Life and Style

For a guy considered one of Hollywood's biggest ladies' men, John Mayer was certainly in gloomy spirits on Valentine's Day, while on tour in Toronto to promote his album, Battle Studies. Though not surprising, as just four days earlier the singer was forced to issue a series of apologies expressing deep regret over an interview in the March issue of Playboy. But as bad as John may feel about the interview - where he discusses intimate details about his romances with exes Jessica Simpson and Jennifer Aniston - his apologies are too little, too late.

When talking about Jess, John showed the ultimate disrespect by bragging about their bedroom antics. A friend of Jessica's confirms that the sex was, indeed, pretty wild. "Jessica told me she and John had amazing sex," the friend tells Life & Style. "She said they did things she had never even thought of." In fact, during a 2007 getaway to Italy, a hotel insider tells Life & Style, "Jon and Jessica's suite was a mess."

While neither Jess nor Jen has publicly responded to the interview, behind closed doors, an insider says, Jessica is furious. "She feels like this came out of nowhere," the insider tells Life & Style. "She had no idea he was going to be talking about her like this. It's shocking. She thinks he's lost his mind." And while she's staying quiet for the time being, she'll soon have plenty of opportunities to strike back. "She's going to be doing a lot of press for her new VH1 series, The Price of Beauty," the insider says. "She knows she'll be questioned about John again. If someone asks her about it, she will respond. That's her revenge plan."

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