Jimmy Kimmel Live! Episode 3.88 Hilary Duff, Terrence Howard, & Nick DiPaolo

In this episode of Jimmy Kimmel Live!, host Jimmy Kimmel welcomes a diverse lineup of guests. Actress and singer Hilary Duff stops by to discuss her latest projects and personal life, offering fans an intimate glimpse into her career evolution since her Lizzie McGuire days. Acclaimed actor Terrence Howard joins the conversation, sharing insights into his recent film work and his approach to complex roles that have defined his Hollywood journey. The comedic tone shifts with the arrival of stand-up comedian Nick DiPaolo, who delivers sharp, unfiltered observations on current events and pop culture. Additionally, audience interaction takes center stage as Kimmel engages with viewers and plays a segment involving audience member Richard Rubin. The episode balances heartfelt celebrity interviews with Kimmel's signature monologue jokes and late-night wit, creating a dynamic hour of entertainment that showcases both star power and sharp comedic commentary.