Place the strawberries and Irish cream (or half & half) in a blender and puree until smooth.
Pour into the bottom of your martini glass and rinse out the blender.
Place the Kahlua, vodka and one scoop of ice cream in the blender and puree until it reaches the same smooth texture as the strawberry-cream mixture.
Pour the vodka shake over the strawberry shake and top with an optional additional school of ice cream.
Garnish with a strawberry and enjoy immediately.
Video
Notes
Instead of vanilla, you can use coffee ice cream or strawberry ice cream.
If you want a slightly less strong drink, you can swap out the Bailey's Irish Cream for half & half or reduce all of the alcohol by half and add just enough half & half to blend.