It is challenging to construct explicit and controllable models that realize de Sitter solutions in string compactifications. This difficulty is the main motivation for the refined de Sitter conjecture and the trans-Planckian censorship conjecture which forbid stable de Sitter solutions but allow metastable, unstable and rolling solutions in a theory consistent with quantum gravity. Inspired by this, we first study a toy de Sitter no-scale supergravity model and show that for particular choices of parameters it can be consistent with the refined de Sitter conjecture and the trans-Planckian censorship conjecture. Then we modify the model by adding rolling dynamics and show that the theory can become stable along the imaginary direction, where it would otherwise be unstable. We extend the model to multifield rolling and de Sitter fields, finding the parameter space where they can be compatible with the refined de Sitter conjecture. The modified models with rolling fields can be used to construct quintessence models to accommodate the accelerating expansion of the Universe.