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Usher Says He Wishes He Dated Aaliyah

Actor and singer Usher Raymond poses at the premiere of "Burden" during the 2018 Sundance Film Festival on Sunday, Jan. 21, 2018, in Park City, Utah. (Photo by Danny Moloshok/Invision/AP)

Usher Says He Wishes He Dated Aaliyah In a recent interview, Usher was asked what celebrity he would have dated back in the day if he had the chance. He answered Aaliyah. He said he has never shared that with anyone and he wishes he had taken her more seriously because she was a really good friend of his. He said they hung out but it just didn’t go any further. His next question was who was your first celebrity kiss. He said Monica. When asked if she was a good kisser he gave an emphatic yessss. Who is your celebrity crush?

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