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Times two dating

As of this writing, 38% of Americans who describe themselves as “single and looking” have used an online-­dating site.

It’s not just my ­generation—boomers are as likely as college kids to give online dating a whirl.

The question nagged at me—not least because of my own experiences watching promising relationships peter out over text message—so I set out on a mission.

Medium height, thinning brown hair, nicely dressed and personable, but not immediately magnetic or charming.

The first girl, he said, was “a little too tall,” and the second girl was “a little too short.” Then he met my mom. Let’s look at how I do things, maybe with a slightly less important decision, like the time I had to pick where to eat dinner in Seattle when I was on tour last year.

He quickly deduced that she was the appropriate height (finally! First I texted four friends who travel and eat out a lot and whose judgment I trust. Finally I made my selection: Il Corvo, an Italian place that sounded amazing. (It only served lunch.) At that point I had run out of time because I had a show to do, so I ended up making a peanut-butter-and-banana sandwich on the bus.

If he walked into a bar, you’d probably go, “Oh, there’s a white guy.” At our focus group on online dating in Manhattan, Derek got on Ok Cupid and let us watch as he went through his options.

These were women whom Ok Cupid had selected as potential matches for him based on his profile and the site’s algorithm.

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