Awkward Etiquette: Old Money & New Manners
Episodes
Elegant Chaos: Why Old Money Never Has a Perfect Christmas
22 Dec 2025
Contributed by Lukas
For the final episode of the season of Awkward Etiquette Old Money and New Manners, Auntie Kiki invites you into the most intimate setting of all: the...
The Old Money Villain: Vampires, Exclusion & The Art of the "Ice Queen"
15 Dec 2025
Contributed by Lukas
Vampires are back—but in 2025, they aren't sleeping in coffins. They're chairing the board, running the estate, and freezing you out of the conversa...
The old money holiday survival guide: Manners, Social Skills, and Style Tips with Kiki Astor
08 Dec 2025
Contributed by Lukas
Step into the holidays with old-money elegance, unbothered poise, and a velvet-lined sense of humor in this special episode of Awkward Etiquette with ...
Emeralds, Envy, and Etiquette: The Secret Language of Old Money Green
01 Dec 2025
Contributed by Lukas
In this jewel-box episode of Awkward Etiquette: Old Money & New Manners, old money and etiquette expert and author of the Virginia foxhunting dark old...
An old money style Thanksgiving on a budget entertaining hacks and etiquette tips for the rest of us. Awkward Etiquette season 4 Ep 24
24 Nov 2025
Contributed by Lukas
The etiquette and old money social anthropology of secrets. Awkward etiquette Season 4 Ep 23
17 Nov 2025
Contributed by Lukas
Old Money on Horseback vs Ralph Lauren: Equestrian Aesthetic and etiquette with Kiki Astor
10 Nov 2025
Contributed by Lukas
Why is everyone suddenly dressing like they ride? From "equestrian-core" to "country luxe," the horsey aesthetic is galloping through fashion — but ...
No-vember: Chic Introversion, Selective Socializing, and Old Money Etiquette
04 Nov 2025
Contributed by Lukas
As daylight wanes and autumn deepens, the first week of November offers unique opportunities—and subtle challenges—for anyone who cherishes etique...
Slutty Costumes & Full-Sized Candy Bars: The Scariest Etiquette of Halloween
27 Oct 2025
Contributed by Lukas
How to use AI to improve your life, the Old Money way.
20 Oct 2025
Contributed by Lukas
What happens when artificial intelligence meets old money manners, style, and lifestyle? In this witty and insightful episode of Awkward Etiquette: Ol...
What Will People Say? (And Why You Shouldn't Care)- The Etiquette of Reputation
13 Oct 2025
Contributed by Lukas
"People will talk." For ages, this has been used as an excuse for not doing something that could be incredibly rewarding, be it starting a business, w...
Old Money Entertaining: From Potluck Panic to Perfect Supper with Kiki Astor
06 Oct 2025
Contributed by Lukas
Hosting doesn't have to be hard — unless, of course, you make the tragic mistake of calling it a potluck. In this sparkling episode of Awkward Etiqu...
Grande Dames, Patina & Patriarchs: Old Money's Secrets to Aging Gracefully
29 Sep 2025
Contributed by Lukas
Beauty fades. Fortunes vanish. But style—the kind old money has mastered—is eternal. In this week's episode of Awkward Etiquette with Kiki Astor, ...
The etiquette of friendship & friendship in old money elite circles
22 Sep 2025
Contributed by Lukas
When Old Money Decor Goes Wrong: The Decorating Mistakes (almost) Everyone Makes
15 Sep 2025
Contributed by Lukas
What makes a home look quietly elegant… and what makes it look like a Cheesecake Factory in disguise? In this episode, Kiki Astor breaks down the co...
Dream of winning the lottery? The etiquette & psychology of sudden wealth
08 Sep 2025
Contributed by Lukas
What happens when ordinary people become multi-millionaires overnight? In this episode of Awkward Etiquette with Kiki Astor, we explore the lessons pe...
The Old Money Guide to Setting the Table (Even on a Budget)
01 Sep 2025
Contributed by Lukas
Old money vs new money beauty, grooming, and etiquette
25 Aug 2025
Contributed by Lukas
In this week’s episode of Awkward Etiquette with Kiki Astor, we’re diving into the fascinating—and often unspoken—world of grooming, beauty, a...
Craving change? Here's how (and why) to reinvent yourself without moving
18 Aug 2025
Contributed by Lukas
Awkward Etiquette with Kiki Astor – Episode: “Starting Over Without Moving Zip Codes” Think you need a new city to reinvent yourself? Think agai...
From Faux Pas to Fabulous: Social Skills for Mortifying Moments
11 Aug 2025
Contributed by Lukas
In this episode of the Awkward Etiquette podcast, novelist, hostess, old money and etiquette expert and recovering debutante Kiki Astor unpacks the aw...
Montecito Confidential: A Travel Guide for the Budget-Conscious and Status-Curious
06 Aug 2025
Contributed by Lukas
Planning a visit to Montecito—or just dying to know what really goes on behind those wrought-iron gates and hedges? In this week’s episode, etique...
So close you can smell the wealth: when you're wealth adjacent but far from rich
28 Jul 2025
Contributed by Lukas
In this episode of Awkward Etiquette, host Kiki Astor—former Greenwich golden girl turned Montecito-adjacent observer—dives into the psychology, e...
Behind the Service Entrance: Household staff- the invisible support of the 1%
21 Jul 2025
Contributed by Lukas
In this episode of Awkward Etiquette, host Kiki Astor explores the world of modern household staff in wealthy homes. The world of Downton Abbey is a b...
Ghosted by the Group Chat: The Etiquette of Social Rejection
14 Jul 2025
Contributed by Lukas
Have you been ghosted by your friend group without a clue why? Welcome to Awkward Etiquette with Kiki Astor, your cheeky guide to modern manners and s...
Curated, Not Cosplay: Finding your authentic style
07 Jul 2025
Contributed by Lukas
In this episode of Awkward Etiquette with Kiki Astor, yes, we’re breaking down the myths behind the old money aesthetic- but we're sharing the secre...
Awkward Etiquette Season 4 ep 3
30 Jun 2025
Contributed by Lukas
Looking to marry up, move up, or simply mix with high society—without getting laughed out of the room? In this episode of Awkward Etiquette, Kiki As...
Summer Entertaining Secrets: The Old Money Style on a Budget Guide
23 Jun 2025
Contributed by Lukas
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 ente...
Old Money, Open Doors: The Glamour and Guilt of Hosting & Houseguests
16 Jun 2025
Contributed by Lukas
This week on Awkward Etiquette with Kiki Astor, we’re diving into the enduring—and often awkward—tradition of the summer houseguest. From the G...
How to Disaster-Proof "I Do": Kiki Astor's Best Wedding Etiquette Tips
09 Jun 2025
Contributed by Lukas
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 episod...
No Trust Fund, No Problem: How to summer like an Astor on any budget
02 Jun 2025
Contributed by Lukas
In this sun-soaked episode of Awkward Etiquette with Kiki Astor, we unpack the storied tradition of “summering” in old money circles—from Newpor...
Forks, Fermented Fish, and Faux Pas: Etiquette and Table Manners for the Old Money Set
26 May 2025
Contributed by Lukas
Monogram Etiquette, Style, Tradition, and Rules: old money preppy, or tacky?
19 May 2025
Contributed by Lukas
In this episode of Awkward Etiquette with Kiki Astor, we tackle the timeless, tasteful, and occasionally tacky world of monograms. From heirloom linen...
The old money photography secrets Slim Aarons knew (and you may not)
13 May 2025
Contributed by Lukas
Today, we’re turning our lens—quite literally—toward the fascinating intersection of photography and old money. From the earliest daguerreotypes...
Table for one, please: the lost art of intentional, elegant solitude
05 May 2025
Contributed by Lukas
In this elegantly introspective episode of Awkward Etiquette with Kiki Astor, etiquette expert and romance author Kiki explores the timeless allure an...
Heritage or hype? The true value of luxury handbags in 2025: an old money perspective
28 Apr 2025
Contributed by Lukas
In this episode of Awkward Etiquette with Kiki Astor, we dive into the true value of luxury goods—especially designer handbags—amid a shifting glo...
Social skills hacks that actually work: Etiquette vs social anxiety
07 Apr 2025
Contributed by Lukas
If you suffer from social anxiety, you might think that the old money, high society types you see effortlessly navigayting cocktail parties were simpl...
The rise of the Nouveau Pauvre: Status in the age of economic instability and inequity
31 Mar 2025
Contributed by Lukas
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 th...
The ultimate guide to old money style garden parties and outdoor entertaining
24 Mar 2025
Contributed by Lukas
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 th...
Unbothered & Elegant: Let's discuss Mel Robbins' “Let Them” theory
17 Mar 2025
Contributed by Lukas
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...
Welcome to the nouveau pauvre club: a glam life, on a budget
10 Mar 2025
Contributed by Lukas
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 b...
Behind closed doors: the secret world of private clubs
03 Mar 2025
Contributed by Lukas
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 e...
Nautical but nice: mastering the fisherman aesthetic
24 Feb 2025
Contributed by Lukas
The fisherman aesthetic is having a moment, to put it mildly, but those with old money sensibilities have been living with it for generations, sportin...
Ski and Après Ski: Etiquette on and off the slopes
17 Feb 2025
Contributed by Lukas
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 r...
How to be charming
10 Feb 2025
Contributed by Lukas
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. Fi...
Live a big, beautiful, elegant rich life...on a budget!
03 Feb 2025
Contributed by Lukas
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,...
Real romance tips... from a romance writer?
27 Jan 2025
Contributed by Lukas
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 ...
FOMO, JOMO, and the etiquette of invitations
20 Jan 2025
Contributed by Lukas
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...
The art of art collecting...on a budget
13 Jan 2025
Contributed by Lukas
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 worl...
Timeless or Tired? The Old Money Aesthetic in 2025
06 Jan 2025
Contributed by Lukas
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 A...
Bitter bloodlines: How to resolve family feuds elegantly
02 Dec 2024
Contributed by Lukas
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 ...
What is true wealth? It may be more attainable than you think
18 Nov 2024
Contributed by Lukas
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....
These books will make you look richer, smarter, and more popular
11 Nov 2024
Contributed by Lukas
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 be...
Modern manners? Which etiquette rules are outdated, and why
04 Nov 2024
Contributed by Lukas
In this episode of Awkward Etiquette, hostess Kiki Astor dives into the fascinating world of etiquette and manners, exploring which traditional etique...
What's in a name? Trending vs "old money" baby names, name history and etiquette
28 Oct 2024
Contributed by Lukas
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...
Awkward but necessary: addressing microaggressions
21 Oct 2024
Contributed by Lukas
In this episode of Awkward Etiquette, your hostess, etiquette maven and romance author Kiki Astor, dives deep into the world of microaggressions—tho...
Chic Gatherings: The secrets to affordable "old money" style entertaining
14 Oct 2024
Contributed by Lukas
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...
Old Money Aesthetic and fashion etiquette for Fall/Winter
07 Oct 2024
Contributed by Lukas
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 ...
What is good taste, and how do you cultivate it?
30 Sep 2024
Contributed by Lukas
In this enlightening episode, your Auntie Kiki steps out of her romance novelist slippers and leans into her identity as an etiquette coach and amateu...
Old Money vs New Money: Navigating Class & Etiquette in Modern Society
23 Sep 2024
Contributed by Lukas
In this episode of the Awkward Etiquette podcast, your host Kiki Astor ,etiquette maven and romance author, dives deep into the enduring tension betwe...
Oops! The most awkward, cringe-worthy social slip-ups, and how to recover from them
16 Sep 2024
Contributed by Lukas
It's hard not to dwell on embarrassing public slip-ups, but according to psychologists, etiquette experts, and social anthropologists, moving on elega...
High Seas, High Drama: Yacht Etiquette, Style, and Scandals (Yachting part 2)
09 Sep 2024
Contributed by Lukas
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 ae...
Yachts, Part 1: Tradition, Style, and Etiquette on the High Seas
02 Sep 2024
Contributed by Lukas
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 ...
Back the school...the old money way?
26 Aug 2024
Contributed by Lukas
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-t...
Preppy vs Old Money: Battle of the aesthetics?
19 Aug 2024
Contributed by Lukas
In this episode of Awkward Etiquette, your hostess Kiki Astor, author, ex rich person, and etiquette maven, dives into the differences between the Pre...
Travel Chic on the Cheap: Snob-Worthy St. Tropez Tips for the Nouveau Pauvre
12 Aug 2024
Contributed by Lukas
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 in...
Never be intimidated in high society again- How to talk to anyone
22 Jul 2024
Contributed by Lukas
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...
Elegance is refusal? The art and etiquette of saying no
15 Jul 2024
Contributed by Lukas
In this delightful episode of Awkward Etiquette with Kiki Astor, your charming host, Kiki Astor, explores the timeless elegance of old money aesthetic...
Summer House Etiquette for hosts and guests
08 Jul 2024
Contributed by Lukas
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 etiquet...
Old money aesthetic beauty: what everyone gets wrong
01 Jul 2024
Contributed by Lukas
"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 vi...
Inheritance woes, trophy wives, and trust fund babies
24 Jun 2024
Contributed by Lukas
In this intriguing episode of "Awkward Etiquette with Kiki Astor," we delve into the fascinating world of inheritance words, trophy wives, and trust f...
Where do you summer? How to vacation like old money
20 May 2024
Contributed by Lukas
Auntie Kiki is going on a trip! (No she is not "summering"- because she's Nouveau Pauvre!) But this got me thinking- old money people don't do summer ...
Packing secrets of socialites: elegant travel tips
13 May 2024
Contributed by Lukas
Are you traveling soon, or wish you were? In this episode of Awkward Etiquette with Kiki Astor: - Discover why packing light can revolutionize your tr...
Graceful goodbyes: a funeral etiquette guide
06 May 2024
Contributed by Lukas
Yes, saying goodbye to loved ones is sad, but a funeral doesn't have to be all doom and gloom. Remember, it's about honoring the dearly departed and c...
Old money rite of passage: boarding school
29 Apr 2024
Contributed by Lukas
Join Kiki Astor in a revealing exploration of the quintessential old money rite of passage: boarding school. In this enlightening episode, Kiki delves...
Cue the pregnant pause: the awkward etiquette of pregnancy
22 Apr 2024
Contributed by Lukas
Get ready to chuckle and cringe in equal measure on the latest episode of "Awkward Etiquette with Kiki Astor" as host Kiki Astor tackles the confoundi...
Airplane etiquette: fly the polite skies
15 Apr 2024
Contributed by Lukas
Join your Auntie Kiki, etiquette expert, romance novelist, and nouveau pauvre jet setter Kiki Astor, on a journey through the dos and don'ts of airpla...
From old money to nouveau pauvre or rags to riches? Navigating financial ups and downs in style
08 Apr 2024
Contributed by Lukas
Join Kiki Astor on a riveting episode of Awkward Etiquette as she delves into the complexities of transitioning between extreme socioeconomic statuses...
Secrets of old money aesthetic homes: Interior design hacks
01 Apr 2024
Contributed by Lukas
Join your Auntie Kiki, Kiki Astor, on the latest episode of the Awkward Etiquette podcast as she delves into the art of interior design, offering expe...
Sorry, not sorry- The delicate art of the apology
25 Mar 2024
Contributed by Lukas
Sometimes "sorry" is not an apology, but rather an insult. In this episode of Awkward Etiquette with Kiki Astor, we delve into the fine art of apologi...
Old Money vs New Money Travel, Travel Dupes, Instagram Travel, and Palm Beach
18 Mar 2024
Contributed by Lukas
Modern Jet-Set Travel in the age of Instagram: Travel Tensions and the Palm Beach Identity Crisis Join romance author and etiquette maven, ex rich per...
The etiquette of insults: how to maintain your dignity around rude people
11 Mar 2024
Contributed by Lukas
Discover the Art of Graceful Comebacks and Social Poise in this 'The Awkward Etiquette with Kiki Astor' Podcast Episode. Respond to Insults with panac...
The etiquette of dress codes, from the sublime to the ridiculous
04 Mar 2024
Contributed by Lukas
Dive into the world of dress codes with your hostess, your Auntie Kiki Astor, on this episode of the Awkward Etiquette podcast. From deciphering what ...
Cocktail Party Confidence: Kiki Astor's Hacks for Overcoming Social Anxiety
26 Feb 2024
Contributed by Lukas
Join Kiki Astor in this enlightening episode of Awkward Etiquette as she delves into the delicate topic of social anxiety. Discover why cocktail parti...
Better to give than to receive? The etiquette of gifts and gifting
19 Feb 2024
Contributed by Lukas
In this episode of Awkward Etiquette with Kiki Astor, we dive into the complexities of gift-giving etiquette. From birthdays to weddings, holidays to ...
Pearls of wisdom with Auntie Kiki: Pearl etiquette, history, and styling
12 Feb 2024
Contributed by Lukas
Get ready to clutch your pearls- or actually, to hold them closer to your heart. Dive into the timeless elegance of pearls with Auntie Kiki on this ep...
Toddlers, Tiaras, and Princess Syndrome- etiquette for spoiled brats
06 Feb 2024
Contributed by Lukas
Join romance author, ex rich person, and etiquette maven Kiki Astor in this episode of "Awkward Etiquette" as she fearlessly delves into the world of...
Promptness is a virtue? The etiquette and social anthropology of lateness and being on time
30 Jan 2024
Contributed by Lukas
In this delightful episode of "Awkward Etiquette with Kiki Astor," join your charismatic hostess with the mosteset, your favorite Auntie Kiki, as she ...
Graceful Exits: Etiquette coach discusses divorce decorum and separating in style
23 Jan 2024
Contributed by Lukas
Join Kiki Astor, the charismatic romance novelist and etiquette coach, in this must-listen episode of 'Awkward Etiquette.' Delve into the art of navig...
How to be a social climber- without dropping your pedigree papers
17 Jan 2024
Contributed by Lukas
In this captivating episode of "Awkward Etiquette with Kiki Astor," delve into the intriguing history of the legendary feud between Mrs. Astor and Alv...
Red soles and fake handbags- the history and etiquette of status symbols
12 Jan 2024
Contributed by Lukas
Step into the world of opulence with the latest episode of "Awkward Etiquette with Kiki Astor" as we explore the fascinating history of status symbols...
What is etiquette, and why do manners matter?
12 Jan 2024
Contributed by Lukas
Join host Kiki Astor in this introductory episode of the Awkward Etiquette podcast, as she delves into the essence of etiquette, exploring why it matt...