Web Dating 101: Always Trust the Worst Picture

Let’s say you’re going out on a date with Meg Ryan, but have no idea what she looks like. Maybe you’re not a big movie person, or maybe you’re not a big shitty movie person, but the point is, you couldn’t pick Meg out of a crowd. So, being the conscientious dater she no doubt is, Meg sends you a few pics…

Wow. Cute, wholesome, I’m liking the sound of this.

Damn. A little older, a little sexier. Sign me up!

Holy Christmas! That is one of the most beautiful women I have ever seen. I have no idea why she wants to go out with me, but I AM IN!


Three great pictures, all a little different, all splendid in their own right, and one hellacious photo of the Lip Monster from the Isle of Botox. So what do you do? You ignore the bad picture, figure she looks great in three-quarters of the photos and agree to get all Sleepless in Seattle with Meg on Friday night, right? WRONG.

Always Trust the Worst Picture. I can’t say this enough. Always Trust the Worst Picture. Every dating profile on the Internet has a mix of photos, some good, some bad, and we have to decide what the person actually looks like. I find that if I really like a lady’s personality, if we’ve established some quality email banter, then I’ll ignore the bad pictures, talk myself into the good, and head off optimistically for a sure-fire dating success. Then I see her in person and, realizing I that have an hour ahead with someone I’m not attracted to, mutter to myself, “Always trust the worst picture!”

Hooochi mochi…

I know this sounds pessimistic. Maybe it even sounds a little jerky. But people post their best pictures so you can see how hot they can ideally be, then they post the worst ones so you won’t be disappointed by the reality. I mean, come on, ask yourself this, “why would someone display a bad picture if it’s not what they look like?” Are they really as irresistible as the first three Meg photos, then they just added in the last one to balance shit out, so you don’t have an excitement heart attack on your way over? Or maybe they called up one of their computer buddies and said, “You know how I’m super hot? Well, I was wondering if you could take a picture of me and make it look entirely the opposite. Yeah, old, kinda crazy, with a real bird’s nest on my head. I’m thinking…one of Marge’s sisters from The Simpsons. Actually, you know what? Just make it look like I smell. Can you do that? Why? For Internet dating, you silly…”

It’s an understandable instinct to want to look as good as possible online. Some people, that’s where the instinct ends – so all their pictures are from two years ago, before they put on 15 lbs and lost their arm in a horrible tractor accident. Other daters know that it’s important to be truthful, and balance every great photo out with an average, everyday snapshot. Then there are the select few who are actually super hot and look as good as any picture every could. Those people are called “motherfuckers”, and they’re too busy at George Clooney’s Italian villa to date online.

So don’t complicate things. Ask yourself this simple question, “if he/she looks as only good as their worst picture, will I want to date them?” Because let’s be honest, they’re gonna look only as good as their worst picture. Don’t obsess over their profile trying to decipher which shot looks most accurate, which lighting seems more true. Just accept the facts and see where you stand. If you always trust the worst picture, you’ll be fine.

Oh, and if you get a chance, dress up like Einstein. I hear Meg’s into that…

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2 Responses to Web Dating 101: Always Trust the Worst Picture

  1. J.J. says:

    If you’ve progressed to phone conversations and are at the point where you’re talking about meeting in person, ask them to take (and send you) a picture of themselves right then and there, while you’re both talking on the phone – and you do the same. You can say it’s make it easier to find each other when you do meet in person. But the real purpose is to get a current, undoctored picture while flushing out the liars, cheaters or players.

  2. Nauseated By The Lies says:

    Meg Ryan?

    Really? On what planet is she “hot” or “irresistible”? Very little difference to me in all 4 pics :o

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