F: My Wife, the Escort Years

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My wife and her first night as an Escort.
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Whilst the events described happened, the dialogue is not always a clear memory and when writing from my wife's point of view this is as I remember her telling me as she isn't interested in talking about this part of our lives anymore. Names and some places have been changed to ensure privacy of those mentioned.

Although each story is written to stand alone, they are in chronological order and best read in that order. If you haven't read 'Majorca' then the opening may make little sense.

The sex described in this story does not involve anyone under the age of 18.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

To recap, if you've not read the first stories then a bit about ourselves. We met when 17, were engaged when 18 and gave our virginities to each other a few months after getting engaged. We married at 19 and enjoyed the company of other couples and my wife Carol enjoyed a gangbang whilst we were on holiday abroad. Our jobs were paying well, and life was good until the recession struck. By chance we met a couple of similar age where the wife was escorting and earning such that they had got out of debt and were now solvent. As we were on the verge of losing our home, we agreed to do same, and this story picks up after Carol had been hired by the Agency.

As for Carol she 5'2" slim with a 34B, 24, 34 figure, with red shoulder length hair and was just as pretty as you can imagine. Her tits stood out on their own being nice and firm, in fact she could easily go out braless but for her nipples which you could hang a coat hanger on when aroused! As for me I was 6', slim build and looked presentable I'd imagine.

~~~~~~~~~~~~~~~~~~~~~~~~~

We arrived at the hotel just before 6pm and waited until the manager, John Doyler was available to book us in, exactly as Jenny had instructed.

"Can I help you?"

"We're Mr & Mrs Wilson and have a reservation for tonight."

He looked at us both, smiled and said, "there's an envelope left here for you and you're in room 308" and handed us the keys with a smile. "Jenny has asked that if you need anything please ring the desk and ask for me so that I can sort the issue. I'm now on duty until 6am so please don't hesitate."

That confirmed what Jenny had told us about the hotels she used; the managers were on her payroll. Jenny also said that part of their payment was a freebie with the escorts, but this was always set up in advance and we would know before arrival of the arrangement, just in case one of them tried it on. Jenny didn't think that was likely as they were on a good retainer and the perks kept them satisfied so spoiling this would seem a bad idea.

We took the keys and envelope and headed for the lift, once in the lift I asked Carol what she thought of the manager, she grinned and said, "very nice and look forward to being his perk!"

Once in the room we opened the envelope which confirmed that she would see Mr Smith at 7pm and that he wanted her to dress as a secretary, with stockings and suspender belt. Then at 9pm it was Mr Jones who wanted her to be in a dress with just a thong underneath. The note went on to say that all necessary clothing and shoes were in the wardrobe. We opened it and there was a selection of pencil skirts, blouses, dresses, lingerie, and heels, all various sizes and included Carols so all good on the clothing front. All curtesy of John as Jenny was aware it was unlikely, we would have those items with us. We learnt later that all the hotel managers had a selection of clothing which they would put into the wardrobe in advance of the escort's arrivals.

With barely an hour to get ready Carol got undressed and went into the bathroom for a shower and emerged with her hair in a ponytail and minimal make up which always made her look good against her red hair. Then she selected the lingerie and went with black with a red pattern and put the bra, stockings, suspender belt and thong on. Fuck, I was drooling just looking at her. She then put on a white blouse and black pencil skirt with 4" heels. She looked a million dollars.

It was now a few minutes to 7pm so we left the room and made our way to the lift and the 5th floor where we would find room 511. At exactly 6pm on my watch I knocked on the door. A smartly dressed man in a business suit of approx 50 years of age answered and I said "Mr Smith?" to which he replied, you must be Mr & Mrs Wilson, I nodded yes. "Thank you for bringing such a beautiful woman to see me and took her hand, raised it, kissed the back of it. and gestured for her to enter, turned to me, offered his hand saying he'd see me in one hours' time. I shook his hand and just said yes, will do.

With that the door closed and I walked to the stairs and back down to our room. It was only then as I played that back in my mind that I realised I'd shook his hand as I would if I'd met him in a work situation, it was surreal. For the next hour I tried to occupy myself with the radio and or reading a book but couldn't, perhaps unsurprisingly concentrate on either. Just before 8pm I made my way back to room 511 and at exactly 8pm knocked on the door which opened almost immediately. Mr Smith stood back to allow Carol to pass by and then thanked her and me for a most enjoyable hour that he very much hoped to repeat again. He again offered me his hand and once again we shook hands, surreal or what!

Carol walked out of the room looking flushed like she'd been well fucked, a look I knew very well, and followed me back to the lift. Once we were back in the room, I asked her what happened, and she just said she would tell me after her second date as she needed to eat and have a bath. John had already had a plate of sandwiches and pot of tea delivered saying he thought we might need these and whilst she ate, I ran the bath for her.

Carol enjoyed a 20 minute bath and again came out looking stunning with her make up reapplied and this time with her hair shoulder length but with a hairband pulling her hair back. She then selected a thong and a dress (pastel yellow with flowers) and put this on along with the same heels as before.

Just before 9pm we again left the room and took the lift down to the second floor to find room 206. On the stroke of 9pm I knocked on the door and repeated the conversation with Mr Smith but using Mr Jones this time who was wearing a silk dressing gown. He thanked me for bringing her to him and beckoned Carol into the room closing the door behind them. I again made my way back to the room to wait, my concentration being no better. An hour later I knocked on room 206, the door opened, and a flushed Carol walked out with Mr Jones saying how much he had enjoyed her company and wanting a repeat next time he was in town.

As we made our way back, I passed on the message from John that if we went down to the bar, he had a cottage pie ready for us and a couple of drinks, all on the house. Carol did though have to visit our room first to 'clean up' as she put it and find a pair of knickers to wear. Any description of what went on tonight was going to have to wait as she was starving.

We got down to the bar and John came over and took our drinks order saying the food will be along shortly. There were only a few people in the hotel bar and when John returned with a beer and glass of wine, I said I thought the kitchen had closed. He confirmed this but as the night Manager he stays on site and his room had a kitchenette which is where he rustled up the cottage pie.

After eating we retired to the room where I would learn what happened. We stripped off, got under the covers and she then told me of her two 'dates'; these are her words as best as I can recall them.

Mr Smith.

"After you both shook hands (wasn't expecting that by the way) he shut the door and went to the desk where he handed me a notebook and pencil and indicated I was to sit sideways at the desk. He then sat on the bed and dictated a letter which I was to read back after he had finished. Well, I've never done shorthand so had to scribble as fast as I could but thought accuracy was probably not the point here and role play was. When he'd finished, he asked me to sit on his knee whilst I read the letter back to him. I sat as requested with his left hand around my back and right hand on the inside of my right thigh, you get the picture.

As I started to read it back, so his right hand travelled up the inside of my thigh and I moved my legs apart to allow him to access my thong which in a pencil skirt was just about possible. Meanwhile his left hand undid the zip on the skirt and then he undid the button and pulled my blouse out of the skirt. His left hand was now on my bare flesh and moved up to my bra which he undid very easily. I now had his right hand fingering my pussy through my thong which was getting wetter by the second and his left-hand snaking round under my arm to massage my left boob.

He asked me to stand up, take a step away from him and let my skirt fall to the floor, remove my blouse, bra and drop them on top after stepping out of the skirt. He then told me to turn away from him, bend over keeping my legs straight and pick them up. This forced my legs further apart and I duly bent over and gathered them up but as I put my hands on the floor to steady myself, so I looked back between my legs to see him salivating at the sight of my bare butt cheeks and pussy which was barely covered by my thong. After gathering up my clothes he gestured to put them on the chair and come back to stand between his legs where he cupped my mound with one hand whilst the other went around behind me to grab by bum cheeks. He massaged both for several minutes before he hooked his thumbs under the thong and slowly pulled it to below my knees where it fell to the floor. He stood up and asked me to remove his jacket, shirt, tie, then his trousers and underwear; it was only then I noticed he was barefoot, so I didn't have to take off his shoes and socks!

He pulled me into him, lifted my chin up and bent down to kiss me and we were soon kissing, tongues and all. We made our way to the bed where I laid down and he spread my legs so that he could get his mouth to my pussy where his tongue danced all around it, entered me and licked me all the while with one finger inside me. He then slowly came up the bed kissing me on my tummy and both boobs before our mouths met once again and I put my hand down to grab his cock, lined him up and he slid straight in. We then fucked slowly, he started to speed up until he grew very hard and shot a big load in me. He did though keep going until I came a few seconds later.

He rolled off me, turned me onto my front, pulled my legs apart, knelt between them and raised my knees so that he could enter me again with his cock just as hard as the first time. Considering his age, I was impressed with him keeping an erection just after cumming. He held my thighs and with my face firmly on the bed he started to fuck me slowly at first but very quickly got into a rhythm and increased his speed. My face was being pushed into the bed almost without mercy as he got faster and harder until I sensed he was close. He gripped my thighs tighter as he pulled me against him for maximum penetration and with a grunt came again shooting another load into me. Fuck I was exhausted even if he wasn't! After he pulled out, he laid beside me, pulled my lips to his and we kissed me softly and sensually as we lay facing each other. It was only then that I realised that I had been in the room for some 40 minutes as time seemed to have gone very quickly.

We lay in each other's arms for another 5 minutes or so recovering and I started to fondle his cock which started to harden again, he rolled me onto my back, got on top and entered me fully once again. This time though he slowly fucked me in and out and I was enjoying the feeling of being penetrated by a cock belonging to someone who until just under an hour ago, I had not met and didn't know at all and, was going to pay me for fucking me. This erotic thought (which it was) increased my juices and I started to cum again as he increased the tempo, and we came together. He slipped out of me and said that you would be along in 5 minutes so best use the bathroom to clean up. I did and finished just as you knocked on the door, as I left, he gave me a £20 tip.

Mr Jones

Again, I noticed you shook hands with a stranger who was going fuck me, seems surreal to say the least but may be that's how this is done, who knows? Anyway, he asked me in, shut the door and told me to stand in the middle of the room and turn around very slowly so he could admire what he was about to enjoy. I did a slow 360 turn and when I faced him again, he told me to slip the dress of my shoulder and let it fall to the floor. This of course left me standing there in heels and a thong only, a view he very definitely liked! I was then told to throw the dress onto the chair and get on my knees, as I did so he slipped the dressing gown of his shoulders to the floor leaving him standing there naked but with a nice semi on. Another similar sized cock to yours, maybe just a little shorter but very nice, nonetheless. He beckoned me to walk on my knees towards him and obviously wanted me to suck his cock but just as I got to him, he told me to put my hands behind my back, not something we've done before and very different doing it that way.

I slowly licked his cock from balls to tip and back down again to his balls which I spent some time on licking all around them and taking them in to my mouth, then up his shaft to the tip where I took him into my mouth. Being shorter than yours I could get all of him in which he seemed to like and with his encouragement bobbed up and down sucking as I know you like me to do. I could feel him getting close and he said he would cum in my mouth and expected me to swallow, suits me as you know I like the taste of cum. He did exactly that and let go with several spurts of cum into my mouth which I just about swallowed without spilling a drop, that impressed him!

He pulled me to my feet and put his lips to mine and we kissed passionately with tongues so he must like the taste of his own cum because there was still plenty in my mouth when I realised what he intended. We went over to the bed where I laid on my back and he went between my legs pushing them apart to gain access to my pussy so that his tongue could lick me, he then clamped his mouth over my pussy to suck me also. I did clean up after Mr Smith so hopefully he didn't get any leftovers but as I was enjoying what he was doing I didn't really care! His finger then slipped inside me, and he massaged the wall of my pussy with finger and his thumb on the outside.

After several minutes of this he started to climb up on top of me and I put my hand down to grab his cock and guide him to the entrance to my pussy where I moved it across my lips before allowing him to slide the first few inches in, I moved my hand away and grabbed his bum cheeks, and he took over going in and out slowly but deeper each time until he was fully in. Once fully in he stopped and just laid there without moving for not a long time, but it seemed a long time. Slowly he started to move in and out and went at the same pace for quite a while before increasing his pace and starting to really pump me until he groaned, pushed in as far as he could and I held him against me as hard as I could following which he came very hard, with long spurts of cum hitting the inside of my pussy walls -- I thought at one point he was taking a piss they were so intense. Once done he rolled off me and pulled me to him, so I lay my head on his chest and threw a leg over his.

We stayed like that for quite a while, and I think he may have dozed a little bit. Checking the clock, I could see we only had 15 minutes left and nudged him to ask if he wanted anything else and he pulled me on top of him, so I grabbed his once again hard cock and placed it at my pussy entrance and slowly let myself down onto his cock. I basically sat on him, and my pussy just swallowed his cock completely, I rocked back and forward getting faster and faster until he started to thrust upwards. I then let him take over as he thrust faster and harder until I heard him grunting once again and he shot another load deep into my pussy.

Once he had finished, I said times up as you would be knocking on the door in a couple of minutes. I just about got clean before you arrived and he gave me a £20 tip, and we went down for dinner."

As Carol got to the end of telling me all this, I was so hard I just rolled her onto her back and fucked her very hard as she kept saying harder and harder until I exploded inside her with as much cum as I can ever remember.

We went home the next morning with £80 being £40 tips and £40 from her 'interview' with Jenny (roughly £400 today) and with another £80 to come in 'wages' from Jenny. We called Jenny when we got home to check in and so she could be sure we were ok and if there were any problems, there wasn't. Jenny told us that both Mr Smith and Mr Jones were very happy with her visit, and both want to see her again next time they are in town. Although it didn't exist then, and looking back, it all felt a bit 'trip advisor' in being marked by the punters! Carol told Jenny that we were also available this weekend and with our money issues being what they are Carol said she wants as many as want her over the weekend. Jenny said she would ring Wednesday evening as before to confirm any arrangements and so we started on a journey that lasted just under 3 years.

In the next chapter I will describe some of the 'dates' Carol had over those 3 years.

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AnonymousAnonymous9 months ago

My wife and I enjoyed your story tremendously. My wife is of Swiss heritage, is white, blond and has blue eyes. She is Argentinian and I met her in Buenos Aires when I was there on a 1-year assignment. I was 22 and just out of university with a degree in engineering. She was only 18 years old and beginning university.

We fell in love, dated and got married. It was obvious on our wedding night that she knew her way around the bedroom but, I politely didn’t discuss that! Of course I took her with me to my next assignment in Mexico City.

We didn’t like the neighborhood where my company had rented us an apartment and we wanted something better but, my junior engineer position didn’t pay enough. That’s when my wife ran into another young couple. She was blond and they were from California. She presented my wife with the same opportunity as the wife in your story.

There is some real money in Mexico city and their standards for escorts are just as high as in Europe or the United States – also, the pay is comparable. My wife, being white, blond, blue-eyed and a Spanish speaker was highly desired by darker skinned, dark-haired, dark-eyed Mexican men who had created their fortunes.

Their kink was that they wanted to come to our place, fuck her in our marital bed and have me present in the next room. Also, they required her to be orgasmic and verbally expressive which, wasn’t at all hard for my wife because they were excellent lovers. During sex with them when she screamed that they were better lovers than me, her husband, she really meant it. The more vocal she was the higher her tips.

In a one-hour session she would always cum two or three times and they would pump her full of their cum. Most of the men paid her a very large tip if I – her husband- would eat their cum out of her pussy after they had used her. They were very well-mannered but it was obvious that they loved ‘taking’ another man’s wife and demoting me to clean-up man while they watched.

We spent the next five-years in one-year assignments throughout the capitols of Latin America. We saved our money, invested and returned to the USA to buy a McMansion and start a family. Now that we have a family, we all look forward to occasional visits from my wife’s ‘uncles’ from Latin America. In our end of the house, far from the kids bedrooms, we have two master, bedroom suites and they care connected by a hidden door.

My wife simply didn’t want to give up her profession! She is proud of what her pussy can do for other men and our bank account. She is proud to spread her legs and take other men’s cocks and cum in her pussy.

Nice story!

AnonymousAnonymousover 1 year ago

My wife and I enjoyed your story as it was straight forward, right to the point, and very hot. We especially liked the fact that Carol's husband was required to deliver and pick her up from each client's room. That got him involved and a formal hand shake with the client closed the business deal.

My wife saved our ass with her ass, right after the 2008 financial crisis. And since I was unemployed anyway, I delivered and picked her up. My best sex with her was right after she had been with a client. She was nice and juicy so, I came quick.

Thanks for the story!

MikeOrMikeyMikeOrMikeyover 1 year ago

Very nice and hot! 5 Stars.

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