Dave: Sounds like a win-win situation. Things are progressing just fine. If you two continue to get along, then there’s no reason you shouldn’t be together again this year at camp. I don’t know why you’d need to discuss anything at this point, especially if you haven’t noticed any red flags about him seeing someone else. Guys like having a good time hanging out with a girl, but they don’t necessarily like to plan it out. It’s dating, not military operations.

Bill: I figure it never hurts to confirm your reservation. Got a flight in the morning? Give the airline a call just to make sure they haven’t changed your destination to Des Moines. Probably not necessary, but it never hurts. So I’d drop your pal an e-mail, just to make sure your expectations are in line with his. If he e-mails back that he thinks you and his girlfriend will get along great, you’ll know ahead of time to keep your options open. 

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