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 ✨

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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.
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We’re flipping the script on outdated dating rules that keep you passive and stuck.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).

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Here’s what you’ll learn:
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💥 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​
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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:

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:

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:

Today on The Date Brazen Podcast, I'm talking to Julie Krafchick and Yue Xu-- dating and relationship experts and co-hosts of Dateable, one of the top podcasts on modern relationships, featured by The New York Times, HuffPost, and Oprah Daily.

Tune into this episode to hear-

• Understanding your dating archetype can help you navigate relationships better.
• How to use their quiz in the Dateable book helps identify strengths and weaknesses in dating.
• How to use the "Sunday test" helps assess compatibility with a partner.
• What to expect with sexual chemistry in early dating-- can it develop over time, or do you need to expect "The Spark".
• And more!

Julie Krafchick & Yue Xu are active daters turned dating insiders, and top influential voices of modern dating, relationships, and connection in the digital world. They’re the authors of How To Be Dateable and the co-hosts of the podcast Dateable, which has been named one of the top podcasts about modern dating and relationships by the New York Times, The Huffington Post, Oprah Daily, and more. They’re also the hosts and executive producers of the dating experiment show Exit Interview. Julie brings her background in human-centered design and qualitative research, while Yue shares her experience as a dating coach. Together you can find them at https://www.dateablepodcast.com/ and @dateablepodcast.

Their book How to be datable comes out January 28th, 2025- TODAY!

Get Julie and Yue's book at howtobedateable.com

And learn about their work at https://www.dateablepodcast.com/

This episode is brought to you by my free, live SHOOT YOUR SHOT CHALLENGE: From "late bloomer" to confident dater in 5 days ✨

Links:

In this episode of the Date Brazen podcast, Lily unpacks her favorite piece of dating advice: You can't say the wrong thing to the right person.

This 15 minute episode will free you from so much anxiety and worry in your dating life, so you have more time and energy to shoot your shot with confidence.

Takeaways

• Dating is a microcosm of your hopes and fears.
• Self-care in dating enhances your quality of life.
• You cannot say the wrong thing to the right person.
• The right person will ask for clarification.
• Focus on a minimum viable audience in dating.
• You are for the few, not the many.
• Embrace the messiness of human connection.
• Your desires matter and are achievable.

This episode is brought to you by my free, live SHOOT YOUR SHOT CHALLENGE: From "late bloomer" to confident dater in 5 days ✨

Links:

Enjoy this ep spotlight!

This episode is brought to you by my free, live SHOOT YOUR SHOT CHALLENGE: From "late bloomer" to confident dater in 5 days ✨

Links:

In this episode of the Date Brazen podcast, Lily engages with Susan Hyatt, a master certified life coach, bestselling author, and TEDx speaker. They discuss Susan's mission to empower women through her Bear process, which emphasizes self-care, body wisdom, and breaking free from diet culture. The conversation explores the importance of creating a thriving environment, embracing pleasure, setting boundaries, and taking bold actions in midlife. As they approach the New Year, Susan shares insights on goal-setting and the significance of living a pleasure-centered life, encouraging listeners to overcome obstacles and embrace their potential.

You'll learn:

• Susan Hyatt is a master certified life coach and bestselling author.

• The Bear process focuses on self-care and body wisdom.

• Environmental detox is crucial for creating a thriving space.

• Mindset work helps break free from diet culture.

• Pleasure is essential for healing and well-being.

• Setting boundaries is key to listening to your body.

• Embracing bold actions can lead to personal growth in midlife.

• New Year energy can be harnessed for goal-setting.

• Creating a pleasure-centered life enhances overall happiness.

• Obstacles are not greater than one's potential.

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: