[DoubleD]

Hello ccmh! sounds like you need to order the large cups, but you still have room to grow in those mediums cups. You want to be filling the entire cup comfortably before moving up to the next size. By the time you order and receive your cups you should be ready. I filled the large cups within two weeks of receiving them.
You may want to use band aids to cover your nipples because once they are smashed in the cup the little air hole may make them itch or pull a little in. Much success to you!