Honestly Cavallari: The Headline Tour: Laguna Beach (Of Trust) (E!, Wednesday, June 4, 2025)

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High school reunions are awkward enough. Now imagine throwing in 20-plus years of reality TV baggage, a live podcast taping, and a best friend named Justin Anderson. Welcome to Kristin Cavallari’s world. The reality star-turned-lifestyle guru heads back to Chicago in the latest episode of Honestly Cavallari: The Headline Tour, and if the title—Laguna Beach (Of Trust)—is any indication, some long-held secrets are about to hit the fan.

Airing Wednesday at 10:30 PM ET on E!, the episode follows Cavallari and her sidekick Anderson as they take their Let’s Be Honest podcast on a cross-country road trip, turning local hotspots into confession booths. This week, the tour bus parks in the Windy City, giving Cavallari a chance to reconnect with old high school classmates—including, yes, some familiar faces from her Laguna Beach days.

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The series combines elements of several successful reality formats—travelogue, podcast-on-wheels, and a healthy dose of celebrity tell-all. Expect plenty of chatter about everything from past romances and the pressures of fame to current business ventures and keeping it real (or as real as things get on E!).

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For fans who came of age watching MTV’s early-aughts soap opera—or those who just enjoy a good dose of reality TV nostalgia—Laguna Beach (Of Trust) looks set to deliver. Tune into E! this Wednesday, June 4 at 10:30 PM ET to hear what secrets surface when old friends—and old cameras—start rolling.

Mia Silva is a talented entertainment reporter whose passion for storytelling and diverse background (half Mexican, half English) adds a unique perspective to her coverage. With a keen eye for detail and an accessible, direct and witty style, she brings the latest features, news and previews to our avid readers.