Shizukanaru Don (1988)

Shizukanaru Don is Tatsuo Nitta's yakuza comedy-drama manga, serialized in Jitsugyo no Nihon Sha's Weekly Manga Sunday from 1988 to 2013 across 108 volumes. Shizuya Kondo, a mild-mannered lingerie designer, secretly inherits leadership of the Shinsengumi crime syndicate after his father's assassination, splitting his life between a design studio by day and organized crime by night. (Wikipedia)

Watches

TAG Heuer Link: Kondo wears a TAG Heuer Link, identified from its distinctive bracelet, in a scene where he celebrates his first successful lingerie show while suspended below a helicopter. A Japanese watch-identification blog notes the character rarely shows his wrist on panel, since he wears a suit for underworld business and rolls up his sleeves as a daytime designer, making this one of the few legible sightings across the whole series. Neither the blog nor any other source pins this scene to a chapter, volume, or year within the manga's 1988-2013 run; since the TAG Heuer Link launched in 1999, the scene must come from later in the run. (1016watch-style)
© 1016watch-style

Rolex Day-Date: A rival named Shokura tries to win Ryuho's favor with a gift of a Rolex Day-Date set with diamonds on the bracelet, alongside a Rolls-Royce; Ryuho refuses the car outright but cannot resist opening the watch box. A Japanese watch-identification blog identifies the model as the diamond-bracelet Day-Date from the diamond setting visible on the case and bracelet, without fixing an exact reference. No chapter or volume has been located for this scene. (1016watch-style)
© 1016watch-style

Rolex Submariner 14060: During the "Spell Emperor" story arc (part 3 of the series, Ryuho's confrontation with Alexander), a drug that distorts the wearer's sense of time prompts a detailed close-up of Ryuho's own Rolex, revealed to be one he already owned rather than the diamond Day-Date gift. A Japanese watch-identification blog reasons the small dial indices, thin bezel, and the dial's lack of chronometer text to the no-date Rolex Submariner 14060, calling it current for the story at that point. Neither the blog nor any other source pins this scene to a chapter, volume, or year within the manga's 1988-2013 run; since the 14060 launched in 1990, the scene must come from later in the run. (1016watch-style)
© 1016watch-style

Rolex Oyster Perpetual: In the same "Spell Emperor" confrontation, Iwakura of the allied Roppongi Injukai is drawn with his own Rolex, its seconds hand spinning under the drug's effect, showing a fluted bezel and fine dial indices. A Japanese watch-identification blog reads the four-digit case style as an older Oyster Perpetual, proposing reference 1005, but the drawing does not confirm a reference number, so this stays a family-level Rolex Oyster Perpetual identification. No chapter or volume has been located for this scene. (1016watch-style)
© 1016watch-style

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Further reading