"Smart, sexy, and successful - he knew she was way out of his league, but did that keep him from asking her out? Nope. And while she knew he wasn't her "type," he did seem nice and sweet - so why not give him a try? But sadly, when the clothes came off, the beautiful brunette would quickly be reminded why girls like her don't go for guys like him. A wise man once said, 'Tis better to have loved and lost than never to have loved at all' - do you agree?"

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Duration: 19

Rating: 43