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100

I am a prioress from a powerful family, leading a prominent convent not far from London.  

French and Latin

100

I am a serf working the lands of Lord de la Pole.

English

100

I am a country priest assigned to a parish in the West of England.

English and Latin

200

I am a yeoman farmer from the north who owns a good amount of pasture and land tilled for crops

English, with probably a smattering of French.

200

I am Richard the Lionheart, King of England and Duke of Normandy and Aquitaine.

French.  I may speak some Latin, but imperfectly.  That's what scribes are for.

200

I am a don at Oxford, studying and teaching the seven liberal arts.

Latin most importantly, but born to either English or French as a vernacular language. 

300

I am the Sheriff of Nottingham.  It is my job to maintain the King's peace in the shire and mete out justice in his name.

Definitely French, probably some English, maybe a smattering of Latin.
300

I am a scribe serving the royal court.  My job is to write proclamations and letters to send out in the king's name through England and across the Continent.

Definitely Latin and French, probably also English.

300

I am the daughter of a prominent family of English heritage.  My father is seeking an advantageous marriage for me.

English and very likely French.

400

I work at the customs house in London, assessing taxes on goods merchants bring through the port. 

French and probably English

400

I am a guildswoman from Norwich who weaves wool thread that I sell for trade on the Continent.

Definitely English; maybe some French

400

I am Lord de la Pole, owner of a mid-sized estate in Kent.  My serfs till the land and raise sheep.  I come to court rarely, as I am of little consequence to His Majesty.

French and probably English