Bring a saucepan of water to a boil and add Brussels sprouts and cook for 4-5 until just tender and still bright green. Drain and set aside. Cook bacon until just starting to brown but still pliable. Cut bacon strips into 4 pieces. Thread Brussels sprouts onto skewers with a folded piece of bacon in between them.
Heat a small sauce pan over medium heat and add butter. Cook until butter starts to brown and smell nutty, about 3 minutes. Whisk in brown sugar and cayenne and cook 2 more minutes. Remove pan from heat and slowly stir in bourbon. Return to heat and whisk constantly about 3 minutes until smooth and caramel like.
Grill or broil [place pan in middle of oven, not too close to broiler] basting frequently with glaze, and turning, until bacon is done and sprouts begin to char, 5-10 minutes. Serves 4
Keyword appetizer, bacon, bourbon glaze, Brussels sprouts, side dish, skewers