Yes I've met brothers in their 40s who are of this type, although I think they were the first generation like it. Simpering empty headed mummies boys who were incapable of forming an independent thought or opinion. In their family and congregation they were praised for being "respectful and sheep like" but in the real world utterly unable to function. Most of them ended up working for the family business or some such jw owned business. When they did have an experience were a worldly person wanted them to behave like a normal adult they always freaked out and went running back to mummy who of course soothed them and told them that it was all the fault of the bad worldly person!
I agree, several lifetimes of repression, isolation and warped ideals have created this issue. The WT have brought it on themselves, they are reaping their reward in full!