Something I've been asked a lot recently is "how do I make friends with popular users?"
Let me tell you something.
I get that you're excited to meet new people, and you look up to and idolize more experienced artists.
My advice is DON'T FORCE FRIENDSHIPS.
Artists and internet celebrities are still human people, and randomly DMing people you don't know is an invasion of privacy and can even come off as a bit creepy.
And yes, I know I'm guilty of doing it too, but being on Newgrounds has taught me alot of things. I've become much more mindful and considerate.
If you really want to build up relationships, start off small. Leave nice comments or even just an honest criticism. Make some fanart, say good things, just little stuff. Once you've got their attention (and they show interest) try sending a friend request! BUT, and this is a HUGE BUT, if they turn your request down, don't force it. Maybe their shy, maybe they are busy. And sometimes, as much as you hate it, maybe they just don't like you, and that's okay. They have every right to dislike you, their only human. Sometimes you have to accept that and move on. But NEVER harass someone, that's not cool and it will only ruin your reputation.
Most importantly, respect boundaries! Don't draw offensive content that you know they aren't comfortable with. I've gotten in trouble for some things in the past, I'm not perfect either, but if someone asks you to delete something, just do it. Don't make a scene, don't argue about it, apologize to them and take it down.
Hope this helps ( ◜‿◝ )♡