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Some of the smallest flying insects do something extraordinary: they do not so much fly as swim through the air. At their miniature scale, air behaves as a viscous medium, and their wings, built not from membranes but from sparse hair‑like bristles, generate forces in a regime where drag, shear layers and creeping flow dominate. Studies show that bristled wings evolved to operate effectively at extremely low Reynolds numbers, producing aerodynamic forces through strong viscous shear and bristle‑scale fluid–structure interactions rather than the lift‑based mechanisms familiar from larger insects.<br/><br/>Our work explores the transition between swimming‑like and flight‑like aerodynamic behaviour, a region that remains poorly understood but holds promise for biomimetic engineering. To investigate this, we combine theoretical analysis with physical experiments using 3D‑printed, enlarged bristled wings driven through a viscous tank to replicate the miniature aerodynamic regime, alongside numerical simulations that resolve the corresponding fluid–structure interactions.<br/><br/>These components are integrated within a digital‑twin‑style platform that automates experiment control, simulation execution, data capture with metadata logging, and visualisation. The environment links actuator‑control software, messaging infrastructure, server‑side data management and high‑fidelity numerical solvers into a single workflow engine. The setup formalises the modelling–testing loop with acceptance checks, coverage of operating regimes, data/metadata provenance and change‑controlled comparisons, so results are auditable and repeatable across studies. With experiments and simulations synchronised and continuously cross‑verified, the system provides a window into the mechanisms that let bristled wings generate force despite porosity and extreme scale effects; mechanisms such as shear‑layer drag, rapid vortex dissipation, and bristle‑scale permeability limits. <br/><br/>Once the loop between modelling and testing is fully automated, AI can be introduced to assist in pattern detection, parameter exploration and hypothesis generation, creating opportunities to accelerate biomimicry‑driven design for micro‑air vehicles, soft robotic propulsors, and devices operating in low‑Reynolds, viscosity‑dominated environments. <br/><br/>Our contribution demonstrates how tight integration of modelling, experiment and automation can unlock new engineering insight from nature’s aerodynamic outsiders, tiny creatures living at the edge of flight, where air itself behaves like a fluid to be swum, and carries those insights into simulation workflows that practising engineers can adopt and adapt.<br/>