Great drawings!! They are so good I'm almost considering asking you some visual advice for Gustav Vasa and/or Franz Joseph
Now to CivArmy: Since the medieval era is so great in the drawings, and yet your model is not so close to that look, I thought I should give you some advice on how to get that look:
Use the Irish Cap from Poser's default clothing prop library, deforming it and rotating it a bit (and changing the texture as well), to get something quite similar to the cap he's wearing. Then you could add a brooch or something to that cap, and if you could, some fluffy feather (though a bed, rigid prop might not look right, so be careful with that)
Then, there is a prop available somewhere on the web (perhaps made by PhilC, but I might be wrong), which is called Elizabethan collar, which you might use for his collar. The original prop is a bit too big and transparent, but modifying that could get a good result (check my Franz Joseph leaderhead to see how it should look)
The rest seems to be something you should experiment to get it right. It doesn't seem to be that difficult, though