This happened with the girl I dated the longest besides my wife. Please don’t get the wrong impression- she wasn’t insecure, she just had a great sense of humor.
She was from OOT and I went to her for the first few dates. On the first date we had a picnic so I brought bagels but it took a half hour until we could find a place to wash. On the second date I noticed that she seemed to have a big pocketbook and it was bulging, I kept on eyeing it wondering if she had brought everything including the kitchen sink along.
Eventually she noticed that I was looking at her pocketbook so she opened it, took out a large container of cookies and said “here, I made this for you for your long drive home.” It was so thoughtful and kind of her, but I got hungry and ate them all during the date. (Well not all, I did share them with her.)
OK, getting to the main part- a few dates later she told me that she was coming in to NY for the weekend and asked if we should go out in NY.
So I pick her up for the date and notice that she doesn’t have a pocketbook and I jokingly mentioned it. “Oh no, I can’t believe I forgot it, do you mind taking me back to my cousins so I can get it? Unless you can commit to not leaving me stranded no matter how the date goes.” I was laughing so hard since I wasn’t expecting that.
On the next date I was giving her a test to see if she remembered all the landmarks I pointed out on our previous date. At one point I asked her if she recognized where we were and she answered “oh, you’re leaving me here- good thing I brought my pocketbook this time.” We both had a good laugh.