Chapter 1
Sammy couldn't believe it. He was actually in Chelsea's room! He was in the grade above her, and had been crushing on her since they met at the start of the year. Her mom put a request in at the school for a math tutor, and Sammy jumped at the opportunity. 25 dollars an hour, but he honestly would've done it for free.
He sat at her desk, going over her math problems for that week's homework, while Chelsea laid on her bed, scrolling on her phone. While she thought Sammy was kind of cute, he was a complete nerd, so she didn't have that much interest in getting to know him. And she especially didn't have an interest in math.
"So the good news is all of these math questions use the same rule. Do you know what rule that is?" Sammy asked.
"Uh... I don't know. Can't you just do it for me?" The girl replied, fixated on her phone.
Sammy sighed. He wished she actually wanted to learn, maybe actually sit at the desk with him.
"I've got to go grab a drink. I'll be back." Chelsea said, jumping off his bed.
"Okay, no problem."
Chelsea left the room. Sammy knew she wouldn't be back quickly, since she had absolutely no interest in learning. He stood up to explore. There were posters on boys all over the walls; celebrities that he didn't know, not having much of an interest in mainstream pop culture. In the corner of the room was a chest of drawers. He glanced behind him to make sure she was really gone, and then opened the top drawer. Socks and underwear! He pulled out his phone and took a photo of the contents, and sent it to his best friend, Max.
"Guess whose underwear drawer?
Max replied almost immediately. "OMG!! Steal a pair! I NEED! lmao".
Sammy laughed. He wasn't as perverted as Max, but still enjoyed his antics. He quickly snatched a pair of her panties to place in his bag, figuring she wouldn't notice they were gone.
"AHEM!"
Sammy turned around. Oh crap. Chelsea's mother was standing in the doorway.
"What did I just see you do?"
"I... uh..."
"Do you have no respect for boundaries? I'm paying you 25 dollars to do something like that?"
"Sorry, I was just... I'll put them back." The humiliated and scared boy placed the underwear back in the drawer. "Please don't tell anyone. I can give you your money back and work for free."
Chelsea's mom just stared at the nervous boy, letting the tension sit in the air for a while. Then she finally spoke. "Leave now. I'll tell Chelsea you were sick and had to go. But I want to see you back here tomorrow at 4 PM to discuss this."
Sammy nodded, apologizing repeatedly as he grabbed his bag and quickly made his way out of the house. He was horrified.
That night, Sammy couldn't sleep. Would Chelsea's mom have told Chelsea what he did? Would he be kicked off the tutoring team? Would he be expelled?! So many scenarios and thoughts kept repeating in his mind. If she told, everyone would consider him a pervert. He felt sick, and took the next day off from school.
3:30 PM rolled around, and Sammy finally got out of bed. He had to go visit Chelsea's mom to discuss what happened, like she had told him. He got on his bike and rode to her house. She let him inside and brought him to the living room. Their house was a mansion, which he envied, and the living room was huge.
"Sit." She ordered. Sammy sat down on the couch. "What you did was perverted, but I've decided not to tell anyone if you've truly learned your lesson."
"I have. I have learned my lesson!"
"No you haven't, but you will. Chelsea is currently at her friend's house. She'll be home in a couple of hours, so it's just you and me here until then. I want you to clean every inch of this living room. Vacuum the floors, wipe the cabinets, scrub the walls. As soon as she gets home, you can leave, and then I'll consider your lesson learned."
"That sounds fair."
"But there's one more catch. You're to do it completed naked."
Sammy couldn't believe what he had heard. "You... what?"
"If you're going to objectify my daughter, I'm going to objectify you. Do the chores naked or I'll tell everyone about what you did. Your parents, the school, and of course, Chelsea."
"Why would you want to see me naked?" Sammy asked, confused.
"I don't WANT to. Trust me, I get no pleasure out of this. This is just the only way to make you feel objectified, so you truly know how it feels when you decide to objectify a poor innocent girl."
This was Sammy's nightmare come to life. He couldn't be naked in front of someone else, especially a woman.
"I can't do that. I'll do the chores, but I can't be naked. Please, I can't do that."
"Then I'll call your parents right now and tell them what you did." She pulled out her phone and began to dial.
"Wait!"
Chelsea's mom stopped and stared at the boy, waiting to hear what he had to say.
"Please, please, if I do this, promise that's it? You'll forget everything that happened?"
"I promise. Now take off the clothes."
"And you're the only one in the house? Really?"
"Really, Sammy. Nobody else will see you, just me. Now take them off."
Sammy was completely red, with tears in his eyes. This whole situation was too much. He kicked off his shoes and socks, then slid off his shirt. As he did, Chelsea's mom stared at him with her arms crossed. "Faster, Sammy."
The boy was down to his shorts. "There's nothing else I can do?"
"Take them off or I dial your parents right now. No more stalling."
Sammy removed his shorts. He covered the front of his crotch, even though he was wearing underwear.
"Those too."
"Please..."
"Okay, that does it."
Chelsea's mom dialled his parents and started speaking. "Hi, is this Sammy's mom?"
Sammy immediately dropped his underwear to the ground. The sadistic housewife grinned. "Just wanted to say thanks for having Sammy tutor my daughter yesterday. He was great!"
Soon, the naked boy was vacuuming the living room. Chelsea's mom sat on the couch, half watching him, and half scrolling on her phone. She had taken his clothes to a secure spot, and told Sammy she would return them before her daughter came home.
Meanwhile, Sammy was trying not to think about the situation. His mind was anywhere but there. What scared him the most was Chelsea coming home without his clothes yet being returned. But her mom couldn't be that mean, right?
To be continued...