Montecito Confidential: A Travel Guide for the Budget-Conscious and Status-Curious
Awkward Etiquette: Old Money & New Manners
Release Date: 08/06/2025
The etiquette and old money social anthropology of secrets. Awkward etiquette Season 4 Ep 23
Awkward Etiquette: Old Money & New Manners
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Old Money on Horseback vs Ralph Lauren: Equestrian Aesthetic and etiquette with Kiki Astor
Awkward Etiquette: Old Money & New Manners
Why is everyone suddenly dressing like they ride? From “equestrian-core” to “country luxe,” the horsey aesthetic is galloping through fashion — but what does it really say? In this episode, Kiki Astor, fresh from a research trip at her hunting lodge in Virginia's horse country, getting ready to release her upcoming dark old money gothic equestrian romance Scarlet Fever, explores why the equestrian look is the ultimate old money uniform: disciplined, neutral, and quietly expensive. We’ll talk about Ralph Lauren’s lifelong love affair with the hunt, the five essential garments that...
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No-vember: Chic Introversion, Selective Socializing, and Old Money Etiquette
Awkward Etiquette: Old Money & New Manners
As daylight wanes and autumn deepens, the first week of November offers unique opportunities—and subtle challenges—for anyone who cherishes etiquette, aesthetics, and intentional living. In this episode of Awkward Etiquette: Old Money and New Manners with Kiki Astor, Kiki reveals how to navigate early November with elegance, balance, and old-money flair. What you’ll learn in this episode: 1. Daylight Savings Time Etiquette: Adjust your daily routines gracefully, pour drinks earlier, and embrace the cozy rhythms of the season—without sacrificing sophistication. Learn how small timing...
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Slutty Costumes & Full-Sized Candy Bars: The Scariest Etiquette of Halloween
Awkward Etiquette: Old Money & New Manners
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How to use AI to improve your life, the Old Money way.
Awkward Etiquette: Old Money & New Manners
What happens when artificial intelligence meets old money manners, style, and lifestyle? In this witty and insightful episode of Awkward Etiquette: Old Money & New Manners, Kiki Astor takes on the rise of the AI Old Money Girl — that picture-perfect, algorithm-crafted vision of luxury and composure who seems to live in a permanent Ralph Lauren ad. She’s flawless, serene, and utterly unreal. She's also damaging to your self esteem and your sense of reality. Here's the thing: true sophistication isn’t generated — it’s cultivated. Kiki explores how to use AI tools elegantly, not for...
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What Will People Say? (And Why You Shouldn’t Care)- The Etiquette of Reputation
Awkward Etiquette: Old Money & New Manners
"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, writing that book, making the art, or wearing the dress or the lipstick that makes your heart sing. In this week’s episode of Awkward Etiquette- Old Money and New Manners, Kiki Astor explores one of the oldest social anxieties in the book: what people say about us—and why it still stings, even - or esecially- in the age of curated feeds and public personas. From the elegant discretion of old money circles to the performative transparency of...
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Old Money Entertaining: From Potluck Panic to Perfect Supper with Kiki Astor
Awkward Etiquette: Old Money & New Manners
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 Etiquette: Old Money & New Manners, Kiki Astor reveals the secrets of easy entertaining the old money way. From what to wear as a host or hostess to the timeless menu formulas that never fail, Kiki shares how to create effortless elegance (even on a budget). Expect chic dinner party ideas, old money anecdotes, and the kind of practical charm that transforms chaos into calm. You’ll learn why gracious hosting is less about perfection and more...
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Grande Dames, Patina & Patriarchs: Old Money’s Secrets to Aging Gracefully
Awkward Etiquette: Old Money & New Manners
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, we unravel the old money secret to staying unforgettable long after the roses wilt and the cheekbones soften. From patched Barbour jackets to grande dames in caftans, from Brooke Astor’s birthday notes to Diana Vreeland’s “garden in hell” apartment, this episode explores how true style outlasts both beauty and wealth. We’ll meet the archetypes of age and authority—the Dowager, the Grande Dame, the Patriarch, the Patron, the Spinster...
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The etiquette of friendship & friendship in old money elite circles
Awkward Etiquette: Old Money & New Manners
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When Old Money Decor Goes Wrong: The Decorating Mistakes (almost) Everyone Makes
Awkward Etiquette: Old Money & New Manners
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 common, supposedly “old money” decorating elements that actually cheapen a house when done wrong. From blinding white exteriors and shiny DIY lacquer walls to overdone marble countertops in modern farmhouse McMansions and Greek columns that aim to make a 60's ranch-style home look like a neo-Palladian estate but instead fall painfully flat, Kiki explains why these popular choices fail — and how true old money interiors whisper rather than...
info_outlinePlanning 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, etiquette maven and nouveau pauvre insider Kiki Astor shares the ultimate Montecito travel guide: one part luxury lifestyle handbook, one part whispered society scandal sheet. This week, Kiki Astor is celebrating the publication of her steamy romance novel, Service Entrance, ste in Montecito, and believe us when we say she has done her research.
From where old money and new money brunch, to the best ocean views and cultural landmarks, to secret hideaways where the truly rich go to disappear—this is your invitation inside Montecito’s most rarefied addresses. Expect cheeky commentary, high society etiquette tips, and very specific advice on how not to get mistaken for staff (unless you are the staff, in which case… good luck).
Whether you’re heading to Montecito, California for a glamorous weekend getaway, considering a move to the Santa Barbara coast, or simply craving the inside scoop on status symbols, social codes, and the old money aesthetic—this episode is your passport to privilege.
Highlights include:
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Where real Montecito locals eat, shop, hike, and hide from houseguests
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The difference between tourist traps and truly chic spots
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What to pack to look rich, relaxed, and unbothered (even if you’re none of those things)
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Travel etiquette for blending in with the old guard
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How to signal you belong—without saying a word
From the Rosewood Miramar to Coast Village Road, Kiki’s giving you the real story on where to go, what to wear, and what not to do if you want to pass the invisible Montecito social test.
Bookmark this one before you so much as whisper “Miramar.” Your summer status depends on it.