Fifteenth century was my instinctive thought, too - not just for the hat, but the hair, the sleeves and the whole look.

We're singularly well equipped in books on medieval costume, but sadly 95% of them are about armour, and the costume ones focus on the 14th century, or are about dressmaking techniques.

Image searches for "medieval music" or "medieval minstrels" bring up some nice 13th century ones, which probably won't be THAT different from early 12th century costume. Basically, you're looking sack-like tunic rather than anything fitted.

Pizza shoes: how strange! And curious things being done with an obliging peacock.

It occurs to me to wonder about the wisdom of basing all our ideas on medieval fashion on the marginal drawings of monks - monks who also draw monkeys playing trumpets in unusual ways. In the far future, long after the zombie apocalypse, will future historians look at surviving fragments of fantasy art, and make bold deductions on early 21st century fashion on the basis on them?

Anyway...

That lady doubtless knows much better than me. It's still more or less a sack-like tunic, though - just a slightly fitted sack rather than a baggy one. :-p

Oh, and don't forget the lycra cat-suits and masks! These were worn by the warrior caste.

With earnest (occasionally heated) debates over whether ballgowns were worn at all, because they're obviously impractical in battle. And someone will attempt to re-create jeans in an attempt to prove they were, too, worn to formal events, and will demonstrate that so-called experts who say they're too stiff and restrictive of movement to be good dancing clothes were simply cutting them wrong.

Trailing sleeves seem like quite a liability in dragon combat, I'd have thought - subject to being snatched by claws and bitten by jaws. At any rate, I know from experience that long trailing sleeves are a real liability when eating tortilla chips and salsa, which is pretty much the same thing.

And then there's this one!

A couple of images near the start that are almost from the right date... but then the animals! "Two monkeys playing trumpets in an unusual manner." :-D

Another one from more or less the right period (about half way down the page.)

http://britishlibrary.typepad.co.uk/digitisedmanuscripts/2016/03/fools-paradise.html

It's the elaborate scalloping that marks those sleeves as fifteenth century. According to my Completely Infallible Costume book, loose sleeves were a fashion picked up on crusades. Detachable sleeves (quite loose) feature as a heraldic device certainly by the year 1280.

I did try a number of variations, but I thought there was a good chance someone on LJ might have inside knowledge ;-)

I love the expressions on those minstrels! You definitely get the impression that Dancing Guy with Cymbals is the band leader, and the other two are much impressed with him, as indeed, he is with himself! :-D

Yes, I'd come to that conclusion about the skirts, although I suppose knee placement in these drawings can be somewhat eclectic. :-D

What is your view of the wearing of the bliaut? I am attracted to the trumpet sleeves, and a slightly outrageous looking French garment would fit the character in my drawing...

Hah, clearly you are mixing in the wrong circles ;-)