Sissy Crossdresser's Raw Anal Debut

A timid crossdresser, dressed in lacy panties and a bra, finds himself face-to-face with a thick, veiny cock, his first anal encounter. The dominant top grabs the sissy's head, forcing his small mouth open to accommodate his massive shaft. The femboy gags, drool dripping as he's face-fucked, his makeup running with tears. Roughly pushed onto all fours, he yelps as his tight, virgin ass is spread, revealing his pink hole. The top lubes up, slapping his cock against the sissy's cheeks before ramming it inside. The crossdresser moans, his hands clawing at the sheets as he's pounded, his ass stretching to accommodate the massive cock. The top grabs his hips, fucking him roughly, his big balls slapping against the sissy's taint. The crossdresser takes it, his ass clenching around the invading cock, until the top pulls out, coating his face in hot, sticky cum.

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