Awkward Etiquette: Old Money & New Manners

In this episode of Awkward Etiquette with Kiki Astor , your Auntie Kiki spills a whole chilled bottle of rosé worth of her best secrets on how to entertain with true old money elegance—no villa or vintage yacht required. From Newport-style lawn luncheons to boho-glam back garden soirées, learn the etiquette commandments of summer hosting: think linen chic dress codes, room-temp bites, and shady se...

This week on Awkward Etiquette with Kiki Astor , we're diving into the enduring—and often awkward—tradition of the summer houseguest. From the Gilded Age to the Hamptons, summer hosting has long been a cornerstone of old money etiquette and upper-class rituals. But why did houseguests used to stay for weeks (or even months)? And how can you survive it today—whether you're the host or the one unpac...

Planning a wedding? Attending one? Praying your drunk uncle doesn't grab the mic during the toasts? You've come to the right place. In this episode of Awkward Etiquette with Kiki Astor , we unpack the unspoken rules and social slip-ups that can turn a dream wedding into a diamond-studded disaster. Whether you're the blushing bride, the groom with opinions , the mother-in-law with a seating chart g...

In this sun-soaked episode of Awkward Etiquette with Kiki Astor , we unpack the storied tradition of "summering" in old money circles—from Newport to Nantucket, the Hamptons to the Highlands. Kiki dives into the social history behind the season: why certain destinations became icons of understated wealth, how WASPs made "going to the country" a ritual of quiet luxury, and what distinguishes a lega...

In this episode of Awkward Etiquette with Kiki Astor , we tackle the timeless, tasteful, and occasionally tacky world of monograms. From heirloom linens to luggage tags, monogramming is the original quiet luxury flex—if you know how to do it right. Kiki explores the history of monograms, their role in old money culture, and the subtle etiquette rules that separate timeless from tacky. Think: Where...

Today, we're turning our lens—quite literally—toward the fascinating intersection of photography and old money. From the earliest daguerreotypes in stiff collars to the poolside glamour captured by Slim Aarons, photography has always been a mirror, revealing not just what we look like—but who we *think* we are.   We'll begin with a little history: how photography was once the domain of the upper c...

In this elegantly introspective episode of Awkward Etiquette with Kiki Astor , etiquette expert and romance author Kiki explores the timeless allure and quiet power of solitude. From the romance novel heroine brooding on a windswept terrace to the old money doyenne dining solo in a tucked-away bistro, being alone is not a condition to be pitied—it's an art to be mastered. Kiki delves into the etiq...

In this episode of Awkward Etiquette with Kiki Astor, we dive into the true value of luxury goods—especially designer handbags—amid a shifting global economy, social media overexposure, and growing transparency about where and how these so-called "heritage pieces" are actually made. In the age of the Wirkin, or Walmart Birkin, and in the wake of the Chinese revealing exactly how many luxury goods...

If you suffer from social anxiety, you might think that the old money, high society types you see effortlessly navigayting cocktail parties were simply born with a socializing superpower, or that they learned it in boarding school, and that it's too late for you, but that's not true. In this calming yet cheeky episode of Awkward Etiquette with Kiki Astor , Kiki turns her velvet gloves toward a top...

When your host, Auntie Kiki, says she's an "ex rich person" and espouses the label of "nouveau pauvre," you may be left wondering whether that means she's fabulously wealthy or delightfully destitute, or somewhere in between. In this episode of Awkward Etiquette with Kiki Astor , we explore our society's love-hate relationship with wealth, performative wealth on social media platforms and in real...

Is there anything more elegant and romantic than a garden party? In this episode of  Awkward Etiquette , Kiki Astor dishes on the secrets of hosting the perfect old money garden party, because it takes a bit of behind the scenes preparation to exude effortless charm. From phrasing the invitations, to selecting the right garden party dress code to mastering high society entertaining, Kiki breaks do...

Whether it's at a cocktail party, on the tennis court, or around the dinner table, Mel Robbins' Let Them theory is the pop culture, pop psychology self-help phenomenon on everybody's lips. But what does it really mean, and how does one apply it to living an authentic, elegant life on one's own terms? In this episode of Awkward Etiquette with Kiki Astor , we dive into Mel Robbins' "Let Them" theory...

If you have always felt you have more taste than money...that you aspire to elegance and refinement, but are on a restricted budget...that you would be absolutely darling at spending oodles of cash, but for now you're making do with less...Welcome to the club! You're not poor, you're nouveau pauvre, my darling. Nouveau pauvre is an offshoot of old money, the one with no money...and you don't have...

You're either in, or you're out...and who wants to be on the outside looking in? For many people, the words "welcome to the club" are music to their ears and the fear of being blackballed looms large, because, as the advertaisement famously states, membership has its priviledges. It's a basic human evolutionary need to feel that one belongs, and being excluded or feeling FOMO is far from fun.  In...

The fisherman aesthetic is having a moment, to put it mildly, but those with old money sensibilities have been living with it for generations, sporting weathered knits, salt-washed trousers, and perfectly battered Barbours at their seaside second homes long before even coastal grandmother was just a twinkle in the internet's eye. In this episode of Awkward Etiquette, Kiki Astor, your old money int...

Strap on your ski boots and grab a hot toddy—Kiki Astor is taking you to the slopes! In this episode of Awkward Etiquette, we're diving into the refined (and sometimes ridiculous) world of ski and après-ski etiquette. Whether you're navigating the chairlift like a seasoned Aspen regular, mastering the art of looking effortlessly chic in Gstaad, or figuring out how to sip champagne in St. Moritz wi...

If you regret not having gone to charm school, here is your opportunity to learn the crucial social skills you might have worried you were lacking. First off: curtseying is less important than you might have thought, but there are some crucial ingredients in charm, and they are easier to combine than you might have feared. Social anxiety is no match for the easy to adopt tips your Auntie Kiki, Kik...

Here's the thing about wealth: it can go up and down. Even old money families tend to lose their fortunes after three generations. The stock market, the economy, your relationships, and your health can all change on a dime...which is why knowing how to still have a rich, happy, fabulous life without two nickels to rub together is the most valuable skill there is. True elegance isn't about being ri...

Most of us were raised on Disney-fied takes of princes and princesses, and even if we scoff at that stuff as adults, we still dream of a happily ever after. The romance readers among us may be ashamed to admit that we fantacize about a love like the one we read about in our novels, but let's be real: everyone wants a happy ending. That prince, that heir, or that billionaire might look great on pap...

Did you ever receive an invitation and promptly contact the host or hostess and inquire about further details, including what you should wear? You may worry that Auntie Kiki will label this behavior as rude, but in reality, if the invitation was not clear enough, that is the hosts' fault, not yours. In this fascinating episode of the Awkward Etiquette podcast, we will first take a deep dive into V...

In this episode of Awkward Etiquette, and to celebrate the launch of her latest book, Art, Love, and Other Miracles, set in the international art world including galleries in Roma Norte, CDMX, and Art Basel Miami, romance author, ex rich person, and art enthusiast Kiki Astor delves into the fascinating world of art collecting, offering practical tips for collectors at any budget level. Whether you...

New Year, New You... So is the Old Money Aesthetic Out? How does one reconcile reinvention and tradition?   In this first of the New Year episode of Awkward Etiquette with Kiki Astor, we explore the tension between tradition and reinvention in the ever-evolving world of the old money aesthetic. Kiki talks about her New Year's resolutions and goals, and delves into the delicate balance of maintaini...

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 un...

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...