Add chocolate syrup to a small plate. Dip the rim of a martini glass into the chocolate syrup, coating the edge.

Add a few Oreo cookies to a plate and crush them into fine crumbs. Dip the chocolate-coated rim into the crushed Oreos until evenly covered.

Add vanilla vodka, Frangelico, crème de cacao, Baileys, half & half, chocolate syrup, vanilla extract, and a pinch of salt to a cocktail shaker filled with ice.

Shake vigorously for 15–20 seconds until the cocktail is well chilled and creamy.

Strain into the prepared martini glass.

Garnish with a fried Oreo lightly dusted with powdered sugar.