The Making Of A Gigolo (5) - Jill TrimbleChapter 5 free porn video

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Bobby rode his bike to Jill’s. His mother was still upset about the picnic she was going on with Prudence and Ted. He knew that, because she had burned the pancakes she served him that morning. He hoped she calmed down enough to have some fun.

He had an assortment of tools in his bag because he wasn’t quite sure what he was going to work on. Jill met him at the door in exactly the same outfit she had been wearing the last time he came over. Since he had made specific comments about that outfit, he suspected she was up to something.

“What do you want me to work on?” he asked.

“I don’t care,” she said. “I didn’t actually get you here to do any work.”

“Oh?” He set his tool bag down.

What Jill Trimble wanted, since about noon, the previous Wednesday, was to parade in front of Mark Trimble ... pregnant. Mark, while he was married to her, had been the stereotypical jealous husband. Part of her mistake was letting him get in her panties before she walked down the aisle. He assumed she’d let others do the same thing. After they got married, he’d asked her over and over again if she’d done this, or that, with anybody else. Later, he’d berated her if she even talked to another man, or looked at one for more than a few seconds. During one shouting match he’d called her a slut. What hurt the most was the fact that Mark wouldn’t even try to get her pregnant, while he obviously did the opposite while he cheated with Nancy. His lies at the diner proved, to her mind, that he was still insanely jealous of any other man paying attention to her, even though they were no longer married.

So she was quite convinced that, if she got pregnant, especially if she wasn’t married to anybody, it would be what would hurt him most. And the last thing she wanted to do was get married again. She was a firm believer in the old adage “Fool me once ... shame on you. Fool me twice ... shame on me.”

It was a half-baked plan ... one born of frustration, anger, and the spirit of revenge. She knew she was good looking. She’d already been hit on a number of times since her divorce, but the men who hit on her were not suitable, in her estimation, to help her with her plan for revenge. She couldn’t just go out and troll in bars. She was not a slut, despite Mark’s conviction that she was. It was while she was serving a young man who came into the diner that she thought about the handsome young man who had repaired her washing machine.

Not only was he handsome, but he was a real gentleman too. He’d looked at her. She’d caught him doing that a couple of times, though he didn’t leer, like the others. He was honest about things too. When he scolded her about wearing revealing clothing, she’d been angry, at first, but then she’d realized that what he’d said made sense. She had no idea that, once she’d decided to do this crazy thing, and started thinking about finding a mate, that her basic female mind would look for the best genetic standard in the tribe of men around her. Bobby was the only man she’d met who stood head and shoulders above the other candidates, in that way. All she knew was that, as time went on, she thought of him more than all the others.

What she didn’t know was how to go about seducing him. She’d never tried to seduce anyone before. It had always been the other way around. As a first step, she wore the clothing he’d warned her about wearing. It was an instinctive move.

“What did you call me here to do?” asked Bobby.

Now she was stuck. He was here, and she was here. She looked at him, and her heart gave a little flutter. He really was so handsome, and strong. Her belly started fluttering too, as she looked at his hands, and wondered what they’d feel like on her body.

“Can’t we just spend time together and have fun?” she asked, unable to think of anything else to say. With him so close, her mind was roiling and it was hard to think. Still, her voice had clear overtones that Bobby recognized as being sexual.

“Well, I suppose we could do that,” he said, cocking his head. “Except you already told me that’s not what you’re interested in.”

“Can’t a woman change her mind?” she asked, defensively.

“Sure she can,” said Bobby. “Women do that all the time. Sometimes they even have a good reason for it.”

He was trying to lighten the mood, because, as she talked about having fun, her demeanor was very, very serious. Something strange was going on here. He could tell that. It was almost like she was flirting with him, except that she wasn’t acting like any woman he’d ever seen while she flirted.

The joke flew right over her head.

“I thought you liked this outfit,” she said, looking nervous.

“I do,” he said.

“Then don’t you want to try to kiss me, or something?”

He stared at her.

“No,” he said.

“Why not?” she asked. She looked less nervous now, but more confused.

“Have you made any coffee this morning?” he asked.

She blinked. “No.”

“Well, go make some, and let’s talk,” he said.

“I don’t want to talk!” she said impatiently. “I want to...” She didn’t finish, not because there wasn’t anything on her mind. She didn’t finish because what was on her mind was so undefined that “get pregnant” just sounded crazy.

“Okay,” said Bobby, folding his arms across his chest. “Then take off all your clothes.”

“What?” Her eyes darted around.

“Take off your clothes,” Bobby repeated. “I want to see you buck naked.”

Bobby’s choice of words was significant, in this case. Mark, especially when he’d been drinking, loved to say “I want to see you buck naked!” Making her strip for him had been one of the games he had played that established his domination over her. He had liked to order her around, especially in the bedroom.

She felt white hot rage suffuse her body and scowled ferociously.

“I will not!“ she almost yelled.

“Then make some coffee,” said Bobby, “and let’s talk about whatever it is that’s gotten you all riled up.”

She wanted to throw him out. He was ordering her around, just like Mark had. Her response, though, was complex. When she stood there, and he reached out and put his hands on her shoulders, turning her, and then giving her a gentle shove towards the kitchen, habit made her do exactly what he was telling her to do. Her mind was screaming not to do it, and telling her to throw this bum out too, but it was so much easier, just like it had been so much easier with Mark, to just do whatever it was he said to do. This war within her waged for a hundred and twenty seconds or so, while her body went on autopilot, her hands reaching for the coffee filter, and filling the carafe. She punched the on button almost viciously, and turned around to see him sitting calmly at the kitchen table.

“Why don’t you want to kiss me?” she demanded, out of frustration.

“I didn’t say I don’t want to kiss you,” he said. “I said I wasn’t going to try to kiss you.”

“But you’re a man!“ she blurted.

“Sit down,” he said.

“Don’t tell me what to do!” she yelled.

“Please sit down,” he said, his face not changing.

She wanted to scream. Nothing was working out for her. Mark was making her crazy. The men who leered at her were making her crazy. This man was making her crazy. She’d held it all in until now, and she felt panic as she felt her eyes filling with tears. She didn’t want to cry in front of this man, but she knew it was going to happen. In a paroxysm of anger and frustration, mixed with not a little fear that her whole world was collapsing, she ran from the room, seeking refuge in her bedroom, slamming the door and tumbling onto the bed, where she bawled. She buried her face in the pillow, and let it all come rushing out in long, body-shaking sobs.

She had no idea how long she’d been submerged in the sea of self pity that had tried to drown her when she finally stopped crying and rolled to stare at the ceiling. She had settled into a mood of darkness, disgusted with almost everything, including herself. While Mark wasn’t the prize she’d though he was when she married him, she hadn’t been able to keep him. She couldn’t understand why he’d want to get Nancy pregnant, but not her, but that rejection was what hurt the most. If she’d have been calm enough to think about it logically, she’d have been relieved that he hadn’t gotten her pregnant, since he was a piss poor husband, and would probably make a piss poor father as well. But she wasn’t calm enough to do that, and she moved on to berate herself for chasing away the nicest man she’d met since she got divorced. Bobby hadn’t done anything wrong, but she’d chased him away anyway.

With a sigh, she dragged herself off the bed, and wandered, more or less, back to the kitchen. She almost staggered with surprise when she saw Bobby sitting at the table, calmly sipping from a cup.

“I poured you a cup,” he said. “It might have cooled down a little too much by now, though.”

She looked at the cup, sitting across the table from him.

“You’re still here,” she said, her voice barely above a whisper.

He made no comment, and just sipped from his cup again.

“Why are you still here?” she asked, her voice louder.

“You didn’t actually ask me to leave,” he said. “If you want me to, I will.”

“No!” she blurted, and then felt foolish.

“Okay,” he said, not reacting to the emotion that had been in her voice.

She had no idea what to do. She didn’t understand him at all. She had acted a fool ... had run from the room like a little girl ... but he had stayed. For lack of anything else to do, she sat down and took a sip from the cup he’d poured. It was cold, and she got up, dumped it in the sink, and poured a fresh cup. She sat down again, and tried to sip, but it was too hot now. With a sigh, she set the cup on the table.

She glanced at him, her eyes almost bouncing off of him in their hurry not to be caught looking at him. It didn’t work. He was staring straight at her face.

“Do you want to talk about it?” he asked.

“No,” she said. “It wouldn’t do any good. My whole life is fucked up.”

“I can’t really disagree,” he said. “I don’t really know you well enough for that, but from where I sit, it looks like things might not be as bad as they are for some.”

“What are you talking about?” she asked.

“Well, you have a job, and a nice house. You managed to get rid of a loser husband. You’re still young and pretty, and you’re intelligent. That’s not such a bad hand to hold.”

In fifteen seconds he had pointed out five things about her that she hadn’t taken the time to appreciate. She was almost shocked by his casual references to the positive things in her life that she had forgotten about during her pity party.

“Why did you stay here?” she asked, impulsively.

“I figured you needed somebody to talk to,” he said.

“You’re the strangest man I’ve met in a long time,” she said.

“Why?” he asked. “Just because I care?”

“Why do you care?” she asked, her voice tense.

“I care about a lot of people,” he said. “Does it offend you that I care about you?”

“No,” she said, defensively. “I’m just surprised, that’s all. You don’t even know me.”

“That’s another reason why I stayed,” he said. “I’d kind of like to get to know you.”

“Why?” she asked.

“I don’t kiss women I don’t know, or feel something for,” he said.

She blinked. When he’d said he wouldn’t kiss her, she’d just assumed he was rejecting her.

“I had a bad week,” she said, finally, testing the waters.

“Why don’t you tell me about it,” he suggested.

She started haltingly ... slowly ... describing what had happened, and how it made her feel. Like a snowball rolling down hill, she gathered momentum. Her cry had helped, but this was like spewing out stomach contents that were contaminated, and making her nauseous, and, by the time she was finished, she felt like she’d vomited all over him.

“I’m sorry,” she said, wiping her mouth, unconsciously. “I shouldn’t have taken it out on you.”

“I don’t mind,” he said softly. “You did have a bad week.”

Then, because she felt so comfortable with him, she told him the rest of it ... her plan for revenge ... and why she had acted like she had acted when he arrived.

He smiled, and she felt terror that he was going to laugh at her, and say something like “You really thought I’d want to make you pregnant? You silly slut!”

But what he said was, “I knew something was wrong. You weren’t acting like yourself at all.”

Again she was amazed. Instead of telling her what she was acting like, he concentrated on who she really was.

“That’s a pretty poor reason to bring life into the world, you know,” he said, bursting her bubble.

“I know,” she said. “It was a stupid idea.”

“It was a brilliant idea,” he said, throwing her for another loop. “It’s not a good reason to have a baby, but it’s a brilliant idea. I’ve known guys like him, and it really would drive him crazy.”

“You think so?” she asked.

“Oh yeah.” He grinned.

They sipped at the coffee for a little while. She felt a lot more comfortable, and a lot less tense and upset.

“Can I ask you a question?” she said.

“Sure.”

“I thought you thought I was ... um ... sexy,” she said.

“I do,” he responded.

“So, when I threw myself at you ... why didn’t you...” She didn’t finish.

“I told you. I don’t kiss women I don’t care about. A kiss is something kind of special, to me. Would you kiss a tree?”

“No,” she said, almost giggling at the thought. “But you do think I’m sexy?”

“I’ve always thought you were sexy, even before I met you,” he said.

“How could you think I was sexy before you met me?” she asked, confused.

“Your picture ... at school,” he explained. “I had a lot of fantasies about the girl in that picture.”

She remembered his comment, in the square, about seeing her picture at school. What ran through her mind was of a kid, staring at that picture, like boys stared at pictures in Playboy. She looked at Bobby. He was no kid. Not by a long shot. She felt the butterflies in her stomach again at the thought of this specimen of manhood dreaming about her.

“I think you’re kind of sexy too,” she said, without thinking.

He grinned.

“So ... what do we do now?” she asked, trying to change the subject.

“I brought my tools,” he said.

She felt her mood dip, a little. She knew he wasn’t rejecting her, but it felt like he was. She gave herself a mental shake, and stood up to act like an adult.

They went through six little jobs, with him showing her what needed to be done, and then either doing it himself, or having her do it. She didn’t realize it, but, as he asked casual questions, he got most of her childhood out of her, and a number of stories about her life as a high school student. She hadn’t gone to college, choosing instead to marry the quarterback, right out of high school. She realized now that that hadn’t been the smartest thing she’d ever done. It was responsible for both her failed marriage, and the job she was stuck in, and would probably be stuck in forever.

They took a break at lunch, and she fed him leftovers from the fridge. He didn’t complain, and she noticed that he spent a lot more time letting his eyes roam around her body. She didn’t mind. Not only that, she enjoyed it. It helped restore her self confidence.

After lunch, there were only two more things that they could do that day. Other repairs needed parts, or tools he hadn’t brought with him. The last thing he tackled was a drain in the bathroom sink that was running slowly. It was in the bathtub. He removed the drain cover and, with a hanger, made a probe to go into the pipe. He fished out a gooey glob of hair that made her go pale. She had to turn away, as he put it in the stool and flushed it.

“You should see my house,” he joked. “With eight women, I’m cleaning out drains all the time.”

“How can you stand it?” she moaned, still feeling queasy.

The drain still ran slow. He plunged it, while she held a rag over the overflow, to seal the system, but it didn’t work.

“I was afraid of that,” he sighed. “I’ll have to go under the house.”

She had no idea where the entrance to the crawl space was, but he walked around the house and found it easily. When he had the panel removed, she stared inside.

“It’s dark, and dirty in there,” she said.

“Yup.”

“You can’t go in there,” she moaned. “There’s bugs and all that under there!”

“Can’t be helped,” he said.

She watched as he wiggled into the hole and disappeared, dragging his tool bag and the hanger he’d used before, after him. Less than a minute went by, but it seemed like a long time to her and she got down on her hands and knees to peer into the darkness.

“Are you okay?” she called.

“I’m fine.” His voice sounded faint.

Another ten minutes went by and he called out to her to close the drain and fill the tub half full. She ran and did that, and then returned.

“I need another hanger,” he called out.

She ran and got that and kneeled at the opening to tell him she had it.

“Can you bring it to me?” he yelled. “I’ve got parts lying on my chest, and don’t want to move.”

“I can’t come in there!” she yelled.

“Sure you can,” he called back. “Nothing to it.”

“I’ll get all dirty!” she yelled.

“Yes, you will,” he yelled back.

“There are spiders!” she complained.

“I scared them all away!” he yelled back.

“Can’t you come get it ... please?” she begged.

“No,” he yelled back. “And could you hurry? There’s water dripping on me and I’m lying in mud.”

She steeled herself and got on her stomach. As soon as her head and shoulders were in the hole, she berated herself for doing this stupid thing, but her stubborn streak drove her on. She was surprised, immediately, to find that there were vents all around the house that let in a surprising amount of light. It wasn’t really all that dark. She could see him, ten or twelve feet away, lying on his back. The ground was dry, at least where she was. It was interesting to see that the house was held up by square columns, made of brick, spread every five feet or so. She wiggled forward, the hanger in her hand, and felt the dirt scrape her exposed abdomen. She had the disgusted thought that she was ruining her halter top and shorts, and should have changed into something else.

She saw the water dripping on him, as she got closer.

“Where is that coming from?” she asked, reaching out to give him the hanger.

“The tub drain isn’t sealing properly,” he said. “I got the cleanout cover off, thank goodness. I need a snake.”

“Snake!“ she screeched, bumping her head on the underside of the floor as she jumped.

“No,” he laughed. “Not that kind. A plumber’s snake is a long cable that you can stick down in the pipes to break up a clog. I’m using a hanger, but it isn’t long enough.” She relaxed, and lay there on her elbows, as he twisted the two hangers together to make a longer wire, and then fed that into a hole in a big, black pipe where the dripping water was coming from.

“Ahhh,” he said, sounding pleased. “I hit something.”

He jerked the wire, moving it in and out of the hole over and over again. Then he moved it in and out more slowly, as if he were feeling for something.

“I hope that’s got it,” he said. “I don’t really want to come back down here.”

“Me either,” she agreed. “I can’t believe I let you talk me into getting under here this time!”

“It didn’t hurt you a bit,” he said.

“It ruined my clothes,” she complained.

“They’re just dirty. I already fixed your washer,” he laughed. “That will solve that problem.”

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Hello naughty ladies and horny gentlemen. Ankur Roy is the name I’ll be using for posting stories. I’m a 21 year old man from Navi Mumbai. I’ve been reading stories on ISS from the last 6 years and it has truly widened my imagination and fantasies. I’ve read all types of stories here and it has made me even more horny and desperate for sex. I was a virgin until the last weekend but all that changed. My virginity was taken by a beautiful 31 year old lady called Nikita. Now, I’ve come across many...

3 years ago
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Money Make Me High Class Gigolo In Mumbai Now In Pune

Hi readers My name is Vicky, 27yrs from Mumbai with an average physique.But i m goodlooking guy & well educated with great stamina to satisfy any female.(golden rule for ladies who hire me i.e. if ur not satisfied then no need to pay me),Now i m staying in pune & love to meet females in pune who like to hire me,i promise complete safety & satisfaction so if really interested then mail me @ / I am a great lover of this site and a regular visitor of this site. I was doing my 2 years MBA course...

3 years ago
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Gigolo Ch 01

This is a long-term story with potentially an infinite life in it, and it revolves around a man (written from a first-person perspective) finding himself in deep financial trouble and finding money and enjoyment in becoming a high-class male hooker. This chapter, as well as the ones to follow, will hit on more than one particular genre, which is why it’s been filed here instead of anywhere else. If you are open-minded, like something different and are not easily offended, please read on and...

2 years ago
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Mike the Gigolo Pt3 Last Stand

Four years into my time as a gigolo with Ron Vincent's business of providing escorts for the mature lady I had acquired quite a reputation. A good number of the clients asked for me on a regular basis.Having said that, I'd had a few occasions which had ensured I kept my feet on the ground. Like the buxom fifty-two-year-old lady, all blue rinse and chins who only wanted cunnilingus but refused to touch me in any way. It made for a very lengthy two hours of dipping my face in wet lard.Then there...

First Time
2 years ago
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First Experience As A Gigolo

Hi, its FOGG(my cover name as gigolo) bringing you my new experience as gigolo.I’m 27 M working in a reputed company in Hyderabad, apart from daily routine I also wanted of pleasure and money I made a choice of becoming a gigolo, I’m average looking south Indian guy, I have looked all over internet for suggestion and help but almost all of them are just fake and steal money. Tired of this I started my own advertising on Facebook and other different sites.Before getting into story, would like to...

3 years ago
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How I Became A Gigolo In Chennai

Hi to all readers. I am a regular reader of ISS and thought to put my story here today. This story is about how I became a gigolo in Chennai and started providing services to girls and ladies on a daily basis. Without wasting further time let me introduce the 2 characters of this story. I am Raj from Rajasthan. I am basically a Jain boy bought up in Chennai. I am little on the heavier side and have a penis of size 5 inch long and 3 inches in diameter. (I’ll not brag like others who quote they...

2 years ago
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Money Made Me A Gigolo

I was doing my 2 years MMS course from Mumbai university and opted for self study hoping that I will get a good job so that I can help my family, as I belong to a middle class family. I tried searching for jobs and hunting various companies for 3 months, but failed to get one as I was studying none of the companies showed interest. One fine day I was returning from an interview from Nerul to Dadar(Two stations in Mumbai). I was as usual rejected, so I was bit sad. I decided to take a local...

2 years ago
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Becoming An Independent Gigolo

Helo everyone this is sameer from Mumbai suburb(mira bhayander) I’m writing my first ever experience of being a gigolo. So please forgive me for any spelling mistake. Please send me your feedbacks on I’m 18 years old and this story is when I was 16. I think I’m the youngest gigolo from Mumbai. I’m 6.2 feet tall with a muscular body and six pack tool size 6 inches but very thick that any women will love to take… So coming to the story 2 years ago I passed my 10 th std and was admitted to a...

3 years ago
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My New Gigolo Encounter

Hi there ISS readers. I am back after a long time. This time I am gonna share my new gigolo encounter with a hot matured lady. Thanks to Indian Sex Stories for posting my stories over here. Now coming to the introduction. My name is akhil. I am a gigolo. Meri current location Chandigarh hai. Meri age 23 hai or meri height 5″9 hai or mera lund 7″ ka hai. Mujhe bade boobs or bade gaand wali ladkiya zyada pasand hai. If any lady or girl or bhabhi or any female wants my gigolo service then you...

1 year ago
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Gigolo 8211 Male Escort 8211 Rent Man 8211 Call Boy Odisha 8211 Part 5

Hello to all indiansexstories2.net readers. Girls/ Ladies/ Housewifes/ Widow/ Single Ladies, I am Bapi back again to share one more incident of a real story of a fabulous encounter of my gigolo profession. I would like to introduce myself to readers who dont know me. As informed earlier my name is Bapi,age 32, unmarried, located in Rourkela, Odisha. I am working in a private firm and serving as part time gigolo (male escort) for unsatisfied females. If you are lonely or unsatisfied with your...

1 year ago
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Being A Gigolo 8211 Both Master And Slave

Dear friends, this is Shiva again from Tamil Nadu. Thanks for all those who spent their precious time, sending feedbacks for my stories Lucky Journey With Lusty Lakshana and Pumping Plumy Padma. All your feedbacks and my experiences after publishing those stories, made me to write this story. Feel free to contact me via my email ids and to have a very safe, secret and enjoyable relationship. My KIK Id is : dazzlingshiva I always feel every girl/lady as a flower and they have to be treated...

1 year ago
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Mallu Gigolo For School Teachers

Hi readers, my name is Joe from ,am doing my b.com in a reputed college.Am basically from Kerala but live in Bangalore in pg.This is my first story in this site and forgive me if there is any mistake.I thank ISS for providing a site like this to share our story. This is actually how I became a gigolo for school teachers in Bangalore.The story will be in 2 parts & this part will tell you how a horny divorced teacher seduced me and made me a gigolo for her female friends in school. Please forgive...

3 years ago
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Gigolo Experience In Mumbai

Hello again everybody my name is Dev and I will be sharing my first gigolo service in Mumbai. I stay at a good locality in Mumbai having rich families around me. I completed my engineering degree so right now I am just having sex with horny ladies mail me at Coming to the story; during my engineering I thought that I should be a gigolo because people complimented me for good looks, height and body. As I know where gigolo start their business from so I went there. I noticed that three gigolo...

1 year ago
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Ek Gigolo Ki Kahani Usi Ki Jubani

Hi dosto app asbhi ko mera mera Namaskar, mera nam Rohit he or me Rajasthan ki city ka rahne wala ho meri umar 34 sal he meri ye pahli kahani he assa karta hu ki app sabhi ko pasand ayegi me iss ka regular pathak hu or chahta hu ki me apni gigolo banne ki kahani app sabhi ke sath bantu dosto bat tab ki he jam me 31 sall ka tha mera ek dost jo kimeri hi umar ka tha us ko kucch sarir pe dad or khaj ki problem ho gai to Hum dono ek Dr ko dikhane chale gae joki ek bahut hi Mashur Dr thi Dr. Mamta...

1 year ago
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True story of a Gigolo

Hello friends myself Raaz. I live in Delhi. I am sending my first story for you. It is a true story of my life. 2 years ago I came to Delhi for my engineering studies. As I belong to a small town so I didn’t know about the life style of a Metro City. Well now I am coming to my point. I have an athletic body as well as handsome. That is why I am demanded in girls. I lived in Dwarka at Delhi. In evening, sometime I got bored, as I was living alone at my room, so I used to go outside to make my...

First Time
2 years ago
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Life Of A Gigolo In This Time And Place

Hello, living in Jaipur, a dire financial situation three years ago forced me to look for ways to make money. A friend of mine, a seasoned gigolo (male sex worker), talked this 18-year old into joining his line of work and live a life of luxury. I’m paid big money for providing (and receiving) carnal pleasure. Money was what made me say “Yes” to my friend’s invitation to join the business. I get anywhere between ₹6,000 and ₹25,000 for one night, depending on who I spend the night with. The...

2 years ago
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The Making Of A Gigolo 11 Renee ZimmermanChapter 10

Renee bent over and pulled down the covers, which she hadn’t even gotten under, because it was warm in the room. It was still warm but, despite the boldness of her behavior, there was still a residual level of nervousness in her that demanded she do something routine and normal. Turning down the covers served that purpose. “It really is a cute butt,” said Bobby, from behind her. She looked over her shoulder, to see him staring, where the shirt had ridden up to show her bare buttocks. Once...

2 years ago
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Jills JourneysChapter 6 Jill the Gambler

On a warm summer’s eve On a train bound for nowhere I met up with the gambler We were both too tired to sleep So we took turns a-starin’ Out the window at the darkness The boredom overtook us, he began to speak He said, “Son, I’ve made a life Out of readin’ people’s faces Knowin’ what the cards were By the way they held their eyes So if you don’t mind me sayin’ I can see you’re out of aces For a taste of your whiskey I’ll give you some advice” So I handed him my bottle And he drank down my...

4 years ago
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The Making Of A Gigolo 11 Renee ZimmermanChapter 7

This was Renee’s first celebration of the 4th of July in Granger. She was a little shy, at first, but then began seeing people she knew. Children ran up to her for hugs, and their mothers and fathers smiled and waved at her. Mirriam also waved, from a line of tables set up on the grass. Lots of women Renee knew were at that line of tables too, and her nervousness disappeared as she walked over and was welcomed. She looked around for Bobby, but didn’t see him. She felt embarrassed, for some...

2 years ago
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The Making Of A Gigolo 10 Liz SindersonChapter 7

On a day late in August, Bobby knocked on Liz and Jeff’s front door. He had a bottle of wine with him, and was dressed semi-casually. That was primarily because he had no idea what was going to happen that night. He was there in response to a somewhat formal invitation to attend the celebration of their wedding anniversary. Dinner would be served. Jeff answered the door and smiled, sticking out his hand. “Congratulations,” said Bobby, smiling back. “Thanks,” said Jeff. “Come on in. She’s...

2 years ago
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The Making Of A Gigolo 9 Amanda GriggsChapter 4

The next morning Amanda had to drag herself from bed. She hadn’t slept well. She hurried to get her father taken care of. He’d had insurance that covered loss of work from a thing like this, so, financially, they were fine. The insurance also covered hiring a person to check in on him, occasionally, during the day, so she knew that his other needs would be taken care of while she concentrated on making the situation at the station improve. She had no idea how to do that, though, and that was...

3 years ago
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The First Sex as Gigolo

Hi … This Suresh from Tiruppur,Tamil Nadu…I am the big fan of ISS … I have been regular reader of ISS for the past 4 years… I am the private gigolo and a sperm donor looking for more customer who are in need for pleasure.. Can contact me any time Coming to the story… I have a intentions in sex for past 6 years and I have further checked in google and I came to about a gigolo…. I too started surfing and fount and that person demanding 5,000 for and after that only I came to know its a fraud...

2 years ago
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Gigolo Ch 02

This time of year, darkness came early, but not early enough for me to get some warm up business before Vera turned up in her limo and took me to the hotel. I’d decided to dress in a £3,500 suit I’d bought earlier in the day, but this was nothing to what she met me in the restaurant with. She wore a slinky red dress with matching and rather skimpy lingerie. 104, looking about late sixties, and absolutely stunning. Despite this, people looked at me strangely for being 22 dating someone 82...

3 years ago
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Life As A Gigolo

You won’t notice me stand out in the Metro crowdI won’t be the one to turn heads at the office party. I don’t make you feel threatened by speaking to your wife or your girl hell and till a few months back I dint even know how to speak to a girl. But this story is not just mine it also belongs to Deepika!The perfect wife a loving mom a generous wife and the ideal woman and fair beautiful a former model who had with age put on weight only in the right places and a face oh what a face it drips...

3 years ago
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Experience As Gigolo For First Time

Hi, my name is anil and I am from Bangalore. I am an average looking guy with a medium built body having a decent 7-inch thick black tool. I am 25 years old. I work as a supervisor in a private company and in part-time I work as a gigolo satisfying women of all age groups in Bangalore and providing services as they wish for the last 3 months. I stay in Banashankari 3rd stage and provide the services all over Bangalore city. Today I am about to share my very first experience of how I became a...

3 years ago
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First Experience As Gigolo

Hi, Indian Sex Stories readers, this is my real sex story. I’m Karan from Delhi. I’m new here, I’m 23, athletic, 6 feet tall and a good looking guy. Right now, I work in an MNC and work as a part time gigolo. My dick is 6 inches big and very thick and got great stamina. This is my first experience of how I tried and became a gigolo, many more stories will follow. Please do share your love on It started when I came back from the US and broke up with my girl. Then, I started using tinder and had...

2 years ago
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Becoming An Independent Gigolo Part 8211 2

Helooo boys, girls, and aunties I’m sameer thanks for your lovely feedbacks and for motivating me to write another story.You can find my previous part at https://www.Indiansexstories.Net/couple/becoming-independent-gigolo/ I’m back again with another story with my client number 2 after becoming an independent professional gigolo. For those who don’t know me, I’m sameer from Mumbai western suburb (mira bhayander). I’m 6.2 feet tall with a muscular body with 6-inch cock size to please any girl or...

3 years ago
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Enjoy My Gigolo Service

Hi there, ISS readers .Kaise hai aap sb. I am back after a long time. With a new story of my gigolo service. I got many emails for my last stories. Thanks to all girls and aunties who replied me. Now I m sharing my latest sex story. Read it out and have fun. And if any girls aunty needs my sex service then you can mail me. There will be total privacy. That’s my mailing id. And boys please stay away from me. I don’t want your emails. I am not going to reply your mails. Now coming to the...

3 years ago
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Gigolo From Rourkela 8211 Part 2

Hello to all the reader of ISS. Hi Girls / Ladies / Housewives of Rourkela Odisha, I am Bapi from Rourkela, Odisha. I am back here to share one more incident which took place recently. I would like to introduce myself to readers who dont know me. As informed earlier my name is Bapi,age 32, unmarried, located in Rourkela, Odisha. I am working in a private firm and serving as part time gigolo (male escort) for unsatisfied females. If you are lonely or unsatisfied with your sexual life or just for...

2 years ago
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Gigolo Gives The Classic Companionship And Pleasures Mahima

Hi guys, this is Jerry. I am very young guy from Bangalore and writing this story for the first time. I work at an MNC, but also offer my services as a male companion. I am thick where I should be, my tool is about 7″ long. Average but young body. I got a phone call after putting up my ad on personal listing for several days. She was stuttering while speaking. She told her name as Mahima. She is 35 years old, but decent sized boobs and tight ass. She asked me about myself and told she wants to...

2 years ago
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How A Mature Woman Made Me A Gigolo

Hi Everyone, I want to post this story that happened to me recently and how I became a gigolo. Actually this is my second story and this all happened because of the first encounter with neighbor. Luckily she only made this opportunity for me. So this encounter is with one of her friend(don’t want to tell her name tho) who also working in Pune. I came to know about her from my neighbor that she is a widower and her husband died long ago. So my neighbor aunty told me that her friend really is...

4 years ago
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Beautiful Aunty Made Me A Gigolo In Hyderabad

Hello everyone, I am Avinash and basically from Hyderabad. I do provide gigolo services for women (Hyderabad and Bangalore) and especially i love matured women of all sizes.(plump, medium or skinny) Let me tell you a story which made me a gigolo for fun and not for money. I recently came back from UK and I am self-employed.I am pretty successful in my business and as a successful entrepreneur I do attend conferences and meetings. In that process there was a business meet early this year at...

2 years ago
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Sex With Bhabhi Being Gigolo

My name is Rahul and I’m from Ahmadabad. I’m new to ISS. Recently I came to know about iss and I became big fan of this blog. Now let me start with my story. Its about fulfilling my fantasy for real. I always fantasize about having sex with young bhabhis but being a was afraid of asking any of them. Finally I found a way to enjoy with them by becoming a gigolo. I knew the pickup points in the city and hence I went there wearing red t-shirt (usually that is the signal for being Gigolo). I waited...

3 years ago
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Gigolo Service In Delhi

Hi all ISS readers, my name is Adam & this is going to be my first story here hope you like it. Mai apne baare me bata deta hun, mai Delhi me reheta hun 5.8ft tall, age 25, with 7 inch cock fair with a good body and good stamina aur mai part time modelling bhi karta hoon, meri expertise Massage service hai, jo ki mere sabhi cleints jaante hai, main ek gigolo(call boy) hoon or females ko body massge or sex services provide karta hoon, meri cleint jiske baare me ye story hai bhot he zada sexy...

2 years ago
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First Experience Of Gigolo 8211 Part II

Hello ISS readers, this is Vijay from Chandigarh – The city beautiful. Main ek gigolo hu, ek professional gigolo, meri 24 yrs ka 5.8 height aur athletic body , dkhne mein average hu. Yeh meri true story hain jo main aaj aap logo ko bataunga aur meri life ka first exp bhi, aur yahi se meri gigolo banne ki shuruwat bhi hui. Dosto yeh meri frst story hain, jo main likh rha hu isliye age mujhse koi galti ho jae to apne is dost ko maaf kar dena aur job hi galti ho usko btana taaki main next time...

4 years ago
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JUDY HIRES A GIGOLO

It was a different Judy I held in my arms. She was not the loving, sweet, and cuddly Judy tonight. She had changed to a voracious female animal that demanded to be possessed. There was a wildness about her that I had never experienced.I had felt it as she walked in the door. She didn't close it, she slammed it shut. She did not wait for me to embrace her and welcome her back from her sightseeing tour, instead she crushed me to her, practically ripped my clothes off me. She wouldn't let me...

Mature
4 years ago
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My Experience With Gigolo

Hi everyone for myself i am john from ahmedabad. 24years old goodlooking man. I am presently do the gigolo job and share my great experiance in this job first time mai jab 16years age ka tha tab ek padosi bhabhi se baatchit chalu hui thi tab woh waha nai aai thi aur woh divourses thi usne paheli baar muje uski bahen ki sadi me sath me le gai thi tab hame waha 2din tak rukne ka tha sadi puri ho gai aur dusre din subah ko hame nikalna tha lekin sadi ki raat ko hi muje usne kaha kya tum sexy ho...

1 year ago
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22YearOld Guy Becomes Gigolo 8211 Part 4 The Ashwini Saga

Now it was the month of September. As I told you all, I have temporarily lost my job. I needed one as I realized that I couldn’t depend upon the profession of a Gigolo alone. I decided that I would also do something else to have full-time employment. Working as a gigolo will add to my income and be a source of my fun. I searched for a job and got one at a call center. I joined that job and started to work. The pay was less, but the chances of incentive were great.  As I joined this job, I...

3 years ago
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Gigolo entraps an old crush

I started my working life working in a store, where my gift of the gab won customers of both sexes over and made me popular with my work colleagues. I was not an adonis, but from starting my working life I began to make the best of myself by starting a exercise regime and buying good clothes and beauty products, and discovering sex. I started paying escorts for sex so that I could enjoy a range of uninhibited sexual fantasies and kinks that I had. And professional escorts for a fee were...

1 year ago
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How I Became a GigoloChapter 10

It was the end of the summer, and I was facing the prospect of returning to school. Dammit, I was making so much money as a gigolo that I hated the thought of what going to school was going to do to my working schedule. I now had enough older clients lined up that I was fucking them five days a week at a usual price of $200 per day before Jenny's share. The thought of losing $875 a week, plus all of that fucking that I would be missing, really had me in the dumps. Furthermore, I was dating...

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