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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.

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 n I couldn't help not cumming in her ass
her first anal n i couldn't help not cumming in her ass
our first anal pic
our first anal 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 ...
i absolutely love mature women. this was my first anal experience and it was fucking amazing,
i absolutely love mature women. this was my first anal experience and it was ...
SHE TOLD ME HER HUSBAND NEVER FUCK HER ANAL, I ENJOY BEING HER FIRST YEARS AGO. I BELIVE SHE MISSED IT WHILE I WAS AWAY. JUST TRYING TO MAKE UP FOR LOST TIME.
she told me her husband never fuck her anal, i enjoy being her first years ago. ...
first time anal on camera with my husband
first time anal on camera with my husband
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 ...
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 ...
first anal
first anal
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 ...
Christy tied up during her first anal session...
christy tied up during her first anal session...
So last night we tried anal for the first time...we both climaxed together and mrs squirted. Double penetration next 😜
so last night we tried anal for the first time...we both climaxed together and ...
First time anal with Mrs. CC.
first time anal with mrs. cc.
First time anal... And judging by her dripping pussy she loved it ;)
first time anal... and judging by her dripping pussy she loved it ;)
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
I will try the anal fucking for first time tonight
i will try the anal fucking for first time tonight
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 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 ...
First anal beads up her ass
first anal beads up her ass
First time anal video!..such a tight ass
first time anal video!..such a tight ass
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?
Christy tied up during her first anal session...
christy tied up during her first anal session...
First anal for ZG!
first anal for zg!
our first anal pic, doggy stylie! it was amazing!
our first anal pic, doggy stylie! it was amazing!
Her first time anal , I fucked her with her dildo
her first time anal , i fucked her with her dildo
Aleesha's first anal video in she loved it
aleesha's first anal video in she loved it
Christy tied up during her first anal session...
christy tied up during her first anal session...
our first anal
our first anal
gf first bbc  and first anal that night at a hotel
gf first bbc and first anal that night at a hotel
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!
First time anal experience! A female fuck buddy talked me into it during sex!
first time anal experience! a female fuck buddy talked me into it during sex!
a subs first anal fuck
a subs first anal fuck
Suck fuck anal dildo dp A2m spanking Pt3 -  In part three, more sucking my cock while I fill first her pussy and then her ass with dildos, then she sits on my cock and gets another dildo in her ass.  Enjoying the series?
suck fuck anal dildo dp a2m spanking pt3 - in part three, more sucking my cock ...
This was our first time doing anal had to use alot of lotion just to get it in her tight asshole
this was our first time doing anal had to use alot of lotion just to get it in ...
her first time anal
her first time anal
her very first anal...deep
her very first anal...deep
Her first anal
her first anal
First true balls deep  anal pounding . Mypgatassgf
first true balls deep anal pounding . mypgatassgf
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 attempt at an anal creampie, will definitely have to attempt again.
first attempt at an anal creampie, will definitely have to attempt again.
my first anal with may ex GF
my first anal with may ex gf
Our first anal movie
our first anal movie
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 ...
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 ...
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 ...
Me having anal sex for first time with boyfriend.
me having anal sex for first time with boyfriend.
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