In San Francisco one day last June, at 7:45 A.M., an hour when even the panhandlers on Geary Street were still asleep, Sean Penn was standing in front of me, in sneakers, gray chinos, and denim work shirt, the quiff of his full brown hair catching glints of sun, alert and ready to go. “I’m not so much an early riser as a non-sleeper,” he said, peering over the top of his sunglasses. The day before, Penn had flown back from Tehran—where, as a correspondent for the San Francisco Chronicle, he had been covering the run-up to the Iranian elections—in order to attend the junior-high-school graduation of his fourteen-year-old daughter, Dylan. This morning, he had dropped his twelve-year-old son, Hopper, at school. Now we headed off to Union Square, for some of Sears Fine Food’s Swedish pancakes.
Penn, who is forty-five and a compact five feet eight, is at ease in his body. There is nothing hunched or furtive in his bearing—he emanates what in earlier times would have been called “backbone.” “The feeling you get about him is that you can’t call his bluff, because he’s not bluffing,” Woody Allen said about Penn, who starred in his 1999 film “Sweet and Lowdown.” At the same time, Penn has a very specific gravity: reserve is part of his strength and his seduction. He is warm but no hail-fellow, polite but without that come-hither thing. “You see me from ten feet away, everyone thinks I’m gonna bite or something,” Penn said. On first meeting, he gave no semaphore of greeting—no handshake, no smile, no small talk. His presence was his hello.
Over breakfast, he handed me an Iranian candy. He was preparing to write an article about his trip. (The piece, which was twelve thousand words, ran in the Chronicle in five installments in August.) He had a tantalizing array of incidents from which to draw: he had attended prayers at a Tehran mosque, a women’s-rights demonstration, meetings with dissidents, a photo op with former President (and then Presidential candidate) Ali Akbar Hashemi Rafsanjani, and, perhaps inevitably, an award ceremony for his acting, at the Film Museum of Iran. On his travels, he told me, he had been “very aware of the ugly American,” particularly in the reportorial ranks. “There’s a consistent insensitivity,” he said. “I watched journalists. They could only ever be seen by their subject as the person with a deadline. It’s ‘breaking news,’ literally. By the time you get the news, you’ve broken it. You don’t get a chance to investigate stories. These journalists live half the time in the Internet café, filing a story.” Penn described his own form of reportage as “tournalism.” “It’s not an obligation of the tourist to observe experience so much as to have it,” he said. “For me, a greater accuracy of perception comes out of that.”
A veteran of some thirty-five films, Penn is renowned, in the acting profession, for the meticulousness of his research. “Sean is a guy who doesn’t want to analyze a character too much,” Alejandro González Iñárritu, who directed Penn in “21 Grams” (2003), has said. “He wants to be as the character.” For his portrait of the stoned surfer Jeff Spicoli, in “Fast Times at Ridgemont High” (1982)—the role that made him famous, at the age of twenty-two—Penn lived out of his car at the beach; to play a cop, in “Colors” (1988), he apprenticed to an L.A.P.D. officer; for the role of Emmet Ray, “the world’s second-greatest guitar player,” in “Sweet and Lowdown,” he studied guitar fingering. In his forays into politics and journalism, Penn relies on the same strategy. “Sean’s an investigative reporter of his emotional life and our world,” Dennis Hopper, who directed Penn in “Colors,” told me. “Sean goes to the middle of the hurricane. He’s not taking a secondhand opinion. He really wants to know what’s going down.” In 1992, during the Rodney King riots in Los Angeles, Penn drove into the thick of the pandemonium and got a shopping cart thrown through his wind-shield for his curiosity. In 2002 and 2003, he travelled to Iraq (once before the American-led invasion and once afterward), in order to observe life there—and, on the second visit, to write about it for the Chronicle. “My trip is to personally record the human face of the Iraqi people so that their blood—along with that of American soldiers—would not be invisible on my own hands,” he said at a Baghdad press conference in 2002. In Penn’s opinion, his shift from actor to correspondent was “seamless.” “You wake up in the morning with an interest in listening and expressing,” he said. “It all feels the same to me. Acting is Everyman-ness, and loving Everyman. Finally, you’re reaching out to people’s pain.”
Because of his activism, Penn is often caricatured as a showboating celebrity liberal. “It’s as if Ernest Hemingway made sweet, sweet love to Jeff Spicoli before our very eyes,” the media blog Gawker said when the second installment of the Iran piece came out. In “Team America: World Police,” Trey Parker and Matt Stone’s 2004 marionette film parody of Bush’s war on terror, a bubbleheaded Penn puppet says of Iraq, “Before Team America showed up it was a happy place. They had flowing meadows, and rainbow skies, and rivers made of chocolate where the children danced and laughed and played with gumdrop smiles.” Penn shot back a “sincere fuck you” to the filmmakers, in a letter that was reprinted on the Drudge Report; he also offered to retrace his steps with them. “We’ll fly to Amman, Jordan, and I’ll ride with you . . . twelve hours through the Sunni Triangle into Fallujah and Baghdad and I’ll show you around,” he wrote. “When we return, make all the fun you want.”
Early in 2005, Penn completed filming for Steven Zaillian’s remake of “All the King’s Men,” which will open later this year, and in which he plays the mesmerizing and corrupt Louisiana kingpin Willie Stark, Robert Penn Warren’s fictional version of Huey Long. His plan now, he told me, was to take a couple of years off from acting. (This wouldn’t be the first time that he had taken a break from performing. In the nineties, he quit for a few years, and threw himself into directing instead.) “I’m out of fuel,” he said, adding, “You want to be aware of the impact in terms of just how much you put out there. You want to maintain the potency of aspects of yourself—marshal your forces, select things you can put your heart and soul into. Have time to evolve and re-inform the creature who’s doing it.” He said that he sometimes has difficulty sustaining his passion over the hard slog of a film shoot. “You turn on the news, and there’s something else you want to make a movie about,” he said. On the other hand, he added, “if there’s anything really valuable for me in the craft of acting, it’s maintaining the skills to hold on to the passion I started with.” Acting, he explained, was like parachuting. “If you jump out of an airplane, you love the first thousand feet. Now you’re ready to land, but you’re not gonna slow down just because you aren’t interested anymore. The craft is there to make sure that when you jump you’re propelled properly to keep going full speed.”
Penn is an entrepreneur of his own edge—a roiling combination of rage, buoyancy, tenderness, and hurt. His struggle to contain this combustible emotional package makes him at once dangerous and exciting. In his art and in his life, he takes chances. (“Sean is batty as a loon and is prone to taking extraordinary risks in foreign towns,” the late Hunter S. Thompson, who knew something about recklessness, wrote.) He has been known to hand out to friends cards on which he has printed the epigraph to William Saroyan’s “The Time of Your Life”: “In the time of your life live,” it begins, “so that in that good time there shall be no ugliness or death for yourself or for any life your life touches.” Penn has the confidence of a man who believes that the world will provide what he needs when he needs it. “It’s trusting your instincts and your experience,” he says. “Call it fate.”
He is also a fighter. In his gun-toting, paparazzi-punching, midnight-rambling Hollywood years, which spanned the eighties and early nineties, he took regular pleasure in publicly biting the hands that fed him. “What’s the difference between yogurt and Los Angeles?” he liked to joke to the press back then. “Yogurt has a living culture.” But after Penn’s wife, the actress Robin Wright Penn, was carjacked in the driveway of their Santa Monica home, with their two young children still in the car (no one was hurt), in 1996, the Penn ménage decamped for the picturesque tranquillity of the Bay Area, to a tidy patch of suburban normality about forty-five minutes north of San Francisco, where they live now in a tile-and-stucco hacienda, surrounded by a large wall that Penn constructed.
Penn likes driving. He’s been known to take long, freewheeling car trips around America, especially after a film has wrapped and he gets that “big fucken school’s-out-for-summer feeling,” he told Richard T. Kelly, who published the fascinating oral history “Sean Penn: His Life and Times” last year. “Give me a car and a country I can zigzag through . . . and I’m a bird,” he said. Even on the short trip back to his house after breakfast, he seemed to enjoy the glamour of himself in motion. He leaned forward over the steering wheel of his black S.U.V., cupping his hands around his lighter as he lit a Marlboro. I remarked that he seemed like the kind of person who would roll his own cigarettes. “Oh, no, then I’d be a real smoker,” he said. “These give me the illusion that I can quit.”
With the cigarette dangling raffishly from the side of his mouth, he was a snapshot of casual, at least until he spotted a police car in his rearview mirror. “I always think it’s me. ‘Para-fucking-noia, Eddie,’ ” he said, quoting a line from David Rabe’s “Hurlyburly.” (Penn appeared in the Los Angeles première of the play, in 1988, and also in the 1998 film version.) He fumbled through the glove compartment. “I have a driver’s license,” he said, “but I don’t have it on me.”
Penn has had his share of run-ins with the police. In Macao in 1986, during the shooting of “Shanghai Surprise,” he was arrested for helping to deter an intruding paparazzo by hanging him by his ankles from the ninth-floor balcony of his hotel room. (Penn subsequently broke out of the jail where he was being held on charges of attempted murder and escaped from the country by jetfoil.) In 1987, he served thirty-three days of a sixty-day sentence in the Los Angeles County jail (twenty-three hours a day in solitary) for violating the probation he’d been given for punching a fan who tried to get too close to his first wife, Madonna. In 1988, Madonna herself summoned a SWAT team to the couple’s house in Malibu, after the two had fought. (“She developed a concern that if she were to return to the house she would get a very severe haircut,” Penn, who was not arrested in the well-publicized incident, said later.)
For a mile or so, Penn kept careful watch on the police car behind us while he chatted about his children—Dylan’s transfer to a private school, Hopper’s skateboarding obsession. Then the police car swung into the express lane and pulled up alongside us, and the officer driving it motioned in Penn’s direction, At first, it seemed that she was signalling Penn to pull over, but she was only pointing at his seat belt. Penn strapped himself in. The police car sped away. “That’s nice,” Penn said. He turned to me and allowed himself a smile. [cartoon id="a11192"]
Penn’s office space—two capacious rooms built above the garage of his house—has its own entrance, with a doormat that reads “Witness Protection Program.” He refers to it as his “afterhours editorial facility”; a “bunker” is what his close friend the musician David Baerwald calls it. This is where Penn comes to write, edit, drink, carouse, and wheel and deal. It is also a visible manifestation of Penn’s guarded nature. The rooms—decorated in a sort of bordello burgundy, with burgundy velvet wallpaper, burgundy baize on the pool and poker tables, and burgundy chairs—have a crepuscular gloom; they reflect the “downtown quality” that Jack Nicholson has said expresses “the dark part of Sean’s character . . . this feeling for lost souls and the kind of green-tinted late-at-night quality.” Penn, of course, has a wide range of well-placed friends, but he seems to be happiest in the company of what Baerwald calls “the demi-demimonde—the kind of people who might follow Al Capone around.” In this demotic scrum—“I’m just another American who appreciates a little color,” Penn once wrote—he feels safe. “I hang out with guys who are very comfortable not looking at me and not having me look back at them,” Penn told Playboy in 1991. “It’s like being by yourself without being by yourself.”
“You have to protect your edges,” Dennis Hopper said, explaining why Penn keeps much of the world at arm’s length. “James Dean said to me when I was young, ‘The giant sequoia tree in its beginning is very small inside but the bark is very large. The bark is a foot thick but doesn’t get bigger. The bark is there to allow the inside to grow. An actor is like that.’ Every time you do an emotional scene, you’re exposing yourself. The second the scene’s over, you have to shut it back down and put your bark back on. If you walk around without it, you’re just a wounded tree—you’re going to die, because there’s just too much stuff coming into you. Sean goes deep into his emotional inner life. He allows you to see it, then he closes it back up. He has to, or he wouldn’t be able to survive.” Woody Allen agreed. “He’s not easily accessible,” he said. “It’s hard to get through to him, and you feel that at any minute he could blow up at you. It makes it so interesting. Women want to take care of him and men find him heroic.”
Penn’s elusiveness was established at an early age. Penn’s mother, the actress Eileen Ryan Penn, told Richard Kelly that, as a child, “Sean had his own private little world going.” “I don’t think that I really spoke outside my home till I was five,” Penn told me. “I remember plenty of conversations, but they were all with myself. If I ever felt loneliness, it was in a group.” Penn’s shyness, by his own admission, was also a kind of strategic retreat. “When I realized that people could not see into me—that bothered me,” he said. “I wanted to be transparent, so as to be understood. I knew that my intentions were good. It seemed to me I could give a lot more and be more productive with people who could see who I was.” He went on, “I didn’t want to be charming. I didn’t want to have to be funny. I didn’t want to have to be flawless. I wanted to be able to know that my heart was in the right place and not do a big song and dance to display it.” Penn’s kindergarten teacher dubbed him “Gary Cooper.” “The only complaint that teachers ever gave me about him was ‘Is he happy?’ ” Eileen Penn said. “He seemed to be so quiet.”
In high school, Penn learned that his unreachable quality could be used to both provoke and seduce. “Being shy brings attention—it brings my subjects to me,” he explained. “It works the same way it did on the quad in high school. There’s a lot of noise, a lot of alpha dogs plying their trade. Then, there’s you, bouncing your tennis shoes off the brick on the planter you’re sitting on. At some point in the school year, a pretty girl reaches a moment of reflection where that becomes more attractive than the alpha dog. You’ve got a lot of stuff that will be new to share.”
Onscreen, Penn parses his own solitude. Almost all the characters to whom he has been drawn are to some degree cut off from the world, whether by murderous obsession (Samuel J. Byck, in “The Assassination of Richard Nixon”; Sergeant Tony Meserve, in “Casualties of War”; Matthew Poncelet, in “Dead Man Walking”; Jimmy Markum, in “Mystic River”), by mental or physical damage (Sam Dawson, in “I Am Sam”; Eddie Quinn, in “She’s So Lovely”; Paul Rivers, in “21 Grams”), by drugs (Eddie, in “Hurlyburly,” Spicoli, in “Fast Times at Ridgemont High”), or by artistic self-absorption (Emmet, in “Sweet and Lowdown”). But the fury that fuels Penn’s performances—“the wonderful homicidal quality of his rage,” as the screenwriter Nick Kazan describes it—is examined in even greater depth in the three films that he has directed (he also wrote the first two): “The Indian Runner” (1991), “The Crossing Guard” (1995), and “The Pledge” (2001). On the surface, Penn’s well-told tales seem disparate. However, the issue at stake is almost always his own: the desire both to connect with and to elude people—to be, in other words, a kind of respectable outlaw. Penn addressed this division most directly in “The Indian Runner,” which was inspired by Bruce Springsteen’s song “Highway Patrolman.” The film tells the story of two brothers, one a dutiful family-loving deputy sheriff, the other a violent, unreachable jailbird. “I think both things exist in me,” Penn said, adding, “If we’re of any use, then we have blood on our hands.” The film takes its title and its central visual trope from a game of hide-and-seek that the brothers play as kids in the cornfields. “I’m the Indian runner. I’m a message, and the message is ‘Bet you can’t find me,’ ” the wayward Frank tells his older brother, Joe, as their chase begins. The tale ends in a standoff; Frank is gone and Joe has given up the chase. The short-film director Matt Palmieri, who has been a close friend of Penn’s since elementary school, agreed that the characters represent the two sides of Sean. “One part of him is the responsible, clearheaded, thoughtful older brother, the guy who kind of takes charge in a crisis,” he said. “But, on the other hand, he’s angry, wild, rambunctious—definitely highly aggressive.”
As Penn and I talked in his office, he noticed me glancing at a plastic Barbie-like doll propped against the fireplace. “An Ann Coulter doll,” he explained, referring to the neo-conservative TV pundit. “We violate her,” he said, “There are cigarette burns in some funny areas. She’s pure snake-oil salesman. She doesn’t believe a word she says. She mentions Leo in her book ‘Treason.’ ”
Leo Penn, Sean’s father, was a movie actor, whose career was blighted in the early fifties by the Hollywood blacklist. (He died, of lung cancer, in 1998.) According to Penn, Leo was “the king of comfort in his own skin.” (He was buried in his iconic mufti: sandals, Hawaiian shirt, and baseball cap.) Every Father’s Day, Penn shows his children ten minutes of a video of Leo, made two years before his death, in which he recounts his eventful life to a group called Women in Film. Penn cued up the film for me, and Leo and his gentle charm filled the room:
When I was eleven, my mother—who was maybe four foot ten—and I occupied the back seat of a Greyhound bus and drove to California nonstop, where my father had been for a year, squeezing oranges to make a living. And I’ll never forget that trip. That had a large impact on my life because it was so joyous. And this was during the Depression, when the gap between rich and poor was not what it is now. We were all in the same boat, and we all had a blast on that Greyhound bus: people playing guitars and singing songs and relating to one another. . . .
I went to war. I was away four years. While I was here—came back on I guess it was overseas leave—I was invited to do a play at U.C.L.A. . . . It went very well, and suddenly I was getting phone calls—and I was still in the service. I was getting calls from agents. I thought, Jesus, is it possible to turn this into profession. . . . I did a screen test. To my amazement they put me under contract. . . . Life was very rosy for a while. . . . I worked in the theatre; for some of the time I had a soap opera on radio. . . . Then I was under contract to a B-movie company called Monogram. I did one picture. They didn’t like my [last] name, and I refused to change it. . . . I changed my first name to Clifford ’cause I liked Clifford Odets. They didn’t like Clifford ’cause they said he was a Communist.
Although Leo was not named in the House Un-American Activities Committee investigations, his progressive leanings, his refusal to testify, and his support of the Hollywood Ten got him labelled as a fellow-traveller. By 1952, he couldn’t work on the West Coast. He moved back East, where, he said, “it took roughly two years and I was dead in New York, too. I couldn’t do either film or television.” Nonetheless, Leo built up a considerable reputation as a theatre actor; in 1957, he replaced Jason Robards in the legendary Circle in the Square production of “The Iceman Cometh.” He soon fell in love with a beautiful, outspoken actress in the company, Eileen Ryan, and they married in 1958.
The Penns were socially conscious, resilient survivors. “We didn’t have the money to get me out of the hospital when Michael was born,” Eileen Ryan Penn said of her first son’s birth, in 1958. “We laughed a lot about it.” The Penns moved to California, and settled in the San Fernando Valley, in 1959. When Leo was offered the chance to try his hand at directing for television, he accepted. He loved the camaraderie of the job, and he was good at it; over the next thirty years, he directed more than four hundred hours of prime-time TV, winning an Emmy in 1973 for a special episode of “Columbo.” But there were times when Sean heard in his father’s badinage a hint of disappointment: “I’d say, ‘What are you up to?’ He’d say, ‘Ah, you know, trying to make a better piece of shit out of a worse piece of shit.’ ”
Leo had been betrayed by the country that he’d fought for with distinction. As a bombardier in the Second World War, at a time when a pilot’s life expectancy was around fifteen missions, Leo had flown thirty-one, including three over Berlin, and won the Distinguished Flying Cross and the Air Medal. “He had about ten years of hardcore flashbacks and sleeplessness,” Penn has said. “As a tail gunner, you saw the face of your enemy. You saw the devastation of the rounds at the end of your gun. That was a big thing for him.” Many of the hallmarks of Sean’s artistic career—his fascination with outsiders, his rebelliousness, his hatred of injustice, his suspicion of authority, his flirtation with heroics—are informed by the legends of Leo’s life, of both his military and his political travails. “One thing that the children of blacklisted people know is that on many levels acceptable polite society is just another fraud,” Baerwald said. “Leo should have, could have, and certainly wanted to do work of more substance than he did. Life was much diminished.”
Nowadays, when Penn invokes his father’s memory, he recalls the smile in his eyes. “He could have very strong opinions and see all sides of an issue at the same time, but there was always that sparkle thing,” he told me. Leo’s work, however, usually took him away from home at dawn and brought him back after dinner. “He was a good weekend father,” Penn said. “Once Dad got home, it became about the couple. Basically, that was their time. Our family time was the weekend.” When Penn was a child, his parents’ bond was complicated but palpable. “We adored each other,” Eileen has said. “We had a great marriage. We were never bored with each other. We grew together.” Penn remembers his mother and father sitting late at night on their patio in Malibu, looking out at the Pacific. “If you sneaked out for a snack or something, they’d just be sitting there, lights out,” he told Kelly. “She’d be sound asleep with her head on his lap, and he would be rubbing her hair. And that was very common—nearly every night.” [cartoon id="a11318"]
As we were driving, Penn returned to that memory, but with an additional detail: “He’d drink a bottle of J&B at night; my mother’d polish off a bottle of Smirnoff. She never started drinking till we were in bed. They could both get up early the next morning and function.” Penn recalled a night when he was a teen-ager and he and his brother Michael sneaked home late. He turned off the engine of his beat-up Mazda at the foot of the driveway and they pushed it thirty yards, to where the family house was nestled beside a coral tree. As they crept up, they could see their parents on the patio in their usual entwined position. “My mother had fallen asleep—call that ‘passed out,’ ” Penn said. “My dad had taken the ship’s wheel off the wall.” (Leo had a fascination with the sea, and the house was decorated with boating paraphernalia.) “He had my mom’s head in his lap. Above her head was the ship’s wheel. My brother said, ‘Dad’s steering the house!’ ” Eileen Penn told me, “Leo and I drank equally. We enjoyed the drinks. I’m not sorry. If I was like my mother—falling down the cellar steps, me coming home from school with a friend and she’d be half hanging out of her nightgown . . . Sean never experienced any of that with me.” But Sean’s younger brother, Chris, also an actor, who died accidentally, after taking a combination of prescription and over-the-counter medications, last January, at the age of forty, saw a difference between his father’s attitude toward alcohol and his mother’s. “I think my father was a hard drinker,” he told me last year. “I don’t think he was an alcoholic.” And his mother? “I won’t go into it,” he said.
Eileen Penn is of Irish and Italian descent, and she has a particularly volatile intensity. After obtaining a bachelor-of-science degree from New York University to please her parents—her mother was a nurse—she followed her own dream by going to New Orleans to sing in a bar, then becoming a successful actress Off Broadway. She gave up performing when she had children. “All the passion I had for acting went into being a mother,” she has said. She wanted only sons. When Michael was being born, she yelled at the nurse, “If it’s a girl, push it back in! I’m not going through twenty-four hours of labor for any woman!” She explained, “My father was so protective, so worried if I ever did something that he thought was dangerous. So I just wanted boys who could go out there and do anything they wanted in the world.”
On the way to his house, Penn had suddenly pulled the car off onto a slip road and switchbacked down to a spot below the Golden Gate Bridge so that he could show me where the breakers were sometimes large enough for surfing. “I don’t know this break well, so I don’t know the times of the year that it shoots up,” he said. “I’ve actually seen it come through these piers when it was a real crazy squall.”
When Penn was nine, in 1969, his family moved from the Valley to a ramshackle fifty-seven-thousand-dollar beach house with a view of the ocean, near Point Dume, in Malibu. Today, the plot is worth millions, and Barbra Streisand lives at the end of the road. Back then, the community was almost rural, and Penn loved it. “The newness of the world. The smell of the creeks. That stuff did not get old to me. I can still smell Point Dume, 1969,” he said.
He surfed throughout his teen-age years, and the sport has had a lasting influence on him. “I defined surfing then as an art form,” he said in 1991. “It was truly about matching the energy of the wave. It was a harmony, and there was poetry to it. There was a spiritual aspect to surfing.” At the age of eleven, Penn signed up for the gruelling regimen of Junior Lifeguards, which included a sixty-eight-buoy early-morning ocean swim. (“He always put himself through tough stuff: very stoic like that,” Eileen has said. “He can take a lot of discomfort.” “I liked it,” she told me of his grit.) An article published in the magazine Surfer by the former pro surfer Alf Laws, who oversaw Penn’s training, became a kind of inspirational text for him. “I’ve thought about it thousands of times, it was about being able to adjust, how to apply yourself,” he said. Laws wrote, “One must possess two important qualities: confidence and go-for-it attitude. In aggressive surfing, one must believe in himself and his ability to make it through any situation. No hesitating allowed, boy, punch it! Tune yourself to the energy the waves are creating, and create some tracks of your own. You’ll feel righteous.” Surfing taught Penn both the pursuit of excellence and the habit of bravery. According to his former fiancée Elizabeth McGovern, who was his co-star in “Racing with the Moon” (1984), it “was a sort of parable for his whole life. He’s always riding the crest.”
“We were roaming kids,” Chris Penn, who also surfed, rode horses, and sometimes slept overnight on the beach, told me. “We had a lot of freedom.” Sean said, “From the time we were very young, it was all about expanding your imagination.” Eileen’s gospel, according to her, “wasn’t ‘Aim high’; it was ‘Aim out—to life.’ ” She set her children a feisty example. “She was a lioness,” Penn said. “Boy, she could dress down those authority figures. She was unintimidatable.” She was also tough to the point of scathing. “She was a grinding wheel,” Baerwald said. “I mean, to make a knife, you’ve got to have a hard surface.” He added, “I get the feeling she was really, really, really, really, really, really rough on Sean.” After high school, Penn apprenticed at the Group Repertory Theatre, a ninety-nine-seat house in North Hollywood. He described his mother’s visit to his début performance: “I played a part in a stage version of ‘The Young Savages.’ My mom comes backstage. She took my face in her hands. She looked me in the eye, and she said, “You were just terrible. You cannot do this.’ Meaning acting. That’s my mom.” Penn added, “About a hundred per cent of my friends were definitely afraid of her.”
“He had to fight me growing up,” Eileen said. Penn emerged from the battle with an unusual carapace of ferocity, charm, and strength. “When I was a young man, she was a greater source of confidence than my father,” Penn said. She was also the template on which Penn based what he calls his “unyielding attention to what we would perceive as injustice.” To the suggestion that his mother was a kind of fanatic, Penn answered, “I would say that lovingly, but I do confirm it as such.” “There were times when being dramatic was needed,” she said. “I needed to get it out. I wasn’t always perfectly in control. I just blasted away.” Eileen was fiercer with Sean than with her other sons because, as she said, “he was more like me.” He certainly had her forthrightness—“He’s nobody’s candidate for Secretary of State; he’s not very diplomatic,” Baerwald said—and her appetite for conflict.
“Anger feeds my brain,” Eileen said. “If you’re justified in it, it’s exciting. It makes me feel alive—a good fight. It was the only problem I ever had with Leo. I couldn’t get him mad. I couldn’t get a fight when I wanted one. Maybe that’s why I fought with Sean.” Chris, who was five years younger than Sean, spoke of his brother’s “turbulent” adolescent relations with their mother as “a very hurtful time for me because I loved them both.” One time, when Sean was particularly cruel to his mother, Chris remembered, “I basically told him to leave the house, after throwing him around the kitchen, smashing his head against the wall. It wasn’t a kid’s fight. It was a real fight.” Of Sean’s tendency to close himself off, Chris added, “I can tell you this: that unreachable thing kept me angry at him until my father got sick, in the late nineties. It was confounding. I don’t think it was intentional. Now when he does it—he still does it, he always will—it doesn’t bother me anymore.” “I don’t think Sean goes into depression,” Eileen told me. “He creates pain in others so he can fix it. If it isn’t there and it doesn’t need to be fixed, he can’t be the hero and fix it.”
“I’m damaged,” Penn told Rolling Stone in 1996. “I recognize that.” Penn told me that he “still hadn’t sorted out” the source of his rage. “A couple of girlfriends ultimatumed me into therapy things,” he said. “I tried but it just didn’t play.” Baerwald told me, “The stuff he has shared with me indicates to me that he was a mighty, mighty confused teen-ager. I mean _might-_y. There’s one way he could reach his parents—by becoming ‘Sean Penn,’ and fulfilling both their dreams.” Chris agreed. “Once Sean got out and started acting, it changed,” he said.
Acting allowed Penn to turn his turmoil to advantage; it also allowed him to live up to his mother’s notion of his singularity. (“He was her protégé,” Chris said. “She absolutely lived a lot of her career through Sean.”) Once, as a child, Penn asked his mother if she loved him the same as Michael, who is now a musician and songwriter. “No,” she said, “you’re an original. There’s only one Sean and only one Michael.” Penn was obsessed with the Watergate hearings, and dreamed of becoming a lawyer, but he lacked the grades. By his senior year of high school, he was cutting classes and toting around a Snoopy lunch box full of film paraphernalia for Super 8 movies that he was making with Chris and friends like Charlie Sheen and Emilio Estevez. After a brief stint at Santa Monica Junior College, where he studied car maintenance and cinematography, Penn found himself drawn back to the theatre. “Acting is the only field I could find where it was all about not having a precedent,” he said. “For better or worse, it was one that depended singularly on what was different about you.” By then, Robert De Niro’s performances had captured Penn’s imagination. “He made excellence a moving thing,” Penn said. “This wasn’t a guy who was born with fireworks in his pocket. He didn’t have a conventionally handsome face. He didn’t have the melodic voice of Gregory Peck. He didn’t even have an interest in having those things. He was a totally unique creature and spoke of his time.” He added, “One knew how invested he was in what he did. It also struck a chord in me. I needed to do something one hundred per cent. I hungered for a process that would leave no stone unturned.”
Penn recalled being backstage during his apprenticeship at the Group Repertory Theatre and watching a middle-aged actor get ready to go on. “He had a pretty good TV career going,” he said. “I had seen him in a lot of things. He didn’t have to be at this theatre, for zero money.” Penn continued, “I watched him take off his cowboy boots to get into his costume; I followed his eyes down to the boots, and I said to myself, ‘You know, I’ll be O.K. at forty looking down at those boots, knowing that I’m going to do what he’s going out to do tonight. I’ll like this life. I know I’m good enough that I’ll be an actor when I’m forty. Not a failed actor. Not a successful actor. I’ll be an actor. It’s an adventure.’ ”
At the outset of his career, according to Chris, Penn “didn’t have a flamboyant or entertaining presence at all,” but he “worked as hard as an Olympic athlete.” “The thing Sean had was guts,” Eileen has said. “The talent came later.” From the age of eighteen to twenty, five hours a day, five days a week, Penn trained with the diminutive method-acting coach Peggy Feury, who counted among her clients Anjelica Huston, Michelle Pfeiffer, and Jeff Goldblum. Feury was “interested in how are you gonna bring yourself to the material rather than the material to you,” Penn said. “I felt that Peggy was very personal with me. She’d teach you how to graph your work. I was wary of anything that was gonna fuck with my precious fucking instincts, but she just got to me. It was gentle, very gentle.” [cartoon id="a11329"]
On his nineteenth birthday, Penn got his first professional part—on “Barnaby Jones”—and his Screen Actors Guild card. A year later, in 1980, he went East looking for work; almost immediately, he landed a part in a Broadway play, Kevin Heelan’s “Heartland.” When the play opened, the Times panned it as a “hackneyed melodrama,” and said that Penn’s character “mopes around the house like a sick gerbil.” Still, the play marked a seismic shift in his life. “He said that for the first time he felt like himself,” Baerwald recalled. “He could understand what being himself was.” Two years later, he was cast in a cameo role in “Fast Times at Ridgemont High”; after the early rushes, his role was expanded into a star turn. Penn contributed his own surfing argot—“tubular,” “gnarly,” “awesome”—to the script; he also brought his own wardrobe to the set, including the black-and-white Vans that became a fashion statement for a generation. Art Linson, one of the film’s producers, told Richard Kelly, “The famous scene where Spicoli comes late to class and Ray Walston rips up his card, and Sean says, ‘You dick’—Ray Walston didn’t know who Sean Penn was. So he says his line, ‘I think you know where the principal’s office is.’ And Sean says, ‘You old, red-faced motherfucker . . .’ Ray Walston turned beet red and got crazy pissed-off, like ‘How dare this kid?’ ” Linson continued, “But Sean, even then, was trying off-camera to get a rise out of him that would be great for the moment. That’s a pretty audacious move for a kid who no one had heard of yet.” “Fast Times” made Penn a renegade legend and won him instant membership in the fledgling Hollywood talentocracy known as the Brat Pack.
“Each time, Penn comes as a complete surprise,” Pauline Kael wrote in her review for this magazine of the 1983 film “Bad Boys,” in which Penn played a teen-ager in juvenile detention exacting revenge on another inmate. She explained, “He gets so far inside a role that he can make even a sociological confection such as this hero . . . someone an audience can care about.” Penn often approached characters from the outside in, which was a bone of contention with his mother. When he was about to go on location as a drug dealer spying for the Soviet Union in the 1985 film “The Falcon and the Snowman,” Penn told Eileen that he would be changing his hair and teeth for the role. “Just act the part,” she said. “You don’t need all that makeup.” Later that day, Penn called her and invited her over to his house. When she got out of the car, a man came to greet her. “Hi, Mrs. Penn,” he said. She vaguely recognized him, thinking “he was probably some friend of Sean’s from school.” “ ‘Remind me, I know you, I know you,’ ” she recalled saying. “And he’s walking toward me. ‘You’re . . . Oh my God, you’re my son.’ ” He was wearing the makeup he planned to use for the part. “Gotcha, Mom,” he said.
But it wasn’t until 1988, when he was playing Eddie, the coked-out Hollywood casting agent in “Hurlyburly,” at the Westwood Playhouse, in L.A., that Penn achieved, in his eyes, a balance of discipline and expression. “Charlie Parker—or one of those guys—once said he played an A chord for half an hour before he heard it,” he said. “I was playing the chords of this stuff for some years, and then, within the course of that play, I heard what it was I was trying to say and why I was trying to say it.” At the intermission on opening night, the actor Robert Culp tapped Eileen on the shoulder. “You’ve got a Stradivarius,” he said. The film version of “Hurlyburly” brought out all the emotional daring of Penn’s technique. In it, he condensed the turbulence of his young adulthood into an almost visionary embodiment of Rabe’s hilarious and horrible portrait of moral collapse. “Twenty years ago, it was internal combustion,” Penn told me of his own life. “There wasn’t anything that resembled peace in my spirit.”
In 1996, Penn and Wright, after six years together, followed by a fraught period of separation, were married (their children were five and two). The newfound maturity of his private life has been reflected in the range and depth of his screen performances as well. Over the last decade, his restraint has become more elegant, his reservoir of feeling more profound. The breakdown of the death-row killer Matthew Poncelet, in “Dead Man Walking” (1995), and Jimmy’s grief-crazed fury over the murder of his daughter, in “Mystic River”—for which Penn won an Academy Award for Best Actor in 2003—are among the high-water marks of contemporary acting. Penn has drawn frequent comparisons to Marlon Brando, who was a friend of his. Brando, however, was never known for his light touch; Penn has one if he needs it. “I know I haven’t shared as much joy—pure joy—and humor as I might experience in life,” he said. “I’m predisposed to hold back.” But, as he demonstrated in “Sweet and Lowdown,” his reticence can be spice to comedy. “Sean can do lighter material,” Woody Allen says. “He can deliver a line if he has to. He’s just lucky that way.”
Penn was driving me back to San Francisco when his cell phone rang. Wright needed the car by two. “So let’s have dinner tonight,” I said. Penn mumbled something about making a start on his Chronicle article. “I’ll get back to you,” he said.
At around five, the hotel phone rang. “Meet me at Tosca’s at five-thirty,” Penn said. He told me that he had made a dinner reservation at a Vietnamese place near Tosca’s, a nondescript saloon in North Beach, which serves Penn variously as watering hole, mail drop, and clubhouse. When I walked into the dim glow of the bar, he wasn’t there. I took a stool, ordered a beer, and settled down to watch the only two other people at the bar, who were going through the rituals of a first date. After fifteen minutes or so, I asked the bartender, “Sean been in?” “Yeah,” he said. “He and the boss went out for dinner.”
About half an hour later, Penn walked in with Jeanette Etheredge, Tosca’s owner and den mother. “Everybody needs a bar in their life,” Etheredge said; over the decades, hers has played a part in the carousing lives of Hunter S. Thompson, Francis Ford Coppola, Dennis Hopper, and William Kennedy, among others. Penn told Etheredge that he’d be back soon, and then, without mentioning that he’d already had dinner, he headed out with me to the Vietnamese restaurant. At Tower Valet Parking, Penn proffered some bills in the direction of the attendant. “Don’t let him pay,” another attendant shouted from across the lot, before persuading Penn to pose for a photo. As Penn finally approached his car, a tweedy middle-aged couple stood quietly on the sidewalk watching him. “We’re just ogling,” the woman said.
Over dinner, I repeated a story that his mother had told me, about talking to Woody Allen on the set of “Sweet and Lowdown.” “Woody said he’s always wanted to work with Sean but couldn’t figure him out,” Eileen had said. “I’ll sum it up for you, Woody,” she replied. “He’s embarrassed at having had a happy childhood.” Speaking of his mother earlier that day, Penn had said, “She has rewritten history quite a bit.” (In Kelly’s biography, for instance, Eileen claimed to have kept watch while her eleven-year-old son surfed. Penn categorically denied this. “At that age, the idea that your mother would stay at the beach to watch: impossible,” he said. “It was a drop-off.” He added, “Maybe she was taking too many chances with her kids. How did I survive?”)
He was just about to comment on the story when his cell phone rang. “I’m sorry,” he said. “I’m on kid call.” After he hung up the phone, Penn looked down at his half-eaten appetizer; the sight of food led him to a meditation on “the hunter-gatherer aspect of things.” “Hunting isn’t necessary in the world we’re living in,” he said. “A man can go and hunt elk if he wants. But the woman can get to the market sooner than that and bring home the food. So what’s left? Violence. That’s it. There’s no identifiable venue for the system of alpha.” The waiter took away our plates. Penn pushed himself back on the banquette. “I’m full,” he said. “You want anything else?” I demurred. Penn called for the bill; he insisted on paying. It seemed that I was the venue for alpha.
Back at Tosca’s, where the habitués were now three deep at the bar, arms were raised not to cheer on the Giants on the TV above the bar but to hold up cell-phone cameras as Penn made his sprightly progress to the back room. When he paused to talk to Etheredge at the end of the long bar, a young Asian man shoved a phone into his hand and asked him to speak to his father, who was celebrating his birthday. “Your son really should watch his drinking,” Penn said into the phone. “Happy birthday.”
The back room was as cramped and musty as a shebeen. The space was lit by a yellow neon sign that said “Tosca” and the green glow of a shaded bulb over the pool table, which kept the denizens crowded against the walls. Film posters haphazardly plastered to the walls added to the room’s subterranean panache. Penn was at home. After he’d had a couple of vodka-and-tonics, his mood lightened and his guard lowered. At one point, talking about his friendship with the magician David Blaine, Penn leaned across the table and said, “Why are we close friends? I don’t ask. I don’t want to know. Love the mystery. Don’t want to know why I’m here, per se, in life. Feel it, follow the feeling. But don’t want the answer. Don’t believe I’ll get it. Don’t want the safety net of ‘Am I gonna have an afterlife or am I not?’ ” He continued, “Somebody says there’s a God, I think it’s a kind of funny notion. Somebody says there’s not, I think it’s a funny notion. To know is a funny notion. And so, you know, if I’ve got a religion, it’s the mystery of the thing.”
After a while, Penn led me upstairs to another dingy inner sanctum, where two off-duty policemen were sitting at a bare table, discussing the recent suicide of one of their cohorts. Penn knew the men and asked if they minded our presence. They waved us in. We settled into a plywood alcove. Penn reached into his pocket and pulled out a sheaf of typed pages. “First rough,” he said, and in hushed tones he began to read:
Jet lag had cut me down around midnight the day of my return from Tehran. But my fractured body clock sounded its alarm at 4:30 A.M., the following morning. I got up, went to the kitchen, flipped on the TV, and surfed my way through the channels, landing on CNN’s “American Morning” with Soledad O’Brien. . . . She reported me to be currently in Tehran for the San Francisco Chronicle. . . . Then as footage of me from a well-meant farewell given me by the Iranian Film Society played, she observed that I looked to be playing a journalist. So here we begin, as I sit in my kitchen in northern California, she’s reporting me to be in Tehran. She looks at the film given her by a producer and jumps on the bandwagon of attack. . . . Let’s set the record straight, shall we? From the moment the international press became aware of my presence in Tehran, the predictable misreporting began deluging Web sites, newspapers, television, and radio in the United States and around the world. The inaccuracies ranged from claiming me a pro-Iranian, anti-American lefty, to a continuous and lazy presumption that my first and highly criticized trip to Iraq had been supported by the San Francisco Chronicle. . . . What’s disturbing here goes to the heart of the misunderstandings throughout the world and to the heart of freedom. And the free press is only free when it is bold and accurate. And while the dismissive and trivial attacks on me may be the bickering of details, the number of dead and the purpose of war are not.
We note that Lawrence Bacow has been named the president of Harvard, succeeding Drew Gilpin Faust, who held the office for 11 years.
Mysteriously missing from the news coverage was the fact that Bacow was a 2007 finalist for the “Sheldon,” our coveted award for worst college president of the year. The award is a statuette that looks something like the Oscar, except the Oscar features a man with no face looking straight ahead, whereas the Sheldon shows a man with no spine looking the other way.
The award is named for the late Sheldon Hackney, the former president of the University of Pennsylvania and the Babe Ruth of modern Sheldonism.
As president of Tufts University, Lawrence Bacow looked the other way when a student-faculty committee put a conservative Tufts publication on trial and found it guilty for publishing two parodies. One was a mock Christmas carol making fun of affirmative action and the other was a satire of Tuft’s Islamic Awareness Week.
The committee accused the journal of causing “embarrassment, which we had thought was the entire purpose of satire. The committee ordered the publication not to run any unsigned articles in the future, a rule not applied to other campus publications. The committee also hinted that funding would be cut if other controversial articles were published.
FIRE wrote Tufts University President Lawrence Bacow to ask why a verdict declaring The Primary Source (TPS) guilty of “harassment” and “creating a hostile environment” still stands―despite the fact that Bacow himself has openly admitted that such a punishment could not stand under the First Amendment.
“We explained to President Bacow (again) that the only way for Tufts University to shed the dishonor of being one of three schools named to FIRE’s Red Alert list―reserved for schools FIRE deems ‘the worst of the worst’ when it comes to protecting rights on campus―was by immediately dropping the guilty finding against TPS. As we wrote:
“As long as the harassment finding against The Primary Source remains, students at Tufts are in danger of being censored and sanctioned merely for expressing unpopular opinions on campus.”
Eventually, Bacow acknowledged freedom of speech by eliminating punishment for the student journalists and praised free expression but refused to overrule the guilty verdict, leading the Sheldon committee to conclude that Bacow’s commitment to free speech ‘’shuttles between tepid and imaginary.”.
A mutual friend invited Bacow and me to lunch, where Bacow once again reiterated his innocent but guilty position, a stance opposed by the ACLU of Massachusetts, the Foundation for Individual Rights in Education (FIRE) and several newspapers. It was, however, the only time a Sheldon candidate argued his case before the whole Sheldon committee (me).
Bacow lost the worst-president title that year to a superlative effort by Richard Brodhead, president of Duke.
Here is what Brodhead did to win: On hearing the first reports, he abruptly canceled the lacrosse season, suspended the players named in the case, and fired the lacrosse coach of 16 years, giving him less than a day to get out. All with no hearings.
This helped create the impression that the players were guilty. His long letter to the campus did the same thing. He didn’t say the boys were guilty, but he talked passionately about the coercion and assault of women, the legacy of racism, and privilege and inequality – all of which fed the anger aimed at the lacrosse team.
Brodhead did nothing to deter the tsunami whipped up against the players by some students and the Group of 88, an alliance of mostly radical race and gender professors. One of the 88, Houston Baker, answered a polite and worried letter from one of the lacrosse moms by calling her “the mother of a farm animal.” Again with no comment from Brodhead.
Without any comment from Brodhead, the protesters issued death threats, carried banners that said “castrate,” featured photos of lacrosse players on “Wanted” fliers, and banged pots outside the boys’ residences in the early morning hours to disturb their sleep. A word from the president about leaving the boys alone and guaranteeing them a fair trial would have been nice. An engineering professor at Duke said, “There never was a clear sense that the students were innocent until proven guilty.” The whole “scandal,”was, of course, a scam.
Despite their perpetrations, Brodhead won a glittering contract, and Bacow is president of Harvard.