I have three stories that have lead to this. not sure how much more I will share. I know they are longer than some that are here….Hopefully you are enjoying my past….
I had managed to get Tammy a passing grade for the math class she had been enrolled in. She made the decision that she would take the summer term, and yet another math class. I of course agreed that I would be there to tutor her.
The couple sessions we had in the previous semester had been a lot of fun. I always enjoy a good hour of math, and then the rest of the evening would be spent taking my payment. I am sure she did not mind too much either. I am sure you will not mind too much. Let me just give you a general idea how our time was spent.
Tammy would come over to my place to get her tutoring. She knew that her tutoring sessions required a special outfit–her birthday suit. Typically she would wear a nice sundress in, and once the door started to close she would be stepping out of it. I would just be turning around and Tammy would have her arms behind her back, her legs spread, and looking down at the floor. I would walk around her, looking over my student’s body, taking full advantage of this beautiful woman before me. Sometimes I would grab a breast, smack her ass, or kiss her hard and full on her lips. She was my student, and mine to use.
This day she followed me into our room to prepare to review her math. Tammy waited for me to let her know that she could sit down. Last week I had some fun and purchased a dildo for her to sit down on while we did the math. This week I had something a little bit more in mind.
I tapped Tammy up on the shoulder, and directed her to bend over the table. What a view I had. Her lovable ass now displayed for me. “Tammy, please reach around and open your ass up for me. I have a little something I am going to put into that tight ass for you today.” She did just as I had directed. I had never had a girlfriend that had ever wanted to be obedient like this. I really had to spend time watching and learning to do what I was doing, but some of it did feel natural
Tammy opened her ass up. I went over to the counter and picked up the lube, and the small butt plug that I had purchased. I really did not know what size to get her, but I thought small would be better than bigger. I rubbed lube all over the plug, and walked back over to the table. I took the bottle of lube, placed the tip near her tight opening, and squeezed some lube on to her asshole. I took a finger, and then two and slowly worked lube into. After a few minutes of this I could feel her starting to relax. I knew it was time. I stood up, placed a hand on her lower back, and told her to focus on her breathing. “Breathe in, hold, and exhale.” We did this together a couple times. I placed the small plug up against her hungry asshole, and on the next inhale I pushed it in. We focused a bit more on the breathing and then I had her sit down on the wooden chair.
We had played with some restraints since the first time she had come to my place for the tutoring. It had now become tradition to restrain her to the char as we studied. I took my leather belts and restrained or around the waist and the back of the chair, and then I took our zip ties and restrained her ankles to the bottom of the chair. As soon as I had her restrained I gave her a big full kiss. It was now time for math.
I know you really don’t care about how math went so I am not going to take your time with the examples and exercises that we worked through.
Tammy had an excellent review of the math concepts. She was starting to really get the concepts. Today was exceptionally good and I was going to reward her accordingly. Once the lesson was done I pushed back from the table, walked over and kissed her firmly against her lips. I walked back to the counter, and picked up one of her favorite toys, the magic wand. I had seen a couple videos where somebody had managed to tie the wand and keep between a woman’s legs. Want to guess what I was about to do?
I did not have great confidence in myself, but did figure that together we would get it to be successful as Tammy really never liked to disappoint me. I pushed the head of the magic wand between her legs and into the fold of her soft and delicious flower. I worked the rope around the wand, around her back, and around her soft smooth legs.I honestly probably had more rope than was needed but I did not want her to be able to wiggle off of that wand.
I took a couple moments and tied her arms to the chair she was sitting in, and then turned on the wand. I stepped back to give a look at my student. She knew that now was not the time for her to speak. I gave her a tender kiss on her lips, and sat back in my seat across the table from her. I just smiled.
“Tammy, you did a great job with your math today!”
“Thank you Sir,” She said.
I smiled, and just looked at her. She was beautiful. A vibrator buzzing between her legs, a butt plug in her ass, and not able to move. I was feeling very good about myself.
I was feeling a little hungry so I decided I would go ahead and eat. I made myself a quick bite, and sat back down at the table. Again my checking out my beautiful prize.
“Tammy, do you want to cum for me?”
“Yes Sir, I would love to cum.”
“I don’t think you are ready.”
I continued to eat as l looked at my adorable student. Again I looked at her and asked her if she wanted to release the pressure that had been building. She was ready, but I was not. I walked back over her to set the wand to a higher setting. I took my dishes over to the sink, and washed my plate. I could hear her. She was really fighting herself to not cum.
I walked over to Tammy, lowered myself to her ear, and counted slowly down from ten. “Nine, eight, …. Zero!” and with that she let the energy that had been building out. Oh it was beautiful. Her orgasm was music to my ears. I always love the sounds a woman makes when she is in bliss. I reached between her legs and powered the wand off. She needed a few minutes to come back down. I nibbled on her ears, and told her how beautiful she was. Tammy always wanted water after an explosive orgasm so I got her straw and water. I held it so she could drink.
After about ten minutes, I sat back down in my chair. “Oh, you are so beautiful all bound up over there. Are you ready to pay for the tutoring?”
“Yes Sir, please take what you desire. What do you desire today Sir?”
I just smiled and calmly said, “I want your ass.”
I untied the wand, and pulled it from between her legs. The head of the wand was wet from her honey. I untied her ankles, released her arms, and finally removed the restraint from around her waist. I helped her stand back up and looked back at the wooden seat of the chair. She had left a small puddle behind. Normally I would take the time and have her lick up her own mess, but I was impatiently waiting to get my cock into her ass.
I turned her around and hugged her. I pulled her in close. I could feel her body heat, and smell how beautiful she was. We kissed. Our tongues danced with another. Our hearts started to beat with one another. I turned her around and nibbled on her shoulders. Tammy was really a beautiful woman. I was enjoying her. I nibbled down her spine, and back up to her shoulders. I reached around, and cupped her breasts in both of my hands. I moved in close and whispered into her ears that I was going to take her ass.
I pushed her back down towards the table. “Tammy, Open your ass for me.,” and like the beautiful woman she was she reached behind and grabbed her ass in her hands and opened herself up for me. I reached for the plug that had been inside of her ass since we had started our tutoring that day. I slowly pulled it out as he ass gaped at me. I went back around the table, and put the plug on the table right in front of Tammy’s face. I wanted her to see what had been inside of her.
I went back around and looked at her ass. It was so beautiful and in just a few moments it would be mine. I took off my pants and boxers letting my hard cock finally find some freedom. I picked back up the lube bottle from earlier. Again I worked some lube into her ass. First one finger, then two, and then three. Her ass was tight, and very warm. I pulled my fingers out, and rubbed some lube onto my cock. I moved in behind Tammy. I placed my cock against her tight opening and slowly pushed myself into her.
Tammy gave a soft little moan. I was not looking to race this moment in time. Slowly, I pushed, deeper, then a bit deeper, slower, centimetre by centimetre till the full length of my cock was buried deeply into my adorable student. Once I was finally in all the way I just rested there looking down at my cock buried deeply in her amazing ass. After taking a couple minutes I started to pull back, slowly, and pushing back in. out, in, finding a slow steady rhythm. Her tight ass felt good as it wrapped around my cock. I savored the moment. Enjoying her ass. Her beautiful ass that was mine.
Quicker, and quicker. Harder and harder. My pace was starting to give us both the tell tale signs that I need to and would cum. I pulled my cock out of the depth of Tammy’s ass, she turned around and got on her knees and opened her mouth like the good student she was. I moved in closer, wrapped my hand around my cock, and pulled my hand back along my shaft. As I did I exploded several hot ropes of cum into her mouth. The last little bit missed and was hanging on her chin. She was waiting for me to give my approval. “Clean yourself up, and swallow for me.” how beautiful watching this beautiful woman swallowing my cum. It is always a satisfying ending for me! I helped her up, we hugged, and I led her back to my master bedroom. A shower was a well deserved treat for the both of us!
Source: reddit.com/r/gonewildstories/comments/ignlgp/how_i_m_25_got_paid_to_tutor_f_the_new_student
Well done