It's possible I’ll change my opinion on at least half of these things by the time I hit 30, but here are 10 things 25-year-old me wishes 18-year-old me knew about dating.ġ0. When I look back on those days, I cringe a little every time I realize how stupid I was and all of the things I did and thought (or didn’t do and think) that were so wildly inaccurate and inappropriate. I’d dated the same girl for the last couple years of high school, hooked up with a few others, and generally considered myself to be pretty socialized both in and out of the dating scene. Like many 18-year-olds, I thought I had a pretty good handle on the world when I graduated high school and headed off to college.