The Art of Classiness is a podcast about friendship in all its messy, meaningful glory. Hosted by real-life best friends, this show explores the ups and downs of adult friendships—from boundary-setting and breakups to evolving dynamics and unexpected moments. With humor, heart, and honesty, we’re redefining what it means to be a classy lady in today’s world—one conversation at a time.
What if friendship wasn’t just background noise in your life, but the main storyline? In this special episode, Robin and Deborah ditch the research and play a friendship game inspired by intimacy decks.
Expect laughter, nostalgia, and a few vulnerable truths as they ask each other deeper, more surprising questions. Some answers will make you cringe, others will make you laugh out loud, and a few might even tug at your heart.
Perfec...
Today, we’re diving into the hyper-specific annoyances that can derail your mood in record time, the ones you can’t really justify being mad about, but oh… you are.
From everyday sensory betrayals like water trickling down your arm while you wash your face, to public offenses like slow walkers and people who treat speakerphone like a podcast, we’re calling out the petty little things that drive us all nuts.
We’ll break it down into...
Today, we’re diving into the hyper-specific annoyances that can derail your mood in record time — the ones you can’t really justify being mad about, but oh… you are.
From everyday sensory betrayals like water trickling down your arm while you wash your face, to public offenses like slow walkers and people who treat speakerphone like a podcast, we’re calling out the petty little things that drive us all nuts.
We’ll break it down int...
In this episode, we’re unpacking attachment theory—aka, the psychology behind why we love the way we do—and flipping it toward friendship. Whether you're always texting first, dodging emotional conversations, or suddenly realizing you trauma-bonded at brunch, your attachment style might explain more than you think.
We’ll break down the four main styles, how they show up in platonic relationships, and what it looks like when differe...
Burned CDs. Away messages. Mall lurks. Emotional warfare disguised as AIM status updates. This week, we’re taking a wildly nostalgic, and slightly traumatic, trip back to the early 2000s. From sleepovers and three-way calls to mall culture and teen movie tropes, we’re unpacking what friendship looked like during the era of side parts, glitter gel, and personality-defining eyeliner.
We dive into the sacred rituals of LiveJournal con...
In this episode of The Art of Classiness Podcast, we’re digging into the moments that test even the closest friendships, when your best friend pulls away, misses the mark, or just flat-out lets you down. Through the lens of Girls, Sex and the City, and How I Met Your Mother, we explore how betrayal in friendship doesn’t always come with a blowout fight, it can show up in distance, denial, or silence. From navigating life transition...
In this episode of The Art of Classiness Podcast, we’re diving headfirst into the wonderfully messy world of the Am I The Asshole subreddit. From secret recordings that blow up weddings, to surprise houseguests who overstep big time, to navigating friendships with former flings, these stories are packed with awkward tension and moral gray areas.
We’re breaking down who crossed the line, who needs a reality check, and where boundari...
In this episode of The Art of Classiness Podcast, we’re laying down our personal, slightly sacred guide to friendship—aka our “Classy Commandments.” From canceling plans without guilt to speaking in chaotic voice memos, protecting each other’s soft spots, and dreaming about our future friend compound, these are the rules that keep our relationships strong, real, and joyfully unhinged.
We’re sharing what we’ve learned (sometimes the...
In this episode of The Art of Classiness Podcast, we’re peeling back the curtain on our most mortifying moments, plus reading some absolutely chaotic stories from listeners who were kind enough to share their own disasters. From falling asleep mid-pee at a Cowboys game to getting sniped by a bidet, dodging police lights with your pants down, and receiving a very unexpected voicemail from karma itself... this episode is proof that n...
In this episode of The Art of Classiness Podcast, we explore a relatable topic: the decline of social stamina as we age. What once felt effortless—like 9 PM concert starts or last-minute bar crawls—now requires mental prep, naps, and a solid plan.
Join us as we dive into why we’ve shifted from spontaneous nights out to carefully-planned hangs, and how we can reclaim our social energy without completely losing our comfort zones. Fro...
In this episode of The Art of Classiness Podcast, we tackle some of the most controversial wedding-related AITA stories. From family dynamics and hurt feelings to navigating difficult wedding decisions, we explore the dilemmas that arise when personal boundaries, expectations, and family drama collide.
Join us as we break down four real-life stories — including the choice to skip a sibling’s wedding, a sisterly dress dilemma, and ...
Starting a new relationship is thrilling—but introducing them to your carefully curated circle of friends? That’s an entirely different game. In this episode, we’ll guide you through the art of seamlessly weaving your partner into your social fabric (and how to handle it if the vibes are… complicated).
Whether you’re the one bringing your new love to the group chat or you’re the friend group welcoming the fresh face, we’re covering...
In this episode, we’re peeling back the layers of reality TV... the shows we love to call “trash,” but can’t stop watching. From Love Is Blind to Vanderpump Rules, we’re exploring why these chaotic storylines hook us, what they reveal about our own friendships, and how they shape the way we navigate loyalty, jealousy, and vulnerability.
We’ll unpack why these stories feel so real, how they mirror our own group chats, and what it me...
We’re diving into the world of office BFFs, coffee run confidants, and that work bestie who might just be your real bestie… or not. In this episode, we’re talking all about work friendships — why they form so fast, what happens when promotions or quitting throw them for a loop, and how to tell the difference between a forever friend and a proximity pal.
We’ll share real-life stories of friendships that survived (or didn’t) beyond t...
What do you do when a friend asks for too much, or you’re caught in the middle of a family secret? In this ‘Am I the Ahole?’ episode of The Art of Classiness Podcast, we’re breaking down four sticky scenarios where boundaries, loyalty, and friendship collide. From being labeled the ‘rich friend’ to feeling pressured to reveal a devastating secret, we’re asking: Who’s the A*hole here — and what can we learn from it?
What You’ll Lear...
What happens when one of you is living that bottomless brunch life and the other is barely making rent? In this episode of The Art of Classiness Podcast, we’re diving into the sometimes awkward, often unspoken tension of money and friendship — and why no one wants to talk about it.
What You’ll Learn:
You said you'd raise your kids together, plan matching playdates, and still text every day… and then real life happened. In this Mother’s Day episode of The Art of Classiness Podcast, we’re digging into how friendships evolve—and sometimes drift—when one of you becomes a mom and the other doesn’t.
What You’ll Learn:
Why motherhood can create both distance and deeper connection in friendships
How to navigate mismatched lifes...
TV taught us a lot—but did it totally screw up how we see friendship between men and women?
In this episode of The Art of Classiness Podcast, we’re kicking off a new kind of conversation with The TV That Raised Us: a look at the shows that shaped how we think about friendship, romance, and everything in between. From Friends to New Girl to HIMYM, we’re breaking down the “will-they-won’t-they” trope and asking: Can opposite-sex frie...
What happens when your friend never has time for you—but still expects you to wait around? In this episode of The Art of Classiness Podcast, we're diving into real friendship dilemmas from Reddit’s “Am I The A-Hole” thread. From calling out flaky behavior to navigating post-divorce boundaries, we’re unpacking the moments where friendship etiquette gets complicated.
What You’ll Learn:
Living with your best friend might sound like a 24/7 sleepover dream—but what happens when someone leaves dishes in the sink or hogs the bathroom mirror? In this episode of The Art of Classiness Podcast, we’re exploring the beautiful chaos of bestie roommates, and how to navigate friendship and cohabitation without losing your mind (or your bond).
What You’ll Learn:
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Football’s funniest family duo — Jason Kelce of the Philadelphia Eagles and Travis Kelce of the Kansas City Chiefs — team up to provide next-level access to life in the league as it unfolds. The two brothers and Super Bowl champions drop weekly insights about the weekly slate of games and share their INSIDE perspectives on trending NFL news and sports headlines. They also endlessly rag on each other as brothers do, chat the latest in pop culture and welcome some very popular and well-known friends to chat with them. Check out new episodes every Wednesday. Follow New Heights on the Wondery App, YouTube or wherever you get your podcasts. You can listen to new episodes early and ad-free, and get exclusive content on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. And join our new membership for a unique fan experience by going to the New Heights YouTube channel now!
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