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When Whitney Houston Dated Randall Cunningham

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By Spike Eskin

PHILADELPHIA (CBS) – Garry Cobb knew it wouldn’t last when he Randall Cunningham was dating Whitney Houston. “Randall was a goody-goody two-shoes type of guy,” Cobb told 94 WIP’s Angelo Cataldi and The Morning Team on Wednesday. “She liked the bad boy type.”

Cobb , also a 94 WIP host, was an Eagles teammate of Cunningham’s from 1985-1987. He said that while Randall was pursuing Houston, he was doing it the wrong way. “Randall went after her with everything he had. He was giving her roses, wine, a limousine,” Cobb said. “Randall was trying everything he could, but he just wasn’t Whitney’s type of guy. I wasn’t surprised she got with Bobby Brown. She liked a guy with a little street.” Houston passed away on February 11th, at the age of 48.

Listen to the entire interview with Garry Cobb:


Cunningham was making a good salary while with the Eagles, but Cobb said he reminded him that Whitney Houston was making much, much more. “He was trying to impress her, but she was a bigger star than he was. But he was going about it the wrong way,” he said.

Cobb said that even though Houston and Cunningham didn’t date for long, she was around the team quite a bit at the time. “One time, there was a pre-season game. A lot of the guys left at halftime to go up to her birthday party.”

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