• Karina Hart Pink Friend

    Karina Hart is not afraid of toys and she shows this today by getting familiar with her pink friend. Now Karina, I don't mind if you play with toys but how about the real deal? ;)

  • Petra Verkaik Orange

    Petra Verkaik doing a tribute is probably the best thing to happen to Playboy in a while, now I just hope more classic busty playmates do the same. Petra is actually clothed here, but don't worry she slowly gets naked.

  • Ms Faren Kinky

    Ms Faren is one of those "non-nude models" who shows off her boobs but not her nipples. Sad but the thing with Ms Faren is her boobs are so big that they simply can't be ignored. Plus using your imagination every once in awhile can't hurt :P

  • Bibiana Lingerie

    This is a great day, Bibiana returns to Mexican Lust after I thought we had seen the last of her. Luckily we haven't and she blows us away yet again with this amazing lingerie gallery. Talk about a perfect body.

  • Cam With Carmen Pink Boxing

    Usually when I think boxing I don't think big bouncy boobs but Cam With Carmen changes that fast. Now I want to go a round with her while she bounces around topless, I bet that would be fun.

  • Shay Laren Fishnet

    Shay Laren is all about the fishnet and mesh today (pink sheer panties), and she looks great as always. Some have asked if Shay has one boob bigger than the other, and I believe this is true. Let's just say that just makes her unique :)

  • Got Gisele Beach Boobs

    Today it was 90 degrees outside, so naturally all I could think about is the beach and the hot girls on it. That gave me an idea to look for the Got Gisele beach gallery, and this definitely helps getting through the hot day.

  • Adele Stephens Satin Corset

    Action Girl is an appropriate term for Adele Stephens, she is causing some action in my pants. I especially like when Adele dresses in tight corsets and lingerie, she looks amazing in that satin one.

  • Jessica Kramer Lingerie

    Jessica Kramer is one of my favorite busty glam babes, it's a shame we don't see more of her. Atleast we still have hot picture sets like this to keep us busy ;)

  • Dors Feline Poolside

    This shows why Dors Feline is so amazing, not only does she wear this tiny bikini to the public pool, but she ends up taking it off too! Ok she does a quick flash of her boobs and pussy, I wish I could have been there to see that.

  • Busty Latina Rebecca Dress

    Busty Latina Rebecca is looking great as always, and today she wears a very revealing yellow dress and some cute yellow panties. Sadly I have to keep her nipples covered but yes she gets topless in her members area, either way I still think this girl is hot as fuck.

  • Iga Wyrwal Playboy Pics

    I posted this Iga Wyrwal set awhile back in low quality, but today her high quality playboy picturs have been released. A bit on the artsy side but it's great to see Iga (aka Eva Wyrwal) still doing nude modeling and looking fantastic as always.

  • Busty Suzy Outside

    Some more pictures of Busty Suzy (Greta Istvandi) were found today and I really wish a girl like this would come back modeling. She is pretty much perfect with hot short hair and those extremely bouncy looking boobs. Ah well, we can enjoy her getting a tan anyway :D

  • Ashley Juggs Amazing Curves

    What a perfect name for such a busty girl, Ashley Juggs certainly has an eye opening (and pants tightening) rack on her. One of the most perfect shaved pussies too if I might add :)

  • Jana Defi Blue Part Two

    I posted the original gallery of this wayyyy back and Pinup Files finally released version 2. Even though Jana Defi is a rare sight these days she is still my top 5 favorite busty model, that's just how hot she really is (and busy too).

  • Lexy and Jenkins Friendly Girls

    Two famous busty brits (Lexy aka Demi Scott and Jenkins) join forces today and can't keep their hands off each other. I must say, if Jenny Jones joined these two it would be the perfect threesome, but then I would want to join in myself lol.

  • Bella Blaze Couch Fuck

    Yessss, a brand new video of Bella Blaze! Words cannot describe just how amazing Bella is, so I figure this hot video of her playing with her boobs then getting fucked on a couch should do the trick.

  • Mandi Collins Bedroom

    I think it's time to take a trip down memory lane and check out Mandi Collins once more. She was probably one of my favorite slim and busty models ever. I suppose having a cute face and killer boobs helps with that lol.

  • Emma Nicholls Secretary

    I really wish Emma Nicholls was my secretary, not only would I love a hot naked girl getting me coffee with her boobs jiggling but I would also ask her to dance on my table. Hey sometimes the job can be rough, but that's what secretaries are for :)

  • Real Kinky Amateur

    I posted this girl before and everyone loved her, of course when full sets of amateurs are usually posted everyone is happy. So prepare to be even more happy because there are a few new pictures in here.

  • Chloe Vevrier Changing

    Great news! I found the Chloe Vevrier changing room gallery, it took me months to find it. I just love how she is trying on all these different bras and how amazing her tits look in each one of them. Now I only wish she would show up to my local mall and invite me in the dressing room with her!

  • Halie James Beaverville

    I was able to find more pictures of Halie James and she is looking so fine here. I am quite jealous of the girls who get to touch her boobs and lick her pussy in this gallery called "Beaverville". Ah yes, what a very fine beaver she has too.

  • Mandy Calloway Hoodie

    I want to go back and remind you guys just how hot Mandy Calloway is. She is one of the few playboy girls that I would rate in the top 10 of "fresh models" with amazing boobs category. So here are more pictures I found of her, I hope you enjoy :)

  • Hot Blonde Amateur

    I'm not sure of this blonde amateurs name but she has been shown all over the internet for a few years now. You can obviously tell why, she is not only really hot but she has quite a nice rack as well.

  • Hayley Marie Bouncy

    This is pretty much every guys dream, to watch busty babes bouncing up and down. Hayley Marie really is one of the best models though, she pretty much fulfills every fantasy her viewers have so I bet many people asked about this.

  • Karla James Blue Devil

    If Karla James is the devil, I want to be naughty! I still can't believe how amazing this girl is even after seeing her a few times. She is like a gift that keeps on giving and in this case it's plenty of bouncy boobs.

  • Patricia Farinelli Classic Boobs

    It's classic Playmate time, and I bring you from 1981 - Patricia Farinelli. The only way I could describe this beauty is pure awesome. The big hair and bush definitely scream the 80's but those boobs are timeless and amazing.

  • Petra Verkaik Just Stockings

    I am so glad that Petra Verkaik came back to shoot for playboy. This has to be one of the hottest galleries I have EVER seen of her. Something about Petra wearing just stockings and heels is like the hottest thing (along with her massive boobs).

  • Jordan Carver Bunny

    Not a bad easter gift I say, Jordan Carver certainly makes one of the hottest bunnies I have seen. Now if only more busty girls would celebrate holidays like this, then we would definitely be onto something good ;)

  • Peta Todd Calendar

    This post is a bit old but I got some requests for more Peta Todd and this one really stands out. Peta always looks amazing but in her calendar it's like multiplied by 10, of course it's better when she is close to naked!

  • Leanne Crow Pinup

    Leanne Crow makes her debut on pinup files today. This is great because she was popular withe british lad magazines a few months ago, hopefully this means we get to see her naked soon. So enjoy these pics of Leanne in the tightest top possible.

  • Cynthia Self Pics

    It seems the new trend on Boob Study is to get models to do some self pictures, pretty cool. Today that girl happens to be Cynthia and her boobs look AMAZING! Wow, I guess it's the angles but they look much bigger and I can't stop drooling.

  • Chloe Freckles and Boobs

    It's rare we get to see a busty girl with some serious cute freckles. Her name is Chloe and not only does she has some of the most amazing perky boobs ever, but her tight round ass is a sight to see as well.

  • Pure Kelley Lollipop

    Silly me, it's been too long since I post Pure Kelly so I think this lollipop gallery will make up for that. This set has three phases. Sucking on a lollipop in a tight white shirt, then in a tight blue bra and finally topless. Amazing!

  • Busty Blonde Topless Amateur

    I thought these were actual amateur pictures for a second, then I realized they are from Top Heavy Amateurs (sometimes they use pro models). Still, this girl is amazing and she obviously likes to show off her rack (although I wish she would smile), two thumbs up!

  • Tera Patrick Great Boobs

    Even though Tera Patrick has fake boobs, I still think they look amazing. One of the better boobjobs out there, and I can't lie. I would LOVE to bounce those puppies all day long and you know Tera would be up for it.

  • Eshe In The Wild

    Damn Eshe looks great as always, I just want to grab onto those hips and give her the ride of her life! I think Eshe rather enjoys her time in the wild, she seems to be one with nature and I am actually jealous of those trees she is hugging lol.

  • Jayden Cole Nerdy

    I know Jayden Cole isn't the biggest girl but I love her because she is a such a girl next door with beautiful boobs. Someone I wouldn't mind seeing strip nude daily, and she looks damn good doing it! This one goes out to all you glasses lovers too :)

  • Sweet Yurizan Skirt

    I've been looking for this for awhile now, not just Sweet Yurizan but the way she is dressed. I love it when a girl wears a classy skirt with no panties underneath. What do you know, Sweet Yurizan answered my prayers today!

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