Jane, Office worker, Female, 25, single

Jane Smith was basically a slut. She would be the first to admit it, too. She was always careful to not let it interfere with her job as it was her office that provided most of the men (and some women) that she had her... "fun" with. it was rare that she would go home alone on Friday night. It was even rarer for her to go home at all on Friday night. She would generally only go home after work during the week. The weekend was her time, for her fun, by her rules. Few men argued with her as she was the hottest woman in the office. Imagine the hottest woman you can and increase that by a factor of, oh say, 15. That was Jane… or at least it was how she saw herself. Most of the guys just fucked her because she was willing and they thought she was attractive. Her attitude, however, meant that few of them would spend more time with her than was needed to fuck her brains out.

This led to an annoying feedback loop. She wanted to cum and didn't care about his needs. He would sense this and hurry to get off so he could get away from her. She would fail to achieve orgasm, which she blamed on him. He would leave after he was done and she would go looking for another guy. The cycle would repeat. The few friends she had would often try to set her up with some guy they knew outside of work, but every time she agreed it ended the same way. The guy would sense her lack of interest in his needs and leave feeling unsatisfied despite finishing inside her. Most nights she fell asleep with her hand buried in her crotch and a glare on her face. She always put on a smile at work, but deep down she was nothing more than a selfish slut who really needed to get off to a good fucking. Sadly, she would never find that until... well, I'm getting ahead of myself. Suffice it to say that she had never been with a guy for more than a few days at best.

Enter John and his naivete. He was a really nice guy. He liked to give people hugs when they were feeling sad. He would often bring donuts for the entire office to share. He even made a cake for people on their birthdays. He was, in a word, caring. Jane smiled to herself the first time she encountered John as she knew she could use him for her own purposes. She figured he would likely do whatever she wanted him to. So she began to plot. Her plan would take time, but she had plenty of time as she was not doing anything of any great importance for the next few weeks. The first time she "just ran into" him, they were both on their lunch breaks. She flirted with him a little to see how he worked, how his mind worked. She was not disappointed in the slightest. She decided she would have fun with him before she "broke" him. And have fun she did. Oh she had a lot of fun messing with his head. At least until that day.