Subway

Jack really didn’t need to lean forward and look into the tunnel to see the train crawl in. The lights on its head had lit up the tunnel long time ago.

The subway was a funny place to be in especially during the rush hour. Jack could see so many different types of people commute.
Some were the regulars who looked like they always took the same coach to work or school.
Most looked like they had been on the tube before but were very conscious of their surrounding, making it obvious that they didn’t use the public transport regularly.
He could even spot a few people who were probably using the station or the whole system of subway for the first time. They kept double checking everything, or asked people around to make sure they were on the right track.

It was people like these that Jack really found interesting.

Sure enough, as soon as he entered the train, he could see one guy standing in the middle of the aisle looking around, constantly staring at the destination map above the gate to check where the train had reached. Jack slowly approached him.

The trick was not jump right in but to play it safe and cool. Understand the flow of the whole system. Be a part of the environment so that you are not treated as a predator. And then when people least expect anything to happen, you jump right into it.

He silently went up to his prey and grabbed the free handle bar hanging overhead. He looked around to see if he could see any seat empty, but it was a false pretense. Jack did not want sit down; he wanted to be as close to the unsuspecting passenger as he could.

As the train moved in a constant speed, Jack slowly switched hands to grab the handle bar with the other hand; bringing his, now, free hand next to the back of pocket of his victim. He measured his speed. It had to be sudden and not be felt. He waited for the train to reach the next station and as soon he felt the train come to a halt, he braced himself to time everything perfectly. When the train decelerated the most, Jack put his hand inside the man’s pocket and removed the wallet and, as casually as one would, slipped it into his own taking out his handkerchief instead.

Jack proceed to get off the station and wait again for another unsuspecting passenger.