This isn't bad - but DOES NOT TASTE LIKE A TOOTSIE ROLL. IMO, the best Tootsie Roll is equal parts dark creme de cacao/triple sec/cream - the color is off (it is tan) but the taste is spot on! My version is (per my notes) called a Velvet Hammer - there are already a couple of drinks called that here so I won't add to the confusion. But if you want to taste a Tootsie Roll - try the recipe I list above!!
Other websites have a really different recipe with rye, and sherry which I think is more on point with the Tootsie Roll flavor. The recipe above ends up being too similar to a Maple Old-Fashioned
Very nice drink, always a success, either as a late night drink or shooter.
I've tested with both Havana Club 3 and 7 years andthe former is a better fit here.