Losing Our Bearings 11C (part 3 of an alternative conclusion to the series): Paying For Pleasure

"Maggie and Alan get closer"

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Maggie and I boarded the train out of London towards home after our separate weekend adventures, mine with the masseuse whose real name I now knew was Louise, and Maggie after her trip north with Alan. As soon as we sat down together, she leaned across and gave me a kiss and told me how nice it was to see me and how grateful she was that I had waited to travel back from London with her. She had managed to do a lot of lesson preparation for the week on the train from York, and although she was a little tired, she was keen to talk.

We spoke quietly so that no one else on the train would hear us, and it helped that our carriage was relatively empty. She asked me about my Saturday, but there wasn’t much new to tell her. I said that I had enjoyed another massage with ‘Jade.’ I didn’t mention the handwritten note on the business card which told me that Jade was really Louise, although I’m not sure why. Maybe I just didn’t want to discuss my time too much before I heard about what Maggie had been up to.

Maggie seemed keen to tell me about her time with Alan. She had found the race meeting more fun than she had expected. There were around a dozen people in the hospitality box booked by Alan in his company’s name. There were four other women, two of whom were business contacts whilst two were partners of other business contacts. It was a friendly group and Maggie enjoyed acting as co-host with Alan. They all placed small bets on each race and Maggie won three of her bets, despite knowing nothing about the form of horses or jockeys. Alan guided her on which horses to bet on.

There was plenty of food and drink available throughout the afternoon. A couple of the guys flirted with Maggie, but it was good-humoured and the women tended to group together. At the end of the day, Maggie had the contact details for all the other women and a couple of men, with promises to keep in touch.

I felt empty as I listened to Maggie describe her time with Alan. It wasn’t as intense as hearing about her having sex with another man but I felt a sense of loss as Maggie described the fun she had, and how she was developing a new social circle in a different part of the country without me.

Alan had invited one of the couples to dinner at an Italian restaurant back near his home. Anne and Mark lived close to Alan, and Anne’s retail business rented a shop from Alan’s property company. This meant Alan and Maggie had a long drive together from the racecourse. During this time Alan opened up more about his life and family. Maggie was happy to tell me about the conversation but I wanted to hear about what happened later.

They stopped briefly at Alan’s home, which was behind large electric gates. It was modern and built in a traditional style. After just enough time to freshen up, they moved on to the restaurant. 

I asked if they had played around before going out. Maggie said they didn’t have time. Then she smiled and said to me, “that came later.”

The two couples had an extended meal, which Maggie enjoyed. She behaved like Alan’s partner throughout, and although Anne pressed her on how she had met Alan and how long they had been partners, she managed to avoid saying too much other than she lived miles away down south and hadn’t known Alan long. Anne and Mark were pleased that Alan had found a partner since he was never happy being single.

Even though I didn’t know Anne and Mark and would never meet them, it tore me up inside to think of them knowing Maggie as another man’s partner. I asked Maggie how it felt acting out the role of Alan’s partner.

“It actually wasn’t a problem for me. I was a long way from home, I had a little too much to drink and I was feeling relaxed. It wasn’t too difficult,” she explained to me.

“But you were living a lie,” I challenged back. “Did they know you had children? Did they think you were going to be Alan’s new wife?”

“They assumed much more than I said. They never probed too much. I did say I had children, and I think they assumed I was no longer with their father. Mainly we talked about other things. They were happy to talk about their life and tell me about Anne’s company.”

“When did you take off your wedding ring?” I asked. These details always hurt, yet I still felt I needed to know.

“It was around halfway through the afternoon at the races. When Alan and I were talking to other guests, he had put his arm around me. It felt natural but as I took a drink I realised I was wearing my wedding and engagement ring. I kept going, but Alan noticed too. He whispered to me that he wanted me to take off my rings.

“I excused myself and went to the bathroom and came back without them. I know my rings left a mark. I think at least one of the women noticed, but no one said anything,” Maggie explained.

“So Alan wanted you to take them off, and so you just did as he said. You didn’t feel strange without them?” I pressed.

“I could see that Alan didn’t want to have to explain the rings. It seemed to make sense at the time. I was being a different person for the day, so it really was just one more thing that was different,” said Maggie seemingly unconcerned. “I really don’t know what the other guests thought but I reasoned that I probably wouldn’t ever see most of them again. I’m sorry, I should have put my rings back on before I met back up with you.”

Maggie opened her purse and fished out her engagement ring and wedding ring from a small side pocket. She showed them to me.

“I kept them safe,” she said, rather unnecessarily.

I took them from her and held them for a moment. Then I took the engagement ring and held it. Maggie saw what I was doing and held out her left hand, palm facing down. I carefully put the ring on her finger. I then took her wedding ring and did the same, returning it to its rightful place.

I had claimed my wife back. She smiled at me.

“I’m still yours,” Maggie said softly.

“When did you leave the restaurant?” I asked, as I started to get impatient to know what happened when Maggie was alone with Alan.

Maggie told me that they didn’t leave until nearly midnight. He drove her back to his home, which was large and modern, behind its high walls and gate.

Alan had taken her bag up to the master bedroom earlier, and she went upstairs to freshen up in the adjoining bathroom while he stayed downstairs to make them a drink.

She had noted that, like the rest of the house, the bedroom was very neat and ordered. She had opened the large walk-in wardrobe and seen all of Alan’s suits and shirts hanging up in order, grouped together by colour. It looked more like a shop than a single man’s wardrobe. I wondered if Maggie was drawing attention to how different this was from how I stored my clothes. At home, I constantly asked for Maggie’s help finding things I had put in the wrong place.

When she came downstairs to join Alan, she said that he seemed shy and uncertain about what to do next. He made them each a coffee, appearing to take his time to organise cups on a tray and finding some chocolate mints to put out on a dish.

Now they were alone, Maggie became unsure if Alan wanted to go to bed with her, but she noticed from how the cups were rattling that he was shaking as he brought in the coffee on a tray. He seemed unwilling to make the first move but Maggie knew from the way he had looked at her over dinner that he wanted her.

Maggie went to Alan and took him in her arms and kissed him. Alan had kissed her back. They spent some time kissing until Maggie asked him if he would like to go upstairs. She said that they never had the coffee.

I asked what he had said to her, when she asked him if he wanted to go upstairs. Maggie looked coy. I said I wanted to know. I realised Maggie was recalling that moment.

“He said he wanted to take me upstairs more than anything else in the world. He said he couldn’t remember wanting anything more,” Maggie said.

“Wow,” I said.

“Well, you did ask,” said Maggie. “He was as nervous as a schoolboy on a first date, not that I know much about that,” she clarified.

They went upstairs and into the bedroom holding hands. Alan was becoming more confident, and when they were in the bedroom, he pressed her against a wall and kissed her more forcefully. He reached behind her back to try and take off her dress but he was fumbling. She slowed him down and said that she wanted to go into the bathroom.

Maggie spent a few minutes in the bathroom to gather her thoughts. She also enjoyed making him wait a little and anticipate what was to happen. She thought of what to wear as she came back into the bedroom and then remembered that she hadn’t brought a nightie to sleep in. Then she realised that she probably was not going to need one. She took off her dress and stockings and decided to go back into the bedroom in her underwear.

She found Alan sitting on the bed and he just stared at her. She realised that his eyes were filled with desire, and that he really wanted her. She asked him to undress so that she didn’t feel so underdressed. He pulled off his clothes frantically and cast them aside in a heap. From how the rest of the house was so ordered, she realised this was not his normal behaviour.

He was wearing silk shorts as she came over to him and they embraced and started kissing some more. Maggie felt him shaking with excitement. She enjoyed feeling in control of the situation.

I thought of how my wife had shown that she could enjoy losing control, but also that she could enjoy being in control. Had we both learned this from all her different experiences? She now enjoyed so many different aspects of sex. Would one man ever be able to satisfy her? That last thought stayed with me for a long time after this conversation.

Maggie said that she was excited and after they had spent some more time kissing, she lay on the bed and took off her bra to excite him more. He came to her and spent some time stroking the skin around her breasts. Then his hands moved towards her nipples and he started sucking on her breasts. One of his hands worked its way down her body from her breasts to her stomach. She responded by becoming very passionate.

I was surprised that he had managed to do this, since Maggie’s breasts were normally so sensitive. It seemed that Alan had managed to make her very excited so that she wanted him even more.

Maggie described how he stroked her stomach and circled his fingers around her navel. Maggie was willing him to do more but he seemed to be in no hurry, and so she reached down and lifted up the front of her panties. Alan still didn’t take the hint and so with her other hand, she guided him under her panties. He moved his fingers further under her panties until they were on her pussy. He stroked her between her pussy lips and then she felt a finger enter her. It slid in easily and moved in and out, making Maggie feel even more excited.

He stopped sucking her breasts and pushed her panties down her legs. He then put two fingers in her pussy and she could feel and hear how wet she was. Alan commented that she seemed to be sopping wet. 

She was embarrassed at how wet his fingers were, but he didn’t seem to mind. He sucked her juices off his finger and then slowly and deliberately went down on her. She felt his tongue on her clit and then moving up and down her pussy.

I asked her if he was good at using his tongue.

Maggie looked me in the eye. “Why do you need to have so much detail? I’m already telling you so much more than I feel comfortable doing, particularly on a train where someone we know could hear us. Do you want to torture yourself?” she asked.

“I guess I just need to know. I can’t explain why,” I replied.

Maggie continued.

“He was a little tentative, and on reflection, I think that it was good that he was very gentle and patient. He didn’t rush. You know I like to spend time building up the excitement and Alan seemed happy to do the same even though I’m sure he knew I wanted him to do more. He kept going for a long time increasing the pressure bit by bit until I reached down and brought him up to me. His face was shiny and wet with my juices and I kissed him. It was weird but kind of special to taste myself on his lips and tongue. He pressed against me and I knew that he was ready to have sex.”

Maggie hesitated and looked at me again. “Is that giving you enough detail?”

“I guess so,” I replied. It felt so exciting, yet so painful.

An announcement over the train speaker told us that we would shortly be arriving at our home station. Maggie started getting her stuff together. We would need to finish the conversation in the car on the way home. We left the train and found the car. Once we were inside, I had to prompt Maggie to continue the conversation.

“You still want me to tell you every detail?” she confirmed again. 

“I have to know,” I said. Although I knew it would hurt.

“We were on the bed and it was getting pretty passionate. It was full, open-mouthed kissing, without holding back. Alan seemed to have overcome his nervousness and just wanted to have sex with me. He pulled off his shorts and I felt him press against me, so that I could feel his hard cock. He pushed me onto my back and I thought he was going to enter me. I knew we were both ready.”

I was feeling excited listening. Maggie seemed to get back into telling me the story and now she didn’t need to keep her voice down.

“I made him pause for a moment, and asked him if he had a condom,” she explained. “I knew I had one if he didn’t. However, he mumbled something like ‘of course,’ and reached to a drawer in the unit by the bed and got one. He must have been prepared because I’m pretty sure he wasn’t in the habit of having too much sex. He put it on.”

“You didn’t put it on him,” I asked. I wasn’t sure why I asked. Maybe because it would have been wise for Maggie to check herself, or maybe because I wanted even more detail.

“I thought he was fine to do it,” she said. “You want to know so much detail, and when we get home I’ve still got some preparation work to do for the coming week. I was late to bed last night and I have to be in school early tomorrow. I haven’t heard all the details on what you got up to yet and we’re nearly home.”

I just asked Maggie to give me an outline of what happened during the rest of her time with Alan, and promised that I would leave any further questions of detail to another time.

Maggie told me that he mounted Maggie in the missionary position where they had intense sex for probably five minutes. She was well prepared and could take him easily, which was not always the case when I had sex with her. In the end, they started kissing more passionately than ever and this sent both of them over the top and they orgasmed together.

“Orgasming together must have felt good,” was my response. I tried not to sound jealous, but it did get to me when I learned how they managed to do something during their first time having sex that Maggie and I rarely achieved.

“It was certainly quite a surprise and something I didn’t expect to happen,” said Maggie as she seemed to recall the moment.

“It sounds like you were very compatible,” I suggested.

“It was nice. We cuddled for a while, but we were both tired. I’m not even sure who fell asleep first. The next thing I knew, I woke up next to Alan in the dark. It felt a bit strange but I used the bathroom and went back to bed. When I woke again it was morning, and Alan was downstairs getting coffee. I dressed and joined him and we had breakfast. There wasn’t much time before we needed to leave so I could catch the train.”

As Maggie finished, I was turning the car into our driveway. When we got home, Maggie busied herself sorting things out for the coming week. I also had chores to do and as I was unpacking, I replayed what Maggie had told me about her time with Alan. She seemed to like being with him and although they only had sex once, they had orgasmed together. We had rarely managed that, yet it had happened the first time they had sex.

Although she had feared spending time with Alan’s friends and colleagues, she had ended up enjoying it. She had fit in well. She seemed impressed with his house and so much about him. 

Maggie went to bed first. She was tired and I knew how much she hated starting the week tired. She put so much into her teaching job and I knew she would want to be in bed early for the next few evenings, allowing little time for us after she completed each night’s marking and lesson preparation.

As I put my clothes away I thought of how often Maggie had scolded me for being untidy. Up to now, I always thought it didn’t trouble her too much, but now I wondered if I irritated her and she would rather enjoy the ordered approach that Alan offered.

I turned off the light and got into bed, careful not to disturb my wife, who was facing away from me and making no sound. I wasn’t sure if this whole new attempt at having a hotwife and trying to find my own enjoyment was working for me. It seemed to be working for Maggie.

As I thought these thoughts, Maggie moved back against me. I touched her and realised that she was naked. It was a surprise and I turned to spoon her and she pushed back more firmly against my hardening cock.

“This is a nice surprise,” I whispered. “I thought you were too tired.”

“I’d like to finish the weekend being as close as possible to my husband,” was her reply.

I quickly took off my top and pants, and Maggie turned to me. She kissed me and held me close.

“I want you inside me,” she said between kisses.

I felt down and she was wet, which was unusual. Normally she needed lots of preparation. But I didn’t complain. We had lovely, gentle sex, albeit it didn’t last too long since I knew Maggie needed her sleep.

Afterwards, we lay naked together. I said how nice it felt to have my bare cock inside Maggie and be able to cum inside her pussy. I was keen to highlight that there were at least some things that were better when we had sex.

“It was nice, and it’s nice to have real intimate sex with the person I love,” Maggie replied as she kissed me tenderly and gently. “Sex is so much better without having to use protection. I’m glad we don’t have to use those annoying rubber things anymore.”

She stopped kissing me but continued to stroke my body for a few minutes before she stopped.

I soon heard Maggie’s breathing change to indicate she had fallen asleep. Before I too fell asleep with her I thought again. Sex on a Sunday night after a busy weekend was unusual. Maybe this was working after all.

Over the coming few days I gave Maggie more details of my time with Louise. I still didn’t mention that I had her mobile number to call. Maggie didn’t seem to want to be too bothered at what I had been up to. I wondered if this was because she found it awkward to ask me or if she really didn’t care much about what I did while we were apart. Maybe she was too busy thinking about Alan. Maybe she was less concerned because she couldn’t see me getting emotionally involved with a woman who gave erotic massages to men for a living.

She often dropped into the conversation further details from her time with Alan. His car had electronically adjustable heated seats which she really enjoyed. He had the latest espresso coffeemaker. His house had a pool area with a hot tub, but they didn’t have time to use it. I always thought Maggie wasn’t impressed by lots of possessions, but she had been impressed by Alan’s wealth and all the luxuries it had enabled him to acquire.

A couple of weeks after the weekend, I had a text message from Louise.

‘Let me know when you’re next in London and have time to meet up. Give me as much notice as possible so I can make sure I’m free. Lx’

I was surprised to receive the message at that moment but very pleased. I could easily organise to be in London overnight. I often needed to attend evening functions or have dinner with business colleagues. However, if I used this excuse to meet up with Louise, I would be going against my promise to Maggie. I replied to Louise, telling her that I would be in touch. I was almost sure that she wanted to see me because she liked me, although I also had to consider whether she just liked my money for the longer sessions and the generous tips I had given her.

It was around a month after Maggie’s weekend trip to the races with Alan that she had a message from him again. She was happy for me to read it.

It seemed that he wanted her to come up to spend the weekend with him in a couple of weeks’ time. He had it all planned. She would come up on Friday evening. He had his own light aircraft and the first thing on Saturday they could go up in his plane to see the Welsh coast and mountains and then on up to Scotland for lunch. Then he would take her out for dinner and to a big dance that was happening on Saturday evening. It was clear that Maggie would need to stay at his house for both nights.

Maggie was surprised since they had parted before without any commitment to meet again. She hadn’t heard from him since the trip. She had already replied by suggesting that she wasn’t sure that she was free at such short notice, and he then suggested another couple of weekends. He even said that he could fly down to an airfield close by and they could go up to Manchester together if that would help.

Maggie showed me all the messages.

“He seems keener on you than you had told me,” I said.

“He’s clearly much keener than I realised,” Maggie said. “I was genuinely surprised to get the invite.”

“So do you want another ‘freedom weekend’?” I asked.

“It seems a bit soon after the last one,” replied Maggie. “I think that the right thing to do is for me to tell him that I’m not ready to see him again yet.”

I was sure that Maggie only said that to me to see if I would agree for her to go up. I didn’t contradict her but waited to see if she would come up with an argument as to why she might see him again.

However, as good as her word, a little later Maggie let me see the reply she had sent him, saying that she wasn’t ready to see him again.

The next day I was working from home and when Maggie came home from school she was very agitated. She said that I had to see the latest message from Alan. I looked at her phone and read the message:

‘I really want to see you again, and if it would help persuade you, I would pay for you to travel up (first class of course), and add a little more to compensate you financially. You know I can afford it. Please consider my offer, yours, Alan’

I tried to work out what the message meant and what Maggie thought it meant. After a short silence, she spoke.

“What do you think?”

“I think he really wants to see you,” I replied, stating the blindingly obvious.

“But what is he offering?” Maggie was obviously agitated.

“To pay your train fare and other expenses?” I suggested.

“And more?” She said,

“Do you think he’s offering to pay you for you to see him? Like last time only this won’t involve entertaining his business colleagues or anyone else. He’d just be paying for you to spend time with him.” I said, cagily.

“You might be right, but what does that make me?”

“I see what you mean. You should tell him where to go,” I said. 

Maggie didn’t answer me straight away.

“Then again, you could find out how much he might be willing to pay,” I added, when I realised Maggie didn’t seem completely outraged. “It might be interesting to see what he thinks you’re worth.”

“So you want your wife to be a whore now?” asked Maggie, looking directly at me.

She wanted to appear outraged. She was trying to shock me, but I could tell that she wasn’t too upset.

“We both watched ‘Indecent Proposal’,” I replied. “I remember we did discuss how it could be exciting.”

“That was just a movie, this is real. And Alan isn’t Robert Redford,” said Maggie. “And I’m not Demi Moore.”

“Well, firstly I think you’re every bit as attractive as Demi, and secondly I doubt if Alan is going to pay one million dollars, although with inflation, Demi would probably cost two million now” I replied. “Anyway, I think you would be more of an escort.”

Maggie smiled for a moment but then was serious again.

“So, what do you think I should do? Surely you don’t want to be married to a sex worker?” asked Maggie.

“You could set a price and see what he says,” I found myself saying. “I’m curious to know what he’s saying and surely you’re just a little bit interested.

Maggie laughed, but then thought for a moment. She looked like she was giving me a challenge.

“What about five hundred pounds?” she said.

“I paid Louise more than that for a two-hour massage,” I said. “I think you’re worth a lot more than that.

“Wow, I didn’t think of that. If you’re planning on seeing her when I’m with Alan, I guess we should ask for at least the same,” said Maggie. Then she thought a little further and smiled. “Probably a bit more. What about one thousand.”

“I was thinking five thousand.”

Maggie looked doubtful. “That seems much too much. I would feel obligated to do things that I might not feel comfortable doing.”

“Split the difference, two thousand five hundred. No lower,” I said. “And you should be clear what that includes and what it doesn’t include.”

I couldn’t believe we were having this conversation. We were discussing the price of having sex with my wife.

Later in the evening, Maggie let me see the message she was intending to send Alan.

‘If you feel able to pay £2,500 for twenty-four hours with me I could only see you from noon on Saturday until noon on Sunday. I will stay with you but you cannot assume that I will do anything more than we did last time.’

She sent the message and we were getting ready for bed when Alan’s reply appeared.

‘I will pay what you asked for, but please consider staying longer. I could even pay more if that would help change your mind? Alan’

Maggie immediately prepared a reply, which she let me see before sending.

‘Sorry Alan. It’s school term and I need to prepare lessons and mark school work. I’ll need to do some of this on the train, but I need to be back in good time on Sunday. This is all the time I can give you.’

A few moments later, Maggie’s phone buzzed and we both looked at Alan’s message.

‘Agreed, I can make any weekend next month. Let me know what the earliest weekend you can manage, Alan’

Maggie proposed the original weekend that Alan had suggested. She liked the idea of the dance on Saturday night. As it was all arranged, I felt strange. Alan’s messages were curiously business-like, without any feelings. I decided this was a good thing. It was more like a business arrangement.

We got into bed and embraced and kissed.

Maggie broke the kiss.

“I can’t believe I’ve just agreed to see a guy for money.”

“You are now a high-class escort.”

I pressed myself against her.

“It seems to excite you,” said Maggie.

I touched her breast and felt her hard nipple. She gave a small groan. I pulled her close to me, so that she could feel how excited I was.

“I’m not the only one,” I replied.

We started kissing each other more urgently. We removed each other clothes and within minutes we were having hot, energetic sex. I couldn’t help imagining my wife as a paid escort, and I thought that Maggie was probably thinking the same. It seemed to make the sex better; more passionate.

The next day, I messaged Louise on the number she had given me. I let her know that I could be in London on Saturday in a couple of weeks’ time, and that I would like to see her. I did say that I would call the agency if she preferred.

She messaged me back to say that if I was okay with it, I could book her directly. She could take some time off from the agency. I asked to see her for longer, and she agreed to a three-hour session.

Sooner than I expected, we had arranged another ‘freedom weekend’ and I could see how far Louise would go when she wasn’t working for the agency. Maggie could see more of Alan’s lifestyle. I would be paying Louise for her time, and Alan would be paying for my wife’s time.

Published 3 years ago

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