New York Daily News

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Dapper Dan, the coolest crook in Harlem,

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No one was slicker than Dapper Dan.

The Harlem hustler once won $50,000 playing dice. He devised scams so ahead of their time that police didn’t even know what to charge him with.

And then Daniel Day came up with his greatest idea of all: Designing clothes that made a generation of rappers look like the gangsters they wanted to be.

He’s gone from prison to penthouses, partied with L.L. Cool J and peddled T-shirts on the street. “Dapper Dan: Made in Harlem” is his story, a gritty memoir in the style of Iceberg Slim’s “Pimp,” a streetwise adventure in “Super Fly” style.

Unlike some of those characters, though, Day didn’t abuse women, or dream of million-dollar coke deals. He just wanted to look fine, and live well. And to a kid from World War II-era Harlem, that meant cutting corners.

Until he saw he could make more money cutting fabric. Day was born in 1944, and his memories are mostly sweet. He remembers a Harlem before housing projects, when every block felt like a neighborho­od. Fathers held down three jobs, then cut loose on weekends. Mothers sat on stoops, shelling peas, and minding everybody’s business.

Life was still hard, though. Day remembers going hungry, and stuffing pieces of linoleum in his shoes, to patch the ragged soles.

But he also remembers seeing stylish black men, well-fed gentlemen in three-piece suits. They ran the numbers racket. And when drugs took hold in the 1950s, they ran that, too.

Little Danny loved their style.

He first picked up the Dapper Dan moniker in grade school, sporting creased jeans and polo shirts. He dressed to impress, and the tidy look not only earned him respect, it also seemed to bring him luck, or at least an advantage.

His slick style and cool attitude helped him boost clothes from Alexander’s in the Bronx, where he walked in with empty shopping bags and walked out with sweaters. It helped in dice games, too. People looked at the welldresse­d, icy calm teenager and figured he must have an edge.

Day did, too. Always a reader, he read every book on gambling the New York Public Library had. And, not surprising­ly, he was good in math, which helped him calculate the odds.

The loaded dice he bought at a Midtown magic shop also did not hurt.

Drugs, though, were a different game. Day first started sniffing heroin in junior high. By the time he dropped out of high school, he was using and selling full-time. Arrests followed. Prison, rehab, and a newfound interest in religion, metaphysic­s and spirituali­ty straighten­ed him out. But not so much that he actually went straight.

Instead, he went back to the streets and back to the dice. He made thousands of dollars a day. He bought a brownstone, sent his children to private school.

That last expense was significan­t. Eventually, Day had eight kids with seven different women. “I consider sex a deeply spiritual and meaningful act,” he explains. And he always searched for meaning.

Gambling was dangerous, though. Only gangsters could afford the stakes Day liked. He often found himself in afterhours clubs, rolling dice with lethal guys who worked for heroin kingpins like Nicky Barnes and Frank Lucas.

One night, Day was up over $50,000. He also noticed the mood in the room had changed. Suddenly he didn’t like the way people were looking at him.

He casually put his winnings in his pocket, then slapped another $500 down. “Hold this bet for me, I gotta take a leak,” he said. Instead, he ran.

He found out later the gangsters had decided he was part of a rival gang and had planned to kill him and dump his body.

There had to be an easier illegitima­te way to make money.

Day found it almost by accident. A thief gave him some stolen credit cards to settle a debt. Day tried that scam for a while, then figured out a better scheme: He would make his own credit cards.

Day got a friend to steal an embossing machine that made plastic employee IDs. He collected old charge receipts from the trash and slapped legitimate numbers on new, fake cards.

Walk into a bank with one, and you could walk out with a cash advance.

It was illegal. Except tech

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