A little background:

James was a high school teacher. He had never even thought about fooling around with any of his students, despite the fact that many were model beautiful and he was a single man in his mid twenties. Over the four years he had been teaching a number of the girls girls had tried to get him to notice them. One time a senior girl even met him in his classroom at the end of the school day and began unbuttoning her shirt, exposing the cleavage of her D-cup breast to his eyes. He stopped her before she got her shirt fully opened and told her no. She refastened her shirt with tears in her eyes and fled the room.

It wasn’t until she walked into his classroom that he ever found himself wishing to take a young girl to bed. Her name was Janet and she was a freshman. It was the middle of the school year and her family had just moved into the area. She was fifteen with pale green eyes, light brown hair, and had small A-cup breast. He couldn’t help but wonder if she would look as good naked as she did dressed.

That night he, as he often did, went to a popular restaurant for dinner. When he got there he saw the Janet sitting with an older woman and another girl that could only be her sister. The waitress sat him next to them.

Janet recognizes him as her history teacher. She introduced her mother, Elizabeth, and her half sister, Mary, to him. He found himself attracted to all three of them, including the fourteen year Mary, who was in eighth grade. (I should probably explain that the girls had started school in another country in which children started school at the age of six rather than five as they do here.)

The main story:

A few weeks later he began dating Elizabeth, though it was really Janet that he wanted to get close to or even her little sister for that matter. Both girls had an allusive quality about them.

One Friday, after they had been dating for a couple of months, Elizabeth called him. Her boss had apparently told her that he needed her to attend a conference in Atlanta and she would need to board a plane late that night. She couldn’t get her normal babysitter for the weekend and asked if he could help her. He immediately agreed and went over to her house.

The four of them talked for an hour, until Elizabeth had to leave to catch her plane. It was decided that the girls would stay at his house throughout the weekend. Janet had plans to meet some of her friends at the mall on Saturday morning to do some shopping. More importantly, to Janet, they would do some boy watching as well, though that part wasn’t mentioned. The girls gather a few changes of clothes whilst James waited. Then he e and the two girls went to his house.

The next morning James was up early. He made a big breakfast of pancakes and beacon. For himself and the girls. Janet was the first to come to the kitchen to eat. Mary was still asleep, Janet informed him. She sat down and ate then left to meet her friends. At 10:30 James began to worry about Mary. He was about to go up to the room she had slept in, when he heard Mary ask, “Has Janet gone yet?” He said, “Yes,” as he turned around. There, standing in the doorway, was Mary. His mouth dropped open as she said, “Good, how do you like my new nightgown.”

There, standing before him, was a beautiful fourteen year old girl totally naked. His mouth opened and closed a few times in a loss for words, and she said, “I thought you might be missing mom and that maybe I could help.” He finally found his voice and said, “What,,, what do you mean?” She replied, “Mom said that y’all had plans for the weekend. Well,,, I just thought I could take her place. I’ve always wanted to try it and since we are alone,,, this could be my chance,,, well our chance really. See I have liked you since we met and,, and I want you to be my first,,, you know.”

He had wanted both her and her older sister from the start. He wasn’t about to turn her down, but he asked, “Are you sure, I mean I won’t make you do anything you don’t want to?” She smiled and said, “Definitely. Though I would ask you to use protection. I don’t want to get pregnant or anything.”

Dumbfounded by her statement he let her lead him to the room she had slept in the night before. He began by kissing her deeply as she began removing his clothes. Once he was as naked as she was he lifted her and placed her on the bed.

He began kissing down her neck to her small developing tits. They were nearly an A-cup in size and were still conical in shape as they hadn’t fully developed. After spending several minutes on both of her tits, he continued down to her slit. Gently he parted almost hairless pussy and began licking. He found her distended clit and rubbed with his tongue before sucking it into his mouth. Her breathing had gotten heavy in her aroused state, but as soon as he sucked it into his mouth her hips began to buck in obvious enjoyment. Without warning her body stiffened and she screamed out in orgasmic bliss. She thought, ‘If he can do this with just his tongue, what can he do with his dick.’ She could hardly wait. Quickly she rolled a condom onto that magnificent organ of his and said, “Fuck me. Do it now, please.”

He rubbed his now incased cock up and down her wet slit to lubricate it. Instinctively, the third time he had rubbed up and down, she bucked her hips as he neared her sexual opening. His cock head entered wet channel and she felt, for the first time, that glorious feeling in being stretched by a man.

As she had started it of her own accord, he felt obliged to continue it. He pressed himself down until he hit her hymen. He paused while her body adjusted, then pulled back a little. She began to protest just as he slid his cock forward and through her cherry. “Oh god,” softly cried as he felt his cock enter unexplored territory. A third such stroke had his cock pressing against her cervix. Despite being as fully into her as he could be, he still had a half an inch or so he could have given her, had she been a little deeper inside. He began sawing in and out of her always stopping when he felt her cervix at the end of his cock. This was her first day and he didn’t want to hurt her like that. He rode her thru two orgasms and could feel that another coming one building within her. He knew his own release was close so he pounded her a little harder though still trying not to hit the cervix too hard. Suddenly she did something he hadn’t expected. On his final plunge into her, she through her legs up into the air. This caused him press more tightly into her cervix as his load shot out of him. This caused the sperm laden condom to force its way into her cervix. This sensation gave her the biggest orgasm of all. The only problem was that when he pulled his cock out of her the condom tore and released his seed into her. This was only revealed to them when he saw her end of his cock head sticking out of the end of the condom.

He apologized repeatedly as the two of them went down to eat. They ate in silence for half an hour, James worrying about wether or not he had just impregnated this fourteen year old girl. If he had would he be heading for a long jail sentence in prison or would she or worse her mother get him fired from his job at the school. In many ways that might be the best thing for him, that way he wouldn’t have temped into such a thing again. Yes, he wanted and even planned to have sex with the girls, but he had planned for it to be safe sex not this uncertainty over pregnancy.

After they had eaten, Mary said, “You know,, I bet Janet would like to do it with you as well. Maybe you can do her tonight when she gets here. In fact you know what would be even cooler,” she went on without stopping, “If we both got pregnant, and mom too. Then we could all live together and be one big happy family. Best of all I could fuck you everyday if I wanted to. By the way can we do it again? Please? We can skip the condom this time. I want to feel you in me again. The real you without that thing between us.”