On a date date? As in going somewhere together, on a planned outing.
I suppose the weirdest that ever got was a lady that specifically wanted to go to McDonald's. I had a reservation at this nice greek place, but she wanted that salty crap instead lol.
Welllll, now that I think of it, one of the girls I dated in high school did go a little weirder.
We were out in the woods, just walking. She starts laughing like crazy and says it's like a slasher movie, what with it creeping close to evening and things getting darkish.
She gets a grin on her face and says "chase me", and takes off running.
A few seconds later, I've caught up because longer legs. She starts laughing again, and we finish walking.
She was legit a weird girl across the board. Don't even ask about the sex.
She said it was a little thrilling, the rush of controlled fear from being chased a little. Not as much as she had thought it would be, but she didn't get far ahead, so maybe it would have been different if I had played it out. But she didn't want to do it again because the impulse was gone.
As a pansexual BDSM bottom I'm always looking for weird things. The thing that stuck out the most to me was the girl that wanted me to kill her. I did not oblige. We were very drunk.
I met both mother and father once. They were both pretty chill, none of that "if you hurt my daughter..." stuff (we were both early 30's), but it was definitely a bit weird.
Tbh it's what she didn't ask for that I thought was weird. That's be anything. Everything was up to me. She wouldn't display hardly any of her own personal preferences. She was like a blank slate girlfriend.