Some of the star's most iconic covers were also her most, er, unclothed—Jennifer appeared on the September 2005 issue of Vanity Fair in a crisp white button down and little else. It's also the first interview where she opened up about her split from Brad Pitt, telling the magazine: "Am I lonely? Yes. Am I upset? Yes. Am I confused? Yes. Do I have my days when I've thrown a little pity party for myself? Absolutely. But I'm also doing really well."
That wasn't the actress's only cover in scant amounts of menswear. Talk about a way to ring in the New Year: Aniston's tie-only GQ cover debuted for the January 2009 set the tone for her year, which included a fling with John Mayer (he was her date to the Oscars) and turning 40 (while still looking incredibly hot).
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