Individual Sidebar Content on each page

Hi Community,
I'm despairing with a drupal problem. I've got a client who was Typo3-user before and already hat experiences with that system. He wants to add different and individual sidebar content from page to page like he did in Typo3.
I don't have an idea how to realise that. Does anyone have an idea?

activedesigner

Guidance on Block

So I have used blocks in the past for basic functionality but I am trying to make so that if a block is apply to a sidebar the main content allows for it to float right. I am using Bootstrap framework layout. So what I am really looking for, I believe, is a conditional statement saying "if the sidebar block is not null then change the content layout to 'div class="col-md-8" ' and display the sidebar as "div class="col-md-3" " and if null leave content div as col-md-12.

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