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1.
The act of sexual intercourse on a train.
The trainride was boring, til my girlfriend and I did the boxcar willie in the dining car.
by ezcccc May 16, 2010
 
2.
1 - A hobo that frequents the trains and requires someone to wash his feet all the time. Like the dude in the simpsons during that one episode.

2 - Old musician dude with good tunes
1 - Boxcar willie has been riding the trains for 20 years, and still hasn't had a decent shower

2 - Oh man, these old Boxcar Willie 8-tracks are teh rox0r
by 4dimensional September 02, 2004
 
3.
a guy or girl that snorts coke.
He/She was riding the rails like Boxcar Willie.
by Terri Yaki July 13, 2005