Episodes 22
Avg. Duration 33m
Activity Active
Apple Rating 5.0 (2)
Since Jul 2025
Latest Episode May 2026

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Publishing Details

Schedule
Every 2 Weeks
Format
Episodic
Consistency
36%
Hosting
feeds.transistor.fm

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About This Podcast

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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Recent Episodes

How Chronic Illness Shapes Dating, Identity, and Emotional Intimacy

May 14, 2026 34m

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…

The 20s Shift: Outgrowing, Holding On, and Becoming

May 07, 2026 30m

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…

Everything I Know About Dating in Your 20s

Feb 17, 2026 34m

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…

The “Village” We Romanticize vs. the Village We Actually Build

Dec 11, 2025 23m

Your 20s are basically one ongoing identity crisis — dating feels confusing, friendships feel different than they used to, and everyone seems to be overwhelmed, healing, or “protecting their peace.”…

Is Having a Boyfriend Embarrassing?

Dec 04, 2025 35m

In today’s dating culture, where everyone is either soft launching, situationshipping, or pretending they don’t care…it almost feels controversial to say you have a boyfriend. Thanks to a recent…

Self-Celebration Isn't Selfish

Nov 13, 2025 30m

In this episode, Amelia and Lilly dive into the idea of personal growth through relationships—how every connection, whether positive or painful, can become a mirror for self-development. Lilly shares…

The Ten Commandments

Nov 06, 2025 29m

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…

The Crash-out Episode

Oct 16, 2025 29m

In this episode of 'Dating in Your 20s', therapists Lilly Wehman and Amelia Abernathy share their personal experiences and insights on the emotional challenges of dating in their twenties. They…

Looking Back, Moving Forward: How Our Podcast Changed Our Relationships With Oren Matteson

Oct 09, 2025 30m

In this episode, Oren Matteson sits down with Dating in Your 20s hosts Amelia Abernathy and Lilly Wehman to reflect on their podcast journey so far. Together, they explore how their conversations…

The Narcissism Conversation: What’s Real, What’s Overused, and How to Heal With DeVona Alleyne

Oct 02, 2025 36m

In this episode of Dating in Your 20s, Amelia and Lilly sit down with Rev. DeVona Alleyne, LCPC, Clinical Director at Millennium Counseling Center, for a candid conversation about the complexities of…

The DMs Are Open: Listener Q&A

Sep 16, 2025 34m

In this episode of Dating in Your 20s, Amelia and Lilly answer questions straight from you — our listeners. Think of it as your very own dating hotline, where we dive into the real challenges,…

Ghosts of Boyfriends Past

Sep 09, 2025 36m

The Ghosts of Boyfriends Past — we all have them, but how much do they actually shape who we are in relationships today? In this episode of Dating in Your 20s, Amelia and Lilly spill the tea on how…

What to Do When You're the Last Single One

Aug 26, 2025 37m

In this episode of Dating in Your 20s, Amelia and Lilly dive into the intersections of dating, friendships, and the ever-present influence of social media. They unpack how podcasts shape modern…

The Honeymoon Phase: Butterflies or Just Anxiety?

Aug 07, 2025 25m

In this episode, Amelia and Lilly dive into the infatuation-filled fog of new relationships—also known as the honeymoon phase… or, as they lovingly call it, boyfriend sickness. They explore what…

Is 'The One' Even Real? Unpacking Soulmate Myths and Dating with Intention

Aug 05, 2025 30m

In this episode of Dating in Your 20s, Amelia and Lilly explore the myth of "The One" — the idea that there is just one person we're destined to be with. They break down where this belief comes from,…

Why You Ghost, Cling, or Chase: Attachment Styles with Hilary Rosenberg

Jul 31, 2025 33m

In this episode, Amelia and Lilly are joined by therapist Hilary Rosenberg for the conversation your TikTok algorithm hinted at but never fully explained: attachment styles—and how they quietly (or…

Hot Enough to Date Him? Unpacking Beauty Standards and Who You Think You Should Be With

Jul 29, 2025 33m

In this episode of Dating In Your 20s, hosts Amelia and Lilly unpack how internalized beauty standards influence not only who people find attractive—but who they believe they're allowed to…

Why Do I Always Start Fights? A 20s Guide to Conflict Styles

Jul 24, 2025 33m

Let’s be honest: conflict in your 20s can feel like emotional quicksand. In this episode, Amelia and Lilly are digging into what really happens when things get tense in romantic relationships—and why…

Dating on the Rocks: The Influence of Alcohol on Modern Dating

Jul 22, 2025 33m

In this episode, Lilly and Amelia unpack the complicated relationship between alcohol and dating in your 20s. From social drinking norms to the deeper psychological patterns behind why we reach for a…

Putting Yourself Out There (Ugh) The brave act of dating with anxiety

Jul 17, 2025 36m

Dating in your 20s can feel like one long experiment in emotional exposure. In this episode, Amelia and Lilly dive into the vulnerable (and sometimes deeply uncomfortable) act of putting yourself out…

Frequently Asked Questions

How many episodes does Dating in Your 20s have?

Dating in Your 20s has published 22 episodes since July 2025, covering topics in Health & Fitness, Mental Health.

Is Dating in Your 20s still active?

Dating in Your 20s is currently active with new episodes every 2 weeks. Average episode length is 33m.

How do I contact Dating in Your 20s for sponsorship or guest appearances?

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