Taylor Swift certainly does play the field. She's dated a lot of guys, however briefly and innocently, in her teens and 20s. Here's a look back!

Jake Gyllenhaal
Jake Gyllenhaal allegedly took Taylor Swift's v-card, then dumped her via text. TEXT.
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at least 5 of these guys have never went out with Taylor, thats so stupid

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Who gives a rat's @$$ about Taylor Swift? She is the definition of an overrated pop singer. She's parlayed breakups into a cottage industry. She is sooo phony, almost a caricature.

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Taylor Swift Quotes

I think it's kind of fun to call out your ex-boyfriends. Like why do this if you're not gonna take the opportunity to always have the last word. It's so much fun.

Taylor Swift

I saw that documentary on Britney Spears, and I feel bad for her—she can't leave her house!

Taylor Swift
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