Just Ask Her - Dating Advice for Single Men

Hosted by Gracie Pleschourt — Dating Coach + Confidence Expert for Men
  • 4.8 (58)
  • Relationships
  • Updated Weekly

Honest dating advice for single men from two women. Dating expert Gracie Pleschourt (@datingwithgracie on IG) and certified life coach Tracy Pleschourt break down real dating questions, real struggles, and what actually works in modern dating. Each week, they dive into listener-submitted questions about their toughest dating challenges and deliver unfiltered, constructive feedback. Submit yours here: https://forms.gle/34JLMADMcxhqdb7X7

  1. 5d ago

    Dating Burnout, Breakups & Moving On: What Men Need to Hear (Ep. 80)

    Feeling stuck in your dating life? Whether you're constantly getting friend-zoned, struggling with dating burnout, or trying to move on after a breakup, this episode breaks down the mindset shifts that can help you regain confidence and take control of your dating journey. Gracie and Tracy answer real listener submissions from men navigating long-term singleness, heartbreak, and the challenge of knowing when it's actually time to put yourself back out there. They discuss dating patterns, emotional recovery, self-awareness, and why waiting around for someone to come back may be holding you back. If you're tired of feeling like dating isn't working for you, this episode offers practical perspective and honest coaching that can help you move forward. Self-Made Man Dating Journal -  https://www.amazon.com/dp/B0F9B7M5B3?th=1 Use Coupon SMMAN20OFF when purchasing Journal for 20% off. Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8 Time Stamps / Chapters:  00:00 You Control More Than You Think 00:20 Welcome Back to Just Ask Her 02:27 Age Gap Dating & Reality TV Discussion 09:12 Listener Question: "Am I Destined to Be Alone?" 10:12 Why Being a Good Guy Isn't the Problem 13:21 The Dating Strategy That Isn't Working 17:11 Listener Question: Breakup After a Promising Relationship 20:19 Recovering After Divorce and Long-Term Relationships 23:43 Why Hope Can Keep You Stuck 27:24 The 90-Day Reset After a Breakup 31:56 Listener Question: When Should I Start Dating Again? 34:02 Are You Truly Ready to Move Forward? 38:28 Making Dating Fun Again 42:20 Celebrating 80 Episodes of Just Ask Her #DatingAdvice #BreakupRecovery #DatingConfidence Keywords: dating advice for men dating burnout getting friend zoned breakup recovery moving on from an ex dating confidence how to start dating again emotional healing after breakup dating mindset relationship advice for men overcoming dating frustration dating after heartbreak healthy dating habits finding love after divorce dating with intention

    45 min

  2. Jun 3

    How to Overcome Approach Anxiety in Dating (Ep. 79)

    Approach anxiety, fear of rejection, and limiting beliefs are keeping too many men stuck in modern dating. In this episode of Just Ask Her, Gracie and Tracy break down how men can build real confidence, stop pre-rejecting themselves, and create meaningful connections in dating.  From navigating political and religious differences to dating as a divorced dad, this episode is packed with practical mindset shifts and actionable advice for men who want to stop overthinking and start showing up with confidence. If you’ve ever felt intimidated approaching women, struggled with dating apps, or questioned your value in the dating world, this episode is for you. Self-Made Man Dating Journal -  https://www.amazon.com/dp/B0F9B7M5B3?th=1 Use Coupon SMMAN20OFF when purchasing Journal for 20% off. Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8 Time Stamps / Chapters:  00:00 Anxiety Never Fully Goes Away 00:00:36 Welcome Back to Just Ask Her 00:03:27 Should You Date Someone With Opposite Beliefs? 00:06:04 Are Politics & Religion Actually Dealbreakers? 00:11:03 The Danger of Pre-Rejecting Yourself 00:13:03 “I’ve Approached Exactly Zero Women” 00:17:17 Confidence Comes From Reps, Not Talent 00:18:17 Why Discomfort Is the Price of Growth 00:20:47 The Biggest Mistake Men Make Approaching Women 00:22:02 How to Start Small With Social Confidence 00:24:02 Dating as a Divorced Dad 00:30:42 Why Getting Numbers Isn’t the Real Problem 00:40:13 The Right Way to Text After Getting Her Number 00:42:18 Listener Success Story + Final Advice #DatingAdvice#Confidence#ModernDating Keywords: approach anxiety in dating dating confidence for men fear of rejection dating dating after divorce divorced dad dating advice how to approach women confidence talking to women overcoming social anxiety dating modern dating advice for men dating mindset for men building confidence with women dating podcast for men texting after getting her number self confidence after divorce relationship mindset coaching

    49 min

  3. May 27

    Why “Love Finds You” Is a Dating Myth (Ep. 78)

    Does love really find you when you stop looking? In this episode of Just Ask Her, Gracie and Tracy break down one of the biggest dating myths men believe — and explain why confidence, intentionality, and emotional maturity matter far more than “fate.” They also answer listener questions about attraction, dating anxiety, staying friends with someone you want romantically, and whether dating multiple people at once is actually a good idea. If you’ve ever felt stuck in dating, confused by mixed signals, or frustrated trying to meet the right person, this episode will help you approach relationships with more clarity and confidence. Self-Made Man Dating Journal -  https://www.amazon.com/dp/B0F9B7M5B3?th=1 Use Coupon SMMAN20OFF when purchasing Journal for 20% off. Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8 Time Stamps / Chapters: 00:00 Confidence, dating, and knowing your value 00:38 Welcome back to Just Ask Her 01:20 Tesla road trip stories & charging station conversations 09:07 Listener question: Does love find you when you stop looking? 11:25 Why “fate” isn’t the reason couples meet 17:25 Confidence, curiosity, and attraction in dating 21:18 Are you waiting for certainty instead of connection? 27:31 Self-Made Man Dating Journal announcement 28:40 Should you stay friends hoping it becomes romantic? 33:50 Why emotionally unavailable relationships feel familiar 40:22 Reacting to listener comments and dating stories 51:35 Should you date multiple people at once? 56:03 Is it a turnoff if someone is dating other people? 59:42 Final thoughts and listener submissions #DatingAdvice#Relationships#Confidence Keywords: dating confidence for men love finds you myth intentional dating dating advice podcast emotional maturity in relationships how to attract women dating anxiety tips modern dating advice confidence in relationships emotionally unavailable partners dating mindset for men should you date multiple people mixed signals in dating relationship confidence healthy dating mindset

    1h 1m

  4. May 20

    Why Men Lose Women by Waiting Too Long to Make a Move (Ep. 77)

    Dating anxiety, mixed signals, second chances, and unclear romantic intentions — this episode of Just Ask Her dives into the patterns that keep men stuck in confusion and overthinking.  Gracie and Tracy break down two listener dating situations: one involving a woman who came back after reconnecting with an ex, and another involving anxiety around dating a busy, independent woman. They unpack how to build chemistry naturally, when to make your intentions clear, and why “waiting for the perfect moment” often kills attraction.  If you struggle with overthinking texts, fear of rejection, or trying to “play the long game” in dating, this episode will help you date more confidently and intentionally. Self-Made Man Dating Journal -  https://www.amazon.com/dp/B0F9B7M5B3?th=1 Use Coupon SMMAN20OFF when purchasing Journal for 20% off. Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8 Time Stamps / Chapters: 00:00 Should you give someone a second chance? 00:00 Welcome back to Just Ask Her 02:07 Minnesota sports playoff talk 05:12 Why ratings & reviews matter 05:53 A woman reconnects after going back to her ex 07:22 The risks of giving someone a second chance 12:29 Questions you should ask before reconnecting 15:15 Why men wait too long to build chemistry 18:31 Dating anxiety after heartbreak 23:20 Facts vs. the story your brain creates 27:09 Why you must make your intentions clear 31:30 How to stop future-tripping in dating 35:26 Self-Made Man Dating Journal announcement 37:14 Listener comments, AI discovery & podcast feedback Hashtags: #DatingAdvice #DatingConfidence #ModernDating Keywords: dating anxiety advice mixed signals in dating second chances in relationships how to build chemistry anxious attachment dating dating advice for men making romantic intentions clear overthinking in relationships modern dating podcast how to flirt naturally dating confidence tips communication in dating friend zone mistakes dating after heartbreak how to stop overthinking dating

    48 min

  5. May 13

    Why You Can’t Make Someone Fall in Love (And What to Do Instead) (Ep. 76)

    Struggling with mixed signals, overthinking, or wondering how to make someone fall in love with you? This episode breaks down the truth about attraction, clarity, and why your mindset is shaping your dating results more than anything else. If you’ve ever felt like you’re “losing her,” getting inconsistent signals, or stuck in patterns of rejection, this episode will help you understand what’s really going on—and what to do instead. Gracie and Tracy walk through real dating scenarios and show you how to shift from chasing outcomes to building genuine connection, confidence, and clarity. Self-Made Man Dating Journal -  https://www.amazon.com/dp/B0F9B7M5B3?th=1 Use Coupon SMMAN20OFF when purchasing Journal for 20% off. Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8 Time Stamps / Chapters:  00:00 Intro: Can you make someone fall in love? 00:27 Podcast intro + dating mission 03:52 Listener question: Relationship uncertainty & age gap 06:01 Is she losing interest or are you overthinking? 08:00 Age gaps, life stages, and external pressure 10:03 The missing conversation: clarity vs chemistry 11:01 Listener question: Struggling to find a relationship 13:50 How to keep hope alive in dating 15:27 Rejection mindset and outdated stories 18:21 Faith, values, and filtering for compatibility 22:47 Rapid-fire dating questions 23:26 “Dating is a waste of money”—mindset breakdown 25:53 Can you make a woman fall in love? 27:26 Why there’s no “perfect approach” 29:43 Stop chasing—start choosing 31:01 The question you SHOULD be asking 32:17 Outro + dating journal CTA #DatingAdvice #Confidence #Relationships Keywords: how to make someone fall in love dating advice for men mixed signals in dating why she’s losing interest dating mindset shift how to stop overthinking dating modern dating struggles confidence in dating how to meet women naturally dating clarity conversation rejection mindset dating relationship advice for men how to approach women authentically dating self improvement tips

    33 min

  6. May 6

    How to Make Your Intentions Clear in Dating (Stop Missing Chances) (Ep. 75)

    If you’ve ever wondered why she chose someone else over you, this episode breaks down the real reason—and how to fix it. In this episode of Just Ask Her, Gracie and Tracy unpack common dating mistakes men make—like waiting too long, overthinking timing, and never clearly expressing interest. Through real listener submissions, they show exactly what goes wrong—and how to shift your mindset and take action with confidence. Whether you're struggling to ask someone out, confused about signals, or stuck overanalyzing every move, this episode will help you simplify your approach and stop missing opportunities. Self-Made Man Dating Journal -  https://www.amazon.com/dp/B0F9B7M5B3?th=1 Use Coupon SMMAN20OFF when purchasing Journal for 20% off. Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8 Time Stamps / Chapters: 00:00 Why timing in dating matters 00:31 Podcast intro + what the show is about 03:15 Social media, content, and personal vs. business life 06:05 Listener question: missed dating opportunity 08:59 The real mistake: not making intentions clear 10:19 The “why does he have her?” mindset trap 12:32 Turning comparison into leverage 14:02 Fear of rejection vs. taking action 16:31 Should you confess interest after missing your chance? 21:32 The “chooser vs. chosen” mindset 22:30 Pickleball dating scenario breakdown 26:03 Overthinking vs. taking action 29:12 Are you actually ready to date? 32:18 Keep it simple: just be honest 35:22 Dating journal tool + CTA 36:32 Awkward approach story (freezing up) 41:53 Why your brain freezes in social situations 44:07 How to recover from awkward moments 52:58 Why taking the shot still matters #DatingAdvice #Confidence #ModernDating Keywords: dating advice for men how to ask a girl out make intentions clear dating dating confidence tips stop overthinking dating fear of rejection dating modern dating advice men how to approach women dating mindset shift why she chose someone else dating mistakes men social anxiety dating how to be confident dating dating coach advice missed dating opportunity

    55 min

  7. Apr 29

    Dating After Divorce: Confidence, Self-Trust & Starting Over (Ep.74)

    Dating after a long-term relationship can feel overwhelming—but how do you actually know when you're ready to start again? In this episode of Just Ask Her, we break down dating after divorce, confidence, and how to rebuild your identity in relationships. We respond to real listener questions about starting over after a 20+ year relationship, dating with disabilities, and navigating long-distance relationships without losing connection. If you’ve ever felt unsure, behind, or stuck in your dating life, this episode will give you a new perspective. Whether you're getting back out there or trying to build confidence from scratch, this conversation will help you approach dating with clarity, self-trust, and intention. Self-Made Man Dating Journal - https://www.amazon.com/dp/B0F9B7M5B3?th=1 Use Coupon SMMAN20OFF when purchasing Journal for 20% off. Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8 Time Stamps / Chapters: 00:00 Dating after divorce questions 00:27 Podcast intro + episode setup 02:55 Listener submission: 20+ year relationship & divorce 06:11 “How do I know if I’m ready to date again?” 07:11 Why readiness isn’t a clear signal 10:46 Talking about your past without centering your ex 14:39 Protecting yourself vs. building discernment 17:35 Trusting yourself in dating again 19:11 Dating with disabilities: listener question 20:07 Worth vs. circumstances explained 23:21 Best ways to meet women (beyond apps) 28:30 Long-distance relationship question 36:17 How to maintain connection long-distance 40:30 Depth vs. frequency in communication 43:01 Avoiding neediness in long-distance dating 47:02 Final advice + wrap-up #DatingAdvice #DatingAfterDivorce #LongDistanceRelationship Keywords: dating after divorce, how to know if ready to date, dating confidence for men, long distance relationship advice, how to talk about your ex, dating after long relationship, rebuilding confidence dating, dating with disabilities, modern dating advice men, how to trust yourself dating, relationship mindset tips, emotional maturity in dating, dating advice podcast, how to start dating again, long distance dating tips,

    52 min

  8. Apr 22

    Stop Overthinking After a Great First Date (Do This Instead) (Ep. 73)

    That amazing first date felt perfect—but does it actually mean anything? In this episode of Just Ask Her, we break down why long, intense first dates can create a false sense of connection, how overthinking ruins early dating stages, and what to do when you’re stuck waiting for a second date. If you’ve ever replayed a date in your head, wondered if she’s losing interest, or struggled to meet women outside of dating apps—this episode is for you. We also dive into whether you should ask for feedback after rejection, and how to actually improve your dating life without relying on apps. Self-Made Man Dating Journal - https://www.amazon.com/dp/B0F9B7M5B3?th=1 Use Coupon SMMAN20OFF when purchasing Journal for 20% off. Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8 Time Stamps / Chapters: 00:00 Why now is the best time to meet women offline 00:32 Podcast intro + episode setup 01:11 Submission: 7-hour first date story 03:13 Planning the second date + texting concerns 06:07 Why long first dates create false connection 09:03 The psychology of overthinking dating 11:06 Managing expectations after a great date 13:03 Why spacing out dates builds attraction 15:04 The texting mistake that signals insecurity 17:14 Why you’re getting “friend zoned” 18:30 What to do next (without chasing) 23:33 Should you ask for feedback after rejection? 32:57 How to improve your dating without external validation 33:24 How to meet women with a busy lifestyle 38:59 The “exposure effect” explained 42:19 Why meeting women in real life is easier now 45:16 Final advice + mindset shift #DatingAdvice #MensDating #Confidence Keywords: dating advice for menoverthinking first datehow to get a second datedating anxiety tipshow to meet women offlinefirst date mistakes men makewhy she stopped textingdating mindset for menemotional intelligence datingmodern dating advicedating apps alternativesattraction building tipshow to stop overthinking dating

    1h 3m
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About

Honest dating advice for single men from two women. Dating expert Gracie Pleschourt (@datingwithgracie on IG) and certified life coach Tracy Pleschourt break down real dating questions, real struggles, and what actually works in modern dating. Each week, they dive into listener-submitted questions about their toughest dating challenges and deliver unfiltered, constructive feedback. Submit yours here: https://forms.gle/34JLMADMcxhqdb7X7

Information

  • Creator
    Hosted by Gracie Pleschourt — Dating Coach + Confidence Expert for Men
  • Years Active
    2024 - 2026
  • Episodes
    80
  • Rating
    Explicit
  • Copyright
    © Hosted by Gracie Pleschourt — Dating Coach + Confidence Expert for Men
  • Show Website
    Just Ask Her - Dating Advice for Single Men

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