Viruses. Verbal oversharing in the grocery store. Mistaken identities. And one very complicated “lean.”

This week on Millennial Meets Gen Z: 90’s Edition, Allison records while battling a cold (and a completely broken internal monologue filter), before we dive into two very 90s stories about love, timing, and emotional honesty.

We revisit Dawson’s Creek (S1, Ep. 7 – “Detention”) in honor of James Van Der Beek — unpacking teen angst, Breakfast Club references, and why 90s teens were somehow more articulate than most adults.

Then we head to Chicago for While You Were Sleeping (1995) — the cozy rom-com where Sandra Bullock accidentally gets engaged to a man in a coma… and falls for his brother instead. We talk mistaken identity, family chaos, the infamous “leaning” scene, and why this movie still works nearly 30 years later.

Cozy romance. Capeside drama. And one wildly unnecessary hospital reveal.

Episode streaming now.

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Be kind, rewind. 💛 Watch along with us! Our next Watch - A League of Their Own.