As dusk gave way to evening Debby found herself walking down the street lost in her own thoughts.
"Why did I agree to this?"
"Will I go through with it?"
She wasn't sure, and yet she continued walking to meet a man she felt she already knew, and yet had never met. It had started innocently enough. They had met on the internet, in a chat room. Debby would sometimes log on in the morning before work, or after work when she was bored, and chat with various people about the topics of the day. Harmless stuff, until she met Alex. Even that had been fine, in the beginning. He piqued her interest; they discussed topics from politics to religion to international affairs, or just pop culture subjects like music and movies. He could be funny at times, and at other times she found him irritating. Sometimes he was confident, and sometimes cocky which wasn't nearly as appealing. Debby always found their conversations interesting though, and continued to seek him out when he was available.
Often they would talk for an hour or two, or occasionally just for a few minutes. And yet, as time went on and they got to know each other better Debby began to look forward to seeing him. She would log on to see if he was there, and if he wasn't she would log off, a bit disappointed. The more time they spent together, she began to feel like she could tell him anything, and he seemed to be as interested in her as she was in him. Perhaps more. They would meet and chat and joke with each other, and then go on with their days.
One issue kept coming up, though. Alex was an incorrigible tease. He was always making comments that on the surface seemed tame enough, but in the right light could be considered blatant sexual innuendo. Debby was upfront about the fact that she was a happily married woman, but that didn't seem to deter Alex in the least, as far as the teasing went. Even when Debby pointed it out and scolded him for it he would only be chastened for a short while before continuing. Eventually Debby began to tease him right back, as long her husband wasn't around to see what she was typing. When she was honest with herself, Debby discovered that she enjoyed it. She enjoyed the attention. She enjoyed being chased.
Initially she had closely guarded her personal details, and Alex had as well. But, over the course of their conversations, they slowly let their guard down bit by bit. She got to know what he did for a living, and she found herself telling him about her career. When she asked him about his age he laughed and said, "What does that matter?" Eventually, though, she discovered that he was a few years younger than she was. "I guess you could call me a cougar," she joked, and they both laughed.
Debby found herself attracted to this man she hadn't met, and even though he would hit on her shamelessly she continued to respond to him. Her scoldings came less often and with less vigor, and she suspected he could tell that she didn't really want him to stop. They began to plan to meet each other online when they could, and even exchanged email addresses so they could keep in touch with one another. Occasionally in their discussions he would go too far and she would tell him that he had crossed a line. They could tease each other, but he had to respect the fact that she was married. (Not to mention that she would be mortified if her husband saw some of the things Alex said to her!) "Nothing is enough for you," she would say. And yet, Alex continued to cross the lines, and Debby found herself doing the same. She couldn't help herself. He was attracted to her and she was attracted to him and it was obvious to both of them.
They began to be more open with each other about sex, and they would discuss fantasies, likes and dislikes. Debby couldn't believe she was telling this stranger about her most private details, but it was just words. It was just online. Eventually Debby and Alex began being explicit with each other about what they would like to do with each other. In bed. On the floor. In the car. Debby blushed at the thought of some of the things she said to Alex, and if anything he was even more unabashed and she would warn him when her husband was around. She didn't want her husband to see some of the things Alex would say to her. Alex would chafe when he had to "be good" but he went along. When Debby would tell him, "My husband is gone, you can be bad" it took no urging to get Alex in the mood. Debby's heart would start racing, and she would get wet just thinking about some of the things Alex would say. "At least I can't get pregnant this way," she told herself.
After their conversations Debby would sometimes have to go find her "toy", which was a rather sizable vibrator that not only penetrated her pussy but also her bottom, and rubbed her clit at the same time. She would slide the vibrator in and out of herself and pretend that it was Alex. He was upfront with her as well; towards the end of some of their conversations he would say, "Well, I have to go to bed, but first I'm going to have to take care of myself since you've gotten me so turned on." She knew that he thought of her while he masturbated, and that thought alone would sometimes get her so wet and aroused that she couldn't be bothered to go get her toy and had to rub herself to release right then and there.
One day Debby's curiousity got the better of her and during one of her online conversations with Alex she asked him where he lived. When he responded her heart skipped a beat and she almost gasped. They lived in the same city! She hadn't even been sure if they lived in the same country. Debby wasn't sure what she should tell him, but the long pause had Alex asking if she was still there. "Yes honey, just surprised is all. I didn't expect you to live near me," typed Debby. Alex responded: "How near is near?" And Debby typed back: "Probably walking distance."
Now the long pause was on Alex's end, and Debby smiled to herself. Finally he typed, "Maybe we should meet?"
Debby's hands were shaking and she didn't know how to respond, so she simply logged off without another word. For a few days she didn't log on to talk to Alex, and although he sent her a few emails she deleted them without reading them. "I am a married woman," she told herself. "I can't do this." And yet, she would still find herself checking her phone regularly to see if Alex had sent anything. She would lay in bed and think about whether or not to respond to him at all, or just walk away and pretend none of it had ever happened.
But she would still think of him when she went to sleep at night, and when she woke up in the morning. And when she would use her toy. (Especially then!) Finally, after almost a week had gone by, Debby resigned herself to the fact that she wanted this man. She wanted him inside her. She wanted him to do to her all the things that they had talked about. She had confided in him her most secret fantasies, and she wanted them to come true.
