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My instinct would have told me to use an Anejo Tequila in an old fashioned. Then again, I have never tried one. Is there a reason to stick to Reposado?
It's crazy how well Amaretto and Tequila work together, considering they come from very different parts of the world! I had already had this thought when trying your Italian Margarita cocktail, one of my favourites.
I agree with the other comments that this is a bit too sweet, next time I will skip the syrup.
Like nothing I’ve ever tasted. Elements of a margarita, but with smooth sweetness. And all of the layers of ice and stirring are a fun buildup. Perhaps a drop of a darker bitter would add a hint more depth (but likely at the expense of its clear color).