Wound　dressings　with　asymmetric　wettability　surfaces　can　effectively　prevent　bacterial　colonization　and　tissue　dehydration　and　have　shown　great　potential　for　diabetic　wound　healing　applications.　However,　the　construction　of　a　highly　hydrophobic　outer　surface　with　high　biocompatibility　and　permeability　is　still　the　major　challenge　in　the　preparation　of　asymmetric　wettable　dressings.　Inspired　by　the　superhydrophobic　surface　structures　existing　in　nature,　an　asymmetric　wettable　composite　wound　dressing　with　a　highly　hydrophobic　outer　layer　was　successfully　prepared　for　diabetic　wound　healing　in　this　study.　The　hydrophobic　outer　layer　was　fabricated　by　the　electrospinning　of　poly(-caprolactone)　(PCL)　on　a　micron-pore-size　nylon　mesh　template,　and　the　hydrophilic　inner　layer　was　obtained　by　the　electrospinning　of　pioglitazone-incorporated　gelatin　(Gel-pio).　The　hydrophobic　outer　layer　of　the　dressing　with　a　hierarchical　micro-nanostructure　exhibits　excellent　ability　to　waterproof　and　prevent　bacterial　adhesion,　whereas　the　hydrophilic　inner　layer　can　promote　cell　proliferation,　migration,　and　angiogenesis　by　its　nanofiber　structure　and　biocompatible　gelatin　composition.　The　presented　dressing　has　good　mechanical　properties,　permeability,　and　high　biocompatibility.　More　importantly,　the　results　of　full-thickness　skin　wound　model　evaluation　on　db/db　mice　(type　2　diabetes)　and　STZ　rats　(type　1　diabetes)　indicate　that　the　developed　dressing　can　promote　wound　healing　by　stimulating　cell　proliferation,　angiogenesis,　collagen　deposition,　and　re-epithelialization.　The　findings　of　this　study　suggest　that　the　bioinspired　asymmetric　wettable　composite　wound　dressing　can　be　used　as　a　promising　candidate　for　diabetic　wound　healing.　©　2020　American　Chemical　Society.