1. CRUD Roadracers MK II or III (they fit every bike ... I've have mine for 3000+km with zero problems)

2. Toe clips are fine. I would recommend Gore-tex Nordic Walking shoes from Adidas like this as will be waterproof and you can go trail running in them

http://www.hillsboroughdaynursery.co...-ad-p-811.html

3. Get some rain pants (GORE makes good stuff.)