Other than in some very niche and select circumstances that I honestly can't really think of, nobody is going to think it's cool. However if you like it and want to do it then that's really more important than if others will think it's cool. However, I should add some caveats to that.
In some environments, if you're young than school especially, can be very cruel and very conformist. In those sorts of environments, being "weird" can seriously make you miserable because you'll be ostracised and while being authentic and true to yourself is important you'll need to decide how important this specifically is to you, because if it's not that important then in a context like school I'd say don't risk it.
However if you want to try it out sometimes around friends who already like you then why not? Just try to keep an eye on people's reactions and see if they start to get tired of it or roll their eyes or visibly cringe, that's a sign you're doing it too much and it's getting irritating. Definitely don't change your entire speech pattern to whatever you decide equates to "old timey", all the time in every conversation with everyone, it won't land well.
As others have pointed out, it's probably the foreground characters. They're easier to read and less ambiguous from occlusion by other characters.
In general I find you can resolve technical ambiguities or possible loopholes to instructions in these things by asking yourself "what would most people do, especially if not really thinking about it much?" That's particularly helpful for situations where you have to select all the tiles with x object in them. Often you'll see that technically there's a little bit of the object in squares other than the most obvious ones that everyone would have selected and you ask yourself "does that count? Technically a little bit of it's in this square" but if you just pretend you didn't notice that and only go for the most dead obvious squares you end up passing. Once I realised this the number of times I failed CAPTCHAs significantly reduced. For some reason the only ones that continued to be a problem were the click a checkbox ones that seemingly analyse your mouse movement because somehow I apparently move like a robot.