Shop at Gap for a great selection of boys underwear. We have something for him to wear each day of the week. Choose from our collection of boys boxer shorts, briefs, and boxer briefs in a wide variety of fun prints and solids. All of our boy underwear from Gap have durable elastic waistbands and ribbed trims. To offer greater comfort, our underwear for boys is made from high-quality cotton. Boys underwear can be worn comfortably with jeans, shorts, and slacks. Boys under wear is made with your little man in mind so brighten up his day with boys underwear from Gap.