Ashley Boyd’s (Brooke Burns) career as a fashion editor is on the rise and her relationship with her boyfriend could not be more perfect. Conquering a handful of televised makeovers for women, Ashley has impressed her boss Nan (Valerie Harper) enough to earn her own column. However, there is a caveat: Ashley must write her first set of articles about making over a guy, something she has never done.
Uncomfortable with the assignment, Ashley is encouraged by her best friend Mandy (Stacy Keibler) to rise to the occasion especially when Ashley learns the intended subject is Pete Camden (Dylan Bruno), a notoriously chauvinistic sports writer whose best accessory is the ketchup stain on his torn sweatshirt. But when Pete won’t commit to the project, afraid it will ruin his ultra-macho image, his boss Clayton (John Ratzenberger) insists that an image makeover will be good for promoting Pete’s new book and he is left no choice but to cooperate. As Ashley chips away at Pete’s macho exterior she realizes he is actually more than he appears to be and as Pete gets to know Ashley, he begins to see her letting go and having fun, realizing he may have misjudged her. Will this pair realize they're perfect together before it's too late?