As Howard Stern Looks to ‘Retire,’ A New Generation Has Become Horrified by His Old ‘Miss Buttaface’ Contest

A new generation is finding Howard Stern’s “Buttaface” competitions, and they’re not liking what they see.

By Braden Bjella

Published 3 months ago in Wtf

As Stern prepares to (allegedly) retire, people are going back through his archive to relive some of the best Stern moments. Some of these broadcasts are legendary and hilarious; others are making younger generations ask their parents, “Did you guys really do this? And put it on the radio?!?!”


Falling deeply into the latter category is the infamous “Miss Buttaface Contest.” For those who are unaware, the contest involved placing a hot woman onstage with a bag over her head, then removing the bag and letting the audience gaze upon their apparently ugly visage while booing and pretending to throw up.


Yeah, apparently, some people are saying this didn’t age well!


As this clip got shared across social media, people immediately began to denounce it and what they believed it represented. For example, “the content millennials were raised on was so profoundly evil that it should be no surprise that they collectively pivoted into being a generation of wokescolds in retaliation,” wrote one user on X.


“Watch like 5 seconds of a 2000s reality tv show and you will instantly understand why 2016 feminism was the way it was,” added another.


In contrast, some of those involved in the Miss Buttaface Contest have doubled down. “It’s interesting how today’s new ‘Puritans’ judge something from two decades ago with today’s overtly faux sensitivities,” one-time Miss Buttaface judge Rob Schneider tweeted. He also, interestingly, called the woman in the video “not just pretty but downright beautiful.”


Not sure I get that message from the “Miss Buttaface Contest,” but hey, to each their own.

Scroll Down For More