In this episode, Amelia and Lilly recap their time at the Beauty Boost Chicago event and reflect on the power of community and supporting local businesses. They revisit the mission behind their podcast — offering a therapeutic lens on dating and relationships — and dive into the “unwritten rules” of modern dating. Together, they question these societal commandments, encouraging listeners to decenter external expectations and reconnect with their own values.
The conversation touches on navigating feedback from friends and family, the messy process of self-discovery in your 20s, and practicing compassionate curiosity toward yourself and others. Amelia and Lilly close with a reminder that there’s no single “right” way to date — just your way — and invite listeners to embrace their unique experiences and seek support along the journey.
Takeaways
- The Beauty Boost Chicago event showcased local businesses and communities.
- Listeners appreciate the therapeutic approach to dating discussed in the podcast.
- Societal rules around dating can create unnecessary pressure.
- It's important to focus on personal values rather than external expectations.
- Feedback from friends and family can complicate dating decisions.
- Self-discovery is a crucial part of navigating relationships in your 20s.
- Embracing change is essential for personal growth.
- Compassionate curiosity helps in understanding oneself better.
- It's okay to feel uncomfortable when spending time alone.
- The journey of dating is unique for everyone, and there's no one-size-fits-all approach.
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This podcast is powered by Millennium Counseling Center in Chicago, IL. To learn more visit:
millenniumhope.comWhat is Dating in Your 20s?
Hosted by Amelia and Lilly, two licensed therapists based in Chicago, Illinois, Dating in Your 20s dives into the chaos, comedy, and complexity of modern dating — all through a therapeutic lens. As two women in their 20s, Amelia and Lilly are in the trenches themselves, navigating everything from bad Hinge dates and ghosting to social media comparison and the pressure of modern relationships.
With a mix of humor, honesty, and clinical insight, each episode blends real-life dating experiences with psychological frameworks like attachment theory, emotional regulation, communication styles, and more. Whether you're healing from heartbreak, stuck in a situationship, or just wondering why dating feels so complicated right now, Amelia and Lilly are here to help you feel a little less alone — and a lot more understood.