If she’s dating you fresh out of another relationship, in all likelihood, she just considers you a go-between, a guy to date while she’s between boyfriends.
That’s not to say it couldn’t turn into something more meaningful if you play your cards right.
The date was actually really great – I was definitely into him and he showed every indication of being into me (the way he looked at me, the things he said, etc.) At one point, he mentioned that he’s really stressed right now because he just broke up with his girlfriend of 10 months a couple weeks ago.
From the beginning of this he’s texted me almost immediately and held conversations.
If reassurance is what you’re looking for, this is not the place.
Comparisons to her ex, odious or not, will always annoy and sadden her, and forcing her to constantly reassure you that you are better, is not a good way to win her affections.
First, you mentioned that he was very stressed after having broken up his relationship of 10 months a couple of weeks ago.
That doesn't mean you should stop saying those things (because you should not stop!
), it just means it'll take a little while for them to absorb into our bloodstream like vital nutrients. We'll probably talk to you like we're in the CIA for a little bit.
Now it’s been two days and I’ve heard nothing from him.
I really like this guy and feel there’s a connection, but I’m afraid that if I pursue this I’m going to end up being the rebound no matter what I do.