My question is- what game or games would you recommend for him to play? He's quite nerdy like me, so usually pretty big into lore and whatnot, but he always deflects and says he doesn't know if he'll like a game's story or feels overwhelmed if there's too much to do. He claims to really like being able to just kinda pick up and play for however long- half an hour, an hour, or so- and not have to worry about continuity and all that. I figured an open world or RPG could be good for him, and tried getting him into Mass Effect, but he didn't seem too enthused. To be fair, that may be because it's one of my favorite franchises (I named both my cats after ME characters), and I have no doubt I overwhelmed him and was a backseat gamer the one time he tried it, which probably ruined things for him.
But yeah- any suggestions? Something simple, easy to get into, and a simplified control scheme (having not played any games in a few console generations, he's not very familiar with modern controllers or controls). Preferably something available on Xbox One.
I think the problem you're going to have with lore-heavy games is that almost none of them are very 'pick up and play' friendly. I love me some Mass Effect, Red Dead, or Kingdom Come -- all games that I STRONGLY recommend people play. But if you didn't play them for a while, you'd be absolutely fucking lost once you turn them back on. There's just too many systems, the buttons do too many things, the story is too deep to remember what you were doing or why... etc etc. Those are games for people that want to sit down and play a game for 10 straight hours, and/or who want to play for an hour or two every single day.
It's hard to give suggestions because there's no way to know what he really likes to play, and there's thousands of games to choose from. But based solely on 'fairly easy to get into, fairly simple controls, cool story' - I have a few recommendations that he'll either love or hate.
Hades
Hades is so good. It's a Rogue-like isometric. You're the son of Hades and you have to try to escape from his realm. Every time you fail, you gain things you can use to do better next time. It's VERY good. One of my favorite games ever. But also one of the simplest games I've ever played purely in terms of mechanics. Very 'pick up and play' friendly. Even if you just decide to turn off the game mid-run, you literally only lose the progress you might have gained from that run. Runs take however long you can survive or until you defeat the final boss (you probably won't get there for a fair bit of time, but if you can get there I think the entire run from beginning to end of boss fight is like an hour and a half or 2 hours?).
While not my favorite game of all time, I'd say this is my absolute top suggestion for basically anyone that wants to play a video game and doesn't know what to play.
Borderlands
Any of them.
Literally the quintessential looter-shooter. There's fun story but it doesn't really matter so if you forget stuff between sessions it doesn't matter. You run, you shoot, you use a special ability determined by your class, and you level up which mostly just means getting percentage points better at doing stuff, but also can have cool effects and change how the character plays a bit. But it's not really complicated at all -- if you can play any shooter like Call of Duty or whatever, you can play Borderlands. You run. You shoot stuff. Everything explodes into sparkly NEW weapons for better shooting stuff fun.
I don't want to say it's mindless fun, because there is some level of strategy and story here. But it's fairly easy to get into, and fairly easy to get -back- into if you put it down for too long.
Shadow of Mordor/Shadow of War
If he's a nerd, but doesn't care about something not necessarily respecting the lore, these are excellent Lord of the Rings games. If you're familiar with the Batman: Arkham games - it's just that, but with swords and enemies that remember you and get better if they defeat you. It's an incredibly cool enemy system that is actually proprietary so that no other game can ever use it - which is bullshit because it really is crazy fun to die and have the goon that killed you become an actual named character that starts stalking you and shit. It's hard to describe quickly, but it's an awesome system.
Anyway, the controls aren't particularly complicated. There's a pretty cool story, but if you dip out for a week, you won't forget everything that's going on and what to do. Actual missions generally don't take very long to do - maybe an hour at most per mission. And you can choose to just do 'open world' type stuff without actually doing a mission, which allows you to just play for even ten or fifteen minutes if that's what you feel like doing.
I'd also want to recommend
Space Marine 2 as a VERY fun pick-up-and-play with relatively straight forward controls and gameplay, but you'd need a Series X or PS5 to play it. Or a decent gaming PC.