Since trailer parks are the rural and suburban counterpart of the urban housing projects, a trailer pimp is a Caucasian player. A whitey version of the well known African American pimp. Not typically an actual pimp responsible for a stable of bitches, but rather a poor white guy who manages to successfully date (and regularly bang) several of his neighbor's wives and daughters for a sustained period before it all goes to shit and he has to pack up the Trans Am and bail.
Robbie says he got his milf neighbor and her daughter to each do a line of blow off of his cock, either he's bullshittin' or he's a certified trailer pimp.
by Brilliantjackass April 09, 2011