Here’s Hef’s old girlfriends Holly Madison, Bridget Marquardt, and Kendra Wilkinson at a costume photoshoot.

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Here’s newly single Holly Madison showing off her incredible chest at a recent red carpet event.  Betcha Hef is wishing he had her back.  Wait, he’s now banging blonde 19-year old twins?  Life isn’t fair man.

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Here are a couple of Hef’s ho’s, Holly Madison and Kendra Wilkinson, at the Playboy and Blu-Ray Pre-ESPY Pool Party. I must say for a pool party I’m a little disappointed that they’re not wearing bikinis. This also may be the first time Holly looks better then Kendra while both attending the same event. I’m usually checking Kendra’s goods, but Holly came strong with her baby t-shirt, denim skirt, and black knee high boots. She looks like a total 80’s rock girl.

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Here’s Holly Madison and her two fake twins at the Playboy Bunny Hunt in Las Vegas.  I’m more of a Kendra Wilkinson fan myself, but I must admit Holly looks pretty good.  Hef must be pounding Viagra pills like there Pez candy.

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I use to live in San Diego and I swear this is how the girls at the grocery store looked when I shopped by the beach. Beautiful blondes with big boobs wearing hot tight tops. That’s the first thing I thought of when I saw these pictures Holly Madison doing some food shopping in LA. I just hope she remembered to pick up Hef’s fiber and box of Depends.

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Here’s the ultimate gold digger Holly Madison at Spike TV’s Guy’s Choice Awards. Even though I don’t agree with her tactics, she still is a great looking girl. I am so jealous of Hugh Hefner. Dude is a walking crypt keeper and he gets to bang girls like Holly. And just when you think his luck runs out, they go on and invent Viagra. Life is so not fair.

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