Sissy's Anal Initiation: Blowjob & Dildo Training

A timid crossdresser finds solace in submission, exploring their boundaries with a raunchy anal and blowjob training session. They begin by gingerly taking a dildo into their mouth, learning to relax their throat and take it deep, drooling and gagging with determination. Their coach guides them, coaxing them to take more, to breathe through it. Next, they turn their attention to anal, lubing up and tentatively inserting a dildo into their tight ass, gasping and moaning as they learn to relax and take it deep. The session culminates in a filthy, satisfying conclusion, leaving the sissy breathless and spent.

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