The Ask by Sam Lipsyte reminded me a bit of The Catcher in the Rye with a new, not at all improved, Holden Caulfield in the form of plump, pushing forty Milo Burke. The language is brilliant, albeit dirty, and the wild, ridiculously normal situations are extremely ... well, real.
Take the story for the story and it's basically just pathetic, but the author's (and narrator's) way with words makes the whole thing unrestrainedly hilarious!!
Each character is more flawed than the next and while reading each and every far-out scenario you realize that you quite possibly know these people, or people like these people.
I always try to see the humor in the worst moments life has to offer, which is probably why I enjoyed The Ask so much!