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Nancy Drew 17: Legend of the Crystal Skull Hints
Optometrist
1 of 2: Glasses -- white collar with "O.D." card -- silver medical tool (actually it's an otoscope, a thing for looking in your ears, but never mind; maybe he's an optometrist who moonlights as an ENT).
2 of 2: Dressing Iggy this way gets you glass eye number 18.