Jaqueline Fleming was still not so widely known but Just My Luck changed that. She played the role of Tiffany, who is the African-American female lead. She plays an energetic record assistant to comedian-actor, Faison Love. Jaqueline is trying to help Mcfly get a record deal so she can get a date with their hot manager (Chris Pine), but he falls head over heels for Lindsay Lohan.

Jaqueline was also seen in Paramount's hilarious feature comedy, Last Holiday, opposite Queen Latifah as her younger sister, Tanya Byrd, an aspiring country western singer. This movie stars Queen Latifah, LL Cool J and Timothy Hutton.