‘She Was A Human Being’: How Tom Green Brought Monica Lewinsky in on the Joke

Writer James Downey fought against her SNL guest appearance, believing the cameo was “a little trashy.” He noted his dissent by writing a sketch about Lewinsky winning “the presidential kneepads,” then got frustrated when her publicist said no way. “I thought if I were Monica Lewinsky," says Downey in Live From New York, an SNL oral history, “I would have a little more sense of humor.” 

As for Clinton? Darrell Hammond’s version didn’t exactly hold the president’s feet to the fire. This rascally horndog always got the ladies, and even when he was in trouble, he celebrated his lecherous conquests. In a sketch that featured Clinton reading sexual harassment accuser Paula Jones’ actual deposition — “he placed my hand on his penis” — he paused to give us a thumbs up and exclaim, “This is hot!”

Was Lewinsky a casualty of the boys’ club mentality at SNL? Perhaps, but Tina Fey was head writer for one of those seasons, and chided Lewinsky in 2011’s Bossypants for being a little too open with her personal details: “I’m just saying. Linda Tripp may not have been the intelligence-gathering mastermind you thought she was.”

Back in the late 1990s, things got meaner for Lewinsky during the week. Leno notoriously made lazy Lewinsky jokes for years, devoting an entire monologue to the day she was interviewed on ABC’s 20/20. He wasn’t exactly apologetic about it either, telling Oprah in 2003, “The Monica Lewinsky scandal was the golden age of comedy.” 

Letterman wasn’t much better, doling out jokes like: “You may think you have a stressful job, but since she’s been a senator, Hillary Clinton, they say, put on 30 pounds. In fact, she has gotten so heavy that today Bill hit on her.” And anything with the words “Monica Lewinsky” made for an easy laugh on Dave’s Top Ten lists, occasionally as the subject of the list itself: 

Joan Rivers was in the club as well, making nasty Lewinsky jokes in her early 2000s routines (“Why would anyone would want to buy a hat from Monica Lewinsky? A vacuum cleaner, maybe. But a hat?”) and continuing well into the 2010s.

“We were about the same age, you know?” Green tells me. The out-of-nowhere Canadian comic was caught in his own kind of whirlwind, and knew what it was like to be suddenly famous and the subject of thoughtless insults. So bringing Lewinsky in on the joke, even changing the joke entirely, was intentional. “There was a different kind of connection that we had,” Green explains. “Because (others) were just looking at her like some sort of a punchline for a comedy show when she was a human being.”

John Oliver put Leno (and to a lesser extent, himself) on blast for their roles in the humiliation. “My hands are not clean here either,” he admitted on Last Week Tonight, regretting a Daily Show bit marking the 10th anniversary of the scandal. “It’s gross!” Oliver noted that many comics had expressed regret — but not “the most relentless,” Jay Leno.

Leno was hitting talk shows at the time bemoaning the loss of civility in comedy, but Oliver was having none of it. How could a guy complain about civility after doing a bit with a fake Lewinsky book titled The Slut in the Hat? In response,  Oliver offered his own phony book: Oh, the Places You Can Go F*** Yourself, Jay Leno. 

Green, however, isn’t passing judgment. “Comedy evolves and changes,” he says. “You can look back at something that was said in the 1950s, 1960s or 1980s, and it's just a completely different sort of behavior. And that's a good thing because that means that we're progressing as a culture.” 

“There can be a mean-spiritedness to comedy at times,” Green continues. “That show we made on MTV was crazy and shocking. We were doing outrageous things, confusing people, creating chaos, but it was always meant to be coming from a place of silliness and absurdity.” 

Today, Green remains rightfully proud of the Lewinsky special. In fact, both he and Lewinsky, who remain friends, still remember it fondly: 

Twenty-two years later, the special's laughs still hold up — certainly better than the tired slut-shaming of the late-night gags. And just in case some people weren’t getting the joke, Green contextualized the message by ending the special with a quote from Oscar Wilde: “The public have an insatiable curiosity to know everything. Except that which is worth knowing.”

Top image: MTV Productions