Heat oven to 350 degrees F.
In small bowl, toss chopped strawberries with 2 teaspoons of sugar; set aside in refrigerator.
For cake, sift together flour and baking powder in mixing bowl.
In separate bowl, beat together sugar and butter until pale yellow and fluffy, about 4 minutes.
Add eggs, one at a time, beating between additions. Add vanilla extract.
On low speed, slowly add flour mixture to butter mixture and beat until fully combined.
Pour batter evenly into greased and floured 8x8 square or 9 inch round pan. Note: I found there was enough batter to fill a larger baking pan. Since I wanted the cake pieces to be thick, I used a smaller pan.
Bake for 30 minutes, or until toothpick comes out clean when inserted in the center.
Let cool.
For milk drizzle, whisk together all three milks with vanilla and sugar.
Beat whipping cream with sugar until fluffy, about 4 minutes; set aside.
To prepare mason jar desserts, cut cake in 2 inch squares (or sized to fit in the mason jars). Press one piece in jar and then poke holes from top to bottom. Drizzle about a tablespoon over the top, add a spoonful of strawberries; finish with a dollop of whipped cream.