Sissy's Chastity Crack: Cummin' in Shame

Under the watchful eye of his dominant mistress, a sissy boy, bound in chastity, is forced to endure the torment of his throbbing cock straining against the unyielding plastic. His mistress, cruelly rubbing his thighs and ass, teases him relentlessly until he's begging for release. She finally relents, ordering him to strip and pleasure himself, but only until he's on the brink. As he whimpers, she commands him to stop, leaving him hard and aching, before allowing him to finally cum, humiliatingly, into a glass.

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