Henry VIII Prayer Book translated by his wife Katharine Parr had annotations/doodles

 Henry VIII who ruled from 1509 until his death 1547

made annotations in 1544 in "Psalms or Prayers" translated by his sixth

and final wife, Katharine Parr.

The doodles or annotations reveal the monarch's anguish over his death

and past actions.

He left marginalia called manicules and trefoils. . .

details SOURCE: CNN online article

https://www.cnn.com/style/article/henry-viii-doodles-scli-intl-gbr/index.html