12. Shannon James (Married to Hunter Pence)
It was once said that Hunter Pence of the San Francisco Giants hit the “WAG Jackpot” with Playboy’s Miss May 2007, Shannon James. During his brief stint in Philadelphia in 2011, he met the Playboy bunny and native Philadelphian. The local Philadelphia blogosphere went nuts when the two of them were spotted leaving for a vacation in Cabo together. There’s a strong likelihood that Pence got to see the exact “outfit” (or lack thereof) she modeled for Playboy, when the two of them went on said vacation. Not a bad perk for a guy who is a 2x World Series champion, and has made more than $120 million playing baseball.