2. “The first rule of truly living, do the thing you are most afraid of.” – Rebekah Mikaelson
3. “You want a love that consumes you. You want passion and adventure and even a little danger.” – Damon Salvatore
4. “I used to think the worst feeling in the world was losing someone you love, but I was wrong. The worst feeling in the world is the moment that you realize you’ve lost yourself.” – Elena Gilbert
5. “New rule: you live your life, you heal, and in the meantime, we’re friends.” – Stefan Salvatore
6. “We live by a code of loyalty. We take care of each other. It’s my duty and honor to help you. Please let me.” – Jules
7. “The worst day of loving someone is the day you lose them.” – Elena Gilbert
8. “We choose our own path. Our values and our actions, they define who we are.” – Stefan Salvatore
9. “Humanity is a vampire’s greatest weakness. No matter how easy it is to turn it off, it keeps trying to fight its way back in. Sometimes I let it.” – Katherine Pierce
10. “What difference does it make? Because in the end, when you lose somebody, every candle, every prayer is not going to make up for the fact that the only thing you have left is a hole in your life where that somebody that you cared about used to be.” – Damon Salvatore
11. “We both know the closest you’ll ever get to humanity is when you rip it open and feed on it.” – Damon Salvatore
12. “When people see good they expect good and I don’t want to live up to anyone’s expectations.” – Damon Salvatore
13. “There’s no such thing as a bad idea. Only poorly executed awesome ones.” – Damon Salvatore
14. “When you lose someone, it stays with you. Always reminding you of how easy it is to get hurt.” – Elena Gilbert
15. “It’s cool not growing old. I like being the eternal stud.” – Damon Salvatore
16. “Sometimes the world turns good people into bad people.” – Klaus Mikaelson
17. “I’m human. I have to do human stuff. Otherwise, I’m going to go crazy.” – Elena Gilbert
18. “When it’s real, you can’t walk away.” – Lexi Branson
19. “I’m scared that if I let myself be happy for one moment, that my world’s going to come crashing down and I don’t know if I’ll be able to survive that.” – Elena Gilbert
20. “If you want something done right, you have to do it yourself.” – Caroline Forbes
21. “That is the promise of peace, that one day after a long life we find each other again.” – Elena Gilbert
22. “I live in the real world where vampires burn in the sun.” – Damon Salvatore
23. “All you can do is be ready for the good, so when it comes, you invite it in. Because you need it. I need it.” – Elena Gilbert
24. “In that moment, I loved him. I didn’t want to, I mean, it terrified me, but for that moment, I loved him.” – Elena Gilbert
25. “Everything I like about me, is you.” – Tyler Lockwood
26. “You can’t just sit there and wait for life to come to you, you have to go get it.” – Damon Salvatore
27. “The only person worse at being a vampire than me is you.” – Elena Gilbert
28. “For over a century, I have lived in secret. Until now. I know the risk but I have to know her.” – Stefan Salvatore
29. “He’s your first love. I intend to be your last, however long it takes.” – Klaus Mikaelson
30. “Don’t underestimate the allure of darkness. Even the purest hearts are drawn to it.” – Klaus Mikaelson
31. “The best revenge is patient, cultivated. Nobody sees it coming until it’s too late.” – Lorenzo St. John
32. “One day you’re going to have to stop pretending everything’s okay.” – Elena Gilbert
33. “I want so much to make things right but every instinct in my body is telling me to be careful. What you don’t know can hurt you.” – Elena Gilbert
34. “You’re going to think that the pain will never end, but it will. But first, you have to let it all in. You can’t fight it, it’s bigger than you. You have to let yourself drown in it but then eventually you’ll start to swim and every single breath that you fight for will make you stronger.” – Elena Gilbert
35. “The only one I can count on is, me.” – Damon Salvatore
36. “You’ve been given a chance to start over in the absence of the one who defined you.” – Elena Gilbert
37. “All I needed was for you to tell me you felt something and you didn’t.” – Caroline Forbes
38. “Smiling doesn’t always mean you’re happy. Sometimes it simply means that you are a strong person.” – Elena Gilbert
39. “People who do terrible things are just terrible people.” – Caroline Forbes
40. “Life is too cruel, if we cease to believe in love, why would we want to live?” – Katherine Pierce
41. “You win some, you lose some. Except for me. I always win.” – Malachai Parker
42. “Life sucks either way, Jeremy. At least if you’re a vampire, you don’t have to feel bad about it if you don’t want to.” – Damon Salvatore
43. “Your life is pathetic. Your after-life doesn’t have to be.” – Damon Salvatore
44. “Death happens. We come. We go. The sooner she dies, the better. It’s gloomy as hell in here.” – Damon Salvatore
45. “I will always choose you.” – Damon Salvatore
46. “It’s not a crime to love what you cannot explain.” – Klaus Mikaelson
47. “I don’t want to face my future without you.” – Damon Salvatore
48. “I want to thank you for giving me everything I ever wanted. A love that consumed me, adventure, passion, there’s nothing more that I could have asked for except for it to last forever.” – Elena Gilbert
49. “Love bends the rules of possible.” – Tessa
50. “I believe that when you love someone and that person loves you in return, you’re uniquely vulnerable. They have a power to hurt you like nothing else.” – Elijah Mikaelson
51. “I’m in love with a woman I can never have. The point is I’m in love with her and it’s driving me crazy. I’m not in control. I have to stay together to protect her and she wants me to be a better man, which means I can’t be who I am.” – Damon Salvatore
52. “Fight for her. Or spend the rest of eternity trying to figure out what happened to the best part of you. It’s your choice.” – Caroline Forbes
53. “Anybody capable of love is capable of being saved.” – Caroline Forbes
54. “I’ve been in love. It’s painful, pointless, and overrated.” – Damon Salvatore
55. “Promise me that this is forever.” – Elena Gilbert
56. “And honestly when I’m with her, I completely forget what I am.” – Stefan Salvatore
57. “I’m still mad at you because being around you drives me nuts and not being around you drives me nuts.” – Damon Salvatore
58. “You don’t know what it’s like being in love with you. You know, when you and I were together, every single atom in my body told me that it was the right thing, that we were a perfect fit. And that kind of love, it can change your whole life.” – Stefan Salvatore
59. “Love’s always going to require a . A big, scary leap over a hot pit of lava. And, you might end up heartbroken, but you might be the happiest person on the face of the earth.” – Jo Parker
60. “What happens when the one who broke your heart is the only one who can fix it?” – Damon Salvatore
61. Klaus Mikaelson: “How did you break it?”
Tyler Lockwood: “By breaking every bone in my body a hundred times for the girl I love.”
62. “No matter how much I missed you or how much pain I was in, I never would have erased everything we ever had. Even if I was drowning in grief, I’d rather hang on to every moment that I ever held you, or every laugh I ever heard, every shred of happiness that we ever had. I would rather spend every moment in agony than erase the memory of you.” – Damon Salvatore
63. “If you walk away, it’s for you because I know what I want. Stefan, I love you.” – Elena Gilbert
64. “Your search for life’s purpose is as obvious as it is tragic.” – Damos Salvatore
65. “I’m not doing so great without you. I keep trying to start over but I can’t get anywhere because I’m lost.” – Stefan Salvatore
66. “You were by my side when I needed a friend. You made me laugh. You made me dance. You told me that I would find love again and, I understand if I have to wait for you, and I will. I’ll wait. And when you’re ready for me, I will be ready for you.” – Stefan Salvatore
67. “Just say that you missed me as much as I missed you.” – Damon Salvatore
68. “You better watch your back because I may just need to go get a hero hairdo of my own and steal your thunder.” – Damon Salvatore
69. “The bond affects how you act, not how you feel.” – Tyler Lockwood
70. Stefan Salvatore: “This is all kind of new to me. I usually keep to myself, I don’t always fit in.”
Matt Donovan: “That’s because you’re that guy.”
Stefan Salvatore: “What guy?”
Matt Donovan: “The guy who seems like he has everything, so the people who don’t kind of run the other way.”
71. “I was ambushed. I was shot. Now, I’m vengeful.” – Damon Salvatore
72. “No matter what happens, I am here for you. I can help you.” – Stefan Salvatore
73. “Kiss me or kill me. We both know you’re only capable of one.” – Katherine Pierce
74. “I need to say it once. You need to hear it. I love you, Elena.” – Damon Salvatore
75. “I do believe in killing the messenger. Know why? Because it sends a message.” – Damon Salvatore
76. “I’ve sworn off men forever, but it doesn’t mean I can’t observe them from a safe distance.” – Jenna
77. “I am gonna drink until someone is hot enough to make out with.” – Carline Forbes
78. “Because I’ve caught myself wishing that I could forget all the horrible things you’ve done.” – Caroline Forbes
79. “Stefan is different. He wants to feel every episode of ‘How I Met Your Mother’.” – Damon Salvatore
80. “I’m lost. Metaphorically. Existentially.” – Damon Salvatore
81. “You think you two are the only ones with a witch on your side? Wrong. And something tells me that my witch is better than your witch.” – Katherine Pierce
82. “If I have to hear doppelgänger one more time, I’m going to have to learn how to spell it.” – Damon Salvatore
83. “Elena is dating a vampire. You’re a witch. My sister’s a ghost. And I’m just a guy whose wondering how his life got so screwed up.” – Matt Donovan
84. “If I see something I haven’t seen before, I’ll throw a dollar at it.” – Damon Salvatore
85. “Impressive, you’re like with brain damage.” – Rebekah Mikaelson
86. “Hi, I’m level-headed Damon, I only come out when Stefan goes a little cuckoo.” – Damon Salvatore
87. “It’s difficult to explain to your brother that you just broke up with the former love of his life and then broke the bed.” – Damon Salvatore
88. “I promised you an eternity of misery, so I’m just keeping my word.” – Damon Salvatore
89. “I’ve been dead before. I got over it.” – Damon Salvatore
90. “Forgive me, I always notice a woman’s neck. I’m a neck person!” – Lorenzo St. John
91. “I didn’t sleep with Damon because of the sire bond. I slept with Damon because I’m in love with him.” – Elena Gilbert
92. “It’s all an act, Stefan. Being a vampire is miserable. I would give anything to be human.” – Rebekah Mikaelson
93. “It’s okay. We met, and we talked, and it was epic. Then the sun came up and reality set in.” – Elena Gilbert
94. “The curse of the sun and the moon is fake.” – Elijah Mikaelson
95. Klaus Mikaelson: “Your brother’s lack of communication is infuriating.”
Damon Salvatore: “It’s one of his trademarks. Like his brooding and his hair.”
96. “Bonnie Bennett, to me you’re the whole damn world.” – Lorenzo St. John
97. “Look, my life is full of the martyrs who cave to the bad guy, trying to be heroes, and it never ends well. Somebody inevitably gets hurt–or dead–and that somebody could just as easily be you, or Bonnie, regardless of what you do.” – Alaric Saltzman
98. “It’s funny how one event can change the outcome of your entire life.” – Valerie
99. “There is no science here, this is magic.” – Elena Gilbert
100. “I’m a vampire. I haven’t had a cold in five centuries.” – Rose
101. “Vampires eat people! It’s part of the natural food period.” – Damon Salvatore
102. Elena Gilbert: “Our lives are so weird.”
Jeremy Gilbert: “That’s the understatement of the century.”
103. “Don’t look for any redeeming qualities in me. I don’t have any.” – Isobel Flemming
104. “I do not go behind people’s backs and torture them. I like my enemies to look me in the eye and see the depth of my rage.” – Damon Salvatore
105. “I’m not sad. I’m freaking hungry!” – Stefan Salvatore
106. “That Elijah is one scary dude—but with nice hair.” – Alaric Saltzman
107. “I don’t love men that love other women. I think more of myself than that.” – Rose
108. “Klaus put me through hell in New Orleans, Matt. He cursed me. And just when I thought it was over. That he couldn’t destroy anything else or do anything worse.” – Tyler Lockwood
109. “I kinda fell for her. I don’t know how anyone wouldn’t because she’s pretty incredible.” – Tyler Lockwood
110. Tyler Lockwood: “We’ve gotta travel light. So what do you need?”
Caroline Forbes: “Just you. And maybe a curling iron.”
111. “First rule of being a vampire is realizing how awesome you are.” – Elena Gilbert
112. “How come the guys that I want never want me?” – Caroline Forbes
113. “We’re in hell. My own person, custom-built hell.” – Damon Salvatore
114. “I like this. You, walking on eggshells around me because you think I’m going to explode. It’s very suspenseful. Is Elena worried too? I bet I’m your every conversation.” – Damon Salvatore
115. “Do you have any idea how rare love is? In a thousand years, I have found it but twice, and when I have, I have honored it.” – Elijah Mikaelson
116. Carol Lockwood: “And last but not least. Damon Salvatore. We don’t have much on you.”
Damon Salvatore: “Well, I’m tough to fit on a card.”
117. “I’ll be the safest psychotic bitch in town.” – Katherine Pierce
118. “Just because I talk a lot, doesn’t mean I always know what I’m actually talking about.” – Caroline Forbes
119. “You’re a vampire, sweetheart. I don’t think you’ll ever be okay again.” – Bill Forbes
120. “All I can remember is hating you. There may have been a time when that was different, but your choices have erased anything good about you.” – Stefan Salvatore
121. “The real animal is still out there. Waiting for me, challenging me to fight back to stop him. But how do I stop the monster without becoming one myself?” – Stefan Salvatore
122. “Perhaps one day, in a year or even in a century. You’ll turn up at my door and let me show you what the world has to offer.” – Klaus Mikaelson
123. “You’re a monster, Elena. You deserve to die.” – Katherine Pierce
124. “Mother made us vampires. She didn’t make us monsters. We did that to ourselves.” – Elijah Mikaelson
125. “I wake up every day and I feel okay. But there’s something missing, like a hole. Some people, they fit in life or whatever. I don’t.” – Jeremy Gilbert
126. “People have been after me for a thousand years, but I’m always one step ahead.” – Klaus Mikaelson
127. You spent the last century and a half being the poster child for Prozac. Now you want me to believe this new you has nothing to do with human blood?” – Damon Salvatore
128. “I’m not human. And I miss it. I miss it more than anything in the world. That is my secret.” – Damon Salvatore
129. “Damon’s spirals require a little more than an overnight bag.” – Katherine Pierce
130. “Relax. I haven’t killed anyone in too long.” – Damon Salvatore
131. Alaric Saltzman: “Honestly, Elena, I hate everything about being a vampire.”
Elena Gilbert: “Me too. At least, you know, I did. Then one day I discovered the good part. You know, the promise that ‘love could be eternal’. And I had that with Damon. Which means that, for the rest of eternity, I’m going to have a hole in my heart where he’s supposed to be.”
132. “If my own father, who I love dearly, can’t change me. No one can change Damon.” – Caroline Forbes
133. “Human life is just a means to an end. Our means, to our end.” – Klaus Mikaelson
134. “I’m a . I’m even worse at duplicity.” – Caroline Forbes
135. “Young hybrid beats old vampire every time.” – Tyler Lockwood
136. Elena Gilbert: “The Gilberts aren’t crazy.”
Jeremy Gilbert: “Easy for you to say, you’re not one.”
137. “I think Stefan is a good guy. But at the end of the day, he’s still a vampire.” – Alaric Saltzman
138. Stefan Salvatore: “So, how are Elijah and, uh, whoever else you brought back from the dead?”
Klaus Mikaelson: “Oh, you know the Mikaelsons. Never a dull moment.”
139. “You know the last thing my Grams said to me, was to stay strong. What if that was her way of telling me I have the power to get out? I have the ascendant, a massive celestial event to draw from, plus a burning desire to get away from you.” – Bonnie
140. “So am I your last stop on the Stefan Salvatore apology tour?” – Caroline Forbes
141. Tyler Lockwood: “I didn’t know what to do.”
Caroline Forbes: “You help your friend. That’s what you do.”
142. “He’s Damon. Like a cockroach. Always survives.” – Caroline Forbes
143. “I’m sorry, Elena. I know what it’s like to lose both your parents. In fact, Stefan and I have watched almost every single person we’ve ever cared about die.” – Damon Salvatore
144. “Just because I tell you things doesn’t mean you’re allowed to know them.” – Caroline Forbes
145. “You are not even worth the calories I burn talking to you.” – Caroline Forbes
146. “Honestly, I’m not gonna be one of those pathetic girls whose world stops spinning because of some guy.” – Elena Gilbert
147. “Sex wasn’t good because we didn’t care. It was good because you were crazy. Crazy sex is always good.” – Stefan Salvatore
148. Damon Salvatore: “You’re trying to manipulate me.”
Elena Gilbert: “If by ‘manipulate’ you mean tell the truth, then okay. Guilty.”
149. “My blood can literally destroy him. If that’s not a sign that we’re in a toxic relationship.” – Elena Gilbert
150. “It’s the most real thing I’ve ever felt in my entire life. I love you, Damon.” – Elena Gilbert
151. “The last I saw her was Chicago 1983. She knew where you were, Damon. She didn’t care. Sorry.” – Anna
152. “The pleasure I’ll get of watching you suffer is greater than any pain I’ll ever feel.” – Stefan Salvatore
153. “Am I wearing my ‘I blow up the council’ t-shirt?” – Damon Salvatore
154. “There’s more to me than just gloomy graveyard girl.” – Elena Gilbert
155. “Does Elena enjoy having both of you worship at her altar?” – Katherine Pierce
156. Elena Gilbert: “Please don’t do anything stupid.”
Damon Salvatore: “Yeah, but stupid’s so much more fun!”
157. “I never did answer your question. If it meant that I got to be with her, have children, grow old with her. If it meant that we’d die together, be buried together, then yes, I’d take the cure.” – Stefan Salvatore
158. “We’ll survive this. We always survive.” – Elena Gilbert
159. “Dead vampire is redundant.” – Damon Salvatore