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i can’t remember the exact type of yarmulka but suffice to say it was ‘blacker’ than we were used to. My son now learns full time in mirrer Yeshiva in yerushalayim , you can’t get much blacker than him. We are very proud of him. he is extremely frum, ehrlich and yes much “blacker” than the rest of the family but as long as the change is frummer not less frum we’re fine with it. it was a bit difficult for us at first because we sent him to a less black yeshiva , and my husband doesn’t wear a hat, but we got used to it. the main thing is respect, and know why you want the hat. what does it mean to you? as you said there are many Rabbonim and Talmedei Chachammim who don’t wear hats so what exactly are you looking for with the hat? if you can define it for yourself, and if you can not make divisiveness in the family but your motives are pure , it should work out. It also depends how old you are, and how you treat your family in other things. never forget that the Torah should be pleasant and a Talmid Chochom is supposed to spread Shalom in the world. Work on it as i Said gradually, but don’t push it or rush it. by the way, off the top of my head i can think of 4 of our family friends whose sons now wear hats even though the fathers don’t and everyone is fine with it. it has to be done with the proper intent and love and Hahem will help it work out.