The Date Brazen Podcast

Lily Womble
  • 4.8 (140)
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  • UPDATED WEEKLY
The Date Brazen Podcast

How do I find the right relationship when dating apps suck? How can I find better dates? How can I deal with that nagging anxiety that no one is out there for me? How can I navigate dating with more confidence and find that right relationship? Welcome to The Date Brazen Podcast, where we’ll answer ALL of these questions and so much more. Week after week, host, former top matchmaker and dating coach, Lily Womble brings you all the tools, strategies and coaching you need to build a clear path to the best relationship of your life. After matching hundreds, Lily realized that with training, women can match themselves better than anyone else ever could. Now she helps thousands of women around the world build fulfilling, joyful and successful dating lives on their own terms. She’s here to help you do the same. If you’re looking for unconventional, feminist leaning dating advice that works, this podcast is for you. Along with her best kept secrets, Lily will share interviews with experts and live coaching sessions, so you can feel seen, heard and inspired.

  1. 1D AGO

    Episode Spotlight: "How Can I Stop Being Lazy In My Dating Life?"

    In this week’s episode of the Date Brazen Podcast-- Episode Spotlight: "How can I stop being lazy in my dating life?", I’m teaching you exactly what you need to do instead of falling for the productivity myth. (which will lead to better outcomes for your dating life!)   What you’ll learn in the episode:   ✨ How to ditch the idea that “doing more” will get you better results in dating. ✨ How to do the most POWERFUL tiny steps in dating to get the biggest results. ✨ Why embracing self-care and giving yourself permission to slow down is key. ✨ How to redefine dating success on your own terms—and why that’s your real path to finding the right people for you. ____________   WORK WITH LILY: ✨ Get my free "Create Your Essence Based Preferences Guide" HERE ✨ Order my book, “Thank You, More Please”: https://www.datebrazen.com/book ✨ Get my FREE training, “3 Steps to Attract the RIGHT Partner as a Late Bloomer”: https://www.datebrazen.com/training   Links: Follow Lily on Instagram and Tiktok.   Subscribe to Lily’s Youtube channel HERE.

    18 min

  2. MAR 18

    Episode Spotlight: How to Bless and Release The Wrong People Without Mind Drama

    In this episode, I walk you through my Blessing and Releasing strategy: a powerful step-by-step method to let go of the wrong people and make space for the right ones. Because holding on to what isn’t meant for you? That’s keeping you from what is.   Here’s what you’ll learn: ✨ How to identify who to bless and release (and why it’s essential). ✨ The mindset shift that will help you actually move on. ✨ Why setting boundaries is a radical act of self-love. ✨ How to embrace abundance instead of settling out of scarcity. ✨ The truth: You are worthy of what you desire in love. ____________   WORK WITH LILY: ✨ Get my free "Create Your Essence Based Preferences Guide" HERE ✨ Order my book, “Thank You, More Please”: https://www.datebrazen.com/book ✨ Get my FREE training, “3 Steps to Attract the RIGHT Partner as a Late Bloomer”: https://www.datebrazen.com/training   Links: Follow Lily on Instagram and Tiktok.   Subscribe to Lily’s Youtube channel HERE.

    32 min

  3. MAR 11

    Episode Spotlight: Where Do I Even START With Dating?

    In this episode, I break down exactly how to start dating with confidence, self-care, and intention.-- especially if you've never dated before!   You’ll get a step-by-step guide to move past fear, own your desires, and create a joyful dating life on your terms.   Here’s what you’ll walk away with: ✨ How to start dating from a place of power (not pressure). ✨ Why your thoughts are not always facts—and how to shift them. ✨ The "Thank You More Please" challenge to clarify what you really want. ✨ How to release perfectionism and embrace the messy, fun, real parts of dating. ✨ The truth: You are uniquely qualified for the right person. _________ WORK WITH LILY: ✨ Get my free "Create Your Essence Based Preferences Guide" HERE ✨ Order my book, “Thank You, More Please”: https://www.datebrazen.com/book ✨ Get my FREE training, “3 Steps to Attract the RIGHT Partner as a Late Bloomer”: https://www.datebrazen.com/training   Links: Follow Lily on Instagram and Tiktok.   Subscribe to Lily’s Youtube channel HERE.

    17 min

  4. MAR 4

    Episode Spotlight: Owning Your Preferences is a Feminist Act

    If you've ever been told you're too picky or need to be more open, this episode is for you. Your preferences aren’t the problem—they’re the key to dating with more joy and ease. I break down how to define your essence-based preferences so you can stop wasting time on the wrong people and start attracting the right ones.   ✨ Get free "Create Your Essence Based Preferences Guide" HERE ✨ Order my book, “Thank You, More Please”: https://www.datebrazen.com/book ✨ Get my FREE training, “3 Steps to Attract the RIGHT Partner as a Late Bloomer”: https://www.datebrazen.com/training   Links: Follow Lily on Instagram and Tiktok.   Subscribe to Lily’s Youtube channel HERE.

    24 min

  5. FEB 25

    232. Sexual liberation, self-permission, and getting messy with Brandon Kyle Goodman

    This week, I’m joined by the brilliant Brandon Kyle Goodman—writer, actor, and sexual wellness advocate—to talk about breaking free from shame, embracing curiosity, and giving yourself radical permission to be messy in your self-discovery. If dating has ever made you feel like you need to “get it right” before putting yourself out there, this episode is your permission slip to do it your way.   🎧 Listen now and start reclaiming your power!   Brandon Kyle Goodman (they/them) is a writer, actor, and sexual wellness advocate. They’re best known for their work on Netflix’s smash hit and Emmy nominated animated comedy series Big Mouth and its spin-off Human Resources; Amazon’s Modern Love, Hulu’s Plus One, and ABC's Abbot Elementary. Goodman is also a co-host of the new E! network awards season after show "RE!CAP". And every Thursday you can hear episodes of their iHeart podcast Tell Me Something Messy; a sex-positive show with the intention of destroying shame around sex by talking about sex. Connect with Brandon: 📲 Instagram 🌍 Website ✉️ Messy Mondays Substack 🎙️ Tell Me Something Messy Podcast   This episode is brought to you by my free, on-demand training:  3 Steps to Attract the Right Partner as a “Late Bloomer" - RSVP HERE ✨   Links: Get Lily’s Book, Thank You More Please HERE.   Follow Lily on Instagram and Tiktok.   Subscribe to Lily’s Youtube channel HERE.

    50 min

  6. FEB 18

    231. How To Shoot Your Shot 100% of The Time

    If you’ve ever hesitated to put yourself out there because what if they say no?, this episode of the Date Brazen Podcast is for you. ​ We’re flipping the script on outdated dating rules that keep you passive and stuck. Instead of waiting, I’m teaching you how to co-create the dating life you want, how to shoot your shot like a boss, and actually enjoy the process (yes, really). ​ Here’s what you’ll learn: ​ 💥 Why I DON'T believe in the advice "If he wanted to he would" 💥 Why "shooting your shot" is a dating superpower 💥 The confidence shift that makes asking for what you want feel good​ ​ This episode is all about bold moves and big results. Listen now and start shaping your love life on your terms.   ✨ Main Character Dating is now open for enrollment.​ Join now. ✨   Links: Get Lily’s Book, Thank You More Please HERE.   Follow Lily on Instagram and Tiktok.   Subscribe to Lily’s Youtube channel HERE.

    18 min

  7. FEB 11

    230. How To Get Over The Fear Of Dating

    Dating can feel like a rollercoaster of emotions—excitement, hope, fear, and sometimes, pure panic. In this episode, we’re tackling the fear that keeps so many incredible people stuck on the sidelines. If you’ve ever thought, What if I get rejected? What if I say the wrong thing? What if I’m not enough?—this one’s for you.   I’ll walk you through how to move through dating fear with self-compassion, community, and a whole lot of self-trust. Because here’s the truth: fear is normal, and it doesn’t have to be in the driver’s seat.   You don’t have to be fearless to find love—you just have to be willing to take messy, brave action toward what you want.   Hit play, and let’s reframe your fear into power.   Takeaways: ✨ Self-compassion isn’t just nice; it literally helps your body handle stress better. ✨ Feeling afraid to date? That’s human. You’re not alone. ✨ Messy action beats overthinking every time. ✨ The right person won’t need you to perform or say the perfect thing. ✨ If you desire more, it’s because it’s possible for you. Let’s go get you what you want. 💫 Get your free Essence Based Preferences Guide ​here​.   This episode is brought to you by my free, live SHOOT YOUR SHOT CHALLENGE: From "late bloomer" to confident dater in 5 days ✨   Links: Get Lily’s Book, Thank You More Please HERE.   Follow Lily on Instagram and Tiktok.   Subscribe to Lily’s Youtube channel HERE.

    23 min

  8. FEB 4

    229. Flirting 101: My 3-Step Process to Flirt, Know If Someone’s Into You, and Ask Them Out with Ease

    In this week’s Date Brazen Podcast episode, Flirting 101: My 3-Step Process to Flirt, Know If Someone’s Into You, and Ask Them Out with Ease, I’m breaking down my 3 step process to exactly how to flirt, know if someone’s into you, and ask them out with ease.   Here’s the deal: 💡 Flirting is a learnable skill. 💡 Awkwardness? It’s just a sign you’re human (not a dealbreaker). 💡 With 10 seconds of courage, you can change the course of your dating life.   In this episode, we'll dive into: ✔ What IS flirting? Like, what actually is it and how can you do it YOUR way. ✔ How to become rejection-proof. ✔ A simple 3-step approach to make flirting feel natural. ✔ SOFT practice for tough times   If you’re ready to stop overthinking and start shooting your shot, this episode will be your new dating secret weapon. Let's do this!   This episode is brought to you by my free, live SHOOT YOUR SHOT CHALLENGE: From "late bloomer" to confident dater in 5 days ✨   Links: Get Lily’s Book, Thank You More Please HERE.   Follow Lily on Instagram and Tiktok.   Subscribe to Lily’s Youtube channel HERE.

    23 min
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About

How do I find the right relationship when dating apps suck? How can I find better dates? How can I deal with that nagging anxiety that no one is out there for me? How can I navigate dating with more confidence and find that right relationship? Welcome to The Date Brazen Podcast, where we’ll answer ALL of these questions and so much more. Week after week, host, former top matchmaker and dating coach, Lily Womble brings you all the tools, strategies and coaching you need to build a clear path to the best relationship of your life. After matching hundreds, Lily realized that with training, women can match themselves better than anyone else ever could. Now she helps thousands of women around the world build fulfilling, joyful and successful dating lives on their own terms. She’s here to help you do the same. If you’re looking for unconventional, feminist leaning dating advice that works, this podcast is for you. Along with her best kept secrets, Lily will share interviews with experts and live coaching sessions, so you can feel seen, heard and inspired.

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