It is possible. I drape long skirts all the time. But, there are things to consider. If the clothing has loose parts, they may fall off. You'll need to add them to a soft or hard decorated group. The same with if a portion isn't welded. You can only add one body part to a simulation at a time. You can add multiple parts to the same simulation, but you need to clothify each one individually. And you can clothify the body. And layered clothing may not collide with itself correctly.

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