90 Day Diaries: Dear Diary, I Think I’m Ready (TLC, Monday, May 19, 2025)

90 Day Diaries

TLC’s “90 Day Diaries” returns this Monday with a fresh batch of relationship updates, life changes, and the kind of raw emotion that keeps fans coming back for more. “Dear Diary, I Think I’m Ready” looks at how past cast members from the sprawling “90 Day Fiancé” universe are faring, taking viewers along for the ride as they film their own personal journeys.

This week, Tyray takes center stage, preparing to contact his love interest, Shannon. With moral support (and perhaps a little nudging) from Kim and Liz, he steels himself for what could be a game-changing conversation. Meanwhile, Liz makes a big decision, donating her wedding dress. It’s a gesture laden with symbolism, especially as she and Jayson consider a significant life change together. And ever the romantic, Kim explores the possibility of rekindling an old flame on what looks to be a pretty flirty date.

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As always, “90 Day Diaries” provides a fly-on-the-wall perspective, capturing the unscripted moments, both big and small, that define these relationships. Tune in to TLC this Monday, May 19 at 9:00 PM ET to see how it all plays out.

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.