265. "Is it even worth it to try dating?" — When dating doesn't feel like part of your great life (and how to change that)

265. "Is it even worth it to try dating?" — When dating doesn't feel like part of your great life (and how to change that)

If you have a great life and dating just doesn't feel like part of it — this one's for you.

In episode 265, I'm coaching Christina live. She's 36, has a great life, one long-term relationship under her belt, and is asking the question a lot of you are quietly asking: is it even worth it to try dating after so much disappointment?

She's frustrated by the single tax — the emotional and financial cost of being the only single person in her circle, coordinating everything alone while everyone else has a built-in teammate.

She wants a partner more than she lets herself admit.

And she's bi, but feels like an adolescent there compared to her experience dating men — and keeps wondering if it's even worth exploring.

In this episode, we dive into ALL of this, and come up with a concrete plan to make dating a part of her amazing life-- with permission, boundaries, and a plan to attract more.


Work with Lily:

Read Lily's book: Thank You, More Please

Watch on YouTube: youtube.com/@datebrazen

Follow on TikTok: tiktok.com/@datebrazen

Follow on Instagram: instagram.com/datebrazen

Explore programs + resources: datebrazen.com

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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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