Cindy Crawford and Rande Gerber
In this case, Rande Gerber had a blind date benefit, as he knew about Cindy Crawford before they first met, “I knew who she was, and I knew she was beautiful.” Michael Gruber, Crawford’s agent and Gerber’s friend, asked Gerber to escort Crawford to his wedding, and Gerber didn’t mind at all. “We decided to meet the night before and get to know each other,” he shared. “I was surprised at how cool and down to earth she was.”