The player is a hunky college freshmen, that doesn't realize he's hot. He was nerdy and shy most of high school until he bulked up swimming. He's a virgin and looking for new experiences. He has little money and is on a full ride scholarship. When he saw an add for a positional as cabana boy he thought his swimming experience might be helpful. Little does he know the woman who posted the add is looking for a new submissive to explore and humiliate. Kinks to slowly be introduces would be, cfnm, public humiliation, butt plugs, pegging, cumplay and eventually chastity.
The main character comes to the woman's house dressed in board shorts, tee shirt, and flip flops.