Since you asked...
I was a random boy growing up and I saw Parent Trap and I remember thinking to myself, holy shit these twins are hotter than the Olsen twins who were a big deal at the time. Then a few years later she did that Tyra Banks movie which I didn't watch, but I noticed, then as I was coming of age and she did Freaky Friday to moderate success. At that point, I was all like "that's my girl". By the time Mean Girls came out, I had friends making me Lohan t-shirts and messaging me whenever she got in the news, which started to happen all the time.
Then I became a fuck up in life, and she did too. I did stupid shit and it seemed like she was doing just as bad if not worse on most days. Lucky for me, my fuck ups aren't covered by media
Then I struggled so hard with substance abuse, but she did too!
Then it just became a part of who people associated me with, and I chose to embrace it.
I love MMA, LeBron James and other weird celebs like Kristen Stewart, Avril Lavigne and other girls who flipped middle fingers to the usual Hollywood scene, but Lindsay stuck for whatever reason.
I still have cool Lohan t-shirts ten years later, so I go with it.
I don't even think it's creepy, having a Lohan themed account seems like par for the course, I don't know her, don't ever claim to, but she represents my mentality of "yeah, whatever, bring it" perfectly.
I'm probably overdoing it on sherdog, but I don't mind
Edit: by celebrity gossip, I just mean that I'm into the scene where celebrities have their boobs pop out randomly, and Lohan is the GOAT at that