let’s talk photos, or: meditations on the selfie

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A mantra I repeat in my advice to friends who want to board the online dating rollercoaster is that your photos can never be too good, and in all likelihood, they’re not good enough.

There are lots of dimensions of not-good-enoughness. There are technical deficiencies: photos poorly lit or underexposed, out of focus, photo of resolution too low to crop effectively. (Did you take your photos during golden hour? It’s a good idea..) There are physical deficiencies: you can be too short, too tall, too fat, skinny, bald, hair too aflutter, etc. Whatever.

You can address these problems the way I do: taking hundreds – or cumulatively thousands – of pictures until you get ones where the the interplay of light and shadow illuminates your stoic jaw in just the right way while your fat is simultaneously sucked in in a persuasively realistic way while you also somehow manage to have a facial expression that communicates neither manic insanity nor dire desperation. Oh, and hopefully your hair is falling in a flattering way.

It takes a couple clicks of the shutter to get it right.

If it weren’t already difficult enough to lose weight or regrow hair or gain a couple inches of height, there’s the even more irksome dimension of what the photos say by virtue of how they’re taken.

Of course what I’m getting at is our collective anxiety over the selfie. Lots of people express distaste for self-taken photographs, but they’re still ubiquitous in online dating profiles. They address a very real problem, which is that it can’t be intimidatingly hard to cultivate a photo of yourself where you really look your best (and it takes a lot of trial and error to get there) and it’s simultaneously embarrassing/uncomfortable to expose one’s insecurity by asking someone to help you take a bunch of photos of yourself.

I used highly trusted best friends for the delicate matter of playing dress-up and having them take photos of me in different poses, different locations, different facial expressions, but as I’ve been getting in shape and improving physically, I’ve wanted new subsequent rounds of photos and both the inconvenience of trying to rope someone into a photo shoot and the social awkwardness of exposing how vain I am (though I think I’m neither more or less vain than anyone else would be under the circumstances) means I’ve more or less abandoned asking friends for help.

Lots of people’s profiles specify they’re uninterested in dating those who have selfies up as their photos. Selfies that are perceived to be egregiously vain – based on what skin the subject is showing, the angle they’ve chosen, their facial expression – get mercilessly mocked on the internet. But make no mistake about it – everyone who’s sat down at the signup screen for an online dating website and built a profile has been conscious and deliberate in choosing the ways in which they’ll be shown.

The crime of the selfie is that the viewer is confronted with the unmistakable evidence of the self-conscious process of presentation management. Self-shot photos are contrived in such an immediately visible way, whereas even the most carefully curated set of images where it is physically impossible for the subject’s arm to have taken the photo doesn’t provoke a reaction.

We’re all vain – or at least those of us who realize how many other lines with well-baited hooks are sitting in the same sea we’re fishing in definitely are. The kind of vanity/insecurity on full display through the very notion of a self-shot photo is part of a whole suite of insecurities we all have to greater or lesser degrees.

But there’s no surer way to fail miserably in online dating than to lay your insecurities bare for all to see.

each person is an independent event

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After a hiatus of a few months while I dated Rachael (#22) exclusively, I’m now back in the OkCupid saddle (trenches?) again.

While I enjoyed myself in my relationship with Rachael, I did miss the habit forming, compulsive aspects of online dating – namely the steady trickle of prospective new lovers to sort through and pursue, as well as the constant roll of the dice excitement of checking my email for news of new messages or contacts through the site.

The grass always being greener of course, it hasn’t turned out to be a thrill a minute since things ended with Rachael earlier this month.

One of the iron laws of online dating that I formulated in my first spin around the block from December 2012 to April 2013 was that one must not attempt to message people from a psychic standpoint of sadness, loneliness, or desperation. I’m not referring to how a lonely person might message people at 2 am Saturday night thus sending the wrong signal, or how the desperate might cast a wider net out of grim determination to find someone, anyone at all.

I’ve had emotional ups and downs over my stints, and I’ve messaged women while in moods good, fair, and foul. I’d like to think that my messages are uniformly good-natured, effortlessly charming, and appropriately thoughtful and engaging, but my results tell me otherwise.

In the wake of my breakup with Rachael I went on a binge, reactivating my profile within the day and scouting out all the women I’d missed out on who’d joined the site since I’d quit. I found a bunch that were suitably attractive and shared enough with me in interests and life outlook, so with a bit of swagger and a desire to stick it to an ex with a quick turnaround, I messaged 10 or 11 women.

Replies? Zero.

A bit of a hit to the ego. I compared notes with one of my best friends on the site and he said he’d been striking out a lot lately as well and that he was taking a break to reassess and that he was bummed out from the results he’d had so far.

It’s easy to envision people of the opposite sex on OkCupid as a bit of a monolith – akin to how all the women at the bar watching a poor sap strike out as he makes his move mark him off as a failure for the rest of the night. Psychologically, it can certainly be difficult to pick yourself up after sending a graceful, thought out message to a woman with whom you’re confident you share quite a bit of compatibility and hitting a wall of silence.

Don’t get bummed! It seems so obvious as to be banal, but every person you message is an independent event in terms of probabilities. Maybe one was annoyed you didn’t capitalize your sentences while the next might view perfect syntax and grammar as hallmarks of an uptight bore. Maybe you dissed her favorite book, maybe you like uncool music – there’s a million reasons to fall in love with someone or to rule someone out as a suitor and it’s important to realize that unless you or your profile has changed drastically, hot and cold streaks don’t really exist and that rejection or success from each person you contact has little bearing on those you approach going forward.

For what it’s worth, for tonight, tomorrow night, and Friday night I’ve got dates with three different women lined up off OkCupid. So I’m glad I didn’t let the whiff fest from three weeks ago get me down.

by the numbers

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Number of first dates (as of March 12, 2013): 19

Date I joined OkCupid: December 2, 2013

Occasions I’ve run into a woman who I’ve met through OkCupid while I was on a date with a different woman from OkCupid: 1

Shortest first date: 2 hours

Mean first date length: 4.7 hours

Percentage of women I met that I asked on second dates: 79%

Of those I asked for a second date, percentage that didn’t want to meet again: 26%

Oldest: 32 years old

Median first date length: 3.5 hours

Total second dates so far: 11

Greatest number of women I’ve been actively seeing simultaneously: 6

Blondes: 10

Youngest: 21 years old

Percentage of women I’ve met who’ve spent time in the two developing countries I’ve studied in: 42%

Of those that have been to the same developing countries, percentage I wanted a second date with: 87%

Longest first date: 17 hours

Mean Age of my dates: 24 years old

Coffee, Alcohol, or Dinner on a first date: 11 coffee/tea shops, 6 bars, 2 dinners

Women I’ve sent initial messages to through OkCupid: 46

Of those I contacted, the percentage that replied: 37%

Of those who replied to me, the percentage I ended up going out with: 82%

Median Age of my dates: 23 years old

Women who have sent me initial messages through OkCupid: 28

Of those that contacted me, the percentage I replied to: 21%

Of those I replied to, the percentage I ended up going out with: 50%

Percentage of first dates that started in one venue and ended somewhere else: 37%

Redheads: 3

Percentage of first dates that went poorly: 0%

Percentage that were mediocre: 5.2%

Percentage that were enjoyable or better: 94.8%

Highest number of total dates I’ve had with a woman I’m no longer actively seeing: 6

Longest consecutive streak of days featuring dates: 5

new beginnings

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I had a long walk back to the light rail station from Grace’s house in early December.

After a fresh and heavy snowfall in this mid-tier American city, I had to traverse a lot of sidewalks that were halfheartedly shoveled, or shoveled not at all. The still air and inconsistent street lighting would usually make a walk at this time of night in this part of town eerie, but my step was uptempo and my spirits were buoyant. When I got on the empty train home, I stood gripping a pole and felt like dancing; I smiled like I’d found Jesus.

Grace and I met up at a hip little joint on the south side. I got there first, even though I was late myself, and when she walked in the door she was every bit as cute as her photos on OkCupid suggested she would be. Her subtle smile she flashed me when I flagged her down told me that she thought I wasn’t half bad looking myself.

Conversation flowed effortlessly for the next three or four hours. She was a recent grad from a nearby liberal arts college who wants to be a doctor and she had the MCAT scores to do it. We found out we did the same dorky activity in high school. We talked politics, religion, swapped stories from the developing country we’d both spent serious time in. I kept her laughing at the stories I told. When I leaned in to the table to be closer to her, she leaned in closer for whatever reason she felt like leaning in closer. I told her she was my first date off the website, and she said I was only her second – and she’d been on there for 8 months.

I’d been on the site for a week.

Flash back some pages on the calendar..

The ex was dropping me off after she had made her feelings clear. I sat in mostly stunned silence as I began the arduous journey of trying to process what the fuck had happened to make the woman I thought I could spend my life with decide she wanted out. When the car stopped, I patted her leg lightly to say goodbye and reached for the door handle.

It was oppressively sunny. My sunglasses came off but hers stayed on. They didn’t catch the tear or two she was shedding; I don’t think this was easy for her either. My naked eyes didn’t conceal any emotion.

She said a pat on the leg was a miserable way to wrap this up and she embraced me with both of her arms. I hugged her tightly too, despite the pain and humiliation I felt. I stammered something stupid about how I shouldn’t feel sad for what I’m losing but should appreciate what I had gotten when I had it – blah, blah, blah. She gave me a surprisingly tender kiss on the forehead, I said goodbye, and I stepped out of the car and out of her life.

The trauma of that day receded into the background as the tap beers flowed that night in December with Grace. This gal was unbelievably cute, had a lot to say, and was doing great work with a non-profit. And she was in the bar with me.

While browsing the singles on OkCupid she’d stood out by virtue of her unreasonably attractive photo. (When I showed the horny old men at the office, their eyes bulged) I scanned her profile, whipped up a couple inane things to message her about, and sent them off. In her reply she said she wanted to skip the internet chit chat and just get together soon; she stressed she wasn’t a serial killer.

I wouldn’t have been super concerned if she were.

As the night wrapped up I offered to walk her back to her place nearby and off we went. When we arrived, she gave me a big hug and we both said we had a lot of fun. I walked off into the night thinking filling the gaping void my ex left wouldn’t be so hard after all.

Of course, if things with Grace had ended up happily ever after there wouldn’t be much great material for one guy’s blog about online dating in the 2010s, would there?

After 31 dates (and counting) with 19 women over three months, I’ve learned a lot. I’ve got some good things going for me, but I’m no model and I’m not a born player. I’ve been fortunate enough to be involved with a series of inspiring, brilliant, and beautiful women – and insomuch as I can help others find love, I’m going to share what I know on this blog.

Follow along on my journey as I try to get back to having merely 99 problems.