"I don't think this is working out," my boyfriend told me one Saturday night in August.
Huh. Well, that certainly caught me by surprise.
Earlier that day, Andy had sent me an email, with the subject line "Tonight":
"I know you don't like surprises, but you're just going to have to deal with it this time. I'll be over at 7pm. I really liked the play last night.
Andy"
We'd agreed on Thursday night to each take charge of a night that weekend. On Friday night, after spending a lot of time online, culling through dining and entertainment options, I took us to one of his favorite restaurants, followed by a play at a small storefront theater up the street from Wrigley Field. It was a nice evening, highlighted by tasty Italian food and cuddling and PDA at the play, but we went our separate ways after the final curtain because he taught a three-hour class on Saturday mornings.
Early on in our relationship, Andy had gone online to purchase a non-FDA-approved mouthpiece to control his snoring. Without it, spending the night with him was like trying to sleep on a runway at O'Hare, complete with full-body tremors. That Friday night, I'd suggested in my oh-so-coy-and-seductive way that he bring the mouthpiece the next night, and he readily agreed.
The next I heard from him was his email Saturday afternoon. He was wrong about me not liking surprises, and in fact I'd been hoping he'd show some initiative with his designated night because I tended to do most of the planning in our relationship. For a guy who owned a dog-eared, marked-up copy of 1001 Ways to Be Romantic, he showed a dispiriting lack of initiative or creativity, satisfied with routinely bringing me sad little 3-for-$10 bouquets from Jewel. Once, he had presented me with a shiny red blouse he'd picked up at Salvation Army--the idea was to put it on so he could rip it off of me--without damaging one of my own shirts with his passion. So I was excited about the so-called surprise. I wrote back to ask what to wear ("casual," he replied) and to remind him: "Don't forget your mouthpiece!" That's right, big boy—we're getting it on tonight.
I spent the afternoon by the lakefront near my home on the north side of Chicago, surrounded by picnicking families and strolling couples. Lying by the jagged rocks that line the shore, I tried to stop myself, but I couldn't help speculating about what might be in store. A romantic dinner? A boat ride? A show? The mind reeled. Well, not so much, actually. I knew the "surprise" might just be an attempt to hide that he had yet to come up with an idea when he emailed me. It easily could be another night eating at the Middle Eastern place in my neighborhood and watching a movie.
Nonetheless, I looked forward to the night ahead and was heartened when the buzzer rang at exactly 7pm. I pressed on the intercom to say I'd be right down, but the buzzer screeched again as I headed out the door. He looked faint as he climbed the stairs to my third-floor apartment, and he greeted me by asking for a glass of water. I tried to joke around a bit in the kitchen but got about as much positive reaction as George Bush at the Sierra Club. He walked into the living room and sat on the couch, where I joined him, confused.
"I don't think this is working out," he said.
Huh. Who knew?
Truth be told, I had an inkling. So, in fact, did my friends, who later told me they'd gotten the impression I'd been gearing up to dump him. Beat me to the punch, the bastard.
So, it really wasn't a big loss, at least as it pertained to Andy himself. In hindsight, he did me a favor—I probably would have kept going just because I was enjoying being in a relationship. There, I said it. I'm sure it's blasphemy to admit, but I liked having someone around, someone to do things for and with. Someone for dinners out and in, shows and other couple activities (not to mention the obvious). It was nice to not always be the single one at gatherings, and I felt like my friends were relieved I had found someone, too. I knew things with Andy weren't what they were supposed to be—I had compiled mental pro/con lists about him a couple times already, never a good sign. I thought I was compromising, in the spirit of a mature relationship, but really I was settling. And now it was over.
Five weeks later
Friday night—popcorn for dinner, with a Skinny Cow fat-free fudge bar for dessert. What a cliché. My friend Joel invited me to a movie, but as a freelancer, I'm spoiled and prefer weekday matinees where I can sometimes have the entire theater to myself. I opted to lay low with a DVD and was tired enough that I had to force myself to stay up to see Letterman's announcement about his impending fatherhood.
So, here I sit, in my single-gal nightwear of a green Tulane t-shirt and corncob boxers, in front of my computer at 12:20am, too excited to sleep because of the idea I just hatched in bed. I've known for years that I want to write a book, but I've struggled to come up with a good topic. I've also been frustrated with my dating life (or lack thereof), particularly my recent online dating experiences. To be honest, I've been looking for a reason to even continue with it, as it seems pretty clear that I'm not going to have much luck going that route, and yet what alternatives are there for someone who works at home, doesn't hang out at bars anymore, and is very wary about setups?
But the book topic is the more pressing concern—after all, that's actually in my control. Write about something you know, they say. So, how 'bout two birds with one stone—six months of my online dating saga, ideally providing reams of material for, at the very least, a long article. If I time this right, the six months will end March 29, my 37th birthday. Six months, though—can I last that long? That's a whole lot of potential rejection.
I've been listed on Match.com off and on, mostly off, for about three years now. I first signed up after a friend of mine endorsed it. She'd met a guy and was going to move in with him (with her son) after just a couple months. That was a little quicker than I tend to move, but she liked the concept, so I figured "Why not?" I was in a new job after years at a place that made me miserable and was bursting with the proverbial new lease on life. I was happy again and that's when you're supposed to have luck finding someone, "they" say.
I met a few guys and went on several dates with one, Jim, a fellow Cubs fan. I ended that, though, because he was just too negative. I appreciate sarcasm, but he had a cynical remark about everything: When a cop passed us while driving on a city street, with lights flashing and siren blaring, he insisted the cop wasn't going anywhere that required such urgency but just wanted to get around traffic. Jim saw the negative side of everything and not in a wry, amusing way. I was looking to get away from that mindset.
Then there was Terry. We had some really funny email exchanges (I owe him for directing me to www.mulletsgalore.com), but when we started talking about meeting, he mentioned a couple times that he'd hurt his foot recently. We met for lunch downtown, and it turned out he had a serious limp. We went out once more after that, but I felt like he hadn't been honest, and, shallow as this sounds, the limp made him shorter than me, so that was pretty much it.
Every once in a while since that first round, usually when bored or in the spring (it's a time for romance, I'm told), I'd re-activate my profile, but nothing ever really clicked, at least not mutually.
In the beginning of 2002, I dated Andy for a couple months. He was definitely more into me than vice versa and yet he never made any moves. One night, as he was leaving my place, I finally took the bull by the horns and went in for a real, prolonged kiss, from which he eventually pulled away. The next day, as we were driving down Lake Shore Drive to an exhibit at the Chicago Historical Society, he alluded to the kiss, saying that if it had gone on any longer, he didn't think he would have been able to control himself. "And the problem with that would be …?" I thought to myself.
There was a serious lack of chemistry, though. I really wasn't physically attracted to him at all. I broke up with him on the day of my 35th birthday party, when he'd have met my friends and siblings and I thought I would have to entertain him. Without any spark, I saw no reason to subject myself to that.
Around the end of that year, looking back over the year-that-was, I wondered if I'd made a mistake with Andy. I mean, he was interested in me and that seemed a rarity. And then I got an email from him around Christmas, just a friendly "Hey, how's grad school going? Hope you don't think I'm stalking you but I wanted to see how you're doing." I responded and tried to convey that I'd be interested in giving things another whirl, although I was only home for the holiday break before I'd be returning to DC until the end of March. He missed the cue.
Flash forward to Valentine's Day 2003. I would be flying home from DC for the weekend, and, a few hours before I was to depart, I received a Peanuts Valentine email from Andy. The weird part was that I kind of expected it; I wasn't at all surprised. We met for lunch the next day at the same place we ate the first time we met, a year earlier. Conversation flowed easily, although we didn't talk about "us" at all.
After I returned to DC, we had some soul-baring, painfully honest email exchanges about the pros and cons of giving it another try and ultimately decided to go for it when I moved back to Chicago. We broke up four weeks after a truck rolled through a stop sign and hit me while I was running; I suffered a broken rib, kicking off a period of forced abstinence. I'll never know if the abstinence thing had anything to do with his decision to call it quits.
I do know he wasn't very helpful the day of the accident. It wasn't one of those stories you read in women's magazines about "I knew it was love when…" I called him at 8am, from the side of the road where I'd been struck, and left a message on his machine (yes—he still relied on an old answering machine; no voicemail for him and he wore that fact like a badge of honor). Then I didn't hear from him until 4pm or so. He'd been home for a couple of hours but hadn't bothered to check his machine.
Anyway, I re-activated my profile the day after we broke up (about an hour before Andy reactivated his, which I took some admittedly petty satisfaction in). I got that usual initial flurry of interest and exchanged emails with a few guys, a couple of whom I met. The first, Aaron, I wasn't very interested in—he was nice enough and good-looking, but I felt ambivalent about whether anything happened after that. The other, after a four-hour "audition for a date" (as I call the initial face-to-face meetings), I was definitely interested in seeing again. We'd had a lot of laughs, ended up going from drinks to getting a pizza, and I found him pretty attractive. So, of course, he wasn't interested.
That seems to happen every time I re-up on Match. At first, the emails are fun, and it's a little ego boost that people like your profile or, more likely, photo. The sense of possibility, however short-lived, is a rush. But then you get down to meeting people and, whether you're interested or not, it can't help but hurt when they meet you and decide they don't want to see you again. I'm going to need to steel myself for the next six months, so I can bear up under the inevitable rejection. Of course, if I'm going to lie out all these rejections for the reading public, I'd like to have some success, too.
I need to get to bed now because I'm going to the Cubs game tomorrow. This raises one of my theories for why I have such poor luck with men—I like sports too much. Lots of guys say they want a woman who likes sports, but what they mean is someone who'll watch them watch sports and put up with their and their friends’ sports talk. They don't want a woman who actually knows the game, certainly not enough to cite stats and make cogent observations, or worse yet, who knows more than they do. It’s just like how they say they want a woman who’s tall, but really don’t want one too tall, and smart, but not too smart (read: smarter than them), and sarcastic, but not as sarcastic as them and their pals. And, of course, they all want someone who's comfortable in both jeans and a black cocktail dress. But I digress.
Anyhow, I hope I'm on to something. I think I can handle the blows to self-esteem inherent in this online dating stuff better if I can look at the greater picture of trying to accomplish a long-time goal—writing a book. As for the other—finding someone online (a "match," if you will)—I admit the possibility seems remote, but you never know. After all, Letterman's going to be a dad, for God's sake.
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