I actually have 2 problems, and you're a hero if you can help me out.
1) My friends tell me, that girls are unsure in my IM conversations whether or not I'm serious about things, are that I'm just joking around. Even though my frequent use of (custom) smilies and cocky&funny talk (well, I try to use c&f), it seems like I just can't get the message delivered properly.
Result: Conversation stalls, momentum gone, no day2.
Conversations with friends and girls that I know for a while (who I'm not gaming), go fine. They know me better, and my guess is that they
see the difference between my playful-parts and my serious-parts. Small note: My targets are under 20yr.
What should I do? Drop the c&f? Use more smilies? Only use standard (:P,

) smilies? Perhaps even try to be a nice guy?
2) There's this girl, that I got to know 2 years ago on summercamp, whom I started talking with in October after a periode of 10 months ignorance. Apparently, things were going smoothly, I made her laugh, and we started talking like once a week. I didn't manage to set up a date, but since she lives 200 kilometers from here and neither of us has a SPAM, that wasn't really a goal to me. There is a slight possibility we will meet at summercamp, this summer, which is fair enough for me.
Anyway, in February, we had this conversation about partying (carnival), valentine and stuff like that, and I guess I used way too much ballbusting and cocky, without the funny (extreme case of problem 1).
Looking back, I can say I overdid it and I misinterpreted when she was trying to be nice. So, now she has probably blocked me for the last 2 months. Should I apologize through e-mail for my rude behavior (whilst trying not to DLV), or should I just let things go and drool on her facebook-pictures?