Serena van der Woodsen is many things, but dateless is not one of them. Over five seasons of Gossip Girl, the bombshell has wooed and been wooed by men from all walks of life — teachers, con artists, sensitive Brooklynites — and when season six begins, she'll have guest star Barry Watson as her new arm candy. But since Watson is just one of her many love interests, we think it's time to take a look at Serena's romantic past.
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