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Where Are They Now? III

Back in the day, there were some people who liked BG's advice so much, they kept making sure they needed it. We heard from them a lot over the years, and now we'd love to hear from them again.

Sure enough, we have. Not long ago, we were over the moon to get this updatefrom Mr. Fixit himself, Broken Heart Bob! (He asked for a little tinkering, and BG was happy to oblige.)

Of course, we never lost our sweet tooth for our man Brad and look who turned up!

And surely we always felt positive and hopeful that we'd one day hear again from Optimist -- and here she is! Please enjoy her recent missive below. (The links in the letter will tell her backstory.)

(And meanwhile! El Duderino! Compass Rose! Moonstruck Mezzo! All the rest of you frequent fliers! We're back -- where are you?! Team BG, and BG.net's readers -- still, God bless 'em, loyal after all these years, legal disasters, etc. -- would love to hear what you've been up to, and with whom! Please write! bg@breakupgirl.net!)


Dear Breakup Girl,

When you last knew me, I was a music graduate student in Chicago. I made bad decisions about housemates (which turned out fine -- "Ben" is still a very good friend, and is living with a lovely woman whom I adore) -- and was generally pretty unlucky in love.

Around the same time that your site went on hiatus, I moved to Mexico for three years. Great professional experience, fun life experience ... abysmal love experience. I didn't meet any Mexican men with whom I connected on the right level. (And the Americans I met down there were sometimes pretty awful.) In any case, I wasn't really trying, and I've developed a healthy appreciation for the single life. Or maybe I've become a bit of a hermit. Hard to tell, sometimes.

In any case, as it happens, I am now happily 30, living back home in New England, and reconnecting with many old friends as I put down new roots. I have made good housemate decisions this time, and am slowly building a mix-and-match career of some music performing, some music teaching, some teaching of other academic subjects, some tutoring, etc. Things are picking up, and I'm enjoying my professional life immensely. And my personal life, really. Really.

Okay, so I wouldn't mind dating someone promising. I haven't been in an exclusive relationship that lasted more than a month, since I broke up with my last boyfriend in 1998. I've been on a few dates (and, um, had a few hookups of varying durations and degrees of advisability), and things have usually ended by the choice of the other person. So yeah, I'm a bit gun-shy. Which I suppose is a major part of the problem. And then there's the other part.

The academic-teaching part of my career is at a small, private girls' school. It's a great, close-knit community, and did I mention small? Being a girls' school, of course there aren't that many male teachers. But of course, there's this one.

Breakup Girl, I swear to you, I tried not to crush out on him. I managed to hold out for half a year or more, from when I first met him. I knew what a bad idea it could be, and not only because he's a colleague, or because the school is teensy and prone to gossip. We interact personally and professionally on a regular basis, because he's a music teacher, and lets me use his classroom to give private lessons after school, and because I'm good friends with his mom, who is also my department chair. (I'm closer to his age, though, of course.) You see the intertwinedness of it all, and how that's good ... and could be very bad.

He's brilliant, and talented, and extremely hot, and funny and sensitive and can do anything at all, and I'm gaga over him. He had me play along with his chorus in the Holiday Concert, and it was while playing my instrument next to him playing piano that I really started to fall for him. That, and when I hugged him goodbye after his party the following night. I felt the chemistry, big time. Oh yeah, and he smells good. Yum.

It's been so long since a relationship has gone right for me, though, all I can think are negative consequences. I really want to have a role in the music program of the school as it develops, so I can't burn bridges there. I think his mom would even like to have me for a daughter-in-law ... but how would she feel about me if I dated her son and ended up breaking up with him? And, to psychoanalyze myself to death, what if I'm only interested because it seems impossible, and that lets me have the semblance of participating in the Dating Game while really staying wrapped safely in my cocoon?

As I mentioned earlier, this question may be hypothetical. I was sure for a while that he returned my feelings, but now I'm not so convinced, and he might even be interested in another teacher. My barometer for these things is all screwy these days. But if I did think he might feel the way I do ... is it too touchy to, well, touch? This is a great community, and if he and I were to work out, it would be wonderful to be at the school together, and our colleagues would celebrate our happiness with us. If not ... yeesh.

I've been thinking about your advice on workplace dating a lot lately, and I won't go near this thing if I don't think it has a future ... but how can I find out?

-- (a slightly-more-cynical) Optimist


Dear Optimist,

So happy to hear from you! Delighted that you're back, and con brio to boot!

First, an aside. Speaking as an alumna of Breakup High (also all-girls), I can guarantee you that the entire student body is hot for teacher, too. (With us, though, it wasn't the music teacher. Let's put it this way: I didn't mind taking Latin, but what I really wanted was for Latin to take me.)

But back to you. Let's get one thing out of the way, prestissimo. Are you interested in this guy only because it seems impossible? Nah, I don't think so. Sometimes that's just one of those thought spirals (along with "Am I afraid of commitment?" "Do I just suck at dating?") that people slip into because liking someone that you're not actually dating leaves you with a lot of free time to get into thought spirals. I mean, if your history was that of an endless parade of unattainable men, then we'd have ourselves a story. Seems to me that you'd like this guy even if you didn't work together and his mom wasn't your boss.

Oh God, his mom is your boss. Right. Yep, that's the bad news. The good news? He is not your boss. That does give you a little more leeway. To go where? Well, you say you suspect he could be interested in another teacher. Okay, how do you know? What sort of flirting is going on? What sort of vibe are you getting? I'm asking because I'm guessing that your evidence is not "I caught them in flagrante delicto, which is not a Latin madrigal, inside our colleague's cello case." I'm asking because I'm guessing that whatever may or may not be going on between them -- the outward signs of it, anyway -- are also fair game for you. In other words, as far as I can tell from your letter, if there's any sort of flirting going on, it's subtle enough that (a) you're not sure, and (b) it's not rocking the music department world. So whatever it is, do that. (Unless, God forbid, you find out that they're definitely involved.) Are they spending a little extra time together after class? Heading to happy hour at the watering hole in the next small New England town over? Reach out, above board, and see how far he reaches back. This way, perhaps, you can test the waters without making waves.

See, Optimist, if I told you, stern headmistressishly, that "the sensible thing to do would be to forget it," The Guy at the End of the Bar would throw his drink at me. And with good reason. In this close-knit community where you see a future, if not a mother-in-law, for yourself, you do have to tread extra-carefully (I advise, e.g., against any funny business in flagrante cello). That said, sometimes people find love in truly inconvenient places. And sometimes -- especially for people with multiple gigs and ample talents -- love is harder to find than work. I'm not saying that if anything goes awry you have to give notice. I'm just saying it's worth giving it -- con delicatezza -- whatever chance you see fit.

Just one caveat. I don't think you're a chronic craver of the unattainable, but I do see that you like to keep 'em close to home. So here's your assignment, Teacher: make sure you still get out there (or in here) and "keep your options open" by meeting people who are not friends-but-could-be-more, or friends of friends, or people you work with, or friends of people you work with. People with no prior ties to you whatsoever. You know, just to balance things out.

No matter what, Optimist, you've got good taste, a good ear. I know your love life has not been accelerando for the last little while. But your duet partner is out there somewhere, not far away -- and I'll bet you'll know him when you hear him.

Love,
Breakup Girl

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