DiscoverSeeing Other PeopleJake’s First Kiss & Other Things He Never Talks About
Jake’s First Kiss & Other Things He Never Talks About

Jake’s First Kiss & Other Things He Never Talks About

Update: 2025-10-27
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Ilana is one week out from the marathon and feeling overwhelmed with everything happening at once. Jake asks how she’s holding up and shares how he’s feeling ahead of his surgery. We get into Jake’s dating history, the hilarious story of his first kiss, how his work schedule kept him from dating for years, and why we’re glad we didn’t meet any earlier. We also talk about Season 2 of Nobody Wants This and the parallels between the couples on the show and our own relationship. Listener questions include handling a partner who hasn’t said “I love you” yet and believing good guys are still out there.

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Jake’s First Kiss & Other Things He Never Talks About

Jake’s First Kiss & Other Things He Never Talks About