The lyrics tell the story of someone longing for their lost love to send them the pillow they dream on, as a way to keep their connection alive and to share in each other's dreams even though they are apart. The singer expresses their loneliness and desperation for the relationship to be rekindled through symbolic gestures.

Meaning of "Send Me The Pillow That You Dream On" by Johnny Tillotson

The lyrics of "Send Me The Pillow That You Dream On" convey a profound sense of yearning and nostalgia for a lost love. The repeated request for the pillow that holds the dreams of the beloved signifies a desire to hold onto the memories and feelings associated with the relationship. The singer's willingness to share in the dreams of the other person shows a deep emotional connection that transcends physical distance. The mention of waiting for a letter that never comes highlights the pain of unrequited love and the struggle to move on from a past relationship. Overall, the song captures the bittersweet essence of longing for a love that may never be rekindled, but finding solace in shared dreams and memories.