What he wanted to hear:

"Oh, I agree - that's cure AND funny that you fucked two of my female friends! You must be a stud, a real man, and my friends were lucky. Wish I was that lucky... I want me some manly man too... why don't we get together sometime; here's my email address/phone number, etc. etc. You bad boy, you. Don't be a player though! :p"

What he likely heard:

...

And by "cute and funny", he means "pathetic attempt to get into your pants".

Hmmm... at least two girls on the dating site gave him enough of a chance to engage in Adult Situations, but then didn't want to repeat the experience, as evidenced by his continued searching for a new date. And he thinks this is a detail in his favor because... ?

(I'm not actually against breaking up, dating widely, or sleeping around, but his general smarminess leads me to think this is a matter of deficient bed skills. Plus, I LOVE being judgy on teh intarwebs.)

^also deficient social skills. Not much of a segue: "I think thats cute and funny... What sort of business course are you studying?"

His next e-mail actually went:

"also, i forgot to mention i spy on your mum in the shower, i think that's original and wholesome. Do you like the movies?"