He was born at South Hinksey, near Oxford, and was educated at Magdalen College School.
As well as Magdalen College and its tower, also close by are the Oxford Botanic Garden and Magdalen College School.
In 1534 he was appointed headmaster of Magdalen College School.
According to some reports, the young Grey attended Magdalen College School, Oxford, and he is uncertainly said to have been taught (either at the school or else privately tutored) by the future Cardinal Wolsey.
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Every 1 May, at 6am, the choir of the college (including boy choristers from nearby Magdalen College School) sings two traditional hymns — the Hymnus Eucharisticus and "Now Is the Month of Maying" — to start the May Morning celebrations in Oxford.
John Allibond (1597–1658), English headmaster of Magdalen College School