BHG, the best leather to be found is at
www.foxcreekleather.com. They're not terribly expensive, and are much more comfortable than Harley leather.
We have Fox Creek Leather chaps, jackets and gloves. They will make your chaps and/or jackets to fit you.
As far as boots, as you can see by my Avatar, I LOVE high heel boots. [smiley=xyxthumbs.gif] Spydie has given me the nickname of "Bootsie".

However, there comes a time when we ladies need to be practical and go for function over form for comfort and to keep your feet dry and warm. The Cruiserworks boots, Lady Defenders, are very comfortable, warm, they're waterproof, and will last for years. They are so comfortable that we hiked a trail in Joyce Kilmer Memorial Forest. [smiley=xyxthumbs.gif] Granted, they're not a fashion statement, but if your feet hurt, it's hard to keep a nice smile on your face.

If we're going for a short ride or out to dinner, I wear my high heel boots.

Otherwise, it's practicality for this lady. [smiley=xyxthumbs.gif]
I keep a warm Isotoner crushable hat in the tourpack (for daytime) and a nice felt hat with a leather band
(for nighttime) to cover helmet hair when we stop to eat or for breaks. Vanity, thy name is Suzanne.
Good luck!