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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.

Lingerie, fucking, anal, A2M pt 2 of 4 Part 2 is (I think) all anal and part 3 has the first A2M and part 4 has the cum, so watch out for the next two parts!

lingerie, fucking, anal, a2m pt 2 of 4 part 2 is (i think) all anal and part 3 ...

first anal night

first anal night

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, ...

Me sliding my cock in for his wife's first ever anal

me sliding my cock in for his wife's first ever anal

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 ...

From the very first video we made. Scene 2 - The Anal (I was wanting to go longer, but my legs said to stop)

from the very first video we made. scene 2 - the anal (i was wanting to go ...

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 ...

her first time anal

her first time anal

first anal try :)

first anal try :)

Wife’s gf training for her first anal, and enjoying it!

wife’s gf training for her first anal, and enjoying it!

A goth girl I've been fucking for awhile now. This was her first anal...

a goth girl i've been fucking for awhile now. this was her first anal...

Me and my girlfriends first time trying anal.

me and my girlfriends first time trying anal.

first anal night

first anal night

Pic taken right before guy took me, second time anal, it was bit easier this time, of course he fucked my pussy real good first, he was really great at oral as well

pic taken right before guy took me, second time anal, it was bit easier this ...

incredible but her first anal sex after using dildo to prepare...great sex

incredible but her first anal sex after using dildo to prepare...great sex

Anal quickie with rookie hottie ! She take it so good ! Almost like it's not get first time (;

anal quickie with rookie hottie ! she take it so good ! almost like it's not ...

first time anal.. or second.. or third, ,

first time anal.. or second.. or third, ,

trying to looen it up for our first try at anal.

trying to looen it up for our first try at anal.

Started slowly putting my cock into her pussy and then gave her a very hard surprise anal thrust and then held her down while she cried for a sec.. her kittle asshole swelled up right away from the sudden stretch.. this was her first ever anal penetration

started slowly putting my cock into her pussy and then gave her a very hard ...

I get to watch him slip inside her, I get to watch him give her her first anal cream pie!
I’m going to mount her face, pull her legs back and hold them with my elbows while I suck on her clit and feel his cock close against it.. that’s my fantasy

i get to watch him slip inside her, i get to watch him give her her first anal ...

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. ...

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 ...

my first anal toy

my first anal toy

anal for first time....

anal for first time....

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 ...

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 ...

First time anal... loved it!!!

first time anal... loved it!!!

First anal lesson

first anal lesson

First anal sex with wife

first anal sex with wife

Creampie after first time using the anal plug.

creampie after first time using the anal plug.

she is a true anal freak !!!!she likes it up the ass but loves to give it up my ass !!!! she said that this was the first time that she has ever done it, i dont believe her,lol.

she is a true anal freak !!!!she likes it up the ass but loves to give it up ...

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 ...

First time anal..........it felt so good for both of us but still scares me a little. Any of you girls like this? Do you let your man do it to you? Or would you let mine!

first time anal..........it felt so good for both of us but still scares me a ...

Want to help my ass with its training? Hubby shot a video of my first anal training.

want to help my ass with its training? hubby shot a video of my first anal ...

first anal

Stranger cock in my ass! First anal with lover... fuck behind!

stranger cock in my ass! first anal with lover... fuck behind!

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 ...

First time anal and it slid in her well lubed ass like she been taking cock forever.

first time anal and it slid in her well lubed ass like she been taking cock ...

First time anal video!..such a tight ass

first time anal video!..such a tight ass

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 ...

New Bench pt 1 of 4 - This was the first outing for the new bench. There's sucking, fucking, anal, A2M and a cim to finish...

new bench pt 1 of 4 - this was the first outing for the new bench. there's ...

first anal ever....tape coming soon

first anal ever....tape coming soon

Fuck friend loves anal, she asks for an all anal session, and an all anal session she received. I also make her cum for the very first time in anal. She absolutely loved it

fuck friend loves anal, she asks for an all anal session, and an all anal ...

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 doing anal!!!

first time doing anal!!!

Cindy's loses her anal cherry in her first deep anal fucking. Part 1

cindy's loses her anal cherry in her first deep anal fucking. part 1

Post anal, my first time taking his cock

post anal, my first time taking his cock

her very first anal...deep

her very first anal...deep

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 time anal

first time anal

tight butthole here for anal....looking for someone that will suck it first, if you love asian only.

tight butthole here for anal....looking for someone that will suck it first, if ...

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