Brooke's flair for fashion design is first revealed in the beginning of Season 3, when she creates a sassy she-devil costume for the Masquerade Ball at Tric. As an employee at clothing boutique Suburban Filth, she offers some of her creations to the store and eventually has her designs on display. When proper credit is denied, Brooke and Peyton return to the shop to 'take back' her clothing. This incident lands Brooke, Peyton (and an innocent Haley) in jail. This recent set-back (along with complications in the relationship department) leaves Brooke feeling very discouraged, but Haley convinces Brooke to stop letting boy-troubles from taking over and pursue the other love in her life, clothing design. Instantly inspired, Brooke seals the deal with a new catch-phrase, Clothes Over Bros.

The initial Clothes Over Bros line features styles from casual to dressy. It was an immediate hit with her customers, selling past their expectations on the website (which, in actuality, is also a valid retailer for One Tree Hill fans interested in purchasing the designs). Clothing lines success grew, putting Brooke in a difficult position of choosing between showcasing her designs at a New York Fashion Show and starting her career, or leading her Tree Hill Cheerleaders to their final competition. In the end, Brooke chose the latter once she realized that she was not yet ready to enter the fast-paced world of Fashion and was more than happy to finish off her Senior Year with her friends. During an interview with the school's counselor, Brooke voices her intentions of studying Fashion Design after High School.

Clothes Over Bros continues to be recognized in Season 4, with Brooke's designs appearing in local fashion shows. When Brooke is involved in a cheating scandal, she's forced to keep from turning herself in to administration in order to maintain an offer to sell her clothing line by Victoria's Secret. She eventually does turn herself in to the principal, but does not get into trouble.

In season 5, Clothes Over Bros has become a full blown fashion company headed by Brooke Davis herself but with the business side carried out by her mother Victoria. The Clothes Over Bros dynasty consists of B. Davis magazine and a high end Couture line.

The Clothes Over Bros logo (C|B) is incorporated on Peyton's drawing of a heart on fire. The label's name itself is based on the saying between Brooke and Peyton, "Hoes Over Bros".