(These are generally not for yeshivish people.)
Reply All (mostly but not entirely about the Internet, technology, and people)
^Try "Feral Hogs," "Bedbugs and Aliens" (first half only - the second half, which isn't really
their show, has some highly inappropriate content)
Death by Monsters (comedic podcast about "monsters, mysteries, and the unknown")
(Judge John Hodgman isn't a favorite of mine, but is worth a shot)
Board-gaming related:
So Very Wrong About Games
Shut Up & Sit Down
The Dice Tower (the Tom/Eric episodes - the others wouldn't be a favorite)
Sporadically Board (not quite as gaming-focused as the others)