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Back in 2011, Zellweger spent some time with Mayer in New York City.

Nothing serious ever came of their hang sessions, but that’s probably because Zellweger knew exactly what she was getting into and kept it strictly fun while they were seeing each other., Scheana Marie was just a cocktail waitress in New York City hanging out with the “really cool guy” Mayer.

resize=768:*" /Harry dated jewelry designer Chelsy Davy from *about* 2005 to 2010.

She's since opened up about dealing with the spotlight during their on-again off-again relationship, saying "It was so full-on: crazy, and scary, and uncomfortable. I couldn't cope." She also added, "I think we will always be good friends." Chelsy is an accomplished lawyer and currently operates a jewelry line.

In the summer of 2009 (a very busy year for Mayer), he and Colbie Caillat were rumored to have hooked up.

It is entirely possible that these two singer-songwriters were simply discussing a future collaboration, but since we haven’t heard anything come from the two, we’re going to say it was a few dates that just didn’t work out.

Harry allegedly dated the accomplished F1 presenter Natalie Pinkham in 2003, though they reportedly met for the first time at the 1999 Rugby World Cup.  The former pair have since been spotted in the same place—and Pinkham even interviewed Harry at the BGC Partners' Charity Day in London circa 2011.  Actually, they seem to have maintained a friendship over the years, with some reports saying they traveled to Africa in 2009. " title="Natalie Pinkham: 2003" src="data:image/gif;base64, R0l GODlh AQABAIAAAAAAAP///y H5BAEAAAAALAAAAAABAAEAAAIBRAA7" data-src="https://hips.hearstapps.com/mac.h-cdn.co/assets/17/32/2560x4012/gallery-1502298038-gettyimages-487884322.jpg?

They’ve been tight-lipped about the whole thing, but she fits his type, so it definitely sounds true.He and Jessica Simpson got together on the heels of her divorce from Nick Lachey.They stayed pretty quiet during their year romance, but after their breakup in May 2007, Mayer publicly discussed their sex life, telling where the groups were singing songs by women who Mayer has dated, and “A Thousand Miles” came up.LEWIS Hamilton has told Jonathan Ross he’s still single – despite having his pick of stunning women.The Formula One ace has spent the past few days surrounded by models and even went on a wild night out with three of his exes, Rita Ora, Barbara Palvin and Winnie Harlow.

Unfortunately, one of Mayer’s deal breakers is talking to the media, so when Marie gave an interview to Young Hollywood, he called it off.

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