Similar to the Cleveland Steamer, a Philadelphia Steamer is the sexual act performed when someone milks a mans prostate (or fingers a mans asshole) untill he has an orgasm, at which point he jizzes, commonly out of his asshole, onto a womans chest. He then rocks back and forth like a steam roller to rub it all over her.
James never thought he would enjoy it, but after Judy gave him his first Philadelphia Steamer he started begging for one every night.
by C.A.P. January 30, 2008