‘Really Again?’: Monica Lewinsky Admits She Keeps Making the ‘Same Mistake’ 30 Years After the Bill Clinton Scandal That Nearly Ended Her Career
Monica Lewinsky might still be on the hunt for her better half, but her type might not be doing her any favors.
Lewinsky’s world blew up in 1998 after the discovery of her inappropriate affair with married President Bill Clinton.
She was a 24-year-old staff member of the White House Office of Legislative Affairs when the world learned of her involvement with the 42nd president.
Lewinsky hasn’t publicly dated anyone, unless you count her one date with CNN’s Jake Tapper weeks before the Clinton scandal.
Despite keeping her dating life largely out of the public eye, she still dates.
On the Aug. 11 episode of her “Reclaiming” podcast, Lewinsky said she dates “a lot” and remains on the prowl.
“I don’t know it’s surprising to me for myself of just being in a place where I feel it would be great to meet somebody,” she said. “I date a lot.”
She clarified that she doesn’t participate in online dating.
“I’ll either meet someone organically — rarely — or it’s a setup from different people and that’s been interesting. Really interesting this year,” she said.
Lewinsky feels fulfilled in her life and no longer needs friends or a romantic partner for emotional support. She even claimed she worked through some issues she had.
“I mean, I still have a f-ck ton of issues, but you know, I think I like complicated men because I myself am so complicated,” she explained. “Like, I fascinate myself.”
U.S. President Bill Clinton spending time with White House intern, Monica Lewinsky, 1998. pic.twitter.com/t2a16R9eH4
— History Calendar (@HistoryCalendar) August 19, 2026
But complication obviously comes with its own sort of problems.
The 53-year-old Lewinsky candidly admitted, “I frustrate the s-t out of myself, too of like, ‘Really again. We’re here the same mistake, the same this, the same that.”
She said she noticed women of her age group typically want someone who is “additive.”
Fans responded to Lewinsky’s remarks about her liking complicated men.
Some people were convinced Lewinsky actually meant she likes toxic men,” while others wondered, “Is ‘complicated’ a new way of saying married?”
“Who knows? Maybe Bill was a complicated man, but what she did to/for him, definitely wasn’t!” added a third voice.
The backlash hit her harder than Clinton, who remained in office after their scandal came to light.
Lewinsky struggled to find work because of her damaged reputation and eventually moved abroad. She later worked in retail design and as a television host. Most recently, she has built a new career as a podcaster, public speaker and anti-bullying advocate.
However, not everyone is willing to offer her sympathy over her mistake that changed her life.
“She knew exactly what she was doing,” wrote one person.
Another added, “Facts- Monica knew that Bill was married and decided to do what she did regardless. She is as much of the problem as Bill!. They deserve each other but please Monica, put your victim card away, no one cares what you have to say!”
The comment referenced Clinton’s wife, former secretary of state, and 2016 presidential candidate, Hillary Clinton.
A third person reminded her, “Imagine being the butt of the joke for all ages. When you make stupid choices, you win stupid prizes.”
Lewinsky was blasted, blamed and ridiculed for years because of the scandal.
TV show hosts and comedians like Jay Leno, Bill Maher, and even David Letterman have all made a jab at her in the name of comedy.
The California native revealed how much those jabs hurt in 2014 when she wrote about her experience with public humiliation and bullying in a Vanity Fair article headlined “Shame And Survival.”
In the article, she opened up about how the harassment didn’t stop whether she was in public or private. It also affected her ability to get a job.
She has since rebuilt her life and is now an activist, a podcast host, and the owner of her own production company, “Alt Endings Productions.”