Pour the vanilla vodka, orange juice, heavy cream, and simple syrup into the shaker.
Shake vigorously for 15-20 seconds until the outside of the shaker feels cold.
Fill a highball glass with fresh ice cubes.
Strain the mixture into the glass.
Garnish with an orange slice.
Notes
The cocktail works best with fresh-squeezed orange juice rather than from concentrate.Store-bought vanilla vodka works well, but you can make your own by infusing plain vodka with a vanilla bean for 3-5 days.For a dairy-free version, substitute coconut cream for heavy cream.Keep ingredients cold before mixing for the best texture.The drink can be blended with crushed ice for a frozen version.