Ryan Reynolds and Melissa Joan Hart
"Dated" might be too strong of a word for this celebrity fling. In her book Melissa Explains It All, Melissa Joan Hart admitted that she made out with heartthrob Ryan Reynolds when he showed up on the Sabrina the Teenage Witch set in 1996. The actress revealed that Reynolds gifted her with a watch, which then let to them kissing in her hotel room. "I remember that his lips were pretty wonderful, plus he has these big hands and shoulders that completely swallowed my petite frame," she disclosed. "It was a terrific distraction from how strongly he smelled of hair product."