Seductive secretary bares her big juicy tits
Eve Smile and Wiska in foot fetish hardcore action
Curvy Blonde Newcomer Lyla Ashby Sniffs Her Nylons
Beautiful Blonde Babe Bridget Reveals Her Pussy
Hot russian teen cutie Demida having sensual sex
Hot anal action in the office with sexy Clanddi!
Playboy Plus is on set with Carlie Christine to shoot her exclusive pictorial. Get to know more about Carlie Christine by watching our behind the scenes footage and the complete nude version available exclusively on?
Happy Monday everyone! Got my newest candids/behind-the-scenes sets here for you. What I always like about these kinds of pictures is that you never quite know what angles and shots you're gonna get until you actually see them. xoxoxo -- Rachel
Beautiful Russian teen Aglaya gets her pussy taxed
Adventure is the name of the game for Nicolette, a model by day and poker player by night. ?I would love to win a large tournament, if it?s ?in the cards for me,?? she says. ?My true passion is poker, but one day I w?
The ominous latex avenger Latex Lucy strikes back!
No makeover tips necessary since these frisky girlfriends are sexy as is.?
Lesbian Toe & Pussy Sucking With Nurse Nia Black
"When we scoured the country for our 25th Anniversary Playmate, Liz Glazowski was a beautiful bonus of that venture. ""I'm impulsive,"" Liz said. ""I heard about the Great Playmate Hunt, thought I'd make a good Playmate?"
Office lady hungry for a cock meat sandwich!
NYE Foot Sex Party with Wiska & Ann Marie La Sante
Vanda Tempts With Her Yummy Butthole & Shaved Slit
Katie Renae - Real American Girls?
Hot Latex honeys fucking at the pool hall!
Hot boss lady Abbie Cat enjoys a bonus gang bang
Hey everyone! I thought it might be nice to do a few mini-sets of photos and videos in some of my bras, because I have so many of them and for this one I did a lot of awesome closeups and huge breasted teases, so I hope you enjoy! xoxoxo -- September
Lexy Truth masturbates deeply with blue dildo
Young Blonde Daydreams Deepthroating & Fucking
Hooterific honey spreads her legs wide open
Heya guys! I am finally getting my bikinis out and enjoying a little of it myself and getting a bit of sun on my big boobs and this new set is one of my new favorites that I shot poolside, and in a hot tub, that I hope you will enjoy. xoxo -- Rachel
Barely Legal Russian Babe Eva Goes Totally Anal
Hot & Horny Newcomer Claire Deepthroats Handyman
Lucy Heart & Sienna Day fingering and licking
Fancy pantyhose and gorgeous pussy eating contest!
Tiffany Fallon is Playmate of the Year 2005, and we?ve got 60 pictorials and 75 videos of Tiffany to commemorate the occasion.?
Sexy secretary gets fucked hard and sucks cock
Tatiana Taylor - Real American Girls?
AMBITIONS: To finish school. TURN-ONS: School. TURNOFFS: Those who are not true to themselves. FAVORITE SPORT: Badminton. HIGHER ED: I'm studying psychology at UCLA, and also working as an insurance rater fo?
Anna loves sweets, 80s music, Billy Idol and gardening. She currently is a graphic designer with a love of going to the gym. Anna really enjoys hanging out with her family and friends. You can learn m
CyberGirl Of The Month 02 - Jennie Reid?
Sensual love making with hot russian teen Peachy
Hey guys! In this set I am taking a bra off, and putting it on, and taking it off. They say practice makes perfect, so soon I?ll be a professional at taking off my bra. Oh, wait.. I guess I already am ;) Check it out! xoxoxo -- Tessa
Classy babes Eve Angel & Natasha Nice fingering
Redhead Benji Massages Meat With Her Mouth & Mitts
Newcomer Aliya In Schoolgirl Outfit Gets Stuffed
Playmate Exclusive May 2011 - Sasha Bonilova?
Sexy Doctor Eve Angel Binds Shanis & Fingers Her
More Features: April Showers 01 - Katie Carroll?
Busty Brit Babe Emma Butt Sucks & Fucks Two Cocks
Playboy Plus is on set with Heidi Hanson to shoot her exclusive pictorial. Get to know more about Heidi Hanson by watching our behind the scenes footage and the complete nude version available exclusively on Playboy?
Hungarian Hottie Minnie Manga In Pantyhose Porn
MEMBER OF THE WEDDING photographer Bill Figge went out to cover a middle-aisling, wound up uncovering our November Playmate among the bridesmaids The shootings of weddings and graduations, bar mitzvahs, et al.,?
Zuzana Z. Sticks an Egg in Her Ass & Pumps it Up
Busty Blonde Officer Takes A Prong Deep In Her Ass
Cyber Girl Melany Denyse bones up on her knowledge of the comic book universe before attending a fan convention. After pouring over the superhero genre, our sleepy model drifts off and dreams of a larger-than-life do?
Babe Sucks Down A Glory Hole Cock In Hotel Hallway
Blonde Babe Squirts A G-Spot Climax Into The Air
Ashley Blue opens her mouth wide and attempts to swallow all of Sean's horse cock.
"Elaborate weekend getaways don't impress Sharae; she keeps it simple, sweetie. ""Anywhere can be romantic when you're with someone you love,"" she tells us. A date at the beach is a safe bet for Sharae who just started?"
Beautiful babe playing with herself in office
Sexy Jessie Volt Crams An Egg In Her Snatch & Ass
Eva Karera dresses up as a French maid for her hot fucking with her client.
Eve Angel and Peaches lesbian sex collision
Nanny Gives a Bathtime Blowjob & Titty Fuck Action
Hungarian Honey Works Her Clit with the Magic Wand
Playboy Plus is on set with Tracey Ly to shoot her exclusive pictorial. Get to know more about Tracey Ly by watching our behind the scenes footage and the complete nude version available exclusively on Playboy Plus.?
Perfect Hungarian babe Black Angelica strips
Playboy Plus is on set with Rebecca DiPietro to shoot her exclusive pictorial. Get to know more about Rebecca DiPietro by watching our behind the scenes footage and the complete nude version available exclusively on?
Joana strips & plays with a dildo & her stockings
Lesbian foot fetish and pussy licking & fingering
Hardcore Threesome With Geisha Serving Body Sushi
Super charming Antonia strips down for us to drool
Sexy Alexis Brill Footjobs & Fucks In Sheer Tights
The lovely 34G Charley Atwell is here to brighten our day, make our weekend and show off her big boobs, not to mention her winning smile and sexy all-around body.
Kristall Rush Goes On A Double Penetration Spree
Pretty Blonde Russian Baby L Squirts In Ecstasy
At long last she's FINALLY here! 32GG Sara Willis is the latest and greatest new entry to our already incredible roster of models! Please join us in welcoming this beautiful, busty babe to the Pinup family!
Hot Liz gets double banged as a gift for Christmas
Happy big boobs Monday everyone! I'm spending all this week shooting yet again and have some more new shots for you in the meantime... complete with all the really huge boobs closeups I know you all love. ;-) xoxoxo -- Rachel
Hot Newcomer Gets a Facial from a Glory Hole Cock
The Erotic Blue Angel Probes her Snatch & Rosebud
Heya there! I know how much you all love seeing my big tits all oiled up and shiny, and I thought it would be cute to do something in a kitchen, because what goes better with a kitchen than huge shiny boobs busting out of a bra? xoxoxo -- Rachel
Blonde secretary Blanche gives her boss an Xmas bj
"As a high schooler in Sparks, Nevada, Laurie Wood played Miss Lonelyhearts to a circle of girlfriends. Her friends had constant ""boy trouble."" The trouble was that boys wanted two things from them - sex and more sex.?"
Leggy Doctor Masturbates herself in the exam room
Hot & Sensual Blowjob by Russian babe Sabrina Moor
Hiya everyone! This is more of me from the Kitchen Cleavage set and I've definitely got the big tits out for you on this one. :-) Have a great weekend and I'll chat with you next week. xoxoxo -- Rachel
Sexy Threesome With Hardcore Pussy & Ass Gaping
Hey there! These are the candids from my shoot with the tight red top and the silver chair, and I also had this black bra that gave me the absolute most incredibly huge cleavage I think I've ever had from any bra in my entire life. xoxoxo -- Rachel
Tracy Delicious Spreading Her Scrumptious Pussy
Horny Paige Turnah Sucks Her Assistant's Huge Cock
Eve Angel & Blue Angel Get Naughty With Their Toys
Serbian star Cherry Kiss in a hot striptease
Nurse Angelik Duval Ball Licking & Deepthroating
Playboy.com is on set with Gracie Lewis to shoot her exclusive pictorial. Get to know more about Gracie Lewis by watching our behind the scenes footage and the complete nude version available exclusively on Playbo?
Eufrat masturbating with her high heels in office
Hi guys! When you have really big tits like me, finding a bra to shoot in is always hard, so sometimes it is best to just shoot without one. Have a great week and I will chat with you soon. xoxoxo -- September
Eve Angel And Her Special Horny Christmas Touch
More Features: April Showers 02 - Katie Carroll?
Two Babes Do A Double Footjob, Suck Toes, & Fuck
Hot Dorm Room Threesome With Russian Coed Newbies
"We all know the saying. But what is it about stunning black women -- such as Miss June 1980 Ola Ray, Miss February 1982 Anne-Marie Fox and Miss November 1989 Reneé Tenison -- that provides an extra erotic charge? ""Af?"
When you put two sexy blonde bombshells together sparks are sure to ignite.?
30K Karla James is a gal we have been wanting to feature here at PinupFiles for quite some time and we could not be more pleased to finally see that day arrive.
Jasmine Black fucked hard on the kitchen table
SUNSHINE SUPERGIRL November Playmate Kaya Christian's a champ at any water sport -- and a finely developed photo-lab technician A champion swimmer and diver at the age of 11, Kaya Christian no longer competes i?
Farm Girl Lola Taylor Sucks her Sweet Bare Toes
Frisky Blonde Keira Moon Spreads her Shaved Pie
Cuban Bombshell Katia Dé Lys Footjob & Fucks Cock
Candy Sweet Slides Shiny Geisha Balls In Her Cooch
Gorgeous UK babe Michelle shows us her bells
Happy New Year to all my fans! I'm still in the middle of my big move but here's my latest set featuring a very sexy and boobalcious red lingerie outfit I picked out just for you! Happy 2009! xoxoxo - September
Hello to you all. This set looks pretty, sweet & innocent. I love the aqua/silver combination & the girl next door image this set portrays. The silver overlay gives this set a sophisticated & class. I hope you all like this. Love & kisses, Sarah
Russian Babe Taissia Shanti DP'd with Two Cocks
Gwen Gives a Fine Butt Show In Her Schoolgirl Mini
Russian Blonde Lisa Deepthroats Cock In The Sauna
Sexy blonde foot and leg worshiping kitchen style
Fiery redhead Marsha Lord sucks a mean cock
Busty French Maid Sucks & Titty-Fucks Two Cocks
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