Vincent is weak to optimism and 'go-get-em' attitudes, especially optimism that's not hyper and/or annoying (ilu still, Yuffie). Chuck is a happy, forward and very optimistic woman which makes it easy to like her, but most of all: she never seems to be afraid or uncomfortable around him. She actually seeks him out for conversations and wants to keep said conversations going, and that just blows his mind.
Most of this stems from Vincent's relative insecurity on how to handle his newfound immortality and being the host of Death as his planet knows it. I mean, he's got the whole "protect the living from all unnatural deaths and let them lead as fulfilling lives as they can" parts, he's all on top of that. No more skulking around in a cave suffering from the delusion that he must isolate himself from humanity because he has no part in it, he knows he's a super-powered "hero" now and that he's got to act the part... but that whole "socializing" bit, that one he has problems with.
Because Vincent has a LONG damn history of not really knowing how the hell people socialize with each other. At first he just kept on trucking because he figured "fuck it, I might as well walk around and be creepy until I kill Hojo and eventually Sephiroth". But then that was done and he figured out he had to keep on being around other people FOREVER... long story short, Vincent subconsciously acted weird and offputting because it's easier if people fear him and don't want anything to do with him. Then he got a little bit better and figured out that it's probably not a good idea to do that anymore, and now that he WANTS to learn how to socialize it's hard for him not to fall back into old habits and act creepy to make socially awkward situations stop a whole lot quicker.
Which FINALLY brings us back to Chuck. Chuck doesn't judge, Chuck just keeps on trucking and is almost always happy, nice, kind, understanding... Vincent feels like even if he acts creepy, Chuck won't mind and he likes that, even if he has NO idea how to handle it. She's genuinely interested in Vincent and THAT does not happen very often.
To summarize: Chuck is nice and makes Vincent acutely aware of what a derp he is, but she's patient enough to bear with his odd ways and it makes him feel very fuzzy and warm inside that someone is willing to go that far for him. He'll try his best to never bring up the fact that he knows she's "kind of" dead and the deeper aspects of that, because even he figures that's not kosher to talk about.
Also: the love of Vincents life ended up slipping out of his grasp because he managed to repress the most emotions his derpy little heart had ever felt because it wasn't 'right' in his mind to interfere between her and a heartless bastard who was obviously, clearly and utterly WRONG for her. The odds he will ever acknowledge or even be aware of the tiny crush he has on Chuck, who is taken and is with a very kind, gentle and loving person? Close to nil.
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Most of this stems from Vincent's relative insecurity on how to handle his newfound immortality and being the host of Death as his planet knows it. I mean, he's got the whole "protect the living from all unnatural deaths and let them lead as fulfilling lives as they can" parts, he's all on top of that. No more skulking around in a cave suffering from the delusion that he must isolate himself from humanity because he has no part in it, he knows he's a super-powered "hero" now and that he's got to act the part... but that whole "socializing" bit, that one he has problems with.
Because Vincent has a LONG damn history of not really knowing how the hell people socialize with each other. At first he just kept on trucking because he figured "fuck it, I might as well walk around and be creepy until I kill Hojo and eventually Sephiroth". But then that was done and he figured out he had to keep on being around other people FOREVER... long story short, Vincent subconsciously acted weird and offputting because it's easier if people fear him and don't want anything to do with him. Then he got a little bit better and figured out that it's probably not a good idea to do that anymore, and now that he WANTS to learn how to socialize it's hard for him not to fall back into old habits and act creepy to make socially awkward situations stop a whole lot quicker.
Which FINALLY brings us back to Chuck. Chuck doesn't judge, Chuck just keeps on trucking and is almost always happy, nice, kind, understanding... Vincent feels like even if he acts creepy, Chuck won't mind and he likes that, even if he has NO idea how to handle it. She's genuinely interested in Vincent and THAT does not happen very often.
To summarize: Chuck is nice and makes Vincent acutely aware of what a derp he is, but she's patient enough to bear with his odd ways and it makes him feel very fuzzy and warm inside that someone is willing to go that far for him. He'll try his best to never bring up the fact that he knows she's "kind of" dead and the deeper aspects of that, because even he figures that's not kosher to talk about.
Also: the love of Vincents life ended up slipping out of his grasp because he managed to repress the most emotions his derpy little heart had ever felt because it wasn't 'right' in his mind to interfere between her and a heartless bastard who was obviously, clearly and utterly WRONG for her. The odds he will ever acknowledge or even be aware of the tiny crush he has on Chuck, who is taken and is with a very kind, gentle and loving person? Close to nil.