My Kind of Town
Hef, Holly, Bridget and Kendra blow into the Windy City, Hef's birthplace and home of Playboy Enterprises, Inc., to continue promoting the November issue of Playboy. They take in a visit to Playboy HQ, dine at trendy eatery Japonais and more!
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More from this season
S1 E2
The New Girls in Town
When two aspiring Playmates arrive at the Mansion to stay the night before they shoot test pictorials, Hef's girls greet them with varying degrees of hospitality. Hef makes a surprise announcement to Holly, Bridget and Kendra.
S1 E3
Happy Birthday, Kendra!
When you're one of Hef's girls, your birthday party isn't just a quaint gathering, it's an event. Kendra's 20th is a two-day celebration, which starts off with a trip to the 2005 Playboy Jazz Festival with the gang and her gorgeous pal Destiny.
S1 E4
What Happens in Vegas
This week brings another birthday bash, but this one is for Playmate Carmella DeCesare. It's Vegas, baby and the girls help Sin City live up to its name.
S1 E5
Fight Night
Put up your dukes, it's Fight Night at the Mansion! There's a whole lotta action inside and outside of the the ring when Hef's former girlfriend, legendary Playboy cover girl Barbi Benton pays a visit.