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In a 1999 Esquire piece, “The Independent Woman and Other Lies,” Katie Roiphe wrote about young independent women attempting to reconcile their longing for a traditional man and a free life of their own. She envisioned this male savior as “the Man in the Gray Flannel Suit,” or any suit, a gentleman lawyer who’d instinctively pay for her drinks and bring flowers to the brownstone he’d bought for her, where she was at work on her novel and, alternately, taking bubble baths. It’s a fantasy that anyone could pick up and play around with. But Roiphe herself, a published author and Ph.D., already had a great apartment and a life that allowed her to run around New York City at all hours and come home when she felt like it. And, as she thought about it, it was actually difficult to imagine sharing the space, and the life, with someone else. She realized that she had been indoctrinated into the Cult of Independence (my phrase). “It may be one of the bad jokes history plays on us,” she wrote, “…the independence my mother’s generation wanted so much for their daughters was something we could not entirely appreciate or want. It was like a birthday present from a distant relative—wrong size, wrong color, wrong style.” And the “dark and unsettling truth” was that the gift could not be returned. The situation would forever be difficult to reconcile: the Man in the Gray Flannel Suit versus Her.

THE SPINSTER AS BEMUSED SLACKER

The premiere single archetype of the new century is someone who, like Roiphe, probably assumed in college she’d get married, then had a serious career, then had relationships, then… well, it gets hard to say, exactly, in a day-to-day recounting, but one can say life seemed to get very busy. Many boyfriends. Many major projects. Many drinks and events and then, oh, well, you know, it gets to be Christmas and, now, oh, God, not again, she’s sort of rambling… but, hey, she’s a cleverly scripted fictional single who, an amalgam of many real thirtyish never-weds, stands as the latest in singular icons.

There are two primary exemplars of this highly competent but still dithering archetype: Ally McBeal (of David Kelley and former Fox-TV fame) and Bridget Jones (of British journalist Helen Fielding/Renée Zellweger fame). To sketch them, let’s borrow icons from the 1970s, first decade of the modern single working woman. Specifically, imagine cross-pollinating the hyper TV executive Faye Dunaway played in Network with Woody Allen’s Annie Hall.

That’s just a cartoonish idea. What makes Ally and Bridget special types, the essential single icons of the moment, is their ability to find the humor—corny as it sounds, the “humanity”—in some fairly unbearable social situations. Deadpan and highly self-aware, they can laugh at themselves without becoming self-deprecating and/or snide. They can be sad, sob at their desks, and it’s never pathetic because they get over it and go back to work. Emotional states that women are usually punished for—rage, pathos, lust—are here just naturally occurring parts of the character and, by extension, parts of life.

The recently departed Ally McBeal was not terribly appealing at first, with her micromini suits, improbable Gumby body, and the supposed Harvard law education we never actually saw in evidence. But she grew on you. She was beautiful, successful, she could sing, but there were also the basic and unglamorous facts of her life.

She worked horrible hours, during which she tried, without great success, to be one of the guys. She worked, knowing that she also had to share the bathroom, aka “the unisex,” with these guys. Some of whom she had slept with. While they’d been involved with her colleagues. Of course she met men elsewhere—in court (one of them accused her, loudly, right there, of treating him as a sex object), while out buying coffee (one of these, much later, told her he was bisexual), or at the car wash, where she dreamily followed a cute guy inside… the car wash itself, where he happened to work. She arrived at her own office soaking wet. Once she arrived in court with a bowling ball stuck on her finger. Once she was arrested for tripping a woman in a supermarket. And on and on.

As much as she looked like an L.A. Law alumnas, she had distinct elements of Lucille Ball, or Lucille Ball on LSD. As part of almost every script, Ally hallucinated. For a while she saw singer Al Green in many peculiar situations; of course there was the dancing baby, the diapered metaphor of female failure that appeared in her living room. (She was a good sport and danced with it.) Her sex fantasies took up most of her mental life—a much more realistic approach than the Sex and the City model, in which professional single urban women have sex at least four times a day.

Women loved Ally because she tried yet couldn’t pull all of this together, couldn’t make herself any emotionally or intellectually neater, resolved. She was always in flux—as if flux were a physical condition—and she couldn’t imagine, like most women, what personal earthquake might occur to make it better.

Her British counterpart, Bridget Jones, is less professionally accomplished; in fact, she hasn’t done much to speak of at all, but she has the ability to see and understand every nuance of single social life, and to record her observations in the now notorious diary. Women love her slangy comments on “smug marrieds” and “fuckwit” men. And they love that she can’t do anything more to change the social order than can Ally McBeal. And Ally McBeal is cute. Bridget Jones is overweight. But unlike previous chubby single icons, for example, Rhoda Morgenstern, Mary Tyler’s Moore’s old housemate, she doesn’t work the obvious fact into every sentence (the Phyllis Diller school of self-appraisal). Bridget simply records it, along with her cigarette and alcohol intake, and gets on with her life, which often consists of sorting dirty clothes in order to find clean ones. Like Ally, she is self-possessed and funny about her singleton status (an eighteenth-century term updated). She also defends it. One of my favorite scenes in the recent movie adaptation occurs when after a wretched workday Bridget has to attend a dinner party with a horrifying posse of “smug marrieds.” That means a long table full of couples pressed up next to each other in units of two. She’s placed at the head—the evening’s sociological specimen. A man points to his wife’s pregnant belly and makes a tick-tock sound; another man asks why so many career women in their thirties are still not married. She says (I paraphrase), “Maybe it’s because of the fact that their bodies are covered in hideous scales.” No one laughs.

I use the term “slacker spinsters” because these two, like so many women I know in their thirties, seem to be kind of hanging out in the lives that have evolved around them, making sporadic efforts to connect with men, then retreating back to the couch, the TV, or the phone or into an elaborate fantasy. They believe in the possibilities of love, though it’s not clear they fully believe in the beautiful possibilities of marriage. They’ve lived through the same kind of chaos that baby brides list on their résumés. But they’ve come to different conclusions. Primarily, getting married will never guarantee a feeling of safety.