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Dating Older Men: Insights From A Woman in Her 30s

Navigating a relationship with an older man comes with unique joys and challenges.

Jennifer McDougall
3 min readOct 8, 2022

As a woman in her 30s who has experienced the dynamics of dating men 10–20 years her senior, I can offer insights into this sometimes complex world. Here’s a rundown of what I’ve learned and some tips for those considering a relationship with an older partner.

Photo by Alexander Popov on Unsplash

1. Establish Boundaries

While it’s a stereotype that older men can be controlling, setting clear boundaries is essential.

Remember, this relationship should be a partnership where both parties feel respected and heard. Discuss ( and take mental notes) it if you feel he’s dictating your style, career, or social life.

2. Romance Often Comes Naturally

Older men often exude a certain romantic charm. They might have a better grasp of chivalry and might surprise you with thoughtful gestures. Appreciate these moments, but ensure the relationship isn’t solely based on superficial romance.

3. Discuss Traditional Values

Some older men lean heavily into traditional gender roles. If you value gender equality, you must have open dialogues about…

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Jennifer McDougall
Jennifer McDougall

Written by Jennifer McDougall

Host of Life Refined podcast 🎙️ Personal Growth | Self-Improvement | Wellness 💡 Helping you level up your mindset & life. https://linktr.ee/jenmcdougall

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