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Asking Eric: My Friend Has Been with Boyfriend for 20 Years. Why Won’t He Pop the Question Already?

Despite planning every wedding detail, the boyfriend has not proposed after 20 years, highlighting the need for open communication about their future, experts advise.

  • A woman who has been in a relationship with her partner for over two decades moved into his home following her mother’s passing eighteen months ago.
  • The boyfriend has planned every detail of a future wedding but has not proposed despite their long relationship, raising questions about marriage.
  • They participate in each other's gatherings, including celebrations, memorials, birthday parties, athletic games, and workplace socials, although they seldom have the chance to share truly quality moments together.
  • The author advises having honest conversations about wants and timetables to clarify intentions, noting 'If you don't want to go, don't go' as practical guidance.
  • The situation suggests that communication is crucial for relationship health and that skipping some family events may cause hard feelings but is acceptable if handled openly.
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13 Articles

The Baltimore SunThe Baltimore Sun
+5 Reposted by 5 other sources
Center

Asking Eric: Longtime boyfriend has dream wedding plan but won’t propose

Open the article to view the coverage from The Baltimore Sun

·Baltimore, United States
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The Mercury newsThe Mercury news
Reposted by
Orlando SentinelOrlando Sentinel
Lean Left

Asking Eric: He has every detail of their wedding planned, but he won’t propose

Eric Thomas: No ring after more than 20 years together.

·San Jose, United States
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  • 62% of the sources are Center
62% Center

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Chicago Tribune broke the news in Chicago, United States on Thursday, September 18, 2025.
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