Shields fitting oddly

So I have the Medela pump. I bought the 27mm and the 21 mm shields ( it came with the standard 24mm ones) .

My problem is that even when I use the double pumping bra by Medela, sitting up, and have nothing pushing on my breast... I have a small leak ( or gap if you want to call it that ) where milk slowly leaks out of and I end up getting a nice wet puddle on whatever is in my lap from BOTH boobs. It's at the very bottom, directly under the nipple.

If I move the shield up is doesn't help. I've tried pushing on the shield a bit... nope. That doesn't work. Moved it to the left or right.. nada. Sigh.

I dont know if it's hurting my amount in the end.

What do I do?