There's something interesting that I have observed while showing my sis Newgrounds.
She felt that uploading art for the art portal was kinda hard, because...
...she didn't know the difference between Fine Art and Illustration
...what the tags are for
...what it seems to be unscouted
...and many more.
For the problem above I would suggest something that assists newcomers like small hint bubbles.
Also she seemed confused on why navbar changes from one page to the other.
I know that everything is still in progress in terms of making Newgrounds mobile friendly and such, but it's still interesting to observe other's UX. I've been here since forever so we powerusers may take things for granted.
Anyway how about you? What's your experience in showing the new generation this awesome place?