18. "What Do I Wear?"
How do you dress for this sort of occasion when you don't even know who the other person is? Are they going to be wearing jeans and a shirt making your little black dress looks too fancy and now they're thinking that you've made far too much of an effort. They will thusly conclude that you've probably been single for a while and that you haven't been on a date in forever so your effort looks like sad desperation. Perhaps... but you need to wear something that you'll feel comfortable in and shoes that will not restrict the pace on how fast you can run.