Q: I could definitely use some advice. So I was dating this guy (for only a couple months), and it wasn't working out so well because he was a horrible boyfriend, so we called it off and everything is fine/friendly. Thing is, I met a coworker and friend of his while we were dating... and now I find myself having a crush on this guy. The ex knows this and could care less if I act on it, but from talking with the crush guy, I think he's not the type to feel comfortable dating a friend's girl... or ex-girl, as it were. Anyway! Is all doomed? Or is there hope? A couple people have said that they think crush guy shares my feelings (interested, curious about what could happen...), but I think we're both hesitant to act because of the circumstances in which we met. (We can act though, because we have each other's numbers, etc.) I don't want to just let it go, unless it is hopeless... but I don't want to seem like I'm bouncing from one guy to the next, either. Is there a time period I could wait, and then maybe hint at something? If so, what would I say or do? Help please!
A: It’s not hopeless. You should start this one out more as friends and let it develop so you don’t seem like the hopper. You can then say, “Too bad you’re friends with __. You would have made a good boyfriend.” If he opens the door for more convo then you’re in! Even a knowing, “Yeah, I know…” from him is an open door for you to say, “That would be wrong of us, right?” And give those flirty eyes.
Hopefully it works out.
Love the Madness
DG
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