Add border to image

custom CSS gets stripped out of posts because someone could do something like border: 1000px solid gray and make the whole topic unreadable

You need to add some CSS to a theme or a theme component to do this, no great way around it. You can make it optional on an image-by-image basis though.

So for example, you can add this CSS to a theme:

div[data-theme-image-border] img {
  border: 1px solid gray;
}

and then use it in a post like this:

<div data-theme-image-border>
  <img src="yoururlhere"/>
</div>

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