The Making Of A Gigolo 3 Sherry WinstonChapter 3
- 2 years ago
- 14
- 0
A week later, Bobby was again reading in bed, when Mary slipped into his room.
“How’d it go?” he asked. She’d been on her date that evening, and had been home at the prescribed nine o’clock.
“I let him kiss me,” she said, standing there, with her hair down.
“And?”
“It wasn’t like kissing you at all.”
“He’s better?”
She took a step towards him. “No way,” she said.
“I’m sorry,” said Bobby. “Maybe he’ll get better.”
“How did you learn to kiss like that?” she asked, taking another step closer. Her hands fluttered at her hips.
“A gentleman doesn’t talk about what he’s done with women.”
“That doesn’t make any sense, Bobby. You never go out on dates. You’ve never had a girlfriend. So how?”
“I still can’t tell you,” he said. “It would still be talking about a woman if I explained. I don’t do that.”
Mary knew him well enough to know he wouldn’t budge. She resumed on a different tack.
“I expected to feel the same, when he kissed me,” she said. “But it wasn’t anything like kissing you.”
“So what do you want?” he asked, knowing, somehow, what she wanted, but making her say it.
“Um ... I thought maybe ... you’d kiss me again,” she said, rushing the last words.
“I told you, you’re not ready for that,” he said softly.
“It’s just a kiss,” she whispered.
“Okay, kiss me, then,” he said, staying where he was.
She came to bend over him, and, as her lips touched his, he raised his hands to press them to her breasts. She jerked back, her mouth open wide.
“What are you doing?! You can’t do that!” she whispered urgently.
“It’s all part of kissing,” he said, smiling at her.
“No it’s not!” she said. “That’s something else completely.”
“Not to me,” he said.
“I just want a kiss,” she moaned.
“Come lie beside me, and I’ll kiss you,” he offered.
“I’m not getting in bed with you, Bobby Jordan!” she whispered.
“I’m not going to have sex with you,” he said, smiling. “I’m just going to kiss you.”
“You want to touch me too,” she argued.
“It’s all part of kissing. Last time I touched your butt.”
That was true. She remembered that part. She remembered his lump pressing against where she’d liked to rub, too. But her memory of that kiss ... those two kisses ... pulled at her.
“Only a little,” she said.
“Okay, only a little,” he agreed.
She crawled gingerly onto the bed, and lay stiffly beside him. He twisted until he was on his side, and laid his hand on her hip. She clamped her elbow down, as if to keep his hand there. He leaned forward to kiss her.
This was, however, a different kind of kiss. It was gentle, a fairly quick pressing of loose lips against hers. She opened her lips, to receive his tongue, but he didn’t do that. Instead, he pulled back just enough to let him slide his lips sideways a fraction, and he kissed her again. He kept doing that, giving her just quick, warm kisses, moving all around her lips, until she felt like she was going to scream if he didn’t kiss her!
The pressure on his hand disappeared as she lifted the hand on that arm to put behind his head ... to pull him to her lips.
He gave her what she wanted, and she went limp as he ravaged her mouth. The feelings were so intense that she didn’t even feel it, at first, when his hand slid up her side, to mold her left breast, and feel for the nipple on that breast, through her cotton nightgown. She wore only panties under her nightgown, and the cotton of her sleeping garment was old and thin.
She felt like she was floating again, and then, a niggling little spark of electricity wormed its way into her brain, and she realized he was squeezing her nipple. It added so much to the kiss that she felt like she could cum without even touching herself. Almost.
She didn’t need her hand on his head any more. He had rolled toward her, and she realized she was mostly on her back. Her hand went to the front of her nightgown, and she pressed hard, between her legs as the kiss went on and on.
She bucked and jerked spasmodically, as she came, feeling things with her lips, at her nipple, and between her legs, all at the same time. It was so sweet that she thought she might drift away, never to return.
Her mind came back, to find he had pulled back from her, and was just staring at her face, a small smile on his lips. His hand was just smoothing over her breast now, rubbing gently, pushing the hard flesh to one side, and then down, like he was rubbing on oil or something.
“That was fantastic,” she sighed.
“It’s really serious, though,” he said, warning plain in his voice. “It makes me want to do other things ... things we shouldn’t ever do.”
“Not me,” she said.
“Not yet,” he countered. “You never wanted to kiss me like that either, until you saw me kiss Mamma.”
“Have you touched her ... like you touched me?” she asked.
“No.”
“How many times have you kissed her?” asked Mary.
“Once.”
“Just once!?”
“Well, two times, but at the same time ... when you were there. I kissed her once before you saw us.”
“But not since then?”
“She knows better. That’s what I’m trying to teach you.”
“I love kissing you,” she admitted. “It makes me feel so special.”
“I love kissing you too,” said her brother. “It makes me want to have sex with you, though.”
She was shocked, and sat up.
“I would never do that!” she gasped.
“I’m just telling you how it makes me feel,” said Bobby, lying back harmlessly. “You need to understand that’s how boys feel. Kissing is fun, but it leads to wanting other things.”
She was quite aware of that, except that it somehow seemed safer with Bobby, than thinking about doing any of those things with another boy.
“So ... you’ve done other things?” asked his sister, suddenly interested.
“I told you, I’m not going to talk about that,” he said.
“But you’ve done them,” she insisted.
“Yes,” he said. “Now, go to bed!”
She got up, and started out. Then she came back.
“Good night,” she said, leaning down to kiss him again.
This time, when his hands molded themselves to her breasts, she didn’t jerk back.
She just licked his tongue with her own.
Months passed. Sherry still needed him, though not quite as often. Being pregnant wasn’t as much fun as she had thought it would be. Her stomach was upset a lot, and her ankles swelled. Still, there was something about sliding her hands over her swelling belly, and knowing that a baby was in there, waiting to grow enough to come out, where she could hold it in her arms ... that made up for the tedious parts of it.
She spent hours trying to decide how she felt about Bobby, and how she felt about Sam, and what her future should be, with both of them. Sam, as it turned out, got more interested in her as her belly got larger, rather than less. He still complained that it was too soon for children, but when he came home, he stayed a day or two longer, and he had more energy for making love. He was particularly happy when all he had to do was lie there, while she rode him, using muscles she’d trained with Bobby, to get her husband to the point where he couldn’t hold it in any longer.
Mary came to kiss him good night every night now ... always after everyone else had gone to bed. She no longer waited to be told to lie down. Based on his warnings, she expected him to touch her other places, but his hands stayed on her breasts, outside her nightgown. She knew he was aware that she was touching herself as they kissed, and that she was having orgasms but, despite his warnings, he didn’t try to do anything else to her.
She was both happy and unhappy about that, in ways that were very complicated. She went on more dates, and kissed more boys, but none of them made her feel like Bobby did. It was fun, but it wasn’t as exciting. Not like Bobby. She didn’t want to have orgasms with the boys she dated. That part of Bobby’s warning had sunk in.
But she did want to have them while she kissed Bobby.
Bobby got a call from another potential customer. Again, she was referred to him by Martha. Her name was Prudence Harris and, of course, Bobby knew a little about her. He knew she was a widow, though he didn’t know anything about how she became one. She had a daughter that was Bev’s age, and in the same class as Bev in school. Prudence worked at the bank, as a teller and, as far as Bobby could remember, didn’t ever attend the town celebrations, or ice cream socials.
He repaired her broken gate, and painted the rest of the pickets in the fence. A door in the back of the house had rotted at the bottom and needed to be replaced, but they were waiting until warmer temperatures arrived, since the open doorway would let expensive heat out until then.
She seemed like a nice woman, and they talked a little, as she gave him a piece of cake one time. He rarely saw her daughter, Constance, who seemed to stay in her room at all times he was there. He could tell Prudence was lonely, even though she saw, and talked to people every day at the bank. She made no overtures toward him the two times he’d been to her house, and he behaved like the gentleman everyone in town was sure he was.
She had lots of ideas for sprucing up the house, but was thinking about them, prioritizing them. She said she’d call him when she was firm about what she wanted.
It was coming on Spring, and Mary finally went out with a boy who was more interesting than the others. He touched her breasts, outside her shirt, and he kissed with his tongue, like Bobby. He still didn’t make her tingle, and want to rub, like Bobby always did, but he was interesting, and she agreed to keep going out with him.
On their fourth date, his hands wandered from her chest to her belly, plainly on their way somewhere lower. She stopped him, but continued to kiss him. He relented, and went back to her breasts, which suited her just fine.
That night, though, when she climbed onto the bed to kiss her brother good night, and she told him about it, her kisses were a little more urgent. Bobby’s hand slid down her back, during one long kiss, and then slid up the back of her naked leg, dragging her nightgown up. His hand, on the outside of her panties, didn’t feel that much different to her than it did outside her nightgown. She reached down to rub, and tensed as Bobby’s hand slid around, up, over her hip. She tried to say “No!” into his mouth, but he was sucking her tongue, and all she got out was a strangled “Mpfh!”
But then his hand came on top of hers, and pressed. He was ... helping her rub ... but not rubbing himself. This wasn’t so scary, and, with his hand on top of hers, one of his fingers occasionally slipping between hers, to touch her panties, her orgasm was, if anything, more intense.
As she relaxed from her orgasm, still kissing him, and his hand slid up her naked belly, to her naked breast, it just seemed natural, to her, somehow. Skin on skin felt so much better! When he found her nipple, and rolled it between his thumb and fingers, she moaned, and sucked his tongue.
“These are all things he’ll want to do,” he whispered, when they stopped to catch their breath.
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...
Hi dosto mera naam vinay hai or mai delhi se hun mai average looking hun mera lund 5.5 inches ka hai. Meri ek girlfriend hai jiska naam pooja hai or wo bohat achi ladki hai hum dono ek dusre se bohat pyaar krte hai. Ab mai apko pooja ka figure btata hun. 32,34,32 hai boobs ekdum bde or gol hai nippal tight hai or gand bhari hui hai gol gol or choot ke kya kehne choot bilkul saaf or mast mujhe toh pooja ki choot chatna bohat pasand hai or usko mera lund chusna acha lagta hai humne bohat baar sex...
Dear all, I love ISS site since from lost 9 year I am reading all story, here I could like write my own experience as a gigolo guy Please send your feedback and valuable though to my mail I’d and if any one want to chat mail me Story started like this Myself rahul from hubli working in hubli only, alone guy getting life bore so I started time pass along with work usually free time or weekend I ll be busy with my laptop while searching something I came to know gigolo world In gigolo world one...
My name is Jim. I just turned 35 a couple of months ago.I married my wife Sherry nine years ago. We have twoc***dren, a son eight years old and a little girl threeyears old. We have a good life but there have been somerough spots. My story is about the end of one of thoserough times About two years ago Sherry and I had a bigfight. She was spending much of her time with the k**sand seemed less interested in spending time with me. Shegot involved in the PTA when our boy...
My name is Jim. I just turned 35 a couple of months ago. I married my wife Sherry nine years ago. We have two children, a son eight years old and a little girl three years old. We have a good life but there have been some rough spots. My story is about the end of one of those rough times. About two years ago Sherry and I had a big fight. She was spending much of her time with the kids and seemed less interested in spending time with me. She got involved in the PTA when our boy started first...
customers pawing at you all night every night?" "I got pawed at my last job, so there won't be a problem here. I really need the money. So do I have the job?" "I called your former employer and she spoke highly of you. She was sorry to see you go. I checked over your references and based on the interview we had last week I think you will fit in nicely." "You have the job but only IF and I do mean IF you survive the training I have set up for tonight. Be here at 8pm...
Prologue Her head hurt as she wandered along the rocky shoreline. Oblivious to the waves washing over her feet, she was lulled by the sound of the surf, but the cold breeze seemed to cut right through her. 'What am I doing here?'Sherry stopped walking and gazed out at the ocean. Heavy cloud cover blocked the sun, turning everything black and white. Wisps of her dark, shoulder-length hair danced in the breeze. Looking back at the footprints she'd left in the otherwise undisturbed sand, she saw...
LesbianHello ISS readers, I am Pramod from Chennai. I am a professional gigolo in Chennai. Any woman wants to have wild sex with 100% full satisfaction or want to have just fun can contact me on All communication is highly secure and safe. Even though I had sex with many unmarried girls, but I am personally fond of married unsatisfied woman. Today I am going to narrate you a true incident which happened last month in Chennai. I am writing this experience with my client’s permission and willing. After...
It was a clear and cool late autumn day, the kind of weather that makes Midwesterners move to Florida. But on this beautiful Friday afternoon, Sherry was planted behind her desk updating a client database. Data entry was not in her job description. Didn't matter; she knew that if didn't do it, it wouldn't get done. The office was relatively quiet, and the letters and numbers began to blur together as she plowed her way through the endless list of contact information. When her phone rang,...
From the beginning of Jeff and Morris’s dealings, Morris kept Jeff from becoming more than someone with whom he did business by always keeping Jeff at arm’s length. He treated Jeff cordially but he thought that any show of warmth or affection was a sign of weakness. Being incapable of feeling or at least expressing any level of warmth or affection for another person, it didn’t take a lot for Morris to keep his feelings for Jeff hidden. Indeed, Morris had been brusque with Jeff when asked...
I've written before about Sherry and Susie, 2 girls who used to live with me. Both girls were BBWs and both were sexually amazing, in their own ways. Sherry was my girlfriend at the time, she was 22, short and plump, about 5'2" tall, with short brown hair, and brown eyes. She had nice 40D tits and was very pretty, especially when she smiled, which was most of the time. Sherry was very friendly, but not particularly adventurous sexually, and she had not had a lot of partners. She was kind of...
PART ONE Monday Morning Mickey Ah, yes, another Spring day here at Richwood High School in Richwood, Illinois. Since it's Monday, almost everyone arrives at school early to see who's getting stuck in the Program for the week. We listen as the two Freshmen names are called out over the PA system, then the Sophomores, the Juniors, and then the Seniors. The first Senior name read was Sherry Greene; this really brought a smile of memory to my face, as Sherry and I have known each other for 7...
Slowly, Sherry and I begin to become more than just friends. Sex is off limits because neither of us want the possibility of a child, STD's, etc. She has no problem visiting me and I am still getting used to her place. Hardly anyone shows up at my house unannounced, while a few of her pals still drop in when they feel like it or if they are invited. Sherry or one of her bitches will ask me which panty I have on and I reply with the correct information, causing much laughter. I am more than...
HumorJanet had been married for more than 30 years to the same man.Nowbeginning her 50's,she was well into a secondary school teaching careerwhich had placed her in a hotel in Rochester,New York,while attending aprofessional teaching conference.With her was Sherry,a fellow teacher from the same high school.Sherry at 30 was to be her roommate at the hotel for the two days the conference would last.Sherry had been married for 5 years.As well as teaching in the same high school,Janet and Sherry also...
As you can tell from my other stories, I love big girls and sluts. I write about some of the slutty things my past and present girlfriends do or have done. One time, for a few months, 2 of them became friends which was pretty scary! But it turned out pretty cool.I was living in a 2 bedroom apartment with my girlfriend Sherry, a sweet, VERY pretty, BBW. Sherry was plump, with short brown hair, and 40D tits. Sherry's big talent was she was a squirter, she squirted lots of juice when she came, and...
Hello iss readers, I am pramod from bangalore. I am a professional gigolo in chennai. Any woman wants to have wild sex with 100% full satisfaction or want to have just fun can hire me on All communication is highly secure and safe. Even though I had sex with unmarried girls, but I am personally fond of married unsatisfied woman. This story is continuation of the story know as chennai gigolo sex part – I . I heard a known voice calling my name in the bus stop. When I turned around I saw vishnu...
Hi everyone. Main haryana se hu or ye kahani mere gigolo encounter ki hai. Main apne baare mein bta du k main ek gigolo hu jo ladies ko khush krta hu. Meri age 22 hai, meri height 5’9 hai or mera lund 8′ ka hai jo kisi ko bhi satisfy kr skta hai. Main colleges pass-out hu, mujhe ye gigolo ki job achi lagti hai, mujhe bade boobs or bade gaand wali ladies bahut pasand hai. If any body wants my service then plz contact me, I will satisfy you 100%. My mailing address is Its totally safe. Now...
Hey ISS readers, this is Rajesh from chennai () back with an real life experience. And thanks for the overwhelming response for my previous story So once I graduated from college I joined a mundane 9to 5 job at an it company here in chennai. And I had an a breakup with my girlfriend shruthi whom I mentioned in earlier story . Being lonely was taking a toll on me and I was kinda bored. That’s when I met a person called sathish who happens to be my new neighbor .As a matter of we hit a bar in a...
Hello to all the readers of ISS. Hi Girls / Ladies / Housewives of Rourkela Odisha, BODY MASSAGE OR SEXUAL SERVICE OR BOTH : If you are lonely or unsatisfied with your sexual life or just for fun want to have sex or want your sexual fantasies brought to reality, then contact me. Especially bhabhi, girls, aunties and all females.I am fair, handsome, tall, well educated and decent male of 25 years of age. My services are available only in Rourkela. SECRECY is 100 % guaranteed. I provide sexual...
Hey, I’m Mahindra and I am a smart educated, clean and most of all hunky 28 year old gigolo. I have been in this profession for more than 3 years and it all started since the time I met this beautiful women on my from Job interview. Without work or penny in my pocket from one office to another I was searching for an opportunity to make money as soon as I completed my MBA. Coming from a middle class family I was in a lot of pressure to join multinational to get a job. So here it goes, walking...
I stuck my middle finger inside her wet hole, turned it 180% degree and curled it on the rebound in search of her G-spot. When I found it, I tickled it and that was when she lost it and yelled so loud, I was afraid someone would hear her and come banging on the door to find out what was amiss. My name is Kelly. I am a housekeeper (manager) of a hotel in Lagos, Nigeria. A good number of expatriates especially tourists lodge in the hotel all year round and very often, they are horny and in need...
Sex With StrangerJake heard the front door open, followed by two voices raised in loud, drunken laughter. He shook his head and rolled his eyes. At least somebody is having fun on a Friday night. Despite having broken up with his girlfriend almost a month earlier, he was in no hurry to get back into the game. Work and classes cut into his time, and he remembered all too well how hectic it had been the last time he was trying to find someone. With a few promising conversations going on the dating site he’d...
MILFSaturday Bobby woke to the feel of a warm woman in his arms. He couldn’t have explained how he knew, but even before he opened his eyes he knew it was Suzie. He felt another body pressed against his back, and knew it was one of the twins, but not which one. When he did open his eyes, he realized that it was the smell of bacon and eggs that had awakened him. He lifted his head. Only Suzie and Betty were still in the room with him. His assumption that the others had gone home was incorrect....
Living in the poshest parts of New York, Sherry was perfectly happy with every aspect of her life. She was ambitious and had a great job. She earned enough to lead a luxurious life in this part of the city. The only trouble was her hectic lifestyle and how it left her with no time to date. Her last breakup was rather messy. It has been three months since she broke up with her boyfriend. The only thing she misses now is the sex. She was not much into flings and one-night-stands so finding a...
ShemaleSherry was a 36-year-old hottie, she had a big rack (40e) a tight ass and long blond hair. She was married with two kids, her husband worked at a warehouse as a supervisor on the night shift most times, he didn’t get home till 9 or 10 am this played havoc with her sex life. Many times, she would go for months without sex, she was always in a foul mood. Several of her girlfriends whose husbands also worked at the plant seem to be in the same mood as her except for one. Oliva or Liv to her...
Sherry and I have become an adventurous couple in the last couple of months. It all began one evening when we went to dinner at the local Chili’s Restaurant, right across the street from the football stadium at the local university. We had played around a little with Sherry showing off some to truckers. Once we even got down to both of us being nearly nude. She got on her knees and began giving me a blow job on the freeway. I reciprocated by reaching over and fingering her pussy as we drove...
ExhibitionismSherry was a 36-year-old hottie, she had a big rack (40e) a tight ass and long blond hair. She was married , her husband worked at a warehouse as a supervisor on the night shift most times, he didn’t get home till 9 or 10 am this played havoc with her sex life. Many times, she would go for months without sex, she was always in a foul mood. Several of her girlfriends whose husbands also worked at the plant seem to be in the same mood as her except for one. Oliva or Liv to her friends she always...
Days turn into weeks and weeks turn into months... As time marches on, Sherry and I see each other more often and our notes at the stores are replaced with the usual conversation of a customer and associate. On weekends, she stops by my place and we talk, watch TV or do whatever is on the agenda. My co-workers and assorted friends understand that there is now a woman in the mix and to call ahead in case they want to stop by. Gone are the days where people could just drop in unannounced. There...
HumorI had introduced my best friend’s daughter, Brandy, to the lovely aspects of sex. She had left her horrible college roommate and found a new one. A female one this time. From her frequent phone calls she sounded very happy with the switch. From her description, I could tell that Brandy and Sherry were total contrasts physically. Brandy was a little Latina with full breasts and a luscious ass. She had long glossy raven hair. Sherry was a little perky redhead with freckles. Brandy didn’t really...
I had introduced my best friend's daughter, Brandy, to the lovely aspects of sex. She had left her horrible college roommate and found a new one. A female one this time. From her frequent phone calls she sounded very happy with the switch. From her description, I could tell that Brandy and Sherry were total contrasts physically. Brandy was a little Latina with full breasts and a luscious ass. She had long glossy raven hair. Sherry was a little perky redhead with freckles. Brandy didn't really...
Group SexThis is written by my sociale lady friend in manila.......she did not want to post it herself....Manila GigoloBy XXXX©Hi! My name is Rebecca and I am a bored and sex deprived rich wife of a very successful Manila businessman. I have all the material needs pertaining to luxuries in life. The only problem is that my husband is too busy with his business that he did not have the time to make passionate love to me as he is seldom at home or come back late from business engagements. I suspected that...
She wouldn't meet my eyes as I set her breakfast down in front of her and I couldn't say that I blamed her. There was no excuse for what I had been doing to her over the past week and I truth I probably should be castrated and then horse whipped for what I had done to her the night before. I knew why I had done it, but that didn't excuse it. She had done nothing to deserve what I'd done to her. Her only sin is that she looked like her mother. My marriage to Mary Beth lasted a little over...
It was 1984, and a beautiful early fall day in Southern Oregon, and Mary (my wife) had asked me to get a few things from the glorified junk shop that was about two blocks from our home. I had finished my shopping and gotten into the checkout line when I realized that the young lady in front of me was someone that we hadn't seen for several years. I tapped her shoulder and said, "Hi Sherry, where have you been hiding?". "I've been living down in Humbolt County for the past three years,...
This is a work of fiction intended to entertain and nothing more. It is contain cross dressing as well as sexual intercourse. I would love a thumbs up if you enjoy the story, it encourages me to continue writing.“We are like clay when we are young,” Louise said, “and our life’s experiences mold us into a shape in our young impressionable years.”“I am so sorry,” I said as she looked at me standing in her bedroom wearing her full slip. What she hadn’t noticed at this point was the fact that I was...
Renee was agitated again by the time they got to her house. That was because Bobby ignored her for the whole trip. He responded to her comments, but didn’t drive the conversation forward. He almost acted like one of the men her father would have had drive her here or there, doing his job, and not attempting to mix with his betters. Why that bothered her, she didn’t explore. All she knew was that it did. She didn’t think about the fact that she had rebuffed him, earlier ... had rebuffed him...
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...
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...
I love big boobs, and the best way to get them is to date bigger women. I started dating a BBW when I was 17 and have mostly dated them ever since. Somewhere along the line I realized that I preferred BBWs and I've never been sorry. This is the story of one of my BBW girlfriends, back when I was in my late 20s.I usually ate lunch at the same restaurant downtown, there was a really big titted waitress there named Charity. She was probably in her 30s and married, but she had huge tits, her bra...
Author's note: The first part of this chapter is written from Kyle's perspective. Some of it is based on later conversations; the rest is me guessing what thoughts were going through his dirty mind. When you stop and think about it, you never totally know someone. You might learn their likes and dislikes, their pet peeves and guilty pleasures. You might be able to read their body language like a book and knowing what they're thinking before they say a word. But even your oldest friend is...
When Father Murphy returned he was unaware that Brother John had figuratively anointed him with cuckold horns although if he'd known he would not have been very concerned. Now that he'd surrendered to his lustful desire for nubile nymphets the nun's dalliance wouldn't have bothered him. But anyway, he had an unknown admirer. Sherry was another of the buxom nymphet's that seemed to be the mainstay of the convent's clientele. She was a short, dark haired, busty fourteen year old. And, to...
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...
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 TimeHi, 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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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 TimeEver since I was a kid, I loved making up stories and had notebooks filled with stories about talking animals, ghosts and monsters, then, pirates, and, as I got older, in my teens, stories about getting kidnapped and then being saved by a handsome man, and they became love stories, some, by the time I was sixteen, so erotic, I couldn't help but play with myself. I wrote when I came home from school, or on Saturdays when no one was home, but sitting in our kitchen in the middle of the night,...
Straight SexJake heard the front door open, followed by two voices raised in loud, drunken laughter. He shook his head and rolled his eyes. At least somebody is having fun on a Friday night. Despite having broken up with his girlfriend almost a month earlier, he was in no hurry to get back into the game. Work and classes cut into his time, and he remembered all too well how hectic it had been the last time he was trying to find someone. With a few promising conversations going on the dating site he'd...
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...
My uncle was a whole lot of fun. I was almost 18 and a frisky pretty thing: nice boobs, a slender figure, I kept my blondish hair trimmed short and whenever he visited we would do our little wrestling and tickling game. Then he would have a few beers, lounge around and talk with my parents. He was a nice looking older man and deep inside I wondered what it would be like to “be” with an older, more mature man…so I had my little girl fantasies but I wasn’t all that little any more. Besides,...
“One more thing Darren,” Agent Palmer told me, “Do play nice with Sherry and Celine. As tough as they will appear on the outside, both are extremely fragile on the inside. Losing their parents was hard on them both. They still regret what they had to do to survive until we brought them into the fold. I know from firsthand experience that you have a very unique ability to slide under people’s defenses without even trying. The four star general at Area-51 is known to be a tough son of a bitch....