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Before they became a roving band of witches, werewolves, vampires, vampire hunters, and a lone human, The Vampire Diaries cast racked up some pretty impressive (and awkward) resume entries.

You can watch The Vampire Diaries online to get all caught up before the Season 6 premiere, but before you do that, click on the gallery above to see the cast before they were stars.

When you do, you’ll find out some of the same interesting things we did.

Ian Somerhalder had some really unfortunate haircuts before he landed his breakthrough role of Boone Carlyle on LOST. Really, truly unfortunate haircuts.

His blue eyes, however, have always been piercing. Right into our souls. His vampire brother Paul Wesley, meanwhile, has a very Six Degrees of Separation background.

Wesley’s big break came in daytime TV as the second incarnation of Max Nickerson on Guiding Light, after Jesse Lee Soffer vacated the role.

He later went on to play Tommy Callahan on Everwood​ and had a thing for characters named Tommy, as that was the name of his football player character on American Dreams.

Then he played football in The Vampire Diaries Season 1.

Many of the remaining cast members had crossed paths with Julie Plec either by working with her or by working on one of her favorite shows before they were cast on TVD

Take a look through the above gallery to see their connections. And then be sure to tune in to The Vampire Diaries Season 6 Episode 1 on October 2.