For guys who only ever top, bottoming can seem scary and painful. And because of that, seeing them take it makes it even more exciting. Our favorite Numero 2 documentarian found a tall, beautiful guy on the street who said he’d really only ever topped. Naturally, the cameraman took this as a challenge and asked him to be part of his series. The guy agreed to jerk off, but I had no idea what would come next. With a few cash incentives, he does more and more, eventually coming to the point of no return and spreading his hole for the guy’s big, fat cock. You can see the look in this eye just how intense it is for him–practically like it’s his first time!