Philippa Perry

Philippa Perry

Finding a relationship after 55

Can you be too intentional when dating 🤔

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Philippa Perry
Jun 04, 2026
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Village courtship by Herbert W. Foster

Could you please do a post about finding love later in life (55+)? I’m 57, accomplished, have a wonderful friendship group and full life, emotionally aware and intentional in dating. However, recently I have had a couple 6 month relationships where, after them having acted “all in” they withdraw from what would be a more real relationship with a future (this is despite them saying that’s what they want as well and lots of early filtering, good boundaries, and clear communication from me). It’s a whirlwind in the beginning - all weekends away, fine dining, etc but when I ask for more meaningful integration and normal everyday life, they withdraw - like it all has to be heightened and the fantasy. How do I find a relationship that can live outside the “bubble”? My long time married friends think I’m crazy for not loving the constant excitement but, while I enjoy that to a point, I want a loving, reciprocal relationship that can exist in the real world too 🤷‍♀️

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