At 30 years old, Owen is already an independently wealthy entrepreneur with a type A personality. Some would say that he has it all: A big house, plenty of disposable income and the kind of good looks that give him the pick of any woman he desires. And yet for all of his wealth, he lacks anything resembling true love. A long chain of one night stands can only satisfy his physical appetites, but his heart remains desperately unsatisfied. Derek has the dashing good looks of a movie star, but he's got the self confidence of a depressed loner. While he's got a great job in advertising, he's still living with his parents at 29 and he's finally looking to make a change. Thankfully, his best friend Owen has decided to take him under his wing and coach him through the finer points of living well. When they meet a mysterious woman at a relative's wedding, Owen challenges Derek to put his newfound knowledge to the test. After a slew of traumatic life experiences, Adelaide is making up for lost time. Although she's happy to engage in casual encounters, the last thing she wants is a committed relationship because that can only end in total misery. When she decides to randomly crash the wedding of an ex-boyfriend, she meets two gorgeous guys who have clearly been friends for a long time. However, it doesn't take long for her to notice a hidden dynamic at play between the two men, something that neither of them seem to be consciously aware of. When one of the men, Owen, asks her out, the proposition is far too compelling to turn down. Where's the the harm in tagging along with these two and seeing what might develop? What originally started as an innocent bit of fun will turn into so much more as three people, each with their own baggage, must truly come to terms with their own demons in order to see that true love is right in front of them.