Gutter boy 

A person who cant hit a straight shot in reference to a person that can not land a shot when bowling and instead receives a deep bowl into the gutter

"Your too scared to ask her out, such a gutter boy"

Gutter boy by StrikerLad September 8, 2019

Gutter Boy 

A child or adolescent, typically male, who has no permanent residence (a street kid/homeless child) and thus has taken to either stealing, begging, whoring or other such activities in order to earn money for the necessities of life.

John: I was walking down a back alley the other day and some gutter boy came up to me and offered me a blowjob!
Alex: Cor! ... What's a blowjob?

Gutter Boy by Tigerlily Heart October 20, 2011

gutterboy 

One of minimal height and IQ. Often seen riding sidesaddle and bareback on felines. Known to be overly sensitive and female-like.

Have you seen the Gutterboy exhibit at the local carnival?

gutterboy by Shovel April 6, 2005

gutterboy 

A witless, ignorant boob who has wet dreams about men in general and me in particular.

gutterboy by CMT July 27, 2003

Gutterboard 

Wakeboarding or kneeboarding in a flooded street, while being towed by a car, truck, atv.

Were gutterboarded all the way down Fremont Street after the rainstorm Saturday.

Gutterboard by vdrive60 October 28, 2010

Gutterboys 

Gutterboys is a man who lives in the gutter.

Jeff so nasty he has Gutterboys feet.

Gutterboys by Nick Dwyer September 5, 2022