Tag Archives: break ups

The Price of True Love

girl asking out a guy

Um, so, I just broke up with your best friend, but you wanna go out?

Dear ss,

Is it ok to ask a guy out after he has met my exboyfriend in the past? I have always liked this guy, and once I became single, I asked him out. He isn’t as wealthy as my ex,  however I’m looking for true love now. Please advise.


K. via email

Dear K.,

I don’t think there’s anything wrong with asking out someone who has met your ex in the past. Unless there’s more to the situation that just that. (Like, they met and are now besties and you stand to create a huge rift in their friendship. Not that I think you would do that.) If they are merely acquaintances, who cares?

Though I am wondering how long you dated your ex and how long you waited after you broke up to ask the new guy out. Are you hesitant because your break up is still fresh? I’m a big believer in downtime between relationships. Even if you’re not feeling hurt by the break up per se, I think it’s important to wipe the slate clean with some time alone to regroup.

I think it’s great that you asked him out, and I’m glad you’re overlooking financial status. You can’t put a price on love. (Yes. That’s right. I used a terrible cliche. But you can’t.) I have to ask though, were you not looking for true love before??

xo, ss