Kourtney Kardashian & Scott Disick

Kourtney Kardashian and Scott Disick first met in Mexico while hanging out with their mutual friends. Though the reality star wasn’t really into Disick at first, they soon started dating. However, they are one of those celebrity couples who keep people guessing as to the status of their relationship. They did split after two years and went on to date others, but they patched things up and had three children between them. However, Disick’s personal issues caused Kardashian to take steps to protect herself and her children and to get help for her partner.

In 2015, they ended things once more. Rumors circulated when the two were spotted together but based on their social media accounts, they were just co-parenting their kids Mason, Penelope, and Reign. Even if the two splits, Kardashian’s investments in several businesses will set her and her family up for life. The two remain on good terms and even go on vacations together as a family.