Here is another real online dating chat that I had with a girl a few years ago. Read it carefully and you will find plenty of great examples of how to attract humor, confidence and cocky / funny from both sides :
Her: It looks like your photo was taken at high-school. Are you some kind of predator?
I: Good guess. I am. I was teaching for two semester at community college so that’s where the photo was taken. At least I have a photo and don’t hide my face…
Her: ha, ha, well suppose I am a private person and maybe I only want cute guys to see it.
I: Nothing wrong with that. Better than posting trashy photos on myspace like so many girls do in this area.
Her: I agree. I am normal looking. No deformities. 
I: If you only want cute guys to see your face, then I am definitely out of the question.
Her: Right, that’s why I am communicating with you. No cute guys for me!
I: Exactly. Stay away from temptation. Only ugly guys are worth it because we try harder.
Her: How could I let you see a pic?
I: Send it to my e-mail at serial_killer@hotmail.com
Her: lol sounds like a CIA e-mail.
I: bad joke, my real e-mail is ——————————
Her: I actually like reading about serial killers
I: Well, you are in luck then. Send your photo to the above address, but nothing inappropriate please. I am a prude and I am easily offended.
Her: I am trying to find a decent one…
I: I don’t mind if its not decent or even better – an indecent one!
Her: I think I can handle you.
I: You wish! Hey, I gotta run, but let’s have a real conversation later…. what’s a good tel. number to reach you?
Her: e-mail me yours
I: No, I am a man, remember? I should be calling first.
Her: You are a man, I like that. Ok, I am working till 7.
I: That’s fine, I don’t go to sleep at 7.
Her: ( ) — — –
I: Cool. Talk to you later. Till the, behave!
Her: I will try.
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