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1. The Web is like Canada
2. The Web is like life, where good and evil co-exist
3. In the great sea of human knowledge, the Web is like a coastal swamp - shallow and chaotic, full of debris and rotting matter, and often stagnant and murky, if nonetheless always crowded and busy with life
4. …the Web is like the Tower of Babel, except that the builders have adopted a super simple pidgin language to communicate amongst them
5. The Web is like a great big car…carrying people around to different places
6. The Web is like a mirage
7. The web is like a white sheet that we’re holding up
8. The web is like high school
9. Proprietary platforms are like ice cube (OK, I made an exception for this one)
10. The Web is like a high-tech toy store
11. The Web is like MS windows
12. The Web is like a rain forest
13. The web is like… the web

And a few of mine to round out the list:

1. The Web is like pro wrestlers shopping for groceries for a family of 10 in 30 seconds or less through a narrow slit in the grocery store over which they wage a mighty battle.
2. The Web is like a vat of warm lemon yogurt filled with monkeys playing tag.
3. The Web is like trying to be romantic while on a date while you and the love of your life are sealed inside soundproof glass boxes on wheels being pushed around by other boxes on wheels.