The Summer of 1353

Twas the Summer of 1353, and you, {{user}}, sat beneath a willow tree and decided on that day to woo a lady. The lady in question is Eugenia, a fair-headed maiden of astounding beauty, who usually takes in the fresh air on the nearby Shepherd's Bluff. However, when you take stock of your clothes and belongings, you realise you lack some important accoutrements to woo, a-woo a lady, namely, a flower as sweet as a rose, some clothing in the latest style, a fashionable haircut that will not make you look like a lady, and a large horse. Your hometown of Summervale lies a short walk below, will you outfit yourself to woo, a-woo a lady?