"He came to her birthday party..."

My wife briefly dated Louis CK back in 2012. She says it seems kind of awful to be famous. Any time they went out to eat or were in public they were just constantly interrupted or stared at. He came to her birthday party at some little bowling alley in Brooklyn though and was pretty cool. The story that always sticks with me is that one day he went out and bought a $150,000 watch because he felt sad.

omptopus

"They were in love..."

My aunt was married to Van Morrison briefly. Here they are together on this album artwork. No interesting stories that I could remember. They were in love but he was always gone so it didn't work out. I was told that he would play guitar for the fam on Christmas get togethers.

hiamrob

"My mom lived in Key West..."

My mom lived in Key West in the early-mid 80's. She dated Sting for a while. He had a really nice yacht and they went on a sailing trip during which he realized my mom is psycho (she is). He ended it right after. Sometimes to mess with my Dad I'll start singing "Roxanne" or "Message in a Bottle."

Midnightoclock

"If only..."

My mom dated Keanu Reeves back in high school. She broke up with him because he was too focused on his band with his friends at the time.

If only...

takedownhisshield

"My mom..."

My mom had a dinner date with George Clooney in the 90's. She didn't really say much apart from the fact that he's an interesting and charismatic guy but she honestly didn't think he was going to blow up.

NardClump

"She said..."

My mother dated Judd Nelson back when he was relevant. She said he was kind of a prick once she got to know him better, but his parents were cool. Weirdly, my family now lives like ten minutes from his parents' place in Maine.

queermoth

"...if I remember correctly."

Friend of mine dated Brad Pitt in college. 2 or 3 dates if I remember correctly. I went to a different school, but remember meeting him when I went to visit my friend.

Bluegirl1965

"Not a date..."

Not a date, per se, but I had a nice quiet dinner with Samantha Fox in her hotel room in Toronto in the 80's. She was in town for a show and I was attached to her security detail. She asked me to eat with her because she didn't want to go out but hated eating alone. Sweet girl, kinda sad too. Lonely.

Morbido

"We went to coffee once..."

Jonah Hill awkwardly slid me his number when I worked in a hotel he was staying at.

We went to coffee once and he got super clingy. I was 20 and a virgin. He wanted to throw me a 21st birthday party in Palm Springs and when I politely declined he turned reaaaaaal niceguy.

He wasn't even funny.

tquilamockingbird