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.
Relationship anxiety does not disappear once the dating stage ends. Sometimes it shows up as planning, comparison, excitement, or constantly thinking about the next milestone.
Lilly Wehman and Amelia Abernathy talk honestly about engagement anticipation, the pressure to seem like the “cool girl,” and how difficult it can be to stay present when the future feels close enough to imagine. They also share practical ways to slow down, communicate what is happening, and approach anxious thoughts with curiosity instead of criticism.
Key Topics
Why anxiety can continue in established relationships
Imagining the wedding versus imagining the marriage
Engagement anticipation and the discomfort of waiting
Planning as a way to manage uncertainty
The pressure to act chill or unbothered
The difference between validation and comparison
Staying present during relationship transitions
Communicating fears, expectations, and boundaries
Using journaling, mindfulness, movement, and friendships to slow down
Giving yourself grace when experiencing something new
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 Series: Relationship Milestones That Matter (https://millenniumhope.com/dating-in-your-20s-relationship-milestones/)
Dating in Your 20s: Prioritizing Mental Health While Dating (https://millenniumhope.com/prioritizing-mental-health-while-dating/)
Dating In Your 20s Anonymous Corner
Check out the anonymous DIY20s Form (https://millenniumhope.com/DIY20s-form). It’s a safe, judgment-free space to share what’s going on in your love life.
Connect:
Lilly Wehman: Millennium (https://millenniumhope.com/millennium_team/lilly-wehman/) | LinkedIn (https://www.linkedin.com/in/lilly-wehman-4a2860174/)
Amelia Abernathy: Millennium (https://millenniumhope.com/millennium_team/amelia-abernathy/) | LinkedIn (https://www.linkedin.com/in/amelia-abernathy-9b88122b6/)
This podcast is powered by Millennium Counseling Center in Chicago, IL. To learn more visit: millenniumhope.com (https://millenniumhope.com/)
8 Jul 2026
Summer House, Friendship Breakups, and Finding Yourself After a Relationship
Lilly Wehman and Amelia Abernathy use the Summer House Season 10 drama to talk about self-worth, friendship breakups, and what happens when someone moves from one relationship into the next without slowing down. They look at Ciara, Amanda, West, and Kyle through a therapist lens without trying to diagnose anyone.
The conversation moves through staying friends with exes, wanting to be the “cool girl,” the pain of being hurt by a close friend, and the difference between finding your spark through someone else versus rebuilding it for yourself.
Key Topics
Summer House Season 10 through a therapist lens
Staying friends with an ex
The pressure to seem unbothered after a breakup
Friendship breakups and betrayal
Self-worth after a hard relationship
Finding yourself outside of dating
The difference between soothing and solving
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:
The 20s Shift: Outgrowing, Holding On, and Becoming (https://millenniumhope.com/20s-shift-outgrowing-holding-on-and-becoming/)
The Honeymoon Phase: Butterflies or Just Anxiety? (https://millenniumhope.com/honeymoon-phase-butterflies-or-anxiety/)
Dating In Your 20s Anonymous Corner
Check out the anonymous DIY20s Form (https://millenniumhope.com/DIY20s-form). It’s a safe, judgment-free space to share what’s going on in your love life.
Connect:
Lilly Wehman: Millennium (https://millenniumhope.com/millennium_team/lilly-wehman/) | LinkedIn (https://www.linkedin.com/in/lilly-wehman-4a2860174/)
Amelia Abernathy: Millennium (https://millenniumhope.com/millennium_team/amelia-abernathy/) | LinkedIn (https://www.linkedin.com/in/amelia-abernathy-9b88122b6/)
This podcast is powered by Millennium Counseling Center in Chicago, IL. To learn more visit: millenniumhope.com (https://millenniumhope.com/)
14 May 2026
How Chronic Illness Shapes Dating, Identity, and Emotional Intimacy
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.
Key Topics
Dating while navigating a chronic illness
Vulnerability and the timing of disclosure
Identity shifts and loss of control
The emotional impact of ghosting and rejection
The role of therapy and external support
Building relationships rooted in authenticity
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:
Is ‘The One’ Even Real? Unpacking Soulmate Myths and Dating with Intention (https://millenniumhope.com/is-the-one-even-real/)
The Honeymoon Phase: Butterflies or Just Anxiety? (https://millenniumhope.com/honeymoon-phase-butterflies-or-anxiety/)
Dating In Your 20s Anonymous Corner
Check out the anonymous DIY20s Form (https://millenniumhope.com/DIY20s-form). It’s a safe, judgment-free space to share what’s going on in your love life.
Connect:
Lilly Wehman: Millennium (https://millenniumhope.com/millennium_team/lilly-wehman/) | LinkedIn (https://www.linkedin.com/in/lilly-wehman-4a2860174/)
Amelia Abernathy: Millennium (https://millenniumhope.com/millennium_team/amelia-abernathy/) | LinkedIn
(https://www.linkedin.com/in/amelia-abernathy-9b88122b6/)
This podcast is powered by Millennium Counseling Center in Chicago, IL. To learn more visit: millenniumhope.com
(https://millenniumhope.com/)
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