Overall about difficult moments of disappointment and vulnerability. Having hope and longing, while remaining optimistic for the future. Encourages the belief that with each new morning there is a chance for things to improve.
The chorus offers a glimmer of optimism and a chance at a resolution and redemption in the future.
Captures the rollercoaster of emotions of feeling lost while loving someone who is not there for you, feeling let down and abandoned while waiting for a lover. Lost with no direction, "Now I'm up in the air with the rain in my hair, Nowhere to go, I can go anywhere"
The bridge shows signs of longing and a plea for companionship. The Lyrics express a desire for authentic connection and the importance of Loving someone just as they are. "Just in passing, I'm not asking. That you be anyone but you”
I remember the thirty-five sweet goodbyes
When you put me on the Wolverine up to Annandale
It was still September
When your daddy was quite surprised
To find you with the working girls in the county jail
I was smoking with the boys upstairs when I
Heard about the whole affair, I said oh no
William and Mary won't do
Well, I did not think the girl
Could be so cruel
And I'm never going back
To my old school
Oleanders growing outside her door
Soon they're gonna be in bloom up in Annandale
I can't stand her
Doing what she did before
Living like a gypsy queen in a fairy tale
Well, I hear the whistle but I can't go, I'm gonna
Take her down to Mexico, she said oh no
Guadalajara won't do
Well, I did not think the girl
Could be so cruel
And I'm never going back
To my old school
California tumbles into the sea
That'll be the day I go back to Annandale
Tried to warn you
About Chino and Daddy Gee
But I can't seem to get to you through the U.S. Mail
Well I hear the whistle but I can't go, I'm gonna
Take her down to Mexico, she said oh no
Guadalajara won't do
Well, I did not think the girl
Could be so cruel
And I'm never going back
To my old school
When you put me on the Wolverine up to Annandale
It was still September
When your daddy was quite surprised
To find you with the working girls in the county jail
I was smoking with the boys upstairs when I
Heard about the whole affair, I said oh no
William and Mary won't do
Well, I did not think the girl
Could be so cruel
And I'm never going back
To my old school
Oleanders growing outside her door
Soon they're gonna be in bloom up in Annandale
I can't stand her
Doing what she did before
Living like a gypsy queen in a fairy tale
Well, I hear the whistle but I can't go, I'm gonna
Take her down to Mexico, she said oh no
Guadalajara won't do
Well, I did not think the girl
Could be so cruel
And I'm never going back
To my old school
California tumbles into the sea
That'll be the day I go back to Annandale
Tried to warn you
About Chino and Daddy Gee
But I can't seem to get to you through the U.S. Mail
Well I hear the whistle but I can't go, I'm gonna
Take her down to Mexico, she said oh no
Guadalajara won't do
Well, I did not think the girl
Could be so cruel
And I'm never going back
To my old school
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@[Diderik:33655] "Your a holiday!" Was a popular term used in the 50s/60s to compliment someone on their all around. For example, not only are they beautiful, but they are fun and kind too ... just an all around "holiday".
I think your first comment is closer to being accurate. The singer/song writers state "Millions of eyes can see, yet why am i so blind!? When the someone else is me, its unkind its unkind". I believe hes referring to the girl toying with him and using him. He wants something deeper with her, thats why he allows himself to be as a puppet (even though for her fun and games) as long as it makes her happy. But he knows deep down that she doesnt really want to be serious with him and thats what makes him.
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“Plastic Bag” is a song about searching for an escape from personal problems and hoping to find it in the lively atmosphere of a Saturday night party. Ed Sheeran tells the story of his friend and the myriad of troubles he is going through. Unable to find any solutions, this friend seeks a last resort in a party and the vanity that comes with it.
“I overthink and have trouble sleepin’ / All purpose gone and don’t have a reason / And there’s no doctor to stop this bleedin’ / So I left home and jumped in the deep end,” Ed Sheeran sings in verse one. He continues by adding that this person is feeling the weight of having disappointed his father and doesn’t have any friends to rely on in this difficult moment. In the second verse, Ed sings about the role of grief in his friend’s plight and his dwindling faith in prayer. “Saturday night is givin’ me a reason to rely on the strobe lights / The lifeline of a promise in a shot glass, and I’ll take that / If you’re givin’ out love from a plastic bag,” Ed sings on the chorus, as his friend turns to new vices in hopes of feeling better.
from wiki....
In its March 24, 2006 edition, Entertainment Weekly details a return trip to Bard College by Donald Fagen, in which he describes a raid by sheriff's deputies.[1] Fagen, his girlfriend, Steely Dan bandmate Walter Becker, and some 50 other students were arrested. Charges were dropped, but the harassment was the origin of the grudge alluded to in "My Old School". Fagen was reportedly so upset with the school being complicit with the arrests that he refused to attend graduation. The same article speculates that a Bard professor's wife, Rikki Ducornet, was the inspiration for "Rikki Don't Lose That Number".
Because of the reference to (the College of) William & Mary in the lyrics, although the song is about Bard College, "My Old School" has long been a favorite of W&M students and alumni.