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.
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Artofclassiness Podcasts
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EP57: 3 Friendship Getaways to Cure the Winter Blues
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41:50January is the emotional hangover nobody prepares you for. One minute it’s lights, cookies, and full calendars—and the next it’s gray skies, low energy, and the quiet realization that your friendships have gone into hibernation. In this episode, we unpack why winter hits our mood and our relationships so hard—and why running away with your friends …
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Workplace drama is the gift that keeps on giving — especially when it involves fake firings, stolen lunches, and managers who ghost their own shifts. In this Am I the Asshole? episode, Robin and Deborah tackle four wild Reddit stories that test boundaries, petty revenge, and the fine line between self-protection and selfishness. From a teen barista…
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EP55: Friendsgiving Rules 2025: The Class or Crass Debate You Need Right Now
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49:11Thanksgiving is here — which means food, feelings, and some very questionable etiquette choices. In this special holiday edition of The Art of Classiness, we’re putting your favorite friendships on trial with Class or Crass: Thanksgiving Edition. We’re breaking down the most chaotic, relatable, and debate-worthy holiday dilemmas, including: The fri…
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EP54: The TV That Raised Us: The Midlife Crisis Show Every Millennial Can Relate To
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45:25
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45:25Friendship without flirtation? Revolutionary, apparently. In this week’s episode, Robin and Deborah dive into Platonic — the millennial masterpiece that finally proves men and women can be friends without the Ross-and-Rachel tension. They unpack why Platonic hits so close to home for every adult still figuring out who they are, even after “having i…
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EP53: High-Functioning Depression: The 4 Lies You’re Telling Yourself
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55:34You’re killing it on the outside — promotions, plans, polished vibes — but inside, you’re whispering lies like “I’m fine” and “I can handle it alone.” In this eye-opening episode, Robin and Deborah bust the 4 lies that fuel high-functioning depression, the hidden struggle of the woman who never lets the mask slip. We’ll explore: Why “functioning” d…
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EP52: Misplaced Loyalties and Betrayal.... Who’s the Asshole?
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49:55This week, Robin and Deborah dive into the gray area between loyalty and boundaries with a friendship-themed Am I The Asshole? episode. From an ex turned wedding host to a birthday betrayal, these stories test what it really means to be a “classy” friend when things get complicated. Stories We'll Cover: The best friend uninvited from a wedding—but …
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EP51: Haunted Friendships: When People Vanish Without a Goodbye
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59:57Today, we’re reading real life ghost stories from friends who have been left on read, felt abandoned, and even one from the ghost themselves! Not all ghosts live in haunted houses. Some live in old text threads, quiet friend circles, and the unanswered “Hey, are we good?” messages. In this episode of The Art of Classiness, we’re sharing Friendship …
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EP50: Would You Still Be Friends If…? Friendship Dilemmas You Actually Face
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56:44Friendships aren’t always defined by the good moments—they’re revealed by the choices, conflicts, and quiet tests in between. In this episode, we play “Would You Still Be Friends If…?”, a friendship dilemma game that exposes where your real boundaries are. We’ll go from fun and harmless to emotionally complicated: Light Dilemmas Always late? Only t…
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EP49: The Science of Connection: Why We Bond Through What We Love
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50:31Finding your people isn’t about luck — it starts with what you love. In this episode, we explore how shared passions create instant connection and why adults are turning to online subcultures and fandom communities to find real belonging. From BookTok girlies and Swifties to cozy gaming corners, true crime communities, and niche Reddit threads, tod…
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EP48: AITA: Slaps, Secrets, and Social Media
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56:28
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56:28By Robin Welch and Deborah Andrews
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EP47: Beyond Locker Room Talk: How Men Build Real Connection
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45:59On this episode of The Art of Classiness Podcast, we’re turning the spotlight onto male friendship. What happens when men move beyond the old script of being stoic or emotionally guarded, and instead build relationships grounded in honesty and vulnerability? We’re joined by Seth and Jason — two best friends who’ve ditched the “man up” stereotype an…
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EP46: The Jealous Friend (And When It’s You)
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45:50Jealousy in friendship doesn’t have to be toxic — it can actually teach you something. In this week’s episode of The Art of Classiness Podcast, we’re breaking down the different ways jealousy shows up between friends and how to turn it into growth instead of guilt. From the friend who ghosts when you’re thriving, to the one who peppers you with “co…
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EP45: Fantasy Friendship Draft: TV & Movie Characters as Your Dream Friend Group
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56:01
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56:01What if building your friendships was as strategic (and hilarious) as drafting a fantasy football team? In this episode, Robin and Deborah play the Fantasy Friendship Draft — picking celebrities and fictional characters to fill positions like “Quarterback Friend,” “Wild Card,” and even “Protector.” Expect laughter, roasting, and plenty of debate ov…
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EP44: I Slept with My Best Friend’s Husband… and 3 More AITA Friendship Stories
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51:16This week, Robin and Deborah are back in the Reddit trenches with another Am I the Asshole? episode — and the stories are messier than ever. From a shocking betrayal between lifelong friends, to the fallout of uninvited weddings, to drawing boundaries with men who don’t want relationships, we’re digging into the drama and asking: who’s really at fa…
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EP43: Busting the Biggest Myths About Friendship
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55:34Are your friendships being held hostage by old rules that don’t even make sense anymore? In this episode, Robin and Deborah debunk five of the biggest myths about friendship — from “you can’t make real friends as an adult” to “true friends never let you down.” In this episode, Robin and Deborah unpack the most common myths about friendship, explori…
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EP42: The Friendship Game: Questions That Bring You Closer
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52:37What 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…
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EP41: Things We Hate (and You Probably Do Too)
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1:01:18Today, 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…
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EP40: AITA: Lines Crossed and Feelings Hurt
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1:00:24Today, 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’r…
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EP39: Attachment Theory, But Make It Friendship
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1:03:20In 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 st…
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EP38: Let’s Rewind to the 2000s: A Classy Flashback (Sort Of)
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1:02:41Burned 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, …
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EP37: The TV That Raised Us: When Best Friends Aren’t the Best for You
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59:11In 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 f…
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EP36: AITA: Judging Other People’s Drama (So You Don’t Have To)
58:49
58:49
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58:49In 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…
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EP35: The Classy Commandments: 10 Friendship Rules to Live By
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52:48
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52:48In 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…
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EP34: When Classy Gets Messy: Our Most Embarrassing Stories
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59:29In 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 re…
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EP33: From Wild Nights to Chill Vibes: Navigating the Shift in Social Plans After 30
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1:02:05In 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 …
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EP32: AITA: We Need to Talk About Weddings (And Who’s Really the Problem)
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57:04In 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 storie…
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EP31: The Art of the Relationship Launch: Meeting Your Partner’s Friends (and Vice Versa)
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1:02:11Starting 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 …
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EP30: Reality TV and Emotional Intelligence: Why We Can’t Look Away
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1:01:09In 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 unpac…
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EP29: Why Work Friendships Feel So Intense — And What to Do When They Don’t Last
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1:05:34We’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…
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EP28: 'Am I the A*hole': When Friends Expect Too Much — And Give Too Little
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1:07:08What 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, …
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EP27: Rich Friend, Poor Friend: When Money Gets Messy in Friendships
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54:19What 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: How money can quietly shift friendship dynamics …
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EP26: We’ll Raise Our Kids Together! (And Other Lies We Told Ourselves)
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1:00:57You 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 d…
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EP25: The TV That Raised Us: Can Men and Women Really Just Be Friends?
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1:07:04TV 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, w…
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EP24: 'Am I the A*Hole': Navigating Friendship Friction
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51:16
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51:16What 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 …
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EP23: Living with Your Best Friend: Tips, Truths, and What to Expect
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55:36Living 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). …
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EP22: When Burnout Makes You a Bad Friend (And What to Do About It)
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1:00:57Burnout doesn’t just affect your job—it affects your friendships, too. In this episode of The Art of Classiness Podcast, we’re diving into the emotional exhaustion so many millennials are feeling, and how it quietly reshapes our social lives. What You’ll Learn: Why burnout makes it hard to show up for friends (and why that’s okay) Signs you're in a…
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EP21: Golden Retriever, Black Cat, or Chaos Goblin: The 3 Friendship Types Explained
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46:35Ever wondered what kind of friend you are—or how your bestie would be classified in the wild world of friendship dynamics? In this episode of The Art of Classiness Podcast, we’re diving into the viral friendship personalities: Golden Retriever, Black Cat, and Chaos Goblin. What You’ll Learn: What each friendship archetype really means How to identi…
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EP20: 'Am I the A*Hole': Boundaries, Betrayals & Birthday Blunders
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51:52Friendship etiquette isn’t always black and white—and sometimes, it’s wildly messy. In this episode we’re diving into real “Am I The A-Hole?” stories where boundaries, expectations, and social norms clash in surprising ways. From strict house rules to awkward birthday energy, we’re weighing in and calling out what’s classy… and what’s not. If you'v…
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Hey there! Welcome to the Art of Classiness podcast, where we dive into the world of friendships with a sprinkle of humor, a dash of honesty, and a whole lot of class. Whether you're figuring out how to keep your besties around for the long haul or managing the awkward 'did that just happen?' moments, we're here to help you master the art of friend…
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EP19: The Ripple Effect: How Divorce Affects Friendships and How to Cope
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54:39Breakups and divorces don’t just impact romantic relationships—they change friendships, too. Have you ever lost a friend in the split, struggled to support someone through heartbreak, or felt like your friendship dynamic was never the same? In this episode, we’re breaking down how breakups reshape friendships, how to navigate these shifts, and how …
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EP18: Why Some Friendships Feels Unbalanced (And How Love Languages Can Help)
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54:38Are You Speaking Your Friend’s Love Language? We always hear about love languages in dating, but what about friendships? If you’ve ever felt unappreciated in a friendship—or wondered why your friendships sometimes feel unbalanced—this episode is for you. We’re breaking down: Why friendships can feel off – Is your friend not showing up for you, or a…
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EP17: From War Elephants to Espionage: The Untold Stories of Women in History
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43:50History often remembers kings, conquerors, and lone heroes—but what about the women who led revolutions, defied empires, and changed history forever? This International Women’s Day, we’re diving into the untold stories of legendary female warriors and spies who refused to wait for permission. Join us as we uncover the awe-inspiring tales of: The Tr…
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EP16: 'Am I the A*Hole' Stories: Friendships Gone Wrong
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51:01Friendship isn’t always smooth sailing—misunderstandings, crossed boundaries, and straight-up chaos can test even the strongest bonds. In this episode of The Art of Classiness Podcast, we’re diving into real "Am I The A-Hole?" friendship dilemmas, breaking down the drama, and deciding who’s right, who’s wrong, and who’s just being messy. What You’l…
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EP15: Traveling with Friends 101: Rules for a Drama-Free Trip
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53:33Traveling with friends sounds like a dream—until mismatched budgets, clashing personalities, and unexpected chaos turn your trip into a disaster. Want to make sure your next getaway is all fun and no friendship-ending drama? We’ve got you covered. In this episode, we’re breaking down the do’s and don’ts of group travel, sharing real-life trip horro…
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EP14: Galentine’s Day: How to Celebrate the Power of Female Friendships
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53:00Galentine’s Day isn’t just a made-up holiday—it’s a powerful reminder to celebrate the friendships that truly stand the test of time. In this episode, we’re diving into the meaning behind Galentine’s Day, why female friendships deserve as much attention as romantic relationships, and how to make this day special—no matter your relationship status. …
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EP13: Friendship or Flirtation: Can Men and Women Be Just Friends?
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56:43
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56:43Can men and women really be just friends? It’s one of the most debated relationship questions, and we’re diving deep into the dynamics, boundaries, and unspoken rules of opposite-sex friendships—especially when romance is in the picture. In this episode, we’re tackling: - The challenges and benefits of male-female friendships - How opposite-sex fri…
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EP12: 'Am I the A*Hole' Stories: Unpacking Messy Friendships
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56:08Friendship drama, tough moral dilemmas, and a whole lot of opinions—welcome to our ‘Am I the A-Hole?’ deep dive! This week, we’re breaking down some of the juiciest AITA stories from Reddit, unpacking the messiest friendship scenarios, and deciding who’s classy, who’s crass, and who’s just plain wrong. In this episode, we’re tackling: - Tricky frie…
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EP11: BFFs on Screen: The Best Female Friendship Movies
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1:03:05Join us as we dive into the world of friendship movies! Discover what defines a true 'friendship film,' hear our top picks for the best friendship flicks of all time, and find out which iconic fictional character we’d love to call our BFF. Connect with us on Instagram: @artofclassiness Submit your own stories for future episodes! artofclassiness@gm…
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EP10: It’s Not a Cult, It’s a Compound: Finding the Perfect Spot (Part 2)
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1:04:03Tune in and dream with us—where would YOU build the ultimate friendship compound? Connect with us on Instagram: @artofclassiness Submit your own stories for future episodes! [email protected] Quick disclaimer, friends – we're not doctors, just two people who love to share ideas and experiences. This podcast is for fun and informational purp…
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EP9: It’s Not a Cult, It’s a Compound: Building Our Dream Life (Part 1)
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1:03:29What if you and your best friends could design the ultimate dream compound—luxurious, cozy, and completely cult-free? This week, we’re diving into the fantasy of creating a stylish, village-style retreat where friendship takes center stage. Join us as we break down: - The perfect balance of personal space & communal living (because we love our best…
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