Dungeon Friends Forever Vol 03. A manga, published in English by Seven Seas.
Once a month, the adventurer Van makes the trek down through the Wyrm Hole dungeon to visit Ryuka, the dragon who rules it and also happens to be his childhood friend. Ryuka's four top lieutenants know their history and are eager to nudge the pair toward romance, but between Van's obliviousness and Ryuka's tsundere streak, progress is slow. A sweet, funny fantasy rom-com.
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