Avery Rylee never went to her high school prom. It is one of her biggest life regrets. Now, at the age of twenty-four, Avery has many more regrets. She is stuck in a rut with her career and she has just been dumped by her fiance. After a night of cheap wine and hitting rock bottom, all Avery wants to do is lie in bed at home with a gallon of ice cream, but her three best friends have other ideas. They have planned a cross country road trip to a prom to help Avery start over. Step one is an Ex-Bachelorette Party in Vegas to help Avery try and forget her ex-fiance. Instead of forgetting him, though Avery finds herself the star of her own web series. As a result, she goes on a filmed hunt across America to find a prom dress, a hot date, and a pair of amazing shoes. Will Avery be able to heal her heartbreak, survive internet reality show fame, and have the perfect prom?