The Best American Crime Writing 2006

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Authors: Mark Bowden
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three-by-five card with nicolette written on top. It lists the contacts of girls who kind of look like the fake Nicolette.What blows my mind is the stupid bastards spend hours searching the sites looking for their super-fantasy, are willing to shell out seven hundred dollars an hour, and then when someone else knocks on the hotel-room door, they go, 'Oh, whatever.' They can still go back to Indianapolis, show the girl in the picture to their buddies, and say, 'See her? Like, awesome, dude!' "
    It was this kind of slipshod, postmodern fakery that Jason Itzler says he started NY Confidential to wipe out. At NY Confidential, you always got the girl in the picture.
    "That's because we were the best," says Itzler. "At NY Confidential, I told my girls that the pressure is on them because we have to provide the clients with the greatest single experience ever, a Kodak moment to treasure for the rest of their lives. Spreading happiness, positive energy, and love, that's what being the best means to me. Call me a dreamer, but that's the NY Confidential credo."
    Such commentary is typical of Jason, who, in the spirit of all great salesmen, actually believes much of it.
    Not yet forty, Jason Itzler has a story that is already a mini-epic of Jewish-American class longing, a psychosocio-sexual drama crammed with equal parts genius (occasionally vicious) boychik hustle, heartfelt neo-hippie idealism, and dead-set will to self-destruction. Born Jason Sylk, only son of the short-lived marriage between his revered mother, Ronnie Lubell, and his "sperm dad," Leonard Sylk, heir to the Sun Ray drugstore fortune built up by Harry Sylk, who once owned a piece of the Philadelphia Eagles, Jason spent his early years as one of very few Jewish kids on Philly's Waspy Main Line. If he'd stayed a Sylk, says Jason, "I would have been the greatest Richie Rich, because Lenny Sylk is the biggest thing in the Jewish community. He's got a trust that gives money to stuff like the ballet, a house with an eighteen-car garage, and a helicopter landing pad. Golda Meir used to stay with us when she was in town."
    After his parents' divorce, Itzler moved to New York with his mother, whom Jason describes as "the hottest mom in the world. She had this Mafia princess-Holly Golightly thing about her. Her vanity license plate was tipp. My mother being beautiful made me into who I am today, because when you grow up around a beautiful woman, you always want to be surrounded by beautiful women."
    Also a big influence was his mom's father, the semi-legendary Nathan Lubell, "the biggest bookmaker in the garment industry, a gangster wizard," says Jason."He owned a lot of hat stores, a bunch of the amusement park in Coney Island, and was hooked up with Meyer Lansky in Las Vegas hotels. I used to love it when he took me to the Friars Club, where he was a king. Even as a kid, I could feel the action."
    With his mom remarried, to Ron Itzler, then a lawyer in the firm of Fischbein, Badillo (as in Herman), Wagner, and Itzler, the family lived in the Jersey suburbs. Displaying his compulsive intelligence by setting the all-time record on the early-generation video game Scramble, Jason, "pretty much obsessed with sex from the start," wrote letters to Mad magazine suggesting it put out a flexi-record of "teenage girls having orgasms." Summers were spent in the Catskills, where as a cabana boy at the Concord Hotel he befriended people like Jason Binn, now the playboy publisher of the Hamptons and Los Angeles Confidential magazines, a name Itzler paid homage to with his NY Confidential.
    Itzler remembers, "At the Concord, when Jason Binn said he was the son of a billionaire, and my stepfather told me, yeah, he was, I got light-headed."
    In the late eighties, after getting through George Washington University, even though he was "mostly running wet-T-shirt contests," Itzler entered Nova Southeastern University, a bottom-tier law school in Fort Lauderdale, Florida, where he embarked on what

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