DoceoChapter 7: An Entirely Different Client free porn video

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What on earth was Kael thinking! I silently seethed on the flight from Colorado Springs to Atlanta. It started when I realized I'd be spending the night at the airport, which wasn't that bad considering there was a Docent Lounge, but would make getting a full night's sleep rather difficult. Finals had kept me from reading this weekend's 'special' client profile and with each passing page I grew increasingly apprehensive.

Over the years I'd come to trust Kael's judgment, but Emily went way beyond a poor match. This had to be the worst match I'd ever read. Emily's first client survey had been so contradictory that it required extra time and a second interview. Due to these inconsistent responses, the survey could only offer probable preferences with little advice other than: "Be honest and don't talk down to her."

Things got worse when I turned to the Recommended Positions section and found that, because of our size differences--Emily was 5'2" and small in every way for her age--there weren't any "Ideal" or "Very Good" positions. In fact, there were only a few in the "Good" category with strong warnings to use plenty of lubricant and to go especially slow.

There was one final note from the lab technician who had administered Emily's second client interview that read, "Warning: I have never worked with a more temperamental and disrespectful potential client."

'Well, one thing is clear, sex isn't the only thing Emily needs to learn, ' I mused as I leaned back in my seat. Taking a deep breath, I tried to force myself not to form any preconceptions of what Emily would be like. On many levels I wished I hadn't read her profile as there were few concrete suggestions or facts, and it was usually preferable to go in completely ignorant than with false expectations.

I put Emily's profile away with a sigh of frustration and vowed to call Kael as soon as I landed and had some privacy.

I knew it was partly my own fault for not carefully reading Emily's profile before accepting her as client, yet I felt set up. I'd never before had reason to question Kael's judgment before, but, at the very least, he should have warned me that I would be blindly entering a client weekend with what was likely to be a very difficult client.

Soon after checking into a room at the Docent Lounge I called Kael. With all of the time zone changes I woke him up, but Kael was expecting my call.

"Kael, what's going on? Emily doesn't appear eager or ready to become a Little Sister."

"Maybe, but you are the 'best match' considering her parent's requirements."

"If I'm the best match, then this whole weekend is a disaster waiting to happen!"

"Alex, I agree and we rejected Emily the first time she applied. But collectively her family is the richest in the world, and when her father heard your compensation went to charity he offered to make an obscenely large donation in your name."

"I don't need the money."

"I know, but if you want your foundation to be able to take on even larger projects, then Emily's commission would be an impressive endowment."

"This is ridiculous," I grumbled, still tempted to refuse. "Emily and I have nothing in common!"

"Emily's parents wanted an Elite that was highly educated and experienced with a near perfect client feedback rating, and well endowed. We put our foot down on this last condition, but they were insistent on the rest."

When I didn't respond, Kael added, "Think of this weekend as a way to test your techniques. Who knows, maybe you'll be inspired to try something new?"

"Or maybe the weekend will be a total disaster."

"Emily's parents knew she would be difficult, that's why they asked us to arrange for a weeklong vacation in Grand Cayman as a way to 'sweeten the deal.'"

"That's bullshit and you know it. If the client isn't ready or willing then it doesn't matter where we meet."

"All I ask is that you give it a shot," Kael replied in a placating tone. "If things don't go well then I'll get you on the next flight home."

"You do realize that you're asking me to start off a client weekend almost completely blind?"

"Correct me if I'm wrong, but you were getting bored with 'perfect match' clients. Think of this as a challenge, but also know that if it were any other Elite I never would have suggested Emily as a client."

"This still feels like a setup," I grumbled.

"Alex, you really are the best and I believe in you."

"That's nice, but it's not your ass on the line," I replied, frustrated by Kael's evasiveness.

"I know it's asking a lot, but I hope you can trust me on this and just give it a shot."

With a resigned sigh, I grudgingly acknowledged that the conversation was going in circles.

"I'm not happy, but I'll reserve any further judgments on your sanity until I meet Emily."

"Good, that's all I ask," Kael replied, before hinting, "It's getting late."

"Yeah, I should probably get some sleep as well. Have a good night."

"You too," he replied and the line went dead.

Kael's vote of confidence had been nice, but I wasn't sure how it would help make the week any easier. I realized the conversation had been almost useless yet I had no intention of giving up. Unintentionally, I found myself really getting into the challenge of the whole situation.

'I know I can make this work, ' I vowed as I made my way out to the bar to try and unwind some before attempting to get some sleep.

I arrived at Owen Roberts International Airport in Grand Cayman around noon on Thursday. With the temperature in the mid eighties and a light breeze coming off the Caribbean gently rustling the palm trees, I could immediately see why some called it an island paradise. Luckily I'd packed plenty of shorts, but it was quite a contrast to the weather I'd left behind in Colorado.

Apparently, the Institute or Emily's parents had arranged for a limo. Chad, the chauffeur, looked very official in his tuxedo and cap; this image was slightly marred by his quick smile, goatee and surfer attitude. Ignoring the various 'Dudes' and 'Mans' that peppered Chad's replies, it was soon apparent that his carefully crafted surfer image masked the very intelligent and educated person.

It was a bit disturbing that, like England, everyone drove on the left side of the road. Chad seemed to find my unease at driving on the left to be hilarious and soon had me in stitches with stories about other American tourists he'd met while growing up in Cayman. If I hadn't been so eager to get settled, I would have suggested we stop somewhere for a few beers, but as it was I had to make do with the highlights on our trip back to the resort.

Even taking the 'long way' and stopping at a local dive shop to arrange a private beginner scuba lesson, we still made it to the resort in less than 30 minutes. As a means of giving my sides a break, Chad gave a brief history of the island and I learned that the resort was actually a collection of 'Beach Houses' along Seven Mile Beach just north of Grand Cayman's capital city of George Town.

As we pulled up to the resort, I was surprised to find that the Beach House looked more like a mansion and was pleased to be greeted at the door by Claudia, one of the two other staff members.

My immediate impression of Claudia was of a grandmotherly woman in her mid-fifties with her hair piled up in loose bun. I kept expecting her at any moment to ask, "Would you like a cookie?" No cookies were offered, but I did learn that she'd immigrated to the island from Chile years ago and was responsible for keeping the house immaculate. Even after our brief introduction, I had the distinct impression she was a very good story teller and would be an even better listener.

As we entered the kitchen, we found the chef just starting the preparations for tonight's dinner and I recognized her before she even turned around. There was something in the way she hooked one leg behind the other while she worked, and seemed to be gently swaying to her own inner music that literally took my breath away. In an instant I was 12-years-old again and the most beautiful woman I'd ever met had accepted me as a client.

When Nancy turned around I couldn't even move, yet the look we shared spoke volumes and I found myself once again with a silly little grin as she smiled back at me and sensuously licked her lips. There were days when I still fantasized about those lips and her amazingly talented tongue. I felt my knees go weak when she noticed my attention, slowly nodded her head and winked. Before my training slammed into place, I felt myself briefly get a rock hard erection and was incredibly fortunate that I hadn't yet changed from my jeans into shorts.

Heedless of our silent communication, Claudia made introductions, explaining that Nancy was a 26-year-old professionally trained chef who had worked at a restaurant in New York for a couple of years before 'retiring' to Grand Cayman.

"It's a pleasure to meet you," Nancy greeted me while holding out her hand.

"The pleasure is all mine," I managed to stammer while firmly grasping her hand.

"Not this time," she teased. "I hope the trip wasn't too hard on you."

"Do you two know each other?"

"You could say that. I was his Docent, after all," Nancy explained with gleaming eyes that clearly proclaimed she was enjoying every second of my discomfort.

"Are you ever going to forgive me for being a bit overeager?" I asked in my most innocent sounding voice.

"Overeager!" Nancy exclaimed. "You tore my favorite thong off me!"

"Way to go dude!" Chad chimed in, holding up his hand for a high-five.

"Men!" Nancy cried in exasperation before wiping her hands and closing the distance between us.

"It's great to see you again," she gushed as we embraced.

"You too, it's been what, six years?"

"Seven actually, but who's counting?" Nancy replied and gave me a searing kiss.

Before I could really get my thoughts in order, Chad slapped me on the back.

"You're the man! Now let's go drop off your stuff and then get you back downtown for your lesson."

My scuba class went well. It was definitely a shock that, at around 83 degrees, the water was actually warmer than the air. However, Emily's profile indicated she liked to dive and I was determined to learn as quickly as possible. I was a bit intimidated by the whole dive training process, but Bill, my instructor, was a Master Diver and his confidence was contagious.

By the end of the lesson I knew just enough about diving to get myself in trouble. Yet I had no intention of diving alone, in water more than 30' deep or at night, and was confident I would at least be able to keep up with Emily. Bill promised to guide us if I wanted to go diving with Emily later that week and helped me arrange for Divers Alert Network (DAN) dive insurance just in case we got in trouble.

Even though I was anxious to get back to the resort, catch up with Nancy, and find out what living at the Institute 'Back in the Day' was like, I still spent some time exploring George Town. Luckily, the international version of the Institute Guide provided me with a detailed map of Grand Cayman that highlighted some of the better bars and clubs. I wanted to see for myself where each was located so I wouldn't have to consult the map every time we wanted to go out.

I also needed to buy souvenirs and wasn't sure how much time I'd have to go shopping once Emily arrived. I bought numerous coral bead necklaces and bracelets that seemed so popular amongst the tourists for The Girls, and for Cara, Kelly, and Sarah. Assuming that Don and Rachael probably wouldn't wear them, I was stumped for a while until one of the local vendors reminded me that the Caribbean was famous for its rum and that he had several local varieties for me to choose from.

With gifts in hand, I finally made it back to the Beach House and sat down to the feast Nancy had prepared for us.

"Just because the client hasn't arrived doesn't mean we can't eat well," Nancy justified as I joined the staff for an awesome meal and we swapped stories about past clients.

Chad soon had me nearly falling off my chair with laughter, but this time Claudia joined in. It was obvious they had worked together for quite a while as they tended to egg each other on with good natured ribbing. It was both hilarious and sobering to hear Claudia's tales from 40 years ago when Docents weren't nearly as accepted and occasionally got caught 'sneaking around.'

About five minutes into the meal a bunch of little details, like how fast we seemed to be bonding, finally clicked into place.

"You're all former Docents?" I asked.

"Wow, he's a quick one," Claudia teased.

In a serious voice, Chad added, "Well, he was a bit distracted, and you know there's not enough blood to use both brains at once."

Being the new guy and with Nancy's distracting presence, I wasn't quite able to give as good as I got, but it was still a very enjoyable meal. Afterwards, Chad and Claudia bid us a good night with exaggerated winks. Once they'd left, Nancy eagerly accepted my invitation to check out the wet bar in the living room.

A few drinks and several hours later, I once again found myself heading towards Nancy's room. True, we were in a different' part of the world this time, but when she opened the door I recognized several of the pictures and the room had the faint smell of her perfume that I so fondly remembered.

As I was taking this all in, Nancy wordlessly dropped to her knees in front of me and was rapidly undoing my fly.

"Who's the overeager one now?" I teased. Nancy stuck her tongue out at me in reply, but made no effort to slow down her liberation of my now raging hard-on.

A few deft movements and my erection sprang free. Nancy paused mere millimeters from my aching cock and frowned before looking up at me. Glancing at my Iugum she explained in a serious voice, "You may be able to control your orgasm now, but if you force it or purposely delay it, I'll know."

With a positively devilish gleam in her eye, she smiled and added, "And I will bite," before engulfing my cock with her sensuous lips.

"I don't think..." I stammered before Nancy's oral attentions caught up to me and my brain turned to mush. After several ragged breaths I managed to finish, "That ... will be ... a problem."

Nancy's blowjob was even better than I remembered and, just like last time, it was only a matter of seconds before I felt my balls twitching in her careful grip as she eagerly swallowed my cum.

"You are amazing," I sighed as I slumped back against the door.

"Thank you, I'm glad I haven't lost my touch," Nancy replied while licking her lips and kissing my cock one last time before standing up.

Although I was still dazed, Nancy had my full attention as she sensuously walked towards the bed, shedding her clothing along the way. Turning towards me she lay across the bed and began to slowly tease her pussy.

"Your turn," she called out with a smile as she brought her knees up to her chest and opened herself completely. "Think you remember those tips I gave you?"

"Of course, plus I've learned a few more," I replied, stripping quickly and joining her on the bed.

The rest of the night was a whirlwind of different positions as I tried to show off all I'd learned in the last 7 years until we both passed out exhausted on the bed. While Docents tend to be rather open about sex there's just something special about your first. It was as if everything we tried seemed more genuine and even better than I remembered.

'What an awesome start to the week, ' I thought with a smile as I felt Nancy snuggle closer and we drifted off to sleep.

Things were slightly awkward the next morning, not because Nancy and I'd had sex but because, once Emily arrived, all of my attention would be focused on her. As a Docent, this situation is known and expected, but it is still a bit of a bummer to finally hook up again with Nancy then have only one night together.

'That's just the way life is, ' I justified as we decided to sleep in and enjoy the morning together. Seven years was a long time and we still had plenty of catching up to do.

As I headed back to my room to prepare for Emily's visit, I tried to come up with a way to get Nancy and the rest of the staff more involved. As former Docents, I knew they all could make valuable contributions to Emily's weekend. The problem was that I'd always worked alone and wasn't quite sure how to delegate things efficiently.

'Kael did suggest I try something new, ' I pondered before optimistically adding, 'I'm sure things will find a way of working themselves out.'

Over lunch I briefed the staff on the basics of Emily's visit. While I tried to present an unbiased view of what to expect, it was blatantly obvious that Emily was not the ideal candidate and all three eagerly offered to help in any way they could.

Sensing an opportunity to delegate, I asked Chad if he'd be willing to pick Emily up and give her a brief tour of the island. With all of the confusion at the airport, I figured Chad would be much better at making sure Emily got all of her luggage and, if anything, I'd just be a distraction. Plus, since we had all week together, I didn't want her to feel rushed or pressured.

"Man, speaking of the airport," Chad stated while checking his watch. "I need to go pick her up so I'll see you back here in about an hour or two?"

"Sounds good, thanks Chad," I replied, and since there wasn't much else to discuss we soon dispersed. Nancy busied herself getting everything ready for dinner, so I decided to take advantage of what might be my last opportunity to spend some time alone and took a nap on the beach.

All of my worst fears proved valid within 30 seconds of meeting Emily. Lying atop the soft white sand of the resort's private beach, I was startled out of a pleasant dream by someone clearing her throat and what felt like a shoe prodding my shoulder.

"Why weren't you at the airport?" Emily demanded as my eyes fluttered open.

"What?" I asked drowsily, completely caught off guard at the intensity of her assault.

"Are you deaf as well as lazy? This isn't some paid vacation, I shouldn't have had to come looking for the help."

"Excuse me?"

"I don't wait on the help. My father paid a lot of money so that I could have your services for the week and I expect you to earn every penny of it."

I took my time rising to my feet and tried to come up with some vaguely polite reply. Once standing I was pleased to find that I literally towered over Emily. At 6'3" this wasn't all that unusual, but Emily couldn't have been more than 5'2" and really had to crane her neck to look up at me.

After a sufficient pause I answered in a controlled voice, "Hello, you must be Emily. My name is Alex ... and I chose to accept you as a client."

Holding out my hand I finished, "It's a pleasure to meet you."

"Whatever," Emily replied, completely ignoring my hand. "I'm told you're supposed to be God's gift to women, so let's go find out how good you are."

"That is not how these weekends work," I replied in a firm voice. "I will decide what we do, and when."

"I don't need the help telling me what to do," she spat, impatiently stamping her foot.

Annoyed, I locked eyes with Emily.

"I didn't fly several thousand miles to be lectured by a 14-year-old on how to do my job! While you presently have the privilege of my company, even male Docents can refuse sex."

Sensing I had the advantage, and wanting to give Emily time to carefully consider my words, I continued, "Now, if you'll excuse me, I'll see you at dinner."

Emily was left gaping at me, her mouth soundlessly opening and closing as I turned heel and I strode off purposefully towards the house. I was pleasantly surprised not to hear Emily following me, and refused to give her the satisfaction of turning back to be sure.

'This is going to be one long week, ' I groaned to myself as I headed inside.

Back in my room, I firmly shut the door and forced myself to relax. I'd had difficult clients in the past, but Emily was in a league of her own. 'What the hell is her problem?' I seethed.

There was a time not too long ago that I would have done just about anything to maintain my perfect reputation. After dealing with Sarah and managing The Girls, Emily's little tantrum didn't really faze me all that much. Every instinct the Institute had helped me develop cried out that Emily needed and wanted someone to stand up to her.

Wanting to do something productive before dinner, I decided to check my email. Luckily a long letter from Amy was waiting there for me after I'd booted up my laptop. It was comforting to hear what was going on back at Colorado College and it sounded like Amy had been quite busy in the last couple of days.

I wasn't quite sure what to expect from Amy's email, but was encouraged when she strongly hinted that 'our discussion in the parking lot, ' had been the main topic of conversation. It sounded like all of The Girls were eager to learn what life as a Docent was really like.

At the end of Amy's letter was a small note about Sarah, explaining that she too was making progress, but that the withdrawal process seemed especially rough. Perhaps Amy summarized it best with, "Sarah's mood swings are actually rather impressive, as first she 'hated' you and now she fears that you 'hate' her."

As Amy seemed to have things well in hand, I wrote back a brief reply wishing her well and offering a few tips that would hopefully make things easier for Sarah.

Dinner was a frosty yet blessedly brief affair. For the first time ever, I actually sat with a client at opposite ends of an excessively long dining table. With the large flower center piece Emily could barely see me, but I assumed she preferred it this way.

Even though I was almost finished with my meal, aside from Emily's snide comments about Claudia's 'sluggish' service and Nancy's 'mediocre' cooking, neither of us had said a word to each other and the silence was deafening. Remembering Kael's advice not to give up too easily, and hoping to test out my new diving skills, I again tried to break the ice.

Clearing my throat I asked, "Would you like to go swimming with the stingrays tomorrow?"

"With you?" she snapped in a petulant voice.

I resisted the urge to roll my eyes.

"I've heard it's quite fun."

"Whatever! Just have the maid wake me an hour before we leave."

I was about to explain that each room had an alarm clock for a reason, when Emily pushed her half-finished plate away and announced she was heading to bed.

As I watched her leave I seriously considered taking her over my knee, but wasn't sure if it would do any good. It wouldn't be the first time I'd spanked a client, but it would be the first unwilling participant and that was a line I never wanted to cross.

This whole situation was very unusual as it is not my job to parent or discipline a client. In order to continue there was one question I immediately needed answered: 'What do Emily's parents intend for her to get out of this weekend?'

There were only two people who could accurately answer that question. I headed upstairs to grab Emily's client profile and gave her dad a call.

It was after 8PM in Arkansas. Emily's dad was still at the office, and after explaining the situation to numerous secretaries, I was finally greeted by Rob's booming voice.

"Hello Alex, what can I do for you?" Rob asked in a rich southern accent.

Following his lead, I didn't waste time with pleasantries.

"It's about Emily."

"I take it she's being difficult?"

"That's one way of putting it. At this rate I doubt we'll get past tomorrow morning before I send her home."

"I've heard she's been acting up for a while," Rob replied in a brisk voice. "But things are really busy right now. I was told you were the best, are you saying you can't do the job?"

"I'm saying that I'm not sure if Docent training is the most important thing for Emily to learn."

"And you think you could do what needs to be done?"

"Yes, but it would require the assistance of the three other Docents on the staff, and again, I'm not sure if she's ready."

"Look, I'm donating an obscene amount for your services, but Kael told me it would go to a good cause and people are always raving about Helen's philanthropy," Rob drawled in a distracted voice. "I'll tell you what, if you can get Emily to stay the week and make a noticeable improvement, I'll double it."

'It's not about the money!' I wanted to scream, insulted by how he thought he had bought me and how little he seemed to care about what Emily needed. However, with every client I strove to make a difference and could not accept that Emily was a lost cause.

I took a calming breath and replied in a controlled voice, "I'll try to convince the rest of the staff to help out and be patient."

"Then we have a deal!" Rob continued, tersely cutting me off. "Unless there is anything else, I hope you have a good night."

The line suddenly went dead. I was left fuming as I nearly slammed the phone back in the cradle. 'And you wonder why Emily's such a bitch?' I seethed, wondering if I should even bother with a second attempt at making this week work.

I rubbed my temples as I debated what to do. On the one hand, both Rob and Emily sounded like assholes. On the other, she was unquestionably the most difficult client I'd ever come across and I relished the challenge of winning her over. There was also the rest of the staff to consider as I was certain that I was not the only one she'd treated like crap today.

With a frustrated sigh I decided to explain the situation to Chad, Claudia and Nancy, and let them decide. I headed downstairs to call an impromptu staff meeting and explain the options.

Though all agreed that both Rob and Emily didn't deserve our services, everyone seemed comfortable with continuing and was eager to get more involved. Chad was miffed at the way Emily scorned his attempt to give her a tour of the island, but had already shrugged it off as part of the job. Claudia just laughed at Emily's insults during dinner with, 'You should have heard what some of my frustrated male clients had to say when I made them wait!' Even Nancy was willing to forgive or at least give Emily another chance.

Once committed to giving it another try, it was time to start planning. Since Emily had been less than cooperative up to this point, no one had any suggestions for how to proceed, but they did again offer to help whenever possible. Though I was the youngest member of the staff, there was never any question of leadership. As Nancy neatly summarized, "You do have the most experience, and I trust you."

I was pleased when I realized that even after leaving the Institute, Chad, Claudia and Nancy were still focused on benefiting the clients and that never once had my commission or sharing it in some way come up as part of our discussion.

As the next day bloomed on the horizon, I was thankful my room faced west, since I completely missed the sunrise and was still asleep when my radio-alarm clock went off at nine. Luckily Cayman was on East Coast time so there was only a two hour time difference from Colorado. I enjoyed listening to steel drum music as I left the alarm playing and headed out to the balcony.

I was surprised to see Emily standing on the balcony at the opposite end of the house.

"Good morning!" I called cheerfully, hoping to start the day on a better note.

When there wasn't a noticeable reaction from Emily, I thought perhaps she hadn't heard me and asked a bit louder, "Sleep well?"

She turned towards me, scowled, and headed back inside.

'Ah. That certainly went well, ' I thought with a shrug. At least she was up and appeared near ready to go.

I wasn't confident enough in my diving abilities to visit Stingray City, which is located in water that is over twelve feet deep. Instead, I'd booked us a spot on a tour boat visiting Stingray Sandbar with a group of people I met while touring George Town a couple nights before. The tour promised that we would be able to feed the stingrays without using scuba gear as the water is only about four feet deep.

As we exited the Limo, I thanked Chad and took a moment to check Emily out. She had met us in the foyer wearing only a skimpy neon pink bikini with a translucent beach wrap, but we'd spent the whole trip studiously ignoring each other. In fact, it wasn't until I slipped on my sunglasses that I felt comfortable giving her more than a passing glance.

If I hadn't known how ugly she'd been behaving, I would have said Emily was quite attractive as her short sandy brown hair gleamed in the sun and her perky small breasts perfectly fit her 5'2" frame. Perhaps she subliminally noticed my attention. Taking a deep breath she seemed to thrust out her chest and I could just barely make out the outline of her puffy nipples through the sheer material of her bikini.

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The unexpected client

This story is a fantasy, and my first experiment in writing in the third person. Please leave feedback and if you like it I will publish part two. As the doorman opened the cab door she felt his gaze sweep from her 4-inch heels up her ankles, calves and to her well-toned thighs. She saw him catch himself and immediately shift his eyes to meet hers. “Good evening, Miss. Welcome to the Grosvenor House Hotel”. She smiled. “Hello”. After paying the driver she walked the few steps to the door of...

Masturbation
2 years ago
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Sex With Office Client

Due to amazing responses, I have been getting for all my posts, it has compelled me to share more about my experiences which I had in the last few years. So keep motivating me so that it helps me to write more.   So this sex experience of mine was with one of my company’s client with whom I visited for all hands meet at outside location in nepal. We had this joint meeting which was supposed to pleasure cum business trip. So no doubt we all were excited as it was a welcome change from this busy...

Gay Male
1 year ago
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Caught Out By Client

Caught Out By A Client Penned by: Miss Deborah Leigh Johnson Setting Steve Kliner has been a client of mine for nearly ten years. He has a lot of life insurance and mutual fund investments with me. Steve is rather an enigma to me. He is in his mid thirties, six foot tall, with the physique of one who obviously works out often, no fat on him at all. He has sandy brown coloured hair, and these piercing light blue eyes that let you know almost every emotion that man is feeling....

4 years ago
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Kindra And The Black Client

I bit down on my bottom lip and clenched my fists on my sides too. I didn't say anything for a few seconds and just tried to comprehend the proposed situation. "Summer, could you come into my office with me for a moment, please?" I heard her ask. "Sure, floozy, I'm not in the middle of something here," I muttered under my breath. I took in a deep breath and closed my eyes for a moment. I failed to reply to the hussy or even move, I just calmly rubbed my head again. "Sometime today,...

3 years ago
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Hotel VIP client

By Dina PetroMy name is Debbie, I am 29 years old, a good looking, curvy girl who is working a couple of part-time jobs for fun and money, besides my main job as a secretary at an insurance company.Working part time job as a housekeeper at the five-star hotel is lots of fun for me, besides making good money, may be not exactly from the low salary they paid me, but from the side pay I get which is lots of money in fact, the side pay comes from tips as direct form as usual or other tips in return...

2 years ago
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The Client

Everybody likes to fuck, and fat chicks are no exception. Most people balk at the idea of laying the wood to a fatty, but if you can get over the outward appearance, you can get some of the best pussy you ever had. These chicks might not be much to look at, but they'll drain the cum out of your nuts like a champ if you let them.Let's take Marsha for instance. She's the typical worker you'll find in just about any office. She's about 45, and overweight from years of sitting at a desk. Marsha's...

Straight Sex
3 years ago
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Lady Whom I Met In Bus Is My Next Client

Hi everyone thanks a lot for all your feedback and reading of my stories. This story is for one of my follower who demanded me to write. The one who don’t know, let me tell them, my name is Anuj and I am 21yr old living in Anand. This story is about an aunty, whom I met luckily while going to attend one of my client in Vadodara. I was going to vadodara for my gigolo client. I was travelling by bus. That day there was rush in bus and I got a seat luckily. Before bus started, one lady got in and...

1 year ago
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The Client

“Look, Jack, I mean this with the utmost respect, I know you’re the best at what you do and that’s why I partnered with your firm. So, don’t bother me with the details, just get it done and send me the invoice,” she says dismissively, having no concept of the amount of work that you would need to do to finalise her request in time.There’s not a single other client in your portfolio that would get away with the things that you allow Cate to get away with. In all honesty, you should have told her...

Office Sex
1 year ago
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Mumbai Male Escort 8211 My First Client

Hello ISS readers. I am a huge fan of iss and I just love this site. I am a male escort from Mumbai. Though I have fucked just 4 clients till date (milfs, college teen), I am pretty good at this.I am 23 years old, well built 5’5″ in height with a dick size of 6.5′ long and enough to satisfy anyone out there. Well without wasting much time let me jump directly on the story. This story is about my first client(true story, upto you to believe it or not),how things happened, how I satisfied her....

4 years ago
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The Office Party and Pleasing the Client

The Office Party By RogerGirl "Come on," my girlfriend Tina says, "it will be fun. Besides you know they already joke about it anyway." "I don't know," I say, "nobody else is going to be dressed up. It isn't a costume party." "By the time I'm done with you," she says as she strokes my long brown hair, "we'll look like any couple at the party, except I'll be dressed as a man and you'll be dressed as a woman." Reluctantly I agree. Tina is ten years older than I am at...

3 years ago
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The Client

The ClientMy victim, or ‘client’ as I like to call them, today is a special case.? The King has ordered me to make his punishment the most extreme in recorded history, even though no one will ever see the record.? Only the King, his daughter, myself, and of course the client would ever know.? He’d had the audacity to rape the King's daughter, and it was my job to make sure he paid the price for such a disgusting act.? I had already begun, but only with preparations.? I had my men strap him into...

1 year ago
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SextGasm With Divya My Client

Hello lovely readers. My name is Adrian, I am 29 and here with a story about my client. I am from Mumbai, and I am into photography. My profession brings me a lot of perks of meeting new people and encountering some adventures that are usually neutral. But sometimes, it can be a memorable experience. I have been an avid reader of ISS but always hesitated to share my sexual experience. Finally, I decided to take it ahead. So this is my first story. This story is about 5 years back when I was new...

2 years ago
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Paying For College With Her AssPart 2 Julias First Client

When Julia arrived at her dorm in the early evening, the first thing she did was take a shower -- and then she called her job and quit. Sitting down softly in the middle of her bed, she powered up her laptop. Checking her email, she found a message from James. It included a contract, a list of rules, and items she needed. There was also a questionnaire to fill out, telling them things they needed to know to make sure she was matched with the right clients. All had to be done by Monday.As she...

Anal
1 year ago
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The Last Client

Alana lay on the exam table in the doctors’ office. She had been seeing Doctor John Cox for as long as she could remember, and it seemed even longer since she was nearing her forty-second birthday. Today was one of those yearly female check-ups that all women hate and despise. She wasn’t worried about the Doctor looking up her insides, but she was worried that John would think ill of her because of her career choice. This year, after being a part of the local brothel for twenty-five years,...

2 years ago
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Servicing the Client

My name is Jake and I’m a 58 year old stockbroker. I’ve been married and divorced twice and am now a confirmed bachelor. I keep myself in decent shape by regularly working out in a local gym and by running four days a week. At 5’10” and 175 pounds, I’m “average” sized, but I can hold my own in any situation I’ve come across. My sex life is not bad…there are a lot of lonely women out there who are looking for a good, hard man and I have no problem finding a bed mate. Over the past few...

3 years ago
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K and the Client

‘In Paris, its good to smell like you’ve been fucking to make them respect you.’- Killing Zoe, 1994 I had landed back in Paris after a few years break from the city of love and lust. The French attitude to sex has fascinated me since I first encountered the Marquis de Sade, his incest and days of Sodom. Expressive, direct, lustful, wanton and uninhibited. The French revel in exploring each others minds and bodies, mistresses and gigolos are commonplace. Admitting you have a married lover is...

3 years ago
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Fucking The Client

I had to work a fourteen hour shift yesterday, which dragged into the late night. I didn't even get home until the wee hours, stripping and going straight to bed. The last thing I saw was the clock reading ten of five in the morning. I let out a groan when I hear my phone buzz. Who could possibly be texting me so early? I sigh, and reach for my phone. I read the text, it’s from my boss. He needs me to come in, and I've only been home two hours. Who needs a damn limo driver at seven in the...

Humor
4 years ago
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Fucking Another ISS Client

Hi readers,am with another story where I fucked my another client in her flat.For those who doesn’t know me.Am joe doing my degree in reputed college in Bangalore basically from Kerala. Any ladies,widows,divorcees,girls,in & around Bangalore looking for secret relationship,please feel free to mail me on ….. Any couples who is planning to have a threesome or any cuckhold husbands who wants to see their wife getting fuck,please mail me on ……. I should really thanks my readers for your support...

3 years ago
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Anita and a new black client

Ana told me her plans for the week end. She would not meet her three young black lovers, because they would be all going out with their sweet girlfriends.But then my sexy wife told me she would meet a new black client that had been recommended to her care by her Boss at the firm.Ana made me laugh when she said she needed a cheerleader outfit because it was a special request by that client for her to wear…I asked her if she could set up her phone cam again; so I could watch her during the...

1 year ago
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My Reluctant Wife and the New Client

I am the Midwest Regional Marketing Manager for a large industrial equipment company, and my wife and I took a business trip to New Orleans about fifteen years ago that changed our lives. I was forty-three years old at the time, and my wife Joan was forty.Joan is five feet and six inches tall and weighed about one hundred and twenty-five pounds at the time of this story. She’s a beautiful brunette with sparkling green eyes, and has a slim waist and gorgeous 36D breasts, which are still rather...

Cuckold
3 years ago
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Orally Obsessed Lactating MILF Becomes a Whore for Mexican Boss and Client

My name is Amy, and my husband, Doug, and I grew up in Raleigh, North Carolina, although we didn’t meet until college. He’s one year older than me, and we went to different high schools in the city. That was lucky for me since he didn’t know my reputation as a slut before we met. We are both computer science majors and earned our bachelor’s degrees at UNC in Charlotte.Doug moved back to Raleigh one year ahead of me and got a great job in the systems department of a large corporation. We got...

Wife Lovers
3 years ago
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Squirting Milf 8211 Massage To A Sexy Client

Hi everyone I’m Mr. X (changed name) 21 years old. I’m new to this platform so without wasting any time let’s get into my real life experience. So this happened a month ago in Bangalore. I was training in a well-reputed firm. So I had few chances to attend client meetings. We had got a new renovation project in the hub of the city and things were going all good. Once the client had come to our office for the certain changes in the project. That was the first time I saw her. Damn! She was...

3 years ago
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Chrissies New Client

I run a small investment consulting firm. Very small, actually it's just me. It's really just a cover business for what I really do which is to service my male clients clandestinely.There are an average 20-25 active clients. They are all successful proper business man, many of them you would classify as professionals.They are all referrals and have been carefully screened. Most of the men are straight but just like a girl with "something extra"occasionally. There are also some who I suspect are...

3 years ago
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The potential client

Introduction: Meeeting with a gentleman to discuss work opportunities, Jennifer gets a little more than what she was expecting, she gets her fantasy fulfilled. Jennifer was an okay looking woman. She was quite a bit insecure with her size (18 in jeans), but she knew there were men who liked their women a little bigger. She had amazing 40DD breasts, which drew attention even on a bad day. She was proud of them. Her breasts and her lips were her amazing assets. She could remember as far back as...

3 years ago
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The potential client

Even while driving she wore tank tops often and would make sure it was pulled down enough so her milky white breasts popped out of the top, a perfect view for any trucker driving by. She loved any kind of attention she could get. Even a minute boost to her self-esteem would be wonderful. She knew she was submissive, it was in her nature. If only she could find a man who would ravage her, take complete control of her and give her all that she wanted. She fantasized often, watched pornography...

1 year ago
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my first female paying client

One day I got a call from the escort agency asking if I would attend to what they described as a mature female client who was a business lady looking for female company for the evening. The agency was the type that 'looked the other way' in so much that they got paid a certain amount of money by the client for your time and anything else that went on between two consenting adults was up to you. But in this case seeing as it was a female, and being young and naive at the time, I didn't think...

4 years ago
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My Reluctant Wife and the New Client

I am the Midwest Regional Marketing Manager for a large industrial equipment company, and my wife and I took a business trip to New Orleans about 15 years ago that changed our lives. I was 43 years old at the time, and my wife Joan was 40. Joan is 5’6” tall and weighed about 125 pounds at the time of this story. She’s a beautiful brunette with sparkling green eyes, and had a slim waist and gorgeous 36C breasts, which were still rather firm, given that she breast fed our two kids. We had a...

3 years ago
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Secretarial Duties 4 Entertaining a Client

“Todd, hold my calls,” Patricia walked quickly into her office, trying to hide her excitement. She set her purse and briefcase on her desk and sat down. She was still flushed and trembling. What an exciting morning! Patricia rocked back in her chair, reflecting and trying to calm herself. She couldn’t believe she’d actually done it! Just thinking about it gave her butterflies. “It must be Dr. Schmidt’s influence,” she thought. “The hypnosis. He’s made me bolder. I like that. I’m having more...

4 years ago
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Secretarial Duties 4 Entertaining a Client

“Todd, hold my calls,” Patricia walked quickly into her office, trying to hide her excitement. She set her purse and briefcase on her desk and sat down. She was still flushed and trembling. What an exciting morning! Patricia rocked back in her chair, reflecting and trying to calm herself. She couldn't believe she'd actually done it! Just thinking about it gave her butterflies. “It must be Dr. Schmidt's influence,” she thought. “The hypnosis. He's made me bolder. I like that. I'm...

2 years ago
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Extraordinary client

I'm deciding to write about the most extraordinary clients I have, those that can do the strangest things sexually. I have one client that doesn't like intercourse. He pays for a hand job where he finishes himself. The first time he wanted me to stroke him from the back, reaching around him to until he reaches full erection. Then he wants me to get on my knees and stroke him slowly but firm. I'm noticing that he's lasting a tad bit longer than normal. 20 minutes pass and i don't even see any...

2 years ago
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Sex with client

Hi my name is Isha Dhariwal. I am a 26 year old single woman working in a multinational bank in Pune. I originally belong to Karnataka but I am in Pune for last 10 years. Looks dept I ‘m an extremely attractive young woman with 170 cms height and milky fair complexion. Since I am a fitness fanatic my body is in great shape too. I am 34 24 36 and I know most of my clients drool when I wear a tight kamis or a tight t-shirt to work. My long legs look gorgeous in well fitting denims or suit pants...

4 years ago
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new client

A chapter from my book Ginger available now for e reader and paperback on Amazon under my pen name Raul Montana. Check it out along with the rest of my titles.Ginger had noticed that George was home and unsure of what he would have thought about the activities in his guest room. She kept her distance from their house for a few days. Besides, she was falling behind with work and had just received a referral for a new client. Today was her first meeting with him. Ginger was waiting at Starbucks,...

4 years ago
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The Client

Everybody likes to fuck, and fat chicks are no exception. Most people balk at the idea of laying the wood to a fatty, but if you can get over the outward appearance, you can get some of the best pussy you ever had. These chicks might not be much to look at, but they’ll drain the cum out of your nuts like a champ if you let them. Let’s take Marsha for instance. She’s the typical worker you’ll find in just about any office. She’s about 45, and overweight from years of sitting at a desk. Marsha’s...

2 years ago
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The Client

The thunder woke me up, a deep sudden boom that shook me into the reality of Monday morning. I groaned as I looked at the clock, which was blinking 12:00. I reached until I found my phone on my side table and brought its face to mine. It told me what I suspected. I was late again. I arrived to work soggy and grouchy, but my mood plummeted to panic when I saw the stickie stuck to my monitor. “Mr. Villalobos. Conference Room 4. Monday. 8 O’ clock. DO NOT BE LATE!” It was written by my boss,...

2 years ago
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My 2nd female client

Those who have read my earlier post about a visit to the cinema now know that, that was the first time I had ever gone with a lady.The second time I went with a female client was much more formal. I was booked as the plus-one of a high-powered mature business lady for a business dinner at a hotel in Cardiff. She had specifically asked for a girl of my age and type and given instructions that I was to dress smart (but also sexy). I dug out a little black number for the occasion and some recently...

1 year ago
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Ana and a new client

Ana and a new clientFriday night after having wild sex, Ana confessed she had got a new black lover.His name was Lukas and she had met him at her office,; he was a new client. My sweet wife said after the very first time she saw him she knew he would fuck her pussy anytime he wanted….The next day scheduled for a meeting, she just dressed up with a sexy outfit, wearing under her favorite garter belt and a pair of lace top black stockings. At noon she said it was lunch time and she invited him to...

3 years ago
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The Client

The thunder woke me up, a deep sudden boom that shook me into the reality of Monday morning. I groaned as I looked at the clock, which was blinking 12:00. I reached until I found my phone on my side table and brought its face to mine. It told me what I suspected. I was late again. I arrived to work soggy and grouchy, but my mood plummeted to panic when I saw the stickie stuck to my monitor. “Mr. Villalobos. Conference Room 4. Monday. 8 O’ clock. DO NOT BE LATE!” It was written by my boss,...

Spanking
2 years ago
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The aide enjoys getting used by client

When you get here your outfit will consist of flat heeled black shoes , silky dark thigh high stockings , short black silk skirt , and a sheer white sleeveless , collarless button up the front blouse. No panties or bra will you wear. The next time she worked she came dressed in this outfit and she stripped as soon as she arrived. He enjoyed looking at her beautiful young body as she did her duties around the apartment. Then about a week after she started he decided he wanted a sponge bath. He...

1 year ago
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Sexy Massage On Client

The week went by faster than I expected. Today, Babita wanted to reward me by giving me a massage today. She was so ecstatic with pleasure and warm feelings throughout her whole body last week; she wanted to do the same for me. I told her to wait until next time because today was for her. I had never received a massage from a client before; today was supposed to be a day of firsts. Maybe she had forgotten what she said, but just in case, I didn’t want to ruin her day by unloading my self too...

Incest
3 years ago
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Taking care of a good client

My sexy boss Barbara called me to his office, to ask me if I could attend a quick business trip to a nearer city, to interview some potential clients. She said that this time, she would go with me…On the second night there, Barbara and I had gone out for dinner with several customers.When dinner was finished and some of the people had left the restaurant, I was approached by a handsome black man who introduced himself as Orson.He asked me if I would like to be accompanied to my car, to which I...

3 years ago
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My Berlin SummerChapter 9 The Client

On rare occasions, one of us slave girls might be rented out for a night at a location other than the club, presumably at some significant expense to the client. This was primarily done for clients who could not risk accidental discovery at the club - men, or women, whose political, business, or other connections would not permit them to be seen indulging in the soft, captive flesh of girls such as I. As a new slave girl I had understandably few of these appointments, but as the months wore...

3 years ago
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The Absent Client

Most of the jobs I get from Amanda are pretty mundane but she does like to feed me the weird ones too, the next job I got was from a man named Brett, he didn’t say why he wanted me just to be at his house at 4pm. I think this came under the weird umbrella due to lack of information.I made sure I wasn’t late getting there half hour early, finding the address and waiting around the corner. It wasn’t a bad part of town and from my earlier drive by my client has a decent enough house, small but...

3 years ago
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Sex With A Divorcee HR Babe Introduced To Me By My Client

Hi readers, this is my another story in Indian sex stories (ISS). Hope you liked my previous stories. Few people have responded through mails and are on chat. Please send your suggestions on my email. Plus if any unsatisfied girl, married female, divorcee wants to have fun with utmost secrecy, honour and dignity, she can contact me on my mail. My email is I am an average looking boy, single, decent, educated, well maintained and hot dirty and horny in bed. I am from Delhi and I do provide the...

1 year ago
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Satisfied client

I still remember my blonde that came into the office of our law company one day. I knew she was an attorney of one of our clients and I thought her boss, and my friend, sent her to express gratitude for the very good deal we helped him to close. As I stood up from my chair to welcome her she pushed me down back into my chair and came around while opening her trench coat. There was nothing on underneath the trench coat but there was some equipment that I was not accustomed to, a cock! I knew her...

She Males
1 year ago
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Refusing to accept a new client

At that point she starts to lean back up. I put my hand on her back and pushing her back down. She complied without saying anything. I put my other hand between her thighs and ran it slowly up. Her thighs are steaming hot. The thighs feel so smooth and soft. She gasped, but still didn't say anything. As my hand traveled further up her thighs, pushing her skirt up higher. She froze. " Open your legs," I commanded. She widened her stance and put both palms flat on the desk. Still quiet,...

1 year ago
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The Bus Ride and Meeting My New Client

I took a final look at myself in the mirror. My name’s Joanna, I stand 5’6 tall, have long dark curly hair, which I’d tied back into a ponytail and have blue eyes. I had on, a white, almost see threw, vest top with narrow shoulder straps. With 34b breasts, I never wore a bra and that day was no different. I straightened my yellow/gold wrap round skirt, with no undies underneath, put on my navy blue jacket, fastened the middle button and slipped on my toeless shoes. I was ready to go, so picked...

3 years ago
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The Bus Ride and Meeting My New Client

I took a final look at myself in the mirror. My name’s Joanna, I stand 5’6 tall, have long dark curly hair, which I’d tied back into a ponytail and have blue eyes. I had on, a white, almost see threw, vest top with narrow shoulder straps. With 34b breasts, I never wore a bra and that day was no different. I straightened my yellow/gold wrap round skirt, with no undies underneath, put on my navy blue jacket, fastened the middle button and slipped on my toeless shoes. I was ready to go, so picked...

Lesbian
1 year ago
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The Favorite Client

Twenty five year old Jordan Vasquez was the type of guy that women longed for and other men envied. His dark tasseled hair fell perfectly in place on his head, and he had amazing almond shaped eyes that were nearly black. His skin was a desirable dark complexion, and he stood at nearly six feet, which was rather tall for someone of Hispanic/Italian descent. His perfectly muscular build showed prominently in anything he wore, and he was just as much in love with himself as everyone else...

Gay Male
1 year ago
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2nd date with my dom client

Hi again, im J a 40 something fitness instructor from northern EnglandJust to give you an idea about me, im 5 ft 10 and 11 stone measuring 36dd 26 36 always tanned and short blonde hairI have been training for over 20 years and yes i look the part, i scare a lot of people off i have been told because of my physiqueI have always been dominant in my sexual relationships but that has started to change since i met Demi, see previous storyLast night Demi was my last client but i knew it would be a...

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