2009 VMA MTV Video Music Awards Red Carpet Photos Beyonce Taylor Swift plus more!

23-year-old six-time Grammy Award winning singer Taylor Swift appears to be living a real-life, superstar-studded version of The Bachelorette as she continues to generate a seemingly endless supply of song writing material through a similarly endless string of busted relationships. For those of you new to the world of Taylor’s dating history, we here at Starcasm have taken it upon ourselves to create a detailed timeline of her love life — starting with her freshman year in high school and going all the way up until this week’s split from One Direction’s Harry Styles! We’ve also tossed in a few important Taylor Swift dates that aren’t romance-related so you will have a context for what else was going on in her life at the time. (In case you’re wondering who she was dating when she got disrespected by Kanye West at the MTV Music Awards, for example.)