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Did They Really Date? Surprising Past Celeb Couples

From Sandra Bullock & Matthew McConaughey to Ashton Kutcher & January Jones, these former celebrity pairs will make you do a double take (18 Photos)

Elona Jones on Feb 13, 2013 at 3:08PM

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Did They Really Date? Surprising Past Celeb Couples

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Ashton Kutcher & January Jones

He may be dating Mila Kunis now, but at one point Ashton Kutcher was mad about Mad Men actress January Jones. The two stars (who dated from 1998 to 2001) were both models before Kutcher got his big acting break playing Michael Kelso on That '70s Show. But he doubted his girlfriend’s ability to make a similar leap. "He was like, 'I don’t think you’re going to be good at this.'" Jones told GQ in 2009. "So, f*ck you! He only has nice things to say now -- if anything, I should thank him. Because the minute you tell me I can’t do something, that’s when I’m most motivated."