“Source of half the world's sugar during the late 1800s”

Sampras rival during the 1990s

Get on board

Let off steam, perhaps

Perry Como or Bing Crosby

Frustrated and making poor decisions, informally

#1 on Wired magazine's list of the 10 most influential video games of the 2010s

"Aren't we all hoity-toity?!"

Generate clippings, say

First name in hog riding