Cut 8 thin rounds from cucumber; set aside for garnish.
Chop remaining cucumber and place in blender with 1/4 cup (60 mL) water; puree until smooth. Strain through fine-meshed sieve; discard solids. In small bowl, stir together cucumber puree, cilantro, vodka, lime juice, Worcestershire sauce and salt to taste.
Just before serving, shuck oysters; reserving oyster liquid. Shake cucumber mixture in cocktail shaker with ice cubes; strain into 8 shooter glasses. Add an oyster and some reserved oyster liquid into each shooter. Garnish each with chili pepper and a cucumber slice.
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