In a small mixing bowl whisk together milk, chia seeds, vanilla, and maple syrup.
Cover and put this mixture in the fridge for at least a half-hour or overnight.
Put one cup of blackberries in a bowl and sprinkle with a tablespoon of sugar. Mash the berries with a potato masher or a fork. Set to the side.
When the chia seed pudding is thickened pour it into a blender and blend for a couple of minutes until it is smooth.
In two 9-10 oz cups divide the macerated berries up between the cups.
Top with the blended chia pudding and also divide this up between the two cups.
Top with fresh blackberries. Cover and place in the fridge.