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[personal profile] weirddreams
It had been a difficult few days gathering their friends around the country to the bunker for safety while the British Men of Letters hunted hunters of America. Sam couldn't sleep for more than four between six hours at a time during this. Tonight began even more rougher than past nights as word of mouth (text, calls, etc) began to pour in of hunters being removed from the board as if their lives counted for nothing. Suffice to say, Sam was anxious. Ruby tells him to find a book and take his mind off things before bed as worrying and staying up won't help him be part of the solution. He's looking through some of the publications he's never cracked open before, in his usual spot within the warded library.

Tired as he is, he can tell right away when he footsteps that it's Dean. Not looking over his shoulder, he confesses, "The only thing Toni was right about is that we never read half the wealth of knowledge in here. I don't know about you, but I'm going to start." He's not trying to start another conversation about the Brits, but it won't not be on the top of his mind until it's over. His finger runs between two volumes before he picks the one on the left. It's about dreams and the spaces in between. Sam finally turns to Dean. His brother's body language suggests they do talk about something else. He moves to the table, placing his chosen book down and takes the extra class he sees Dean brought. "What's up?"

Date: 2023-08-30 04:07 pm (UTC)
dudeimbatman: (Default)
From: [personal profile] dudeimbatman

Oh, no. It's no fault of Sam's that he was taken by surprise. Dean is aware this is sort of out of left field. He's been thinking about it for a long time, but he hasn't been acting on it. If the truth was told, Dean has been thinking about Jo since he met her years ago in the roadhouse. He just never felt like he deserved her. He doesn't feel like he deserves her now, but he still wants her and he thinks he's grown enough that he could be good to her.

"I've never been able to stop thinking about her and...it wouldn't be like Lisa. She can take care of herself. She's already chosen to be a part of this life so I'm not dragging her into anything. Hell, she might tell me to go fuck myself if I ask her out."

They've hung out, sure, but they've never gone on a date and called it that. "I haven't even slept with her." Sorry for the TMI but he's just now realizing he might be deep in over his head and he hasn't slept with her which would be new for Dean.

Date: 2023-09-13 09:34 pm (UTC)
dudeimbatman: (Default)
From: [personal profile] dudeimbatman

He hasn't been trying terribly hard. There was a time after he had Cas wipe Lis and Ben's memories that he tried to drown that pain out with other women. It never worked, but it was better than being lonely. After Amara...he's not sure what the change is, but hook-ups are a lot less satisfying and not nearly worth the effort to make them happen. Of course, the 'dad bod' comment had been a blow to his ego, but he probably shouldn't have been hitting on twenty-somethings either.

Obviously, Dean doesn't talk about his feelings and emotions often. While he might not have talked about Lisa to Sam, he had thought about her. It wasn't so much in a still in love way as it was in a cautionary way. Lisa and Cassie were both proof that Dean wasn't cut out for a relationship. As he'd gotten closer to Jo and his feelings had deepened, he'd started to consider if maybe Cassie and Lisa weren't suited to a relationship with him because of their lives and his. Jo was already in this life so maybe it might be okay if he fell in love with her. Dean's eyes narrow at Sam's suggestion and he turns it over in his head. "So less a date and more...some time to discuss things?" He's not sure it's the right move, but Sam is the one in a long term relationship. That counts for something.

Oh, Dean would have slept with Jo years ago, but Jo has always insisted that she had some self-respect and she was not diving into that until he had gotten his shit together. Dean considers the suggestion to hang out. It might be surprising to Sam, but he actually considers some of the things that Sam and Ruby do together. "Like here, with a movie? Or take her out somewhere?"

Date: 2023-09-19 07:18 pm (UTC)
dudeimbatman: (Winchester Boys)
From: [personal profile] dudeimbatman
If Dean would commit to giving things a serious shot, his relationship with Jo would move pretty quickly as well. Jo isn't asking for marriage (maybe ever) but she doesn't want Dean sleeping around on her either. Dean's brow furrows. "Dude, seriously...sleeping with her is one of the few areas where I know what I'm doing." Not sorry for the TMI.

He purses his lips and considers that, nodding a little. "Okay. I could ask her out for a burger and a movie. Maybe stop and get a drink on the way home. Somewhere classy like that cocktail bar?" The last bit is phrased as a question. Of course, Ruby and Sam ought to take advantage of having the bunker to themselves. Don't mind Dean if he and Jo depart with a 'don't get naked in my kitchen' warning.

Date: 2023-09-26 12:57 am (UTC)
dudeimbatman: (Default)
From: [personal profile] dudeimbatman

Dean grins, thoroughly pleased with Sam's reaction. He likes being able to make Sam squirm if nothing else.

He takes the tablet, scrolling a little as he looks at the details then nods. It doesn't seem too fancy, which is important to him. Later if Jo wants to do something fancy, Dean will agree, but fancy right now will just result in him being awkward, and probably her as well. "I could do that." He finds the opening date, notes it and hands the tablet back to Sam. "I'll let you know what she says. Now I just have to find a case."

Date: 2023-10-02 08:03 pm (UTC)
dudeimbatman: (Not what I want to hear (plus Ruby))
From: [personal profile] dudeimbatman
Dean grumbles something about hunting, job boards, and technology. "Yeah, yeah. I've got the link bookmarked. I'll find something. I'm going to tell her that you and Ruby have plans already." God forbid he just tell her he'd like to spend some time with her.

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Sam Winchester

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