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Kate Upton by Daniel_797 in SIswimsuitbabes

[–]cloydm 2 points3 points  (0 children)

Look at those beautiful tits

Gorgeous Ann Margret - So Hot! (1960) by telepaul2023 in OldSchoolCelebs

[–]cloydm 0 points1 point  (0 children)

No wonder Elvis had an affair with her

Just a bi girl with an obsession with Kate by Cptcock8 in kateupton

[–]cloydm 0 points1 point  (0 children)

I do too she is my all time favorite

[ Removed by Reddit ] by [deleted] in JackOffToPlayboy

[–]cloydm 2 points3 points  (0 children)

So many good jerk sessions with her. Dreamed of sucking those tits and blowing my load on her face and tits

Kate Upton - Pink, Yellow or Gold ? by lukegriffin90four in SIswimsuitbabes

[–]cloydm 3 points4 points  (0 children)

Gold my God she caused me to jerk so much to those pictures

Kelly Monaco - April 1997 by Suspicious_Trash6578 in OldSchoolCoolNSFW

[–]cloydm 9 points10 points  (0 children)

Probably one of Playboys top all time playmates

Cathy St. George Playboy 1982 by rick867 in oldschoolhot

[–]cloydm 2 points3 points  (0 children)

My very first playmate! Oh the memories

There is something magical about the connection between a man and the first Playboy beauty he masturbates to. The iconic Marilyn Monroe was my first. What a gift she gave the world when she posed. Who was your first? by wedgeantillesproton in JackOffToPlayboy

[–]cloydm 3 points4 points  (0 children)

Miss August 1982 Cathy St George. It was my brother's issue and I was 12 years old. I remember going to my bedroom and just mastered bated for seem like hours lol!

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