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An amazing amateur collection of first anal photos and videos uploaded by real people like you. Daily updated with more first anal XXX uploads.

gf first bbc  and first anal that night at a hotel
gf first bbc and first anal that night at a hotel
Her first anal clip - dildo and doggy anal fuck. Wanna see how did it continue? :)
her first anal clip - dildo and doggy anal fuck. wanna see how did it continue? ...
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 ...
This is her first time trying anal and I manage to get in all the way in after a few minutes
this is her first time trying anal and i manage to get in all the way in after ...
my liver waiting for her first anal
my liver waiting for her first anal
Wife first time trying anal and she loves it
wife first time trying anal and she loves it
first attempt at an anal creampie, will definitely have to attempt again.
first attempt at an anal creampie, will definitely have to attempt again.
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 night
first anal night
Christy tied up during her first anal session...
christy tied up during her first anal session...
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 ...
This is the first time she let me play in her ass with toys.  Up until this pic I had fucked her ass a few times but never played in it.  I never thought she would turn into the anal addict she has become.
this is the first time she let me play in her ass with toys. up until this pic ...
Lingerie, fucking, anal, A2M pt 1 of 4 Part one has a dildo, some fucking and some anal,  Part 2 is mostly anal and part 3 has the first A2M.  40 minutes in total, I must be getting old, I don't think I could last that long now :-(
lingerie, fucking, anal, a2m pt 1 of 4 part one has a dildo, some fucking and ...
using toy to help for her first anal
using toy to help for her first anal
Another pic from the first time she got double anal.
another pic from the first time she got double anal.
she finally said yes to a bi couple,we are looking for a couple with similar interests. kinky nasty experimental anything goes, fisting,anal,multiple penetrations, veggies, etc etc. this will be our first time doing this and really looking forward to it.
she finally said yes to a bi couple,we are looking for a couple with similar ...
first anal ever....tape coming soon
first anal ever....tape coming soon
old photos. my first anal experience. Ass then a little sick.
old photos. my first anal experience. ass then a little sick.
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
Her first anal fuck
her first anal fuck
First time with anal beads.  5 left to go in.
first time with anal beads. 5 left to go in.
First time anal, screaming with orgasmic pleasure
first time anal, screaming with orgasmic pleasure
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 ...
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 ...
After her first anal sex..:)
after her first anal sex..:)
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 ...
Cumshot to her tight butthole and a bit of anal probing afterward (sorry no picture...yet). This was very exciting for both of us and a new first! We are excited to try new things. Any suggestions?
cumshot to her tight butthole and a bit of anal probing afterward (sorry no ...
this is our first anal any one like
this is our first anal any one like
Anal for first time with new toy
anal for first time with new toy
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 ...
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 ...
My first anal creampie
my first anal creampie
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, ...
First time with anal beads.  Only 1 left to go and I couldn't keep my hands off her little kitty!
first time with anal beads. only 1 left to go and i couldn't keep my hands off ...
First time anal with Mrs. CC.
first time anal with mrs. cc.
From the very first video we ever made.  Scene 3 - The missionary (with anal vibe as a bonus, and bonus it WAS!)
from the very first video we ever made. scene 3 - the missionary (with anal ...
Another one I had stashed back of my first time going anal with an old friend
another one i had stashed back of my first time going anal with an old friend
Part 1 of "Masked Man Fucking Himself" - I've experimented with anal play before but this was the first time I used something as big as an actual cock.
part 1 of "masked man fucking himself" - i've experimented with anal ...
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 ...
First time anal with wife and she loved it
first time anal with wife and she loved it
First time playing anal by myself...
first time playing anal by myself...
let's face ist: my almost first anal penetration...
let's face ist: my almost first anal penetration...
DJ and VM enjoying our first Anal session.  It will not be or one and onlly session, we loved it and couldn't get enough of it.
dj and vm enjoying our first anal session. it will not be or one and onlly ...
First time with anal beads.  9 of them still to go in.
first time with anal beads. 9 of them still to go in.
The first anal experience of my girl-friend
the first anal experience of my girl-friend
First time with anal beads.  Just starting to slide my cock into her tight and wet pussy.  She was loving it.  Pulled them out slowly as she was cumming and made her squirt like crazy!  Definitely could have used a photographer there.  Any ladies want to
first time with anal beads. just starting to slide my cock into her tight and ...
pussy and anal fuck my first time for having my legs tied up to 6 of 8
pussy and anal fuck my first time for having my legs tied up to 6 of 8
first anal night
first anal night
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 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 ...
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 ...