Lollipop
Woody Herman and His Orchestra Lyrics


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I've thrown away my toys, even my drum and train.
I wanna make some noise with real live aeroplanes.
Some day I'm going to fly, I'll be a pilot too.
And when I do, how would you like to be my crew?

On The Good Ship Lollipop.
It's a sweet trip to a candy shop
Where bon-bons play
On the sunny beach of Peppermint Bay.

Lemonade stands everywhere
Crackerjack bands fill the air
And there you are
Happy landing on a chocolate bar.

See the sugar bowl do the tootsie roll
With the big bad devil's food cake.
If you eat too much ooh-ooh
You'll awake with a tummy ache.

On The Good Ship Lollipop
It's a night trip into bed you hop




And dream away
On The Good Ship Lollipop.

Overall Meaning

The opening lines of Woody Herman and His Orchestra's song, Lollipop, speak to the desire to grow up and achieve one's dreams. The singer, a child, has given up their former toys, like a drum and train, in exchange for the chance to make some noise with real, live airplanes. The child dreams of becoming a pilot one day and invites the listener to join them as part of their crew.


Then, the song shifts to a dreamlike sequence. The singer describes a magical place called "The Good Ship Lollipop," where candy plays a central role. The ship takes its crew to "Peppermint Bay," where they enjoy lemonade, crackerjack bands, and the beach. There, they can even land on a chocolate bar. The sugar bowl does the tootsie roll and devil's food cake abounds. However, the song ends with a warning about the dangers of consuming too many sweets; one might end up with a tummy ache.


Overall, "Lollipop" is a playful, whimsical song that spans the space between reality and dreams. It captures the spirit of childhood wonder, the desire to grow up and become a pilot, and the power of sugary treats to transport us to fantastical lands.


Line by Line Meaning

I've thrown away my toys, even my drum and train.
I have grown up and left behind my childish interests, like playing with toys and musical instruments.


I wanna make some noise with real live aeroplanes.
I want to experience excitement and thrills that come with flying aeroplanes, which is way more exciting than playing with toys.


Some day I'm going to fly, I'll be a pilot too.
One day, I'll be able to make my dreams come true and become a pilot, which will definitely bring adventure to my life.


And when I do, how would you like to be my crew?
When I become a pilot, would you like to come along and be my assistant in the cockpit, experiencing the juice of life too?


On The Good Ship Lollipop.
Welcome to the bright, fanciful and adventurous world of The Good Ship Lollipop.


It's a sweet trip to a candy shop where bon-bons play on the sunny beach of Peppermint Bay.
When you are aboard The Good Ship Lollipop, you get to experience a magical trip to the world of candy, where sweet treats, like bon-bons, await you on the sunny beaches of Peppermint Bay.


Lemonade stands everywhere, crackerjack bands fill the air, and there you are, happy landing on a chocolate bar.
As you are sailing on The Good Ship Lollipop, you can see lemonade stands everywhere and listen to lively music provided by crackerjack bands. As you enjoy the melodious tunes, you get to experience a wonderful, sweet and unforgettable landing atop a colossal chocolate bar.


See the sugar bowl do the tootsie roll with the big bad devil's food cake.
Watch the sugar bowl take on the fun dance move, the tootsie roll, with the big, imposing devil's food cake.


If you eat too much ooh-ooh, you'll awake with a tummy ache.
Be careful not to overindulge in the sweet treats, or else you might wake up with a stomach ache.


On The Good Ship Lollipop, it's a night trip into bed you hop and dream away.
When you are on board The Good Ship Lollipop, at the end of the day, you retire to a comfortable bed and sail off to dreamland, awaiting more adventures tomorrow.




Lyrics © Universal Music Publishing Group, Sony/ATV Music Publishing LLC, Kobalt Music Publishing Ltd.
Written by: RICHARD A. WHITING, SIDNEY CLARE

Lyrics Licensed & Provided by LyricFind
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Comments from YouTube:

John Horne

Well Woody always went with the flow right up to the end. But it's hard to say what his best band was. In one way I liked
this one because it was braking new ground

Jorgen Rasmussen

Woody was more accepting to bop than any other swing band leader. And yet Stan Getz made fun of him for not being up to date.

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