@JamminJerry @munchkinbear So apparently I missed some quality content. Here let me help.

4 cups vanilla ice cream
1 cup ice cubes
4 oz. Bailey's Irish cream, chilled
4 oz. coffee liqueur, chilled 
2 oz. vodka, chilled
Chocolate syrup, for drizzling
Sweetened whipped cream (optional)

Place 4 glass goblets or tulip glasses (10 to 13 ounces) in the freezer to chill for 15 minutes before serving.
To a blender, add the ice cream, ice cubes, Baileys, coffee liqueur, and vodka. Blend until very smooth. 
Drizzle the insides of the chilled glasses with chocolate syrup.
Divide the milkshake among the prepared glasses and top with whipped cream and more chocolate syrup, if you like.

You can modify this recipe to serve only one, or with different glasses.

The milk-Kahlúa drink Jerry is thinking of is a White Russian, and is made with vodka, Kahlúa and cream. Not one of my favorites.