Dean Martin & Ann-Margret – A Joyful Medley of Hits on The Dean Martin Show (1970)
Featuring: “Hey, Good Lookin’” / “(Sittin’ on) The Dock of the Bay” / “That Old Feeling” / “I Take a Lot of Pride in What I Am”
On a breezy Thursday evening—February 26, 1970—television audiences were treated to a spellbinding musical moment when Dean Martin shared the stage with the radiant and ever-charming Ann-Margret. It was one of those golden TV specials that perfectly captured the spirit of variety show entertainment, blending warmth, charisma, and vocal chemistry into a musical medley that still lingers in memory.
Together, Dean and Ann-Margret performed a playful, heartfelt medley of classic songs, each one stitched together with ease and grace:
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“Hey, Good Lookin’” – The pair opened with Hank Williams’ upbeat flirtation, adding their own cheeky spin and undeniable charm.
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“(Sittin’ on) The Dock of the Bay” – A surprising but soulful shift, as Dean brought his relaxed swing to Otis Redding’s reflective hit, with Ann-Margret adding subtle sweetness.
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“That Old Feeling” – The mood turned romantic and tender, as both voices melted into this timeless ballad, bringing a hush to the room.
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“I Take a Lot of Pride in What I Am” – Closing out the medley, they embraced Merle Haggard’s anthem of humble self-respect, with Dean’s casual elegance and Ann-Margret’s heartfelt delivery wrapping things up beautifully.
This performance was more than just entertainment—it was an easy, graceful conversation in music, a time capsule of two legendary performers at ease with each other and with the audience. Ann-Margret’s youthful energy complemented Dean’s laid-back cool, and together, they made each song shine.
Moments like this remind us why The Dean Martin Show remains beloved by so many: it wasn’t just the songs, but the genuine warmth, respect, and effortless fun shared on stage. This medley stands as a joyful tribute to an era when variety shows were a weekly slice of magic.
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