Show notes
In this episode of First Round’s On Me, Hannah sits down with Lily Stewart — creator, style muse, “walking Pinterest board,” and one half of the internet’s most wholesome roommate duo.From NYC nightlife to the Soft Girl era, performative vulnerability, modern dating dynamics, and the chaos of Gen Alpha memes, this conversation is funny, warm, and surprisingly introspective. Lily opens up about friendship loyalty (including that dartboard incident), leaving the 9–5 world, building community, chasing creative freedom, and why confidence in dating is disappearing.The episode also dives deep into the “soft era of men,” performative therapy culture, emotional intelligence, parasocial relationships, and why—despite everything—real connection still matters more than ever.💬 In the comments: Are men really in their “soft era,” or is it just social-media performance?



