Grill the pineapple and chile on both sides until charred, 2 to 3 minutes per side. Let cool.
Use the lime wedges to moisten the outer rims of 2 rocks glasses; dip in the salt. Fill with ice and set aside.
Muddle the chile and pineapple in a shaker until broken up. Add the tequila, pineapple juice, triple sec and lime juice. Shake vigorously for 30 seconds.
Strain into the glasses over the ice. Garnish each with a lime wheel.
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