A:AnswerHello, sebastianw. Thank you for your question. Yes, you can connect an Xbox controller to your Chromebook, granted it be an updated model controller. Here is a link to a YouTube video to walk you through the process: https://www.youtube.com/watch?v=Ofa4vO_DLfU
A:AnswerYes. However that would depend on what level of games your going to install on it. It doesn't have the power to run intensive 3D games. 2D side scrollers may be okay. Any kind of mobile device game is probably fine. Steam, that's a tough one.