Reader question #48: A cool, nice guy asked me to prom, but now our awkward silences are making me worry.

Dear Captain Awkward, So my prom is coming up (it's at the end of May) and I was asked to prom by this guy. He's been in some of my classes and I'm really excited that we're going together. We hang out, but our conversations always turn out, well, awkward (as in lots of awkward … Continue reading Reader question #48: A cool, nice guy asked me to prom, but now our awkward silences are making me worry.