On this day in White Sox history, the team experienced both the lowest of lows and a brush with pop culture royalty. Let's dive into a day that reminds us why we love—and sometimes wince at—the game of baseball.

First, a fun note for our South Side Sox readers: May 5 is the day alt-rock icon Liz Phair officially became part of the White Sox fan community. While she's best known for her candid lyrics and indie rock sound, she's now also a member of the Sox faithful—a reminder that baseball fandom brings together all kinds of cool characters.

But the real story from this date goes way back. In 1901, just the 11th game in White Sox MLB history, the team played what might be the ugliest game they've ever suited up for. Picture this: a 21-7 loss to the 2-8 Milwaukee Brewers, where the Sox allowed 25 hits and committed a staggering nine errors. Yes, you read that right—nine errors. It's a mark that still stands as the second-most errors in a single game for the franchise.

The weather might have been rough, or maybe the sun was blinding on the left side, because six different White Sox players made errors. Shortstop Frank Shugart, third baseman Fred Hartman, and left fielder Herm McFarland each had two. Even the Brewers couldn't escape the ugliness—the Sox scored seven runs on just three hits, thanks to 14 walks issued by Milwaukee pitchers. Talk about a messy day at the ballpark.

Incredibly, the White Sox actually led 4-1 after two innings at Lloyd Street Grounds. But then things unraveled. Starter Roy Patterson somehow went the distance, allowing all 21 runs (14 earned) and finishing with a game score of -33. That's the worst start of his career and the sixth-worst in major league history. If you're a pitcher, you definitely don't want that in your highlight reel.

The 21 runs allowed and 25 hits given up are both tied for the second-most in White Sox history. And here's a tease: that all-time team errors record was broken pretty quickly by a mark that still stands today. Stay tuned for tomorrow's history lesson.

Fast forward to 1917, and the White Sox were a completely different team. This was the squad that would go on to win 100 games—the most in franchise history—with a .649 winning percentage. But even the best have off days. On May 5, they were no-hit by Ernie Koob of the St. Louis Browns, a team that would finish 43 games behind the Sox. At the time, Chicago was 11-8 and in second place, just one game ahead of St. Louis.

The only run of the game came on a flare down the right-field line by George Sisler, unearned off ace Eddie Cicotte after a Swede Risberg error on a pop-up. Ironically, the Browns played a sloppier game overall, with two pickoffs, a caught stealing, and two errors. But it didn't matter—the no-hitter stood, and the loss came during Chicago's longest losing streak of the season.

So whether you're a die-hard fan reminiscing about the glory days or a newcomer like Liz Phair, May 5 is a day that captures the full spectrum of White Sox history: from brutal blowouts to heartbreaking no-hitters, and always with a touch of unexpected cool.