Lily Womble

The Feminist Dating Show

Society EN ↓ 341 episodes

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 Feminist Dating Show, 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...

Be sure to visit the podcast's website and support the creator: www.datebrazen.com

Author

Lily Womble

Category

Society

Podcast website

www.datebrazen.com

Latest episode

Oct 13, 2026

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Episodes

251. "Hope is scary", here's how to build it - Live coaching session 23.09.2025

Taylor hasn't been in a relationship since she was 19. Now, at 31, after eight ghostings and countless near misses, she's wondering: "Why not me?" In her words: "Hope is scary." Because every time she's let herself hope, she's been let down—and she's started to believe maybe she's just not worth the effort. In this raw and powerful live coaching session, we unpack what's really underneath that fea...

250. "Nothing Will Ever Change… Right?" Coaching Through Dating Doubt as a Late Bloomer 16.09.2025

Becca came into this coaching session feeling stuck, frustrated, and deeply alone in her experience: "I'm 37. I've never had a relationship. It feels like I'm missing something that everyone else figured out." This episode is for the late bloomer who's never really seen their story reflected in dating advice—and is tired of wondering, "What's wrong with me?" Together, we worked through: – The fear...

249. "I've never been in a relationship. Are men going to see that as a red flag?" Live coaching session 09.09.2025

Today on The Late Bloomer Show, I'm coaching Dana. Dana is a badass who's never been in a relationship—and she came to our session asking the question so many late bloomers carry: "Are men going to see that as a red flag?" In this episode, we go deep and get tactical. 💎 We create her Essence-Based Preferences in real time (including the exact words she'll use to vet potential dates) 💎 Build a cl...

248. "I'm 44 and It Feels Too Late" to "I'm worth it" Live Coaching Session 02.09.2025

"I've never had a relationship last a year. It feels like I missed my window." That's what Jennifer told me at the start of this session. She felt behind. Like it was too late to have the love story she wants. Like she had somehow run out of time. And if you've ever looked around and thought, Everyone else got the memo on how to do this. I didn't, this episode is going to speak directly to you. To...

Don't call yourself a "Late Bloomer"? This is still for you. 27.08.2025

When I renamed the podcast The Late Bloomer Show, some of you may have wondered: "What if I don't feel like a late bloomer — is this still for me?" I recorded a mini podcast episode talking about exactly that:) Listen here. Here are my hot takes: 🌱 "Late bloomer" to me means feeling "behind" in any way. To me, late bloomer isn't about the amount of experience or inexperience— it's about the feeli...

247. "I Stayed Long After I Knew It Was Over… Now I'm Starting From Scratch (Again)" Live Coaching Session 26.08.2025

Are you afraid that raising your standards means you'll be alone forever? Today on The Late Bloomer Show, I'm coaching Marissa, who stayed long after she knew her relationships were over—because she thought starting from scratch would be worse than settling. In this episode, we dig into: ✨ Why we shrink our needs to keep relationships ✨ The guilt that keeps us stuck for years ✨ How to believe w...

246. Behind the scenes of our name change- ("The Late Bloomer Show"!) 22.08.2025

"More is possible than you currently realize." ✨ Big news ✨ The Date Brazen Podcast is now The Late Bloomer Show 💜 This change is for every late bloomer who's ever felt behind, too much, or too late. For anyone who's been told to shrink or settle. For everyone who needs to hear: 🌱 You are not alone. 🌱 You are not too late. 🌱 What you want is possible. In this vulnerable episode of The Late B...

245. "Why do I have to do all this work just to be given a chance?" Live Coaching Session 12.08.2025

" 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...

244. Get Over The Fear of Rejection (Rejection Resilience Side Quest!) 05.08.2025

If rejection makes you want to hide under the covers and never date again—this episode is your roadmap back to brave action. Lily shares one of her most painful rejections from her dating life, how it nearly derailed her belief in love, and the five-step Rejection Resilience Side Quest she created to help late bloomers build the skill of shooting their shot without spiraling. Inside this episode:...

243. "Why would they like ME?" Busting This Late Bloomer Myth 29.07.2025

Ever catch yourself thinking: "Why would they like me? What's wrong with them for wanting me?" This sneaky belief keeps so many late bloomers stuck in self-doubt, playing small, and avoiding the very love they crave. In this episode, Lily gets personal about how this thought showed up in her own love life—even when she met her now-husband—and shares the powerful mindset shifts and tools you need t...

Episode Spotlight: The Complete Guide To Finding Love On A Dating App 22.07.2025

Think dating apps are the only way to find love—but secretly hate them? Same, friend. In this episode of the Date Brazen Podcast, I'm sharing my complete, no-BS guide to using dating apps in a way that protects your sanity and increases your chances of finding the right relationship. Inside, you'll learn: → Why deleting and re-downloading apps keeps you stuck → The exact rules for stress-free swip...

Episode Spotlight: How to get over the fear of dating 15.07.2025

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-compassio...

Episode Spotlight: Your Mid-Year Dating Plan: From Late Bloomer to Main Character 01.07.2025

This episode is your mid-year reset, late bloomer style. Whether you've been dating with no luck, stuck in swipe fatigue, or haven't dated in 15 years, this seven-step feminist dating plan is your guide to attracting the best relationship of your life. In this replay of one of our most popular trainings, you'll learn: ✨ How to create your Essence-Based Preferences to vet potential dates ✨ The IR...

Episode Spotlight: Finding love as a queer late bloomer, building self-trust, and healing after heartbreak 24.06.2025

In this vulnerable and wisdom-packed episode, Lily sits down with Liz, a former Main Character Dating client, to talk about what it really takes to come back to yourself after a heartbreaking, sudden breakup— and how that healing work can lead to the most aligned love of your life. Together, they discuss: Why we feel "behind" in dating (especially as queer late bloomers) The emotional labor we car...

242. "I Want Love—But I'd Like to Skip Dating, Please"-- Live coaching session 17.06.2025

Today's podcast episode is a coaching session with Michelle. She's in her 50s, divorced after a 24-year marriage, and getting back into dating after being with one person her whole adult life. In this raw and powerful coaching session, we unpack the overwhelm of dating apps, the anxiety of being "naive," and the pressure late bloomers feel to already know how dating is supposed to work. Michelle s...

241. "I Stayed for a 4-Hour Date I Didn't Want to Be On" — Live Coaching Session for Late Bloomers 10.06.2025

In this very first live coaching session on The Date Brazen podcast, you'll meet Ellie—an amazing, big-hearted late bloomer who's never had a romantic relationship, and who thought dating was something she missed the memo on. Sound familiar? Together in this episode we explore: Why Ellie stayed on multiple 4-hour dates she didn't even want to be on How to process feeling behind in your dating life...

Episode Spotlight: How to Shoot Your Shot (Even If You Feel Awkward) 03.06.2025

Does the idea of making the first move in dating make you feel awkward AF ? You're not alone. In this episode, I'm breaking down exactly how to shoot your shot as a late bloomer—without spiraling into self-doubt or waiting for someone else to make the first move. You'll learn: ✅ The mindset shifts that make it easier to take bold action in dating ✅ Why making the first move 100% of the time is a...

240. Late Bloomer Series: Feeling undesirable? Here's what to do about it 27.05.2025

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 how to reframe those thoughts with compassion, context, and confidence using her signature ACK mindset tool (Acknowledge, Compassion, Kind Reframe). You'll also get a powerful challenge to reconnect...

239. Late Bloomer Series: How to Flirt 20.05.2025

If flirting feels awkward, forced, or like a foreign language—especially because you feel "behind" in dating—this episode is your new playbook. Lily breaks down her step-by-step approach to flirting IRL with courage and ease. You'll learn how to strike up a conversation, gauge interest, and shoot your shot—without spiraling or second-guessing yourself. 📺 Want the visual breakdown? Watch it on You...

238. Late Bloomer Series: How to Start Dating (If You've Never Dated) 13.05.2025

Are you a late bloomer wondering, "How the hell do I even start dating?" In this episode, Lily breaks down the exact 6-step roadmap to go from anxious and avoidant to confident and aligned in your love life. You'll learn how to drop shame, claim your essence-based preferences, use dating apps with boundaries, and build your IRL dating strategy—messy and awkward and powerful.   Here's how to work w...

237. Late Bloomer Series: How to Tell a Date You've Never Been In A Relationship 06.05.2025

In this kickoff to the Late Bloomer Series , Lily gets real about how to tell a date you've never been in a relationship—without spiraling, oversharing, or self-abandoning. If you've ever felt behind in love, this episode will help you embrace your story, communicate with confidence, and stop making your dating history mean something it doesn't.   ✨ Grab Lily's book Thank You, More Please + get t...

236. How To Stop People Pleasing (And Build A Stupidly Joyful Life) 29.04.2025

Are you tired of living for everyone else's expectations... and ready to step into your own dang spotlight? 🎬✨ In this behind-the-scenes episode, I'm sharing practical tools to stop people-pleasing for good — and start building the stupidly joyful, self-trusting, main-character life you're meant for. Inside this episode: What people-pleasing really is (it's deeper than being "too nice") Why rele...

235. You Deserve More Than "Fine"- Katie's Story of Wanting More—and Getting It 22.04.2025

RSVP for my new training- Stop People Pleasing & Build a Stupidly Joyful Life HERE Apply for Main Character Life Mastermind HERE Order my book, "Thank You, More Please":  https://www.datebrazen.com/book Follow me on ✨ Instagram ✨ Tiktok ✨ Youtube

234. Go From Shrinking To Confident Main Character Energy 15.04.2025

In this episode, we're diving deep into Main Character Energy — what it is, why it matters, and how to start building it (even if you're shy, introverted, or feeling wildly behind). You'll learn: - Why Main Character Energy is even more important in unstable times - The three essential skills at the heart of a Main Character Life - The truth about people-pleasing, perfectionism, and "best friend i...

233. How Jackie Went From Burnt Out Background Character-- to a Magnetic, Joyful AF Life 08.04.2025

She Moved Abroad, Quit Her Job & Took Her Life Back: Jackie's Main Character Energy Story Burned out, stuck, and shrinking herself to stay safe—Jackie thought joy was out of reach. In this powerful episode, she shares how she went from emotional exhaustion to building a joy-filled life abroad with purpose, friendship, and bold-ass moves. If you're craving your own main character energy moment, thi...

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