The Last Girlfriend on Earth and Other Love Stories by Simon Rich

"It doesn't matter if you're a caveman, time traveller, or space alien: sooner or later, some girl's going to break your heart." -- from the blurb inside the dust jacket of The Last Girlfriend on Earth, a witty collection of very short fiction by Simon Rich.

What I love most is Rich's good-natured humour. These brief stories are sweet, rather than sharp. Here's one in its entirety:

Man Seeking Woman
You:
You are an intelligent woman, with a sweet and caring soul. You're mature and sophistacated, but you know how to let loose and have a good time. Your first name is Chloe.
Me:
I am a thoughtful, intelligent guy with a sense of humour. I like to stay up late talking about the big questions. I have a large, irremovable tattoo of the word 'Chloe' on my chest form a previous relationship.

Readalikes: Suddenly, a Knock on the Door (Etgar Keret); Anthropology (Dan Rhodes); The Lover's Dictionary (David Levithan); and Super Spy (Matt Kindt).