What…they dated that person?
1. Justin Timberlake and Fergie- Before she was “Fergalicious” these two pop stars used to date. Justin was 16 and Fergie was 23, therefore making her quite the cougar. Fergie has admitted to being embarrassed about the relationship due to their age differences.
2. Ryan Gosling and Sandra Bullock- This came as a surprise to me because I don’t see the two of them together. The two met on the set of their movie, Murder by Numbers. Despite her being 16 years older Gosling, the two dated for almost a year. After they broke up rumor has it that is left Sandra brokenhearted.
3. Tobey Maguire and Rashida Jones- These two dated for about 3 years in the late 90s. Tobey reportedly broke up with Rashida just before he landed the role of Spiderman, which catapulted him to fame.
4. Ryan Reynolds and Alanis Morissette- Before he married Blake Lively, Reynolds was engaged to Alanis Morissette. They dated between the years of 2002-2007, which by Hollywood standards is a lifetime.
5. Leonardo DiCaprio and Naomi Campbell- This proves that Leo has always had a thing for Supermodels. They two dated back in 1995 and they spilt right before he landed a role where a famous boat.
6. Nick Lachey and Kim Kardashian-After his high-profile divorce from Jessica Simpson, Lachey moved on to Kim, when she was struggling to find fame as a L.A. socialite. This was the reason Nick called things off because he claimed that she would set up paparazzi photos of their dates.
7. Ashton Kutcher and January Jones-Long before his relationship with Demi Moore and Mila Kunis, Kutcher dated January Jones. They were together between the years of 1998-2001, but Kutcher wasn’t the most supportive boyfriend of Jones decision to be an actress. Jones has said, that he told her she wouldn’t be any good at being an actress. Someone was harsh! The joke is on him because Jones landed the role in Mad Men a few years later.
8. Tom Cruise and Cher- Even though they were 16 years apart, Cruise and Cher dated for back in 1987. Cher was at the top of her career and Cruise was at the beginning of his. Cher described Tom as ‘shy’ and she has said that she was crazy about him.
9. Shia LaBeouf and Hilary Duff & Shia LaBeouf and Rihanna- I put them the both of these together because they both ended after one date. Shia has said their date was one of the worst either has encountered. He did not go into any further details regarding it. Rihanna has said, they didn’t go past one date due to lack of sparks.