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PODCAST

Just Ask Her - Dating Advice for Single Men

Hosted by Gracie Pleschourt — Dating Coach + Confidence Expert for Men

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

society & culture relationships

All Episodes

00:31:11

Stood Up Again? Real Talk on Dating Disappointments,...

Just Ask Her - Dating Advice for Single Men ·

2025/09/17

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 knowing what your date looks like, how to handle awkward first impressions, and why short, low-pressure

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00:36:28

Real Stories, Real Advice: Overcoming Dating...

Just Ask Her - Dating Advice for Single Men ·

2025/09/11

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 his network, and building confidence through daily habits.Nick, a single dad and school administrator,

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00:37:50

Breaking the “Just Friends” Cycle: Flirting,...

Just Ask Her - Dating Advice for Single Men ·

2025/09/02

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 the “friend zone”What to do when you’re ghosted after a promising connection—and how to separate facts

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00:39:21

From Heartbreak to Healing – Real Advice for Men...

Just Ask Her - Dating Advice for Single Men ·

2025/08/27

Episode 40: From Heartbreak to Healing – Real Advice for Men Ready to Date AgainWelcome 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.In this episode:Submission 1 (Chris, 32, UK Firefighter):Chris finds himself repeatedly attracting women

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00:42:33

Dating After Divorce, Overcoming Insecurities &...

Just Ask Her - Dating Advice for Single Men ·

2025/08/20

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 with kids, a limited dating pool, and emotional healing. Gracie and Tracy discuss emotional availability,

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00:42:00

From Public Shaming to Second Chances: Navigating...

Just Ask Her - Dating Advice for Single Men ·

2025/08/13

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 Journal, designed to help men reflect and grow in their dating lives.Show Notes:00:00 – IntroductionGracie

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00:31:12

Taking Initiative in Your Dating Life (Ep. 37)

Just Ask Her - Dating Advice for Single Men ·

2025/08/06

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:Dakota’s Dilemma:A 31-year-old entrepreneur struggling to find quality matches while living with family

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00:39:54

Am I Ever Someone’s First Choice? | Healing After...

Just Ask Her - Dating Advice for Single Men ·

2025/07/30

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 and being left behind.If you’ve ever asked yourself: Why does love feel so one-sided? or Am I stuck in

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00:40:45

Ghosted After 3 Perfect Dates? Here’s What Women Wish...

Just Ask Her - Dating Advice for Single Men ·

2025/07/21

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. Now she’s gone—no warning, no clarity—and he’s still holding on.Spencer shares the story of his whirlwind

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00:30:03

When Feelings Resurface: What to Do When the One That...

Just Ask Her - Dating Advice for Single Men ·

2025/07/16

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 connection to total silence after dating a single mom—what happened, and how do you respond to ghosting that

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00:28:49

Politics, Privacy & the Girl Next Door (ep. 33)

Just Ask Her - Dating Advice for Single Men ·

2025/07/09

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 bachelor is wondering how to strike up a conversation with the woman he always runs into—but never has a

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00:37:53

When It Feels Real… But She Pulls Away

Just Ask Her - Dating Advice for Single Men ·

2025/07/02

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 wondering if he should reach out again.We’ll talk about what to do when effort feels one-sided, why

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00:51:23

Too Much, Too Soon: When Early Interest Turns Into...

Just Ask Her - Dating Advice for Single Men ·

2025/06/25

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 after one perfect weekend. AL wonders if he blew his chance with a hostess who seemed interested… until she

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00:42:11

Dating After 35, First Dates at 62 & Grieving Love:...

Just Ask Her - Dating Advice for Single Men ·

2025/06/18

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 someone who’s still grievingWhy your dating history matters less than your emotional readinessHow to show

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00:52:00

When the Vibes Are There… But She Isn’t: Mixed...

Just Ask Her - Dating Advice for Single Men ·

2025/06/11

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 to read and respond to mixed signals from someone who says they want something casual but keeps acting

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00:34:03

Navigating Summer Sparks, Career Focused Dating, and...

Just Ask Her - Dating Advice for Single Men ·

2025/06/04

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 if his career focus and limited social life are unattractive to potential partners. Finally, they address

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00:33:54

Dating in Small Towns, Big Cities & Emotional Limbo:...

Just Ask Her - Dating Advice for Single Men ·

2025/05/28

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 performanceWhether moving for love is a smart idea—or a sneaky form of self-abandonmentWhat to do when your dating

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00:43:45

How to Stop Being the ‘Safe Guy’ and Start Being Seen...

Just Ask Her - Dating Advice for Single Men ·

2025/05/21

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-zoned and wants to know how to be seen as a romantic option.🚩 A man reconnects with a woman from his

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00:37:54

Dating Advice for Men Who Feel Out of Practice, Out...

Just Ask Her - Dating Advice for Single Men ·

2025/05/14

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 feel like you're doing everything right—and she still chooses someone else✅ Dating after divorce with zero

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00:38:30

Feeling Like You’re Behind in Dating? Here’s What to...

Just Ask Her - Dating Advice for Single Men ·

2025/05/07

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’s already behind.They also break down this week’s polls:🔸 Do you ever feel like you’re behind in your

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