Chelsea has just lost her job and is bemoaning at a club her friends forced her to yield. However, she is aloof and broods as her friends try to cheer her up. However, things take a twist when she “accidentally" meets Kyle, whom she recognizes as a big guy in the city, a company owner, and rumored mafia leader. At first, she tries to ignore him as he makes an effort to create a rapport between them. Kyle is however determined, and soon he is rewarded as Chelsea falls to his smooth talk. That night, she ends up in his bed, and she discovers Kyle is a sex monster who loves BDSM and Anal sex, which she is a virgin to. Still, curiosity and excitement make her allow him to give her an unforgettable anal sex of her life.