We develop the theory of a metric, which we call the $\nu$-based Wasserstein metric and denote by $W_\nu$, on the set of probability measures $\mathcal P(X)$ on a domain $X \subseteq \mathbb{R}^m$. This metric is based on a slight refinement of the notion of generalized geodesics with respect to a base measure $\nu$ and is relevant in particular for the case when $\nu$ is singular with respect to $m$-dimensional Lebesgue measure; it is also closely related to the concept of linearized optimal transport. The $\nu$-based Wasserstein metric is defined in terms of an iterated variational problem involving optimal transport to $\nu$; we also characterize it in terms of integrations of classical Wasserstein distance between the conditional probabilities and through limits of certain multi-marginal optimal transport problems. As we vary the base measure $\nu$, the $\nu$-based Wasserstein metric interpolates between the usual quadratic Wasserstein distance and a metric associated with the uniquely defined generalized geodesics obtained when $\nu$ is sufficiently regular. When $\nu$ concentrates on a lower dimensional submanifold of $\mathbb{R}^m$, we prove that the variational problem in the definition of the $\nu$-based Wasserstein distance has a unique solution. We establish geodesic convexity of the usual class of functionals and of the set of source measures $\mu$ such that optimal transport between $\mu$ and $\nu$ satisfies a strengthening of the generalized nestedness condition introduced in \cite{McCannPass20}.We finally introduce a slight variant of the dual metric mentioned above in order to prove convergence of an iterative scheme to solve a variational problem arising in game theory.

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