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.
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.
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.