There are many ways to embarrass Lewis, here is how. Because who doesn't want to embarrass people for no reason.
Lucky Purple Shorts[]
To get Lucky Purple Shorts accept the "Mayor's Shorts" quest, and reach a Two heart friendship with Marnie. Then enter her bedroom and you will find the pants. The more funny alternative requires you to put a Staircase in your pants slot, the Trimmed Lucky Purple Shorts will replace the Staircase. (How did this glitch even happen, lol)
Luau Disaster[]
Put the Lucky Purple Shorts in the Luau Soup for a very funny reaction out of the Governor and Lewis.
Details
The Governor tries the soup and says "Hmm... It's a bit tangy but actually, the flavor is quite good!" Then a question mark appears and the Governor says "Just one minute... there's something in my bowl... what's this?" The Governor then takes out Lucky Purple Shorts. Lewis then yells Whaaaat?! and Marnie gasps. The Governor then says "This... This is outrageous! I've never been so insulted in all my life!" He than throws the pants and says "Blech... my tongue is swelling up... I think I'm going to be sick." The screen fades to back for a few seconds and then the Governor is no longer there when the screen un-fades. Lewis says "Whoever took part in this appalling act is truly reprehensible. Using my very private item for this sick purpose! And to ruin a perfectly good soup... unforgivable! I've never been more ashamed of this community... Truly disgusting. Go home, the festival is over." The screen fades to black and a little box pops up saying : I guess the 'little prank' didn't go over too well...