Chicago's Hairy Master Breaks Twink Stuart's Anal Virginity
Chicago, a rugged, hairy dominant, has broken many a twink's anal cherry, but Stuart proves to be a challenge. The twink's tight, pink hole clenches as Chicago spreads his cheeks, revealing his untouched entrance. Chicago lubes up his thick, hairy cock and presses against Stuart's hole, feeling it resist. Stuart gasps, his hands clawing at the bedsheets as Chicago pushes in, his cock stretching Stuart's virgin ass. Stuart moans, a mix of pain and pleasure, as Chicago begins to move, his hips slapping against Stuart's ass. Stuart's cock, trapped between his body and the bed, leaks and leaks, pre-cum soaking the sheets. Chicago, feeling Stuart's body relax and open to him, grips the twink's hips and pounds into him, claiming his ass as his own.