Swift's first Hollywood romance was perfectly age-appropriate. While Swift was just emerging onto the pop scene, Jonas, along with his singing and dancing brothers, were at the top of their game.
Between concert stops and personal appearances, Swift and Jonas were spotted spending time together, but neither copped to a romance at the time.
Swift told MTV News of the relationship: "For me, in dealing with things that people write, I try not to let it affect my life ... He's an amazing guy, and anyone would be lucky to be dating him."
But the pair split months later when Jonas reportedly left Swift for his "Lovebug" video co-star Camilla Belle.
Swift even went on Ellen to out her ex for breaking up with her in a "record" 27 second phone call.
It's all good, though, because Swift says "I addressed it, and, you know, that's a chapter in my life that's closed now."
And of course she got a song out of the relationship: "Forever & Always."