I forgot to mention an important part of the work-flows I use in VWD for fitting/draping cloth objects.

G (gravity), and I (inertia) are your friends, and learn to use them to control your draping. I start with both Gravity and Inertia set to OFF. This gives a slow controlled drape (keeping mesh shape, but alleviating poke-through), and is especially great for cloth fits using the Dynamic Deformation sim. I will add gravity starting at a low setting (0.1), and gradually going up in value. At points I will introduce inertia, then remove it again, or gravity, or sometimes both. I add gravity, remove gravity. Add inertia, remove inertia. It is like a dance when simulating watching the cloth closely as I perform adjustments until I am satisfied with something. Then I use the Send Pose To Host button, duplicate the mesh in Studio, and go back into VWD to play with Dynamic Deformation for multiple send poses to host sessions, and duplicating the meshes for morph targets.

Also, before sending to VWD, a quick method to set your breast auto-conformed morphs, and cloth mesh back to zero is to just unconform (fit to none) the cloth object from the figure.

Here is the large breast tight fitting version that I should have shown before instead of the nightgown drape: