10 of the All-Time Greatest Masturbation Scenes in Literature

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Portnoy’s Complaint, Philip Roth

But of course: the patron saint of literary masturbation is one Alexander Portnoy, who’ll famously put it in just about anything he can find:

At the Saturday afternoon movie I would leave my friends to go off to the candy machine — and wind up in a distant balcony seat, squirting my seed into the empty wrapper from a Mounds bar. On an outing of our family association, I once cored an apple, saw to my astonishment (and with the aid of my obsession) what it looked like, and ran off into the woods to fall upon the orifice of the fruit, pretending that the cool and mealy hole was actually between the legs of that mythical being who always called me Big Boy when she pleaded for what no girl in all recorded history had ever had. “Oh shove it in me, Big Boy,” cried the cored apple that I banged silly on that picnic. “Big Boy, Big Boy, oh give me all you’ve got,” begged the empty milk bottle that I kept hidden in our storage bin in the basement, to drive wild after school with my vaselined upright. “Come, Big Boy, come,” screamed the maddened piece of liver that, in my own insanity, I bought one afternoon at a butcher shop and, believe it or not, violated behind a billboard on the way to a bar mitzvah lesson.