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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 not you, it’s me,” this episode gives you practical mindset shifts and grounded reminders that real connection is built, not bought, and emotional resilience is something you grow through experience.
You’ll also hear how to stop relying on “safe” but stagnant connection, how to handle the grief of dating endings (even early on), and how to create a stronger emotional experience on dates without becoming performative.
In this episode:
Why transactional connection can reduce real-world dating initiative
The difference between kindness and lack of boundaries
A neuroscience-based reframe for why early rejection hurts so much
How to build emotional resilience through dating experiences
Why first-date “fit” isn’t enough—chemistry is physiological
How playful contrast (used sparingly) can create romantic tension
The “chooser mindset” exercise that changes your energy on dates
The 5-minute pre-date reset to avoid “please choose me” mode
Time Stamps / Chapters
00:00 Pre-date mindset: stop performing, start choosing
00:41 Welcome to Just Ask Her + “dating with confidence” mission
01:00 Minneapolis deep-freeze + “economic ice out” context
04:48 Submission 1 (Ralph): paid companionship/OnlyFans + feeling “behind”
09:11 Why transactional connection blocks real relationships
14:14 Protective narratives, dopamine spikes, and the post-date “crash”
22:05 Practical plan: pause the exclusive online tie + 90-day app commitment
25:01 Submission 2 (Chris): 65, post-separation, rejection grief + resilience
31:02 “You’re grieving the possibility”—why it hurts after 3 in-person dates
37:03 “Is it too late?” + uncertainty is part of dating (not a problem)
39:53 Self-Made Man Dating Journal announcement (Amazon link in show notes)
41:12 Submission 3 (Drew): first dates → “it’s not you, it’s me” texts
46:21 Chemistry = felt experience + playful contrast (don’t overdo it)
55:11 The chooser exercise + 5-minute pre-date reset
01:00:15 Wrap: Episode 62 closing
Hashtags:
#DatingAdvice #DatingConfidence #EmotionalResilience
Keywords:
dating with confidence
chooser mindset dating
stop people pleasing on dates
emotional resilience in dating
handling dating rejection
dating after divorce at 65
dating after separation
grieving the possibility dating
transactional relationships dating
first date chemistry tips
how to get a second date
playful banter on a date
boundaries in dating
mindset before a date
By Hosted by Gracie Pleschourt — Dating Coach + Confidence Expert for Men4.9
3535 ratings
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 not you, it’s me,” this episode gives you practical mindset shifts and grounded reminders that real connection is built, not bought, and emotional resilience is something you grow through experience.
You’ll also hear how to stop relying on “safe” but stagnant connection, how to handle the grief of dating endings (even early on), and how to create a stronger emotional experience on dates without becoming performative.
In this episode:
Why transactional connection can reduce real-world dating initiative
The difference between kindness and lack of boundaries
A neuroscience-based reframe for why early rejection hurts so much
How to build emotional resilience through dating experiences
Why first-date “fit” isn’t enough—chemistry is physiological
How playful contrast (used sparingly) can create romantic tension
The “chooser mindset” exercise that changes your energy on dates
The 5-minute pre-date reset to avoid “please choose me” mode
Time Stamps / Chapters
00:00 Pre-date mindset: stop performing, start choosing
00:41 Welcome to Just Ask Her + “dating with confidence” mission
01:00 Minneapolis deep-freeze + “economic ice out” context
04:48 Submission 1 (Ralph): paid companionship/OnlyFans + feeling “behind”
09:11 Why transactional connection blocks real relationships
14:14 Protective narratives, dopamine spikes, and the post-date “crash”
22:05 Practical plan: pause the exclusive online tie + 90-day app commitment
25:01 Submission 2 (Chris): 65, post-separation, rejection grief + resilience
31:02 “You’re grieving the possibility”—why it hurts after 3 in-person dates
37:03 “Is it too late?” + uncertainty is part of dating (not a problem)
39:53 Self-Made Man Dating Journal announcement (Amazon link in show notes)
41:12 Submission 3 (Drew): first dates → “it’s not you, it’s me” texts
46:21 Chemistry = felt experience + playful contrast (don’t overdo it)
55:11 The chooser exercise + 5-minute pre-date reset
01:00:15 Wrap: Episode 62 closing
Hashtags:
#DatingAdvice #DatingConfidence #EmotionalResilience
Keywords:
dating with confidence
chooser mindset dating
stop people pleasing on dates
emotional resilience in dating
handling dating rejection
dating after divorce at 65
dating after separation
grieving the possibility dating
transactional relationships dating
first date chemistry tips
how to get a second date
playful banter on a date
boundaries in dating
mindset before a date

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