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Nancy's Story

"Nancy tells how she ended up in the business."

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Author's Notes

"After he met Nancy again, William wants to see her again. In this episode, Nancy tells him how she went from a classmate to a prostitute."

The weeks after I met Nancy, I was in a strange mood. I really wanted to call to make a new appointment to see her. However, it was not very cheap, and as my job did not pay that well I could just not afford it.

I replayed the events very often, almost every day in the beginning, but it wore down a bit after a week. I dumped quite a lot of cum, much more than before. I even woke up a couple of times with a big wet spot after a hot dream where Nancy played the main part.

I dialed the number of the club several times but canceled the call instead of really making it.

*

Then, after three weeks, I get a call from an unfamiliar number. I pick up the phone and it's Nancy, which is a huge surprise and relief to me.

"Hey Bill, how are you doing? Have you thought of me since we met?" Nancy asks.  How could she think I did not think of her!

"Yes, a lot of times. And how about you? Did you think of me?" I ask, hoping she would say yes.

"Yes, certainly. as it was very nice seeing you. You asked about meeting me again, how about tomorrow afternoon? I also want to see you again and talk about the old days at school," she tells me. I don't want to talk about the past with her, but if she wants to talk about that, it is also okay if I can meet her again.

"Sure, that sounds good. I already have a day off planned for tomorrow, so that will not be a problem. Where do you want to meet?" I lie to her, as I don't have a day off planned. But there are no important meetings planned, so I decide to take the afternoon off.

"There is a nice cafe next to a large park, where we can get a drink and then maybe walk around and talk a bit. Would that be okay for you?"

I know the cafe and the park but had never been there.

"Sure, shall I see you around three then?" I propose to her, as I must get home from work and earlier would be difficult.

"Yes, that is okay, see you tomorrow then!" she says and disconnects. I look at the phone, surprised at the sudden change of events and the fact that she went away so suddenly again.

The next day, I leave my work just before lunch. I take a quick lunch and then a shower. I also make sure that I cum, so I don't have to sit there from the start with a hard-on. I cum very quickly, just thinking about seeing Nancy again.

I dress in something easy and drive over to the cafe where we would meet. She is already waiting at one of the tables outside and I walk over to her. She gets up and she gives me a quick kiss on my cheek before we sit down. She is dressed in something casual: old jeans and an oversized sweater, trying to hide her curves but failing at it.

The waiter comes over and she orders a tea and I ask for a coffee.

"Thanks for calling me, I was afraid you would not do that," I tell her, and she smiles.

"Sure, I wanted to call you sooner, but I needed some free time, and the weather was not good enough to be outside." 

The waiter comes back and puts our drinks on the table.

"You knew this place? It is a really nice place to sit, next to the park," I ask and then take a sip from my coffee.

"Yes, I come here more often, usually after I take a walk through the park when I have to think about something, just to clear my mind. We can do that and then we can talk," she says, looking a bit serious. I wonder what she would mean.

We sit quietly for a minute and drink our coffee and tea. I call the waiter and pay for both of us, then we get up and I follow her into the park.

We walk for a bit, then I ask her a question. "What did you mean there, with 'then we can talk'? Is there something specific you wanted to talk about?"

"No, but I did not want to talk about what I do for a living when others can listen in, that's it. And I thought you might want to talk about that," she answers my question, and now she laughs again.

"Well, yes, I want to know more about you, how you came to do this. You were quite smart if I remember and I guessed you would be going to university," I tell her and that was indeed the impression I had in the past.

"Sure, that was the plan before my parents divorced, then things got into a bit of a downward spiral. I can tell you more about it, but you have to answer two questions first," she looks at me, "First, I did expect you to be back within a week, and I was hoping for that actually, but you did not."

I look a bit sheepish. "Yes, I would have called, and I almost did a couple of times. But, you know, my job does not pay that well and the first time was more expensive than I thought as I did not know the exact prices beforehand. I am already saving for the next visit," I tell her, and it is the truth.

"Okay, that club is not cheap, I know." She now stops and looks at me. "And now a more difficult question. You said you had sex one time before, but that was a complete disaster, I want to know about that. Then I tell you about myself."

That is a difficult question for me. I tried to forget all about it, as I am very ashamed about it.

"Are you sure you want to hear that?" I ask her and she looks at me and nods.  I sight as I start.

"I was trying to forget all about it, but if you really want to know, well then okay," I say as I look in the distance and try to avoid looking at her. "It was on a holiday four years ago. I was staying in a hotel with a group I did not know before met at the airport when we left and we were doing day trips to some places in the area, just some sightseeing.  Otherwise, we just stayed at the pool and had lots of drinks."

"There was one girl that was attracted to me, and she was quite nice, and we talked a lot during those days. On the last day of our trip, we had a great dinner with the group and then stayed at the bar as a kind of farewell party.  When the party broke up, I left, and she came with me. In the elevator, she pushed me against the wall and kissed me, and asked if I wanted to come to her room."

"Of course, I wanted that, I wanted that from day one already. I followed her to her room. There I grabbed her and kissed her, and I tried to undress her. As I had drunk quite a lot of beer, this took some time and then I tried to get rid of her bra, but I could not unhook it. She opened my shirt and dropped my trousers and after some fiddling, we both were naked, but I was not very hard."

"We then went onto the bed, and I crawled on top of her. But she was not very wet, and she was also very tight. And I was not hard, so I could not get it in at first but after some time I got the head in and I thought I was fucking her, but I was just sliding over her pussy. And then it went completely soft, and when she noticed it, she could not stop laughing. I quickly got away, got my boxer on and grabbed the rest of my clothes, and got out of the room as fast as I could."

"The next day, I found out she must have told a number of her friends because I could see a lot of smirks on people's faces. Or maybe I just imagined it, as I was so ashamed. And then we had to travel back together. That was the worst flight I ever took." I continue to look straight ahead, not looking at Nancy as I don't want to know what she is thinking.

But then she takes my hand and squeezes it softly. "That was so bad, I can imagine that you did not want anything to do with girls after that. It was so mean," she sighs. "But why did you change your mind now?"

"I don't know," as I shrug, "I just feel that I need something more in my life, someone to share things with, I guess. And I just want to learn to do this better before I meet someone else and repeat that disaster. That would mean I would not want to do it ever again."

I can see she nods slowly, as we continue to walk through the park, silently.

Then she starts to talk about what happened to her.

"You know, I left our town when my parents divorced when I was sixteen. I went with my mom, and we move to a larger town, where my mom grew up. But she has been away for such a long time, she did not know many people anymore."

"Also, after the divorce, she did not want any men around. And she made sure I stayed away from guys as well. Which was not that difficult, as the guys at my new school were just stupid," she smiles about that. "Yeah, just those gym-types, big muscles, but no brains."

"But after a few years, I must have been just eighteen or nineteen, my mom met a great guy just a couple of years younger than her. She is still with him. It did not take long before he also stayed overnight. They were pretty quiet most of the time but sometimes I could hear some noise coming from my mom's room."

"When I came home one night, though, it was dark in the house, so I imagined mom was already asleep, so I was very quiet. When I passed her room there was some light on and I did hear some noise. As the door was slightly open, I was able to look inside, and I was really shocked. Have you ever seen your parents having sex?" she asks, now looking at me.

"No, I never had, and I also never wanted to," I tell her, with a bit of disgust on my face.

"Neither have I, but now I saw my mom with her friend on top of her. I could look straight between their legs, and I saw this enormous thing between his legs pushing into my mom. But then I also my mom's face, and she looked so happy. She was enjoying it so much, so I just had to continue looking, just like I was nailed to the floor. He kept slamming into mom, and I could hear their bodies coming together each time. I could hear my mom making noises I never heard her make before like she was in pain, but it did also sound like she wanted it to continue."

"It did take some time but then suddenly, he moved off and stood up and my mom went on her knees, and she took that thing into her mouth! Can you imagine, I never saw anything like it, I never even saw my mom naked and I had no experience with sex or anything and now I saw my mom naked, first being fucked and now sucking on a hard penis! Her head was going up and down fast and I could see it disappear almost completely a couple of times until she suddenly pulled away and he started to spray my mom on her face and her breast with something. It was really a mess, and I was really shocked. Then she took it in her mouth again, like she wanted to clean it."

"I now slowly and quietly sneaked away to my room, shocked, but I also could not get that image out of my head of the two having sex. I never told my mom I saw them, and I don't think she ever knew it. But it made me think, if mom would enjoy it so much then it must be good."

"That was the first time I saw people having sex. Of course, I know that it existed, but I only saw movies where people made love. At first, I just did not want to know about it, but slowly I started looking for more images on the internet and I came onto porn sites and watches more images and movies. I also got onto live sites and saw girls playing with toys, encouraged by viewers."

"From the first time I saw them having sex, I also started listening more closely to the noises from my mom's bedroom when her friend was in. And I sneaked up on them a couple of times, as I started to feel excited watching them. I did see them do it like that another time, and then I saw my mom riding him until he grabbed her and slammed harder into her, I could see him disappear inside her, and then he stopped and sank onto the bed. When my mom moved up, I could see his penis fall out, followed by quite some white fluid leaking down onto him."

"But then I heard some noises when I knew mom was alone, and I sneaked up on her again. She was indeed alone, but she had one of those toys and was pushing it deep inside her. She also had an iPad next to her and I could hear her friend talking to her, I could make out just the image on it and her friend was also naked at his home. They were having sex together but at a distance!"

"I returned to my room, but a couple of days later, when I knew my mom was staying at her boyfriend's home I went into her room and quickly found her box of toys. She had some smaller ones and some big ones, which looked like they were based on a real penis. I borrowed one of the smaller ones."

"On the internet, it looked so easy to get it in, but the first time it was hard until I found out that I had to get excited, that would make it easy and then I also started to enjoy the feeling of the dildo inside me. I returned it quickly after I used it, and then managed to get one myself."

"The feeling of the dildo inside me was really nice, but it took some time for me to find out that I had to touch myself at my small love knob, and then I got my first orgasm. It was very light, but still, it was the first time and I really enjoyed it."

I look a bit surprised. "Your love knob, what is that? I never heard of that."

Nancy laughs, but nicely. "Not sure you did not hear of that. I like to give things nice names. You probably have heard of the clitoris or clit for short?" She looks at me and I nod. "That's what I meant. It can be extremely sensitive, and if you touch it correctly it can make a girl get an orgasm very quickly."

"Ah okay, now I understand," I say while I nod. "I did hear of it, but never seen it or touched it."

"You almost did touch it last time," she tells me. "It is just at the top of my love opening, or vagina," now she looks at me, "or as you probably would call it, my pussy. When you slid in from behind you pushed against it before you went in."

"Okay, clear, but now please continue with what you were telling," I ask her, as I am getting curious where this might lead to.

"Okay, but you have to tell me if you think it is getting way too long," she tells me. "I like to talk way too much, a lot of people told me that."

"When I found out how to trigger my orgasm I did it very often, sometimes once or twice a day even, as long as there was no one home. The more I did it the better I became at it. You could say I became addicted to it even. I did not want my mother to notice it, although she must have, because of all the stains I made on my bed. And she probably did find my dildo as well."

"After some time, that dildo did not feel good enough anymore, so I managed to get a larger one, and this one even vibrated. The first time I used it was amazing, my orgasms got longer with it. But still, I did not get that sense that I thought I saw with my mom, the intense happiness. I needed to get that as well, and I guessed that would happen only when I had real sex."

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"I had to find out what I wanted. I heard quite a lot about first-time failures," she looks at me but then continues, "and I did not want that. I needed to find someone with enough experience to help me. I thought about my mom's boyfriend, but what I saw from him made me afraid he would rip me open, as his device seemed that big, so much bigger than the dildo I got. Also, my mom would be furious if I tried anything with her lover." 

"So, where do you find someone? Then I thought of one of my friends. Her older sister had a boyfriend, but they broke up a couple of months ago. When we were at my friend's place before they broke up we listened in on her sister and her friends bragging on the bed performance of their boyfriends, and I remember her sister claiming that he was the best she had ever had. I don't know how many she had, but still, it sounded okay. And I knew where he lived, and I even bumped into him occasionally when I was walking with our dog, as he also had a dog. I planned to get in touch while walking the dog. Yes, it sounds stupid, but at that time, I thought it was a brilliant plan."

"My mom was a bit surprised as I was walking the dog twice a day for almost a week, but I did never see him around. I was starting to think that he might have moved, but then one day I did see him again. Now I needed to get in touch, without him noticing that I wanted more. I was just walking with the dog and watching my phone as I 'accidentally' really bumped into him. I then told him how sorry I was, and then he said, 'Don't I know you?' That made me jump internally, and I told him we met at his former girlfriend's home and that I liked it when I saw him there. We talked quite a bit, and I learned that he did live just around the corner and he was still single."

"To make a long story short, I met him a couple of times more while walking the dog, and then I went out without the dog, wearing my slutiest outfit and that must have excited him, as he took me home with him. I think he must have been wanting sex, just as much as I wanted it, as he did not have a girlfriend. When we were in bed, I ask him to be a bit careful as it was my first time and he almost backed away from it. But lucky for me, he did not and in the end, that day, I lost my virginity. It was the first time I got fucked for real, he was really good in bed and made me cum several times and it did feel like what I expected my mother was feeling. But I did not know much about the dangers, and we did not use any protection. He must have been so happy that I did not know. Luckily, my mom made me take birth control pills, so nothing happened.  We kept meeting for some time, and he taught me how to fuck and more and I found out that I loved doing it."

"How she did it, I do not know, but my mom found out about it. Could be that she found one of my panties with some cum leaked in. But she was very angry, not about the fact that I was fucking but about the fact that I was doing it without protection. Since then, she made sure I always had some condoms with me. I did not do without since, although the feeling was so good."

"From that time on, I tried to fuck as much as I could, and I guess several guys have been having a really good time. I did have some bad experiences, but most of the time it was good. In the meantime, I also got a nice job and moved away from my mom, so now I could also take them home with me if I wanted to. The job was nice, and I tried to avoid fucking my colleagues. That was not very difficult, as they were much older. It worked and they never knew what I did outside of work. I used to be such a nice girl there." She smiles thinking about it again.

"But some of the guys started to get a bit nasty. They treated me as if they owned me, and I did not like that. It was sometimes very difficult to get rid of them, some started to stalk me. As you know, they gave some self-defense classes at school, they came in quite well in that period. Also, I started to think about making money with it, but I did not know how to do that. Inviting guys over and having them pay is not that easy. I did get some nice presents from some of the guys, but others just wanted to have everything for free and then even started to demand things."

"Then I met a guy about two years ago, who I fucked a few times, and he suggested that I talk to a lady he knew. That lady was the manager of a club in my hometown, and she said that I could make a lot of money if I wanted to work for her. I told her that I did not want to work in this town, as I knew too many people. I did not tell her that I would probably run into many guys that I already fucked for free, but she must have guessed that."

"She gave me the contact of miss Lidia, the lady you saw behind the bar, who owns that club. And she asked me to come over for a talk and we had a good talk. She asked me why I wanted to work in this business, and I told her that I wanted to make money with what I loved to do most. She asked me a couple of more questions, specifically about what I would do if I really did not like a guy and I guess the answers were right. Also, she wanted to know if any others were profiting from me working here, and I told her there were none but me, and that I really wanted to do this because I love it."

"This was in the afternoon, as there were no customers there. She then offered me the option to stay that night, and she would invite some of her best customers to see if it would work out. I told her that that would be okay. One of the girls explained to me all that I needed to know about the club, like where to change, how the rooms were organized, how to ring the alarm if something went wrong, and all those things. They also got me in some of the nicer clothing that was fitting for the club, as I was dressed in my normal daytime clothes for the interview. You did see what we are wearing: short tops and skirts and high heels, to show off our bodies."

She looks at me and I nod. All the girls in the club wore almost identical clothing, and all of them showed all their curves nicely, as I could still remember.

"So that night the first guy was not very good-looking and in his fifties. She must have selected him to test me. He was the oldest guy I had ever been with, about double the age of the guys I used to date. I did not expect much from it, as I imagined that they would not be able to perform in bed at that age. I did what I would normally do, and he really was quite good in bed. I did enjoy it and I made sure he also enjoyed it."

"The next one was a very large black guy, just a bit older than me. I never fucked any colored guys, as there were not that many in the town I came from. He was a lot larger than I was and his member was big, larger than I had ever seen before, much larger than the one of my mom's boyfriend. You did hear or read the stories about black guys being so much larger? Well, for this guy they were all true. He was longer and thicker than anything I fucked before, so I rode him, very carefully as he stretched me to the limit. After that, he fucked me hard, and that did hurt quite a bit. But he also made me cum, which was a real surprise for him and me as well, as I did not feel the combination of pain and orgasm before. He also was able to go through a lot longer than others, so I was afraid that he would not cum. But I guess he could control it quite well, so he did in the end, just before the hour was over."

"After he was done, my pussy hurt quite a lot. I needed some time to recover, and I took a shower, just to think about what had happened. When I returned to miss Lidia, both guys were still waiting there, and they told me that they had one of the best experiences here in a long time. Miss Lidia offered me a place in her club right away and paid me more than I normally made in a week, just for two hours of work. I told her I needed to think about it and then I went back home."

"At home, I did not need that much time, and the next day, I called miss Lidia back, telling her that I would love to work there. Since then, I work three nights a week. The other nights, I can do what I like. I did see the two guys that tested me again, and now I can even fuck that black guy without any problems. So that is how it all started for me," she finishes her story, and she stops.

As I turn around to look at her, I see that she has some tears in her eyes, and I put my arms around her and hug her.

"What is it, why the tears?" I ask her.

"Just the fact that I went through it again, just all the things. You are one of the few people I told all this, and I hope you don't mind," she says, looking at me.

"No not at all, it is an amazing story, but why would I judge you about anything? You do what you love to do, and the only reason we met is that I visited the club, just to have sex. I am just happy that we met," I tell her as I hug her. "If you had not done what you did, we would never have met at all, and I am so happy that we did." I give her a quick kiss on the top of her head.

She looks at me, now smiling but still with some tears on her face which she quickly wipes away. "Thank you. You are so nice, I never would have thought that when we were at school, but I really like you for being so honest with me."

"But you have been working there for some time now, do you still like it? It must be quite different from just dating guys," I ask her.

"Yes, I do. It is indeed quite different, as sometimes on a busy night you get to do it with four or five different guys, which can be a bit much," she tells me. "And sometimes I miss the things around it, the dating, the intimacy, the hugging. But now it is just the sex and then they are gone again. Some of the guys only want to see me and then sometimes it becomes a bit more than that, but I also try to stay away from being attracted to any of them."

Together we walk on, and I think how we could continue from this. I want to visit her, but I also would like to see her outside of the club to talk to her and be with her. She is the first girl I ever had feelings for, I don't know about love but just enjoy it.

"What are you thinking about?" she asks me, as we were walking silently.

I am silent for a moment. "About how my life did change because I met you.  Because I wanted to have sex I went to a club far away, and then I met you and suddenly, it did change my life".

She looks at me and shakes her head. "Don't try to get too involved with me. Basically, I am just a hooker now, and that is how you should think about me," she tells me.

"Yes, I know what you are, and I don't care. As long as we are here you are just the girl I know from school. And next to that you are a very good-looking woman. If I get back to you in the club, you can do what you best, and I will enjoy it. But for now, that does not matter."

I stop and take her shoulders and kiss her and then look at her. "I am not talking about anything more than just having a good time, just like this. And I don't expect anything more."

She looks at me, shakes her head, and kisses me back. "You are just such a great guy, if I was not in this business, I would really want to date you and have fun."

"Yes, I can see that, but maybe we can do this again some time?" I ask her.

"Sure, as long as you don't expect anything more. And who knows what can happen in the future," she says, and then we arrive back at the cafe.

She sits down at one of the tables and I join her, and we get another drink.

"But I do have to ask you something, something difficult for me to ask you. But as I know you from school, and I feel you did not change that much," she says softly, and that remark makes me look at her with a surprised look. "Yes, I feel you are still the same guy, a bit shy but I also can depend on you, I guess."

"So, what I was going to ask you. I have a friend, who is also a bit like you, a bit shy but she did have some relations in the past that all went bust in more or less dramatic ways. Now she is afraid to get into something with men, and that is a real pity, as she is such a great girl."

"Would you want to do me a favor and meet her and maybe take her out for dinner? I know it is a strange question, but would you want to do that?"

My surprise grew as she was talking. When she is done, I look away for a moment, gazing in the distance to make up my mind. She is a friend of Nancy, but I don't know her, and I would go out with her without knowing much of her? What do we have to talk about? So many questions.

But then, as she is Nancy's friend and she is asking me. Maybe I can get something from Nancy as well as a favor.

"Is she, eh, eh, in the same business as you?" I ask, to buy me a bit more time.

"Oh no, not at all. She knows that I am doing this, though, and that is okay with her," she answers my question. "And no, she is no virgin but had some really bad experiences. If she is ready, she might tell you about it. So, if it might come to that, be very careful, otherwise, she might freak out."

"But I don't have any experience with that, I don't know to make a girl comfortable. Could you help me with that?" I ask Nancy, and she nods.

"Yes, I can help you with that. Next time we see each other, I will teach you how to please a girl and make her happy, but the first time will be at the club again. I might arrange something else next, just to teach you some more," she tells me, and it looks like I will be able to see her outside the club.

"Okay, I will go out with her, but I don't know if it will work out, I don't have the experience and she has had some bad experience, that does not sound like a great combination."

"But I trust both of you, and I think you could be a good match, at least for now, and hopefully, both of you will get some from it," Nancy says. "You will get the experience in dating, and she will get some good experiences with guys again."

Then I kiss her goodbye and get into my car and drive home. This day ended with a strange twist again, I hope it will work out with the other girl, but the most important part is that I will see Nancy again more, and this time has some playtime again.

She probably did notice the fact that I was hard most of the time, but she did nothing about that this time. Next time, she will get to work on that again, I am sure!

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Written by bigjohn8
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