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.
Dating in Your 20s
Claim This Podcastby Amelia Abernathy & Lilly Wehman
Podcast Overview
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.
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Publishing Since
7/8/2025
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Recent Episodes
May 14, 2026
How Chronic Illness Shapes Dating, Identity, and Emotional Intimacy
<p>In this episode, Lilly Wehman and Amelia Abernathy explore what it means to date while navigating a chronic illness. Through personal storytelling and a therapeutic lens, they unpack the realities of vulnerability, disclosure, and identity in relationships. The conversation highlights the emotional complexity of managing health challenges while dating, the impact of uncertainty on connection, and the role of therapy and support systems in building grounded, authentic relationships.</p><p><strong>Key Topics</strong></p><ul><li>Dating while navigating a chronic illness</li><li>Vulnerability and the timing of disclosure</li><li>Identity shifts and loss of control</li><li>The emotional impact of ghosting and rejection</li><li>The role of therapy and external support</li><li>Building relationships rooted in authenticity</li></ul><p><strong>Join the conversation:</strong></p><p>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.</p><p><strong>Related Episodes:</strong></p><ul><li><a href="https://millenniumhope.com/is-the-one-even-real/">Is ‘The One’ Even Real? Unpacking Soulmate Myths and Dating with Intention</a></li><li><a href="https://millenniumhope.com/honeymoon-phase-butterflies-or-anxiety/">The Honeymoon Phase: Butterflies or Just Anxiety?</a></li></ul><p><strong>Dating In Your 20s Anonymous Corner</strong></p><p>Check out the anonymous <a href="https://millenniumhope.com/DIY20s-form">DIY20s Form</a>. It’s a safe, judgment-free space to share what’s going on in your love life.</p><p><strong>Connect:</strong></p><p>Lilly Wehman: <a href="https://millenniumhope.com/millennium_team/lilly-wehman/">Millennium</a> | <a href="https://www.linkedin.com/in/lilly-wehman-4a2860174/">LinkedIn</a><br>Amelia Abernathy: <a href="https://millenniumhope.com/millennium_team/amelia-abernathy/">Millennium</a> | <a href="https://www.linkedin.com/in/amelia-abernathy-9b88122b6/">LinkedIn<br></a><br></p><p>This podcast is powered by Millennium Counseling Center in Chicago, IL. To learn more visit: <a href="https://millenniumhope.com/">millenniumhope.com<br></a><br></p>
May 7, 2026
The 20s Shift: Outgrowing, Holding On, and Becoming
<p>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.</p><p><strong>Key Topics</strong></p><ul><li>The evolution of friendships in your 20s</li><li>How romantic relationships impact social dynamics</li><li>Navigating shifting priorities and identity development</li><li>Emotional attachment, comparison, and change</li><li>Self-reflection as a tool for growth</li><li>Letting go without guilt or resentment</li></ul><p><strong>Takeaways</strong></p><ul><li>Change in your 20s is inevitable—and often necessary for growth</li><li>Friendships can evolve without needing to end</li><li>Open, honest communication strengthens relationships during transitions</li><li>Self-awareness allows for more grounded, intentional connections</li><li>Growth often requires redefining emotional and social priorities</li><li>Compassion for yourself and others is key during periods of change</li></ul><p><strong>Join the conversation:</strong></p><p>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.</p><p><strong>Related Episodes:</strong></p><ul><li><a href="https://millenniumhope.com/20s-guide-to-conflict-styles/">Why Do I Always Start Fights? A 20s Guide to Conflict Styles</a></li><li><a href="https://millenniumhope.com/last-single-one/">What to Do When You’re the Last Single One</a></li></ul><p><strong>Dating In Your 20s Anonymous Corner</strong></p><p>Check out the anonymous <a href="https://millenniumhope.com/DIY20s-form">DIY20s Form</a>. It’s a safe, judgment-free space to share what’s going on in your love life.</p><p><strong>Connect:</strong></p><p>Lilly Wehman: <a href="https://millenniumhope.com/millennium_team/lilly-wehman/">Millennium</a> | <a href="https://www.linkedin.com/in/lilly-wehman-4a2860174/">LinkedIn</a><br>Amelia Abernathy: <a href="https://millenniumhope.com/millennium_team/amelia-abernathy/">Millennium</a> | <a href="https://www.linkedin.com/in/amelia-abernathy-9b88122b6/">LinkedIn</a></p><p>This podcast is powered by Millennium Counseling Center in Chicago, IL. To learn more visit: <a href="https://millenniumhope.com/">millenniumhope.com</a></p>
February 17, 2026
Everything I Know About Dating in Your 20s
<p>In this episode of Dating In Your 20s, Amelia sits down with Lilly to unpack the lessons, heartbreaks, and reality checks that shape so many of our dating experiences in our twenties. Inspired by Dolly Alderton’s book Everything I Know About Love, the conversation explores how dating, friendships, and self-discovery are deeply intertwined during this decade.</p><p>Together, Amelia and Lilly dive into the fears and insecurities that surface while navigating relationships, situationships, and the pressure to have it all figured out. They also reflect on the humbling moments when we realize that sometimes it’s not the world that needs changing — it’s our own patterns, expectations, or healing that deserve attention.</p><p>This episode is an honest conversation about growth, accountability, friendship, heartbreak, and learning to love yourself before chasing love from someone else. If you’ve ever wondered why dating feels so complicated in your twenties, or found yourself repeating the same relationship cycles, this episode is for you.</p><p><strong>In this episode, they discuss:</strong></p><ul><li>Lessons from Everything I Know About Love and how they show up in modern dating</li><li>The fears and insecurities that follow us through our twenties</li><li>Friendship as a foundation for personal and relational growth</li><li>Recognizing unhealthy dating patterns and taking accountability</li><li>The moment you realize growth starts within</li><li>Letting go of timelines and expectations around love and relationships</li><li>Why self-awareness matters more than finding “the one”</li></ul><p><strong>Takeaway</strong></p><p>Your twenties are less about finding the perfect partner and more about becoming someone you’re proud to be with — and learning along the way that love shows up in many forms, not just romantic ones.</p><p><strong>Join the conversation:</strong></p><p>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.</p><p><strong>Related Episodes:</strong></p><ul><li><a href="https://millenniumhope.com/the-village-we-romanticize-vs-the-village-we-actually-build/">The “Village” We Romanticize vs. the Village We Actually Build</a></li><li><a href="https://millenniumhope.com/is-having-boyfriend-embarrassing/">Is Having a Boyfriend Embarrassing?</a></li></ul><p><strong>Dating In Your 20s Anonymous Corner</strong></p><p>Check out the anonymous <a href="https://millenniumhope.com/DIY20s-form">DIY20s Form</a>. It’s a safe, judgment-free space to share what’s going on in your love life.</p><p><strong>Connect:</strong></p><p>Lilly Wehman: <a href="https://millenniumhope.com/millennium_team/lilly-wehman/">Millennium</a> | <a href="https://www.linkedin.com/in/lilly-wehman-4a2860174/">LinkedIn</a><br>Amelia Abernathy: <a href="https://millenniumhope.com/millennium_team/amelia-abernathy/">Millennium</a> | <a href="https://www.linkedin.com/in/amelia-abernathy-9b88122b6/">LinkedIn</a></p><p>This podcast is powered by Millennium Counseling Center in Chicago, IL. To learn more visit: <a href="https://millenniumhope.com/">millenniumhope.com</a></p>
22 total episodes available
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Frequently asked questions
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- What is Dating in Your 20s?
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This podcast updates daily.
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