1.) A state of mind where one mourns the loss of the freedoms and/or temporary relationships of summer.
2.) This song is sung by Lana Del Rey
Scenario 1:
Girl (with her head against the window)
Friend: "what's the matter? You've been like this since September."
Girl: "I don't know... I guess I just have that summertime sadness."
Friend: "I know what you mean: I wasted mine, too, and I wish I could get it back."
Scenario 2:
I got that summertime,
Summertime sadness.
S-s-summertime,
Summertime sadness.
I got that summertime,
Summertime sadness,
Oh, oh-oh-oh oh-h...
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A:Hi, I'm a Lil' Fucker
B:What's your favorite song?
A:Summertime Sadness Remix, perfection
B:Fuck you
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