She asked too many questions that the president didn’t like. She reported too much about criticism of his administration. And so, before long, Yelena Tregubova was pushed out of the Kremlin press pool that covered President Vladimir V. Putin of Russia.

In the scheme of things, it was a small moment, all but forgotten nearly 25 years later. But it was also a telling one. Mr. Putin did not care for challenges. The rest of the press pool got the message and eventually became what the Kremlin wanted it to be: a collection of compliant reporters who knew to toe the line or else they would pay a price.

The decision by President Trump’s team to handpick which news organizations can participate in the White House press pool that questions him in the Oval Office or travels with him on Air Force One is a step in a direction that no modern American president of either party has ever taken. The White House said it was a privilege, not a right, to have such access, and that it wanted to open space for “new media” outlets, including those that just so happen to support Mr. Trump.

But after the White House’s decision to bar the venerable Associated Press as punishment for its coverage, the message is clear: Any journalist can be expelled from the pool at any time for any reason. There are worse penalties, as Ms. Tregubova would later discover, but in Moscow, at least, her eviction was an early step down a very slippery slope.

The United States is not Russia by any means, and any comparisons risk going too far. Russia barely had any history with democracy then, while American institutions have endured for nearly 250 years. But for those of us who reported there a quarter century ago, Mr. Trump’s Washington is bringing back memories of Mr. Putin’s Moscow in the early days.

The news media is being pressured. Lawmakers have been tamed. Career officials deemed disloyal are being fired. Prosecutors named by a president who promised “retribution” are targeting perceived adversaries and dropping cases against allies or others who do his bidding. Billionaire tycoons who once considered themselves masters of the universe are prostrating themselves before him.