Pleasure Island is the ultimate gay sex holiday location where the mega rich go to party. But for one week only ten lucky lottery winners are there instead. Robbie is a bottom who loves cock up his ass and he can’t believe his luck. He has just arrived by boat and a Texan cowboy is waiting on the jetty wearing only his boots and a fabulous erection. There are another fifty horny studs waiting at the hotel, all of them at Robbie’s disposal for the coming week – the only restriction is his imagination. Thankfully he has Gary to advise him, a sexy young Aussie with a wicked studded tongue and an equally wicked mind. He has plenty of suggestions on how to make the most of Robbie’s prize. And what a prize! In addition to the hot men, there’s a spa with unusual treatments and a sexy Swedish masseur. There's a daily raunchy show where fantasies are enacted, like cowboys doing Indians and Gladiators fucking to the death. There are men who come each morning to help Robbie with his shower; an Amsterdam style dark room and an interesting version of Muscle Beach. It’s never a dull moment for our horny bottom slut, especially when Jason the kilted Scotsman is around. But that’s another story that runs through the fun... perhaps that's the real... Bottom's Luck!