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1.
When one has the wheels of a boat.

That is to say, no wheels. Basically, it means the person in question cannot pick up women, or has difficulty when attempting to do so.
Billy: Jason got rejected again last night; 5 times at 5 different bars...

Jimmy: Man's got some boat wheels...
by Nivvy95 November 13, 2010
 
2.
An individual who lacks the skills necessary for the successful seduction of females. Boat association made with such poor game because boats have no wheels (or in this case game) at all.
"Way to go boat-wheels even I could have gotten in her pants and I'm a girl"
by Simon Thede May 28, 2008