Since when do things work this way?

I seem to be living in an alternate dating universe where I do everything wrong but it all comes out ok in the end. The first wrong move was giving my number to some guy I met in a club. But I ended up having a great date with him. Next, I did something that somewhat goes against my personal standards. I don’t believe in giving my dates tests. Generally, testing on dates means setting someone up to fail. And my test fits that rule too however honestly I present it as a choice between two viable options.

Option 1: Have sex with me on the first date. Run the very high risk that I will freak out about it, get awkward, and never want to see you again.

Option 2: Don’t have sex with me and be assured of seeing me again.

The first time I issued the test the guy chose option 1. He was utterly convinced that I would not freak out and would want to see him again. This was a strange conviction since I had never agreed to go out with him in the first place—I was attending his house party as a friend when he basically attacked me after working up enough liquid courage. Needless to say, I block-sendered his ass the next day. The conviction was doubly unfounded when you consider he had no skills in bed.

The second time I issued the test the guy chose option 2. He took me at my word and definitely wanted to see me again. I gave him the choice not because I had no real interest in the guy like last time but because I liked him and didn’t want to fuck it up. So rather than being told to grow up and ask for what I want, I got all the foreplay that had been missing from before and then some.

What do I do next? Invite the guy out to trivia night with my friends before our planned second date. Let me just double check myself here. Yup, in my list of relationship milestones you should definitely have more than one date before meeting the friends. The guy should not be up for this (oh god, she’s going to give me a drawer for a third date!!!), and he should not come out, have a good time, get a shitload of questions right, and then want to see me again. Lucky for me, the reason he came out was that almost none of my friends showed. I spent the night in awe of his skills and waiting for someone to figure out he was only 23.