The best Thomas Pynchon novel to start with for someone who likes historical fiction?

Definitely 'The Crying of Lot 49'. This book has a somewhat straightforward narrative at its core, but as you read, you'll discover Pynchon's layers of meaning. It has elements of a detective story but quickly veers into strange and thought - provoking territory. It's a good introduction to his style of writing which often involves multiple sub - plots, strange characters, and a deep exploration of the human condition in a rather off - kilter world. And it won't take you as long to finish as some of his other hefty tomes, so it's a great starting point.

In my opinion, 'Gravity's Rainbow' is one of the best. It's a complex and mind - bending work that delves deep into themes like war, technology, and human nature. The narrative is filled with rich symbolism and a large cast of characters, and Pynchon's writing style in this novel is both challenging and rewarding, making it a classic among his works.

Well, it's subjective, but many readers think 'V.' is a standout. It has a unique narrative and explores interesting social and political issues.

I'd say 'The Crying of Lot 49' is a top pick for a first - time Pynchon reader. It's like a gateway into his world. The story follows Oedipa Maas as she tries to make sense of a series of strange events and symbols. Pynchon's ability to blend the absurd with the profound is on full display here. It's also more approachable in terms of length and complexity compared to some of his other novels like 'Mason & Dixon' which can be a real challenge for new readers.

A great one to start with is 'V.'. It was one of his earlier novels. It has a fascinating narrative structure that weaves together different storylines and time periods. The characters are vivid and the exploration of themes like identity and history is really interesting. It gives you a good introduction to Pynchon's ability to create elaborate and thought - provoking fictional universes.

I'd recommend 'V.' It's considered one of his early and accessible works that gives you a taste of his unique style and themes.

I would recommend 'The Crying of Lot 49' as a great first Pynchon novel. It's relatively short compared to some of his other works, which can be a bit daunting in length. It gives you a taste of Pynchon's unique style, full of paranoia, post - modernist ideas, and complex symbolism, but in a more accessible package.

Many consider 'Gravity's Rainbow' to be his best. It's a complex and sprawling work that combines historical events, paranoia, and an intricate web of characters. It delves deep into the end of World War II and the post - war era, exploring themes of power, technology, and the human condition. Its narrative is highly experimental and filled with Pynchon's unique style of humor and social commentary.

One of the best is 'Gravity's Rainbow'. It's a complex and mind - bending work that combines historical events, especially those related to World War II, with Pynchon's unique brand of postmodern narrative. The story weaves together multiple characters and plots in a way that challenges the reader's understanding of time, space, and causality.

I would recommend 'The Nickel Boys' by Colson Whitehead. This 2019 novel is based on a real - life reform school in Florida. It delves into the dark history of the school and the experiences of the boys there. Whitehead's writing is masterful in bringing this historical setting to life and exploring themes of race, abuse, and the search for justice.