WOPR, a shareware product to enhance Microsoft Word. I'm no longer using WOPR, in part because I can barely use a small fraction of MS Word's feature set.
Writing on the Visor - why I enjoy using a handheld or personal data assistant for writing and brainstorming.
For web development, look at my daily tools. This is a broad list of applications, utilities, online services andn other crutches that are not exclusively related to web development.