Prince Oleg was generally considered to be the brightest of Grand Duke Konstantine's children. He had great curiosity and created complicated fantasy games for himself and his siblings to play. Grand Duke Konstantin, a poet himself, arranged for his children to receive lessons from experts in a variety of fields. Well-known archaeologists told the children about their latest expeditions, architects showed the children slides and explained their works, choirs of
Old Believers and peasants from all corners of the empire were brought to sing church music or folk songs to the children. Oleg was so intelligent that his father decided to send him to a prestigious school, the
Alexander Lyceum, rather than to give him the standard military education that the other men in the family received. Konstantin's unconventional choice of education for Prince Oleg met with disapproval from his family members. At one point he was engaged to marry his cousin,
Princess Nadezhda Petrovna of Russia, but this hope was prevented by the advent of
World War I. Oleg gave her an engagement ring and asked her to return it when he went off to fight, anticipating danger. ==Service in World War I and death==