When it comes to John Cusack's status as a well-known bachelor, the longtime actor doesn't shy away from why he's remained unmarried.

In a 2009 Elle profile, when asked if Cusack could describe why he hasn't thought to get married in five words or less, Cusack had a quick-witted, and valid, reply: "I can do it in seven: 'Society doesn't tell me what to do.'"

Though he's never officially settled down, Cusack has dated some fellow-famous actors, CheatSheet reported. Some leading ladies Cusack has dated and can proudly call exes are Uma Thurman and Jennifer Love Hewitt. In the past, he's also been connected to Neve Campbell, Gina Gershon, his "Grosse Pointe Blank" co-star Minnie Driver and former "Baywatch" star Brooke Burns, just to name a few (via Pajiba).

Both spouseless and childless, Cusack has worked in the entertainment industry for over 30 years, and it only makes sense that these lifestyle choices have made Cusack into the lovable, talented man he is today.