Category Archives: Internet Dating is Weird

Can You Take an Internet Date to a Wedding?

Bringing a date of any kind to a wedding is risky. On paper, it should be a fun weekend. I mean, there’s fancy clothes, an open bar, and food that someone else paid for. It’s like going on a date … Continue reading

Posted in Advice, Internet Dating is Weird | 4 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 | 24 Comments

The Worst Kinds of Dating Site Emailers

Spending a lot of your time online dating doesn’t have a lot of benefits. You get good at calculating the tip on two drinks quickly. And crafting witty responses to fascinating questions like “Where did you go to college?” and … Continue reading

Posted in Internet Dating is Weird | 10 Comments

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 | 8 Comments

The Best Excuse To Cancel a Date Ever

You always remember your firsts, you know? For normal people, it’s their first kiss, or the first time a woman’s smile took their breath away, or the first time they fell in love. For me, it’s a little different. I … Continue reading

Posted in Advice, Internet Dating is Weird | 5 Comments

IM: The Best Way to Get Someone To Hate You

“How’s it hanging, buster?” It’s not a stellar way to begin a conversation with anyone. But if it’s how you begin an Instant Message conversation with a person you’ve never met, chances are the two of you aren’t going to … Continue reading

Posted in Advice, Internet Dating is Weird | 4 Comments

Women: Stop Doing This in Your Pictures

I noticed it for the first time about a year ago. I clicked on a lady’s profile, scrolled through her pictures, and had a good laugh at what I found. It was a funny little surprise actually, and I may … Continue reading

Posted in Advice, Internet Dating is Weird | 12 Comments

Has OkCupid Left Match in the Dust?

It’s a bit of an editorial dilemma. My site is called It’s Not a Match, which makes my use of Match.com rather integral. For years this was not a problem. I knew how to use Match, had no problem finding … Continue reading

Posted in Advice, Internet Dating is Weird | 17 Comments

What’s Match Like for Hot Chicks?

I was going through my emails last night, doing my best to respond to everyone (I’m trying, I promise!), when all of a sudden…a diamond appeared. It was a note from a reader, and it was amazing. My first thought … Continue reading

Posted in Internet Dating is Weird, Your Awful Stories | 150 Comments

How To Break Up with an Internet Date

Breaking up with someone you meet conventionally is pretty easy. I mean, it’s not, it’s gut-wrenchingly awful, but at least you know how to do it. You meet them in person, apologize for having to do this, then brace yourself for … Continue reading

Posted in Advice, Internet Dating is Weird | 10 Comments