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.
- Update frequency
- every 3 days
- Average duration
- 34 minutes
- Episodes
- 10
- Years Active
- 2025
What to Do When You're the Last Single One
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 persp…
The Honeymoon Phase: Butterflies or Just Anxiety?
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 happ…
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,…
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 l…
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.
Drawi…
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…
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…
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…
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 e…
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 e…