The Feminist Dating Show

280. The Sneaky Ways You're People Pleasing (and How to Stop)

September 1, 2026·26 min
Episode Description from the Publisher

The good, reliable, everyone-comes-to-me best friend. You've been praised for that role your whole life. What if it's the reason you can't get yourself to shoot your shot, ask for more, or take up space with your desires?   This episode names the pattern hiding under all of it: people pleasing. Not being nice. The habit of self-abandoning in real time to avoid being misunderstood, judged, or abandoned. Lily breaks down where it lives and how to start unhooking from it.   Inside episode 280:   → The two categories of people pleasing: the interpersonal kind (the date you stay on too long, the resentment you never voice) and the internal kind (the imagined judgment that keeps you from hitting post, asking for what you want, or flirting IRL)   → Why people pleasing is self-protection dressed as politeness, and why it's actively emptying your cup   → The main character energy formula that moves you through the fear: permission, self-trust, massive messy action   → Why self-trust isn't one-and-done. It's small choices built on small choices   → The people pleasing detox: take inventory, choose one pattern, run it through the framework   Your richest, biggest life is on the other side of this pattern.   💎 Join my free live training, How to Quit People Pleasing: https://datebrazen.com/best-friend   Work with Lily:   💎 Get the book, Thank You, More Please: https://datebrazen.com/book 💎 Join the Main Character Dating waitlist: https://datebrazen.com/dating 💎 Download my free Essence-Based Preferences Creation Guide: https://datebrazen.com/workbook 💎 Follow me on Instagram: https://www.instagram.com/datebrazen/ 💎 Follow me on TikTok: https://www.tiktok.com/@datebrazen 💎 Follow me on YouTube: https://www.youtube.com/@DateBrazen

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