90s Boys, Part II

Part One is here.

While The Topeka School aims to render contemporary America in grand moody sweeps, the book I read in conjunction with it, Alexander Tilney’s The Expectations, has seemingly more modest expectations. The allegory is more subtle and less grandiose, the language more measured, more matter-of-fact, a believable rendering of characters’ thoughts. Instead, Tilney worms his way into the mind of Ben Weeks, a third-former (high school freshman to the rest of us) at St. James School, a New Hampshire boarding school not-so-loosely based on the prestigious, if sometimes embattled, St. Paul’s. Ben is a sixth-generation SJS student, the son and nephew of prominent school benefactors, younger brother to a freshly minted SJS grad who was something of a campus legend, and an emerging squash star. On paper, he’s the embodiment of the WASP elite.

It would be easy to take a snapshot of Ben as a thoroughly unlikeable character. He is caught up in an anxious, morally dubious world of high school social striving, and the closest friends he develops have few redeeming qualities. For most of the book, he at best offers compromised advice to Ahmed, his Dubaian roommate with no concept of American social norms; at worst, he enables other kids’ torment of him. The nagging voice in his head does nothing to keep him from getting drunk enough to vomit all over the room in his first month at the school or engaging in any number of other improprieties large and small. He frequently lies to get out of trouble, and he gets away with it.

And yet Ben retains a tender core. Tilney wallows deep in Ben’s adolescent brain, an achievement both relatable and exhausting: in any given moment, his actions make sense, always an effort to find his place in a harsh social world and a long family history. His bluster always tentative, and at no point do we feel his heart is in it; he remains sensitive and industriously tries to make his way through an unforgiving environment. He is overwhelmed by forces beyond him, struggling desperately to find his own self beneath the weight of generations of expectations.

Part of the problem is the world in which Ben finds himself. St. James is caught in a moral paradox best embodied by the St. James Companion, a book of expectations it gives to its incoming students, a relic of a different era that still calls students “boys” even though SJS has long been co-ed. It wants to protect its students from the forces of the world and teach them humility while preparing them to rule it. The isolation from the rest of the world it so long enjoyed is beginning to break down amid modern connectivity. Disciplinary hearings are a farce, tied more to the school’s image than any sense of justice, an attempt to keep up appearances in changing times. Ben’s family situation is not what it seems at the outset, and like any family that finds its social situation fragile, he swiftly develops an anxiety that his complex social world turns into outright paranoia.

The Expectations is an elegy of sorts for East Coast old money. That includes its most redeeming qualities: frugality and taste in the face of gauche free-spending from the likes of Ahmed, its dying moral code an effort to tame the privilege the SJS kids enjoy. The WASPs aspired to their virtues, and often those virtues aligned with the best of the American project, but as that old aristocracy collides with new money and mass democratic culture, it finds the world has left it behind. The Companion isn’t relevant for Alice, Ben’s love interest, nor for Ahmed, who irks Ben with his dismissal of SJS tradition until he suddenly does branch out in a way that could destabilize Ben’s place at the school. Ben has few qualms about breaking rules so long as they are in line with the traditions of SJS mischief, but other forms of impropriety become existential threats.

As with Adam in The Topeka Project, Ben has a smart but ultimately tragic father and a pillar-like mother, an arrangement that seems either oedipal or an indictment of a particular era in American fatherhood. Ben’s mother, a budding academic with a keen and sympathetic understanding of her son’s motives, is the novel’s grounding force; his father, meanwhile, is every bit the sorry heir at the end of the line, riding past glory and fully consumed by a need to keep up appearances. The Expectations is a more sympathetic rendering of how elite hunger for wealth and power overrides a veneer of culture than The Topeka School, and for its efforts may prove an even more searing indictment.

I knew approximately nothing about squash before reading this book—another sign of WASP decline, perhaps—but the squash portions of the book are among its most riveting. Squash is both Ben’s escape and a source of stress, especially as the stakes get higher, and anyone familiar with high-stakes high school sports (or any such activity) will relish the tale of his struggle, at once both in search of prestige and cloistered in a narrow world of little interest to anyone beyond the courts. The SJS squash coach, the aptly named Manley Price, is probably a good barometer for readers’ reactions to The Expectations. Readers who relish his efforts to push his students to the brink probably understand the desire to elegize St. James; those who find him an over-the-top manipulator will probably want to grab Ben and order him to head back to his local public school. But if a culture of excellence is to sustain itself, it needs its manly (or womanly) prices; if there is any virtue in higher moral codes, they need to have arbiters and norms to maintain those standards. That tension sits at the core of The Expectations, and the moral questions it raises are some of the most crucial ones a changing society has to ponder.

The Expectations is a debut novel, and as a result has some of the rangy weaknesses of debut novels. Its third-person limited perspective gives us an exacting portrait of Ben but comes at the expense of depth for some of the supporting characters. Its occasional tendency to wander into other brains or offer sudden insights from on high, while sometimes a welcome break from relentless Ben thoughts, usually rings false; the need to name-check every 90s brand also drained me, especially as someone who is a bit too young to find any resonance in many of them. (This may be the point, of course.) But Ben Weeks is a timeless exemplar of the status struggle of teenage boyhood, and in the final chapter, when he has nothing left to lose, he starts to find himself. ‘Let yourself bleed,’ Price tells him, and Ben pays the price to learn the true nature of the world around him.

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