Taran Killam stars as Justin, who we meet at the beginning of the film waking up to hear his girlfriend of five years' voice on a popular national shock-jock radio show breaking up with him after revealing she had a threesome to get back at him for forgetting their anniversary. It seems everyone he knows has heard it, and rib him mercilessly before they encourage him to get back out there and forget her by diving headfirst into casual sex. With the help of his horn-dog telecom company office friends Sammy and Louis, Justin signs up for a one-night-stand site called “Casual Encounters”. However, Justin is unprepared for the kinds of women out there looking for a quick hook-up, from those who grossly lie about their appearance, to those with devious, even dangerous, sexual appetites. Meanwhile, off-site, he becomes closer friends with his attractive co-worker Laura, though his run-ins with the women with whom he's had casual encounters may come back to haunt him.