THE HEYLOBUDDY PLAYBOOK
The right game for the people you have.
Start with the people and devices you have. A game that fits your group is easier to enjoy than a long list of features nobody has time to learn.
Find a practical starting point
This shortlist distinguishes sharing one device from joining an online room on separate devices. Choose your group size and setup; each result explains why you might pick it. It is a selection of games, not the entire catalog.
Wordle
A quiet solo choice when you want to reason from clues. Daily mode offers one shared puzzle; Practice lets you continue. You do not need an online room.
Read the rules · PlaySquare-It
Play the computer on your own or invite one friend online. Choose a small Classic board for a first match so you can see how closing a box creates an extra turn.
Rules and play link3D Chess
Choose the Guardian computer opponent or two players on the same device. A good fit when you want a turn-based match and can stay with a longer game.
Read the rules · PlayFairway Nine
Play computer opponents or pass one device between 2–6 people. Choose three holes when learning. Online invitations are not supported in this game.
Read the rules · PlayName Place Animal Thing
A word race for 2–30 online players. Pick it when someone is happy to facilitate, review answers, and bank points after each round.
Rules and play linkPictionary
Draw and guess with 2–20 online players. Try drawing on your actual phone or trackpad before committing to a long match; comfort with the controls matters.
Read the rules · PlayRiddles & Puzzles
Solo practice or 2–16 online players. For a group that enjoys discussing ideas, Teams gives each side a private discussion and a captain who submits.
Read the rules · PlayThe 100
A visual number hunt for solo play or up to 20 online players. Chaos rewards the first correct tap received by the server, so check everyone’s connection first.
Rules and play linksUse the first round to learn the controls
Before a group starts, ask everyone to open the game, enter a display name, and confirm they can see the lobby or board. Have one host share the full invitation link. A room code for one game does not join a different game.
Run one short practice round and agree that it is for learning. In a drawing game, check the canvas and guess box. In a word game, check when answers lock and who reviews them. In a number race, confirm everyone sees the countdown. Restarting after this check is less disruptive than discovering the controls halfway through a competitive match.
Three ways to organize an evening
Two friends on separate devices
Start with a small Square-It Classic board. Read the extra-turn rule together, play one practice match, then choose a larger grid only if both players want a longer game. The grid size counts dots, not boxes: 3×3 dots make four boxes.
A group around one tablet
Choose Fairway Nine’s same-device mode and a three-hole match. Pass the device when prompted so each person takes their own turn. Explain the matching-column rule before play: replacing a high card can be a mistake if it breaks a pair. If the group wants a quieter two-person game later, switch to 3D Chess.
A remote group with mixed experience
Start Name Place Animal Thing with 90-second rounds. Agree what counts as a place and whether fictional names are allowed. Let the facilitator explain the first scoring round. If quick typing is frustrating for the group, try Riddles & Puzzles in Teams so people can contribute ideas while the captain enters the answer.
Make the settings work for your group
A larger screen, comfortable input method, and stable connection can matter in speed games. Choose a turn-based option if rapid tapping or typing is not enjoyable for someone. Longer timers can make reading and discussion easier, but they do not remove every access barrier. Try the controls together and adjust based on the people playing.
A group’s total play time depends on settings, reading speed, and rematches. A three-hole match is shorter than the same group playing nine holes, but no fixed finishing time is promised. When someone has to leave soon, choose a format where you can agree to stop after the current round.
Report a problem or suggest an improvement →
Published November 8, 2026 · Checked against current game rules.