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1. Place sugar on a small plate. Rub rims of glasses with the lime wedge. Dip rims of glasses in sugar to coat; set aside.
2. In a pitcher combine Triple Sec, tequila, lime juice, and sugar. Stir until sugar is dissolved. Stir in orange juice. Chill until ready to serve.
3. Place ice cubes in sugar-rimmed glasses. Pour tequila mixture over ice cubes and add 2 dashes grenadine syrup to each glass. Garnish with orange slices, if desired.