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In addition to serving as a safe haven during the show’s first three seasons, it was the place where hip-hop and R&B stars new and old would perform classics. Natalie’s was as important a character to New York Undercover as the city itself. Which brings us to the show's defining characteristic: its music. What's more, legendary singer Gladys Knight played Natalie, who owned Natalie’s, the after-hours spot where nearly every episode during the show’s first three seasons concluded. Tyra Banks played one of G’s teachers and another love interest of J.C. NBA Hall of Famer Patrick Ewing popped up, as did his bruising former New York Knicks teammate Anthony Mason, who appeared in the same episode as then-rising NBA star Chris Webber. Naomi Campbell had an extended role as a woman Cort employed to get close to J.C. In a stark deviation from his New Jack City role, Ice-T, with his flowing mane and signature black shades, played drug dealer Danny Cort, J.C.’s biggest foe during the show’s first two seasons. But the show did more than merely cast reputable actors and artists, it placed them in major roles and effective cameos. The advent of the Internet has eliminated the element of surprise these days, but not knowing about special guests or cameos more than a week in advance added to the anticipation of watching a show each week during the ‘90s. Wolf's time on Miami Vice’s set familiarized him with the concept of the "cool" cop show, and part of what made New York Undercover attractive was its guest stars.
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What truly set the series apart from others in the same vein was its appeal. But heart and character strength aside, the show excelled by keeping its finger on the pulse of popular culture. The relationships that the primary characters had with each other drove the show, as it went beyond simply clearing cases within an hour each week. The entire unit’s response to the crime was key to her daughter's safe return. Virginia Cooper ( Patti D’Arbanville Quinn), during the show’s second season when her daughter was abducted by a pedophile she met via dial-up era Internet.