Grab brush, why don't we have proportional connected grab brush?

If the grab brush had a proportional editing option, with connected option, it would make it better. The grab brush would be more useful this way. One thing, is drapery could be made with it.

You mean topological masking? I think it’s in the sculpt branch to some extent, could be way more solid though, still very much depends on brush size.

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Is there a chance the sculpt branch will reach the official blender?

The Sculpt Mode Features branch build is currently being reworked to be integrated into the official Blender Master builds. The main coder — Pablo Dobarro — has been invited to work for the Blender Foundation on this project. More info can be found in this discussion.