In the show, Jian Yang sells the app to a social media company for precisely detecting this sort of phallic imagery, so I think Mike Judge knew exactly what he was doing.
OT--But Mike Judge was interviewed recently on Fly On The Wall, the podcast from David Spade and Dana Carvey (who doesn't have a podcast these days?)... and it was a great episode. There's a part where he explains where the Butthead's guffawing laugh comes from.. so good.
The podcast is focused on interviewing SNL alums.. but has recently branched out a bit. Anyway, I didn't know this, but Mike Judge did some Milton (the character who later appeared in Office Space) short for them.