Can't remember the exact thread titles, but here are my top 5:
#1 = A crazy, long deleted and not nearly enough viewed, thread with two guys in Toronto (CanadianBacon and Chicken Salad, I believe) looking to throw down in the park, in real time, on the night of a fight, with maybe 30-50 sherdoggers egging them on, including a hand full of Torontonians who dropped the UFC fights and went out to find and document the would be sherbro pugilists. ChickenSalad turned chickenshit, ducked the fight, ruined our night, and made us harass him mercilessly until the thread was deleted, so that it now lives on in only in the memories of the chosen few who were there to witness its glory as it unfolded live.
Edit: Upon further research it was Skydome and ChickenDinner, not CanadianBacon and ChickenSalad... you can understand my confusion, I'm sure.
Edit 2: Like I said, the original was deleted... but here's a bonus spin-off thread...
http://forums.sherdog.com/threads/werdum-vs-cain-or-skydome-vs-chicken-dinner.3009001/
#2 = Groundhog Expert
#3 = Cain slept with TS's wife (TS was "flyingburrito" or something along those lines?)
Edit 3: Looks like that thread is gone now, too... but YouTube still has a (now soundless) tribute video...
#4 = Incredulous Cormier
#5 = I dunno... "The Eggplant will salute other pigeons" maybe? OP was nicely executed on that one.