Round 1 - Damon Salvatore (Winner: Kirkir-"Sarcastic")
Round 2 - Stefan Salvatore (Winner: Darya96-"Caring")
Round 3 - Elena Gilbert (Tied: Darya96-"Brave" AND Rokitchichi-"Headstrong")
Round 4 - Alaric Saltzman (Winner: Madelayna-"Mysterious")
Round 5 - Anna (Winner: edwardsgirlxx-"Headstrong")
Round 6 - Katherine Pierce (Winner: Spuffydelena-"Manipulative")
Round 7 - Caroline Forbes (Winner: edwardsgirlxx-"Vulnerable")
Round 8 - Uncle John Gilbert (Winner: edwardsgirlxx-"Jackass")
Round 9 - Jeremy Gilbert (Winner: edwardsgirlxx-"Abandonned")
Round 10 - Isobel (Winner: Melissa93-"Bitch")
Round 11 - Matt Donovon (Winner: Nibylandija "Sweetheart")
Round 12 - Tyler Lockwood (Winner: Magy25-"problematic")
Round 13 - Jenna Sommers (Winner: edwardsgirlxx-"Oblivious")
Round 14 - Pearl (Winner: DaniKatZ-"Fierce")
Round 15 - Bonnie Bennett (Winner: rokitchichi-"BitchWitch")