A few suggestions I thought I'd throw out;
Sal Paradise and Dean Moriarty from Jack Kerouac's On The Road. Alan Moore actually talked about creating a 1950's League featuring Paradise and Moriarty.
Dr. Sax from Kerouac's Dr. Sax.
William Lee (aka Lee "The Agent") a recurring character from the works of William S. Burroughs.
Chief Bromden from One Flew Over The Cuckoo's Nest.
I'm not really familiar with female characters from 50's/60's literature so any suggestions would be great just so this League isn't a total sausage fest.
Since Sal and Dean are both counterculture types, the government gave them a choice, join a covert, paramilitary unit that's a pilot version of a group that's been a part of the British military for years or face hard jail time.
Sal is ex-military and Dean is a criminal so they could employ that.
Dr. Sax could bring his skills as an alchemist and magician to the group. Bromden, of course, is the group's muscle.
The villain of the piece would be Dr. Benway, a character from Burrough's Naked Lunch, a deranged surgeon who has been co-opted by the Mugwumps, also from Naked Lunch, a hostile group of inter-dimensional aliens who are manipulating him to facilitate their invasion of our dimension.
William Lee was a former associate of Benway's who became horrified with what Benway had planned and defected or, perhaps like Hawley Griffin in the LoEG graphic novels, a traitor who is secretly working with Benway and the Mugwumps.
Or, since Lee travels to Interzone in Naked Lunch, he could be someone with the ability to travel between worlds and Benway is using people like him to create a gateway to Interzone. He managed to escape and he's assisting the League in preventing the invaision. That would make him the team's "transport".
Since Olivia Dunham in Fringe has a similar ability, a VERY young Walter Bishop and William Bell could show up and take a sample of his blood, implying that they would use it to formulate Cortexiphan.
Maybe Allan, Mina and Orlando could show up, showing how Sal met them and wrote The Crazy Wide Forever.
For a 70's/80's League
Grown-up Hardy Boys and Nancy Drew
Danny Torrance from The Shining.
John Smith from The Dead Zone. He survived the shooting and was recruited into the League.
Harry D'amour or one of the characters from Clive Barker's Books of the Art.
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