handful I understand what you're saying, really I do, but if OP is the only recipient of all these offers of help, then it's about the sex/potential relationship he anticipates he will win, and nothing to do with social difficulties.
My friend went through something very similar with a friend of hers after she split from her dp. Although she had always made it clear to him that she she only saw him as a friend and nothing more, he suddenly became the most attentive friend in the whole world, with offers of help above and beyond the norm (which she always turned down), bulldozing his way into her life, interfering in things that were none of his business, and telling her kids off like some sort of father figure. At first she tried to be polite and diplomatic, as she didn't want to hurt his feelings, but of course she soon grew tired of his intense focus on her, and told him she wanted to cool the friendship because she couldn't offer him what he so obviously wanted from it.
Well...he was furious. As far as he was concerned he had earned her love and attraction and was therefore entitled to it. He called her a prick tease, a user, a liar and a 'puppet master'. He badmouthed her to mutual friends, presenting himself as the hapless victim made a fool of by the conniving femme fatale who had had strung him along for her own gain and entertainment. No one took his bullshit on board of course, but the malicious intent to discredit her was there nevertheless.
Anyway, to begin with, he appeared kind, intelligent, sensitive, articulate and good company. He was one of those men who liked to say "you'll never meet a nicer guy than me" and "I'm more laid back than anyone you know".
As it turned out, he was very far from being a 'nice guy' - he was actually a seething ball of sexual rage whose sense of entitlement surrounding my friend ended up creeping the shit out of her.
I really do not think this is an ASD issue or similar (although I could be wrong) I think it's a string of red bunting that needs heeded.
Either way OP, proceed with extreme caution.