Anne entered the Boarding House after Spot and much to her dismay was met with the gazes of his fellow Newsies. She didn't want them to assume that just because she was staying the night in his room that she was easy or cheap or even that she wasn't a virgin. She didn't want to get a reputation.
"Spot," she said shyly, "Can we go back outside for a moment?"
"Umm…sure," Spot said confused.
Anne grabbed Spot's wrist and pulled him back outside.
"I don't want for your friends to think that I am staying in your room with you." Anne stated quite clearly.
"Well, you are staying with me at my room." Spot said rather bewildered, he would never understand women.
"Well, I'm not staying, staying like they would believe that I was staying. And you know that and I know that but they don't. I don't want them making assumptions about me. I have to protect my reputation." Anne said helplessly.
Now Spot knew a lot about reputation and he knew how his fellow Newsies treated girls with that reputation. For Anne's own protection he had to get her into his room unnoticed.
"Okay," he said after a moment of thinking, "Here's what we are going to do. We are going to go inside, I am going to wish you a goodnight in front of everybody and then you are going to go outside while I go up to my room. Once you are outside I want for you to go around they building to the fire escape. Then I will come to my window and lower the ladder down to you. Understand?"
Anne nodded and the plan went underway. She followed Spot back inside and he made a big show of telling her goodbye. Then she went back outside and went to the fire escape. It was very dark outside and she heard voices shouting all around her, coming from inside the taverns and such. Luckily though Spot appeared at a window above the fireplace before she had a chance to become frightened.
He lowered the ladder and making sure that nobody was watching she climbed up the ladder and entered through his window.
Little did they know though that someone was watching.