# WLW Lore: Caroline Calloway

An episode of [Wives Not Sisters](https://invisiblenetwork.ai/podcast/1526416076), 25 Nov 2025, 1 h 20 min.

Audio: https://www.buzzsprout.com/1238504/episodes/18215201-wlw-lore-caroline-calloway.mp3

Alix and Kayla dive deep into the wild, chaotic, endlessly fascinating lore of Caroline Calloway — from Instagram fame and ghostwritten captions to book-deal drama, retreat controversies, and the blurred lines between “scam,” self-mythology, and survival. The wives break down the friendship between Caroline and Natalie Beach, the homoerotic tension, the internet cancellation, the workshops, the snake-oil era, and why queer audiences are obsessed with this story. If you love scammers, internet culture, WLW lore, or messy influencer history, this episode is for you. 00:00 – Intro: Reviews, comments & community love 01:30 – Who is Caroline Calloway? 01:50 – Scam or Stan game (NFTs, Erewhon smoothies, retreats, astrology apps) 04:50 – Breakup brands, viral masterclasses & influencer culture 10:00 – Why Caroline’s story is “entertaining, not dangerous” 11:00 – The WLW lore + homoerotic friendship dynamic 18:00 – How Caroline built her Cambridge-era Instagram persona 21:00 – Natalie ghostwrites captions & the early partnership 28:20 – The $500K book deal & $100K advance 30:30 – Addiction, missed deadlines & the fallout 34:20 – Whose side are you on? 35:20 – The infamous “workshops” 37:00 – Is it a scam if people willingly pay? 38:20 – The cancellations & venue chaos 42:30 – Snake oil, villain era & Caroline’s pivot 43:40 – “I Was Caroline Calloway” & Natalie’s takedown essay 48:40 – Natalie’s book deal + riding coattails 49:55 – Caroline’s tragic family news amid cancellation 53:45 – Obsession, shamelessness & survival mode 54:40 – New York era, OnlyFans, and rising again #CarolineCalloway #ScamOrStan #InfluencerCulture #NatalieBeach #InternetDrama #Podcast #QueerPodcast #WLWLore #MessyInfluencers #BookDealDrama #CarlowayLore #OnlineScams #InternetHistory #WomenWhoWrite #CouplePodcast #AlixAndKayla Connect with us on social media: IG: @wivesnotsisterspod | TikTok: @wivesnotsisterspod | Youtube: @wivesnotsisterspod Follow our hosts on Instagram: @kaylalanielsen @alix_tucker You can also watch our episodes on Youtube at youtube.com/@wivesnotsisterspod!

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