Fridays and Saturdays, two shows worth knowing about are running regular weekends at SF venues. The SF Neo-Futurists perform The Infinite Wrench — 30 original plays in 60 minutes — at the Ashby Stage in the Haight (1901 Ashby Ave; doors typically at 7:30pm, show at 8pm). Separately, Your Fucked Up Relationship runs its own Friday/Saturday slot at a Mission-area venue; SFFuncheap has a $5-off discount code in their current listings. Check individual box offices for exact showtimes and remaining seats.
The Neo-Futurists show is the longer-running reputation here. The format is the draw: plays are chosen by dice roll and audience demand, so no two performances are identical. The company writes new material constantly, which means even regulars see something different. It's participatory without being embarrassing, and it runs exactly an hour — no intermission, no overstay. Your Fucked Up Relationship is newer to the regular rotation and plays more confessional; the title tells you the register.
Practical note: for the Ashby Stage show, street parking on Haight is easier than it looks on a Friday if you arrive by 7pm. The 33 and 6 Muni lines both stop nearby. Both shows are 18-plus; confirm at the door. Tickets for Infinite Wrench run around $20 sliding scale. Use that SFFuncheap link before buying full price for the other one.
If you have two hours: The Infinite Wrench is the tighter bet. In and out in 60 minutes, you'll know by 9pm whether you want a drink after or want to go home. Either outcome is fine.
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