11 Celebrities Who Have Had Horrible First Dates

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3) Jennifer Aniston

Even Hollywood sweethearts have bad dates, and her story about her date with an entertainment lawyer is certainly cringe worthy. The guy showed up early, ordered, and began eating. This would be forgivable if one were feeling generous. However he then proceeded to ask her questions about her ex and his new wife (Brad and Angie for those who have lived under a rock for the past decade) through the entire date. It is common knowledge to not bring up an ex on a date, and to go on a date to only talk about the other persons ex is just plain weird. She paid the entire tab and left like a lady once she realized what a creep she was out with.