Prepare Whipped Cream:
In a large bowl, whip heavy cream with powdered sugar and vanilla extract until stiff peaks form.

Mix Dessert Base:
Gently fold in the sweetened condensed milk into the whipped cream until well combined.

Assemble Dessert:
In a serving dish or individual cups, layer graham crackers or ladyfinger cookies, then spread a layer of the cream mixture, followed by a layer of cherries. Repeat layers until ingredients are used, finishing with a cream layer on top.

Chill:
Cover and refrigerate for at least 4 hours or overnight to allow flavors to meld and cookies to soften.

Serve:
Garnish with a few extra cherries on top before serving.