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It means that, as you are trying to connect to a server, the server is not responding, after a minuet or so it will show this message. This could mean the server is offline or that your connection to the internet is poor. (Or the server host's connection to the internet is poor.
either you don't have An internet connection or you have a cracked account on minecraft and it wont let you on. The alternative to this is their minecraft server was having issues.
it means the server has gone down such as minecraft server has crashed or the server owner has lost Internet connection
An encrypted connection means that the connection is secure. The information sent from one place to another was encrypted to stop a hacker from knowing what was sent.
They are referring to the IP address that your internet connection is using. If you are hosting a server on your computer you need to give out your IP address that is giving you internet. If you are connecting to someone else's server you need THEIR internet address.