1967 – How Do I Tell Him | Melancholy 1960s Baroque Pop Ballad

How Do I Tell Him is a poignant 1967 baroque pop ballad performed by Diana Davies, exploring the quiet devastation of falling out of love — and the even heavier burden of having to say it aloud. Rooted in the sophisticated pop sounds of the late 1960s, the song favors emotional honesty and restraint over melodrama.

The arrangement blends melancholy verses with a steady, composed chorus, built around harpsichord, layered strings, and a subtle rhythmic pulse. This contrast mirrors the narrator’s inner conflict: calm on the surface, unraveling underneath. The classical textures give the song a refined, almost chamber-pop feel, while allowing the emotion to simmer rather than explode.

Lyrically, the song captures the moment when love has changed but responsibility remains. It’s not about anger or betrayal — it’s about guilt, compassion, and the fear of breaking someone’s heart. The chorus repeats the same aching question, reinforcing the paralysis that comes with knowing the truth but not yet having the courage to speak it.

How Do I Tell Him feels like the kind of introspective record that would have quietly captivated listeners in 1967 — a song for late-night reflection, difficult conversations, and the painful grace of letting go with honesty.

About AI Retro Records

AI Retro Records creates original songs inspired by the golden era of music from the 1950s and 1960s. Every release is fully original, written and produced to capture the emotional honesty, melodic craftsmanship, and timeless sound of classic pop, soul, country, and early rock.

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© 2026 AI Retro Records. All songs are original works.
Disclaimer: Any resemblance to actual artists, recordings, or compositions is purely coincidental.

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