Dragutin se rodio 1894. u Zavoju, blizu Pirota. Prizetio se u porodicu Made Ćirića, koji je imao samo tri ćerke. Po lokalnom običaju, kada se oženio Madinom najstarijom ćerkom Jelicom, Dragutin je preuzeo prezime svog tasta, a njegova žena je zadržala svoje devojačko prezime. Zbog toga se u nekim dokumentima pojavljuje kao Dragutin Ćirić.
Decembra 1928. godine otvorio je prodavnicu u Pakleštici:
Dragutin was born in 1894 in Zavoj, near Pirot. He married into the wealthy family of Mada Ćirić, father of three daughters. According to a local custom, when he married Mada's oldest daughter Jelica, Dragutin took his father-in-law's family name and his wife kept her maiden name. He thus appears as Dragutin Ćirić in some official documents.
In December 1928, he opened a grocery store in Pakleštica:
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