Fran Drescher Once Had a Crush on a Guest Star from The Nanny
The Nanny is more than just a ’90s sitcom — it’s a cultural touchstone that blends humor, fashion, and the classic “fish out of water” story. Starring Fran Drescher, the show ran from 1993 to 1999 on CBS and continues to entertain audiences in syndication. Drescher’s portrayal of Fran Fine, the outspoken and stylish nanny from Queens, became her defining role and left a lasting impact on fans worldwide.
What The Nanny Was About
In The Nanny, Fran Fine becomes the caretaker of the Sheffield children after landing a nanny position with the wealthy widower Maxwell Sheffield. Her charm, humor, and sometimes outrageous fashion sense soon win over the family — and eventually, Fran and Maxwell fall in love. The show, inspired by Drescher’s own life experiences, became a hit with viewers for its witty writing, memorable characters, and heartwarming storylines.
A ‘Really Cute’ Guest Star
Even years after the series ended, Drescher has shared memories about her favorite moments and guest stars from the show. In a 2017 interview, she revealed that one guest star caught her eye for being particularly charming. That star was none other than Jon Stewart, who appeared in a 1997 episode titled “Kissing Cousins.”
Drescher admitted that she got along famously with Stewart during filming and found him “super cute.” However, she never pursued anything romantically, joking that Stewart was already involved with someone else at the time.
“You know, I would have gone for him in a New York minute, but you don’t go after someone else’s partner — you have to narrow the pool somehow,” Drescher quipped.
Jon Stewart Before The Daily Show
While most people know Jon Stewart as the longtime host of The Daily Show, he was still building his career in the mid-’90s. He had started in stand-up comedy in 1987 and was performing regularly in New York City, writing sketches, and even hosting his own MTV talk show, The Jon Stewart Show.
His guest appearance on The Nanny was part of these early acting gigs, and according to Drescher, the two shared great on-set chemistry. Stewart eventually rose to fame as a political satirist but has kept a relatively private personal life. Since 2000, he has been married to Tracey Stewart, and the timing of The Nanny episode meant Drescher’s crush remained just that — a charming story from behind the scenes of a beloved sitcom.
