When one makes a Bris after Shacharis, he wears Tefilin. If a Bris is made later on in the day, does he wear Tefilin? Why or why not? And if he does, does it require a second Bracha?
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The Shearim Metzuyanim B'Halacha brings a Machlokes whether one should wear Tefilin at a Bris. The Shach, Magein Avraham, Chida, Taz and others say you should. However the Aters Tzvi and others say you should not. Therefore I do not think it would be necessary to go put them on for a late Bris. It would only be required if you are already wearing them anyway.
Here is a source that talks about wearing tefilin on bris (in section "בענין הנחת תפילין בעת ברית מילה").
As I understand, one should wear tefilin on bris and it doesn't matter if it is a late bris or not.
I've attended afternoon Brises attended by some very respectable rabbis, and no one wore tefilin.
With a normal Bris taking place immediately after Shachris, the practice (of many) is simply to leave them on for a Bris. I see of no reason why one should go out of their way to put tefilin on a second time in a day, which is not our general practice.
As for a second bracha: if there was time in between the wearings that you could not have worn tefilin (such as entering a bathroom), then yes you would need a second bracha.