Straight scruffy boy Woody might not be used to sliding things into his virginal hole, but things are changing for this guy and it seems he's more open to trying things and exploring. He's enjoying some porn and getting his hairy cock out for a stroke in this solo, but soon he's adding a little vibrating fun to the mix. He starts out exploring his taint with it and probing his hole with the tip, but before long he's getting a little greedy and easing it into his pucker. His dick definitely seems to like it, he's soon rock solid and stroking his meat while the little toy buzzes away in his hole! Using his leg to fuck himself with it a little he jerks his dick and works his way up to a jizz pumping climax that makes us wonder whether he might be interested in trying a cock up there next!