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Classical loop-spaces capture cyclic behaviour in topology but are blind to the auxiliary data that often drives real-world quasi-periodic phenomena. In this paper we introduce decorated loop-spaces, organised into a category $\mathbf{DecLpSpc}$, whose objects are spaces equipped with “decorators” (labelling generators by auxiliary data) and whose morphisms are “connectors” acting on families of functions. We construct a decorated loop functor $$\widehat{\Omega} : \mathbf{DecLpSpc} \to \mathbf{DecLpSpc},$$ define a notion of decorated concatenation, and prove coherence and functoriality results in the spirit of Eckmann–Hilton duality. On the homotopical side, we extend classical Whitehead products and higher homotopy brackets to the decorated setting, obtaining decorated Whitehead products and Jacobiators that refine the quasi-Lie structure on homotopy groups by keeping track of decoration data. We show that $\mathbf{DecLpSpc}$ admits a natural symmetric monoidal structure and support operads acting on decorated loop-spaces, giving a recognition principle for iterated decorated loop functors $\widehat{\Omega}^n$. A worked example on a wedge of spheres illustrates how decorations enrich a nontrivial Whitehead product with additional algebraic labels. Finally, we outline several applications in which decorations encode physically or computationally meaningful structure: string dynamics and vacuum expectation values in background fluxes, evolutionary dynamics where decorations separate epigenetic from phenotypic data, and feedback and signal-processing architectures (including an OCR-inspired case study) where connectors transport function families between different feature spaces. We conclude with directions for an intrinsic homotopy theory of $\mathbf{DecLpSpc}$, computable invariants, and data-driven variants of the framework.