If you are constantly in search for ideas and sparks to start up a topic of conversation, then I would say that you are just forcing yourself too much.
This, especially when it comes to communicating with another person (whom you like and still secretly liking him) can only reveal one thing: you two have nothing in common.
Deny all you want, but then when it's a planned conversation and it's being moderated by non-other than you, the ultimate goal is to hear what you want to hear.
Sometimes, when the answer is so obvious that it's not in favour to you, you will still tend to bombard the dialogue box with other replies in hope of trying to ignore the clear-cut answers replied by the other party.
Perhaps, you are pushing yourself to the limit exploring your capability without realizing that at the same time you are testing the other guy's patience by having no intention of provoking him in mind.
He has reached his limits.
Should I be embarrassed for the constant disturbance ? Or should I be feeling guilty ? Do not disturb then, or leave it as it is ?
So tell me, what's a good conversation all about ?