I thought I’d do something new to honor the new season! And to keep in the theme of twelves, I’m gonna do 120 headcannons and have 12 gifs!
Dating Dean Winchester would involve:
1. Long rides in the Impala with the windows down and the music up.
3. Dean having his hand on your knee or thigh when he drives.
4. Sam ultimately gets booted to the backseat.
5. Dean letting you pick the music sometimes -after he approves it-
6. You and Dean switching off who cooks each day, and on Saturdays you order out.
7. Constantly sending Dean snaps of you.
8. Dean getting increasingly annoyed because he’s right in the next room.
9. He won’t admit it, but he find the filters you use to be cute.
10. You and Sam having to show Dean how to use any social media he has.
11. Watching “geeky” movies with Dean, because you know how much of a geek he is deep inside.
12. Calling him Han as a joke sometimes, and him calling you Leia in response.
13. Sam gets stuck with Chewy.
14. Constantly saving each others lives in hunts.
15. Everyone knows you’re each others weakness and more often than not it’s used against you.
16. Getting an Anti-Possession tattoo to match Sam and Dean’s.
17. Dean always getting super worried when your badly hurt.
18. Imagine how protective Dean is of Sam. He’s even more protective over you.
19. Hugging you tightly during difficult times.
20. Giving Dean hugs and kisses when he needs it. (Which is a lot, especially in the earlier seasons)
21. Always reassuring Dean when he needs it.
22. Reminding him he can’t save everyone.
23. Him breaking down he can’t save you.
24. But this is Supernatural and the boys find a way to get you back.
25. Dean being more protective than ever.
26. Going all out on Holidays to make up for shitty ones in the past.
27. Showing Dean more anime other than Hentai.
28. Anime rom-coms become a guilty pleasure of his.
29. Him giving you a necklace with his birthstone and he has one with yours.
30. Acting like children in the store, much to Sam’s annoyance.
31. Having Dean wrapped around your finger.
32. Laying in bed for hours in the morning because neither of you want to get up.
33. Tickle fights in bed.
34. Stealing his beloved bathrobe.
36. Kicking his ass the first time.
37. Him never underestimating you again.
38. Showing off to each other during target practice.
39. Showering together afterward.
41. Sex in the back of the Impala.
46. Wearing Dean’s shirt after.
47. Dean sucks at remembering your anniversary, but then so do you.
48. It’s okay though, because you don’t need a special day to show how much you love each other, cause you do that everyday.
49. Dean always seeing things that remind him of you and buying them for you.
50. Pranking Sam with Dean
51. Teasing each other constantly.
52. Falling asleep on Dean’s shoulder.
53. Singing along to music with Dean.
54. Making faces at each other when your bored.
55. Dean kissing your forehead.
56. Playing with Dean’s hands.
57. Dean being your personal heater when you’re cold.
58. Making him grab stuff you can’t reach.
60. Stealing Dean’s jackets
61. Binge watching Netflix on nights were neither of you can sleep
63. Trying to bake Dean pies
64. Dean flirting with you even though you’re already together
65. Dealing with drunk Dean
66. Drunk Dean being super affectionate
67. Drunk Dean mumbling about his really great girlfriend while you take care of him.
68. Drunk Dean giving you sloppy kisses on your cheek
69. Drunk Dean getting pretty hand-sy, but even drunk he stops when you tell him to.
70. When you’re drunk Dean talks to you very softly.
72. And gives you pancakes with aspirins in the morning.
73. He holds you hair back while you puke.
74. And runs a bath/shower for you.
75. Dean always being really careful with you, because he’s afraid he might break you, no matter how much you tell him otherwise.
76. Finding Dean gazing at you when you wake up sometimes.
77. Tracing over Dean’s freckles.
78. Dean taking you on surprise dates.
79. Trying to scare each other.
81. Dean being corny sometimes.
82. “Can you leave the room, it’s getting too hot in here.”
83. “I saw the most beautiful girl in my bed this morning.”
84. Making strange things in the kitchen and having each other try it.
85. Dean always reminding you how much he loves you.
86. “Did you see where I put my other boot?”
87. “Dean, can you open this?”
88. “Hold out your hand and close your eyes.”
89.”Dean, I know you’re hiding somewhere!”
90. You and Dean finding a lake near the bunker that you go to sometimes.
92. Resting your head on his shoulder and watching the sunset.
93. Dean playing with your hair.
94. Lip Syncing with Dean.
96. Matching sweaters that Dean hates, but wears them for your sake.
98. Roasting Marshmallows.
99. Eating bags and bags of Halloween candy.
100. Dean can literally clear out a whole room a demons by himself if it means saving you.
101. Sharing knowledge of Supernatural things the other doesn’t know about.
102. You and Dean are often married while undercover.
103. Dean letting you drive Baby.
104. Gabriel flirting with you as just another way to annoy Dean.
105. Even when he had the mark Dean never hurt you.
106. Anyone who is Dean’s enemy is your and vice versa.
107. Both of you getting jealous of past lovers.
108. Getting Dean a kitten, because if he doesn’t like dogs your convinced he must like cats.
109. Dean begrudgingly becoming fond of the cat.
110. Him naming it Pantera, after the band.
111. Dressing the cat up, much Dean’s disapproval.
112. Asking Dean to teach you how to fix cars.
113. Dean carrying you to bed when you fall asleep in the library.
114. Giving Dean some covers when you wake up in the middle of the night and realise you stole them all.
115. Dean always being supportive of you.
116. Randomly doing nice things for each other.
117. Old people looking on at the two of you fondly.
118. Dean telling you your beautiful.
119. Asking Dean about various scars.
120. Never having to question your love for each other.
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