Cannot join friend's singleplayer minecraft world and vice versa, but both able to join 3rd...

The issue might have to do with your settings of your account/app.

As i am able to join my friends and vice versa.

Hi Brad,

He doesn't get any sort of error message. He doesn't get any sort of option to join my game and vice versa. His profile is both offline on minecraft friends list and xbox, despite him being online. Not sure what this means

So... it appears you're having problems connecting to your friends worlds in Minecraft for Windows 10.

I would have them check their in-game settings in Minecraft under the main menu there, and make sure that Online play is enabled. Sometimes this is switched to being disabled and therefore they cannot join any online games and friends cannot join their game
either. Both you and your friends should check in Minecraft settings and make sure that Online play is enabled and friends are allowed to join. Then you can select which permissions you would like to enable for your friends when they join your world after
that.

I noticed whenever i try to join a friends game or vice versa we get the cloud error message.

Greetings Bat!

Just to clarfiy. If you are hosting a game, or chat, and your friend connect to this session, then he/she will be disconnected within a certain timeframe, but where your connection will stay solid, and vice versa? What about if you host a game, or chat,
without any involvement of your friend, and have a player join in, are you both then able to stay connected for the duration of this session, and vice versa for your friend?

I'm more interested in your friend, since this person, by default, is using IPv6 transition mechanisms and on top of that, the Teredo tunneling mechanism.