riding a surfboard or like object down the rushing stream of water of a street curb gutter.
Its raining hard, lets go gutter surfing!
by sk8ingxl3s January 20, 2010
drinking the last drops out of anyone elses' cup of beer in a last ditch effort to get even more intoxicated.
Dude, my bro was so wasted he was totally gutter surfing off of all the empty cups on the table.
by Calisa October 11, 2007