This paper investigates the sublinear regret guarantees of two non-no-regret algorithms in zero-sum games: Fictitious Play, and Online Gradient Descent with constant stepsizes. In general adversarial online learning settings, both algorithms may exhibit instability and linear regret due to no regularization (Fictitious Play) or small amounts of regularization (Gradient Descent). However, their ability to obtain tighter regret bounds in two-player zero-sum games is less understood. In this work, we obtain strong new regret guarantees for both algorithms on a class of symmetric zero-sum games that generalize the classic three-strategy Rock-Paper-Scissors to a weighted, n-dimensional regime. Under symmetric initializations of the players' strategies, we prove that Fictitious Play with any tiebreaking rule has $O(\sqrt{T})$ regret, establishing a new class of games for which Karlin's Fictitious Play conjecture holds. Moreover, by leveraging a connection between the geometry of the iterates of Fictitious Play and Gradient Descent in the dual space of payoff vectors, we prove that Gradient Descent, for almost all symmetric initializations, obtains a similar $O(\sqrt{T})$ regret bound when its stepsize is a sufficiently large constant. For Gradient Descent, this establishes the first "fast and furious" behavior (i.e., sublinear regret without time-vanishing stepsizes) for zero-sum games larger than 2x2.

We consider the penalized distributionally robust optimization (DRO) problem with a closed, convex uncertainty set, a setting that encompasses learning using f -DRO and spectral/ L -risk minimization. We present Drago, a stochastic primal-dual algorithm which combines cyclic and randomized components with a carefully regularized primal update to achieve dual variance reduction. Owing to its design, Drago enjoys a state-of-the-art linear convergence rate on strongly convex-strongly concave DRO problems witha fine-grained dependency on primal and dual condition numbers. The theoretical results are supported with numerical benchmarks on regression and classification tasks.