'The Vampire Diaries' 100th Episode Airs Tonight - JJJ's Favorite Moments Ever!

Season Two

“There’s something going on between the two of us and you know it.”
Damon kills Jeremy after finding out that he didn’t actually kiss Elena.
Season 2, Episode 1 “The Return”

“I never compelled your love.”
Katherine tells Stefan that his love for her was real.
Season 2, Episode 4 “Memory Lane”

“I don’t deserve you, but my brother does.”
Damon confesses his love for Elena and then compels her to forget.
Season 2, Episode 8 “Rose”

“I can’t be what other people want me to be.”
Damon goes on a bender and kills a random girl.
Season 2, Episode 14 “The Descent”

“It’s time.”
Klaus breaks the curse, kills Elena, and becomes a hybrid.
Season 2, Episode 21 “The Sacrifice”