The Making Of A Gigolo 4 Prudence HarrisChapter 2
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Beverly had obviously talked to Mary. It was clear as soon as they came into his room, that night. They both stripped, but Mary examined his penis intimately, staring at it, as it stiffened in her hand, touching the various bumps and lumps, as she moved it in every way it could be moved.
“I told Fred I’d marry him,” she whispered.
“You haven’t told Mamma, yet.” said Bobby.
“No,” she admitted. “I’m afraid she’ll forbid it.”
“You’re nineteen, Mary,” he reminded her. “You don’t have to have her permission. You’re a woman.”
“Not yet,” she whispered, peeling the foreskin back, and leaning down to suck at his knob. She pulled off, and licked her lips. “I will be some day ... but not yet.”
Bev went first, and, for the first time, she climbed up on Bobby, like Mary did, resting her pussy lips against the bottom of his long, hard prick, and rubbing to an orgasm so strong that she had to stuff her hand in her mouth to quiet her moans.
Then Mary went, doing the same thing, having two orgasms, until he spurted. She rubbed her pussy lips all over his spermy abdomen, and kissed him, long and hard, before rolling off.
“Put your finger in me,” she whispered, raising her leg.
“You still have your maidenhead,” he reminded her.
“Put your finger in me,” she repeated.
There was pain. She had known there would be, but she had to see what it felt like to have something hard inside her. Bev’s description of seeing that penis she had just made spurt, sliding in and out of Mrs. Harris’ pussy, had made her almost crazy to feel the same thing. She was feeling that way with both Fred and Bobby now. It was part of why she’d agreed to marry him. She wanted to be fully a woman. She had no idea how to be a wife, but she could learn that. Fred had been so patient with her. He could have found another girl, one who would have sex with him, but he hadn’t. So she’d said yes to his proposal.
But right now, she had to see what it felt like.
He found that narrow gap in her hymen and penetrated her there, splitting the skin, rather than pushing it until it broke. The pain felt like a wasp had stung her but shortly thqat pain had lessened, until it was overridden with something that made her want to sing. It was so much better than when he simply fluttered his fingers against her clit. To muffle her cries of happiness, she buried her face in the muscles of her brother’s chest.
He kept kissing her, and sucking at her nipples, and whispering that she was so beautiful. He stroked her all over, and then put his finger in her again, this time more slowly and gently, because she was sore.
His finger found, deep in her, the same rubbery knob that he had felt in Bev, and, as his fingertip circled the tough, thick lips of her cervix, she cringed with the mingled pain and ecstasy of that. Without even touching her clit ... just by teasing her cervical lips and sucking at her nipples, he brought her off again and she whined her joy.
Bev watched, in awe of what was happening. She was used to feeling Bobby’s thick finger deep inside her, and craved that filling sensation now. But seeing it was different than feeling it. Watching her sister’s legs flop open, and seeing that finger disappear up in Mary reminded Bev of seeing the penis she was now familiar with sliding into Prudence’s pussy. She realized she was rubbing herself, watching them, and quietly had an orgasm too, thinking about how much bigger Bobby’s finger was than hers ... and how much bigger his penis was than his finger.
Florence came out to the barn to get Bobby. “Mrs. Harris is on the phone. She needs to talk to you.” “Okay, be right there,” said Bobby. He was wrestling with one of the front wheels of the tractor. It was flat, and he was trying to get the tire off, so he could patch the tube. He got to a stopping place, and noticed that Flo was still there, watching him. “How come Mary and Bev are being so nice to you?” she asked, suddenly. “Why wouldn’t they be?” he asked. “I don’t know,” she said....
Amy was waiting for her at the appointed spot. Beneath the coat Prudence could see the younger woman was wearing black nylons and black shoes with heels far too tall for anyone’s comfort. The two females hugged. “So do we take a bus, or should we call a taxi?” Prudence asked.“No point,” Amy said. “It’s not far at all. This way.”She set off down the street, Prudence falling into step beside her. How could the girl walk so fast in those shoes?“So how are you feeling?” Amy asked.“Nervous,”...
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"I'll take care of your coat for you, Prudence," I offered as I helped her remove her fur jacket. "Thanks, Mike," she smiled. "I'll see you at the bar after you've finished that little chore." That was when I noticed Steve Watkins and Barry Reynolds standing between me and the coat room. I could barely conceal my distaste as I attempted to walk around them to hang Prudence's fur. "Did I hear you call your wife 'Prudence', Mikey?" laughed Steve. "That's a name you don't hear very often. In fact,...
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"Cut and print it," the booming voice of the Director carried across the sound stage. The four actors on the set, a depiction of a typical mid-American household, froze in place. They had been at it for over an hour now, trying to finish a scene that seemed plagued by one glitch after another. The Director paused for a moment more, then said to their relief, "Okay people, that's a wrap for today." "Thank God," Brooke Hudson said to herself, thankful to get out from under the hot...
Learning Prudence, part one. By Brandi Carlsen I was fed up. I had screwed my life up hard-core. I was 32, and unemployed. This was in spite of being capable and intelligent. Unfortunately, I started screwing off at age 13, and I never did get back on track. Sure, I had moments where I took life seriously - got good grades, impressed a boss here and there. All in all though, I managed to screw everything up. So I wrote the note: Mom, Doug, whomever is reading this, Life...
"I'll take care of your coat for you, Prudence," I offered as I helped her remove her fur jacket. "Thanks, Mike," she smiled. "I'll see you at the bar after you've finished that little chore." That was when I noticed Steve Watkins and Barry Reynolds standing between me and the coat room. I could barely conceal my distaste as I attempted to walk around them to hang Prudence's fur. "Did I hear you call your wife 'Prudence', Mikey?" laughed Steve. "That's a name you don't hear...
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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...
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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...
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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...
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First TimeHello, 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...
‘I’ll take care of your coat for you, Prudence,’ I offered as I helped her remove her fur jacket. ‘Thanks, Mike,’ she smiled. ‘I’ll see you at the bar after you’ve finished that little chore.’ That was when I noticed Steve Watkins and Barry Reynolds standing between me and the coat room. I could barely conceal my distaste as I attempted to walk around them to hang Prudence’s fur. ‘Did I hear you call your wife ‘Prudence’, Mikey?’ laughed Steve. ‘That’s a name you don’t hear very often. In...
Sissy Prudence (Part 3) (by Sissy Caroline) Section 1 "That's our Sissy Prudence in the garden. Isn't he a delight?" Bridget looked out the window and, despite the fact that boys were not really her interest, she found the sight presented to her was quite exciting. She had never thought that a boy in a dress could be such an erotic fantasy. Prue was working in the garden, which was something he now really enjoyed as a break from his duties inside the house. Not that he was...
Sissy Prudence (Part 4) (by Sissy Caroline) Section 1 "Control, discipline and dependence are all very closely linked Jennifer. Ultimately we want him to be totally dependent on us and we use discipline and other means of control to help us achieve that state of dependence. Although you should be very pleased with progress, he is a long way yet from where he could be as we have discussed previously." "I know that you're right Janice. I love the way he has responded so far but...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...