The Date Brazen PodcastTransforming dating from a soul-suck, to an act of self-care. FEATURED EPISODES Blog Read More → Read More → Lily Womble 8/12/25 Lily Womble 8/12/25 245. “Why do I have to do all this work just to be given a chance?” Live Coaching Session Read More Lily Womble 8/5/25 Lily Womble 8/5/25 244. Get Over The Fear of Rejection (Rejection Resilience Side Quest!) Read More Lily Womble 7/29/25 Lily Womble 7/29/25 243. "Why would they like ME?" Busting This Late Bloomer Myth Read More Lily Womble 7/22/25 Lily Womble 7/22/25 Episode Spotlight: The Complete Guide To Finding Love On A Dating App Read More Lily Womble 7/15/25 Lily Womble 7/15/25 Episode Spotlight: How To Get Over The Fear Of Dating Read More Lily Womble 7/1/25 Lily Womble 7/1/25 Episode Spotlight: Your Mid-Year Dating Plan: From Late Bloomer to Main Character Read More Lily Womble 6/24/25 Lily Womble 6/24/25 Episode Spotlight: Finding Love As a Queer Late Bloomer, Building Self-trust, And Healing After Heartbreak Read More Lily Womble 6/17/25 Lily Womble 6/17/25 242. “I Want Love—But I’d Like to Skip Dating, Please”--Live Coaching Session Read More Lily Womble 6/10/25 Lily Womble 6/10/25 241. “I Stayed for a 4-Hour Date I Didn’t Want to Be On” — Live Coaching Session for Late Bloomers Read More Lily Womble 6/3/25 Lily Womble 6/3/25 Episode Spotlight: How to Shoot Your Shot (Even If You Feel Awkward) Read More Lily Womble 5/27/25 Lily Womble 5/27/25 240. Late Bloomer Series: Feeling Undesirable? Here’s What To Do About It Read More Lily Womble 5/20/25 Lily Womble 5/20/25 239. Late Bloomer Series: How to Flirt Read More Lily Womble 5/13/25 Lily Womble 5/13/25 238. Late Bloomer Series: How to Start Dating (If You've Never Dated) Read More Lily Womble 5/6/25 Lily Womble 5/6/25 237. Late Bloomer Series: How to Tell a Date You've Never Been In A Relationship Read More Lily Womble 4/29/25 Lily Womble 4/29/25 236. How To Stop People Pleasing (And Build A Stupidly Joyful Life) Read More Lily Womble 4/22/25 Lily Womble 4/22/25 235. You Deserve More Than “Fine”- Katie’s Story of Wanting More—and Getting It Read More Lily Womble 4/15/25 Lily Womble 4/15/25 234. Go From Shrinking To Confident Main Character Energy Read More Lily Womble 4/8/25 Lily Womble 4/8/25 233. How Jackie Went From Burnt Out Background Character-- to a Magnetic, Joyful AF Life Read More Lily Womble 4/1/25 Lily Womble 4/1/25 Episode Spotlight: My Qualifying/Disqualifying Questions Strategy So You Never Go On A Bad Date Again Read More Lily Womble 3/25/25 Lily Womble 3/25/25 Episode Spotlight: "How Can I Stop Being Lazy In My Dating Life?" Read More Older Posts
Lily Womble 8/12/25 Lily Womble 8/12/25 245. “Why do I have to do all this work just to be given a chance?” Live Coaching Session Read More
Lily Womble 8/5/25 Lily Womble 8/5/25 244. Get Over The Fear of Rejection (Rejection Resilience Side Quest!) Read More
Lily Womble 7/29/25 Lily Womble 7/29/25 243. "Why would they like ME?" Busting This Late Bloomer Myth Read More
Lily Womble 7/22/25 Lily Womble 7/22/25 Episode Spotlight: The Complete Guide To Finding Love On A Dating App Read More
Lily Womble 7/15/25 Lily Womble 7/15/25 Episode Spotlight: How To Get Over The Fear Of Dating Read More
Lily Womble 7/1/25 Lily Womble 7/1/25 Episode Spotlight: Your Mid-Year Dating Plan: From Late Bloomer to Main Character Read More
Lily Womble 6/24/25 Lily Womble 6/24/25 Episode Spotlight: Finding Love As a Queer Late Bloomer, Building Self-trust, And Healing After Heartbreak Read More
Lily Womble 6/17/25 Lily Womble 6/17/25 242. “I Want Love—But I’d Like to Skip Dating, Please”--Live Coaching Session Read More
Lily Womble 6/10/25 Lily Womble 6/10/25 241. “I Stayed for a 4-Hour Date I Didn’t Want to Be On” — Live Coaching Session for Late Bloomers Read More
Lily Womble 6/3/25 Lily Womble 6/3/25 Episode Spotlight: How to Shoot Your Shot (Even If You Feel Awkward) Read More
Lily Womble 5/27/25 Lily Womble 5/27/25 240. Late Bloomer Series: Feeling Undesirable? Here’s What To Do About It Read More
Lily Womble 5/13/25 Lily Womble 5/13/25 238. Late Bloomer Series: How to Start Dating (If You've Never Dated) Read More
Lily Womble 5/6/25 Lily Womble 5/6/25 237. Late Bloomer Series: How to Tell a Date You've Never Been In A Relationship Read More
Lily Womble 4/29/25 Lily Womble 4/29/25 236. How To Stop People Pleasing (And Build A Stupidly Joyful Life) Read More
Lily Womble 4/22/25 Lily Womble 4/22/25 235. You Deserve More Than “Fine”- Katie’s Story of Wanting More—and Getting It Read More
Lily Womble 4/15/25 Lily Womble 4/15/25 234. Go From Shrinking To Confident Main Character Energy Read More
Lily Womble 4/8/25 Lily Womble 4/8/25 233. How Jackie Went From Burnt Out Background Character-- to a Magnetic, Joyful AF Life Read More
Lily Womble 4/1/25 Lily Womble 4/1/25 Episode Spotlight: My Qualifying/Disqualifying Questions Strategy So You Never Go On A Bad Date Again Read More
Lily Womble 3/25/25 Lily Womble 3/25/25 Episode Spotlight: "How Can I Stop Being Lazy In My Dating Life?" Read More