Jake Gray has officially entered his cheeky era, and we’re here for it.

With “I Got Lei’d,” the indie-country singer-songwriter trades heartbreak and introspection for sunburns, flirtation, and tropical mischief. It’s the fifth single from his upcoming album Unsupervised, and if this track’s anything to go by, Gray’s clearly letting loose, leaning into his playful side without losing the storytelling charm that’s always been his signature.

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Built on a breezy rhythm, a hint of ukulele, and that unmistakable island pop twang, “I Got Lei’d” is a not-so-subtle pun wrapped in vacation vibes and rum-fueled romance. The song is part travelogue, part bar confessional, equal parts wink and grin. From the moment Gray sings “I got laid in the islands, as soon as I touched the ground,” you know you’re in for a ride that’s as absurd as it is oddly relatable.

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The best part? It’s not trying to be deep. It’s a celebration of spontaneity, small mistakes, and the joy of not taking life too seriously. Jake’s humor is infectious, but it’s his delivery, grounded, warm, and self-aware, that makes this track more than just a novelty.

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