Heather Lindsley's "Werewolf Loves Mermaid," Sunil Patel's "The Merger," and Emil Ostrovski's "Tragic Business" develop humorous situations from SF/F motifs: cryptid romance, intergalactic business negotiations, and the cycle of death and rebirth, respectively. Lincoln Michel's "Dark Air" combines common weird fiction / horror situations with a very dry, very dark sense of humor. Naomi Kritzer's "So Much Cooking" is a serious SF story about a grave possibility, but it brings the matter home via a witty parody of a cooking blog.
A Timothy Leary for the Viral Video Age: Like Leary, Silva is an unabashed optimist; he sees humankind as a species on the brink of technology-enabled transcendence. Silva is an avid evangelist for the technological singularity---the idea that technology will soon bring about a greater-than-human intelligence. It's an idea that Ray Kurzweil has worked hard to popularize in tech circles, but Silva wants to push it out into the mainstream, and he wants to do it with the slickest, most efficient idea vehicle of our time: the viral video. He has spent the last three years making (really) short films that play like movie trailers for ideas; he compares them to shots of "philosophical espresso."
Transcendence, the outer space exploration/trading/shoot 'em up, has hit version .99. I cannot begin to tell you how much time I sunk into previous releases -- the Nethackish randomness, both in the layout of the systems to explore, and the mysterious devices and substances to apply to your ship in hope of an extra edge, makes the replay value immense. RGCD has a glowing review and an interview with the developer. (Mentioned but not actually linked to earlier.)
Transcendence. Prepare to waste a lot of time. This free, downloadable game is kind of like Nethack. But re-envisioned as a shoot-em-up. In space. With pretty graphics. And a backstory. And user mods. If any of that appeals to you, download the newly released version .95 and say goodbye to the rest of your productive week.