All of the following have been done by myself or with a group of people. Some of them were done to intentionally piss people off, some of them were only discovered annoying after the act was complete.
Ordered 6 pints of Guinness in a small bar in London with only one bartender and a slow tap.
Engaged in a competition with some friends to clear the bar of young'uns with obscure jukebox music. I won when I found the live version of Dazed and Confused from Zep's Song Remains the Same clocking in at over 26 minutes.
In the same vein, while playing in a classic rock cover band, once played a 45 minute version of Radar Love because the only table of drunks left in the dive bar kept yelling for "Skynyrd".
During the Blue Jays World Series years sang the "Okay, Blue Jays, Let's Play Ball" song 36 times over a span of 4 hours. The song still gets sung today although there hasn't been much call for cheering until this season again.
Had a peanut shell fight that turned into an all out peanut fight which the bartender kinda got into, but the regular cronies in the corner didn't appreciate... why do they give out free peanuts anyway?
As part of making amends, I offer only a 9 minute version of Dazed and Confused below. Use it well.