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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.

Her first anal
her first anal
not quite break-up sex (as we were already ex) after much wine

rubbing her clit with my cock in her ass, she said she'd love to have a photo and I duly obliged

this was the first time we did anal, was worth the effort ;)
not quite break-up sex (as we were already ex) after much wine rubbing her ...
Wife first time trying anal and she loves it
wife first time trying anal and she loves it
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! ...
omg first time i fuck anal and i like it. it was so tight damn...
omg first time i fuck anal and i like it. it was so tight damn...
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 ...
Our first anal sex we video'd.    Any ladies cpls wanna join???
our first anal sex we video'd. any ladies cpls wanna join???
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 ...
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 ...
Her first time anal , I fucked her with her dildo
her first time anal , i fucked her with her dildo
This is right before that  BJ video, I had to get my punishment first, for being naughty. Spanking gets me sooo wet. see my anal tail I love it,
this is right before that bj video, i had to get my punishment first, for ...
Another shot of my first anal sex and her amazing ass!
another shot of my first anal sex and her amazing ass!
this ass after first anal sex
this ass after first anal sex
Back to the couch for some more anal. He sure did feel good in my holes. This young stud knows how to please me. First time for my ass, but definitely not our first time together. His thick hard cock is something so fucking amazing.
back to the couch for some more anal. he sure did feel good in my holes. this ...
I will try the anal fucking for first time tonight
i will try the anal fucking for first time tonight
The story of first anal fuck!!

We love!
the story of first anal fuck!! we love!
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 ...
Just after first anal entry of the day
just after first anal entry of the day
Her first anal, and then cum in her pussy
her first anal, and then cum in her pussy
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 ...
her first time anal
her first time anal
first anal night
first anal night
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 ...
first anal fuck after long time
first anal fuck after long time
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 ...
first anal try :)
first anal try :)
Much to my surprise and pleasure she asked to try a little anal fingering for her first time.Please tell Syd, especially ladies, what you think and should she try my penis there next time we play???
much to my surprise and pleasure she asked to try a little anal fingering for ...
Think I'm ready for some anal guys! Would anyone like to take a stab? Give me some nice THICK cock balls deep and stretch my little butthole wide open!! ....just shove it in my wet pussy first for lube please!!
think i'm ready for some anal guys! would anyone like to take a stab? give me ...
This is the wifes first anal
this is the wifes first anal
Rita was just about ready to attempt her first anal experience.
rita was just about ready to attempt her first anal experience.
documenting our first anal adventure
documenting our first anal adventure
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, ...
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 ...
my first video :)...me and my ex doing some anal an pussy fucking...coments please!
my first video :)...me and my ex doing some anal an pussy fucking...coments ...
First anal for ZG!
first anal for zg!
first anal...:!
first 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 ...
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 ...
first time doing anal!!!
first time doing anal!!!
first anal night
first anal night
HE IS TESTING ME... SAYS THAT A GOOD SLUT ALWAYS LOVES ANAL SEX SO HERE´S THE FIRST LESSON, I THINK I HAVE A 10!!!  EL ME ESTA PONIENDO A PRUEBA... DICE QUE A UNA BUENA ZORRA LE ENCANTA EL SEXO ANAL ASÍ QUE ESTA ES LA PRIMERA LECCION, YO CREO SAQUÉ UN
he is testing me... says that a good slut always loves anal sex so here´s the ...
Her first anal sex
her first anal sex
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 ...
First some suck, then anal fuck ;)
first some suck, then anal fuck ;)
first time anal on camera with my husband
first time anal on camera with my husband
Our first anal movie
our first anal movie
gf first bbc  and first anal that night at a hotel
gf first bbc and first anal that night at a hotel
When we first started dating she told me she doesn't do anal or give blow jobs. That lasted  about a week. Now she wants it in her ass at least a few times a week.
when we first started dating she told me she doesn't do anal or give blow jobs. ...
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 ...
her very first anal...deep
her very first anal...deep
First ever anal thought why not
first ever anal thought why not