Ensuring Not to Wear One’s Clothes Inside-Out

The Gemara (Shabbat 114a) teaches that one of the qualities of a Talmid Hacham (Torah scholar) is that if he notices that one of his garments is inside-out, he immediately turns it around so the stitches will not be visible. It seems that long ago, the interior of garments looked very much like the exterior, except that the stitching was visible on the inside, and so it would be common to mistakenly wear a garment inside-out. A Torah scholar is obligated to ensure to wear his garments the right way, and not inside-out. The Tur writes that with respect to this Halacha, all observant Jews must consider themselves "Torah scholars." All those who observe the Torah effectively function as the "ambassadors" of Torah, since people who see us and watch how we conduct ourselves naturally interpret our behavior as reflective of the Torah's values. Therefore, all observant Jews must dress respectably, and this includes ensuring that clothing is not worn inside-out. However, if the concern was only about appearance, then this Halacha would not apply to undergarments, which are not seen. We would assume that one may wear an undershirt, for example, inside-out, since it is not visible. In truth, though, several sources teach that this Halacha is based also on Kabbalistic concepts, and it therefore applies to all garments. Even if, for example, nobody would notice if one's socks are worn inside-out, or if his Sisit are worn inside-out, nevertheless, they must not be worn this way. Beyond the need to appear presentable, clothes must be worn the right way because of Kabbalistic reasons, and so this applies to all garments. If, however, a garment is made from the outset to be reversible, and worn both ways, then one may wear it either way.