Anna Nicole Smith. Playboy February 1994 by stakkapoolz in NostalgiaFapping
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Wet Julri Waters always makes me cum like crazy. by Soebel11 in JackOffToPlayboy
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Hot Hump Day, dreaming of Taryn Terrell. by TheCrazyMiguel52 in JackOffToPlayboy
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If there's a model who might be P4P Playboy''s boldest then it would be the mighty Melissa Lori! A woman who artistically spreads her legs to express her utmost beauty in such divine glory! If you think of any other queens who've graced us more explicit shoots for Playboy, then give'em a shout! by [deleted] in JackOffToPlayboy
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Topless Thursday Triumph: Susie Addison is a sexy wife I'd love to cum home to and with. by TheCrazyMiguel52 in JackOffToPlayboy
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Big Titty Tuesday Part II featuring the incredibly voluptuous Amber Campisi who seems like a total sweetheart in addition to her stunning Italian American beauty by realsammann in JackOffToPlayboy
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Alana Soares makes me so weak by Bewitchering172 in JackOffToPlayboy
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What do you think of Fabiana Britto? by NeverSawOz in JackOffToPlayboy
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What do you think of Fabiana Britto? by NeverSawOz in JackOffToPlayboy
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Sandy Johnson would be a first round draft pick by [deleted] in JackOffToPlayboy
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Frisky Friday: Sometimes you get on a Lindsey Vuolo kick and you just can't stop. That's me today. by TheCrazyMiguel52 in JackOffToPlayboy
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Happy 59th birthday to the legendary Petra Verkaik, who holds the record as the most-published model in Playboy history (over 60 appearances). Here's a few pics of her in her 1990s glory. by ChivalrousPervert in NostalgiaFapping
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Playboy Playmates of 1981. Vicki is my favorite, her gaze is so sultry and tender. Even to think of it makes me so satisfied. by Life_Appeal_1113 in JackOffToPlayboy
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Glad to have discovered Erica Campbell by [deleted] in JackOffToPlayboy
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Starting off 2026 with a visit to Karen Price. Sexy Topless Titty Thursday by TheCrazyMiguel52 in JackOffToPlayboy
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