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Wikimedia Commons has media related to Pegging. Pegging is a sexual practice in which a woman performs anal sex on a man by penetrating the man's anus with a strap-on dildo. In terms of physical pleasure, a woman's genitals may get direct stimulation from the base of the dildo, or in the case of a double-ended dildo , from vaginal or internal penetration. Zamateurz - Fist and enormous strapon fuck on man. Zamateurz - Fist and enormous strapon fuck on man 8 min 1. Home Std 7 min 2.