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Bob Mankoff, who ran the New Yorker caption contest for many years, has started a similar contest at his new venture, CartoonCollections.com.
I will share my entries. Sorry for that.

“Not only has my opponent taxed the shirt off my back …”
(Winning caption: “Let’s skip the handshake.”)
The Bulwer-Lytton (aka “It was a dark and stormy night”) contest is “A whimsical literary competition that challenges entrants to compose the opening sentence to the worst of all possible novels” …
The train, which had been rising and falling for the past hour over the rolling terrain, entered a seeming endless tunnel just as Gwendolyn came to grips with her reluctant realization that four lovers were too many, even though the travel guide clearly described the journey as mostly level.