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A trembling sissy slave, his virgin ass still confined in a chastity cage, awaits his Mistress' merciless pegging. She teases him, running her gloved hands over his body, taunting him with the sight of her strap-on. Finally, she frees his throbbing cock from its cage, making him moan in relief. But his respite is short-lived as she lubes up his virgin hole, pushing her thick strap-on inside, inch by excruciating inch, claiming his untouched territory.