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.
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Mr White, the Early Riser
The request here was for Carol to visit his room at 6am and wake him up by slipping into his bed and waking up his flaccid cock. To do this, the manager gave us a key to his room for use in the morning and had us in the room directly opposite. Carol was to walk across the hall naked except for her robe and let herself into his room; Carol later told me what happened.
"I left our room a few minutes before 6, checking that the corridor was empty, tiptoed across the hall and, as silently as possible, opened his door and closed it behind me. Mr White was asleep, of that I was sure; he was on his back gently snoring a bit. I crept across the room, lifted the cover, and slipped in beside him about halfway down the bed, and so I was level with his groin. There was no movement from him, and I'm pretty sure he was still asleep; if he wasn't, then he sure knew how to control his cock, as it didn't even stir. I slowly leaned across and licked the end of his cock as subtly as possible.
He didn't stir, so I licked again and started to run my tongue up his flaccid cock, which remained unmoved. Undeterred, I took his cock into my mouth, then took all of him into my mouth and began to swirl my tongue all around it. Now his cock started to come alive and grow in my mouth; Mr White also started to stir as he began to wake up. His hands came to the top of my head to keep me in place whilst his cock continued to grow inside my mouth. It wasn't long before he was rock hard; as his cock grew, I could no longer keep him nicely ensconced in my mouth as my tongue continued to swirl around him.
He started to gently encourage me to lift my head a little and then go down again, so I got the hint and began to bob up and down on his cock. I then started to suck more and more on him as I bobbed up and down, and Mr White began to groan a bit as I started to get him close to cumming.
To give him his credit, he told me he was about to cum, and I had the choice to keep him in my mouth or lift my head. I decided to let him cum in my mouth; after all, I'd done all the hard work to get him to that stage! He groaned big time, and his cock exploded into my mouth. I had trouble keeping all his cum in my mouth. I failed, and some got away.
When he'd finished, I came up to the bed, and for the first time, I saw whose cock I'd been blowing. He was about 60 and was very presentable in fact. He pulled me in under his arm to give me a cuddle and said thank you for a very nice wake-up call. He played with my tits and nips and then asked me to lie on top of him, which I was happy to do.
His cock was starting to grow again, and he put his hand down and pushed it up against my pussy lips. Again, I took the hint and pushed down so his cock disappeared into my very willing pussy, and I began to ride him.
As he'd just cum, it was a good few minutes before I felt him getting ready to cum again; he was now thrusting up into me, and with another big grunt, he pushed up and let his second load go, this time into my pussy. After he'd finished and started to relax, I rolled off him and asked if he wanted anything else, to which he replied, 'No, that was wonderful,' and there was an envelope on the dresser for me. "I got up, put on my robe, checked the coast was clear, popped across, and you let me straight in after I'd knocked on the door."
The envelope had £30 in it.
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Mr Green & the Gaberdine Mac
Mr Green's request was for me to knock on his door wearing nothing but a suspender belt, stockings, and heels but wrapped in a gaberdine mac. Thankfully, the mac was in the wardrobe; it was one of those that have no buttons or buttonholes but wrap around you, being held closed by the belt being tied at the front. So off Carol went to her 'date', and as per usual, I walked her to the room. This is her description of what happened next.
"I arrived on time and softly knocked on his room door, which was opened almost before I'd finished, and was then ushered into his room. He was probably in his mid-50s and was gym-fit in terms of his stature, so I guessed he worked out or otherwise kept himself very fit. He asked me to stand in the middle of his room whilst he took my Mac and laid it over the chair, leaving me naked apart from my suspenders and stockings. He walked all around me with the occasional very gentle prod or poke as he inspected me, as if I were some merchandise, like buying a car; I suppose I was in a way.
He asked me to lift my arms so he could feel both my tits, which he spent some time playing with. He then asked me to part my legs a bit more so he could cup my pussy and feel my arse and gave both a close inspection as he knelt firstly behind me, then in front. Nodding his approval, he then had me bend over and hold onto my knees, but with my legs spread wider.
He went behind me and, holding my thighs, sniffed my arsehole, said, 'Mmm, nice,' then licked it, paused, and then really went for it with his tongue and mouth; he was basically eating my arsehole! It was a lovely feeling, I must admit, especially when one hand snaked round me and started to work my clit at the same time.
He turned me around and went for my pussy with his tongue whilst his hand was playing with my arsehole, pushing a finger in knuckle-deep; all the while, he was eating my pussy. After he nearly brought me to orgasm, he got up and led me to the bed, where I lay down on my back. He slipped his boxers off to reveal a bigger cock than yours, I'm afraid. He then got on top and slid his nice big cock into my pussy, gently moving in and out and getting further in each time until he was fully embedded in my pussy.
I've never felt so full as he was touching places no one had reached before. Bliss! He picked up the pace, lifted my legs over his shoulders and went for it. Pumping faster and faster until he stiffened, pushed in as far as he could, lifted me off the bed at the same time and came big time. He relaxed and just lay on top of me, found my mouth with his and we kissed, tongues and all, as we started to relax after such an intense session.
His cock remained hard, and it wasn't long before he started to fuck me again. This time he fucked me in a more relaxed fashion as opposed to the hard fuck he'd just given me; he still hadn't said a word, though. He kept up a relaxed pace for some time before I could feel him building again, and shortly after, he again stiffened and shot another load into my now very satisfied pussy.
He rolled off and indicated that we were done, pointed to the envelope on the table, and basically dismissed me. I wrapped the mac back around me and returned to the room. I'm not sure he said a single word to me the entire time I was in his room."
The envelope contained £25.
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The first time my wife goes Black
Before this 'date', Jenny had asked if Carol had any objection to being with a Black man; remember this was the early '80s, and different views prevailed, to say the least. Carol was perfectly ok and very much looked forward to having her first black cock. As usual, I walked her to the room, introduced her, shook hands with Mr De Haviland, and left them to return an hour later. After I collected her, she told me all about her first black cock.
"Mr De Haviland was about 60, coal black, and an absolute gentleman. He offered me a drink, and we chatted about nothing in particular. After a few minutes, he took a few steps towards me and wrapped his arms around me; we kissed softly with tongues and then more intently as he started to undress me. I did the same for him until we were both naked.
I dropped to my knees to handle and kiss the end of this lovely-looking black cock. In truth he was no bigger than average, a bit fatter than others of the same length, but he seemed to have a velvety feel to him.
I took time to lick his cock from top to bottom, including making a fuss of his balls. Then I slid him into my mouth and started to suck while at the same time wanking his cock to full hardness. He was clearly enjoying my ministrations as he had his hands on my head, gently encouraging me and making some mmmmm-noises as I warmed to my very enjoyable task.
After a while he pulled me to my feet, and we kissed again as he led me to the bed. He lay on his back and asked me to straddle him. You have no idea what it's like seeing a black cock disappear into a white pussy; the colour contrast is amazingly erotic. I slowly fed his cock in and out until he had fully disappeared, and I could rub my clit back and forward on his groin.
He certainly loved that and was soon pushing up at me, down again, all very slowly, but bringing me to an orgasm, which had me shaking from top to toe as it swept over me.
He slowed slightly as I went through my orgasm; he then picked up the pace, thrusting up and down quicker and quicker as he started to stiffen up even more and, with a loud grunt, shot his load up into my pussy. As he finished, I lay down on his chest and enjoyed a lovely cuddle with plenty of kisses, with tongues.
He didn't go soft, and I continued to slide slowly up and down his lovely cock until he rolled me onto my back, lifted my legs over his shoulders, lined up his cock, and in one push drove it fully into my pussy and started to fuck me, slamming his cock fully in and back out to the tip of his cock to once again slam it back in. He slowly upped the pace and very quickly was, to put it politely, banging me with a great deal of vigour. I could do no more than grip the bedclothes as he went faster and faster until he came again, his second load in my pussy, which was now full of his cum.
He rolled off me, and I told him that was the best I'd experienced; he gave me a peck on the cheek in reply.
By now the hour was nearly up, and so I got dressed and waited for you to collect me. "I think he liked me, as he gave me a £40 tip."
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Mr Large
Now this guy was huge, and to be honest, when I met him and left Carol with him, I seriously worried that he'd flatten her if he went on top.
Carol survived, and when she came back, she said, "Mr Large was indeed very large, probably in his mid-40s, weighing at least 22 stone, I'd guess. Thankfully, he only wanted me to suck him off and straddle him. I did both but with difficulty. After we'd both undressed, I knelt in front of him and had to lift his gut up to find his cock and get it in my mouth. It took a lot of work to get him hard.
"I sucked and licked him as well as wanked his cock with my hands to get him started, and by the time he came, my jaw was starting to ache a bit. After that I needed a rest, as it must have taken 20+ minutes to bring him, and I wondered if we'd run out of time for his fuck.
"He went over to the bed to lie on his back with his cock sticking up, waiting for me to straddle him; his cock was very fat but probably only about 5 inches, certainly one of the smallest I've seen. I climbed on the bed, managed to get my leg over, lined him up, and sank down onto his cock.
"I again had to move his gut aside to get him in and couldn't really fuck him easily without his cock slipping out. I managed to get a rhythm going mainly forwards and backwards rather than up and down to keep him in me. I got some speed up and really pushed into him as he pushed up into me. It took a while, but I got him there as he let go with a big grunt and shot his load into my pussy.
"Not the most satisfying 'date', but he gave me a good tip (£40), so he must have been happy with my efforts."
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Mr Young
He was a late addition to Carol's list one weekend when we were staying Friday and Saturday at the hotel. There was no specific request other than to dress sexy, so she wore her red with black trimmings bra, garter belt, and thong with black stockings and a mainly pastel pink summer dress that could easily slip off her shoulders. I did the usual delivery to the room and returned to read a book I was partway through; by now I was able to concentrate on something else whilst Carol was entertaining. Her words, as best I recall them:
"Well, that was a young man alright, probably late 20s, maybe 30, but certainly no older. A real short arse at about 5 feet 2 inches with a bit of a beer gut forming but nothing he couldn't exercise off if he wanted to. After you left, he offered me a drink (white wine), gestured to me to sit, and started to chat generally. Basically, he ran his own business, which was successful despite the current climate, but he was working 24/7 and had no time to socialise and meet women, although he hoped that at some point things would slow down and he'd be able to settle down. The fact was the only sex he had was what he paid for; it was very transactional.
"After what must have been at least 10 minutes, he rose and walked over to me, took my hands, and pulled me up into an embrace, and we started to kiss, gently at first, then with a bit more passion as he slowly undressed me. First pulling my dress straps over my shoulders, down my arms to allow it to fall to the floor, then he released my bra; I pulled my arms out of the straps and let that fall to the floor also. He then stood back to admire my tits and felt both before bending forward to suck each of them while massaging the other one. I tilted my head back to give him plenty of room, holding his head at the same time.
"Eventually, I was able to get at his belt, undo his trousers, and push them to the floor. Then I pulled his shirt off over his head and dropped that on the floor and knelt before him to remove his boxers. For a short arse, he had a nice-sized cock, thick rather than long, probably about 5 inches but very fat with a large mushroom-shaped head; I had not seen one like that before.

"I licked and got as much saliva on it as I could before trying to put him in my mouth. I could see I would have to open very wide to get him in. I did, and he filled me completely, making it difficult to keep my teeth out of the way. I did alright, though, as there were no complaints as I bobbed back and forth on him, eliciting soft moans.
"He said, 'I'm going to cum and want to cum in your mouth if that's ok.' 'I gave him a thumbs up, and he started to get very hard and then blasted a load, which I couldn't swallow fast enough. Not sure what diet he was on, but he sure tasted sweet, unlike some cum I've had from others. I cleaned up the cum that had dribbled down my chin by using my finger to push it back into my mouth, showed him the load that was still there, and then swallowed the lot.
"Being young, he was ready to go again very quickly, and this time he led me to the bed and had me lie on my back as he positioned himself at my entrance. I grabbed his cock and moved it all around my pussy to lubricate it as best I could and asked him to go slowly until I'd adjusted to his size. I think he liked the compliment. I pushed him a small way into my pussy and let go so he could take over and slowly go in, out, and further in each time until he was balls deep and just stayed fully in for a few seconds while I got used to him.
"We kissed passionately, then he started to move in and out, slowly to start with, then gathered pace. As he upped the pace, I was also responding, as I don't think I've had one that thick for a long time, and although he may not be long, he filled me completely. I could feel an orgasm coming and told him not to stop as I was about to cum; he said he was close also. I asked him to cum with me. We banged away for a little bit longer, and as I came, he tensed up, pushed in as hard as he could, and shot his second load of the night. It felt like a large one as well with at least 6 pulses all of similar intensity.
"We stayed in that position for what seemed like a long time but was probably only a few seconds or so before we both relaxed and he rolled off me. He looked down at his cock and said, 'Please clean me,' hinting very strongly that I should use my mouth, so I did; our combined juices tasted very nice. He did, though, get very hard again, and glancing at the clock, I could see we only had another 10 minutes, so I lifted my head to ask what he wanted to do for that time, and he just said, 'Cuddle me.' That was quite a nice way to finish, and after he gave me a lovely lingering kiss, I got up to get dressed, ready for your knock on the door.
"As I left, he said there was an envelope for me on the dresser, which, as you know, had £40 in it."
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The Chairman
He was one of Carol's last dates, as by now we had got ourselves back on an even keel money-wise, and work started to come in, so after almost three years, we told Jenny that we were leaving her agency. She asked if we would do one last weekend, as she had a special client that wanted to spend time with her. Mr Older was also a long-standing personal friend of Jenny's, although this will be the first time he's used her agency, despite being fully aware of her activities. I delivered her to his room, and Carol takes up the story.
"After you left, Mr Older offered me a glass of wine from the fridge in his room, which was one of the best there, to say the least. He was an older gentleman, tall, very slim, and of military bearing, who told me he would soon be 65 and was retiring as chairman of his company at this week's board meeting. He'd known Jenny for some 30 years and was well aware of her agency but had never used it, but as this was his last visit to London, he thought, 'Why not?' As we chatted, I found out he'd lost his wife about 15 years earlier from cancer and had then concentrated on the business, which had grown to be very successful; I'd even heard of them.
"As we finished our drinks, he said, 'Shall we?' indicating the bed, and I asked him if he'd like to undress me. He said yes and undid the zip on the back of my dress, pushed it off my shoulders, and it fell to the floor; he picked it up and put it on the chair. He then undid my bra and removed it from me to put it on the chair with my dress. He lovingly fondled my breasts, licking the nipples of both before sucking on each of them while fondling the other one.
"I held his head in both hands, softly moaning as he expertly played with both boobs and nipples; he was very good, with soft hands that knew what they were doing. He lifted his head, and we kissed as he pushed my thong down, and I wriggled it further until it fell to the floor, leaving me in suspenders and stockings.
"He led me to the bed, laid me down, and used his hands to go from my toes to the top of my stockings and back again, just feeling the nylon going through his hands. He then undid the suspenders and slowly rolled each stocking down and off my legs, again putting them on the chair. He pushed my ankles apart and started to use his tongue on my feet and then very slowly came up the inside of my legs until he reached the top, where he found a very wet pussy waiting for him.
"His tongue and fingers then got to work on my pussy and clit, so it wasn't long before I could feel an orgasm building, which he certainly sensed as he kept up the intensity of his tongue and fingers. As I approached my orgasm, I lifted my bum, and his hands went to support it; my hands grabbed his head, so he didn't stop. I came hard and long; these old boys really know what they're doing.
"After I came down, he lifted his head and had a big grin on his face like he'd just won the pools. He stepped back and undressed himself while I came down from the wonderful orgasm he'd given me.
"I was still a bit orgasmic as he climbed up the bed and put his cock at my pussy lips to start pushing into me slowly and rhythmically with a lovely pace. Our lips met, and we kissed gently with a bit of passion as he started to push further into my pussy and slip back again before penetrating me further, building slowly and slightly increasing the pace until he was balls deep.
"He started to increase the pace, and that familiar slap, slap, slap could be heard getting quicker and quicker until he tensed, pushed right into me, my arms were round him, my legs were wrapped round him, and his push lifted my arse off the bed; his arms were locked either side of my head, and he was looking up at the ceiling, and then he came; boy, did he cum. The first pulse was long; I could feel it splashing against my pussy walls and knew it was a lot, followed by 3 or 4 further pulses that spurted less each time. Eventually he relaxed but stayed in me as his cock softened; we kissed again like two lovers, his initiative, not mine.
"We broke our kiss, and I just said, 'Thank you; that was fantastic.'
"He said, 'No, thank you, and pleased to know I can still give pleasure to a young lady.' He admitted that was the first sex he had had since losing his wife, and now he knows it all still works. He will, he said, following his retirement this week, put more energy into his social life. Looking at the bedside clock, I could see that the hour was up, and you would be knocking on the door very soon. I got up just as you knocked and said I'd make my own way back to our room.
"That was the first and only time I'd done that, but with this gentleman, I felt perfectly safe, and he'd treated me so well that I didn't want to just rush out of the room.
"I went back to the bed and slipped in beside him for a cuddle as he wrapped his arms around me. He said I needed to go but appreciated me not running out exactly on the clock. I gave him a kiss and got up to get dressed. He put a dressing gown on, and just before I left, he gave me an envelope. I said thanks and wished him well on his retirement and hoped he found someone nice. He kissed me on the cheek, and I came back here."
"The envelope had £100 in it, which surprised us, but knowing his company, I suspect that was relatively small change to him."
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The Night Manager
If you've read any of the earlier stories, you'll know that Jenny, who ran the escort agency, booked us into hotels where the managers were on her payroll. This meant we were always safe and had the right room for Carol's 'dates', and any clothes needed would be in the wardrobe waiting for her.
Also, the managers had a perk in that they could have use of the escorts from time to time; it helped to keep them onside, so to speak. On this occasion, Carol was to spend the night with Bob after she had finished her 'dates' that evening.
This is what Carol told me.
"After I'd left my last 'date', I came back to the room to change and clean up before going down to the bar with you to meet Bob, who was about to finish for the night. It was about midnight, so very few people were about, just a couple, I think. Bob was in his mid-40s, about 6 feet tall, slim, and very attractive; he oozed sexiness, and I immediately looked forward to spending the night with him.
"He got me a white wine; you had a beer, and after finishing it, you left, leaving us to chat for a bit until the last couple said goodnight, and we followed shortly after. When we got to his room, we embraced and enjoyed a long kiss, tongues and all, as we slowly undressed each other. When we were both naked, I dropped to my knees to stroke and lick his lovely cock, which was a decent length, about 7 inches, and a good-sized girth. I used one hand to grip him and stroke him up and down while licking him from balls to tip, then I took him into my mouth to swirl my tongue around the tip and get him nice and hard. He had his hands on my head and leaned down to play with my tits, especially my nips. I was now getting very wet and wanting him inside me.
"He pulled me to my feet, where we kissed again, and he led me to his bed, where I lay down, spread my legs, and he crawled up the bed to look closely at my pussy and used his tongue all around my pussy lips. He then inserted his middle finger and stroked the inside of me whilst his tongue was working its magic on my clit. He worked me up so much that I lifted my arse off the bed as he gave me an orgasm; not many 'dates' did, in fact, so it was a pleasant surprise.
"As I came back down, he came up to the bed, kissing me above my pussy, belly button, and both tits, sucking on each as he then reached my mouth, and we kissed passionately again.
"I reached down to his very hard cock and put it at my entrance, moving it up and down and around before leaving just the tip of his cock inside me. He slowly pushed in and back out, going deeper each time until he was fully inside of me; he stopped moving, and we both continued to kiss for a few seconds before he started to again move in and out, pushing into me harder and harder each time.
"He upped the pace and was soon slamming his cock into me, and we heard that familiar 'slapping' sound as our groins slammed against each other. My second orgasm was again building as he kept going and held himself back while I came again. He held me while I recovered and then went hard again until, after a few moments, he grunted, pushed me back hard, forcing my arse to lift off the bed; he held me there, grunted, and pumped his cum deep inside of me. Fuck, that was hot!
"We both relaxed with him still inside me and just kissed each other softly as we recovered; the bedside clock said 1.15 am; we'd been going for the best part of an hour.
"He rolled off me; I cuddled into him, and we both fell asleep with him spooning me from behind, and yes, with one hand on my tit. I was only woken up when I felt him entering me again from behind and pushed back against him, lifting my leg to give him better access as he started to pump his cock in and out of my pussy. It wasn't long before he came again and shot another load into me; this was about 4am, I think.
"We both went back to sleep with him still inside me, although his cock eventually shrank and slipped out. In the morning I woke up first; he was sleeping on his back, slowly breathing and obviously still asleep. I moved down the bed and decided to wake him up by taking his flaccid cock into my mouth and felt him grow in my mouth to the point where I couldn't keep all of him in there. As he stirred and started to put his hands on my head, I looked towards him; he lifted the covers and, with a grin on his face, said good morning.
"I grinned back, gave one last big loud suck, and crawled up the bed to straddle him and ride his big cock all the way to another orgasm, followed by him shooting another load into my pussy. He then surprised me by moving down the bed until he was underneath my pussy, grabbing my thighs and pulling my pussy into his mouth, and eating his cum and mine from my pussy, as I'd also cum. That gave me another orgasm very quickly, and he just kept going until he'd drained me dry.
"The next thing he said was coffee? Yes, it was the answer, and I cleaned up, got dressed, drank the coffee, and came back to our room. Bob thanked me for a great night and gave me a £50 tip as a thank you. He said it came out of his tips jar, as he got the pleasure of Jenny's girls free as a perk of looking after her business."
It was about 8am when Carol returned to our room looking as flushed as I'd ever seen her, and after she told me this, I was not surprised, to say the least.
The Charity Auction
This needs a story of its own, so I'm afraid you'll have to wait a little bit for this one.
A word about our friends Mary & John; Babs & Mike
I suspect you may be wondering how we explained our weekends in London when all knew we, like others, were struggling with the bills. We told our friends that our weekend in London every month was possible because Carol had a relative working in the Middle East, a well-paid job in the oil industry by all accounts. He had a one-bed flat and had asked us to visit regularly to keep an eye on it; 'cheap weekend away' was the story we gave.
For family, we said the flat belonged to one of our friends' parents, who were abroad, and our friend now worked in Scotland, so he couldn't get to check on it often enough.
We continued to see John & Mary for swapping fun throughout our time with the agency, Babs & Mike also.
