So thread this isn't a

after all.
For me, good trolling involves 2 things:
1. Satire which you know is on the outer edges of the recipient's brain power
2.
A good user nameWe're all pretty good at #1, but it's #2 that can really light someone's gas can.
Seinfeld knew this, those were the lamest one-liners since SCTV, but the set-up was flawless.
Suppose you want to troll Genesis Skye, an easy but illustrative example. Obviously your posts would have lots of long words related to drug use, probably a liberal use of the word "whore," maybe even a few lines taken Grandmaster Melle Mel's "White Lines" which was written before she was born, but which just about everyone knows about (see...on the fringes of her intelligence).
The setup would be a clever, but very inflammatory username. Once she reads that, she knows she's gonna get flamed like Hiroshima. Maybe "Skye's Rx Depot," "Genesis' Meeth," you get it.
The other good troll is the 1-line e-mail, which you post somewhere it will be seen, but never actually sent. You never sign you own name, just something referential.
Dear Taylor Rain,
We're meeting by the Pasteur today. Please show up at 5:05
Sincerely,
The Waldos
Dear Baby Doll,
Sorry to see you're leaving.
Sincerely,
Dignity
And after all, when the

is said and done, you know they are

, while every one else is
If all else fails, look for spelling/grammar errors, assuming you don't make a fool of yourself and be wrong. The dolt can only have two responses: I'm too much of a hothead to make sure my post is readable, or, Yes, you're right, I ride the short bus.
My personal favorite is to walk up to a kid who's just finished his Greek initiaton, and ask him, How's your frat? You'll immediate raise this pud's agita and get this, "It's a 'fraternity,' not a 'frat.' You don't call your 'country' a 'cunt,' do you?" I love that.