There are already far more than two people using the Quest system. ;j
Do you mean two Quests on the same account? Two accounts on the same Quest? Two people on two Quests playing a multiplayer game together? Two people using the same Quest at the same time?
Yes with some limits, no, yes, no.
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Yes, Quest has multiplayer games that you can play with other Quest users (also many that can be played with Rift users or other PCVR headset users). For most games, each user must have their own Oculus account, and they will both need to be connected to a wifi network (to connect to the game’s servers).
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Although there's no co-location support. That's where both of you are in one shared space with a common coordinate system (like at a multiplayer vr arcade). So if you both tried to play in the same room, you might run into each other
I am not knowledgeable on this but at first glance, I don't see how sharing a Wi-Fi connection would impede multiplayer gameplay. Definitely give it a try though and tell us how it is. 👍
