A gay sissy's new year's resolution: more anal play

Our sissy stud has been dreaming of a plump, juicy ass like his friend's for the longest time. He's been toying with the idea of getting a fucking machine to help him achieve his New Year's resolution of becoming a gay sissy who knows his way around an ass. With a little help from his friend, he's finally set up the machine and ready to give it a go. But as he steps up to the plate, his friend decides to join in on the fun, offering to take over the machine and give him the ride of his life. The excitement is palpable as the machine starts to work its magic, stretching and filling him up. The pleasure is overwhelming, and he can't help but moan with ecstasy as his friend takes him on a wild ride. The experience leaves him feeling fulfilled and satisfied, his New Year's resolution off to a great start.