Frederick Douglass had always been a slave, from the beginning. He and his Mother were separated at the start of his childhood and he had a tough life. Douglass always persevered through the challenges and worked hard. His mother, who was also a slave on a different plantation had walked 12 miles in the middle of the night just to see him. This was very risky because if she was caught she could be harshly punished. Douglass always had the thought in the back of his head about escaping to freedom from the horrible life of slavery. He had always felt extreme hostility about slavery because it had made most of his life horrific and gloomy. Douglass had worked in hard conditions because of the intense slave owners that had treated him very rudely.
It was now 1835 and Douglass had just started working on a man named Mr. Freeland’s plantation. Mr. Freeland was nicer than most slave owners but still had very high expectations and was very cruel like most slave owners typically are. Douglass had a burning passion that had just begun and it was to escape and become a free man. He knew he could not take this on by himself so he decided he would ask some friends that he knew from the Sabbath School. So, on the field one day Douglass went up to two of his friends and whispered “I have been wanting to escape, but I need some people to help me and come with me. I thought you two would be able to assist me in doing this. So, will you please?” The two men looked at each other confused and scared. They did not know what to say because they knew how hazardous this could be. Finally, they agreed. Now they must figure out how they would become free men.
Since Douglass had finally gotten a “team” of people that would escape with him, it was time to figure out how they would escape. There were many complications to this and they could not mess anything up because it would be very excruciating if they did. After a couple days of what felt like months,They had finally figured out the plan. The plan the men came up was to travel on the water, so it would be harder for them to be caught because if they were caught they would be punished. They wanted to go through a river/estuary like body of water that laid between Maryland and Virginia this was called the Chesapeake Bay. The goal was to get to Baltimore so they must get to the final part of Maryland and to do this they would follow the north star which would help them with navigation. Another important part of the plan was that the men had to act like fishermen so their identities would not be given away and no one would detect that they were slaves that were trying to escape. They would have to steal a boat which would be hard, because everywhere you go when you are a slave, someone is always watching you. Another difficulty of escaping was that to get out, everyone had to have a pass that was called a protection. It had to be written and signed by your slave master telling where you were going and that you had permission to go there. Protections were to keep slaves from escaping. The men needed these to get out, so Douglass had to write fake protections so they were able to leave. The night before the planned escape all the men were very anxious because they did not know how everything would turn out. This was a very dangerous situation because if they were caught they could be punished badly. They knew how challenging this would be but they had hope and faith so hopefully everything would turn out the way they wanted it to.