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young couple flirting outside the woman's door

The Playwright, Again

I should have lighting-fast dating reflexes. I’ve been doing this for 20 years. This is my job, damnit. But I couldn’t figure him out...... More

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Couple on a date in the city. Source: Shutterstock.com/Konstantin Sutyagin
The Playwright

Sarah's latest date has New York City rooting for the match–literally. ... More

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The Improper Assignation

He wanted to have dinner and I thought nothing of it. We’re old friends. But it was everything like a date–the best I'd had in... More

woman with red fingernails playing chess. Source: Shutterstock.com/Dima Sobko
The Comic

Sometimes it is easier to play through a weird date than to get up and leave. ... More

White gold wedding bands on an invitation tied with a red bow. Source: Shutterstock.com/Podvysotskiy Roman
Wedding Announcement

Sarah finds out the man who swept her off her feet only to make an unexpected and traumatic exit, her Mr. Hyde, got married. ... More

Close up of a middle-aged male doctor. Source: Shutterstock/wavebreakmedia
The Doctor

The grand unified theory of matchmaking states: If someone else is the friend, you are the favor. I don’t care. I take referrals.... More

man and woman having a glass of wine at an apartment
The Captain

At a certain point in the dating project, most men flirting with me were other women’s husbands. The Captain, an ex I had dated around... More

A hoarder's pile of clothes, shoes, and other odds and ends
The Collector

Sarah finds her latest date compelling, but is her attraction enough to overcome his unusual profession? ... More

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The Economist, Part III

After standing Sarah up on their second date, the Economist sends another surprising email: I'm flattered. I like you. But I can't.... More

AstronautFeatured
The Astronaut

Sarah knew this date wasn't going to end well the minute he turned his nose up at her favorite book.... More

Hands
The Foreigner

Hand holding in a cafe 10 minutes into a first date seems forward, but when Sarah decides to let her date get a bit too... More

young woman leans over the back of a chair, a cup of coffee in hand, to check her email on a laptop
The Economist, Part II

Hair washed, giddy about date number two with The Economist, I was applying my date face when I got an email in the late afternoon:... More

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The Economist, Part I

The Economist and I met online, and then we met in person at my favorite date bar. We became those people on a first date... More

Young woman and a young man having coffee.Source: Shutterstock.com / racorn
The Composer

The Composer has all the qualities I seek–funny, generous, blue eyes, Jewish–except that he's married to a man. ... More

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