12.07.09

Coffee is for closers, aka closing the deal | Baby step #4

Posted in dating, me, obstacles at 9:10 pm by N

“I’d wish you good luck, but you wouldn’t know what to do with it if you got it.”

I was passing by my favorite bar tonight, so I decided to stop in for a happy hour beer. I figured if there was no one else to talk to, I could talk to my friend, who tends bar there most Mondays.

There had been a guy standing outside who looked like he could be my friend’s younger brother: same surfer look, blond hair, and plaid shirt. He came back inside and sat down next to me, then immediately got up and start affixing something to the door. Me, my friend the bartender, and a couple other guys started talking about fried chicken. You know, as you do with strangers at a bar.

Hot surfer dude sat back down, and we started chatting. It turns out he’s from my home state and not that far away. I think he’s right out of college. (My 15-year reunion is in May.) We talked about fake IDs, he told me his foolproof method of faking the ID from our home state (a key element is having a friend who works at Blockbuster, because they use the same lamination technique), what we did for a living, NASA and rocket scientists, the cellophane he taped over the broken window in the door, other random things. Did I mention he was hot? And nice? And hot?

I realized, however, two things:

  1. I have no inner cougar. Some girls do, some girls don’t. My friend J, who calls this kind of hot young thang a “puppy,” does. I admire that. A lot. I mean, it would be kind of fun, right? It seems like it would be fun.
  2. I am not a closer. Even if, at some point, I thought, “I want to smooch this guy” or, perhaps, “I want to see this guy again,” I have no idea how to get the conversation headed in the “exchanging phone numbers” direction.

I suppose “closing the deal” should be baby step #10 or something, but I’m really so hopeless after the eye contact thing that I don’t know the proper order after that. So I apologize for the non-sequential baby steps. Expect more of the same. #22 will probably be “Introducing yourself” or something.

So how does one close the deal? Should a girl let a guy do that? If so, how does she pave the way? Thoughts?

As a sidenote: Ooh, young Alec Baldwin. So hot. So angry.

Present your best self | Baby Step #3

Posted in 20 dates, dating, me, obstacles at 8:38 pm by N

One piece of dating advice that I think is really, really true is to be yourself, but be a better version of yourself. This isn’t to say that you should mask who you really are or pretend to be something you’re not in order to make a good impression (thus setting yourself and your date up for disappointment when the real you inevitably reveals itself down the line. It’s to be the best you, the good you, but still the real you.

Still not buying it? Let’s use an analogy. Sometimes, on weekend mornings, I leave my house with bedhead. I don’t put on makeup. I wear the jeans and t-shirt I wore to the bar last night and they may still smell faintly of beer or smoke. I can’t tell, because I smell faintly of beer or smoke. That’s three-months-in me.

When I go on a date, especially a first date, I make sure my hair looks like how I want it, not how it ended up that day. I reapply makeup. I wear something flattering. I don’t make myself look like something I’m not, but I put my best foot forward, physically. Although that’s not the real me everyday, that’s the real me on my best days.

It only makes sense to put your best foot forward, personality-wise, too, right? So why is that so hard to do?

A friend fixed me up on a blind date a few weeks ago. “Before you meet him, I need to brief you on O.,” she said. “He’s very dry. For the first few weeks I knew him, I thought he hated me, because he just didn’t talk. But now he’s one of my dearest friends and he talks my ear off.”

Armed with this information, I met him for a beer. She was right. He was very dry. Very. I was working very hard to get him to talk and to open up. He didn’t ask me many follow-up questions when I would talk about myself and seemed uninterested in what I had to say. (He didn’t even seem that impressed that I was in a band, and let’s be honest, if I don’t wow a guy with that, the “life history” bag of tricks” is pretty damn empty.)

So I kept asking him questions. I filled the silent spaces. I made him feel comfortable, or tried to. And at the end of the night, he asked if I wanted to hang out again. I said sure.

As I thought about it after, I felt frustrated that I was working so hard. I mean, come on! It’s a first date! Ask the girl some questions! Is this a sign of what’s to come if we date? Am I going to have to do all the work? And I kept coming back to my friend’s warning. That’s what made me agree to see him again, because to be honest, it was a fine evening, but it wasn’t fun. But he was opening up toward the end, and he was a nice guy. So why not?

And then I realized that as much as he wasn’t being the real him, I wasn’t being the real me. I was appalled at my somewhat forced laughter that night. I’m normally fine with pauses in conversation. I emphasized parts of my life that normally, I would not emphasize. I wasn’t my best self. I was an annoying first date self. That helped put it all in perspective for me. I wasn’t just giving him a second chance; he was giving me a second chance.

So I hope I make some progress on this step in “date” #2 (it feels like too much pressure to call the “getting to know you” evenings dates). We’ll see.

11.08.09

Eye contact | Baby step #2

Posted in dating, me, obstacles at 1:39 pm by N

When I read that a woman needs to make eye contact with a guy 13 times before he’ll approach her, I had a dating epiphany. Though, like most of my dating epiphanies, it takes a long time for me to go from realization to implementation.

A couple of months ago, after my band played a show, I noticed a guy checking me out. I initially had to congratulate myself on recognizing that he was doing that. (My general obliviousness is my biggest dating obstacle.) But then I thought, “Wait a second! I can, with my actions, actually encourage him to come talk to me!” So I made eye contact. Twice. The second time, it was like I had sent out a homing beacon. The guy came right over. Nice!

We chatted for a bit about various things (nothing particularly memorable two months later). I don’t know how old he was, but he had the awkwardness of a guy in his mid-20s, complete with goofy nervous laugh punctuating comments that weren’t really funny. It’s OK, though. He might have been nervous and I was nervous, and he was nice and I was nice, and it was a pleasant conversation. No sparks, though. He said he’d come see another show I was playing that Saturday, he asked if I wanted to hang out before then, I said I couldn’t before but I could after. He seemed disappointed and asked for my number, which I’m sure was his way of making a graceful exit, and I was fine with that. I think we each realized, after talking to each other for about 5 minutes, that nothing was going to happen.

But the end goal wasn’t the point. The point, for me, was that I made eye contact with a boy! Yes, this is stuff I should have figured out in high school, but for some reason I haven’t. Baby steps.

10.23.09

Date weight and “hot girl” jeans

Posted in dating, me, obstacles at 2:52 pm by N

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Ladies, you know what I mean by "hot girl" jeans.

Viv, over at Bread and Boys (my new favorite single-girl blog), just wrote a really great post on date weight. She writes:

But the term “date weight” takes the form of many names. Among some girls it’s also known as the “Hey baby” weight. It’s different for every girl, but it’s the size & shape you achieve when random people on the street eye you once-over and yell “Hey baby!”

Last summer, I was on fire. Well, as “on fire” as I get. Dudes were all over me, as much as dudes are ever “all over me.” But I dated two guys that summer and smooched a third that year. I haven’t done that well since college. I’ve been wondering why this year, I’m so off my game. Or rather, why I have no game. When I read Viv’s post, I realized it’s because I’m no longer at my “Hey baby” weight.

Like her, no one in their right mind would call me big. But I was running a lot more last year. I was fit and strong, and, probably more important, I was confident–I knew I looked pretty good.

The barometer of my “Hey baby”-ness became my pair of skinny “hot girl” jeans. When I bought them, they were like a trophy–a recognition of my physical accomplishments. I wore them out a lot last summer, and I looked gooooooood. By November, I could fit into the hot girl jeans, and they looked…fine. I wore them to a holiday party in December and kept asking my friend, “Do you really think I can pull these off? Maybe I should run home and change.” (Yeah, I was that girl. Annoying.) By January, they were not to be worn in public.

And that’s about where I’ve been ever since. Time to start hitting the pavement! I need to get my game back. Time’s a-wastin’.

Photo by bluryee. CC 2.0.

09.14.09

Talking to Strangers | Baby Step #1

Posted in dating, me, obstacles at 9:00 pm by N

At brunch the other week, my friend KP and I started talking about dating, as we always do. She told me about a friend of hers who had just moved to Chicago from San Francisco. “You know what’s different about Chicago?” he said on a recent visit back. “When you go to bars there, you don’t just talk to the people you came with.”

That is so true. I remember one night when KP and I were out with a group of other single girl friends. We were going to meet boys. Our friend T., who has a longtime boyfriend, found a spot where we all could sit–on the kegs in a side room–and we all rebelled. No guy is ever going to talk to us back here! But we were looking at it at too micro a level. No guy was going to talk to us, yes, but not because we were hidden away. It’s because we were in San Francisco.

It’s not that people here are unfriendly, it’s just that it’s not a “talking to strangers” culture. It’s a “I go out to have a good time with my friends, and, maybe, their friends” culture.

I realized what I needed to do: I needed to learn how to talk to strangers.

Here’s the other insight about dating in San Francisco that I recently gleaned from a friend: no one’s got game. “You go to New York, you go to L.A., and guys know how to ask for your number,” she said. “Here, all the girls are all third-wave feminist about it. They try to be interesting.” At first, I wanted to disagree. But after about five seconds, I knew she was right. I try to be interesting. I talk about New Yorker articles and how effed up Iceland’s economy is. That’s interesting and challenging and life-partnery. But it sure isn’t sexy.

So I’m starting a whole new tactic with this blog. I realized that–like sports, like learning an instrument, like anything, really–if I want to improve, I need to work on my fundamentals. I used to have OK game. Now, I have no game. I need to get game. Talking to strangers is step 1.

Tonight, after a slog of a day at work, I decided to take a detour on my way home at my friend’s bar. I went in, said hi, and immediately A., a fellow musician who I’ve met before, said, “Sit down, have a beer.” So I did. We talked about music, remote islands, pirates, the East Coast (he’s from Pennsylvania). It was fun. Then he got up to start playing the house piano. Mission accomplished.

I was about three-quarters done with my beer and thinking of heading out when J. sat down. Out of the corner of my eye, he seemed kind of cute. I saw he had a hardbound book. OK, I can do this, I thought. “What are you reading?” I finally asked. We started talking about language, linguistics, where he’s lived, where he lived with his ex-wife, and where I’ve lived. And, also, his girlfriend and her two kids. After a while, I had to head out and he had to head out, so we introduced ourselves in that oddly comfortable yet still odd way that comes at the end of a long conversation.

As I hugged my friend goodbye, he said, “Did you get that guy’s number?” I told him about the girlfriend and kids. But it wasn’t about that. I was pretty excited about the basic, though boring, achievement of just talking to someone I’ve never talked to before.

Baby steps. Next up: remembering how to flirt.

08.10.09

Dealing with disappointment

Posted in crushes, dating, obstacles at 9:06 pm by N

One tipsy evening, one of my bros kept saying, “N., you’re so awesome,” and giving me hugs. Repeatedly. My friend R., knowing that I had a friend crush on this particular bro, observed all this, and the next day, she IM’d me. “He totally likes you,” she said. “You have to make your move.” No way, I insisted. He was just drunk and lovey. Plus, he likes Asian girls. She held firm. “He definitely is interested. You just have to move out of the friend zone.”

I didn’t know how to do that, but it got me thinking: “Maybe he is interested.” He and I became super fast friends, and we had just had this great conversation where we basically told each other how glad we were that we had gotten to know each other. He has pretty much all the qualities I want in a guy: smart, funny, goofball sometimes, serious other times, really fun, moral compass, good to his friends and family. Why did I think that someone like him wouldn’t like me? Besides the fact that I’m not Asian, of course. And that, in every “deep” conversation, we both kept reiterating that we were glad to be friends. I got my hopes up.

He wasn’t interested in me. He was just drunk and lovey, a fact I realized when he told me later that he didn’t really remember much of that evening. And if that wasn’t clear enough, when a bunch of us went out a few days later, he hung out with a friend of ours (who is a great person who happens to be really cute and sweet and Asian), then he stopped responding to my IMs, emails, and texts entirely for the next, well, ever since, because now they’re dating (or nearly dating).

I was a little heartbroken. I had been perfectly fine with my friend crush. It made me really look forward to hanging out with him, yet there was zero pressure because I knew it wasn’t going to go anywhere. Perfect, right?

So although I had actively tried to avoid it, I had gotten my hopes up. And then I had gotten them dashed. I was mad at myself for ignoring the evidence. I was also mad at myself for thinking that maybe he had liked me and I had missed my chance. I was mad at myself for taking someone else’s advice when I knew (I knew!) that I was right.

After a while, I realized that A) I was being bratty and B) the problem wasn’t that I had let myself hope. The problem was that I wasn’t dealing well with disappointment. Actually, the problem was that I was taking it as disappointment. It felt like rejection when I realized he wasn’t interested in me. But it wasn’t rejection. It was nothing. A non-response that I was expecting, after all. Why be disappointed? NEXT!

So my next assignment is to open myself to possibilities, not take a lack of positive response as rejection, and move on when it doesn’t work out. This whole dating thing felt much easier when it was just marks on a scoreboard.

05.31.09

Missing Signals: Eye Contact

Posted in me, obstacles at 6:57 pm by N

Dating, like anything, has its ups and downs. For me, if it were weather, it would be like highs of 70 and lows of about -30 plus a wind chill. Or to borrow my (happily coupled) friend Lessley’s expression, “Dating sucks until it doesn’t.” Constantly focusing on the subject by blogging about it is partially to blame, as is my friends’ questions about when my next post is on the way (you can’t force genius, people — kidding!). But I have to admit that by focusing on it so much and by putting my personal life out there for people to comment on, I have figured out a lot in this past year.

A lot of forces have recently joined to help me begin to confront my number one obstacle, namely sucking at reading guys’ signals. My problems are twofold:

  • I think guys who don’t like me actually do like me. (Evidence 1. Evidence 2.)
  • I don’t know when guys are actually interested in me.

Now, at some point since I’ve started blogging, just based on law of averages, there has to have been a couple of guys who have been interested in me. Odds are, one or maybe even more have been guys I was or would be interested in. So how did I miss them?

I recently started reading this blog on Marie-Claire’s site, a Year of Living Flirtatiously. The author, Maura Kelly, posted something about how a woman needs to make eye contact with a guy roughly 13 times before he’ll approach her.

13 times.

Really. 13 times.

That, in a nutshell, is why I suck at dating.

I went out for happy hour with the bros on Wednesday, and D. was staring past me at one point. “Are you watching the game or is there a hot girl back there?” I asked. “Watching the game. I have a sixth sense for spotting hot girls, though,” he said. I don’t. I don’t even notice other people in the bar. When I hang out with my friends, I only really pay attention to them.

I had all this in mind on Friday night when I went out with two girl friends, R. and A. A guy at the end of our table looked over toward me when they were up getting beers, and I met his gaze. The feeling was so foreign to me. I honestly couldn’t remember the last time I’d done that once at a bar, let alone 13 times with the same guy.

So my next step is to do exactly what Maura did when she found out about the magic of the baker’s dozen: test-drive that shit. When I go out, I’m going to practice making eye contact with interesting-looking guys. I think this strategy might also help when I’m out with the bros, too. I mean, after 13 looks to another guy, I’m clearly not dating any of the guys I’m with, right?

05.10.09

They only like me for my laugh

Posted in dating, me, obstacles at 6:57 pm by N

On Cinco de Mayo, I was chatting a bit with D., my newest bro. He made a joke, we all started laughing, and he said, “There it is!” “What, my laugh?” I asked.

“Yes! When I first met you, your laugh freaked me out,” he said, “but then I really liked it.”

“And then you wanted to make me laugh just so you could hear it?” I said.

He pointed right at me, shocked that I had read his mind. “Exactly!”

In that moment, I suddenly understood, at least partially, why I constantly misread signals. Guys try to make me laugh because I have a really loud laugh (as anyone who knows me or has heard the podcast knows). There’s nothing more validating to your sense of humor than to have someone laugh uproariously at your joke. I do that for people.

In fact, at my friend Liz’s wedding, our friend Dave came all the way over to my table at one point to make some joke. He looked disappointed when I only laughed a little. “I bet those guys that they could hear your laugh all the way over there,” he said, a bit crestfallen. He wasn’t disappointed that I wasn’t laughing; he was disappointed because he had just lost $5.

When a guy repeatedly tries to make me laugh, I think he’s interested in me. But no. It’s purely for their ego. Or, alternately, to win a bet. I don’t factor into the equation at all except that I happen to be the vehicle for my obnoxiously loud laugh.

I feel oddly better now that I’m aware of this, even though it means that I was misreading the one signal I thought I could actually read. Why did no one ever teach me this stuff?

03.26.09

Is age discrimination in dating wrong?

Posted in dating, me, obstacles, online dating at 7:11 am by N

My coworker A. and I were talking the other day about how frustrating it is that guys in San Francisco seem to be in this state of arrested development. They can have kids whenever they want, and when they decide that’s what they want, they can always date someone younger. So, they get a free pass until…mid-30s? 40s? 50s? After dating guys her own age who just wouldn’t deal with their lives, she’s dating someone about eight years older. “He’s a man,” she said. He plans things, he takes responsibility, he’s got his act together. Yay for A.!

A. said that her guy friends started to feel the urge to get serious around age 33. My friend R.’s roommate said something similar. When he was younger, he said that even if he was with the right girl, he wouldn’t marry her. Now, at age 33, he feels that if he meets a good girl, he has to marry her because he’s running out of time. A’s friends don’t seem to hear any clocks ticking. They prefer not to date girls in their mid-30s because women at that age could be in a rush to get married, and they don’t want to be rushed.

I do suspect that this is one reason why I don’t get more responses on Match. At 35, I’m at the age where some guys think I want to get married right away. They don’t want the pressure, so they don’t write back. I understand, but it feels deeply unfair. I’m a good person. I’m smart. I’m cool. I’m in a band, for god’s sakes! I do want to get married and have kids, but not immediately.

Years ago, my now 41-year-old brother said that he wanted to be like our dad: he wanted to marry a hot, younger chick. And, oddly enough, a few years ago, he fell in love with a hot, younger chick who’s perfect for him, and he’s marrying her next year. She’s my age.

I don’t want to be like our parents. My dad was almost 50 when they had me (my mom was almost 40), and there is a serious generation gap between us. That’s one reason why it’s frustrating to me that so many of the guys contacting me are significantly older. I was talking about this to Sterling, of the Bros Roundtable, and he said, “To be fair, aren’t you doing exactly what you’re accusing guys of? You’re ruling these guys out because they’re too old.”

He’s right, of course. But why is it so damn hard to date someone my own age?

03.03.09

I need to make the time to date

Posted in dating, me, obstacles, online dating at 11:38 pm by N

I’ve been chewing over what Kate, Sonia, and Kristin said about A., the anti-Jeff Tweedy, anti-anti-Starbucks-girl guy. They’re totally right. I should have given him a chance. (This is part of what this whole blog is about, really — exposing my stupid dating mistakes so I can learn from the sage advice of my friends and complete strangers!)

I face two main issues when I try to focus on dating:

  1. I don’t have time to date. (In reality, I don’t make the time.)
  2. I don’t know when boys like me. (For reals. I’m oblivious.)

With online dating, #2 is off the table. Either they write back or they don’t. So let’s focus on #1. I want to get married someday. I want the whole 2.5 kids, dog, house thing. I don’t need it right now or this year, but I want to feel like I’m heading in that direction. I want it way more than I want more people reading this blog or to become Internet famous through a goofy podcast I do with my bros or, quite frankly, to focus too much on my career. So I can deprioritize all that.

But I generally only have about one night a week to myself. So what else is taking up my time?

  • Band practice/gigs. Non-negotiable. Any dude I’m with is going to have to deal with this.
  • Freelance work. Am currently trying to save up for a new computer, so once I get enough money tucked away, I’ll stop freelancing.
  • Time with friends. Again, non-negotiable. See #1.

My friend R., who is also single, and I had a good discussion about this very topic tonight. “I need to get out of my comfort zone,” she said. Her friends are more coupled and tight-knit than mine. They’re great people, super fun, and exactly the type of friends you’d want to spend every weekend night with. But that’s not going to help her meet someone.

I, too, need to step out of my comfort zone. I need to clear my calendar (a bit — see non-negotiables above). But then… what? My friends are either coupled or bros. So does that just leave me Match and OKCupid?

The “what then?” question plagues me.

P.S. It was too late to email A., but I did email a few other guys on Match and OKCupid tonight. I’m trying to keep a more open mind. And once again, I’m going to bed two hours later than I want to.

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