Just Ask Her - Dating Advice for Single Men
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Just Ask Her - Dating Advice for Single Men

by 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

68 episodes
EN language
All Episodes
1
Dating After Divorce, Trusting Someone With a Past & Approaching Women IRL (Ep. 68)
44:32 Mar 18, 2026
2
Dating Anxiety, Rejection & Texting: How to Stop Spiraling and Stay Confident (Ep. 67)
1:07:58 Mar 11, 2026
3
Dating While Divorcing: Liminal States, Integrity, and What to Do Next (Ep. 66)
46:29 Mar 4, 2026
4
Dating Confidence Under Uncertainty: Rejection, Long Distance, and Apps (Ep. 65)
1:02:16 Feb 25, 2026
5
You’re Not Being Rejected. You’re Rejecting Yourself (Ep. 64)
1:02:13 Feb 18, 2026
6
Rejection Is Data: How to Date with Confidence Instead of Fear (Ep. 63)
48:27 Feb 11, 2026
7
You’re Not Behind, You’re Learning How to Date (Ep. 62)
1:00:36 Feb 4, 2026
8
She Doesn’t Want Marriage After 14 Years—Now What? (Ep. 61)
34:44 Jan 28, 2026
9
Episode 60: Should You Take Her Back? Plus Confessing Feelings to Your Best Friend
34:54 Jan 21, 2026
10
Laid Off and Dating: What to Say (and What NOT to Put on Your Profile)
49:39 Jan 14, 2026
11
Dating Mindset Shifts, Spotify Wrapped Wins, and Real Listener Advice (Ep. 58)
45:07 Dec 31, 2025
12
Why You’re Alone on Christmas (And How to Change It) Ep.57
17:25 Dec 24, 2025
13
Unlocking Dating Clarity: Real Advice for Men, Navigating Mixed Signals, and First Date Success (Ep. 56)
35:35 Dec 17, 2025
14
Why She Didn’t Text Back: Real Talk on Dating Apps, Instagram DMs, and Moving On (Ep. 55)
45:09 Dec 10, 2025
15
Should You Approach Her When She's Alone? Ghosting, Rejection & Building Real Confidence (Ep. 54)
46:57 Dec 3, 2025
16
Gratitude, Growth, and Real Talk: Navigating Dating Challenges & Self-Trust (Ep. 53)
33:35 Nov 26, 2025
17
One Year of No-BS Dating Advice: Real Women, Real Answers – Anniversary Special (Ep. 52)
40:37 Nov 19, 2025
18
Breaking Patterns & Building Self-Trust in Dating (Ep. 51)
41:12 Nov 13, 2025
19
Real Dating Questions Answered – Confidence, Signals & Starting Over (Ep. 50)
26:05 Nov 5, 2025
20
Ghosted, Blocked, and Bouncing Back — Real Dating Dilemmas & Self-Made Man Advice (Ep. 49)
50:26 Oct 29, 2025
21
Dating After Divorce – Confidence, Apps & Real Connections for Men Over 40 Ep. 48
22:31 Oct 22, 2025
22
How to Stop Being the Second Option: Dating with Confidence, Setting Boundaries, and Moving On Ep. 47
33:36 Oct 15, 2025
23
Why Dating Apps Aren’t Working for You: Real Advice to Attract Women & Build Confidence Ep. 46
44:36 Oct 8, 2025
24
Break the Cycle: Real Advice for Dating Confidence, Moving On, and Finding Love (Ep. 45)
41:26 Oct 1, 2025
25
Living at Home, Gym Love, and Mixed Signals (Ep. 44)
32:18 Sep 24, 2025
26
Stood Up Again? Real Talk on Dating Disappointments, Blind Dates & Building Confidence (Ep. 43)
31:11 Sep 17, 2025
27
Real Stories, Real Advice: Overcoming Dating Struggles (Ep. 42)
36:28 Sep 11, 2025
28
Breaking the “Just Friends” Cycle: Flirting, Ghosting, and Setting Standards (Ep. 41)
37:50 Sep 2, 2025
29
How to deal, think about and learn from rejection, and what to do now (Ep. 40)
39:21 Aug 27, 2025
30
Dating After Divorce, Overcoming Insecurities & Navigating Workplace Romance: Real Advice for Men | Just Ask Her (Ep. 39)
42:33 Aug 20, 2025
31
From Public Shaming to Second Chances: Navigating Modern Dating Drama (Ep. 38)
42:00 Aug 13, 2025
32
Taking Initiative in Your Dating Life (Ep. 37)
31:12 Aug 6, 2025
33
Am I Ever Someone’s First Choice? | Healing After Rebound Heartbreak, Starting Conversations, and Breaking Old Dating Patterns (Ep. 36)
39:54 Jul 30, 2025
34
Ghosted After 3 Perfect Dates? Here’s What Women Wish You Knew (Ep. 35)
40:45 Jul 21, 2025
35
When Feelings Resurface: What to Do When the One That Got Away Comes Back (Ep. 34)
30:03 Jul 16, 2025
36
Politics, Privacy & the Girl Next Door (ep. 33)
28:49 Jul 9, 2025
37
When It Feels Real… But She Pulls Away
37:53 Jul 2, 2025
38
Too Much, Too Soon: When Early Interest Turns Into Sudden Distance Ep. 31
51:23 Jun 25, 2025
39
Dating After 35, First Dates at 62 & Grieving Love: How to Begin Again (Ep. 30)
42:11 Jun 18, 2025
40
When the Vibes Are There… But She Isn’t: Mixed Signals, False Starts, and the Friend Zone (Ep. 29)
52:00 Jun 11, 2025
41
Navigating Summer Sparks, Career Focused Dating, and Decoding Mixed Signals Ep. 28
34:03 Jun 4, 2025
42
Dating in Small Towns, Big Cities & Emotional Limbo: Should You Stay or Walk Away? (Ep 27)
33:54 May 28, 2025
43
How to Stop Being the ‘Safe Guy’ and Start Being Seen Romantically (Ep 26)
43:45 May 21, 2025
44
Dating Advice for Men Who Feel Out of Practice, Out of Options, or Unsure Where They Stand (Ep 25)
37:54 May 14, 2025
45
Feeling Like You’re Behind in Dating? Here’s What to Do Next (Ep 24)
38:30 May 7, 2025
46
Is Being Too Nice Costing You Dates? (Ep #23)
37:08 Apr 30, 2025
47
Ep 22: Nice Guys, Situationships & Starting Over
51:03 Apr 23, 2025
48
Ep 21: When You’re Doing Everything Right—But Still Not Meeting Women
46:04 Apr 16, 2025
49
Ep 20: Is It Even Worth Dating Right Now?
1:04:14 Apr 9, 2025
50
Ep 19: She’s Grabbing Dinner with Her Ex… What Do I Do?
1:11:54 Apr 2, 2025
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