Now this is a question I'd love to go into detail about! :)
I've recently made a few posts covering some noteworthy titles released in certain years (1991 and 1999 so far) which directly relate to the above question.
My personal favorite is HOMM3: WOG with good company and enough time, I really can't suggest anything better!
Worms would be great fun as well.
The two other that I can think of are: UFC games, I actually like the older THQ UFC2 and Beach Buggy Racing for PS4 - I would strongly suggest checking that one out if you haven't yet.