Add powdered sugar and vanilla extract, then continue whipping until the cream becomes smooth, fluffy, and forms firm peaks

Pour milk into a shallow bowl and briefly dip each Oreo cookie, ensuring it absorbs a little liquid without becoming soggy

Arrange a single layer of dipped cookies at the bottom of the pan, covering the surface evenly

Spread a thick layer of whipped cream over the cookies, smoothing it gently with a spatula

Repeat layering cookies and cream, pressing lightly to create even layers and structure

Finish with a final layer of whipped cream on top, creating soft swirls for texture

Cover the dish and refrigerate until the layers soften and set into a sliceable dessert