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@middleofnowhere
Guy A is not allowed to bring his bike into London on the rush hour train and has teamed up with an accomplice to smuggle his bike through...
Guy B, just prior to the arrival of guy A's train takes an identical bike through to the platform ostensibly to board an outbound train. You are allowed to board a bike departing London in the morning rush hour so he has no problem. He locks this bike on the platform and waits for the arrival of guy A who hands him his bike. Guy B takes the bike back through the barrier telling the ticket collectors that he has suddenly decided not to take his bike and is leaving it outside the station. Guy B and A meet up to re-exchange bike, guy A cycles to work and guy B returns to the platform, collects his bike and completes his journey to work in Bumblefuck. In the evening rush hour the perform a ruse in reverse, probably based on a forgotten umbrella or suitcase left on the train.
Clever part is to have a bike that is distinctive and incongruous to the riders but similar enough to each other that the the ticket collector thinks it is the same bike being taken back through the barriers. It does rely on finding a fellow cyclist who commutes the same route as you but in the opposite direction.
Of course if they were really clever they would just lock each bike outside their departure stations and exchange keys. Tell him that next time you see him, it'll blow his mind.