Despite the problem, caused by having the impressive diamond headpiece in place for a long time, she was still 'relaxed and happy' in the hours following her marriage to the Prince of Wales.
Her brother was just a 16-year-old schoolboy when his elder sister became a member of the royal family.
Prince Charles and Princess Diana on their wedding day: Diana wore the uncomfortable tiara but was still 'relaxed and happy', says Earl Spencer
But he has described how at the time he did not realise the significance of the marriage or how Diana had been transformed in the public's eyes into an international icon.
Charles Spencer, 45, returned to the grounds of St Paul's Cathedral for the first time since it staged his sister's wedding on July 29, 1981, for an interview with the American show Entertainment Tonight.
The Earl described how he was able to spend some time with Diana after the ceremony watched by an estimated global TV audience of 750 million.
Princess Diana wed Prince Charles on July 29, 1981, in St. Paul's Cathedral in London, while she wore the tiara and the dress designed by Elizabeth Emanuel
'In the evening we all went to a sort of semi-private party and she was there and she seemed incredibly relaxed and happy and I just remember she had a cracking headache too, because she wasn't used to wearing a tiara all morning,' said the aristocrat during the interview posted on the US show's website etonline.com.
Princess Diana's brother Earl Spencer revealed Diana had a headache from her tiara on her wedding day
The tiara was a Spencer family piece and has an elaborate design of stylised flowers decorated with diamonds in silver settings.
Diana went on to wear it and others many times during her lifetime.
Her brother said along with his memories of the day he still has a piece of his sister's wedding cake with her name on it.
He added: 'The first moment of the day I remember was going to see Diana as she was getting ready in her wedding dress, and before that she was just my big sister.
'But then when I walked in that day I thought my goodness they've transformed her into, I have to say, a very beautiful woman. She did become that day a sort of fairytale princess. It was almost like she was handed over to the world that day.'
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