Send Me The Pillow You Dream On

Dean Martin's song "Send Me The Pillow You Dream On" is a poignant expression of longing and unfulfilled love. The lyrics revolve around the simple yet deeply symbolic request for a pillow, which serves as a tangible connection to a loved one who is no longer present. By asking for the pillow, the singer hopes to bridge the emotional distance and find solace in the dreams that once united them. This request is not just for a physical object but for a piece of the past, a fragment of the love that still lingers in his heart.

The recurring line, "Send me the pillow that you dream on," underscores the depth of the singer's yearning. It suggests that even in the absence of the beloved, the dreams shared on that pillow can provide a sense of closeness and comfort. The pillow becomes a metaphor for the shared experiences and intimate moments that the singer desperately clings to. The repetition of this plea throughout the song highlights the persistence of his feelings and the hope that, perhaps, time will allow their dreams to come true once more.

The song also touches on themes of loneliness and the passage of time. The singer's admission of feeling "oh, so lonely" each night and the mention of waiting for a letter that never comes paint a picture of a love that has faded into a mere memory. Yet, despite the heartache, there is a glimmer of hope that the dreams shared on the pillow might rekindle the connection. Dean Martin's smooth, emotive delivery adds an extra layer of melancholy and sincerity to the lyrics, making the listener feel the weight of his longing and the depth of his love.