Can you write a sentence in English the way it would look now, 100 years ago, and 500 years ago?

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I stand to be corrected, but here goes:

Now:

“Can you write a sentence in English the way it would look now, one hundred years ago, and five hundred years ago?”

-100y (c.1917): First World War

“Can you write a sentence in English the way it would look now, one hundred years ago, and five hundred years ago?”

-400y (c.1617): Just after the death of William Shakespeare

“Canst thou write a sentence in English, in the wise that it looketh now, and look’d an hundred years past, and yet five hundred years past?”

-500y (c.1517): Mary Tudor was one year old

“Canst thou writ a sentence yn Englissh, yn such wise as yt seemeth nou, and seemed an hundred yeeres gonne, and fiue hundred yeeres gonne?”

-600y (c.1417): A few years before the birth of William Caxton, the first Printer in England.

“Canst thou wryt ane sentence yn Englische yn this wise: that as yt semeth nouwe, and hath semed an hundred yeres ygonne, and fiue hundred yeres ygonne?”

-1000y (c.1017): Cnut is king of England, and marries Emma of Normandy

“Meaht þu writan anne cwide in Ænglisc þus, swa he nu biþ, ond swa he hundred geara ær wæs, ond swa fif hundred geara ær?”