The Lost Years & Last Days of David Foster Wallace

David was a big-built kid; he played football — quarterback — until he was 12 or 13, and would always speak like an athlete, the disappearing G's, "wudn't," "dudn't" and "idn't" and "sumpin'." "The big thing I was when I was little was a really serious jock," Wallace told me. "I mean, I had no artistic ambition. I played citywide football. And I was really good. Then I got to junior high, and there were two guys in the city who were better quarterbacks than me. And people started hitting each other a lot harder, and I discovered that I didn't really love to hit people. That was a huge disappointment." After his first day of football practice at Urbana High School, he came home and chucked it. He offered two explanations to his parents: They expected him to practice every day, and the coaches did too much cursing.

He had also picked up a racket. "I discovered tennis on my own," Wallace said, "taking public-park lessons. For five years, I was seriously gonna be a pro tennis player. I didn't look that good, but I was almost impossible to beat. I know that sounds arrogant. It's true." On court, he was a bit of a hustler: Before a match, he'd tell his opponent, "Thank you for being here, but you're just going to cream me."

By the time he was 14, he felt he could have made nationals. "Really be in the junior show. But just at the point it became important to me, I began to choke. The more scared you get, the worse you play." Plus it was the Seventies — Pink Floyd, bongs. "I started to smoke a lot of pot when I was 15 or 16, and it's hard to train." He laughed. "You don't have that much energy."

It was around this time that the Wallaces noticed something strange about David. He would voice surprising requests, like wanting to paint his bedroom black. He was constantly angry at his sister. When he was 16, he refused to go to her birthday party. "Why would I want to celebrate her birthday?" he told his parents.

"David began to have anxiety attacks in high school," his father recalls. "I noticed the symptoms, but I was just so unsophisticated about these matters. The depression seemed to take the form of an evil spirit that just haunted David." Sally came to call it the "black hole with teeth." David withdrew. "He spent a lot of time throwing up junior year," his sister remembers. One wall of his bedroom was lined with cork, for magazine photos of tennis stars. David pinned an article about Kafka to the wall, with the headline THE DISEASE WAS LIFE ITSELF.

"I hated seeing those words," his sister tells me, and starts to cry. "They seemed to sum up his existence. We couldn't understand why he was acting the way he was, and so of course my parents were exasperated, lovingly exasperated."

David graduated high school with perfect grades. Whatever his personal hurricane was, it had scattered trees and moved on. He decided to go to Amherst, which is where his father had gone, too. His parents told him he would enjoy the Berkshire autumn. Instead, he missed home — the farms and flat horizons, roads stretching contentedly nowhere. "It's fall," David wrote back. "The mountains are pretty, but the landscape isn't beautiful the way Illinois is."

Wallace had lugged his bags into Amherst the fall of 1980 — Reagan coming in, the Seventies capsized, preppies everywhere. He brought a suit to campus. "It was kind of a Sears suit, with this Scotch-plaid tie," says his college roommate and close friend Mark Costello, who went on to become a successful novelist himself. "Guys who went to Amherst, who came from five prep schools, they always dress a notch down. No one's bringing a suit. That was just the Wallace sense that going East is a big deal, and you have to not embarrass us. My first impression was that he was really very out of step."

Costello came from working-class Massachusetts, seven kids, Irish-Catholic household. He and Wallace connected. "Neither of us fit into the Gatsby-ite mold," Costello says. At Amherst David perfected the style he would wear for the rest of his life: turtleneck, hoodie, big basketball shoes. The look of parking-lot kids who in Illinois were called Dirt Bombs. "A slightly tough, slightly waste-product-y, tennis-playing persona," Costello says. Wallace was also amazingly fast and good company, even just on a walk across campus. "I'd always wanted to be an impressionist," Wallace said, "but I just didn't have an agile enough vocal and facial register to do it." Crossing a green, it was The Dave Show. He would recount how people walked, talked, held their heads, pictured their lives. "Just very connected to people," Costello recalls. "Dave had this ability to be inside someone else's skin."