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  • Old Money isn’t always old harmony. In this episode of the Awkward Etiquette podcast, your host Kiki Astor, aka Auntie Kiki, begins by delving into a famous Astor family feud that led to the creation of the Waldorf-Astoria hotel. Using this dramatic historical anectote full of rivalry, egos, and its unlikely legacy as a jumping-off point, Kiki explores the dynamics of old money family feuds and uncovers why even the most "refined" families can find themselves at odds.

    With the holiday season approaching—a time when family tensions often come to a head—this episode provides actionable advice on how to manage your own family disputes with poise and elegance. Drawing from both etiquette principles and psychological insights, we’ll show you how to navigate tricky relationships, set boundaries, and find peace without losing your cool.

    Whether you’re sparring over a seating arrangement or something far more serious, this episode is your guide to handling family drama with the grace of old money—and maybe even turning conflict into a legacy of your very own.

  • In this episode of Awkward Etiquette with Kiki Astor, we explore what it truly means to live a rich life, far beyond the balance in your bank account. Kiki delves into the essence of true wealth through the lens of the old money lifestyle, uncovering how timeless values, understated luxury, and intentional living can elevate your daily experience. Learn how certain behaviors, choices, and mindsets can make you feel impoverished, while embracing old money habits can enrich your life in surprising ways.

    From the power of generational thinking to the importance of quality over quantity, this episode is packed with tips for embodying the grace and poise of an old money aesthetic. Whether you’re striving for a wealthy lifestyle or just curious about old money values, Kiki offers cheeky insights and practical advice to help you find abundance—no matter your financial situation.

    Perfect for listeners drawn to old money elegance, luxury living on a budget, and the art of living well. Don’t miss this guide to feeling rich in all the ways that matter!

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  • Sometimes it's not the clothes that make the man. It's not which model of Barbour jacket you have chosen, or where you get your tweed suit. What is between your ears is much more important than the Rolex watch on your wrist or the Stubbs and Wooton slippers on your feet. As AUntie Kiki says, education is often free. Obviously, much of this come through in polite cocktail party conversation. But how can you let people know immediately who you are? By the books in your library, on your coffee table, and yes, even in your bathroom. When it comes to letting people know exactly where you fit in in society, which books do almost all old money, elegant, high society people own? In this crucial episode of the Akward Etiquette podcast, Kiki Astor gives you a Grand Tour of sorts, discussing the tomes you must acquire. Show me your library, and I'll tell you who you are.

  • In this episode of Awkward Etiquette, hostess Kiki Astor dives into the fascinating world of etiquette and manners, exploring which traditional etiquette rules may now feel outdated and why. From rigid social scripts to the nuances of dining decorum, Kiki examines how changing societal values, cultural shifts, and modern social skills are transforming what we once considered polite behavior. Tune in for an entertaining yet insightful discussion on the sociological and anthropological aspects of evolving social norms. This entertaining episode full of cheekiness and personal anecdotes is perfect for listeners intrigued by social skills, the history of manners, and the evolving landscape of interpersonal etiquette.

  • What's in a Name? Our moniker might be our most important attribute, influencing how we succeed and how we are perceived. In this episode of Awkward Etiquette, Kiki Astor dives into the delightful—and sometimes awkward—world of names. Starting with the hottest naming trends for 2025, sourced from Nameberry, Kiki explores how some baby names go in and out of style and why certain ones are making a comeback. Next, we go on a fascinating journey through the history and anthropology of naming, from ancestral customs to “old money” traditions that add an air of distinction (or occasional pretension) to family names. As Kiki shares her top tips for selecting the perfect name for a child, you’ll get insight into her curated list of timeless, old-money-approved names that evoke classic sophistication. Next, Kiki tackles the social minefield of name etiquette: what to do when you can’t remember someone’s name, how to handle "name poaching" from a close friend or family member, and whether it’s appropriate to name your dog after a friend. And for those of us with four-legged friends whose names overlap with our human companions, Kiki provides a cheeky yet respectful approach to those situations. Tune in for a fun, informative, and etiquette-savvy discussion on all things names and naming!

  • In this episode of Awkward Etiquette, your hostess, etiquette maven and romance author Kiki Astor, dives deep into the world of microaggressions—those subtle, often unintentional comments and actions that can have a profound impact on individuals and communities. Although they may seem small, microaggressions accumulate, leading to emotional distress and a feeling of being marginalized. Kiki discusses what microaggressions are, the different types that exist, and why addressing them is crucial for fostering an inclusive environment.

    Listeners will learn how to identify microaggressions in their daily interactions and what steps to take if they find themselves as victims, perpetrators, or witnesses of these behaviors. While traditional etiquette focuses on smoothing over discomfort, this episode emphasizes the importance of speaking up to break the cycle of microaggressions by educatin yourself and becoming an ally. We'll also discuss what victis of microsaggressions can do. Join us for an enlightening conversation that blends awareness with actionable advice, empowering you to navigate awkward situations with confidence and compassion.

    This is a difficult, often awkward conversation, but fear not, your Auntie Kiki will address it with a blend of cheekiness and compassion.

  • Have you been wanting to entertain at home, but you are intimidated? Have you been thinking of repaying your friends in kind for dinner invitations or jaunts aboard their yachts, but you can't afford an evening in a restaurant? In this episode of the Awkward Etiquette podcast, romance author and amateur etiquette expert Kiki Astor will inspire you and share her tips on achieving an elegant old money aesthetic while entertaining on a nouveau pauvre budget. Kiki covers everything you need to know for three old world style gatherings: a successful country house weekend, a sophisticated cocktail party, and a charming dinner party.

    From invitations that set the tone for your events, to clever strategies for preparing your space and menu without breaking the bank, whether you’re hosting a cozy gathering or a stylish soirée, this episode provides practical advice on how to impress your guests with an air of affluence and sophistication, all while keeping costs manageable. Also, remember, friendship and kindness are free. Tune in for Kiki's insights on creating memorable experiences that reflect the grace of old money entertaining!

  • Winter is coming!

    Some of you dread this turning of the seasons, and some of you celebrate it. Those of you who love winter, admit it- it's all about the fashion, isn't it? But with more layers come more problems and questions: how does one layer? Which socks are we suposed to be wearing? Can I wear trendy chocolate brown with black? Which shoes are appropriate? How does one wear formal gloves? Must I remove my hat?

    In this episode of Awkward Etiquette with Kiki Astor, we dive deep into the world of old money aesthetic Fall and Winter fashion. Discover the timeless elegance that defines this sophisticated style, from classic silhouettes to luxurious fabrics. Kiki discusses what to wear and how to wear it, ensuring you embody the effortless charm of the elite.

    Explore essential fashion and etiquette rules you might not have known, including how to choose the right colors that evoke a sense of understated wealth—think deep jewel tones and muted earth shades. Kiki shares her expert tips on selecting accessories that enhance your outfit without overpowering it, emphasizing the importance of quality over quantity.

    Wondering what to buy and what to avoid? This episode covers the must-have pieces for your wardrobe, such as tailored coats, cashmere sweaters, and elegant shoes, while steering you clear of fleeting trends that don’t align with the old money ethos.

    Join Kiki as she unpacks the nuances of dressing with class and sophistication, offering valuable insights that will elevate your wardrobe and refine your personal style. Whether you're aiming to perfect your old money aesthetic or simply want to understand the subtle intricacies of fashion etiquette, this episode is a must-listen!

    Tune in for a blend of fashion advice, etiquette tips, and a dash of humor that will leave you feeling inspired and well-prepared for the colder months ahead.

  • In this enlightening episode, your Auntie Kiki steps out of her romance novelist slippers and leans into her identity as an etiquette coach and amateur social anthropologist. With a rich background in old money society, interior decorating, fashion, and history, Kiki Astor explores the essence of good taste and how to cultivate it in today’s world.

    Listeners will gain insights into:

    -What good taste is, and what it isn't, and the difference between your own personal tastes and the overarching idea of "good taste".

    - The historical and cultural context of old money aesthetics and their influence on modern taste, and good taste.

    -Whether "good taste" is only for the rich.

    -Whether "good taste" is a synonym for "old fashioned," Eurocentric," or "antique." Can good taste be modern?

    -Whether the "Old money Aesthetic" automatically means good taste.

    -How to cultivate good taste.

    -Practical tips for embodying good taste on a budget.

    Tune in for a philosophical and practical discussion that will inspire you further in the art of living well!

  • In this episode of the Awkward Etiquette podcast, your host Kiki Astor ,etiquette maven and romance author, dives deep into the enduring tension between old money and new money, exploring the historical roots and modern-day dynamics of wealth, class, and social status. From feudal societies where aristocratic lineage dictated power, to the Industrial Revolution's rise of self-made tycoons, and the evolution of these tensions into the modern era of tech billionaires, Kiki offers a fascinating look at the sociology of wealth and social anthropology.

    Listeners will learn how old money families have historically upheld social traditions and exclusivity, while new money disrupts these norms with innovation and often ostentatious displays of wealth. Kiki explores the complex relationship between cultural capital, prestige, and economic mobility, particularly within the class system of the United States.

    The episode also serves up etiquette tips for navigating interactions between old and new money circles, offering insights into discretion, humility, and authenticity in high-society settings. Whether you’re intrigued by the sociology of class or looking for practical advice on mingling with the elite, this episode is packed with rich details about the history, economics, and social behaviors of the wealthy.

  • It's hard not to dwell on embarrassing public slip-ups, but according to psychologists, etiquette experts, and social anthropologists, moving on elegantly is more important than you might think. In this episode of Awkward Etiquette with Kiki Astor, we’re diving into the issue of the most awkward and cringy of all: those embarrassing public faux pas that happen to even the most polished society diva. We'll be talking about how to deal with even epic social fails with grace—because, whether it’s forgetting someone’s name at a party, awkwardly knocking over a drink, or getting toilet paper stuck on your shoe, we’ve all been there! , Your Auntie Kiki, Kiki Astor, romance author and etiquette maven, is here to reassure you that even the most elegant among us have our cringe-worthy moments.

    With Kiki’s signature mix of elegance, wit, charm, cheek, and funny stories, you’ll learn how to recover from social slip-ups like a pro. From handling embarrassing situations at upscale events to navigating small talk disasters with style, this episode is full of helpful tips for socially awkward souls who still want to thrive in the world of old money elegance and refined social circles.

    If you're looking for practical etiquette advice and a boost of confidence for your next event, tune in to this episode.

  • Set sail into luxury and high society with this cheeky episode of Awkward Etiquette with Kiki Astor! If you love aspirational travel, the old money aesthetic, and juicy scandals at sea, this is the perfect listen. In this episode, Kiki Astor, etiquette maven and author of Low Season in St. Tropez—a romance novel about a yacht interior designer, obviously—delves into the world of yacht life.

    Explore high-seas scandals, from misbehaving guests to illicit affairs, and learn the subtle art of yachting etiquette. Whether it's the battle of old money vs. new money yacht interiors or the summer buzz around the very divisive design of the RH Three yacht in St. Tropez, Kiki Astor covers it all with her signature wit. And of course, since the cost of yacht charters can be a sensite question that elicits choruses of "if you have to ask darling..." we cover the true hidden costs of yachting.

    Tune in for an episode brimming with luxury, laughter, and a few manners tips that could save you from a faux pas on your next yacht charter!

  • In this episode of Awkward Etiquette with Kiki Astor, we're pulling back the velvet rope to reveal the hidden world of yachting—the ultimate symbol of wealth and power. Join your Auntie Kiki, your trusted guide through the nuances of high society, as she uncovers thehistory of recreational yachting, spills the secrets behind yacht naming conventions, and explains the not so subtle, very telling differences between old money and new money vessels. She'll even tell you where to go: which destinations are safe harbors, and which tacky ports of call are to be avoided at all costs. Whether you're charting a course to the most elite yachting destinations or simply want to avoid a social faux pas on the high seas, this episode is your ticket to navigating these waters with confidence. And remember, as the author of Low Season in St Tropez, Kiki knows a thing or two about the high stakes of yacht life—after all, her heroine designs them for a living. Don’t miss out on the first of this two-part series that’s as rich in history as it is in intrigue.

  • In this episode of the Awkward Etiquette podcast, your Auntie Kiki, Kiki Astor, author and ex rich person, dives into the old money approach to back-to-school season, a time that can bring up a host of classic etiquette concerns. With her children having successfully navigated private schools, boarding schools, and beyond, Auntie Kiki reflects on the lessons learned over the years. She offers practical advice on everything from dressing your children to reflect your family’s old money aesthetic, to selecting the right classroom supplies, and tactfully engaging in school fundraisers and the parent-teacher association. This only slightly unhinged episode will equip you with the tools to present your family’s best face in this fraught, end-of-summer period, ensuring that your children—and by extension, you—make a lasting impression.

  • In this episode of Awkward Etiquette, your hostess Kiki Astor, author, ex rich person, and etiquette maven, dives into the differences between the Preppy and Old Money aesthetics. From their deep-rooted histories to their cultural significance today, Kiki unpacks why these styles have endured and evolved over time. Learn the key differences between these two classic looks, the societal signals they send, and which aesthetic might be the perfect fit for your lifestyle. Whether you’re drawn to the polished, collegiate vibe of Preppy fashion or the understated elegance of Old Money, this episode is your ultimate guide to navigating these iconic styles with grace and confidence.

  • A crucial question for you, darling: Do you, do you, do you, do you Saint Tropez? As the iconic song states, everyone in the world crams themselves into St Tropez in the summer, and so, too, might you. Kiki is back from her summer break, and in this first episode of the new season of the Awkward Etiquette podcast, otherwise known as Kiki Astor's Nouveau Pauvre Chronicles, author and ex rich person Kiki Astor delves into the art of vacationing in St. Tropez on a budget, without sacrificing an ounce of elegance. As a former jet-setter turned budget-conscious traveler who even set one of her romance novels in the charming erstwhile fishing village, Kiki shares insider tips on how to experience the glamour of the French Riviera like a true snob, even if your bank account doesn't quite match your aspirations. From finding affordable luxury accommodations and chic dining options to shopping for stylish steals and prolonging that St. Tropez feeling back home, this episode is your ultimate guide to living the high life on a low budget. We'll even be touching on how to vacation in wealthy areas or with wealthy people when you have more modest means, without feeling out of place. From where to stay, to what to buy, what to eat, and what to drive, along with how to romanticize your life back at home to make it feel more like you're living in St Tropez, this episode will inspire and delight you. Whether you're planning your first trip to the Côte d'Azur or simply dreaming of life on the French RIviera, Kiki's advice will help you navigate St. Tropez with panache.

  • Join Kiki Astor on a very useful episode of "Awkward Etiquette" Delve into the intricate world of high society as romance author and etiquette maven Kiki breaks down the archetypes you're likely to encounter at prestigious cocktail parties and galas.

    From the elegant Grande Dame to the charming Debutante, the eclectic Eccentric Artist to the formidable Power Couple, and the influential Influencer to the ambitious Nouveau Riche, learn how to identify and engage with each archetype. Discover practical tips and tricks for gracefully ingratiating yourself with these personalities, ensuring effortless conversation and building meaningful connections.

    Tune in to gain invaluable insights that will empower you to navigate any social setting with confidence and finesse. Polishing up your social skills is always a good idea. But also, you know, darling, just have fun.

  • In this delightful episode of Awkward Etiquette with Kiki Astor, your charming host, Kiki Astor, explores the timeless elegance of old money aesthetics. Join Kiki as she reveals the secrets to embracing simplicity and sophistication in both your wardrobe and home decor. Discover how to achieve that coveted, understated luxury look with tips on selecting classic pieces and creating a refined living space.

    But elegance isn't just about appearances—it's also about how we carry ourselves. Kiki shares her insights on the graceful art of saying no. Whether it's declining invitations or gently steering conversations away from uncomfortable topics, learn how to set boundaries with style and courtesy. With Kiki's warm and friendly guidance, you'll gain the confidence to navigate any social situation with poise and charm. Tune in for a masterclass in timeless elegance and sophisticated etiquette that will leave you feeling both empowered and graceful.

  • Summer House Etiquette for hosts and guests

    In this episode of the Awkward Etiquette Podcast, we dive into the do's and don'ts of summer house etiquette for both hosts and guests, especially for those living or emulating an "old money" lifestyle or old money aesthetic. Join us as we explore how to create a welcoming environment, handle tricky situations, and ensure everyone has a memorable time. We'll share practical tips on setting expectations, being a considerate guest, and maintaining the perfect balance between relaxation and respect. Plus, we'll reveal the one type of houseguest who breaks all the rules—and why they’re actually a coveted presence. Whether you're hosting friends for a weekend getaway or staying at someone else's home, this episode will equip you with the essential etiquette to navigate summer stays with ease and elegance- and of course the dose of cheekiness you've come to expect from your host, romance author and etiquette maven Kiki Astor.

  • "Old money beauty." When most people, especially on social media, think of this, they are envisioning a beauty from a vintage Ralph Lauren ad. That vision is reductionist and couldn't be further from the truth. In this episode of the Awkward Etiquette podcast, your charming hostess, author and etiquette maven and ex rich person, TikTok personality Kiki Astor, delves into the nuances of the "Old Money" aesthetic and how it differs from "New Money" beauty. Kiki discusses common misconceptions about the Old Money look, highlighting that it's not about flaunting wealth but rather exuding understated elegance and timeless style. It's also about confidence and poise and not worrying too much about perfection. Kiki provides practical tips on how to achieve this coveted aesthetic, emphasizing quality over quantity, subtle sophistication, and classic skincare. By the end of the episode, listeners will have a clear understanding of how to embody the refined, discreet charm of Old Money beauty while avoiding the pitfalls of conspicuous consumption, but more importantly, you'll come away with a renewed sense of confidence.