It is no secret that Spade is more celebrated for his humor and comedic work than he is for his physical appearance, but that has not stopped him from dating some of the most attractive women in the industry. In fact, the “Saturday Night Live” alum and comedian has a rather lengthy list of former flames.
One of the first on the list is actress Kirsty Swanson. Spade and Swanson met on the set of the 1996 film, “Heads in a Duffel Bag.” With a title like that, it’s no wonder the film bombed. However, love blossomed between the stars which lasted for almost a year.
Matt Damon and Minnie Driver
1997 was a great year for Matt Damon. Not only was his critically acclaimed film "Good Will Hunting" released (for which he would later win an Academy Award for best screenplay) but he also found love. Matt and Minnie met on the set of the film and started dating.
However, any good will (pun absolutely intended) between the two fizzled out when Damon broke up with Minnie by announcing to the world that he was single on "Oprah." Millions of viewers, including Minnie herself, were shocked by the announcement! Not a cool move, Matt. We wonder what Luciana, his current wife, has to say about it.
Notorious B.I.G and Faith Evans
In a whirlwind romance, the iconic rapper, the late Notorious B.I.G. (also known as Biggie Smalls) met musician Faith Evans on the set of a photoshoot in 1994. A mere eight days later — yes eight days — the two were married! These two knew how to move quickly!
Reportedly, while the romantic relationship between the two began to fizzle out, they remained friends. They even welcomed a baby boy into the world in 1996. Unfortunately, the rapper never got to enjoy being a father for too long as he was killed a mere six months after his son's birth.
Joaquin Phoenix and Liv Tyler
It seems that Live Tyler really believes in love at first sight! In an interview with "The Morning Call," Liv revealed that, "I fell in love with Joaquin the second I saw him" on set for the 1997 film "Inventing the Abbots." Sadly, their romance only lasted for three years until the pair split.
It's alleged that Liv was more dedicated to the relationship than he was. Whatever the case may be, they remain friends. According to Tyler she doesn't fall in love very often. She has, however, had two more serious relationships after Phoenix. Phoenix is currently in a relationship with actress Rooney Mara.
Ted Danson and Whoopi Goldberg
While on the set of the 1993 film, "Made in America," Ted Danson and Whoopi Goldberg started a romance that has since been dubbed "the affair that cost Danson $30 million." Quite the title. Ted Danson had been married to his wife Casey Coates for almost two decades when he and Whoopi ignited their surprising romance.
Once the secret was out, Coates filed for divorce which ultimately cost Danson a cool $30 million as well as a butchered reputation. After a year and a half, Whoopi and Ted called it quits in an anything-but-amicable breakup. Was it all worth it?