74. Lisa Dergan
Wifey Of: Scott Podsednik, Boston Red Sox (MLB)
Occupation: Model, TV Personality
One of the few Playboy Playmates of the Year who has been able to turn her love of nudity into a successful career, Dergan certainly is the gold standard to which all future nude models should aspire. After winning the award in 1998, she went into sportscasting and by 2002, was a featured reported for Fox Sports Net. She also hosted a show named Smush, which was actually a wordplay-focused game and not anything remotely sexual.
In 2008, Dergan married speedy baseball outfield Scott Podsednik, and since that time has been a strong contender for the crown of the hottest wife in Major League Baseball.