Sissy's Anal Awakening

A desperate sissy, locked in chastity, seeks relief from their aching loins. They explore their tight, virgin asshole with a curious finger, gasping at the unfamiliar sensation. Gradually, they insert a toy, marveling at the fullness. As they fuck themselves, they imagine a thick cock stretching them wider. Their body responds, a trickle of piss escaping as they edge closer to orgasm. They withdraw the toy, their asshole gaping, and push the tip of a water bottle inside, relishing the feeling of filling their hole. They fuck themselves with it, harder and faster, until they finally succumb to a sissygasm, their asshole prolapsing slightly as they cum hands-free.

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