The marriage proposal, debunked

This issue was originally published on September 19, 2025 on Substack.

I’m in Dallas for a wedding. It is sprawling and flat, and makes San Francisco look like Europe. I skipped last week’s newsletter because I was writing in direct exchange for money, and when that happens I am BUSY, OK? If you’re an editor reading this, you should probably commission a story from me, like, now because I’m child-free and pouring 80% of my energy into work. It won’t be that way forever. (The remaining 20% is reserved in perpetuity for frolicking—browsing, cooking, planking, looking at antiques in the beating sun, smothering my cat, etc.—I will never give it up!)

The other night at dinner, I spent two hours listening to a friend tell me about her relationship, specifically the slow on-ramp to engagement. We drank prosecco and picked at a poorly deboned branzino. I had a pounding headache (bubbles F me up), but it was nothing compared to the year of anguish she’d spent maneuvering one conversation after another with her boyfriend. Her words reignited a side quest of mine—a light crusade against the patriarchy—to dispel the myth of the proposal as a spontaneous act of love and commitment.

It may appear that way in a photo on social media. Whether it’s Taylor Swift and Travis Kelce or close friends, we see the spectacle, the diamond, the kneeling man. What we don’t see are the strenuous conversations about timing, budget, and expectations that make the picture-perfect moment possible.

As society continues to embrace feminism, our relationships have followed suit. Men are helping out more around the house and women are initiating more prenups than ever before. In 2014, Bumble was founded on the basis that women make the first move. But one relationship ritual remains almost entirely unchanged: the marriage proposal. Men still do the asking. Recent studies suggest only 2 to 5 percent of women in heterosexual relationships propose. This means the vast majority believe their role is to wait, so they sit in the dark or feel guilty when they inevitably shine a flashlight into that corner of their partner’s mind.

I know this firsthand. Although I was shocked the moment my husband popped the question (despite him leading me into an open field en route to a restaurant; I thank my abysmal sense of direction for not catching on), I knew it was coming because we’d talked about it at length. And every married person I know describes a similar experience.* The “surprise” proposal is usually the final step in a long negotiation.

Even the strongest couple I know, together 30+ years, fought during their 7-year on-ramp!

I apply the word “negotiation” to the prelude, not to the viability of the engagement itself. No one should be convincing or manipulating anyone into marriage! But friction at that stage is normal, and most women don’t realize it until they’re in it themselves. That a man intuits and then executes a seamless proposal at the opportune time is a fallacy fed to us by the media. Others I can think of: a pregnant woman’s water breaks minutes before going into labor, sexual partners climax at the same time, best friends drift apart once one person must relocate to Europe for work. All possible but unlikely.

*If you had a unicorn proposal with no preliminary discussion, DO get in touch.



In this FLD: The perfect “set up” formula, stay-at-home-motherhood is booming, why you don’t need a true bestie, and the importance of riffing with your partner.

Have a story or topic I should look into? Write to me at: fendiliudufner@gmail.com 💌

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Have a story or topic I should look into? Write to me at: fendiliudufner@gmail.com 💌 〰️

Photo by William Connors

  • Female pop stars aren’t singing male praise. Since the late 1960s, lyricists have evolved from universal themes to confessional storytelling—and modern women aren’t impressed by their lovers. In 1972, Carly Simon famously sang, “You’re so vain, you probably think this song is about you.” In Sabrina Carpenter’s newest album, she calls her man “stupid,” “slow,” and “useless.” She asks, mocking a caveman, “Why so sexy if so dumb? / And how survive the Earth so long?” It’s yet another manifestation of women becoming choosier and more critical as they gain power and wealth.

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Relationship advice from the '60s and '80s: outdated or pertinent?