When Do I Tell Him I'm Dating Other Guys?

Anonymous
So I met someone online and we've gone on 5 dates. We've made out and have done some touching, but no sex until we're official (which I told him). We haven't gone out in 2 weeks because of school and he's out of state for the holiday. We still text, but I can feel things have cooled (probably because of my no-sex-until-we're-official policy). He had asked me on our 3rd date if I was seeing anyone else and I wasn't at the time.

Since I have a long holiday weekend, I'm going on a 1st date with someone new. I also met him online and he knows I've been seeing someone for the past month. It's just a 1st date and I'm not gonna get physical with this guy (no kissing, hand-holding, nothing).

If and when I do see guy #1 again, should I tell him I went on a date with someone else? How should I go about telling him? And will this light a fire under guy #1's ass to make things official or will it get me in hot water?

I'm not dating someone new with the intent of lighting a fire under anyone's ass. I'm doing it because I'm unattached, I have the time and because I can.
Updates
+1 y
Thanks for the response, everyone. I appreciate all of your comments. We're going out this weekend and I'll bring it up.
When Do I Tell Him I'm Dating Other Guys?
23 Opinion