Sean Spicer, Remember When You Were Happy?
White House press secretary and noted gumboy Sean Spicer hasn’t been having a very good time. Melania (allegedly) hates him, he’s mocked mercilessly, Trump probably wants to fire him, and most recently, the devout Catholic didn’t even get to meet the Pope. But it wasn’t always this way. There was a time Sean had dreams ... a time when Sean had hope. And thanks to the good people at the Connecticut College Digital Commons, we can all relive Sean Spicer’s glory (?) days.
Spicer attended Connecticut College from 1990 to 1993. It’s where he earned the nickname “sphincter,” where he ran for president and lost four years in a row, and where he took this photo.
Photo credit: [object Object] It’s hard to tell exactly, but I’m pretty sure our Spicey boy is this guy right here.
An innocent soul with no idea of the horrors to come.
And while our boy wasn’t super involved in extracurriculars (as his former roommate has attested), it will surprise no one that he was on the sailing team.
Photo credit: [object Object] There’s our little sailor all the way on the left.
During his (likely) junior year, Spicer’s only yearbook appearance appears to come from his stint as Santa during one of the sailing team’s raucous nautical parties.
Photo Credit: [object Object] Here we see Sean developing a taste for cosplay; the rest is history.
Last, but not least, we have Spicer’s senior photo.
Photo Credit: [object Object] This fresh-faced, soon-to-be college grad would go on to enjoy a rapid rise in the GOP communications world, only to one day enter a living hell from which he can never escape (until Trump fires him when they all get home).
Or, of course, Sean could choose to stop peddling lies for a hateful and incompetent administration headed by a man who treats him like dogshit.
Sean, my dear, dear friend, the choice is yours.
Related
Why NFL's Proposed 18-Game Schedule Doesn't Make Sense
MLB Playoff Teams Off to Shocking Slow Starts in 2026
UFC 327 Picks: Prochazka vs Ulberg Predictions and Best Bets
Why the Tar Heels Made a $50M Gamble on Michael Malone
Why None of These NBA Play-In Teams Are True Contenders
- NBA Picks Today: Best Bets, Odds & Predictions for Friday’s Full Slate
- The Masters Odds and Predictions: Top Picks for Augusta National
- Wednesday April 8th MLB Pitcher Props: Dylan Cease and Kyle Bradish Bet Picks
- MLB Picks Today: Best Bets for Diamondbacks vs Mets and Athletics vs Yankees
- Masters Betting Picks 2026: Best Value Bets Beyond Scottie Scheffler
- Best NBA Betting Picks and Predictions for Monday April 6th
- National Championship Bet Pick: Why Michigan Has the Edge Over UConn

