In addition to his youthful romance with Princess Alexandra of Fife, Christopher also had a romantic interest in the ill-fated Grand Duchess Olga:
"Olga, as the eldest daughter, attracted the most attention. The first man to express interest in her as a possible bride was her father’s first cousin Prince Christopher of Greece. In 1914, while staying with his sister Grand Duchess Marie Georgievna and her husband Grand Duke George Mikhailovich at their Crimean estate, Harax, he attended a reception at which the eighteen-year-old Olga was also present. After Olga had returned to Livadia, the Prince, recalled Baroness Agnes de Stoeckl, his sister’s Lady-in-Waiting, “was suddenly overcome with a passionate desire” to propose to the Emperor’s daughter. "He told me," wrote the Baroness, "that he greatly admired the Grand Duchess Olga...and asked me if I thought he had any chance. To me this was nothing very new, as I was accustomed to his short-lived enthusiasms, but this time I decided it would be a very good idea. After endless discussion, we decided to speak to his sister, the Grand Duchess George, and she suggested, 'Why not try?' So, having been given a stiff whisky and soda, he started for Livadia that afternoon. Whilst he was away, we three, the Grand Duchess, Zoia [the Baroness's daughter] and I, walked about aimlessly. We worked ourselves into a perfect fever of excitement. When we heard the wheels of the car returning we nearly broke our necks trying to get to the door. I slid down the staircase in my haste but neither I nor anyone else took the least notice of that. He looked pale but dignified. We imagined he would have returned triumphant with a ring on his finger. Pushing him into the small writing room, we yelled at him, 'Well?' He slumped into a chair, and with a bewildered expression said, 'I don't know.' 'What do you mean, you fool, you don't know?' 'Well, I don't.' Then, when we had ceased insulting him, he told us that the Emperor had been most kind but said firmly, 'Olga is too young to think of such a thing as marriage yet.'" King and Wilson, The Romanov Children also Page 127, "My Dear Marquis," By Baroness Agnes de Stoeckl, London, John Murray, 1952
Perhaps this was just to let Christopher down easily as Olga wasn't considered too young for the ongoing consideration of Carol of Roumania.
