Category Archives: Internet Dating is Weird

The Worst Things to Do on a First Date

You guys keep emailing me and asking what’s the best thing to do on the first date. And I appreciate it, I really do. It’s nice to wake up in the morning and see so many messages in the It’s … Continue reading

Posted in Advice, Internet Dating is Weird | 19 Comments

Tinder: The Newest and Most Annoying Way to Internet Date

Have you ever felt like internet dating contains too much information. Like, you finish reading someone’s profile and think, “You know, I feel like I almost know them too well. Is there any way we can put some mystery back … Continue reading

Posted in Internet Dating is Weird | 13 Comments

The Time I Created a Fake Woman’s Profile…

Internet dating is pretty much made for the ladies, right? All you’ve got to do is throw up a couple of pictures, string together a few sentences that aren’t totally cliche, and wait for the emails to come rolling in. … Continue reading

Posted in Internet Dating is Weird | 17 Comments

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