Sometimes the worst dating experience isn’t with a total stranger, blind date or an online guy. It can be way worse with someone you’ve known for years! At least it happened to me. It was a guy I went to high school with. I actually had a crush on him back then. He was a senior when I was a sophomore, but his locker was near mine and we checked each other out a lot. He played on the basketball team and was kind of the silent type, but maybe I’m just saying that because he was older and I didn’t get to know him that much. Anyway, he already had a girlfriend in his year, and the year after that he was gone and I lost track of him.
So, fast forward to like four or five years later and I see him when I’m at a movie with friends. He was dressed all in black and looked totally different but still hot. I should have known it was weird when he wanted me to dump my friends right away and go out for coffee with him, but I was flattered that he remembered me and so we hooked up. The story he told me was REALLY interesting at first: he left town right after high school to pursue his dream of becoming – seriously – a professional magician! At least that’s what I thought, but he got all agitated when I used that word and told me he wasn’t a magician, he was an “illusionist”. He actually got quite upset about that, and that’s when he launched into this long speech about his hero David Copperfield, how he followed him on tour for a few years to learn the magic trade (oops, sorry “illusion” trade!). But he was so passionate that at first I was really into seeing him again. He said he was living in town but was leaving soon to do his show at Universal Studios. We got together a few nights later.
So we sit down at the restaurant and right away he started asking me if I wouldn’t mind dying my hair blonde. I thought it was a joke but he pressed me a little on it and finally I started getting a little annoyed. Why ask that question on a first date? It’s like asking someone to be someone else, you know? And then, once again, he went on and on and on about Copperfield. It got kind of boring, so I asked him if maybe he could do some tricks for me, but all he did was sweep his hands in the air a lot, like a bad Criss Angel impersonation. I guess the only trick he really did was convincing me he was a cool guy at first.
I never saw him again, in person or on TV. So remember that someone you liked in high school might not be a that fun an idea a few years later.