As the title says, there's a large amount of pokemon and other artwork that shows cub-like characters that aren't for sure cubs- but they look very cubbish. Should they be tagged as such, or not?

If they look young, if they lack breasts, if they generally seem underage, and not just 'small' and 'chibi'... generally, yes.

though generally is IS better to be safe then sorry. but it annoys me when I see a character with DD boobs tagged as a 'cub' jsut because she's cute and smaller them the beefy mcbeeferson she's having sex with.

I assume you mean characters like eevee and kyubey?
If they are drawn in their original form, no, but if they have been made more human, sure.

And vulpix, and flareon,a nd... any pokemon which is normally cute and youngish in the series with the young of it turned up to 11. I don't mean all pics of a pokemon, but the ones that look like they're emphasizing the young attribute.

Honestly, I bring it up because I really don't like the cub stuff, and seeing these while browsing the general pages disturbs me in the same way that cub art does. If the final decision is a no, I'll... just blacklist those pokemon entirely, or something, I dunno.