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Just Ask Her - Dating Advice for Single Men: Daily Summaries Delivered
by Hosted by Gracie Pleschourt — Dating Coach + Confidence Expert for Men
Honest dating advice for single men from two women. Dating expert Gracie Pleschourt 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.
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- 2 days ago28 min
Why Men Ignore Red Flags Even When They Know Better (Ep. 102)
Are you ignoring dating red flags, overthinking a potential relationship, or waiting around for someone who can't make up their mind?This week on Just Ask Her, hosts Gracie and Tracy tackle three real-life dating dilemmas involving attraction, friendship boundaries, relationship red flags, and self-respect.First, a listener wonders whether pursuing his friend's ex-girlfriend is worth the potential drama. Then, a single dad admits he keeps falling for women's potential instead of accepting who they are right now. Finally, a concerned father asks how to help his teenage daughter handle a boy who's keeping her waiting for a homecoming answer.From overcoming the fear of rejection and breaking unhealthy dating patterns to setting boundaries and building confidence, Gracie and Tracy deliver practical relationship advice with their usual honesty, humor, and tough love.Because successful dating isn't about finding the perfect person. It's about trusting yourself to make better decisions.Listen now for honest conversations about modern dating, emotional maturity, self-worth, and building healthier relationships.Self-Made Man Dating Journal - https://self-made-u.myshopify.com/products/self-made-man-dating-journal?utm_source=copyToPasteBoard&utm_medium=product-links&utm_content=webCoupon code: JUSTASKHERSubmission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Join the 30 Day Rizz Challenge Waitlist: https://datingwithgracie.com/rizz-challenge-980810💬 Join the conversation: Have you ever ignored a major red flag because you thought someone would change? Tell us in the comments!#JustAskHer #DatingAdviceForMen #DatingRedFlags #RelationshipAdviceChapters:00:00 Dating Dilemmas00:45 Welcome to Just Ask Her01:01 Dating a Friend's Ex02:49 Stop Overthinking04:44 Respect & Integrity07:22 Just Ask Her Out!08:18 Confidence vs. Rejection09:24 The Rise Challenge10:16 Ignoring Red Flags12:26 Trust Your Instincts13:18 Dating Potential14:27 Stop Trying to Fix Her15:53 The Pressure to Choose Right17:32 Red Flags vs. Data20:18 Dating as a Single Dad21:27 Homecoming Drama22:51 Setting a Deadline24:29 Teaching Self-Respect26:48 Take Back Your Power27:27 Final Thoughts33:48 Dating Journal52:29 Rise Challenge WaitlistKeywords: Dating advice for men, Dating red flags, Relationship advice, Modern dating, Dating confidence, Healthy boundaries, Self-respect in dating, Relationship self-sabotage, Dating as a single dad, Emotional maturity
- 1 weeks ago45 min
She's Married... But She's Into Me! Should I Make a Move? (Ep. 101)
She's Married, But She's Interested... Now What?What do you do when the woman you're falling for is married but possibly heading toward divorce? And where are single guys actually supposed to meet women these days?In Episode 101 of Just Ask Her, hosts Gracie and Tracy tackle two dating dilemmas about attraction, timing, confidence, and creating opportunities for meaningful relationships.First, a listener finds himself developing feelings for a married woman he met at the gym. She's texting him regularly, they spend time together, and the chemistry seems mutual. But with a possible separation looming, should he tell her how he feels or keep his options open?Then, a 27-year-old man who's recently moved to Nashville wants to know how to meet women organically, expand his social circle, and navigate flirting with customers at his coffee shop job.The ladies share practical dating advice for men on emotional availability, healthy boundaries, approaching women, building social confidence, and meeting women without relying on dating apps.Plus, Truth or Trash returns with some spicy listener comments, questionable community nicknames, and a little mother-daughter roasting!Whether you're struggling with dating confidence, mixed signals, or finding the right places to meet single women, this episode is packed with real-world relationship advice and a few laughs along the way.#JustAskHer #DatingAdvice #Relationships #DatingConfidenceSelf-Made Man Dating Journal - https://self-made-u.myshopify.com/products/self-made-man-dating-journal?utm_source=copyToPasteBoard&utm_medium=product-links&utm_content=webCoupon code: JUSTASKHERSubmission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Join the 30 Day Rizz Challenge Waitlist: https://datingwithgracie.com/rizz-challenge-980810Chapters:00:00 Today's Dating Dilemmas00:50 Welcome to Just Ask Her03:47 Falling for a Married Woman06:43 Should He Pursue Her?08:27 Finding Relationship Clarity13:09 Are Rebound Relationships Bad?15:16 How to Tell Her18:12 Confidence & Boundaries19:20 The Dating Journal20:53 Where to Meet Women22:42 Reinventing Your Social Life24:26 Finding the Right Communities26:50 Meeting Compatible Women29:01 Building Your Social Network31:02 Flirting at Work33:31 The I'm Single Hat35:14 Build a Social Life36:49 Truth or Trash39:46 The Spicy Comments41:25 Handling Criticism43:27 What's Next?Keywords: Dating advice for men, How to meet women, Relationship advice, Dating confidence, Dating a separated woman, Meeting women naturally, Flirting with women, Social skills for men, Emotional availability, Healthy dating boundaries
- 2 weeks ago1h 11m
What Women REALLY Want! A Single Woman Tells Men the Truth (Ep. 100)
🎉 EPISODE 100: What Women REALLY Want! Straight From a Single Woman Herself!For 100 episodes, Gracie and Tracy have been answering men's biggest dating questions. But this week, we're doing something different. We're putting a REAL single woman in the hot seat!Meet Jennifer. She's 56, divorced, raising three teenage boys, successful, independent, and ready to find love. So why has she only been on ONE date in the last TWO YEARS?In this milestone episode of the Just Ask Her Podcast, we're getting brutally honest about modern dating, why men hesitate to approach women, what makes a great first date, and what women actually want from men.Jennifer shares why she's done with dating apps, what turns her on and off during a date, why she wants a man to take the lead, and what dating a single mom really looks like.We also tackle the great first-date debate: Who pays? Are flowers too much? Should you call instead of text? And is using a coupon at dinner an automatic deal breaker?Plus, Jennifer plays Rizz or Cringe, where she gives her unfiltered opinions on common dating moves.And here's the twist. Jennifer is actually open to dating one of our listeners!Could we be turning Just Ask Her into a matchmaking podcast? Stranger things have happened!If you're looking for dating advice for men, relationship advice, dating confidence, tips for meeting women in real life, or an honest female perspective on finding love after divorce, this episode is for you.100 episodes. Countless dating questions. And one single woman who might just find her match.🎧 Listen now and celebrate episode 100 with Gracie, Tracy, and Jennifer!Hot Seat Hottie Application:https://link.apisystem.tech/widget/survey/biKTh17G3b91aHX4SGZXSelf-Made Man Dating Journal - https://self-made-u.myshopify.com/products/self-made-man-dating-journal?utm_source=copyToPasteBoard&utm_medium=product-links&utm_content=webCoupon code: JUSTASKHERSubmission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Join the 30 Day Rizz Challenge Waitlist: https://datingwithgracie.com/rizz-challenge-980810Chapters:00:00 What Men Misunderstand00:53 Meet Jennifer03:15 Dating as a Single Mom06:32 What Women Need From Men08:28 One Date in Two Years11:09 Why Men Should Approach15:17 Reading Her Signals17:02 How to Start a Conversation20:30 Putting Yourself Out There21:35 Should Women Approach Men?25:09 Dating Women With Kids27:35 How to Get a Second Date30:30 What Women Want on Dates32:43 First-Date Deal Breakers35:03 Who Should Pay?38:37 Why Consistency Matters42:51 What Confidence Looks Like43:39 Why Dating Apps Fail48:33 The 30-Day Rizz Challenge50:59 Rizz or Cringe?55:09 Physical Attraction56:13 Financial Compatibility57:47 Building a Healthy Relationship01:01:04 Jennifer's Ideal Man01:06:18 Age Range & Deal Breakers01:08:19 Would She Date a Listener?01:09:39 Could You Be Her Match?01:10:17 100 Episodes & What's NextKeywords: What women want in a man, Dating advice for men, How to approach women, What makes a man attractive, How to meet women in real life, Dating mistakes men make, First date tips for men, Dating over 50, Dating after divorce, Dating a single mom, How to get a second date, Who pays for the first date, Why women hate dating apps, How to build dating confidence, Signs a woman wants you to approach#JustAskHer #DatingAdvice #ModernDating #Relationships
- 3 weeks ago36 min
Is She Losing Interest or Are You Overthinking It? (Ep. 99)
When should you pursue a woman, when should you back off, and when is it time to take the hint? Dating would be a whole lot easier if everyone came with an instruction manual. Unfortunately, they don't, so Gracie and Tracy are here to help!In Episode 99 of the Just Ask Her Podcast, dating coach Gracie and her mom, Certified Life Coach Tracy, tackle three dating dilemmas involving matching energy, texting anxiety, long-distance relationships, mixed signals, emotional availability, rejection, and dating confidence.First, a divorced man wonders whether matching a woman's energy is a sign of healthy self-respect or just another way of protecting himself from rejection. Is there a difference between confidently pursuing a woman and desperately chasing her? Next, a man navigating a long-distance relationship is getting some serious emotional whiplash. Their chemistry is incredible in person, but her inconsistent communication and reluctance to commit have him questioning everything. Is she genuinely taking things slow, emotionally unavailable, or keeping him around as a placeholder?Finally, we have possibly the most creative dating attempt in Just Ask Her history! A man interested in a romance novelist sends her a full dating resume, complete with ex-girlfriend testimonials and a personalized Cameo from her favorite Survivor contestant. There's just one tiny problem. She never responded! Now he's about to see her at a book event. Should he bring it up, pretend it never happened, or accept that silence might already be his answer?Throughout the episode, Gracie and Tracy break down the psychology of dating, healthy communication, relationship expectations, overcoming rejection, and building the self-confidence to pursue women without losing yourself in the process.Whether you're struggling with dating apps, wondering if she's interested, navigating an undefined relationship, or learning how to stop chasing women, this episode is packed with practical dating advice for men who want healthier relationships and genuine romantic connections.🎙️ In this episode:Matching energy vs. chasing womenHow to recognize genuine romantic interestWhy texting can sabotage early datingPursuing women without appearing desperateLong-distance relationships and mixed signalsEmotional availability and relationship uncertaintySetting boundaries without trying to control someoneHow to handle rejection and unanswered messagesBuilding confidence, self-respect, and emotional maturityKnowing when to move on from a romantic connectionSelf-Made Man Dating Journal - https://self-made-u.myshopify.com/products/self-made-man-dating-journal?utm_source=copyToPasteBoard&utm_medium=product-links&utm_content=webCoupon code: JUSTASKHERSubmission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Join the 30 Day Rizz Challenge Waitlist: https://datingwithgracie.com/rizz-challenge-980810👍 Like, subscribe, and share Just Ask Her with someone who could use a little dating clarity. Follow Gracie at Dating with Gracie on Instagram, TikTok, YouTube, and Facebook.#JustAskHer #DatingAdviceForMen #DatingConfidence #RelationshipAdvice #MixedSignalsChapters:00:00 Dating Dilemmas00:49 Welcome to Just Ask Her01:04 Tracy's Caffeine Confession03:16 Matching Energy04:55 Texting Kills Connections07:34 Self-Respect vs. Fear09:07 Pursuing vs. Chasing10:24 Communicate Clearly11:30 The Silence Trap13:40 Long-Distance Mixed Signals18:27 Relationship Uncertainty20:59 Accepting What Is22:26 Stop Seeking Certainty24:10 Dating Journal25:22 The Dating Resume28:13 A Bold Romantic Move30:30 Handling Rejection31:28 Should He Bring It Up?32:41 Confidence After Rejection34:18 Let Her Bring It Up35:23 Episode 100 PreviewKeywords:Dating advice for men, How to know if she's interested, Mixed signals from women, Stop chasing women, Matching energy in dating,
- Oct 14, 202646 min
FOUR YEARS Together... And She STILL Won't Commit?! (Ep. 98)
Are women secretly keeping a roster of men? Is taking a break in a relationship just a nicer way of breaking up? And how long is TOO LONG to wait for someone to finally choose you?This week on the Just Ask Her Podcast, hosts Gracie and Tracy are tackling three dating dilemmas that expose some uncomfortable truths about modern dating, relationship boundaries, emotional availability, and knowing when it's time to walk away.And trust us, some of these guys REALLY need to hear this.One man discovers that the woman he thought he had an amazing first date with may have been entertaining several other men at the same time. Now he's questioning her honesty, integrity, and whether dating multiple people is a massive red flag.After experiencing betrayal in his marriage, another listener finds himself in a painfully familiar situation when his new girlfriend asks to put their relationship on pause. Should he wait for her to figure things out, or is walking away the healthiest decision?Our final listener has spent four years investing in a woman he barely sees. We're talking unanswered messages, canceled plans, little physical time together, and an entire YEAR waiting for a response to a heartfelt letter. At what point does patience stop being a virtue and start becoming self-sabotage?In this episode, we're talking about:Dating multiple women or men before exclusivityDating rosters, honesty, and relationship red flagsHow to recognize mixed signals and emotional unavailabilityRelationship breaks versus breakupsSetting healthy boundaries after betrayal or divorceAvoidant attachment and one-sided relationshipsHow to stop chasing someone who isn't reciprocatingDating with confidence, self-respect, and intentionKnowing when to walk away from a relationshipWhether you're struggling with modern dating, recovering from heartbreak, navigating an uncertain relationship, or wondering why someone won't make you a priority, Gracie and Tracy are here to help you stop overthinking, recognize your worth, and take back control of your dating life.Have you ever dated someone who was seeing multiple people? Have you taken a relationship break that actually worked? Or have you stayed in a one-sided relationship longer than you should have?Tell us in the comments! We want to hear your experiences.Self-Made Man Dating Journal - https://self-made-u.myshopify.com/products/self-made-man-dating-journal?utm_source=copyToPasteBoard&utm_medium=product-links&utm_content=webCoupon code: JUSTASKHERSubmission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Join the 30 Day Rizz Challenge Waitlist: https://datingwithgracie.com/rizz-challenge-980810👍 Like, subscribe, and share this episode with someone who needs a little dating reality check.⭐ Follow and rate Just Ask Her on Spotify and Apple Podcasts to help more men find the dating advice they need.📱 Follow Gracie: @datingwithgracie on TikTok, Instagram, Facebook, and YouTube.#JustAskHer #DatingAdviceForMen #RelationshipAdvice #ModernDating #DatingConfidenceChapters:00:00 Intro: Dating Red Flags00:39 Welcome to Just Ask Her01:26 Do Women Have Dating Rosters?05:32 Hurt Feelings vs. Red Flags08:03 Is She Being Shady?09:46 Dating Multiple People12:55 First Date Expectations15:15 Honesty and Dating Values17:53 Should You Take a Break?19:25 Boundaries After Betrayal23:27 Do Relationship Breaks Work?25:42 When to Walk Away26:51 Setting Healthy Boundaries28:53 The Self-Made Man Dating Journal30:03 Four Years Without Commitment35:04 Is It Time to Let Go?37:03 She's Not Your Girlfriend!38:10 The Sunk Cost Trap40:30 When Patience Becomes a Problem43:00 Stop Making Excuses for Her44:06 Building Dating Confidence46:04 Final ThoughtsKeywords:Dating advice for men, relationship advice for men, modern dating, dating red flags, dating multiple people, relationship bou
- Oct 11, 202618 min
Do Women Really Speak in Code? | Truth or Trash (Ep.2)
Welcome back to Truth or Trash, the Just Ask Her series where Gracie and Tracy venture into one of the scariest places on the internet: Gracie's social media comment section.This time, they're putting more dating advice, assumptions, hot takes, and questionable internet wisdom to the test.Do women really "speak in code"? Are women secretly testing men? Can someone else actually hurt your feelings? Do actions speak louder than words? Should men always be expected to approach women, or should women start making the first move too?Gracie and Tracy break down five real comments and decide whether each one is TRUTH or TRASH.Along the way, they get into why some women struggle to communicate what they actually mean, how men can respond to mixed signals without playing guessing games, why mature relationships require direct communication, and how fear of rejection is affecting BOTH sides of modern dating.Because while some women are afraid approaching a man will make them look desperate, some men are afraid approaching a woman will make them look creepy.And then everyone wonders why nobody is meeting anybody.If you're navigating modern dating, dating apps, approaching women, fear of rejection, mixed signals, communication in relationships, women's dating signals, men's dating advice, dating confidence, relationship advice, dating myths, how to talk to women, how to know if a woman is interested, or who should make the first move, Gracie and Tracy have some thoughts.Some of them are truth.Some of them belong directly in the trash.🗑️ Welcome to Truth or Trash.Let us know in the comments which takes YOU think are truth and which ones are complete trash.#TruthOrTrash #DatingAdvice #DatingAdviceForMen #ModernDating #JustAskHer
- Oct 7, 202636 min
We’ve Been Dating 5 Months... I Don’t Know Her Last Name (Ep.97)
Dating can get complicated fast when fear of rejection, overthinking, mixed signals, and relationship uncertainty start running the show. This week on Just Ask Her, Gracie and Tracy are tackling two dating dilemmas that ultimately come down to one question: Are you willing to risk an uncomfortable answer to finally get some clarity?First, a listener writes in after two divorces and years of relationships that left him questioning his confidence and self-worth. Now that he's done the work to heal and figure out what he actually wants in a partner, there's a new problem: he freezes around women he's genuinely attracted to.Then things get... weird.Another listener has been dating a woman for FIVE MONTHS. They spend hours together. They go to dinner. They exchange gifts. He's bought her roses. Sounds promising, right? Well... he doesn't know her last name. He doesn't know exactly where she lives. They haven't kissed, held hands, or even really hugged. Oh, and he's afraid asking about any of this might push her away.Gracie and Tracy have questions. A lot of questions.This episode gets into dating confidence, rejection, approaching women, overthinking in dating, scarcity mindset, relationship anxiety, mixed signals, dating boundaries, emotional availability, communication, trust, self-esteem, relationship uncertainty, modern dating, men's dating advice, how to talk to women, how to build confidence with women, and how to know when it's time to define a relationship.Because sometimes the solution isn't another dating strategy.Sometimes you really do need to Just Ask Her.🎙️ Hosted by Gracie and TracyHave a dating dilemma of your own? Submit it to the show and Gracie and Tracy might break it down on a future episode.Self-Made Man Dating Journal - https://self-made-u.myshopify.com/products/self-made-man-dating-journal?utm_source=copyToPasteBoard&utm_medium=product-links&utm_content=webCoupon code: JUSTASKHERSubmission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Learn more about working with Gracie and the DWG Community: www.datingwithgracie.com/applicationKeywords:dating advice for men, men's dating advice, fear of rejection in dating, how to approach women, dating confidence, how to talk to women, dating anxiety, relationship uncertainty, mixed signals in dating, modern dating advice
- Sep 30, 202651 min
Stop Waiting for Her to Choose You | Dating Advice for Men (Ep.96)
Are you actually making choices in your dating life, or are you waiting for someone else to make them for you?This week on Just Ask Her, Gracie and Tracy tackle three very different dating dilemmas that all have one thing in common: letting someone else take the driver's seat in your dating life.First, a 25-year-old man is recovering from the end of a nearly five-year relationship and trying to figure out whether he actually wants his ex back or just wants the heartbreak to stop. After years of changing himself, chasing connection, and trying to be "enough" for his partner, how does he rebuild his confidence without turning healing into another performance?Then, Jacob is dating a woman who had just gotten out of a relationship days before their first date. The chemistry started strong, but now the texting has slowed down and the energy feels different. Is she emotionally unavailable? Is he becoming the rebound? Should he give her space, walk away, or let her set the pace?Finally, our returning submitter Travis is back after putting himself out there at singles events in Dallas. Some have gone well. Others have felt like walking into a company Christmas party where everyone knows each other except you. So what do you do when a singles event feels cliquey, awkward, or completely closed off?From breakup recovery and emotional availability to singles events, dating confidence, communication, self-respect, anxious attachment, meeting women, overcoming rejection, and taking control of your dating life, this episode is all about one big shift:Stop waiting to be chosen.Plus, Gracie and Tracy somehow end up debating what Just Ask Her listeners should be called, discover they still haven't figured it out after 96 episodes, and immediately demonstrate exactly why it has taken them 96 episodes to figure it out.Got a name for the Just Ask Her community? PLEASE help them. Drop it in the comments. Maybe we can solve this before Episode 100.🎙️ Just Ask Her is hosted by Gracie and Tracy, helping single men date with confidence, understand women, build stronger relationships, improve communication, overcome dating anxiety, and create the dating life they actually want.Self-Made Man Dating Journal - https://self-made-u.myshopify.com/products/self-made-man-dating-journal?utm_source=copyToPasteBoard&utm_medium=product-links&utm_content=webCoupon code: JUSTASKHERSubmission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Join the 30 Day Rizz Challenge waitlist at: https://datingwithgracie.com/rizz-challenge-liveChapters:00:00 Stop Letting Others Choose00:55 Welcome to Just Ask Her01:10 Gracie Is Struggling05:03 Help Support the Podcast05:22 Recovering From Heartbreak12:26 Are You Already Healing?15:12 Stop Chasing "Enough"17:30 Growing Together19:20 Do You Really Want Her Back?21:05 Learning to Rebuild24:01 Dating After Her Breakup25:50 Is She Emotionally Available?26:51 The Third Option27:16 Stop Guessing, Just Ask Her29:28 Her Availability Isn't Your Worth31:11 The Self-Made Man Dating Journal32:22 Are Singles Events Worth It?35:25 Why Singles Events Feel Awkward36:29 Become the Chooser37:56 The Five Conversation Rule39:00 Assumptions Kill Connections40:09 Make Others Feel Welcome42:22 Focus on What You Control43:48 Which Singles Events Are Best?44:26 Blind Date Photo Shoots45:49 Finding Better Singles Events47:14 Can We Call Him Trav?47:54 What Should We Call Our Listeners?50:34 Episode 100 Is Coming50:53 Just Ask HerKeywords:dating advice for men, relationship advice for men, dating podcast for men, how to meet women, how to talk to women, dating confidence, modern dating advice, dating coach for men, how to get over a breakup, breakup recovery for men, moving on from an ex
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About Just Ask Her - Dating Advice for Single Men
Honest dating advice for single men from two women. Dating expert Gracie Pleschourt 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.
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