The dyeing performance of the azocalix[4]pyrrole dyes on fibers like nylon, wool, acrylic, and silk have been determined. Their fastness properties towards light, water, washing, and acid-alkali perspiration have been studied. The position of color in CIELAB coordinates ($L^*$, $a^*$, $b^*$, H, and $C^*$) was assessed. The azocalix[4]pyrrole demonstrated good antimicrobial activity against Escherichia coli, Staphylococcus aureus, and Aspergillus niger. These super molecules exhibit bright shades on fabric with very good fastness properties.