The skit was based on a true story. Back then, I thought he was being stupid. Now I realize that he was probably trying to flirt and failing.
Mike: What are you doing? I hear typing.
Jenn: I am multitasking.
Mike: Whoa, that’s a big word! What’s multitasking?
Jenn: dude, you don’t know? It’s doing multiple tasks all at one time.
Mike: Really?! You’re so smart. How do you spell it?
Jenn: M-U-L-T-I-T-A-S-K-I-N-G.
Mike: Wow! That’s so cool.