Rosie O’Donnell and Michelle Rounds – 3 Years Together

Rosie O’Donnell has been under the public eye since the early ‘80s – everyone just can’t get enough of the host, especially when it comes to her colorful personal life. The award-winning star of ‘The Rosie O’Donnell Show’ had her fair share of ups and downs in the love department, but all that changed when she met her wife, Michelle Rounds.

Like a fairytale romance, the twosome got engaged just months after meeting at a coffee shop in 2011. Sadly, not all love stories have a perfect ending as O’Donnell and Rounds separated after two years of marriage.