Chastised Sissy Enjoys Mistress's Anal Punishment

The sissy's training continues as the mistress, her eyes gleaming with sadistic pleasure, lubes up her strapon. She pushes his head down, making him worship her boots before positioning him on all fours. She teases his asshole with the tip of her strapon, making him squirm in anticipation. Then, with one swift thrust, she buries her strapon deep inside him, making him gasp. She pounds him relentlessly, her hips slapping against his ass, her grunts of pleasure echoing in the room. The sissy's cries of pain and pleasure fill the air as he's used roughly, his body marked with red welts and his ass filled with the mistress's strapon.

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