90 Day: Hunt for Love: The Boy Who’s Still Married (TLC, Monday, June 23, 2025)

90 Day Hunt for Love Key Art

90 Day: Hunt for Love is dialing up the drama this week, as secrets and unexpected connections stir the pot for the singles looking for romance. Airing Monday, June 23 at 8 PM ET on TLC, “The Boy Who’s Still Married” (Season 1, Episode 5) suggests a major surprise for at least one hopeful romantic.

The title alone flags a problem for Jen, who learns something unsettling about her budding romance, putting a big question mark over her connection. Meanwhile, Tiffany lets her guard down, growing closer to Carlo, a sign that her search for intimacy is making headway.

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The biggest shocker looks to come from Chantel, who delivers a kiss that no one sees coming, sending ripples through the group. And because this is 90 Day, there’s always room for more complications: Tim sparks curiosity with someone unexpected, while Cortney finds herself pulled in different directions by competing interests.

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With flirtations, old flames, and new alliances all in play, the search for love in this new iteration of the “90 Day” world is getting complicated.

90 Day: Hunt for Love: The Boy Who’s Still Married airs Monday, June 23, 2025, at 8 PM ET on TLC.

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.