Sissy's Late-Night Anal Marathon

As the clock strikes midnight, a mature, cross-dressing man retreats to his dimly lit bedroom, donning a frilly negligee and stockings. He admires himself in the mirror, running his hands over his curves, feeling the excitement build. He lubes up his fingers and teases his asshole, gasping at the sensation. He turns around, bending over the bed, and inserts a glass dildo, slowly fucking himself. He moans, his voice high-pitched, lost in his fantasy. He switches to a prostate massager, going harder, faster, his body tensing as he edges closer to orgasm. He collapses onto the bed, exhausted but satisfied, his asshole gaping from the all-night play.

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