Teamfight Tactics - Pretty much the only multi player game I play. Works on my laptop as well as my phone. Supported with new sets and updates making it feel fresh again and again. Both my best friend and my wife can play it with me. If I only ever got to play one game again it will be this one.
Fire emblem Blazing Blade - Getting 100% in this thing takes around 15 playthroughs with the specific goal of gathering support convos. Getting the highest rating is really difficult since maxing several of the ratings make it harder to reach the others. I play and replay the same map over and over to get it perfect. Can spend 20 hours on the same basic map. I like that everything have consequence but I will try to max out.
Advance Wars Dual Strike - So many maps, so many CO, so many tweaks and so many game modes. I do not think I can empty all the different types of play and giving myself new challenges using sub optimal tactics just to see if i can pull it off. I like this game a lot. maybe it seems redundant to have another turn based strategy in the mix but I just know that I can squeeze so many hours out of this thing.
Diablo 1 - Play and replay. Change character. Ban the town. Only use non-magic items. I just love playing this game again and again with new rules for myself. Like with Fire Emblem I have already played it more hours than i dare know. But I can do it all over again and this time I might not be allowed to use healing potions.
Resident Evil 4 Remake - i pick games i can replay almost infinitely and still get enjoyment out of. This is one of those games. I could choose the original version but I still think the remake is the better game even if it does a few things worse. This is the "get my blood pumpin" pick out of the five.
Games considered that did not make it: Heroes of Might and magic 3 - another turn based strategy would be to much. Super Mario Bros 3 - not enough variation for me to last for the rest of my life. Tetris - well even if it is timeless it is also spares in content. Warcraft 3 - with the mods and player base of 2005 I would pick this over teamfight tactics. New Pokémon Snap - Chasing high scores in such a dynamic way gives it the chance of lasting a long time, however even if I like it a lot, the other games are simply better.
