Taming Tammy, as the name may suggest, is an adaptation of Shakespeare's Taming of the Shrew. However, it's not only a modernization, but also has a twist; the role of Bianca, the younger sister, is now a gay younger brother, Tristan (Ryan Kennedy). Tammy (Sarah-Jane Redmond), the "shrew" is a very feminist sex toy salesperson who seems to scare every man who crosses her path.

Viola Hastings is in a real jam. Complications threaten her scheme to pose as her twin brother, Sebastian, and take his place at a new boarding school. She falls in love with her handsome roommate, Duke, who loves beautiful Olivia, who has fallen for Sebastian! As if that were not enough, Viola's twin returns from London ahead of schedule but has no idea that his sister has already replaced him on campus.

Divorced father Will and divorced mother Jane start to meet at Denver International Airport when picking up and sending off their children to ex-spouses for holidays and summer vacation. They both long for companionship and love while struggling with the reality of being single parents amid a series of missed opportunities and fears of rejection.