Lindsay Lohan & Sam Ronson
When Lindsay Lohan was 22 years old and going through some rough times, she began dating DJ Sam Ronson. Apparently, the two separated because they needed to work on themselves. Lohan has since confirmed they’re friends now, but said, “I need to love myself first before I could be with anyone else, and I was going through a lot. Two toxic people cannot be together. End of story. We’re friends now. That’s how it started so I think that’s how it was meant to be.”

Lindsay Lohan & Samantha Ronson
Lance Bass & Michael Turchin
Lance Bass is known for more than just his time with boy band NSYNC. He began dating the famous painter, Michael Turchin in 2011. However, they made history in 2014 with their marriage. It was broadcasted on Lance Loves Michael: The Lance Bass Wedding. Thus, it became the first same-sex marriage ceremony to be broadcast on cable television.

Lance Bass & Michael Turchin