All the President's Men 2: Tyler's Tasty Treat

“Yes, sir, I’ll take care of it the minute I get home.” She breathed as he slipped one finger into her folds, and she raised up onto her toes when he pressed into her clit.

“No, Ms. Masterson. I will be taking care of that right now, before we proceed.”

Tammy didn’t say anything, just hung her head and shivered.

Tyler led her to the headmaster’s desk and with one sweep of his arm, cleared the contents from it. Grabbing her by the waist, he lifted her to sit on the desk and pushed her into a lying position.

Fastening her arms and legs with rope she hadn’t noticed before, he quickly had her tied with her legs spread wide. He slipped his fingers between her legs, liking what he found there. She was dripping.

“I see you like this, Ms. Masterson. Very interesting,” he said, taking his finger and painting her lips with her juices. He kissed her juices from her lips and left her to get what he would need to shave her.

Walking back to her pushing a cart before him with all he needed, he lifted her by the waist and put a towel under her. Then he took two clamps from his pocket.

Leaning down, he prepared her nipples with his mouth and tongue, then applied the clamps. Tightening them a little more than he had the last time and attaching a chain between them.

Once he had the clamps where he wanted them, he got ready and started shaving her, whistling all the time.

Tammy tried her best to stay still, afraid if she moved too much he might cut her. The sensation was strange, she had never shaved down there before. The shaving cream was cool and tingly. He kept spreading it further and further into her. She was sure she didn’t need shaved in all the places he was putting the cream. When he spread some over her bottom hole, she couldn’t help arching her back with the sensation.

“Do you like that, baby? Interesting, isn’t it?” he asked as he used the foam to slip his finger further in, knowing the menthol in the cream would cause a tingling.

“Oh God, I don’t need shaved there,” she sputtered when he inserted two fingers.

“Baby, you don’t know what you need,” he told her, laughing and thrusting his fingers in and out. He needed to get on with it. It was getting difficult to walk with his raging hard-on.

Adding a third finger, he thrust in and out, stretching her. After he finished punishing her, he was going to take her to the suite and take her ass.

Finishing her shave and cleaning her up, he unfastened her restraints and sat her up for a little water before laying her back on the desk, face down and ass up.

Running his hands over her ass, he brought the things he had gotten to punish her with closer so they were within easy reach. The ruler, the paddle, and the pointer. He planned on leaving a few nice stripes across that little ass before he took it.

“I’m going to warm you up with a few spanks first before I use the ruler on you. You don’t have to count, and no talking unless you want more. Why do I have to do this?” He wanted to make sure she understood why he had to.

“Because I interrupted the scene and because I ran from you,” Tammy answered and started to cry.

“Baby, I won’t give you more than you can take. I’m not going to lie, it will hurt, but you can stand it. Be brave for me.” Tyler told her as he leaned over and kissed her.

He went to the cart and got the plug he was going to use in her ass. Lubing both her bottom and the plug, he slowly pushed it in. It was bigger than what he had used before, and would stretch her nicely for him.

Once the plug was seated, he began, laying medium to hard slaps all over her ass until it was bright pink. Tammy was arching and moaning, making the sweetest sounds. He ran one hand through her folds. Perfect.

Once he had her ass the way he wanted, he picked up the paddle. He planned on giving her two with the ruler, two with the pointer, and five with the paddle. Not too many for her first time but enough that she would feel it.

Giving her one final slap with his hand, he laid one on her with the paddle.

“Oh my holy fucking God, what the hell was that? It feels like you hit my ass with fire.” She screamed.

“Just a few more, baby,” he said as he struck her again in a different spot.

“Fuck, fuck, fuck!” she screamed.

“Tammy, you were told to be quiet. I’m not done yet,” Tyler said, letting her have five more because she had disobeyed. It couldn’t be said that he wasn’t flexible and willing to change a plan on the spot.

“How the fuck do you expect me to be quiet when you’re doing that,” she cried.

“Oh, baby, it could be much worse,” he told her.

After applying the final swat, he ran his hands over the welts he left. Perfect, they would fade in an hour or two, but she would remember. Slipping his fingers into her slit, he found she was still wet. Her body was responding, even if her mind wasn’t.