Most disgusting beer: Thankfully now defunct in the UK (I think, hope, PRAY), Stones Bitter was a foul, muddy sour tasting waste of drinking time that came in lurid orange cans. It cost about 12p a can and had so little alcohol that you could drink as much as you liked, but you were guaranteed a hangover waaay before you felt even slightly tipsy.
Most ill advised beer purchase: At a beer festival with a group of friends I ordered the strongest Belgian beer from the menu. Machismo eh? I admit it. I should have smelled a rat when they told me they would 'prepare' it for me and bring it to our table. I do not exaggerate when I tell you that the glass it came in was 18 inches tall, twelve wide, in the shape of an overly elaborate brandy glasses with sculptured petals like a tulip. Oh, dear reader, how my companions did mock me. I suffer the shame to this day. The fact that the beer was a nasty smear of undrinkable embalming fluid was entirely secondary.