Dating in Your 20s

In this episode, Amelia Abernathy and Lilly Wehman explore the evolving nature of friendships, relationships, and identity in your 20s. Through an honest and reflective conversation, they unpack how life transitions—dating, career shifts, and personal growth—reshape social dynamics and emotional connections. This episode highlights the tension between holding on and letting go, while offering a grounded perspective on navigating change with self-awareness and compassion.

Key Topics
  • The evolution of friendships in your 20s
  • How romantic relationships impact social dynamics
  • Navigating shifting priorities and identity development
  • Emotional attachment, comparison, and change
  • Self-reflection as a tool for growth
  • Letting go without guilt or resentment
Takeaways
  • Change in your 20s is inevitable—and often necessary for growth
  • Friendships can evolve without needing to end
  • Open, honest communication strengthens relationships during transitions
  • Self-awareness allows for more grounded, intentional connections
  • Growth often requires redefining emotional and social priorities
  • Compassion for yourself and others is key during periods of change
Join the conversation:
What is something dating in your twenties has taught you about yourself? Share your thoughts and stories with us — we’d love to hear them.

Related Episodes:
Dating In Your 20s Anonymous Corner
Check out the anonymous DIY20s Form. It’s a safe, judgment-free space to share what’s going on in your love life.

Connect:
Lilly Wehman: Millennium | LinkedIn
Amelia Abernathy: Millennium | LinkedIn
This podcast is powered by Millennium Counseling Center in Chicago, IL. To learn more visit: millenniumhope.com

Creators and Guests

AA
Host
Amelia Abernathy
LW
Host
Lilly Wehman

What 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.