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Favorite Sleep Sketches

D'Snowth

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I liked the one with Bert, Grover, and Cookie Monster when they sang "Take a rest" i don't know if this counts, but they DID end up falling alseep.
I always consider that to be "The Oz-born Brothers' Greatest Hit", because you've got all three of Frank's signature characters in one bit, lol.

For me, basically, the entire "Bedtime Stories and Songs" VHS from the 80s, which includes...
- Dance Myself to Sleep
- The Count counts sheep
- Grover's Imagination
- If Moon Were Cookie
- The King's Problem
- Snuffle Lullaby
- Everybody Sleeps (Original Version)
- Ernie and Bert's Imagination (Original Version)
 

Drtooth

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My top two are very similar... both involving the sleepover of Cookie Monster and The Count. Cookie having Nightmares at Ernie's house, and Count giving Ernie a waking nightmare by counting all night and not letting him sleep.

Which begs the question...

If the Count kept Ernie up all night in that sketch, how come he sleeps at the Count's Castle later, during "That's the Story of Bert's Blanket?" Wouldn't Ernie not want to sleep over with him, considering he'd be up all night again, counting anyway?
 
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