Has it ever happened in the past that two generations of the same family have won a medal in the same Olympics?
Yes, here's an example: Alfred Swahn and his father Oscar Swahn (Sweden) - 1912, shooting, team gold.
Oscar is particularly interesting, "At 64 years of age, he became the oldest gold medalist ever, which he still remains up to today."
Who won the gold medal in the 200 m butterfly at the 2000 Olympics in Sydney, and yelled "Oh my God!" at least 11 times in an aquatic centre that was stunned into silence over her surprise win?