Actor Dylan McDermott made his claim to fame after starring in the legal drama series “The Practice,” and he’s continued to land important roles through the years. Career-wise, McDermott has done quite well for himself, acting in hit shows like “Law & Order,” “American Horror Story,” and “FBI: Most Wanted.”
As for his love life, things haven’t gone so well. Back in 2014, McDermott met co-star Maggie Q on the set of the TV crime series “The Stalker.” They started dating almost immediately, and less than a year later, they were engaged. After four years of what seemed to be a lasting love story, they split up.
Ruby Rose and Phoebe Dahl
Actress and “Orange Is the New Black” star Ruby Rose met Phoebe Dahl in 2014, at a barbecue of a mutual friend. Dahl, granddaughter and heiress to famous English writer Roald Dahl, immediately fell for the wild and gorgeous Ruby. And apparently, the feeling was mutual.
The two started dating, and after just three months, they got engaged. However, the engagement lasted little over a year, as they announced they were going their separate ways by the end of 2015. As Dahl explained to the press, "Our break is not the result of any media speculation, and we want nothing but the best for each other."
Sean Penn and Charlize Theron
Sean Penn definitely has good taste in women. After splitting up with his actress Robin Wright, Sean Penn fell for none other than South African beauty Charlize Theron. These two Hollywood A-listers got together in 2013 and got engaged a short year later; but alas, it wasn't meant to be. After 18 months of dating, they decided to go their separate ways.
The tabloids had a field day with their breakup, but thankfully, Theron cleared everything up. Like the classy lady that she is, the “Mad Max: Fury Road” star cleared the air, saying that sometimes relationships just don't work out, and in this case, they both decided to separate amicably. Oh well, as long as it was amicable.
Darren Aronofsky and Rachel Weisz
Brilliant director Darren Aronofsky and stunning actress Rachel Weisz were one of Hollywood’s favorite couples, and we can see why. They met backstage at a play in London back in 2001, and it seems the chemistry set right in because a short year later, Rachel was moving to New York to live with Darren.
In 2005, they got engaged, and a few months later, they had a son. By 2006, Aronofsky cast his fiancé in his film “The Fountain,” and to keep things professional, they moved to separate apartments while the shoot was going on. This caused them to drift apart and have less time as a couple, which eventually led to their breakup in November 2010.
Mariah Carey and James Packer
Mariah Carey’s love life seems to be as dramatic as her songs, but despite two failed marriages and an engagement that never happened, the diva never lost hope. Carey has been in a relationship with choreographer Bryan Tanaka since 2016, and they seem to be going strong.
However, right before partnering with Tanaka, she had a brief but intense engagement with Australian businessman James Packer. In 2015, Carey and Packer started dating and a wild romance began, and by 2016, Packer proposed to the “Endless Love” singer with a $10 million, 35-carat diamond ring! The couple was engaged for about ten months, until finally calling it off due to fights and irreconcilable differences.