
On singlehood, dating, and the culture around it all
| Platform | Pricing | Only free issues | Publishes | Weekly | |
|---|---|---|---|---|---|
| Issues | 17 | Founded | 6 months ago | Last Issue | a month ago |
| Active | |||||

It’s 2026, which means situationships are running amuck, definitions are blurry, and “seeing someone multiple times a week” and “relationship” are no longer the same thing. Collectively, we’re taking it day by day and seeing how it goes…so...
This is the story of a ‘life-changing’ decision-making framework I learned from a bad first date.
It was spring 2025, and I was meeting Ben at a cocktail bar in Central Square. He owned a software business, and we had similar backgrounds,...
A few weeks ago, I posted my first Cait’s Dating Desk
and got a question in the comments: How do you decide to continue seeing someone a few dates in when it’s not bad, but there’s not a strong spark?
My Saturn is returning, and I’m still...
While doing qualitative research with my married friends for my next piece, I kept getting stuck on something: the lack of time in modern dating.
There’s an unspoken timeline to it. Kiss by date three. DTR by month three. Move in, or move...
Last August, a psychic in the West Village told me my root chakra was blocked.
I didn’t fully know what she meant, but I suspected she was right. She explained that the root chakra governs stability, belonging, feeling grounded in one pla...
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The writers behind this newsletter.
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