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Dating woes ... is it always awkward or do you "click" right off the bat?

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Question - (5 April 2009) 1 Answers - (Newest, 5 April 2009)
A female United States age 41-50, anonymous writes:

I'm inexperienced dating but I met this guy online (2nd time) a couple days ago. He's nice, smart, reasonably attractive and he likes a lot of the things I do.

But it was *so* difficult conversationally and I felt like I had to do a lot of talking. When I didn't say much, he would say ask random questions- like what is my humor like.

I don't know- should I go out with him again? I just felt like it so awkward.

And... for dating in general... is it always awkward or should keep searching for that one person that I can really click with right off the bat?

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A male reader, DLover Canada +, writes (5 April 2009):

Well, us guys are told by great pick up artists not to speak ourselfves too much on first dates (let the lady talk). I think you should go on second date and see what happens. He may be shy too.

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