Is there any requirement to wear a hat or jacket while walking on the street?
(aside for style)
Answer
It depends: If you are a member of a Yeshivah or community in which for a person of your spiritual stature it is considered the uniform then you should wear it. If it is considered the appropriate respectful uniform (for you) in your community then by not wearing it (unless it is too hot) you are making a statement of making arbitrary change which could be considered a. a lack of Tniyus (demureness) and b. poreitz gederI , ripping down the fences that define a good society. But, once again, that is only if it is not too hot.
Suffice it to say that if you find yourself in a community where men do not wear a hat for davening, there are those who would say it is inappropriate to wear it (See "Collected Writings" or "Collected Speeches" of Rav Shimon Schwalb. I forget which.)
If a boy is a member of a Yeshivah that requires its students to dress so in the street, he should do so, or find a yeshivah he is more comfortable with.
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