In this subscriber Q&A, Jillian responds to a thoughtful (and spicy) letter from a middle-aged man struggling with “taking it slow,” sexual compatibility, and the pressure men feel to plan and pay early on. She reframes dating through her “three levels of relating,” calling out score-keeping and advocating for generosity, empathy, and character over transaction. Jillian highlights women’s safety needs, why real compatibility starts with honest conversations (including about kink), and how to turn “burden” into leadership by planning dates you actually enjoy. It’s direct, compassionate guidance for anyone who wants a healthier path to commitment.
Join my community and membership, The Conscious Woman
Submit your relationship question for Jillian at https://forms.gle/FbtgkGTwfnrjvHwW7
Order Jillian's book It Begins with You: The 9 Hard Truths About Love That Will Change Your Life at https://www.jillianturecki.com/book
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Follow the show on:
Instagram: @jillianonlove
Email the show at hello@jillianonlove.com
Subscribe to Jillian on Love+ on Apple Podcasts or Patreon
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Follow Jillian Turecki on:
Instagram: @jillianturecki
TikTok: @jillian.turecki
X: @JillianTurecki
Visit her website at jillianturecki.com
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Hosts & Guests
Information
- Show
- FrequencyUpdated weekly
- Published25 September 2025 at 04:00 UTC
- Season3
- RatingExplicit