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FIRST TIME SEX STORIES

Jane Gets More Practice

Jane Gets More Practice

by banerchris
19 min read
4.44 (7600 views)
adultfiction

Jane is 18 years old, she is the senior scholar at a large public boarding school and has just spent the last two hours in the Headmasters bedroom.

When she left his house in the school grounds she had hurried back to her own self-contained study in the main building. She locked the door and stood still to try and calm herself. Then she stripped of her clothes including the very wet pair of white panties she had been wearing.

She went into the small bathroom and stood naked in front of the full length mirror that was on the back of the door. Looking at her reflection she saw that her body was still flushed with warmth. Her areola's were dark and her nipples were hard. This was from when the Head had played, kissed and sucked them. She turned her body so she could see her bottom. Her bum cheeks were pink from the slaps he had given her and there were two thin red lines from the cane that he had used.

She turned back and saw a thin white dribble seeping from her pussy. She used her fingers to catch it and then sucked the salty liquid off them.

Her whole body still seemed to be on fire but it was her vagina that seemed to be throbbing. It felt sore from when the Head had first entered her and her pelvic muscles ached from trying to squeeze his large penis.

She stood under the warm shower and allowed the water to flow over her body and slowly calmed down. When she had dried herself she returned to the main room and laid naked on the bed thinking about what had just happened to her.

She had gone to see the Head originally not knowing why. She had been punished for exceeding her authority and she had the marks on her bottom to remind her. Then she had lost her virginity to a lovely gentle man. It was only then that she suddenly wondered if she had called out "Daddy" on several occasions. She wasn't sure. Her father who was much older than the Head had never suggested or done anything to her. As she thought back she realised that she had always mixed easily with his older male friends. She had found them mature unlike almost all the boys of her own age. Jane hoped that the the Head would not have any reservations about what had just happened and would still want to see her again next Saturday.

As the week passed Jane saw the Head several times but nothing was said. Then on Friday he called her to his room in the school.

She stood outside and knocked. "Come in." he called.

Jane went in and stood in front of his desk. He looked up at her and asked, "I hope you enjoyed last week?"

She smiled and replied, "Yes sir, it was lovely."

"I'm glad you liked what happened and that I didn't hurt or rush you to much."

"No sir." she said.

"Last week was the first time that I have made love to anyone since my wife died nine months ago. I was not sure if I was capable any more but with you it just seemed so natural. Thank you." he said.

"I'm glad you enjoyed everything." she replied.

"As you were leaving last week I said that we could meet again if you wanted to. If you like you can come again tomorrow afternoon at 2.00pm." he asked.

"Yes please sir"

"If anyone asked tell them that I am giving you extra coaching with your maths." he told her.

"I'll see you tomorrow sir"

"This time I think it would be best if you wear your school uniform when you come."

"Yes sir." she replied and then left the room.

The next day, Saturday, she was up early and decided that she would keep to her normal routine. After breakfast she changed into her riding gear and exercised her horse. Unlike the previous week she had ridden and sorted her horse by mid day. She was too excited to think about eating lunch and hurried back to her room. She stripped off her riding clothes and went into the shower. She soaped her body paying particular attention to between her thighs. After drying she looked at herself in the mirror and liked what she saw. As she turned her body she saw that the marks on her bottom had gone.

She then sprayed her favourite Eau de Toilette over herself.

She move back into the main room and looked at the school uniform she had laid out. The regulation skirt and blouse together with the plain white cotton bra and pants that they had to wear during the week. She thought back to the previous week and decided that she would again wear her matching lacy white bra and panties. They were so much more sexy.

Dressed she sat on her bed and thought about what she and the Head might get up to today. She felt the excitement mounting between her legs.

Back in his house Paul, the Head, was feeling excited at spending more time with Jane. He had changed into slacks and a short sleeve shirt as it was a warm day.

He had been into the special bedroom he had in the house to check everything was ready. This was the room the he and he late wife had enjoyed a very active and adventurous sex life. He hoped that with time he could introduce to more and more of these adventures to Jane. For today he had left the whips and paddle on the table together with a number of the dildos and vibrators. He had however removed the largest one and put it back into one of the cupboards. He had however added a number of silk scarves and a sleep mask. He hoped that Jane would be up for what he would suggest.

He went back down into the kitchen and poured himself a glass of wine and anticipated the next couple of hours.

At 2.00pm Jane knocked on the door. Paul opened it and was glad to see that she was wearing what he had asked her to wear. When she was inside he quickly shut the door and locked it. They turned and faced each other and moved together. Paul lowered his mouth to Janes and they began to kiss.

After a few moments Paul broke away and said "I think we would probably be more comfortable upstairs. Jane led the way and as Paul followed he admired the pert bottom that was swaying in front of him.

Inside the bedroom they came together and started kissing again. Soon both their tongues were exploring each others mouth. Paul raised one of his hands and started to play with Janes breast outside of her blouse. Jane lowered one of her hands and started to rub the outside of Pauls trousers feeling his penis becoming firmer.

Paul started to unbutton Janes blouse and she did the same with his shirt. Soon both items feel to the floor. Next her skirt and his trousers were undone and slipped down. Paul moved back and looked at Jane standing in front of him.

He said "You know I'm going to have to punish you again don't you. You are not wear school uniform as I asked"

Jane looked back with a surprised expression on her face, "Sorry sir but I thought you would find these more sexy."

"Yes they are but that is not what I asked you to wear. I want to be sure that you would do as you were told and I'm disappointed with you."

"Now take your bra and panties off and give them to me. " he told her.

Jane did as she was told and realised that her panties were already stained wet with her juices. She passed the items to Paul.

"I'm going to confiscate them so when we have finished this afternoon you will have to go back to the school without them. Next time, if there is one, I expect you to dress as I've asked you. Do you understand Jane?"

Jane looked down at her naked breasts and said "Yes sir."

"Now I'm going to have to punish you again. Go over to the bed and bend over it."

Jane did as she was told and laid down over the end of the bed with her round bottom exposed.

Paul let her lay they for a few moments before approaching.

"I'm glad to see that your bottom has recovered from last week. I hope it didn't sting too much. "he said.

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"No sir but I'd prefer you not to use the thin cane again on me please."

"We'll have to see." he said.

He dropped his boxer shorts to the floor and moved behind her and allowed the head of his penis to brush her cheeks. "Open you legs Jane" he told her and she did as she was told. He moved closer so that his penis slipped between her thighs and rub up against her wet pussy. He then placed his hands on her bottom cheeks and spread them apart. He looked at the tight muscles of her anus. He brush a finger across them which caused Jane to jump and he imagined filling her anus with his penis. However, he decided that was something that would wait for anther time.

He continued to move his penis across Janes pussy which was getting wetter and wetter. He then suddenly brought the palm of his hand down hard on her bottom. Jane gave a start but didn't say anything. Paul smacked her cheeks alternatively until they were becoming pink.

"Now do you think you have learnt your lesson Jane?" he asked.

"Yes sir." she replied.

"Well I'll leave it at that today but if in future you don't do as I ask I can assure you that you won't be able to sit down. Do you understand?"

Yes sir. Thank you sir." she answered.

Paul moved back and told Jane "Now knee down in front of me."

Jane did as she was told and looked at the Heads beautiful engorged penis just inches from her face. She raised her hand and gently took hold of it. She could feel the thick blood filled veins that ran along it.

She looked up at Paul and said, "Please sir will you fill my mouth with your cum this time?"

"If you are sure Jane. I'll tell you when I'm coming and if you change your mind you can take your mouth away. I'll probably then cover your face and breasts with cum."

Jane continued to stroke Pauls cock feeling how ridged it was. She lent forward and kissed the tip letting her tongue touch the small hole at the end. She continued to lick and kiss the full length of it whilst cupping his two ball sacks in her hand.

Jane then opened her mouth and took the bell end into her mouth. She ran her tongue around it before taking more of it in.

This time she was more aware of what was happening and was more relaxed in herself. She slowly took more and more of it into her mouth and started to move backwards and forwards on it. Paul looked down at Jane and placed his hands on her hair. In one of the mirrors he saw how much of his cock was disappearing each time. Jane wanted to take his full length but could feel it touching the back of her mouth. She tried to relax her throat and when she did she could take more of it in. At first it made her choke but soon she accepted it.

Paul told her, "That's lovely but you will need to move in and out faster if you want me to cum."

Jane did as she was told and soon Paul knew that he was approaching his climax.

He cried out, "Jane I'm going to cum."

Jane could feel him tense but kept his cock deep in her mouth. She then felt the first stream of warm salty cum hit the back of her throat. Paul used his hands to push Janes head against his erupting cock. He felt himself shooting several loads of cum into her mouth.

Jane took as much as she could, trying to swallow some of it but some seeped out of the side of her mouth. When Paul had spent his load his cock started to shrink and his breathing returned to normal. Jane let the Heads penis slip out of her mouth and she swallowed the cum in her mouth. She then lent forward took his cock in her hand and licked off the cum that was still leaking out of the hole at the tip.

Paul looked down at her, "That was marvellous. Such a total relief. I hope it was what you wanted."

Jane smiled "Yes sir. I love the taste of you."

Some cum had dribbled down the side of her face and Paul used his finger to scoop it up. He then placed his finger in her mouth and she sucked it clean.

Paul knew that he would need time to recover and told Jane to get up and join him on the bed..

They lay together gently kissing and enjoying each others bodies.

Janes hand moved down and took hold of Pauls penis. She felt it start to respond and knew that she wanted to feel it filling and stretching her wet pussy. Paul was surprised at how quickly he recovered and said to Jane, "Would you like to try something different next?"

Jane didn't know what to expect but felt an excited buzz run through her body.

"Yes please sir."

"Good. If you don't feel happy with what I do let me know and I'll stop. Is the alright."

Jane nodded her head.

Paul got up and went to the table at the end of the bed and picked up several of the silk scarves and the sleep mask. He moved back to the bed and told Jane, "Sit up and give me your hands."

He then tied a scarf to each of her wrists. "Now lay down on your back with your hands above your head."

Jane did as she was told and watched as Paul took the end of one of the scarves and tied it to a fixing at the side of the bed. He then did the same with the other one. Jane could still move but realised that she would have no control over what Paul did.

"Is that alright?" he asked.

"Yes." she replied.

He now picked up the sleep mask and told her to lift her head up. He then moved the mask until it covered her eye. Jane couldn't see anything but could sense Paul moving around. Jane felt a shiver of anticipation running through her body.

The next thing she felt was Paul running his hand over her breasts and playing with her nipples. He then started to kiss and suck them until the were hard.

Jane loved the sensation and could feel that she was getting very wet between her legs.

He continued to suck on her rock hard nipples but allowed his hand to stray down Janes body. He ran his fingers through her soft public hair before reaching between her legs. He felt how hot and wet she was and realised that she was starting to pant.

He took his hand away and told her, "Jane I want you to pull your knees up and open your legs as wide as you can."

Jane did as she was told and started to anticipate her vagina being fill with his large cock.

Paul moved back to the table and picked up a rabbit vibrator. Whilst it was not as thick as his penis it was about 10 inches long. As he moved back to the be he switched it on.

Jane became aware of the soft buzzing sound and knew from her own small vibrator what it was.

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She felt Paul position himself between her legs and then felt him kiss the lips of her labia. She new she was getting very excited and that it wouldn't take much to push her over the edge.

Paul moved back and started to run the vibrator across her pussy giving particular attention to her clit. Jane loved the feeling but want more. She started to buck her hips against it.

Paul then pushed the vibrator into her gaping vagina. It slipped in easily and Jane felt the buzzing inside of her. She knew that it was thicker than her own but it did not stretch her like Pauls penis did. She felt it going further and further in and wondered how far it would go. Then she felt it touch her cervix and she tried to squeeze her pelvic muscle to grip it.

Paul started to move it in and out increasing Janes excitement.

Jane cried out "Yes. Yes. More more I'm coming."

Her body shook as her orgasm hit and Paul watched as she slowly calmed down.

When she was still he slipped the vibrator out of her wet pussy.

He then moved back up the bed and took the mask off her eyes.

"Was that good?" he asked.

"Yes sir but I want to feel you inside me filling me with you beautiful cock."

Paul left Janes hands still tied to the bed but moved back down and got between her legs.

Jane looked down and saw how hard and thick his cock looked. She watched as he lent down and stated to rub the tip of it against her pussy.

She gave a start as he suddenly pushed down and his cock entered her. She loved the tightness and the feel of it filling her.

Together they started to move together enjoying the gentle stokes of Pauls cock moving inside.

Jane felt herself coming again and soon started to experience another orgasm. As it swept through her Paul slowed as he didn't want to cum again just yet.

As she calmed Paul started again to move in and out and knew that Jane was enjoying the sensation. He knew that it wouldn't take much for him to climax but he wanted to enjoy Janes body for longer.

He stopped moving and looked at her and asked, "Would you like to try something else?"

"Yes please but only if it means you will fuck me and fill my pussy with your lovely cum."

"I think I can promise that." he told her.

Paul got off the bed and moved to the side and undid one of the scarves. He then moved to the other side and did the same.

Jane sat up and took the scarves off her wrists and said, "What do you want me to do?"

Paul told her," Turn over and get on your hands and knees and open your legs wide."

As Jane did as she was told Paul moved to the bedside table and took out the tube of lube he kept there. He then got back onto the bed and knelt behind Jane between her legs.

He looked at her inviting wet pussy in from of him. He moved forward and took hold of her hips and allowed the tip of his penis to brush across her inviting vagina.

As he started to push he felt little resistance and soon his engorged penis was fully penetrating Jane.

"That's lovely," Jane said "it feels as you are deeper than ever inside me.

He moved slowly in and out of her and Jane responded by matching his movements. He heard her starting to pant and then felt her body quiver as her organism hit her. He slowed to allow her to calm down and felt for the tube of lube that was on the bed.

With his penis still embedded deep inside her he spread her bum cheeks wide so he could look at her tight anus ring. He brushed a finger against it and felt a small response from Jane.

He opened the tube and squeezed some out and rubbed it over the entrance to her anus. He also put some onto his fingers.

As he started to move his cock slowly in and out of Jane he allowed his finger to play across the tight muscles of her anus. Jane began to relax and Paul inserted his finger into this new hole. Whilst he would have loved to have taken Jane anally he knew it was too soon. He continued to use just the one finger gently going deeper and deeper.

He then whispered, "Is that alright?"

"Yes but it feels a lot tighter than when you come into my pussy."

"I'll stop now but we can try this again another time if you like." he told her.

He slowly withdrew his finger from her and knew that he now needed to fuck her pussy harder than ever before.

As he started to increase the speed of his thrusts he moved his other hand so that he could stimulate her clit. He felt her respond to this and her body started to quiver.

"Yes. Yes." she cried, "Fuck me harder. Fill me with your lovely sperm."

As her body started to reach a climax Paul knew that he would not be able to stop himself coming soon. He trust harder and deeper into her and felt himself start to shoot his cum deep inside her. It amazed him how much he pumped into her lovely pussy.

As he finished he held himself inside her until he felt his penis start to shrink.

He then slowly withdrew and collapsed beside her on the bed. Both of them we panting after their passionate love making.

They turned to face each other and Paul asked, "I hope that was alright for you?"

"That was amazing. It seems to get better each time and I love the way we try new things. I just want more and more from you."

They stayed on the bed for sometime before Paul said, "I think you should be going so you're back in time for dinner."

Jane got off the bed and collected her clothes together. Paul had sat up looking at her lovely young body before he said, "Remember, no bra or panties as I've confiscated them and will hold them until next week."

Jane put on her blouse and skirt and was aware that her firm nipples were stretching the material of her blouse. She hoped that she didn't see too many other students as she went back to her room.

As they stood holding each other in the hallway Paul said, "Next week its your turn to decide what we do. I'm sure you can think of a nice surprise for me."

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