In a medium bowl, combine sliced strawberries and granulated sugar. Toss to coat and let sit for about 10 minutes to release juices.
In another bowl, mix softened cream cheese, powdered sugar, and vanilla extract until smooth and creamy.
Spread a generous layer of the cream cheese mixture on four slices of bread. Top with the sugared strawberries, then place the remaining bread slices on top to form sandwiches.
In a shallow dish, combine crushed graham crackers, flour, baking powder, and salt. In another bowl, whisk together the egg and milk.
Heat about 2 inches of vegetable oil in a deep skillet over medium heat until hot (about 350°F).
Dip each sandwich into the egg mixture, allowing excess to drip off, then coat with the graham cracker mixture, pressing gently to adhere.
Carefully place the sandwiches in the hot oil, frying for about 2-3 minutes on each side or until golden brown. Remove and drain on paper towels.
Dust with powdered sugar before serving.