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Step 1
Set aside one strawberry for garnish; slice the remaining strawberries, stems removed.
Step 2
In a large bowl, whisk milk and pudding mix for 2 minutes. Refrigerate for 2 minutes.
Step 3
In a mixing bowl, beat mascarpone cheese until smooth; gradually beat in 2 tablespoons coffee. Beat in pudding. Fold in cool whip.
Step 4
Dip lady fingers in coffee on both sides, as you're layering, don't dip ahead of time. Line the bottom of a 3-qt. trifle or glass serving bowl with a third of the ladyfingers. Top with a third of the sliced strawberries, grated chocolate and mascarpone mixture.
Step 5
Repeat, creating 3 layers of each, finishing off with the mascarpone cream and shaved chocolate.
Step 6
Garnish with a strawberry on top.
Step 7
Refrigerate for at least 4 hours or overnight.