Category Archives: Bad Date Stories

Stories about bad dates.

Dating Tips: Six Ways to End a Date Gracefully

He didn't hold the door; that's the one thing your date must do. Or, maybe he reminds you of your ex or maybe he just disgusts you. Whatever it is, it's been 45 minutes and you already can't stand this guy. There are ways to get out of the date without it being too awkward. Here are some tips: Plan it to be short. A drink, a cup of coffee, a… Continue reading
Also posted in Dating Tips | 2 Comments

Dating Tip: Hookers are Never OK

I know prostitution is the oldest profession. I know hookers are people too. I know sex is just sex. I get it. But here's a tip: when on a first date don't tell someone that you've slept with one. I met a man named Todd through a friend of a friend. He was athletic, attractive, formerly a successful day trader turned high school teacher, and polite. He was great on paper… Continue reading
Also posted in Dating Tips | 15 Comments

It’s Good Day for a Hike

I dated this great guy in college. Without sounding cliche, he really was a nice and considerate guy. Things were never that serious, but I remember hoping that it would be. That summer when we dated, he went on a family trip to Las Vegas. (Red light, red light. Who takes a family trip to Vegas? In the summer no less.) I saw… Continue reading
Also posted in Break Ups | 4 Comments

A Bad Match

It's in my nature to try and play matchmaker. There's nothing more exciting than a blossoming new romance and if I see an opportunity among friends, then I jump at it.

Not too long ago I set up my friend Jen with a co-worker. I had a party and the two met with sparks flying. The next week they met for dinner and somehow things changed.

Jen called me the day
Also posted in Finding Your Match, First Dates | 1 Comment

A Romantic, But Deadly Landmark

Empire State BuidlingI've had two dates at the Empire State Building. Sure, you're imaging a romantic re-do of Tom Hanks and Meg Ryan's encounter, but that wasn't my experience. Both were deadly. The first date didn't actually involve going in the building, but meeting right outside near the Heartland Brewery. Picture me standing there; hopeful… Continue reading
Also posted in First Dates, Single Sites | Leave a comment

Dating Mistakes: Seven Ways to Get Out of Second Date

Seven different tactics for getting out of a second date with a person you don't like. Continue reading
Also posted in Dating Tips, Finding Your Match, First Dates | 2 Comments

Dating Tip: Count Your tic tacs in the Morning

Here's an odd story about a guy who liked counting tic tacs more than sleeping. Continue reading
Also posted in Break Ups, Dating Stories, Dating Tips | Leave a comment

Dating Tip: Fruit Flies are Boring

My friend Brittney is new to New York City and eager to meet all kinds of new people (a/k/a men). After a few weeks of surfing Match.com, she found who she calls, The Scientist. He is actually a Ph.D. student at NYU. Still unfamiliar with the city, she managed to find the coffee shop near Times Square that The… Continue reading
Also posted in First Dates, Single Sites | 3 Comments

Dating Tip: Don’t Get High

I wasn't all that interested in Dave, but I decided to give him a chance in case there was something I overlooked. I did--and still do--believe that dates are like job interviews. Even if you don't want the commitment, it's worth the practice for the real thing. I met Dave at a party. I was chasing around a young, artist-type from the keg to the porch to the living room… Continue reading
Also posted in Dating Tips, First Dates | 2 Comments

My Match Thought I was a Stripper

My friend Elizabeth is a little timid when meeting a new boy. Getting past the first phone number exchange, the first phone call, the first date, the first kiss, the first sleepover all of it is stressful. I know that she is not alone. In fact, I think most of us have anxiety over dating. It's awkward, nerve-wracking, and downright intense, but I remind myself that it's totally worth it. If… Continue reading
Also posted in Finding Your Match | 2 Comments

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