Sandmann, Covington teen sues the Washington Post for $250 million

The complaint seems to have a lot of extra irrelevant stuff in it, like the Post inventing the term McCarthyism, Nicholas being white, Nicholas' weight and height, this country being dedicated to the protection of children, and so on throughout.

It's essence is in point #19.

In order to fully compensate Nicholas for his damages and to punish, deter, and teach the Post a lesson it will never forget, this action seeks money damages in excess of Two Hundred and Fifty Million Dollars ($250,000,000.00)–the amount Jeff Bezos, the world’s richest person, paid in cash for the Postwhen his company, Nash Holdings, purchased the newspaper in 2013.

Explain something to me; the shot / chaser thing they do on Instapundit.

As I understand it, a shot of alcohol is followed by something mild to wash it down. Like rinsing the throat. I've never done a shot. Not once. And I've never done a chaser. The whole idea seems a bit harsh and bizarre. The sort of thing people do to purposively get drunk. And that's ridiculous.

Because who knows what people will do to you if you pass out. They could take down your pants and draw a mustache on your penis and then take a picture of you being vulnerable.

Instapundit does this format all the time and I cannot make heads or tails of it.

How does "shot," and "chaser" fit the model of alcohol followed by something mild, with a link to Daily Beast about this followed by a second link to Slate about Clarence Thomas joining Trump in opening up libel laws?

Is the Covington law suit intense and harsh, and the Thomas joining Trump mild and palate cleansing?  Help a brother out, this has confused me for over a decade.