Archie Harris works as a paralegal for a sprawling law firm in Washington, D.C., and is ready to embark on a weeklong vacation that includes watching movies, attending outdoor concerts, and catching up on some R&R (Rest and Relaxation). Little does he know that fate has other plans for him.

Archie kicks off his vacation at HIPSTERS, a premier hot spot in D.C., where he meets the sophisticated Vivian Williams who is visiting the city on business. At first glance, it appears that Vivian is all work and no play, but when she asks Archie to show her the sites, Archie, sensing a possible sexual encounter, readily accepts. But Archie has one major concern. He is rusty when it comes to entertaining women, let alone pursuing sex. Enter Tre, an old friend who comes to Archie's rescue. Archie and Tre meet up once again after six years for an upcoming birthday bash for a mutual friend. Unbeknownst to them the celebrated birthday boy happens to be Vivian's favorite uncle.

In this hilarious account of Archie's lustful journey, only time will tell if Archie scores with Vivian and whether true love will be discovered in the process.