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Dating in Your 20s

Amelia Abernathy & Lilly Wehman

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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 ...
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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 discuss the vulnerability of early dating stages, the extremes of emotional responses, and the importance of community and shared experiences. The conversat…
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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 about dating, growth, and self-awareness have shaped their own relationships and perspectives. The trio dives into topics like communication, setting inte…
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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 narcissism in relationships. Together, they break down: The traits of narcissistic tendencies and how they can show up in dating The phenomenon of lov…
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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, worries, and curiosities that come with navigating relationships in your 20s. From ghosting and mixed signals to boundaries and confidence, nothing is off th…
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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 exes linger in our minds and what it means for dating in the here and now. From the emotional baggage that sneaks into new relationships to the little p…
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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 perspectives on dating, the shifting dynamics of friendships across different life stages, and the challenges of people-pleasing in maintaining authentic co…
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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 happens when all your time, energy, and identity start orbiting a new partner—and what that shift means for your friendships, your autonomy, and your group…
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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, how it shapes expectations in dating, and the emotional toll it can take on those trying to navigate modern relationships. Rooted in therapeutic insig…
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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 loudly) shape your dating life in your 20s. Together, they unpack the four main styles (anxious, avoidant, fearful-avoidant, and secure) and explore how…
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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. Drawing from both personal experience and a therapeutic lens, the hosts explore how messages from media, family, and culture shape unconscious dating rules…
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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 your instinct to shut down, fix everything immediately, or launch into defense mode actually makes a lot of sense (but might not be helping). Amelia a…
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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 drink on first dates, this conversation explores what happens when alcohol becomes a default part of how we connect—and what it might be covering up. …
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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 there—whether that’s through dating apps, awkward singles events, or blind dates arranged by your parents (yes, really). We talk about: The shame spir…
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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 explore how the movie reflects real dating struggles in your 20s—especially when ambition, wealth, and emotional intimacy collide. In this episode, we d…
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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 episode, Lilly and Amelia go beyond definitions to unpack the why: Why are these behaviors so common? What psychological needs are they meeting? And mos…
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