The Late Bloomer Show

Episode Spotlight: Holiday dating survival guide


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If the holidays bring up nerves about being single — the questions, the pressure, the comparisons — this episode is your Holiday Dating Survival Guide. It's a warm, grounding replay packed with self-compassion, boundaries that protect your peace, and real scripts for handling conversations about your dating life.

Inside, Lily shares:

  • how to release the self-judgment we've all internalized from patriarchal socialization (that says that coupled women are "ahead" of single women)
  • why self-compassion is the antidote to self-judgment (and how to practice it daily)
  • three phrases from Dr. Kristin Neff's work to use when you're feeling nervous, jealous, conflicted, or despairing
  • how to identify the desire underneath your fear so you can move forward from a grounded place
  • what to actually say when someone asks, "So… how's your dating life going?"
  • how to use boundaries, a self-care plan, and a joy-building plan to support yourself this season
  • why you don't owe anyone your story — and how to practice unbothered energy
  • how to feel less alone, even if you are the only single person in the room

This episode is a reminder that no matter what happened in your love life this year, you are worthy of celebration. You get to take up space. You get to be proud of yourself. You get to feel belonging. ✨ This is the final episode of 2025. The podcast returns in January 2026.

🎧 Listen on Apple Podcasts 🎧 Listen on Spotify

Work with LilyRead Lily's book: Thank You, More PleaseExplore programs + resources: datebrazen.com Follow Lily everywhere: 📺 YouTube Channel 📸 Instagram 📲 Tiktok 🌐 Website

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The Late Bloomer ShowBy Lily Womble

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