(sexual) A male that places his penis in between the cushion of a chair of sofa in order to sexually stimulate himself.
Joe: Dude, I haven't been laid in 6 months.
Tom: Ouch, how do you get by?
Joe: I've become a cushion cowboy.
Tom: Ouch, how do you get by?
Joe: I've become a cushion cowboy.
by Ben E-wing November 13, 2010