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This section is work in progress, please close your eyes.
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<aside> ⚠️ Warning: this section is for experienced users
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💡 Tip: Start by using a huge area for the proportional editing tool (Scroll Down with your mouse). Using a big area for the start allows to place the outfit on the base without distorting it too much, it is fine to fix a place and create clipping on another, go with iteration back and forth until the clipping almost disappears. When the clipping is almost gone, you can decrease the proportional editing tool area (Scroll Up with your mouse).
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Select Body + Shift Select Outfit
Go in Weight Paint mode
Go in Weights → Transfer Weights

This window pops at the bottom left of the viewport when you click on Transfer Weights
<aside> ⚠️ Warning: Mix Mode = Replace ; that means if the mesh receiving the Weights had vertex groups with the same names as the mesh sending the Weights they will be replaced!
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Adjust the weightpaint (advanced)
To make the work easier, we will use the plugin Mesh Data Transfer. It will Transfer Blenshapes (the way as we did with the Transfer Weights) from the body to the outfit.