We had been dating for a year and a half so I was confident that if we were really "meant to be" everything would work out and it wouldn't be a big deal. We talked on and off since November and when he was in Australia...but now he is back. I know he had very little "action" with any Australian ladies, but I dated someone during the spring (who I no longer have feelings for).

My ex and I might get back together this fall. Do I need to tell him about this other guy? I know it will come out at school because I don't go to a big college, so would it better to wait till asked or come out with it?

So you have a secret that you've been keeping from your ex-boyfriend. Well what he doesn't know won't hurt him, right? To quote the timeless words of our dear "Friend" Ross: "It was a BREAK!" If you are slightly worried about your ex-boyfriend finding out – and he probably will anyway! – be the first to tell him. And no, you don't need to.

Most of us men are territorial. Once ours, always ours… break or no break. So if your ex cares about you, he'll be upset. No way around it.

1. His girl back home was with someone else.

2. He didn't get any love down under.

But you don't need to tell him anything. First off, there's no guarantee that you will get back together.

Yet imagine what would happen if you did and the truth came out--it could permanently change the dynamic of your new relationship with him. He might never look at you the same. He might be jealous and overbearing. He might be stand-offish. If you thought he couldn't communicate before, good luck trying to make things better after telling him. And who needs that?

The fact of the matter is that you care about him and you want to give it another try. And from the sound of things, your school is too small to keep a secret. You could wait till he asks about it after he's heard rumors, but then he'll already jump to conclusions. If he's going to hear the bad news anyway, it's better to be the first to let him know.

Hopefully, you can sit him down and talk to him about it in person. Tell him the truth and hope he can be an understanding adult. If not, at least you know that you tried to communicate, even if he doesn't understand.