Head on My Pillow
Frank Sinatra Lyrics


Jump to: Overall Meaning ↴  Line by Line Meaning ↴

Head on my pillow just thinking of you
Head on my pillow
So lonesome and blue,
I wonder where you are tonight
And if you miss me, dear
My heart tells me you can't deny
My arms know you left near
Head on my pillow
My thoughts turn to dreams
Head on my pillow
Like heaven it seems
I see a vision build a home of happiness divine




My head on my pillow
With yours close to mine

Overall Meaning

In the song β€œHead on My Pillow,” Frank Sinatra laments his loneliness and pines for a lost love. The opening verse finds him lying in bed with his head on his pillow, consumed by thoughts of his former partner. Sinatra wonders where she might be on this very night and whether or not she misses him in the same way he misses her. Despite any negative feelings that may exist between them, the singer is confident that she harbors some degree of affection for him, which is echoed by his heart.


As the tune progresses, Sinatra continues to drift between a state of lucidity and dreamscape, longing for the warmth and comfort of human connection that he once had. In his mind’s eye, he sees a vivid dream of a happy home where he and his loved one are able to be together once again. Some solace can be taken in the fact that he’s able to share a space with her, even if it’s only in his subconscious.


The power of β€œHead on My Pillow” lies in its simplicity. The song’s lyrics are straightforward and relatable, as almost everyone has experienced the sharp pain that comes with loneliness and heartbreak. The melody and arrangement are similarly uncomplicated, placing Sinatra’s emotive vocals front and center. Despite the song’s surface-level melancholy, there is a glimmer of hope in the idea that two estranged lovers might one day find their way back to each other.


Line by Line Meaning

Head on my pillow just thinking of you
I am lying in bed with my head on the pillow, and my thoughts revolve around the memory of you


Head on my pillow So lonesome and blue,
As I rest my head on the pillow, I am overcome with loneliness and sadness


I wonder where you are tonight And if you miss me, dear
My mind wanders, wondering where you might be at this very moment, and if you have thoughts of me like I do of you


My heart tells me you can't deny My arms know you left near
I feel deep in my being that you cannot deny our connection, although my arms long to feel your presence beside me


My thoughts turn to dreams Like heaven it seems
As I drift off to sleep, my thoughts turn to dreams, which feel like a slice of paradise


I see a vision build a home of happiness divine
In my mind's eye, I visualize us building a beautiful life of pure joy and contentment together


My head on my pillow With yours close to mine
As I imagine our life together, I see us embracing, with our heads resting on the same pillow, in complete peace and harmony




Lyrics Β© Universal Music Publishing Group
Written by: BISSEL B. PALMER, PIERE CONNOR

Lyrics Licensed & Provided by LyricFind
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Comments from YouTube:

Neil Cassner

🎡Head on my pillow, just thinking of you
Head on my pillow, so lonesome and blue
I wonder where you are tonight and if you miss me, dear
My heart tells me you can't be far, my arms know you're not near
Head on my pillow, my thoughts turn to dreams
Head on my pillow, like heaven it seems
I see a vision build of hope, of happiness divine
My head on my pillow, with yours close to mine 🎡😩

Safa Alkan

Yesterday you uploaded a video then you deleted , why

Sinatra 50

There was an error on YT's side.

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