Tetris GB
This game has occupied so many hours of my life. I play a ROMHack called "Rosy Retrospective," where modern features have been added, like pressing up to drop and being able to save pieces. Probably don't need to explain this game :D
Super Punch-Out!
Nostalgic pick because the SNES was my favorite system. I'm not really into boxing games, but this adds a puzzle element to it where you memorize patterns of ridiciulous over-the-top fighters (one of them kicks, so the boxing is loose here). I can easily pick this game up and play the time-attack mode to refight a boxer that I've defeated before. There is a lot of satisfaction completely owning a boxer. However, there are still boxers in this game that I can't beat.
NYT Crosswords
Love doing a crossword with friends. I highly recommend their app screenshared to your TV; NYT has done a fantastic job optimizing the experience for screens. The grid and the clues are very visible, as if everyone was crowded around you on a table looking at the print version. NYT has quietly done a great job diversifying their games business. Spelling Bee and Werdle I don't play as much, but I know a bunch of people who do. If you don't have a sub, you can play on Downforacross with friends, the Google sheets of crosswords.
Solebon Solitaire (iOS)
An app that has many variants of single-player card games on there. My favorites include Klondike, Golf, Monte Carlo, Yukon, and La Belle Lucie, but FAR and away the game I play the most is FreeCell. There is a randomness to Solitare where some deals just aren't winnable. However, with FreeCell, with the ability to have 4 reserve spaces to move cards around, the game is more forgiving and every deal is winnable.
868-HACK
A hacking roguelike on iOS. Love the graphics and concept. You play on a randomly generated grid of tiles and walls that you can hack. Hacking results in enemies appearing on the grid. You have to plan your way to the level exit, while also maximizing the rewards (abilities) you get from hacking.
Enyo (iOS)
A tactical roguelike on iOS. Grid based. You have to dispatch the enemies on the grid with your sword, hook, and shield. Enemies progressively have better abilities and become more numerous, so you really have to plan your route through the grid-based terrain. You can use your weapons in interesting ways, especially the hook and shield. The hook pulls most enemies toward you, so you can sometimes dispatch by pulling them into water. Other times you can swap places with them so you deploy your shield to push them.
Donkey Kong GB
Wonderful puzzle platformer originally released on the GameBoy. Nostalgic pick that I can easily pick up and play for a couple of minutes or a longer session if needed. Mario runs, jumps, and uses hammers to get through 50+ themed levels. Simple and very replayable. Very easy for kids to learn to play.
Hades
For longer sessions, Hades is my go-to roguelite. An isometric dungeon crawler that seemingly has almost endless replayability with your choices of random Greek god-powers and paths through the Underworld. All the things you dislike about roguelites are smartly dealt with. There is an actual storyline between deaths. I have never heard a single line of dialogue repeated. Ever. The game will give you options to make it easier if it notices you are dying a lot. So anybody can make it through this game and progress the story.
Bloodborne
The first FromSoftware game that clicked for me and forced me to 'git gud.' Something about the gothic horror environment and the weapon fighting is so satisfying to me. You can go through this game with different weapons and builds and have a completely different game experience (a staple of FromSsoftware games). I have this whole game memorized and have beaten it multiple times and yet, I can still get my ass kicked by a random enemy if I am not careful. Every March, a bunch of gamers on Reddit replay the game in celebration of it's launch, but I like to play it around Halloween. Sounds like that is coming up soon!
Haha, how good? On my own, I can probably solve a Tuesday, maybe if lucky a Wednesday on my own with no cheating. The proper nouns get me all the time.