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Fantasies? Oh, I have lots of fantasies. Kimberly Evenson mentally inventoried her store of daydreams, searching for one that might not be too revealing. One of my favorites is being out in nature, feeling really…Innocent retro teenie pleases two big stiff cocks at onceItPENTHOUSE PLAYMATE  a girl finds a city"January Playmate Nancy Cameron isnGuy catching a hairy retro pussy and fucks itFucking her thight hairy retro pussyhole wildFour eighties bowlers going dirty on the laneUNMELANCHOLY DANE  Playmate-bunny Surrey Marshe is ScandinaviaI donSeventies redhead enjoys dick inside her muffWe meet Gail Stanton in her hotel room. She is wearing a blue-satin bathrobe and she smells like jasmine. We ask her what folks do these days down in her home town, Memphis, Tennessee. Same as usual, she deadpans.…Teenage retro girl fucked after a sportsgameItTeenage retro girl fucked after a sportsgamePretty sexy outfits wearing babes in thirtiesExotic beauties love posing naked in thirtiesPetite seventies girl enjoys a big stiff cockBefore Playboy discovered Terri Welles, her domain was seats 10A to 20D on a United Airlines plane. The former flight attendant had a good gig, but as anyone who received coffee from the gorgeous woman could see, she…Blonde seventies chick loves to get fuckedSexy eighties brunette receives two presentsHairy retro teenager stuffed in her tight bumThree cocks three pussies from the seventies fucking wildSeveral sexy ladies from the sixties with puffy nipples


Some girls showing their vintage hairy pussyBlonde seventies chick loves to get fuckedTwo naughty black guys fucking a blonde retro wife sillyRetro two horny and naughty blondes in a dirty threesomeGymnastic seventies couple doing it on a bikeAlthough you probably wonSexy eighties brunette receives two presentsBlonde retro babe enjoys big cock inside her tight slitSeventies student enjoys two campus pussiesSlim seventies brunette enjoys a cock outdoorHairy seventies girl fucking two horny guysQUEEN ANNE   MayHot vintage girls showing their hairy pussiesBizarre seventies lady loves to get peeed onRetro hippies having a big orgy on a campingGroup of naughty eighties peeps enjoying each others bodyDirty senior shagging two horny retro ladiesSeveral sexy fifties ladies sucking some big erected dickSeventies hooker bribing the police with sexAs far as October Playmate Jill De Vries is concerned, big cities are strictly for the birds. A country girl born and raised in the hinterlands of Illinois, she has no use for crowds and skyscrapers, smog and subways…ThereTwo retro teens love getting fucked and spunked togetherWet and hairy seventies lady fucked outdoorItTo understand Karen Witter, you have to ignore the fact that sheHairy seventies lady pleasing two big dicksPlayboy editors smiled when Miss December 1987 India Allen told us that her mother was a psychic. But Mom predicted l that India would be voted Playmate of the Year and hey, give Mom credit: She was right. Take a loo…Sexy eighties brunette receives two presentsBeautiful sixties housewifes showing their natural bodyHorny seventies priest boning two wet girlsSexy eighties brunette receives two presentsRetro blonde receives cum on her nice boobiesFace it, youMOVING UP IN THE WORLD     Our New YearWhen she got off the plane from Vancouver, Canadian Kimberley Conrad had a little trouble at LAX. The problem wasnTo the bird watchers of San Francisco, Jennifer Liano is that rara avis: a native. Born to royalty (her grandfather was an Italian count), she regards her fiefdom of cable cars and Victorian houses with affect…Teenage retro girl fucked after a sportsgamePetite seventies girl enjoys a big stiff cockTwo hairy seventies tennis girls fucked hardTwo retro honeys pleasing a big dick togetherHorny retro chick receives a horny pounding by two guysDATE WITH A PLAYMATE  our Vegas girl turns up as Miss February   Last summer, June to be exact, we ran a picture story about a girl on a date in Las Vegas. The girl, Sally Todd, was an exceptionally fetching citizen…


Three eighties ladies and one big stiff penisSeventies lady fucking her limousine driverA roundup of 1982Classy seventies lady enjoys a double fuckingMARGUERITE EMPEY  Miss May 1955     Hal Adams photographed Marguerite, a California model and nudist, in what turned out to be the first of two appearances as a Playmate. Author Gay Talese interviewed her -- under he…ItOne look at her - the spectacular blonde with the quick step, hot-pink lipstick and icendiary eyes, turning heads on Sunset Boulevard - and you know this is the savviest of big-city women. Wrong. Savvy, yes, but not…Visiting Chicago with a friend, Ruth stopped by the Playboy Model Agency to drop off her modeling portfolio. Recalling that magical visit in her Playmate Data Sheet she wrote, “I was sent to see Pompeo Posar and shor…Surprisingly enough, the foremost reason for Playmate Vicki PetersVintage chicks wearing sexy black stockingsWhen Donna Edmondson was selling real estate in 1987, the North Carolina native had a novel approach; she used herself as a sales pitch to attract people to the state. Of course, the confidence, charisma and charm of…Tonight is Ava FabianSeveral vintage Exotic performers in twentiesReal vintage naked chicks playing outdoorsA visit with a Playmate too shy to become a star. It may be difficult to believe, but the girl pictured so personally here is extremely shy. These intimate photographs of Miss December 1956 Lisa Winters preparing for…Even a skilled computer animator couldnTwo hairy seventies nuns stuffed in all holesBlowing his load over her firm retro boobiesHairy seventies lady gets her bum inspectedGOLDEN GIRL   a luscious California lass becomes our valentine Playmate     The best antidote we know for FebruaryRetro two horny and naughty blondes in a dirty threesome"The child bride of 1973 had no idea she would be sitting in a chic Beverly Hills restaurant in 1988. ""When I got married, at 15, I still had braces on my teeth,"" Eloise Broady recalls. The marriage didnTwo seventies guys helping a horny hairy ladyTwo drunk seventies couples playing sex gamesSUPER SALESGIRL  an over-the-counter brief encounter nets us our july playmate     When Pamela Anne Gordon appeared as Miss March this year, Playboy staffers and readers alike were pleasantly alerted to the Playmate…SCHOOLMATE PLAYMATE  Miss January is a bouncy teenager   Reading and writing and Vintage amateur photographs from the fiftiesRetro guy gets dirty with a chick and finds cock down thereTeenage seventies chick showing her big natural boobiesSTAR-SPANGLED AND STARRY-EYED  an ex-army brat, AugustTwo naughty eighties girls enjoying his dickA reunion with 11 Centerfold ladies from years past proves that some women, like some wines, get better with age. See the original pictorial from December 1979 plus never-before-seen photos.…"Working as a restaurant hostess trainer, Rebecca sent swimsuit photos to Playboy in hopes of becoming a Playmate. ""Because to me,"" she wrote on her Playmate Data Sheet, ""a Playmate is what applie pie and hot dogs are…"Nearly naked pretty babes posing in fiftiesItNaked chicks on high heels posing their bodyWe were in Phoenix, cruising in Patty Duffek"Yes, she knows the Looking Glass golden oldy Brandy. Yes, she thought the song was cute the first million times someone sang it to her. But if one more person approaches her and sings, ""Brandi, youTwo retro ladies with sensual stockings sharing two guysEighties babe enjoys a good hard double fucking sessionADVERTISEMENTS FOR HERSELF  a frequent playboy fashion plate is editorially paged for August     For some months now, both readers and Playboy staffers alike have had their interest piqued and their eyesight pleasure…Retro hippies having a big orgy on a campingTRIPLE TREAT   equal parts of schoolgirl, bunny and editorial assistant makes Sharon Rogers a happy blend of Playmate     Being an old hand at looking long and far for potential Playmates, weChicks showing sexy round bottoms in fiftiesDavia Ardell fucked hard in the ass and pussySeventies girlfriend enjoys her friends dickTwo seventies couples playing dirty sex gamesPlayboy Plus is on set with Dona Speir to shoot her exclusive pictorial. Get to know more about Dona Speir by watching our behind the scenes footage and the complete nude version available exclusively on Playboy Plus…"""I donSeventies lady loves cock in her ass outsideNIELSEN RATES  AprilThe genetic mysteries that have produces our Playmates have often been similarly at work among their siblings. To celebrate that fact, Playboy produces these family portraits for our April 1985 issue.…Seventies army lady is dreaming about dickHairy retro twins pleasing eachothers pussyThe 1983 Playmate of the Year returns as a poster girl for family values. “I’ll look back on PMOY forever,” Marianne says, “thinking how lucky I was.” She feels this way despite the fact that she got a thorough ribbi…Talor Wane huge boob Milf strippingVintage hot big retro boobies naked picturesThick retro lady loves to please a big cockHairy seventies lady pleasing two cocks analVery sexy lingerie chicks posing in sixties

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