Dating in Your 20s

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.

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Episoder(24)

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

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

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, ...

5 Aug 202530min

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

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

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 lo...

31 Jul 202533min

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

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

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 date.Drawin...

29 Jul 202533min

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

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

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 ...

24 Jul 202533min

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

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

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 ...

22 Jul 202533min

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

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

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 ...

17 Jul 202536min

Modern Love & Materialism: A Deep Dive into Celine Song’s Materialists

Modern Love & Materialism: A Deep Dive into Celine Song’s Materialists

This week, Lilly and Amelia break down Materialists, the buzzy new film from Celine Song, through a therapeutic and cultural lens. From transactional love to the myth of the “perfect partner,” they ex...

15 Jul 202556min

Breadcrumbing, Benching, and Other Bullsh*t: Modern dating behaviors that mess with your head.

Breadcrumbing, Benching, and Other Bullsh*t: Modern dating behaviors that mess with your head.

It’s not just ghosting anymore. From breadcrumbing and benching to orbiting and love bombing, today’s dating landscape has a whole new vocabulary—and it’s not just about decoding the terms. In this ep...

8 Jul 202523min

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