Meaning of "Send Me The Pillow You Dream On" by Dean Martin

The lyrics of "Send Me The Pillow You Dream On" convey a deep sense of longing and lost love. The narrator begins by pleading with their former lover to "send me the pillow that you dream on," indicating a desire to hold onto a tangible item that represents the memories and emotions shared in the past relationship. By asking for the pillow, the narrator is also requesting to be a part of their lover's dreams, symbolizing a craving for emotional connection and a longing to relive the love they once had.

As the lyrics continue, the narrator reveals their loneliness and longing for the past by stating, "Each night while I'm sleeping oh so lonely, I'll share your loving dreams that once were true." This line emphasizes the narrator's yearning to be a part of their lover's life again, even if only in their dreams. The imagery of sharing the dreams that were once true suggests a longing to recapture the intimacy and affection that was lost.

The mention of waiting for a letter from the former lover further emphasizes the narrator's yearning. They express that only a memory remains, indicating that the relationship has ended and they are left with only the fragments of what once was. By requesting the pillow, the narrator hopes to hold onto those memories and possibly even find solace in reliving them through their dreams.

Overall, "Send Me The Pillow You Dream On" reflects the universal experience of longing for lost love. It encapsulates the bittersweet desire to retain a connection with someone who has moved on, coupled with the yearning to relive the emotions and experiences of the past. The lyrics evoke a sense of nostalgia and the lingering hope for a reunion, even if only in dreams.