Saturday, June 24th, 2017

New York City Adventure: Hitting on Jon Stewart


When I was a freshman at Fairfield University, my friend Meredith was obsessed with Jon Stewart.  Back then, in 2003, The Daily Show was nowhere near the powerhouse that it is today — it didn’t gain genuine credibility until the 2004 election.  Back then, it was just a cult cable show with a handsome host.

Meredith followed her heart and scored tickets to a show in April, and the two of us, along with our friends Carolyn, EJ and Erin, made the train journey to New York City.  By then, I had become quite enamored of Jon Stewart as well.

Before the show, we were permitted to ask Jon questions.  I waved my hand wildly.

Jon spotted me.  “Yes, you up there.”

“Well, Jon,” I gushed in a singsong voice.  “My question for you is–”

“No way.  You’re too perky.”

Everyone started laughing.  I was shocked as Jon went on to talk to another member of the audience.  My moment had been shattered.

Then Jon turned back.  “Okay, perky girl, where are you?”

“YES!” I screamed.  “Well, Jon, my question for you is: how on Earth did you get so sexy?”

The audience laughed.  My friends sunk into their seats, bright red, their heads in their hands.

“I’m on TV,” Jon said matter-of-factly.  “You put anything on TV, it immediately ups the sexy quotient.  You put a piece of toast on TV and it’s like, ‘Man, I want to f— that toast.'”

The audience laughed, I was delighted, and I thought that would be the end of it.

Not so fast.

“Welcome to the Daily Show!  I’m Jon Stewart,” Jon sang out to the cameras as the show began.  “I am sexy!”  He did a little dance in his seat.  “And I was just told that by an elderly woman sitting up there.”  My jaw dropped open as the audience exploded into laughter.  “Yeah, I don’t know if it’s the cataracts or the glaucoma.”

I was dying.

The show went on, it was great, and 30 minutes later, it was over.  Or was it?

Figuring I had nothing else to lose, I called out to Jon as he walked backstage, “I still love you, Jon!”

“Yeah, babe!” he yelled over his shoulder.

Jon Stewart called me babe.  That was definitely something I could live with!

I only wish that this specific show was available to view online — it’s not listed on!  We attended on April 30, 2003.  It was the episode with John Malkovich.  If ANYONE is able to find video of this episode, please let me know!!

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27 Responses to “New York City Adventure: Hitting on Jon Stewart”
  1. Colleen says:

    Um, that is AMAZING. I love Jon Stewart!!!!

  2. Kirsten says:

    That is a GREAT story!!! Love it. I have a feeling too, if I had a run in w/ Gerard Butler…that it might not go too different from this. I’d be gushing, he’d be – well sort of unimpressed. *sigh*
    .-= Kirsten´s last blog ..Sneak Peek – Akron Engagement Session =-.

  3. Jodi says:

    Thank you for that!

  4. hate2bursturbubble says:

    He’s married with kids guys!

  5. Jon is so awesome. I love him and watch his show religiously. Then follow up with Colberts sarcastic comments and witted comedy. I scored backstage tickets once on, otherwise its hard to get tickets, So many people love Jon.

  6. That’s hysterical! I interviewed John at a Comedy Central event in 2006 for whatever magazine I was working for then and he was adorable and kind but nowhere near that funny!

  7. Emily says:

    Hahaha! What an awesome story. He seems like he would be just as funny off-camera as on!

  8. Elle says:

    Haha that’s awesome! I used to do promotion for a boy band and I would hit on one of the boys all of the time (well..let’s be honest, I hit on all 3 of them but 1 in particular). I’m sure that’s the reason they kept me around…to boost their egos a little more.

    • Elle, you can’t just say that!!! Which band? WHICH BAND HAD ONLY THREE?!?! HANSON?!?!?!?!?!

      • Laura says:

        I like that I’m not contributing at all to your amazing story but instead commenting on boy bands…. Kate, you seem to be forgetting about an extremely popular (well… like a year ago they were) three person boy band….


        Tell me it’s true, Elle!!

  9. Tom Richmond says:

    Your “friend Meridith” was the big fan, eh? I think the lady doth protest too much! 😀

  10. Ian says:

    I *might* be able to get the episode off of Amazon. It was the only episode with Malkovich, right?

  11. Dan Williams says:

    Jon Stewart….hes not cool

  12. Jackie says:

    Since your original post, video clips from every episode of “The Daily Show” have been archived at The clip you’re looking for can be found at—magical-victory-tour.

  13. Ira says:

    I just started reading your posts and I’m laughing out so loud!! You’re hilarious!!

  14. Anna says:

    So awesome! I love Jon Stewart as well (though John Oliver did a fantastic job this summer!) and it’s such a fun story. Lucky you!

  15. This is the best story I have heard or read probably ever hahahaha! YOU GO GIRL. As a woman, thank you for doing this. He needed to know. And I am so very happy for you that it turned out well!

  16. Dan says:

    Just discovered your awesome site via #16 on this BuzzFeed article

    You can see some of that show (s7e100) here:–2003—john-malkovich but not the parts where you are called out 😉

  17. Ray says:

    That is such as awesome story! So typical of Jon Stewart, too!

  18. Hey Kate,

    I adore your blog, I’ve only read this today!! Hilarious! Love this story! 😉

  19. Gaia Mouse says:

    Hi Kate. I was just introduced to your blog by Karen Ertrachter, another travel blogger. I read your article about ethical travel, but I must say the above article about Jon Stewart is definitely a favorite. Very funny. Keep it coming!


Check out what others are saying about this post...
  1. […] Kate was 26 when she quit her job to go travel the world alone, so you know she’s a brave spirit. I know personally how financial reasons can be a huge barrier for travel, so what I really adore about Kate is that she took it upon herself to overcome that hurdle. She did this by starting her trip in Southeast Asia, which is one of the more affordable places to travel. Plus, who doesn’t adore someone that Jon Stewart himself has called babe? […]

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