Imagine: Expressing your love to Team Free Will
Dean: When Dean realizes the two of you are getting close, he pushes you away, just like he always does, because he is afraid to lose the people he loves. So, you stay around, absolutely refusing to leave. You stay around when he snaps at you or yells, and don’t take the bait to yell back, no matter how much you want to. You stay when he tells you to go, or storms out himself to go for long drives in his Baby. You quietly declare to him, each time he asks you to leave, or when he returns from his own wanderings, “I’m not leaving you, Dean Winchester. I won’t quit you, ever.” You know running away is his way of dealing with feelings. You make sure to hug him every time he comes back, without fail. A good hug too, the warmest that you have. You don’t think of it as “housewifey” or subservient. Instead, you understand, that what Dean really needs, more than grand declarations of love or sexy times, is a constant, loving support. In his world, things are always complicated and hard and painful. But, if you remember what he told you of his heaven correctly, Dean’s best memories are simple ones, spent doing mundane things, and feeling safe to do them. Eventually, slowly, Dean relaxes around you, once he realizes you aren’t going anywhere. That’s when your story really starts. He accepts that you’re here to stay, and comes to terms with his own feelings, reciprocating in the gentle way you always knew was there. When you kiss Dean, it’s not a sex invitation, it is tenderness and safety. It’s everything.
Sam: Something about Sam, makes you feel a little awkward, perhaps verging on shy. That so isn’t you, or is it? You can’t tell up from down when you’re with Sam. His commanding presence takes your breath away, and it’s not just his height. So, one day, you steel your nerves, and go for it. You kiss him. He’s taken aback, because he can’t imagine a beautiful girl like you loving him. Sam, unlike Dean, deeply appreciates conversations. So you attempt to start one, instead blurting out, “I love you.” A grin spreads over his face. But it fades a little, and he sits you down. “I have to tell you..” You listen, knowing that whatever he says, he really needs someone to listen. “I’m, not the good person you think I am. I’m broken, and tainted. I had demon blood in me. I have been to hell. I started..” His voice breaks a little, and he looks down. “I started the Apocalypse. I betrayed Dean... Everyone, really.” You take his large, calloused hand in yours. “Sam. I know.” He looks up, trying to hide his expression, but failing. “Yes, Cas told me everything. About both of you Winchesters. Sam, you are better than just a good person. You’re a hero, and everything you’ve done in the past? It doesn’t affect how I see you. I knew exactly what I was getting into when I fell in love with you. I’m not going anywhere, Sam. I mean it, when I say that I love you. You can’t change the past, and I can’t either, but the future is wide open, if you’ll have me, Sam Winchester.” Sam takes a moment, and then, instead of answering, he kisses you. Really kisses you. Your Sam, as much as he dislikes himself, he’s yours, and you’ll never stop loving him.
Castiel: First off, how on earth did you manage to fall in love with a freaking kinda Angel of the Lord? It’s kind of an overwhelming thing, if you stop to really think about it. So instead, you think about the kind way he deals with everyone he comes across, caring equally about the grumpy old cashier as the little kid who runs up and says hi for no reason. You think about how adorable he is with pets, and how his face lit up when you enlisted him to help you sneak animals into the bunker. In fact, everything about Cas is endearing and adorable. When he mojo’s up, you also remember how much you respect him. That a being with almost infinite power can be the same as the person who cares about little things, like learning to make the perfect PB&J. One day, you decide, you just need to tell him, so you go to him while he’s writing in the library, helping translate ancient texts. “Cas?” He looks up at you, blue eyes expectantly looking at you.”Can we talk?” He smiles. “Of course.” You sit, and try and stumble through it. It’s hard to say, now that you’re here. Hard to meet his eyes. “I-I just wanted to tell you. I like you. As... more than a friend. Actually, I think I love you.” He looks a little befuddled. “Like, in a human relationship sort of way.” You nod. “yes.” “I think, I’d like that.” Later that night, snuggling up under Cas’s arm while watching a movie, you smile inside and out. Powerful Angel of the Lord, awkward, gentle human, the love of your life. Your relationship will probably never be traditional, it’s a little weird, a little awkward. And you love it for that.