Just Ask Her - Dating Advice for Single Men
Honest dating advice for single men from two women. Dating expert Gracie Pleschourt and life coach Tracy Pleschourt answer listener-submitted questions about real dating challenges and give unfiltered, constructive feedback. Each week they cover what actually works in modern dating.
Episodes
How to Approach Women Without Being Creepy (Ep. 90)
RIZZ CHALLENGE WAITLIST:https://datingwithgracie.com/rizz-challenge1How do you approach women without being creepy? The difference often isn't whether you approach—it's how you handle the moments leading up to it.In this episode of Just Ask Her, Gracie shares a grocery-store encounter that started with prolonged staring and eventually turned into an approach in the parking garage. She expl
What Women Actually Want: Real Dating Advice for Men (Ep. 89)
What do women actually want when dating? We asked real women the dating questions men want answered—from how to approach women to first dates, texting, dating profiles, and more.In this special episode of Just Ask Her, Gracie and Tracy take the podcast to Country Jam 2026 to hear real, unscripted answers from women of different ages.If you're a single man trying to date with more confidence, t
How to Handle Relationship Conflict Without Losing Connection (Ep. 88)
Looking for summer first date ideas that actually help build attraction? In this episode of Just Ask Her, Gracie and Tracy share creative date ideas before diving into two powerful listener questions about repairing relationship conflict and dating after heartbreak. Whether you're struggling to communicate during conflict, wondering how to validate your partner's emotions, or questioning w
Are These Dating Red Flags... or Are You Overthinking Them? (Ep. 87)
What are the biggest dating red flags in women—and which ones actually aren't red flags at all? In this episode of Just Ask Her, Gracie and Tracy break down common assumptions men make while dating and explain why context matters more than quick judgments.They also answer real listener submissions about mixed signals after a promising first date, overcoming the feeling of being "behind&qu
You're Not Behind: The Truth About Dating, Breakups, & Commitment (Ep. 86)
Wondering whether to text your ex, when to commit, or why dating feels so difficult? This episode explores healthy dating, emotional growth, and dating confidence for men navigating modern relationships.Gracie and Tracy answer three thoughtful listener questions covering breakups, dating uncertainty, and healing from childhood experiences that continue to affect relationships today.Whether you'
Why Your Dating Mindset Matters More Than You Think (Ep. 85)
Are your dates feeling one-sided? In this episode of Just Ask Her, Gracie and Tracy tackle one of the most common dating frustrations for men: feeling like you're doing all the work in conversation and wondering whether women actually want to get to know you.They also answer a listener's question about whether women have an advantage in modern dating, discuss why mindset matters more than
Confidence Isn't Something You Find, It's Something You Build (Ep. 84)
Confidence with women isn't something you're born with—it’s something you build through action. In this episode, Gracie and Tracy break down dating confidence, rejection, social anxiety, and why trying to become "what women want" is holding so many men back.If you've ever overanalyzed a rejection, struggled to approach women in person, or wondered why dating feels so confusin
How to Know When a Relationship Isn't Right (Ep. 83)
Ever wonder whether you're reading the signs correctly—or holding onto a relationship that's no longer moving forward?In this episode of Just Ask Her, Gracie and Tracy answer three real dating submissions from men navigating complicated relationship dynamics. From mixed signals with a coworker to becoming someone's emotional rescuer and exploring unconventional relationship structures,
How to Rebuild Trust After Emotional Betrayal in a Relationship (Ep. 82)
Trust, honesty, and relationship values are at the center of this episode of Just Ask Her. We answer three real dating questions from listeners navigating betrayal, dating apps, and faith-based relationships.First, we discuss whether trust can be rebuilt after a partner secretly continues communicating with someone from their past. Then we tackle a dating app dilemma involving age misrepresentatio
Dating Isn't the Problem—You're Using the Wrong Playbook (Ep. 81)
Dating with low self-esteem, autism traits, OCD, or years of rejection can feel impossible—but what if the problem isn't you?In this episode of Just Ask Her, Gracie and Tracy respond to a powerful listener submission from a 26-year-old man who feels like dating was stacked against him from the start. They discuss self-worth, attraction, neurodivergence, confidence, and why changing your dating
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 o
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 mi
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
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 t
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 reall
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
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-distanc
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 o
Why You’re Not Getting Dates (Even If You “Have It Together”) (Ep. 72)
Struggling with dating even though you have your life together? This episode breaks down why being “a good guy” isn’t enough—and what actually makes you stand out.If you’ve been putting yourself out there, using apps, staying active, and still getting no results, this episode will help you understand what’s missing. We dive into how women perceive profiles, why identity matters more than checklist
Mixed Signals in Dating: Why It Feels Real (But Isn’t) (Ep. 71)
Mixed signals in dating can leave you confused, frustrated, and questioning everything. In this episode of Just Ask Her, we break down why emotional intimacy doesn’t always mean romantic interest—and how to stop getting stuck in “almost relationships.”If you’ve ever felt like things were going somewhere… only for it to fall apart, this episode will help you understand what actually happened—and ho
Why Men Freeze in Dating (And How to Build Real Confidence) (Ep. 70)
If you freeze up around women you’re attracted to, this episode of Just Ask Her breaks down why it happens and how to handle it. Gracie and Tracy share practical dating advice for men on nervous-system regulation, self-trust, first-date conversation, and building real connection without trying to be perfect.This episode is for single men who overthink, go blank in the moment, or feel intense press
What “Not Ready for a Relationship” Really Means (Ep. 69)
If she says she’s “not ready for a relationship,” what does that actually mean—and what should you do next? This episode breaks down one of the most confusing dating signals men face.Gracie and Tracy unpack real listener submissions to explain why waiting, hoping, or trying to “time it right” often keeps you stuck. You’ll learn how to interpret mixed signals clearly, protect your standards, and st
Dating After Divorce, Trusting Someone With a Past & Approaching Women IRL (Ep. 68)
Dating after divorce, trust after infidelity, and how to approach women in real life without being creepy—this episode of Just Ask Her tackles three of the biggest dating questions men are asking right now.Gracie and Tracy respond to real listener submissions about reconnecting with a high school crush after separation, dating someone with a sexual history that feels hard to accept, and figuring o
Dating Anxiety, Rejection & Texting: How to Stop Spiraling and Stay Confident (Ep. 67)
Dating anxiety, rejection, and texting after a first date can feel brutal—but this episode reframes the whole process through one core idea: life is 50/50 (wanted feelings and unwanted feelings).In Episode 67 of Just Ask Her, Gracie and her mom/co-host (certified life coach Tracy) answer three listener submissions—from age preferences and family timelines, to repeated first-date rejection, to anxi
Dating While Divorcing: Liminal States, Integrity, and What to Do Next (Ep. 66)
The most attractive energy in dating isn’t just decisiveness—it’s decisiveness paired with emotional groundedness. In this episode of Just Ask Her, Gracie and her mom/co-host and certified life coach Tracy answer real listener submissions about messy middle seasons, communication expectations, and how to protect your self-respect without making impulsive choices.If you’re navigating dating during
Dating Confidence Under Uncertainty: Rejection, Long Distance, and Apps (Ep. 65)
Using AI (like ChatGPT) for dating texts can help—or it can quietly destroy your confidence if you rely on it the wrong way. In this episode of Just Ask Her, Gracie and Tracy break down where the line is, how to keep your messages authentic, and how to handle uncertainty in dating without spiraling.You’ll also hear coaching on three real listener situations: confessing feelings to a longtime frien
You’re Not Being Rejected. You’re Rejecting Yourself (Ep. 64)
If you keep getting friend-zoned, ghosted, or rejected, your dating mindset may be the real problem—not your looks, age, or personality. In this episode of Just Ask Her, host Gracie and co-host/certified life coach Tracy break down three real submissions to help you date with more confidence, clarity, and emotional control.You’ll learn how to approach first dates without future-tripping, how peopl
Rejection Is Data: How to Date with Confidence Instead of Fear (Ep. 63)
If you’re dating and keep thinking “something’s missing,” this episode reframes the whole game—rejection as data, not failure, and curiosity as the healthiest starting point before real connection forms.Host Gracie and her mom/co-host Tracy (certified life coach) break down three listener submissions and show how to stay grounded: stop spiraling after “no,” stop chasing fireworks, and learn how to
You’re Not Behind, You’re Learning How to Date (Ep. 62)
Dating confidence starts before the date, when you stop performing to be chosen and start showing up as the chooser. In Episode 62 of Just Ask Her, Gracie and certified life coach Tracy respond to three listener submissions on transactional relationships, dating after separation, and building real first-date chemistry.If you’ve ever felt “behind,” struggled with rejection, or keep hearing “it’s no
She Doesn’t Want Marriage After 14 Years—Now What? (Ep. 61)
If you’re stuck in mixed signals, waiting to be “reconsidered,” or navigating a relationship where marriage and long-term goals don’t match, this episode breaks down what to do next,without chasing, arguing, or negotiating your needs away.In Episode 61 of Just Ask Her, the hosts respond to three submissions: a confusing “pheromones” rejection, an 8-year relationship where ambition and lifestyle ex
Episode 60: Should You Take Her Back? Plus Confessing Feelings to Your Best Friend
Episode 60: Should You Take Her Back? Plus Confessing Feelings to Your Best FriendWelcome back! After a brief hiatus to upgrade our studio setup, Gracie and Tracy are back with real talk on navigating tricky dating situations.In This Episode:Question 1: Should I Give Her Another Chance?Rick shares his story about a woman who ghosted him after two months of dating, only to reach out months later wi
Laid Off and Dating: What to Say (and What NOT to Put on Your Profile)
Chemistry and availability aren’t the same thing—and that’s a key reason dating can feel confusing. In this episode of Just Ask Her, Gracie and her mom/co-host (certified life coach) Tracy answer three real submissions about mixed signals at work, dating after a layoff, and why first dates from apps often get canceled last-minute.If you’re dating with intention and you keep wondering “What did I d
Dating Mindset Shifts, Spotify Wrapped Wins, and Real Listener Advice (Ep. 58)
Are you ready to take control of your dating life and attract the women you want? In Episode 58 of the "Just Ask Her" podcast, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt celebrate a year of growth, share their impressive Spotify Wrapped stats, and answer real listener questions about dating challenges, mindset shifts, and self-confidence.In this episode:The
Why You’re Alone on Christmas (And How to Change It) Ep.57
Feeling alone this Christmas Eve? You’re not the only one. In this special holiday episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt get real about why so many men find themselves single during the holidays—and what you can do to make sure next year is different.We’re not here as coaches or experts, but as your family—your older or younger sister, y
Unlocking Dating Clarity: Real Advice for Men, Navigating Mixed Signals, and First Date Success (Ep. 56)
Welcome back to Just Ask Her, the no-nonsense dating advice podcast for men who want real answers from a woman’s perspective! In Episode 56, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle your toughest dating dilemmas, from decoding mixed signals to making the most of first dates.In this episode:How to tell if she’s interested or just being friendlyThe power of di
Why She Didn’t Text Back: Real Talk on Dating Apps, Instagram DMs, and Moving On (Ep. 55)
Show NotesEpisode 55: Why She Didn’t Text Back: Real Talk on Dating Apps, Instagram DMs, and Moving OnWelcome back to Just Ask Her—the no-nonsense dating advice podcast for men, hosted by dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt. In this episode, Gracie and Tracy tackle three listener submissions that highlight the most common struggles men face in modern dating: g
Should You Approach Her When She's Alone? Ghosting, Rejection & Building Real Confidence (Ep. 54)
Should You Approach Her When She's Alone? Ghosting, Rejection & Building Real Confidence (Ep. 54)Show Notes:Listener submissions spark honest conversations about:The right (and wrong) ways to approach women in different contextsHow to handle mixed signals and trust your instincts after being hurtWhy ghosting and rejection don’t define your worthThe hidden pitfalls of dating apps and how to ref
Gratitude, Growth, and Real Talk: Navigating Dating Challenges & Self-Trust (Ep. 53)
Episode Description:Gratitude, Growth, and Real Talk: Navigating Dating Challenges & Self-TrustIn this special Thanksgiving and birthday episode, Gracie and Tracy reflect on the power of gratitude, embracing new chapters, and the lessons learned at 25. They answer listener questions about moving on after betrayal, dating after divorce, and how to handle fast-paced connections in the digital ag
One Year of No-BS Dating Advice: Real Women, Real Answers – Anniversary Special (Ep. 52)
Welcome to the anniversary episode of Just Ask Her! Gracie and Tracy celebrate a full year of empowering single men with honest, actionable dating advice. In this special episode, they reflect on the journey so far, the growth of their community, and the impact the show has had on listeners around the world.To mark the occasion, Gracie and Tracy take your most-asked dating questions out of the stu
Breaking Patterns & Building Self-Trust in Dating (Ep. 51)
Episode 51: Breaking Patterns & Building Self-Trust in DatingDescription:In this episode of "Just Ask Her," Gracie and Tracy dive into three listener submissions that highlight the real challenges men face in modern dating. From navigating attachment styles and dating app fatigue to finding emotionally available partners and breaking free from self-sabotaging patterns, this episode i
Real Dating Questions Answered – Confidence, Signals & Starting Over (Ep. 50)
Episode 50: Real Dating Questions Answered – Confidence, Signals & Starting OverDescription:In this milestone 50th episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle real listener questions about modern dating. From overcoming shyness and reading signals to building confidence and starting over after a long relationship, Gracie and Tracy d
Ghosted, Blocked, and Bouncing Back — Real Dating Dilemmas & Self-Made Man Advice (Ep. 49)
Episode 49: Ghosted, Blocked, and Bouncing Back — Real Dating Dilemmas & Self-Made Man AdviceEpisode Description:Are you tired of feeling stuck in your dating life, confused by mixed signals, or left wondering why she ghosted you? In this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle real listener submissions about ghosting, blocking,
Dating After Divorce – Confidence, Apps & Real Connections for Men Over 40 Ep. 48
Dating After Divorce – Confidence, Apps & Real Connections for Men Over 40 Ep. 48Hosts: Gracie Pleschourt & Tracy PleschourtIn This Episode:[00:00] Welcome & Introduction[01:30] Listener Question: Starting Over After Divorce at 45 Breaking old routines and building new momentumIs there a “market” for divorced men over 40?How to meet new women and rebuild your social circleThe fastest-
How to Stop Being the Second Option: Dating with Confidence, Setting Boundaries, and Moving On Ep. 47
Are you tired of feeling like someone’s backup plan in your dating life? In this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle real listener questions about complicated romantic situations, building self-confidence, and setting healthy boundaries.From navigating “work spouse” dynamics and emotional gray areas to overcoming social anxiety
Why Dating Apps Aren’t Working for You: Real Advice to Attract Women & Build Confidence Ep. 46
Are you tired of feeling stuck in your dating life, striking out on dating apps, or wondering why nothing seems to work? In this episode, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt answer real listener questions and share no-nonsense advice to help men attract the women they want and build lasting confidence.What You’ll Learn:Why dating apps might not be working for
Break the Cycle: Real Advice for Dating Confidence, Moving On, and Finding Love (Ep. 45)
Break the Cycle: Real Advice for Dating Confidence, Moving On, and Finding LoveEpisode 45 – Just Ask Her PodcastEpisode Summary:In this episode, Gracie and Tracy tackle some of the most common and challenging dating dilemmas sent in by listeners. From navigating on-again, off-again relationships to overcoming self-doubt and building confidence, this episode is packed with real talk and actionable
Living at Home, Gym Love, and Mixed Signals (Ep. 44)
Episode 44: Living at Home, Gym Love, and Mixed SignalsHosts: Gracie Pleschourt & Tracy PleschourtStruggling with dating while living at home? Unsure if you should make a move at the gym? Confused by mixed signals from someone you like? In this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle your toughest questions with no-nonsense, rea
Stood Up Again? Real Talk on Dating Disappointments, Blind Dates & Building Confidence (Ep. 43)
Episode 43: Stood Up Again? Real Talk on Dating Disappointments, Blind Dates & Building ConfidenceShow Notes:Why do people keep getting stood up on dates? Gracie and Tracy break down the stats, share real listener stories, and offer practical advice for handling rejection and disappointment in the dating world.Blind dates in 2025: Are they still a thing? The hosts discuss the anxiety of not kn
Real Stories, Real Advice: Overcoming Dating Struggles (Ep. 42)
Episode 42 – Real Stories, Real Advice: Overcoming Dating StrugglesIn this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle real listener questions about the challenges men face in modern dating.You’ll hear three honest stories:Jacob, a dedicated teacher who feels invisible in the dating world, gets advice on shifting his mindset, leveraging
Breaking the “Just Friends” Cycle: Flirting, Ghosting, and Setting Standards (Ep. 41)
Episode 41 – Flirting, Ghosting, and Setting Standards: Real Dating Advice for MenIn this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle some of the most vulnerable and confusing moments in modern dating. They answer real listener questions about:How to show romantic interest without falling back into toxic masculinity or getting stuck in
How to deal, think about and learn from rejection, and what to do now (Ep. 40)
Episode 40: How to deal, think about and learn from rejection, and what to do nowWelcome back to Just Ask Her, the no-BS podcast for real dating advice straight from a woman’s point of view! In this milestone 40th episode, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle your toughest questions about moving on, healing, and dating with confidence after heartbreak.
Dating After Divorce, Overcoming Insecurities & Navigating Workplace Romance: Real Advice for Men | Just Ask Her (Ep. 39)
Episode 39: Dating After Divorce, Overcoming Insecurities & Navigating Workplace RomanceIn this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt answer real listener questions about the challenges men face in modern dating.Topics Covered:Dating After Divorce: Daniel, a recently divorced dad living in the Caribbean, asks how to navigate dating w
From Public Shaming to Second Chances: Navigating Modern Dating Drama (Ep. 38)
In this episode, Gracie and Tracy tackle three powerful listener submissions about dating challenges, online reputation, and moving on after heartbreak. They offer no-nonsense advice on handling public shaming in online groups, building momentum with a newly single neighbor, and recovering from a whirlwind romance that ended abruptly. Plus, they announce the launch of the Self-Made Man Dating Jour
Taking Initiative in Your Dating Life (Ep. 37)
Hosts:Gracie Pleschourt (Dating Expert) & Tracy Pleschourt (Certified Life Coach)Episode Summary:In this episode, Gracie and Tracy tackle real listener questions about dating challenges, mindset shifts, and taking control of your love life. They offer no-nonsense advice from a woman’s perspective, helping single men date with confidence and intention.Listener Submissions & Key Takeaways:Da
Am I Ever Someone’s First Choice? | Healing After Rebound Heartbreak, Starting Conversations, and Breaking Old Dating Patterns (Ep. 36)
In this powerful episode, we hear from three men navigating dating after heartbreak, rejection, and personal transformation. Tiago, a newly single dad, opens up about falling hard for a woman fresh out of her own divorce—and the grief of not being chosen. Brady asks how to confidently start conversations in person and online. And Brandon vulnerably explores a repeating pattern of giving too much a
Ghosted After 3 Perfect Dates? Here’s What Women Wish You Knew (Ep. 35)
It’s one of the most painful dating experiences: everything feels amazing… and then she disappears.In this raw, relatable episode of Just Ask Her, we unpack three powerful submissions from men navigating ghosting, rejection, and confusion after what felt like real connection:Luke opens up about an overseas trip that changed everything with a woman he thought he was building something real with. No
When Feelings Resurface: What to Do When the One That Got Away Comes Back (Ep. 34)
She said she only wanted something casual… but your heart didn’t get the memo.In this episode of Just Ask Her, we’re diving into three real stories that hit home for a lot of men:A 36-year-old man rekindles something with the woman who once ghosted him—only to find himself falling all over again. Is she just bored… or is there still a chance?Another listener goes from intimate and honest connectio
Politics, Privacy & the Girl Next Door (ep. 33)
This week on Just Ask Her, we’re tackling three very real (and wildly different) dating dilemmas from our listeners:Carlos wants to know if there’s any hope for a conservative guy dating in a liberal city—or if he should hold out for a future move.Mark has rekindled things with his high school sweetheart… but there’s one big problem: she’s still best friends with his ex-wife.And an anonymous bache
When It Feels Real… But She Pulls Away
In today’s episode, we’re diving into three powerful stories from men navigating the messy middle of modern dating:💔 Luke thought he was one step away from proposing—until she blindsided him with a breakup.😓 Josh is tired of being the one who always initiates, and he’s starting to feel the desperation creeping in.🥲 Jerome had the best first date of his life… but now she’s gone quiet, and he’s left
Too Much, Too Soon: When Early Interest Turns Into Sudden Distance Ep. 31
In Episode 31 of Just Ask Her, we dive into one of the most confusing dating experiences: when everything starts fast, feels promising… and then suddenly falls apart. From whirlwind reconnections to mixed signals after first dates, these listener stories are full of emotional highs, unexpected letdowns, and hard-earned lessons.Evan shares what it’s like to be pulled in deeply—then pushed away afte
Dating After 35, First Dates at 62 & Grieving Love: How to Begin Again (Ep. 30)
What does it really take to start over in dating—whether you’re 36, 62, or healing from deep emotional loss? In this episode of Just Ask Her, we respond to three powerful submissions from men navigating dating later in life.We talk about:How to date after a bipolar diagnosis and little-to-no experienceThe challenges of dating in your 60s and getting past the first dateWhether it’s fair to pursue s
When the Vibes Are There… But She Isn’t: Mixed Signals, False Starts, and the Friend Zone (Ep. 29)
Why do some of your best dates go absolutely nowhere? In Episode 29 of Just Ask Her, Gracie and Tracy break down the most frustrating moments in modern dating—from ghosting after great chemistry to navigating the mixed signals that leave you stuck in limbo.We answer three listener questions that highlight common (but painful) scenarios:Why women disappear after everything seems to be going wellHow
Navigating Summer Sparks, Career Focused Dating, and Decoding Mixed Signals Ep. 28
In this episode of 'Just Ask Her,' hosts Gracie Pleschourt, a dating expert, and her co-host Tracy Pleschourt, a certified life coach, tackle three insightful submissions from male listeners facing distinct dating challenges. They begin with JJ, a college student wondering how to keep a new spark alive over a three-month summer break. Next, they advise Mike, a 30-year-old trauma survivor worried i
Dating in Small Towns, Big Cities & Emotional Limbo: Should You Stay or Walk Away? (Ep 27)
In this episode of Just Ask Her, Gracie and Tracy tackle three powerful submissions from men feeling stuck—whether it’s bumping into your ex at the gym, navigating emotionally messy flings in big-city bars, or wondering if your small town is what’s keeping you single.You'll hear:How to protect your peace when “no contact” isn’t possibleWhy big city dating often feels like one big performanceWh
How to Stop Being the ‘Safe Guy’ and Start Being Seen Romantically (Ep 26)
EP 26 — Timing, Betrayal, and the Friend Zone: Real Advice for Modern DatingIn this episode of Just Ask Her, Gracie and Tracy tackle three brutally honest listener submissions from men navigating complex, emotional dating challenges:🩺 A cancer survivor steps into the dating world for the first time—only to kiss a woman who turns out to be married.🧸 A self-described “safe guy” keeps getting friend-
Dating Advice for Men Who Feel Out of Practice, Out of Options, or Unsure Where They Stand (Ep 25)
Episode 25 – Dating Advice for Men Feeling Out of Practice, Out of Options, or Unsure Where They StandIn this episode of Just Ask Her, Gracie and Tracy respond to three real and relatable listener stories that highlight what so many men are quietly struggling with—feeling behind in dating, unsure how to make a move, or completely lost on what women actually want.Here’s what we cover:✅ When you fee
Feeling Like You’re Behind in Dating? Here’s What to Do Next (Ep 24)
This week, Gracie and Tracy respond to three real submissions from men who feel like they’re doing everything right—but still struggling in their dating lives.They talk about what to do when you’re successful on paper but can’t seem to meet women your age, how to recover after giving too much to someone who took advantage of you, and how to date confidently when you feel like a “late bloomer” who’
Is Being Too Nice Costing You Dates? (Ep #23)
This week, Gracie and Tracy respond to two submissions that hit on a common frustration: putting in effort and still not getting the outcome you want.They talk about what to do when you keep hearing you're “too sweet” or “a great guy” but still get rejected—and how to handle it when every conversation with a woman feels like a dead end.They also break down this week’s polls:🔸 What it really me
Ep 22: Nice Guys, Situationships & Starting Over
This week, Gracie and Tracy cover everything from confusing situationships to rebuilding your confidence after divorce.They unpack how to handle it when she says you're just friends but keeps hooking up with you, whether it's time to give an ultimatum to a girl who's still living with her boyfriend, and how to stop feeling lost when it seems like you don’t belong anywhere.They also off
Ep 21: When You’re Doing Everything Right—But Still Not Meeting Women
This week, Gracie and Tracy talk about what happens when focusing on self-growth starts to make dating feel… unnecessary, how to handle it when women change your date plans (and whether that’s a secret test), and the pros and cons of dating someone who’s connected to your family through past relationships.Plus, they react to your votes on this week’s polls—like the most confusing part of dating an
Ep 20: Is It Even Worth Dating Right Now?
This week, Gracie and Tracy dive into three listener submissions.They talk about what dating feels like after divorce and years off the market, how to handle it when your proposal gets rejected and you're unsure where the relationship stands, and whether it’s worth putting yourself out there when you’re still working on your weight loss goals.They also react to this week’s poll results on exes
Ep 19: She’s Grabbing Dinner with Her Ex… What Do I Do?
This week, Gracie and Tracy dive into listener submissions that include: what to do when you feel stuck and scared you’ll never find someone, how to handle your girlfriend grabbing dinner with her ex, and adjusting to dating an ultra-independent woman when you’re used to being the caretaker in the relationship.They also react to your responses to this week’s polls—including top fears in dating and
Ep 18: Why It Keeps Ending After 3 Dates (And How to Fix It)
This week, Gracie and Tracy are back from Utah and diving into three relatable listener submissions: how to stop sabotaging early dating stages, why you’re not getting texts back after meeting women on a night out, and whether it’s ever a good idea to try and reach back out to a girl you ended things with in the past.If you want help with your dating life, join the exclusive Dating With Gracie Mem
Ep 17: She Checks All the Boxes—So Why Don’t I Feel It?
In this episode of Just Ask Her, Gracie and Tracy tackle some of the toughest dating dilemmas men face—choosing between chemistry and compatibility, navigating feelings for a friend, and decoding mixed signals from a woman who “has love” for you but doesn’t want a relationship.If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:https:
Ep 16: Does She Like You Or Just Want a Free Drink?
This week Gracie and Tracy dive into the complexities of workplace romances, strategies for avoiding being used for free drinks, whether men should be honest about their height on dating profiles, and how to deal with an ex who moves on quickly but still remains in contact. If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:https://ww
Ep 15: Is There Such a Thing as 'The Right Person, Wrong Time'?
In this episode of 'Just Ask Her,' Gracie and Tracy address how to handle feeling exhausted from past relationships, setting and maintaining boundaries when someone doesn't share your romantic interest, and the complexities of workplace crushes. They also discuss audience polls about 'right person, wrong time' and attitudes towards dating women who earn significantly more. If you want help with yo
Ep 14: How to Have a Shot With Younger Women
This week Tracy and Gracie kick off the episode with their opposing opinions on the popular dating show, Love Is Blind. The topics covered include the chances of rekindling after being rejected, dating age gaps, and dating women who have complicated personal lives. If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:https://www.skool.com
Ep 13: Dating Multiple Women at Once
This week Tracy and Gracie read the first ever update from a previous submission! They also touch on themes such as navigating long-distance connections, handling insecurities, and dating multiple people respectfully.If you want help with your dating life, join the exclusive Dating With Gracie Membership for single men:https://www.skool.com/dating/aboutIf you'd like a chance to
Ep 12: How to Leverage Being Single on Valentine's Day
In this week's episode Gracie and Tracy provide advice to single men on navigating Valentine's Day. The episode covers everything from leveraging the day to meet single women, planning special, yet not over-the-top dates, and avoiding common Valentine's Day pitfalls.Valentine's Day Masterclass Sign up (Feb 14th, 2025):https://datingwithgracie.com/masterclassIf you want help with your dating life
Ep 11: Work Crushes, Exes, and Valentine’s Day Announcement
In this episode of 'Just Ask Her,' dating experts Gracie and Tracy Pleschourt discuss navigating feelings for a close friend at work and reconnecting with an ex. Gracie announces a special free live Valentine's Day masterclass on attracting your dream girl. They analyze listener submissions, offering advice on expressing feelings to a recently single friend and the complexities of reki
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