The Most Awkward Teen Crush Moment Ever episode artwork

EPISODE · Aug 11, 2026 · 36 MIN

The Most Awkward Teen Crush Moment Ever

from Dear Archy · host Dear Archy

This week on Dear Archy, we dive into the ultimate uncomfortable relationship advice, tackle two hilarious, chaotic listener letters and discuss the self-retraction of our first episode.First, we break down a total teen romance disaster involving the most awkward and, frankly, bizarre thing you can possibly do in front of your crush. Then, we answer a truly one-of-a-kind, too odd to miss parenting fiasco about a kid walking in on their parents.Plus, Archy gives her unfiltered Gen X perspective on:* The #1 way Alphas are bad at X trends: Archy calls out Gen Alpha’s hilarious, yet endearing, misunderstandings of Gen X culture.* The Too-Real Gen X GRWM: A raw, hilarious parody of teen ‘Get Ready With Me’ videos exposes the absurdity of children using anti-aging products and more.* The raincoat diaper of a quasi-adult: Diving deep into a highly specific, bizarre and unrecommended teen milestone.* Not-So-Sexy Cereal: A traumatizing sleepover interruption when a child walks in on the hosting couple, prompting his panic-induced cereal toss.Have a story to share? Email your submissions to [email protected]. You must be 18+, and remember to check out our Terms of Use at deararchy.com! This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit deararchy.substack.com

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The Most Awkward Teen Crush Moment Ever

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This episode was published on August 11, 2026.

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