Will Smith Dating History: Which actress has he dated the most?

Will Smith and Jada Pinkett Smith have been known for a long time as one of the most stylish and loved-up couples in Hollywood? Since they’ve been married for more than 20 years, the actors have been through their share of ups and downs and made changes to their marriage to make it work. They still seem to be going strong after more than 20 years.

But before he fell in love with Pinkett Smith, Smith was seen with a few other Hollywood women. Even though he may have gone on a few dates and one-night stands here and there, he only had two real relationships and one other marriage.

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