GTA 5 - this would be just a straight up fun game to play together.
http://www.rockstargames.com/V/
Pros:
I already have a clan setup (with T'sogg) and we have been playing for a few years already.
there is a ton of shit to do that will keep our interests for a long while.
Huge player base.
Integrated Voip chat so we wouldn't have to download any new programs.
Already tied to steam
All DLC are free

Cons:
Still full price for some reason
3yr old game so who knows how long these updates will keep coming (at least into the next year)
Modders
Multiplayer but not an mmo
Need a decent Computer to run it.


Darkfall - T'Sogg has been trying to get me to play this for a min now.
Apparently the IP was acquired by fans of the game the polished up the mechanics a bit. From what I hear its basically UO with better graphics.
https://www.darkfallriseofagon.com/
Pros:
Open world PVP
Full Loot
Skill based
Player driven economy
Traditional MMO

Cons:
Monthly sub
learning curve
need a decent computer to run it
Needs Discord (or alternative) to communicate