Using a sharp delete sharp fork with a sharp tines, score the skin of the cucumbers. Cut in half lengthwise; scoop out the seeds with a spoon. Cut the cucumber into 3/8 inch dice; place and a large bowl.
Using your hands, gently squeeze handfuls of pineapple over a small bowl to collect 2 tablespoons of fresh juice; reserve the juice. Add the pineapple and the apples to the cucumber.
In a small bowl, combine the oil, Brown sugar, salt and pepper with the reserved pineapple juice. Beat until blended; pour over the salad and toss lightly to mix.
Arrange several lettuce leaves on 6 small plates or and 6 shallow champagne glasses. Divide the salad evenly over the lettuce and serve at room temperature.
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