Category Archives: Horror Stories

You Know What’s a Good Idea? Condoms. Especially with Internet Dates. Seriously…

It’s always a fascinating experience, having sex with someone new. There may be things you’ve done with others that they don’t like at all. Or approaches you’ve never even considered that they can’t live without. Then of course there’s all … Continue reading

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Posted in Horror Stories | 7 Comments

Ever Been Dumped Because of the Homeless? I Have!

It’s hard to know when you’ve really hooked a girl. Is it when she first laughs at one of your jokes? Or after that first kiss goodnight? Or, maybe, is it the first time you have this timeless romantic exchange… … Continue reading

Posted in Horror Stories | 19 Comments

The Man Who Stalks Bad Dates

I threw down the gauntlet a few weeks back, and asked you readers to step up the insanity of your Internet dating game. And I’m not sure what this says about me and the sort of people I attract, but … Continue reading

Posted in Horror Stories, Your Awful Stories | 10 Comments

Can You Tell Someone Their Email Sucks?

It’s never happened to me because, well, I write amazing emails. Or rather, I write one amazing email, change it a bit, then send it to a ton of different people. But apparently there is a new trend of vigilantism … Continue reading

Posted in Advice, Horror Stories, Internet Dating is Weird, Your Awful Stories | 22 Comments

That Moment When You Find Out Your Date is Racist…

I wouldn’t say I’m pessimistic about Internet dates. I prefer…realistic. I recognize that most of them are going nowhere, so I don’t really do the whole getting-excited-about-people-I-meet thing. Anyone can look good after two drinks and a couple of their … Continue reading

Posted in Horror Stories | 24 Comments

Men: Don’t Talk About Sex in Your Emails

Surely you’ve read last week’s groundbreaking post about people who discuss sex in their dating profiles. I’ve been contacted by some very important and people, and talk is we’re up for a Peabody. (Disclaimer: May not be true.) But I’ve … Continue reading

Posted in Advice, Horror Stories | 6 Comments

Beware of a Date Who Admits To Googling You…

Everyone researches their date. It’s nothing to be ashamed of. If a real email or last name happens to get dropped in conversation, then yeah, you’ll jump over to Facebook and check the person out. Maybe to see a few … Continue reading

Posted in Horror Stories | 20 Comments

Do People Actually Wear Christmas Sweaters on Dates? Yes, They Do

There are people who can pull off seasonal clothing, I think we can all agree on that. Babies, grandmas, little kids who get forced into it by their parents who want to take pictures that will subtly mock them for … Continue reading

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What Happens When You Date Someone Under 25

I get a lot of emails asking how young is too young to date. And, not surprisingly, most of these emails come from men. Ok, all of these emails come from men. So as a way of answering these “gentlemen,” … Continue reading

Posted in Horror Stories, Internet Dating is Weird | 7 Comments

Why You Should Never Take a Date to a Concert

I have a long held rule about taking dates to the theater. I love theater. And I love girls who love theater. But I found that every time I would ask a girl to check out the next big thing … Continue reading

Posted in Horror Stories, It's Not a Match Classic | 8 Comments