Evelyn’s Sexy Secret on Howard Stern’s Show: Her ‘Uterine Didelphys’ Medical Condition Created an Uncomfortable Segment

By Richard Brown 10/11/2025

Back in 2022, The Howard Stern Show gained significant attention for airing the What’s My Sexy Secret segment, which featured the show’s hosts connecting with random people across the world and guessing their ‘sexy secret.’ On it, this one time, an Australian caller named Evelyn connected, and her medical condition made it a pretty uncomfortable segment.

The game challenged Ronnie “the Limo Driver” Mund to figure out, “like a detective,” what the connected caller’s secret was, simply by asking yes-or-no questions. “When it comes to women, Ronnie is like a pervy bloodhound. I can’t think of anyone better to play,” Stern explained about having Mund for that segment. And yet, Mund failed brutally in his mission.

Starting off, he observed her “a lot of tattoos” and asked her if she was “born a woman.” Evelyn responded, “Yes, I was born a woman. That’s not my sexy secret.” The show’s resident s-x expert quickly deduced that the secret pertained to her g-n-tal region; however, his follow-up questions about everything from t-st-cles to tattoos fell off the mark.

Stern seemingly tried to lighten the situation by joking, 

Ronnie, let me remind you we have a seven-hour time limit. Evelyn, I have a yes-or-no question: Are you willing to sit here all week?

But the situation continued to get uncomfortable with each passing minute, as Mund continued asking her more dead-end questions about sq–rting, g-n-tal piercings, and G-spots. In fact, things probably would have taken quite an awkward turn with a “stumped” Mund who couldn’t “put my finger on” what he deduced “gotta be something weird,” until Robin Quivers piped in.

Robin Guessed Evelyn’s “Sexy Secret” on Howard Stern’s Show in 3 Questions

Despite being the show’s ‘resident s-x expert,’ Ronnie Mund couldn’t guess Evelyn’s sexy secret. Robin Quivers, on the other hand, managed to figure it out in three simple questions on the podcast. When the situation started getting “tedious,” Quivers decided to jump in and assist Mund in his quest, launching with her first successful question to the Australian caller,

Is your v-g-na anatomically like every other woman?

A stumped Mund still couldn’t figure out what it was, so Quivers offered another guess. She piped in, 

Do you have more than one v-g-na?

Successfully enough, Evelyn replied, “Yes. You got it,” to which an unsurprised Quivers said with a laugh, “I knew three questions in.” Following the caller’s response, Stern announced her sexy secret, saying, 

There’s the answer. Evelyn has two v-g-nas!

Mund, of course, was as shocked as ever, as he exclaimed, “How the f–k does that happen?!” Apparently, in “all my years of watching all kinds of crazy sh-t,” he had “never seen that before.” Then he admitted defeat to Quivers, saying,

You’re f—–g terrific… I admit I lost. I got into the area, but I didn’t close the deal.

But while all that is cringe in itself, enough to make even the viewers watching the segment become uncomfortable with the questions and revelations, the chaos didn’t end there!

What is Uterine Didelphys, Evelyn’s Medical Condition?




Evelyn’s medical condition of having two v-g-nas is basically called ‘uterine didelphys.’ It is a condition that affects about one out of 2,000 women, and often even goes undetected. In the episode, the caller revealed that she was diagnosed at the age of 20, and has a left and right v-g-na as well as two separate but simultaneous periods.

Per the Cleveland Clinic, this rare congenital condition causes a person to be born with two uteruses, commonly called a “double uterus,” with each uterus having its own fallopian tube and ovary. The uterine cavities are also narrower than the cavity of a typical uterus. It can cause complications in pregnancy and painful menstruation.

In Evelyn’s case, she is often able to experience s-xual pleasure in both the v-g-nas at the same time. As she explained, 

I’ve always been able to o-g-sm way easier from the right side, for some reason, but it massively depends on the size and shape of the guy and what position we’re in. I sort of have to judge a guy and choose a side.

This revelation called for a comment from Ronnie Mund, who marveled, making the situation even more uneasy and awkward with his crude comment. He said,

That’s f—–g awesome! One’s out for an oil change today, and other one still works, so come on in.

In response, Howard Stern cleverly took a jab at his fellow host, jokingly saying, 

Ronnie is acting like a caveman who just discovered fire. He is downright giddy.

We know what you’re thinking; we’re thinking it too: ‘Weird, weird,’ right?! Then again, The Howard Stern Show has earned a fair reputation for itself over the years of holding some of the most cringeworthy and disturbing segments dedicated to similar topics, so it doesn’t really come off as a surprise, even now.

Either way, what do you think about it? Got some opinion of your own to share about this incredibly weird segment? Let us know in the comments section!

The Howard Stern Show can currently be streamed in the US through a subscription to SiriusXM.

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