anal fuck
her first anal fuck
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 ...
my first anal, yuo like it ?
my first anal, yuo like it ?
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
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 ...
First time anal... And judging by her dripping pussy she loved it ;)
first time anal... and judging by her dripping pussy she loved it ;)
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
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 ...
First time anal
first time 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 ...
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 ...
before her first time at anal
before her first time at anal
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 ...

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