Hubby's Anal Awakening: Sissy's Cuckold Training

In the eighth installment of her husband's sissy transformation, a dominant wife coaches her unwilling hubby in taking cocks anally. She invites a series of hung studs to pound his tight, newly shaved hole while she watches, masturbating and encouraging him to take more. The cuckold's initial reluctance gives way to moans of pleasure as he's filled and stretched, ultimately squiring his first load of prostate-fueled cum.

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