Chill a martini glass in the freezer for 10–15 minutes.
For a decorative rim, lightly dip the edge of the glass in water or simple syrup, then into a plate of cocoa powder or grated chocolate.
Fill a cocktail shaker halfway with ice.
Add 2 ounces vodka, 1 ounce coffee liqueur, 1 ounce Irish cream, 1 ounce chocolate liqueur, and 1 ounce heavy cream (or half-and-half).
Optional: Add 0.5–1 ounce of brewed espresso or cold brew concentrate for a bolder coffee flavor.
Secure the shaker’s lid and shake vigorously for 15–20 seconds. The ingredients should be thoroughly mixed and well-chilled, with a slightly frothy texture.
Use the shaker’s strainer to pour the cocktail into the chilled martini glass.
Dust the top of the martini with cocoa powder or grated chocolate.
Optional: Add a dollop of whipped cream for extra indulgence.
Finish with a ladyfinger cookie balanced on the rim or served on the side.
Serve immediately while cold, and enjoy the rich, decadent flavors of tiramisu in cocktail form!