NSFW November: Claudia Jennings, Miss November 1969

The lovely and talented Claudia Jennings was Playboy‘s Miss November 1969, and Playmate of the Year in 1970. Her birth name was Mary Eileen Chesterton. If it was me, I’d've changed my name too — but I would have just switched my first name to Chesty. Can you dig it? “Hi, I’m Chesty. Chesty Chesterton.” That is a name you can take straight to the mother effing bank!

Photographed by Pompeo Posar

Her father was a sales manager and her mother was a college professor. She was raised in Milwaukee, Wisconsin, and later moved to Evanston, Illinois, where she graduated from high school in 1968. Later that year, she joined the Hull House theater company in Chicago and got a job as a receptionist at the offices of Playboy magazine (

Advice: NSFW Drew Barrymore and more and more

Sk8 or die, y’all, and go see Whip It! Adorable Drew Barrymore would like it if you did, because it is her new movie, and she directed it and stuff like that. You do not say “no” to adorable Drew Barrymore. Do not make me laugh!

“I regard myself as bisexual. If you’re with a woman, it is like if you’re exploring your own body, only through someone else.” — Drew Barrymore, Vs magazine, AW09 issue.

Pretty sure that quote is actually all kinds of oversimplifying and in fact insulting to women who are legitimately attracted to other women and not just because hey-we-both-got-boobs-and-like-a-pussycat-I-am-a-pretty-little-narcissist. But you know what? I’m'a let it slide. Because Drew Barrymore said it.

“There are so many pressures that are put upon young women. Whatever we can do to alleviate that and help women feel beautiful about who we are inside, which is the only beauty there truly is, is so nice.” — Drew Barrymore

I swar to gar she is the sweetest thing to ever walk this planet. Not even kidding. Okay, last one for today:

“Let’s get down and dirty. Let’s be a real girl!” –Drew Barrymore.

You. are. the. boss.