Breaking the ice with a guy you like can sometimes be challenging. It can also be tough to break past the typical flirty banter and really get to know each other.
I don’t know about you, but nothing is more painful to me (in a not physical pain sort of way) than awkward silences, especially on a date. And talking about the same old things can get tedious. I started keeping a list of cool and interesting questions to ask a guy a while ago in an attempt to avoid awkward silences and generic conversation. Early on when I started dating my husband, we had a “questions” date night and it really brought us closer and helped us discover things about each other, and ourselves.
And with that, here are my top 50 questions to ask a guy you like to really get close. Some are silly, some are serious, and all will open the gates to a deeper connection and bond.