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Joe Jonas
The high-profile duo only dated for a handful of months back in 2008. But despite the short-lived nature of the romance, their breakup ended up becoming headline-worthy news. Swift admitted that Joe dumped her over the phone call that lasted less than 30 seconds. Not only did she call him out on "Ellen," but she also wrote an entire song about the breakup, called "Forever & Always," that paints Jonas in a bad light. Now, Swift regrets how she reacted to the situation.