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40 Days of Dating

Don’t start reading this if you don’t plan to spend a lot of time reading all of the entries and marveling at the amount of therapy involved.

What do you do when you’re tired of the prospect of dating? Two good friends with opposite relationship problems found themselves single at the same time. As an experiment, they dated for 40 days.

Love is a central theme in humanity across time and cultures. It’s one of the main topics in music, film, novels, poetry, and art. But what exactly is it, and why do we all approach it so differently? How does it affect us so deeply that sane people have gone mad over it?

The dating life in New York City can grow tiresome and wearing. Tim is afraid of commitment, often dating many girls at once, and he’s losing sight of what a healthy relationship means. Jessica is a hopeless romantic, jumping into relationships too quickly, always looking to find “the one.”

It’s been said that it takes 40 days to change a bad habit. In an attempt to explore and hopefully overcome their fears and inadequacies, Tim and Jessica will go through the motions of a relationship for the next 40 days: the commitment, time, companionship, joys and frustrations. Can they help each other, or will they fall into their same habits? Will they damage their friendship? What if they fall in love?


  1. Angelico Nguyen, Esq., OP says

    Day Four:

    Did you learn anything new about Timothy?
    Yes, I found out that Tim is ridiculously picky about the food he buys. He was intent on locating a certain type of almond milk and organic orange juice.

    O RLY?

  2. Angelico Nguyen, Esq., OP says

    Love is a central theme in humanity across time and cultures. […] But what exactly is it […]?

    That’s the easy question: See Benedict XVI on eros, philia, and agape.

    The hard question: What, in the US of A, AD 2013, constitutes a date?

  3. I haven’t been on the market for a good sixteen years, but what I recall about dating was that life went on as normal, but the other person became a larger and larger part of life. What I don’t recall was going to couples’ therapy the week we started going out.

    At least up to day 34 here, it doesn’t look like either of them have made any strides in maturity, commitment, or in striving for the good of the other. Is this a NYC thing?

  4. Coarse Attitudes

    When the hipster heart conspires an armor
    And its jealous and aborted
    Currents breed tiny envies
    True romance is dead
    Awkward self-engagement:
    And the first proposition is jettisoned
    Tongue furiously pumping
    Its clichéd hackneyed gallop
    And so-called thoughts bob up
    In mute social agony
    Embarrassingly crafted
    And forever striving to be original

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