Disclaimer: I do not own the Avengers Characters only the plot!

Tony was aware of the locations of Natasha's classes, so occasionally, he would leave his own class to go and find her. Once he outside one of her classes, he would take the remote out and turn it on the lowest setting. She would give a small jump, then settle down and wriggle about. Put a finger in her mouth so she could keep from moaning. He was eager for the moment she would be sitting before him in his classroom.

During lunch, he made his way to the cafeteria and chose a seat at the back, where he could watch Natasha. He could tell it was affecting her, as he kept turning on and off the toy. Just as he finished eating, he turned it on again and watched as she rested her head on the table before her. He turned it off and left for his next class.

When his class with Natasha was due. She arrived first and immediately went to him. "Sir I'm not sure how much more of this I can take." She whispered, cautious that someone might arrive and overhear her. "Please Sir I really need to cum. I'll behave and stop teasing you, I'll do anything you ask please." The sound of her begging was turning him on.

"I'm sorry Miss Romanoff. You will do as your told and go sit at your desk. We have lots to do today." The first few students started to show up. So she went to sit down. He was tormenting himself with this as well, he couldn't wait for this day to end so he can bend her over and have his way with her. He got up and started to write questions on the board, as he waited for the rest of the students to arrive. He asked a few different students to come up and answer a couple at a time, half way through he asked Natasha to come up and answer three.

"I'm sorry Sir, but no I can't." She was blushing and squirming.

"Is there a problem Miss Romanoff? Are you unable to stand and walk?" He wanted to see how she can handle being in front of the other students, and having that toy going off.

"Its cramps Sir." She snapped, her voiced raised.

"Miss Romanoff. You will get up here and answer these next three questions then you can sit down again. And for refusing the first time I asked, and yelling at your teacher, you will need to stay after school." She got up after that and while she was half way though the first question he turned on the toy. She jumped and dropped the marker. Her skirt was pretty short so she had a hard time bending over to pick it up. When she got to the second question he turned the toy up more. She let out a quiet moan and looked over at him. She bit her bottom lip, but kept going. Once she was on to the third question he had the toy going a bit faster. She looked like she had to pee. She had a bit of sweat running down the side of her face. Finally she was done and threw the marker down and ran back to her desk. She glared daggers at him.

He kept up his teasing for rest of class, by the end she just sitting there with her head down and her hands holding on to the desk. While he waited for the rest of the students to leave he kept the toy off, but as soon as they last one left he turn it on and off real quick to make her jump and look at him.

"I hope you realized why I made you wear the toy today. Understand that today wasn't to be fun it was a punishment for teasing me all year. You will sit for an hour just to make sure that everyone has left. Then your real punishment will begin." She dropped her head back down.

After about 15 minutes the classroom door opened. "Hey Stark. What are you still doing here." Clint stuck his head in the room when he saw Tony sitting at his desk.

"Damn kids just don't want to listen. Natasha is here for detention." Clint moved more in the room and looked over to where Natasha was sitting.

Cint walked over to Tony. He whispered to him. "Tony what are you doing?"

Tony looked up at him and smirked. "Whatever do you mean?"

"Tony you can't do what your going to do." Clint knew what was going on. He looked back over to Natasha, and started to get hard. "Whatever you think happened with Niki didn't so you can't do this."

Tony just laughed a little. "We are waiting for three more students for detention. They will be here any minute and all be here the next hour." Natasha looked up at him, very confused. She didn't hear him announce detentions to anyone else. So why was he telling Mr. Barton that. A few hushed words were exchanged before Clint departed.

"Sir why did you tell Mr. Barton that others were coming to detention?"

"If I didn't say that, he wouldn't have left. As hot as it would be to see him stay and punish you. I want to make sure I punish you myself, this time that is." She squirmed as he spoke. "What? Do you like that idea? Having Mr. Barton sitting here watching you being punished?" He started to walk over to her desk. He took hold of her and helped her to her feet. He positioned her to face her desk. He turned the toy on low. He pushed her so she was bent over. "You like that thought, me here smacking your ass as Mr. Barton watches? Or maybe you would like it better with him standing beside me joining in on the punishment?" He could hear her moaning as these images were put in her head. "Should I got ask him to come back?"

He kneed down and ran his hands up her legs. He kissed up each of them. "I asked you if you wanted me to call Mr. Barton back. He would love to join in on what we are doing. He's really good at punishing his students." He moved his hands back up her legs then over her ass. He flipped her skirt off her ass so he could admire it.

"Sir I don't know how to answer that. I don't know what you are going to do. So answering that question could go many ways. If things keep going the way they are now, as in me thinking they will lead to sex. Then yes please ask him to come back. I know how he punished Niki, she is my best friend. If my detentions ends up anything like hers, the thought of me sharing you and him, makes me want to cum so bad."

He rose and positioned himself directly behind her. He moved his pelvis against her ass, so his cock pushed against the plug and it moved in her. He bent down to whisper in her ear. "And what do you know of how he punished her? Would you like to be punished the same way? If you like I can punish you the exact same way, step by step." He said the last three words really slow in her as he grinds against her. "But I think I like my punishment more. What would you like to do?"

He grinded in to her again and he heard her moan. "You would like that wouldn't you? To have your two teachers here treating you like a little slut. Maybe later if your still acting up then I'll call him back in. For now I want you to get up and sit in your seat." She took a seat, and he returned to his desk to retrieve an item from his drawer. "Put your hands behind your seat." He approached her and positioned himself behind her, he grabbed her hands and handcuffed them to her seat.

He turned her chair to face him. He knelt before her. Moved his hands under her skirt to remove her panties. "Open your legs and see what a good girl you are." She kept her eyes on him and opened her legs. She was shaved completely bare. "Keep quiet. If you are to loud someone will come and check out the noise. Then we will have to stop, so stay quiet." He moved one of her legs to his shoulder and started to pepper kisses. He moved up her leg to her core. She left out a small "OH" as he started to lick her. He turned the toy up a bit more, and started to lick her clit.

"Remember what I said this morning. No cumming." He put more pressure on her clit. He would lick her and bring her to the edge and stop. He repeated this a couple times. He stopped and stood in front of her. "How's your gag reflex?" He slowly started to undo his pants.

"Sir I don't have a gag reflex." He moved in between her legs and pulled out his dick.

"That's good to know because I have something for you." He said this has he slowly pump himself. Moved his dick to her mouth. "Open." He slide in her mouth, he grabbed her hair like she had pigtails. He started off slow, moving in and out of her mouth. As he started to speed up he went in deeper and deeper.

"Dirty little slut lets see how deep you can take me." He slowly went in till he felt the back of her throat. He could feel her nose in his pubes. He held himself there for a few seconds and moved out. He went deep again to see how long she could go. While he did he moved a hand to her nose. He pinched her nose to hold her breath. After a few seconds he let go and pulled back out again. He kept the tip in her mouth by her lips so she could suck and lick him. "I'm so close to cumming. You want me to cum? Would you like to taste me?" She hallowed out her cheeks and moved her head towards him so more of him went in. She moaned so she could send vibrations down his cock. He moved his dick more in her mouth and started to cum. Once she swallowed everything he took himself out.

He went back to his desk, he grabbed the key and released her. "Stand up and bend over your desk. It's time to see how red this ass can get. I can use my hand or the ruler by the board. Since you've been good, you can make the choice." He moved her skirt again. He couldn't wait to get that ass so red.

"Sir I would rather be bent over your lap, with you using your hand. If you want you can use the ruler on me after." She couldn't wait, she loved being smacked. Though she really wished that he called Clint back.

"I see you are dripping. I wonder what thoughts are running through your mind. What are you thinking of?" He moved his hand to take the toy out. He left the plug in.

"I was thinking of how much fun we could have. Then thinking of what kind of fun we could have had if you really had called Mr. Barton back." He moved so he can sit in the chair.

"We will see how well you take your beating, then I might send him a text to come see me. He won't be happy at first, but I know he will have so much fun with us. Now come lay across my lap." He knew that as soon as he text Clint that he would be pissed but once he calmed down he would join in as well. She got off the desk and laid over his lap. He moved her legs so they were in between his. He flipped the skirt up again. He ran his hands over her ass, it was nice and round. He gave a couple small smacks, then pulled his hand back and slammed it hard against her. She moaned out each time he smacked her. After he smack he would go heard and harder. Her ass was getting a beautiful red. "I won't be stopping till you are crying. The longer you don't cry the hard I will go." He kept smacking her, not only her ass cheeks but down her thighs. He got to almost 20 smacks before he started to hear her whimper. "Get up and lay on the desk like before, with your ass in the air." He approached the board and took hold of the ruler. He walked back over to her and gave her ass a small smack with the ruler. He replicated the action he had performed with his hand, each smack he went harder and harder. Only after about 6 smacks he could hear your crying.

"Stay like that. We are done with the smacking. Your ass looks amazing." He strode to his desk to pick up the handcuffs once more, and he also grabbed his phone. He walked back to her and handcuffed her to each of the legs, and took a couple pictures of her like this.

He informed Clint that he had replicated Clint's actions with Niki. "What the fuck do you mean? What are you doing Tony?"

"I'm about to send a picture. Tell me if it looks like something you'd want to join." He sent the picture, it didn't take long for Clint to msg back saying he was on his way back.