245. "Why do I have to do all this work just to be given a chance?" Live Coaching Session

245. "Why do I have to do all this work just to be given a chance?" Live Coaching Session

"Why do I have to do all this work just to be given a chance?"

In this deeply moving live coaching session, Lily talks with Caleigh—a brilliant late bloomer feeling burned out and heartbroken after years on dating apps.

On the surface, it's dating fatigue. But underneath, they uncover how internalized misogyny shows up in dating: feeling like you have to be less intense, less emotional, or hide your anger just to be seen as desirable.

In this episode, you'll hear:

✨ Why dating can feel like Groundhog Day, especially for late bloomers
✨ How grief and shame linger around never having had a serious relationship
✨ The truth about anger—and why feeling it might change everything in your love life
✨ How perfectionism sneaks into dating and keeps you stuck
✨ Concrete tools to raise your standards without giving up hope

If you've ever wondered why dating feels like so much work, or worried that your big feelings make you "the problem," this episode will make you feel seen—and give you practical ways to keep going without losing yourself.

Work with Lily:

Download the free Essence-Based Preferences Creation Guide: datebrazen.com/workbook

Get the book, "Thank You More Please": datebrazen.com/book

💻 Learn how to work with Lily: datebrazen.com

Let's connect:
📲 Tiktok
📸 Instagram
📺 YouTube Channel

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278. Stop Demoting Yourself to the "Best Friend" Role

278. Stop Demoting Yourself to the "Best Friend" Role

Here are 3 signs you're demoting yourself to the "best friend" role in love, friendship, and work... You're the designated listener in your friendships, always the one reaching out first, making the p...

18 Elo 16min

Episode Spotlight: How to date in-person if you're scared to start

Episode Spotlight: How to date in-person if you're scared to start

If approaching a cutie in the wild makes you nauseous… If you "aren't the type of person" to make eye contact with hotties in the wild… If the thought of asking someone out in-person makes your buttho...

11 Elo 15min

Episode Spotlight: Feel undesirable? Here's what to do.

Episode Spotlight: Feel undesirable? Here's what to do.

If you've ever feared that you're not attractive or desirable because it's never happened before, this episode is a must-listen. Lily breaks down the internalized fears many late bloomers carry—and ho...

4 Elo 11min

277. The Flirting Ladder (from frozen with fear, to flirting irl)

277. The Flirting Ladder (from frozen with fear, to flirting irl)

You want to flirt IRL. But you're scared to start... The Flirting Ladder is exactly how you will build the skills to become an expert, confident flirter! This is the exact tool Lily teaches inside Mai...

28 Heinä 24min

276. The Impossible List: The Exercise That Proves Your Love Story Is Possible

276. The Impossible List: The Exercise That Proves Your Love Story Is Possible

Today we're talking about making the impossible happen. So if you think finding love is impossible for you, this is the episode for you. You've done it before. The friendship you didn't know you nee...

21 Heinä 10min

Episode Spotlight:  Get over the fear of rejection (rejection resilience side quest!)

Episode Spotlight: Get over the fear of rejection (rejection resilience side quest!)

If rejection makes you want to hide under the covers and never date again—this episode is your roadmap back to brave action.   In this Episode Spotlight, Lily shares one of her most painful rejections...

14 Heinä 32min

Episode Spotlight: "How to move through hopelessness in my dating life?"

Episode Spotlight: "How to move through hopelessness in my dating life?"

This episode of The Feminist Dating Show is a juicy one-- I'm responding to a listener's voicemail about feeling completely hopeless after being ghosted... And after validating the hell out of her (b...

8 Heinä 20min

Episode Spotlight: "I'm a late bloomer, will men think that's a red flag?" - Live Coaching Session

Episode Spotlight: "I'm a late bloomer, will men think that's a red flag?" - Live Coaching Session

If you feel like a late bloomer, and you're fearful that will come off like a "red flag" when you start dating, this is for you. This is a live coaching session with Dana, a healthcare worker who's n...

30 Kesä 58min

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