Cut the tops off of the strawberries and stand upright on the cut side. Make 2 cuts 3/4 of the way down from the tip of the strawberry towards the bottom.
Beat together the cream cheese, sugar, and extract until smooth in a mixer or a food processor. Place into a piping bag with a star tip. Pipe into each strawberry.
Place the strawberries on wax paper.
Melt Chocolate in microwave, mix well. Add the oil to the chocolate to thin it out a bit. Mix it and put a fork in the bowl of chocolate and drizzle chocolate over the strawberries. You could also melt some white chocolate in a bowl and drizzle both chocolates over the strawberries.