Q. Regarding the psak that Rav Miller gave me, (question 1286) not to make a bracho on hamantaschen during a seuda, I told this to my rav and he mentioned to me that there is a Biur Halacha that says if something has a fruit filling (e.g., apple pie), and you make a bracho on it during a seuda, you won’t lose by it (i.e., it is permitted)? Why wouldn’t the same apply by hamantaschen?

A. Indeed, Biur Halocho (176: 1) and others mention that you make a brocho on “pas habah bekisnin” or similar even in the middle of a seuda. However, Horav Shlomo Miller’s opinion is that it depends on the kind of food you are eating. If one’s intention is for being satiated, as would likely be with hamentashen, he does not make a brocho, as it is already included in the hamotzi. However if it is only dessert like food that one consumes primarily for their sweet and special pleasant taste, even when one is not hungry, he makes a brocho even in the middle of the seuda.

Rabbi A. Bartfeld as revised by Horav Shlomo Miller Shlit”a