Preheat oven to 425 degrees.
Peel and devein shrimp.
Pat the shrimp dry with paper towels and toss with melted butter and season generously with your favorite Cajun seasoning.
Place shrimp in a single layer onto a parchment paper-lined sheet pan and bake at 425 degrees for about 6 minutes or until curled slightly into a C-shape and no longer opaque. Take out and let cool.
Using large pickled jalapenos, slice lengthwise and carefully remove the veins and seeds. (Leave some if you want the spicier)
In a medium bowl, combine the softened cream cheese, Monterey Jack Cheese, and minced garlic. Mash and stir to combine well.
Stuff each jalapeno with cheese mixture, then carefully stuff a cooled shrimp inside as well. Use toothpick, crosswise, to hold together.
In a shallow bowl, whisk together eggs and milk; set aside.
In a separate bowl or pie plate, combine flour and 2 tablespoons cajun seasoning. Whisk together to combine well; set aside.
Roll stuffed jalapenos in seasoned flour mixture, dip in egg batter, and roll again in seasoned flour mixture, dip in egg batter again, and one last roll in seasoned flour mixture.
Carefully remove toothpicks and deep fry in 350-degree oil for about 5 minutes or until golden brown.
Drain onto paper towel-lined platter and serve immediately with homemade ranch dressing.