I have discovered the formula for the ultimate zing. Here it is:
Compliment appearance ---> Imply homosexuality

The formula for the ultimate zing didn't come to me in a dream, rather it was a conglomeration of existing information. Specifically, I watched "Chopper" (featuring this zing: "That's a nice shirt. Do they make them for men?") and Run Ronnie Run (featuring the zing: "Nice moustache. Did you buy it at the faggot store?") within days of each other.

So let's try the formula:

Herrick, Matt says:
Hi Dean
Dean says:
hi matt
Herrick, Matt says:
I just wanted to tell you that I like the shirt you're wearing today.
Dean says:
Thank you
Herrick, Matt says:
Did your boyfriend pick it out for you?
Herrick, Matt says:
OH SHIT I GOT YOU GOOD
Dean says:
o man did you ever