Brown field boots were de rigeur in the show ring in the 70s and early 80s and are starting to be seen again. You're right about the baggy breeches though.Fletch said:Even horsey folk have put some of the classic riding clothing off limits. Specifically, the pre WW2 Army getup with baggy breeches and brown boots is too formal for most modern riding and too casual for the rest. The Army itself had largely phased this gear out by the late 30s anyway, except for the cavalry where it was necessary.
just_me said:Off the top of my head, here are some movies that have people in riding apparel or working around horses in vintage clothing:
Kentucky
De Lovely
Stallion Road
Top Hat (Ginger Rogers is wearing riding clothes in a scene- http://www.youtube.com/watch?v=ZlHg5tl0JAA)
Seabiscuit