Let’s be real here—Cyndi Lauper is a force to be reckoned with. This iconic singer has been lighting up the pop culture scene for nearly 35 years. At 64 years young, she’s built a career that most performers can only dream of. But when you ask her about the highlight of her career, one moment stands out above the rest. And no, it’s not just about her music.
In an exclusive sit-down with Closer Weekly, Cyndi opened up about her unforgettable experience winning an Emmy Award in 1995 for Outstanding Guest Actress in a Comedy Series on Mad About You. And guess what? She wasn’t alone that night—she had the legendary Jean Stapleton, the beloved Edith Bunker from All in the Family, by her side. That’s a moment Cyndi will never forget.

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Now, Cyndi isn’t one to shy away from her accomplishments, but she admits that winning that Emmy was a surreal experience. “I’ve done so many incredible things, but the Emmy was truly something special,” she told Closer. “At the time, I felt so out of place, like I didn’t belong there. But standing next to Jean Stapleton, someone I admired so much, made me realize just how big of a moment it was. It wasn’t just about me—it was about being part of something much bigger.”
A Career Full of Milestones
Of course, Cyndi’s journey didn’t stop there. She’s part of an elite group of artists who can proudly claim an Emmy, a Grammy, and a Tony. That Tony, which she won in 2013 for scoring the Broadway smash Kinky Boots, holds a special place in her heart. “Winning the Tony was monumental,” she admitted. “I wasn’t sure if we’d win, but I hoped we would because I wanted the show to be a hit. I wanted people to hear it, to experience it. When we won, I was shocked. I felt like I was lucky to be a part of such an important project, one that was so much bigger than myself.”
View this post on InstagramCongrats to the #KinkyBoots #Hamburg #Germany cast for an amazing opening night. Thanks to Jerry, DB, Rusty and Stephen for guiding this phenomenal cast! The jacket I’m wearing is from my new line at HSN #touchofcyn which will be launching December 12th. And thank you to M·A·C as the Official Cosmetic Partner. What a great evening! #macartistrelations #maccosmetics #maccosmeticsdeutschland
Kinky Boots: A Global Sensation
Kinky Boots has become a worldwide sensation, and Cyndi is all in on its success. She spoke to us while promoting her new HSN line, Touch of Cyn, which she’s super passionate about. The clothing and jewelry collection is designed with affordability in mind, catering to women who might not usually have access to high-quality, couture-inspired fashion. “This project was exciting because it’s all about making beautiful clothes accessible to everyone,” she explained. “The quality is amazing for the price, and it’s targeted toward what I call the ‘invisible woman’—the woman who often gets overlooked in the fashion world.”
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Looking Ahead
Cyndi Lauper isn’t slowing down anytime soon. With Kinky Boots continuing to charm audiences worldwide and her new fashion line making waves, she’s proving that her career is as vibrant as ever. Whether she’s singing, acting, or designing, Cyndi remains a true icon, reminding us that age is just a number and passion knows no limits.


