Fun with Rupert & Dave In Los Angeles | Letterman

It's Dave turn to go undercover in Los Angeles.
From "Late Show" in Los Angeles, air date: 11/10/95)
#rupertjee #losangeles #letterman
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Welcome to the Letterman TH-cam Channel, home to all your favorite clips from Late Night and Late Show - as well as conversations with the writers, producers and performers who helped make it all happen. The language may strike you as quaint & flowery, the clothing comically lacey & ornate - but that’s how things were back in this colorful and now bygone era.

[@tommybarquinero7242]

I could watch these segments all day. Comedy gold. Kudos to Rupert for being such an amazing sport.

[@Jim_L]

G*d d**n, is this funny! 🤣

[@vrvaughn]

I think this is the first one I’ve seen where Rupert actually cracks up a couple of times 🤣

[@toddler1009]

There was an article about the guy in the Bulls jersey @ 1:17 who was Ramon Arellano Felix, of the Tijuana cartel, top 10 most wanted list who was hiding out in LA at the time in disguise. The bag he had on almost certainly had a gun in it. It's crazy that Dave picked this guy out for being strange and out of place as a joke but it was actually very serious. Dave's a genius.

[@nickfuller20]

He had to have signed a release to put his face on film. I wonder if that is when they found out it was him?? hmmm

[@SSArt98]

Wow, thanks for pointing that out!
_Looks like he was doing a big drug deal then!_

[@natevm7888]

So ironically Dave then got the idea to send Rupert into the Tijuana cartel with him talking in his ear he was never heard or seen from again......

[@JayDecayAE]

There’s actually a clip on this channel that talks about that incident

[@UberNeuman]

Man, Mr. Rupert - you've got some stones. I'd be in a panic doing any of this. lol.

[@vrvaughn]

It’s a wonder Rupert lived through it all..😂

[@protocoldroid7388]

Rupert is almost as much a legend as Dave. I love Rupert so much.

[@ytzpilot]

I still remember this when it first came out, also David driving around LA in a convertible with a grocery bag glued to the trunk of the car, Classic Dave

[@robclarkson5356]

The 'oh really' at 2.38 . Hilarious. Rupert draws the line.

[@sodea13]

the balls on rupert need to be admired

[@JCO2002]

Hilarious, thanks! I thought I'd seen every bit with Rupert before - not that one until now.

[@katherinebursett5935]

SOLID GOLD 😂😂😂😂😂😂😂

[@tailwaggindragon]

🤣😂That's hilarious 😂🤣I haven't laughed so loud and hard in a long time.🥰

[@catherinegigliotti1368]

Thanks for the memories...

[@CreachterZ]

Comedy gold!

[@AndrewsOpinion15]

SLEEP FOR 22 HOURS LOL !!!

[@gigatremor9756]

That Michael Jordan line was great.

[@1800allyoucaneat]

When I was 17 I got to visit NYC with my fam and the one thing I insisted on doing was trying to get into a taping of the Late Show. Didn’t happen, but I did get to eat a Hello Deli sandwich and get my picture taken with Rupert. Pretty much just as good anyway.

[@wannabe4668]

If I ever go to New York City, which probably won’t happen, I will visit hello deli.

[@MattTee1975]

LEENDA leenda LEENDA leenda

[@JayDecayAE]

These are the funniest bits of all time. Impractical Jokers totally stole this bit

[@gongqi67]

Comedy!

[@afriend621]

Rupert must really have faith in Dave.

[@goldenhog]

there must have been some CBS muscle on location with rupert in these funny bits.

[@Rleneramirez]

❤️🤣🤣🤣🤣🤣

[@natevm7888]

I got all excited I thought Dave came out of retirement with Rupert and then I realized......

[@wannabe4668]

Dude never broke character.

[@lukeduke6693]

Can you imagine just walking around LA and seeing all these white people, what a time

[@goldenhog]

pretty gross how long the censor pauses had to be back then