I went on a first date with one girl to a wine tasting. It wasn't my thing, but she was all about it, so I figured we'd go.
The best part for me was... I got to just relax and enjoy being with her while she enjoyed the event. And really, nothing lets you shine more as a person who can have fun anywhere, at any time, than at an event she knows you really aren't interested in. Don't get me wrong, I find it interesting to some degree and I did enjoy sampling some various wines, but I know fuckall about wine and don't care to learn beyond what type goes with what food.
So all night while we were there, I got to play around and be goofy so she enjoyed the event AND my company. We'd be walking around and I'd randomly adopt different accents as I pretended to be snooty and sample something. I'd break contact for a minute to go grab some cheese or something and then come back and pretend to be picking her up like we'd never met. Any girl I'd be interested in loves a good sense of humor... and man, she loved mine.
And really, all the nice dinners or fancy plans in the world won't amount to much if, at the end of the night, she doesn't enjoy your company enough to want to keep you around more.
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