Contessa, all sugar and spice, and filled with feist desperately wants a love story of her own, but is feeling weighed down by the endless work of being a single mom and the responsibilities that come along with it. When a housing disaster forces Contessa into the home of Casey, the small town’s most notorious bachelor, she is tempted by the chance at freedom he’s constantly dangling in front of her. Casey’s desperate attempts to be seen as more than a playboy has him fighting an uphill battle for her affections. Can the two of them break out of the stereotypes they’ve cast themselves in to for a chance of discovering who they are beneath the surface or will their friendship end as soon as the lease is up?