Simon Rich is a pretty impressive dude. At 28, he’s already held the position of editor-in-chief of the Harvard Lampoon, been the second youngest writer ever hired on Saturday Night Live, had countless short stories published in The New Yorker, and penned five books.
Yeah. You’re not alone if you’re feeling REALLY inadequate right now.
The Last Girlfriend on Earth is Rich’s latest collection of short stories. Each one is about love and relationships- but with a twist:
From a story written from the perspective of a condom in a young boy’s wallet, to Dog Missed Connections, to a little girl’s imaginary goat who wants to become “more than just friends”, each story is delightfully charming, quirky, and undeniably hilarious.
I first discovered Simon Rich, and this book through an interview he did on The New Yorker Out Loud podcast. He read an excerpt from one of his short stories, and talked a lot about writing- particularly his time at SNL I thought he sounded funny, and since I’m a die-hard SNL fan (how awesome was JT this past weekend by the way?)
I obviously had to go out and buy this book… and I’m really glad I did.
It was the very definition of short (took me 2-3 hours to read total) and sweet. Besides just making me LOL, the best part for me was that each story read like an SNL skit. I found myself picturing how each one would be played out on-screen, and which SNL cast members would portray each character. I’d love to see the story about a blind date with an actual troll turned into a Lonely Island digital short, for example:
Given what he has done so far, I don’t think it will be long until Simon Rich is a household name. I can see him having his own TV show- sort of like the Mindy Project, but about Jewish New Yorkers and relationships. (Ok so that’s basically Seinfeld. Or Friends. But you catch my drift)
I thought this book was fantastic, and you should definitely buy it if you enjoy Saturday Night Live, Woody Allen, The New Yorker, The Simpsons, Futurama, Dude Where’s My Car (for the sex aliens) or if you just straight up love to laugh.


















