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Awkward Etiquette: Old Money & New Manners

Jun 30, 2025

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 Astor pulls back the velvet curtain on modern social climbing and how to do it with grace, discretion, and strategic charm. Whether you're angling for a seat at the...


Jun 23, 2025

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...


Jun 16, 2025


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...


Jun 9, 2025

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...


Jun 2, 2025

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...