Andrew Geoffrey Kaufman was the most famous IRL troll who ever lived, a man who dedicated his lifeto making people confused, irritated, shocked, and/or infuriated, and was the first and only man to make a living out of doing it for the lulz. He was also pretty much the greatest person who ever lived ever (and not even his being a Jew can stop this) and is widely considered to be the father of trolling, and quite possibly even anonymous itself. Hey, it's a possibility.
Andy befriends, and then publicly trolls his ex-girlfriend on live television.
Andy is pulled off the street to go on the dating game, and possibly bang some slut, but instead decides to troll it.
Andy publicly trolls the South.