Nervous Dylan Hayes braces himself as boyfriend Michael Boston guides him through his first anal experience. Dylan worries Michael's thick, uncut cock won't fit, but Michael reassures him with gentle rimming and deep kissing. Starting with a passionate 69, they move into doggystyle, Michael slowly pushing his cock into Dylan's virgin ass. With each thrust, they build trust, until Dylan eagerly takes Michael's full length, moaning as they switch to cowboy position, Dylan riding Michael's cock with newfound confidence.