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$\begingroup$If you do get get a decent result with shrink-wrap, you might try duplicating the foot, separate and remove the toes. Extrude foot region and retry shrink-wrap$\endgroup$
$\begingroup$You can also select all your toes' vertices and try Mesh > Convex Hull in edit mode to get a sock like shape around the toes. With that you can go on and for example shrinkwrap the real geometry.$\endgroup$
Mesh > Convex Hull
in edit mode to get a sock like shape around the toes. With that you can go on and for example shrinkwrap the real geometry. $\endgroup$