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My Best Friend Paid For Her Own Engagement Ring

My Best Friend Paid For Her Own Engagement Ring

Update: 2025-06-19
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Description

She’s 32, never had a boyfriend, and just dropped thousands to fund her own proposal — hotel, flowers, the ring he gave her. Meanwhile, he’s out here liking thirst traps and asking her for money for designer watches. In this episode, I unpack the heartbreak of watching someone you love choose delusion over dignity — and why trying to save them might actually be a way of avoiding your own sh*t.

Also in this episode:
• The difference between generosity and desperation (and how thin the line can be)
• The ex-boyfriend I tried to impress with an espresso machine I couldn’t afford
• Why today — some random Tuesday in June — might be your new beginning
• The illusion of arrival — what happens after you get the life you begged for

This is Brutally Anna 2.0 — where it's us just now, and nothing's off limits.

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My Best Friend Paid For Her Own Engagement Ring

My Best Friend Paid For Her Own Engagement Ring

Anna Kai