Using a paring knife, cut a slit the length of each date and slide out the pits. Scoop ¼ teaspoon tahini into the hollow of each date where the pit was, closing the date to contain the stuffing. Place the dates on a plate or in a tub.
Melt the chocolate in a bowl in the microwave or over simmering water on the stove. Stir in the oil and cinnamon. Drizzle a little bit of the chocolate mixture over each date and sprinkle with toasted sesame seeds, if using.
Serve at room temperature or refrigerate until firm.
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