I can say, OP, that I am married to someone who has a very similar perspective to how you come across on the forums. She talked about past BF's/H's "equipment" like a guy comparing tools, seemingly oblivious to how that might affect me, even though I have no insecurities in that department. To me, it was non-feminine and a turn-off, especially since I knew the guys. That didn't make her wrong or a bad person, but rather incompatible. I need a different personality type in a woman. She was/is more like a man in a lot of ways.
The impression I get from your writing style is that you guys interact on a regular basis, but don't actually openly communicate on many levels and topics, and so you don't really know him all that well. This is where it's tricky, because without really knowing him on a personal level, you can't be 100% sure about any of the points I mentioned above. So I would first try to dig a little more & get to know him better before pursuing the whole flirting/romantic thing.
So if you went "cold", is it ever ok to initiate contact again? Or do you essentially put yourself in the place where she has to initiate? Or is it more like, contact her in a 1-2 weeks? Although, I guess that means she hasn't contact you, so by your logic you drop her ass.
Ugh so i added him on linkedin which is this super lame networking site and he accepted my friend request but he did not even look at my page (the site tells you who looks at your page). I sent him a message that said:
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