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Sex games

Transforming a teenager - Jill Ch.01

Author: lenop

Date: 1 February 2024

Humiliation, Group Sex, Anal, Male Domination

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Jill started dating Jason in the late spring of 2012. She met him one evening at a bar. She was hanging out with her friends on a special occasion - it was her 19th birthday. Only a couple of weeks later they were already together. Jill wasn't bothered at all by the age difference, it was even kind of fascinating that he was 35 years old - almost double her age.

Their characters immediately clicked well together, although not in the usual way. Jill seemed good and completely normal girl, but some of her interests could be considered strange the least. At this stage in her life, however, she was still discovering her true personality. The other thing she didn't know at that time was that Jason unintentionally was about to help her.

....

It was 1 hour past midnight. Their seventh date was just ending. It was hot summer evening and they war walking down the street. Jason was accompanying her to her home. They were near her flat when they passed through a section of the street part of the sidewalk that was less lit. Jason used the occasion to pull his girlfriend by the hand into a completely dark entrance of an old building.

"Suck my cock. Now." Jason said.

This was the first breaking point for Jill. She obeyed and half a minute later she was on her knees and Jason's throbbing cock was slapping her face. He teased her for a while caressing her face with his member until finally he told her to open her mouth and he put it in. That was not the first time in her life Jill was giving a blowjob but now it definitely felt different. Jason's cock was enormous and it was throbbing disrespectfully in her mouth and soon - at the back of her throat. What was supposed to be a quick blowjob became quick and rough face fuck. Everything lasted not more then five minutes, but Jill's face had become red and tears were running down her cheeks, when Jason shot his sperm directly into her throat. She choked on it. Jason pulled out his cock from her mouth. It was covered with Jill's saliva. He rubbed it against her cheek, against her nose and finally against her eyes. Her make-up was slightly smeared by her tears, but now Jason made sure it was completely destroyed. He helped her get up and kissed her mouth softly while holding her chin.

"Thank you darling. You have nice and soft hole on your face. I intend to fuck your little face cunt regularly. Do you understand?" he whispered that in her ear and kissed her again. Jill only nodded to confirm that she indeed understands. "Ok, let's get you home then"

...

Jill quickly got used to her new submissive position in their relationship. Over the last ten days they were seeing each other every evening and every evening they had sex or at least Jason fucked her mouth every evening every time on a different place - two times were in his car and the other in different somewhat public spaces.

This evening her parents were out of town and Jill used the occasion to invite him home. It all ended up with Jason fucking sticking his cock in her vagina. Jill was having sex in her own room and in her own bed for the first time. Jason was more careful fucking her cunt in comparison with fucking her face. Either way, after he had shot his sperm two times in her, he had to follow the tradition.

"Lay on your back and hang your head off the bed" he said to her.

She was growing to be very obedient, so she positioned herself as told and she hung herself down from the bed edge at an angle which was really comfortable for Jason to stick his cock in her throat. It was only natural that Jill received good throat fucking. Jason made sure to cum on her face with his sperm leaking down even on her eyes.

...

For the first three monthts their relationship was strictly monogamous but one day this changed. The change happened in a interesting place. Jill was completely naked and she was lying on the hood of the car her face and tits pressed hard against the metal by Jason's weight. They have parked the car fifteen minutes ago in a solitary small meadow near the main road. A few big bushes were separating the meadow from the road, so nobody in the passing cars was able to see how Jill undressed after being asked by the two guys. The second guy was a friend of Jason and they were about to have a small orgy with her, taking turns in filling her holes. The first to go was of course Jason. He was pumping in her vagina with his full force. At one point he grabbed Jill's long black hair and pulled her head backwards as he started to talk really dirty to her, calling her names.

"Do you like the feeling of being used like that?" he asked her without stopping thrusting in her cunt.

"Oh yes" she moaned the answer "I... like... it.... very.... much..." she managed to say with interruptions between the strong thrusts. They were so strong that she couldn't stop herself but moan every time she felt the head of Jason's cock hitting her cervix.

"It seems you want me to treat you like the public slut you are. Is that right" Jason growled

"Y-y-yes, ple...ase" she moaned willingly.

"Consider yourself promoted to a cheap anal slut then" having said that he switched holes and stuffed his cock with one sudden thrust in her virgin asshole.

Jason and his friend took a few turns fucking her holes. In the night she lost her anal virginity Jill received three cumshots directly in her rectum.

...

Jill was sitting on a bench outside of the club waiting for Jason. She was wearing her newest dress. It was a short one in black color and very soft and gentle fabric. It was a gift from Jason for her first no underwear day. She had followed obediently the instruction and underneath the dress she wasn't wearing anything. The dress was so short that she was actually keeping her legs crossed while waiting on the bench, because she was concerned that her cunt was slightly visible from certain angles of observation. Her outfit for the evening was completed by beautiful high heels with black lace.

As usual Jason was a bit late, but he didn't leave Jill waiting for him too much. He came and greeted her with a kiss when she got up from the bench. During the kiss, Jason skillfully put his hand underneath her skirt to check if she had followed the instructions. His hand found no panties, only bare asshole and cunt, but also...

"What's with the little rope hanging from your sweet cunt?" he whispered in her ear while still groping her cunt.

"I am on my period Jason...."

"You know what that means right"

"Yeah, I had an enema before I went out..." she was glad that he finally stopped rubbing her cunt. It seemed that no one noticed.

"Good girl, you know that I will fill your asshole with my cumm this evening"

"Let's go inside and have some fun, please"

"Oh, we will indeed have fun" he moved his hand in front of her face "But first lick clean my fingers." Jason didn't waited for a response and inserted his fingers in her mouth. Jill hesitantly licked them clean from the taste of her period and they both headed inside.

...

Jill was feeling a bit comfortable. It was difficult for her to find the most comfortable place in her chair. 45 days have passed since she stopped wearing panties and bras. Now she was trying to have a coffe and a normal conversation with Kate. Kate most probably was wondering why the sudden change in her friend and also why she seemed so agitated. When Kate asked her why she stopped wearing bra it was easy for Jill to answer - she simply said that she had found out she felt more comfortable. Of course Kate couldn't have known that her friend was also without panties, so this one Jill did not have to explain. Actually Jill was hoping that the meeting will finish soon. It was increasingly difficult to sit in the chair with a vibrating egg stuffed in her ass. Jason was sitting in another café across the street and was commanding the egg with his phone. He had just increased the intensity almost to the max and Jill was concerned that Kate might be able to hear it now.

A few minutes later the buzzing in her rectum became unbearable and she got up a bit abruptly. She excused herself and went in the toilet of the café where she had really strong orgasm. Luckily for her that was enough for Jason and he lowered the intensity and she could finish her meeting with Kate almost normally. After that Jason took her home with the car. It was half an hour drive. During that time her rectal egg was put on the maximum intensity so she actually had two more orgasms. For the first one of them she was actually so aroused from the humiliation stimulation deep inside her ass that she couldn't help herself but lift up her dress to masturbate. Jason only laughed at the site of his slutty girfriend enjoying herself on the front seat.

...

Month and a half short of her birthday, Jill decided she wants to try somethig new with her body. Of course it was actually Jason's idea but it was really well masked behind innocent jokes so when Jill decided to go to cheap looking tattoist shop she had seen near Jason's work place, she was thinking the decision was really hers. This day she got 3 piercings - one for each nipple and one for her clit. All of the three piercings were the same - beautiful pendants attached on a small metal ring. They looked really shiny, like they were made of diamonds. In reality they were made of cheap glass. Anyway she was happy. She even managed to buy matching earings.

...

In the following weeks Jill participated in a few orgies organized by her so-called boyfriend. With each subsequent party providing more and more violent experiences for her. Up to this point she got used to have sex with 3-4 guys simultanously even if Jason was not in the room. He actually approved of that.

Three days before her 20th birthday and after a wild party Jill was left to go home alone. She was smoking a cigarette after cigarette. Her hair was a disaster. She had just had sex with Jason and five other guys. Jill was actually wearing the beautifull dress Jason had gifted to her for her first no panties day. She was even wearing the same black laced high heels. The dress by itself was looking almost perfect. In fact during the last 10 hours it was worn only for one hour. During the other 9 hours Jill was busy being completely naked receiveng cocks in all of her three holes and her dress was resting undisturbed on a chair. At three o'clock after midnight the dress was the only thing hiding her naked and covered in drying sperm body from casual observers. If there were any.

She had only gone two or three blocks when she found out she was out of cigarettes. How the fuck she was supposed to numb the taste of cumm in her mouth? Luckily she saw a non-stop shop for alcohol and cigarettes across the street. She entered. Jill stood in front of the cash register and asked for cigarettes. The cashier looked at her judgmentaly while he was giving her the cigarettes. She hated that. The fact that the cashier was obviously around her age made things worse. Jill snapped.

"What are you looking at, prick?" she almost shouted

"Nothing, madam"

"Be sincere. You seem to think that I am a cheap whore. Are you disgusted?"

"Madam, please. It's 5 bucks for the cigarettes."

"So you aren't disgusted?" Jill asked again this time she lifted her dress reveling her sore and cumm covered cunt to him. The cashier froze.

"Turn off the lights and fuck me, I am needy little slut and I did not get enough cock this evening"

After some hesitation the cashier turned off the lights and put the sign closed on the front door. Five minutes later she was on the her fours on the floor completely naked and a seventh cock was raiding her fuck holes - another complete stranger was fucking her.

"Do you like it?" she asked while he was pumping in her defiled cunt. He only grunted in response and continued thrusting. Jill's jewels were bouncing to the rhythm. The five pendants - her earings, her nipple and clit piercings were reflected and refracted the dim night lights entering through the window.

"I had six cumshots in my cunt this evening and only five in my asshole." The statement made the cashier increase tha force of his thrusts. He seemed to like the new information.

"Switch to my asshole." no second invite was needed and her asshole was once again transformed into a cock sleeve.

Half an hour later Jill exited from the shop. Her dress stood a little sideways but she didn't care to adjust her. The lights in the shop turned on again as she headed home.

...

End of Chapter 1


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