In a private, amateur femdom session, a mistress introduces her sissy femboy to the joys of pegging. She straps on a massive, black strapon and orders him to bend over. He hesitates, but she slaps his ass, encouraging him to relax and open up. She lubes up the strapon and his hole, then pushes the thick head inside. He gasps, but she holds his hips and fucks him slowly, allowing him to adjust to the intense feeling of fullness. She picks up the pace, pounding his ass with her strapon, making him cry out in pleasure and pain as she trains his hole to take her massive cock.