Small Circle of Friends - Cover

Small Circle of Friends

Copyright© 2024 by Fatwilly12

Chapter 6

Erotica Sex Story: Chapter 6 - This is one of my longer stories. Paul has neighbors who he socializes with, before and after his divorce. He is attracted to the wife but remains aloof. When she becomes widowed, he tries to lend support for her and her nineteen-year-old daughter. Consoling them both at different times, during a period of 'pillow talk' the widow tells him about how she grew up and how she met her husband.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   mt/ft   Ma/ft   mt/Fa   ft/ft   Consensual   Romantic   Lesbian   Heterosexual   Fiction   Farming   School   Cuckold   Incest   Brother   Sister   Cousins   Anal Sex   Cream Pie   First   Masturbation   Oral Sex   Petting   Size  

The next morning, Monday, Sally and her siblings were at the end of their road, waiting for the school bus. Martha and Jim complained about being sore but were not ready to give up. As they waited, they discussed the previous day’s activities. Sally reminded them not to tell their friends about the group activity, since it could get back to their parents. It was agreed that they could try to find some action on their own. Finally, the bus came, and they started off for their last week of the school year, each with their own plans for experimenting more with sex.

Jim had his sights set on a couple of different girls: Jane, the younger sister of his best friend, Henry; and Bernie, the daughter of the town sheriff, a girl his own age. Bob had plans for two older “girls”: Sally’s friend, Ruth; and Irene, the wife of the town barber, who had been flirting with him all year. She worked part-time in the school office and wasted no opportunity to make innuendoes to Bob, leading him to believe she wanted him in her panties. Sally was spending all her time planning how to be with Sam again, and again. Martha had vague plans of getting her girlfriend, Mary, to invite her over for the weekend, and she would try to get Mary’s older brother, Steve, to screw her.

By the end of school Monday, Jim had arranged to stay overnight Friday, at Henry’s house. It took a little effort to get Henry talking about his younger sister, but once he did, Jim was all ears. Henry had seen Jane naked a few times in the past year and managed to get a feel of her tits and pussy. Jim asked Henry if he would get mad if Jim tried to play with her. Henry said he wouldn’t, but he didn’t think he would have much luck.

Jim had also volunteered for the decoration committee with Bernie, short for Bernadette. Bernie was a nice-looking girl, but she hadn’t had much of a social life, since her father, the sheriff, intimidated all the boys. Jim was intimidated too, but he figured he would make a move on her while they were working on the decorations. A meeting was scheduled for Tuesday afternoon, to make final plans for the dance decorations, and Bernie offered to have the meeting at her home. Jim had permission to stay late in town, since Bob agreed to do his chores. Tuesday morning, the two other members of the planning committee made excuses for missing the meeting, but this allowed Jim to be alone with Bernie, since her father worked in the afternoons. Bernie’s mother had died when she was thirteen, so the responsibility of the house became Bernie’s.

Jim didn’t want to make it obvious where he was going by walking home with her, so he told Bernie he would meet her at her house. When he arrived, she invited him into the living room. She had changed out of her school dress, into a pair of shorts and a large shirt, probably her father’s. The shorts were tight in the crotch, molding themselves into the cleft between her legs. Jim and Bernie had grown up together as good friends, and though not ever romantically involved, they had been dared to kiss each other when they were eleven.

As they began discussing the decorations, Jim was little help. He kept glancing at Bernie’s tight shorts, and when they leaned over the coffee table to discuss the drawing of the gym layout, he could look down her neck and see she had no bra. The shirt did not reveal it until she bent over, then it gaped at the top, allowing Jim a fine view of her breasts. Noticing Bernie blushing, he realized his hard-on was showing through his Levi’s. Trying, nonchalantly, to cover it up, he just managed to bring more attention to it. Bernie seemed fascinated and asked him if she could touch it. He said she could, trying to make it sound like the most natural request in the world, but his voice sounded more like a sick frog. Reaching down and pressing her index finger into Jim’s hard-on, she felt the sponginess, then ran her finger from top to bottom, and closed her fingers around it’s girth.

Jim didn’t know what to do next. Bernie was rubbing his dick through his pants, and he felt like an idiot. Finally, he dared reach out and ran his hand up the inside of her leg and began rubbing the lips of her snatch through her shorts. While she rubbed his cock, Bernie got a glazed look in her eyes, but at his touch, she came around and looked at him as though she were weighing pros and cons. Finally making up her mind, she asked him over to her side of the couch as she walked to the front door and locked it.

“I don’t expect anybody, since Daddy went to the county seat today, and won’t be back until eight or nine, but it never hurts to be cautious.”

She came back to the sofa, sat next to him, and looked into his eyes.

“Have you had any practice kissing since the last time?”

Not saying anything, he proceeded to show her. He had managed to make out with a couple of girls, so he wasn’t completely without skill, as he worked up from a light, gentle kiss to a deep French one. Bernie came up for air, gasping, and flushed in the face. While he had been kissing her, he had let his hand roam across her chest, feeling her breasts through the shirt. Bernie didn’t have tits as large as Sally’s, but they were nice and firm.

Looking around her with a worried look on her face, Bernie suggested they go into the back of the house, so Jim could go out the back door in case someone came in the front. Grabbing his hand, she took him to her bedroom. Her father had indulged her, by letting her have a frilly bedroom, with a white chenille bedspread. She left the door open and stood before the bed.

Jim, in control of himself now, walked up to Bernie and lightly kissed her on the lips. He placed his hands on her shoulders for an instant, then slowly unbuttoned the front of her shirt, never taking his eyes off hers. When the shirt was unbuttoned, he opened it and drew it down off her shoulders and arms. Glancing down at her breasts, he licked his lips and lowered his head to them, touching them lightly with his lips. He gently kissed them all over and pressed his pursed lips to her nipples, slowly drawing them into his mouth by suction. Bernie had goose bumps and took a chill.

After sucking on her tits for a short time, he raised his head and faced her. She was getting that glazed expression again, so he took advantage of it by unfastening her shorts and began tugging them and her panties down. This action brought her around again and she gave a start, but then merely assisted Jim in getting out of the last of her clothes. Jim was still fully dressed but set a speed record divesting himself of his garments.

Now standing beside the bed, nude, they gazed at each other intently, trying to drink in the sights of this forbidden scene. Jim put his arms around Bernie, running his hands from neck to upper thighs, while she grasped his rigid prick, which was trying to insert itself between the front juncture of her thighs. Kissing her again deeply, he gently forced her back onto the bed, where she stretched out, head on pillow, with Jim lying beside her. Lightly running his hand over the topography of her body front, slowly working down to her pussy, he placed his hand over her mound and gently insinuated his middle finger between her outer lips. He started a slow, gentle massage of her clit. She sighed and moaned, due to the pleasurable sensations being set-up in her loins, relaxing and allowing him to part her legs with his index and little fingers.

As her legs parted, he let his finger slip between her inner lips and felt the wetness. She was not leaking like Martha or Sally had been, so he continued to rub her clitoris and kiss her neck and breasts. After about ten minutes, he could feel the slippery feel of her lubricating juices running out of her cunt, so he raised himself up and swung his body over her, placing his knees on the inside of her thighs. With his hands placed on either side of her head, and supporting his body on hands and knees, he placed the head of his cock at the opening to her pussy. He gave a slight push, and he was inside of her lips, then a healthier push, which caused Bernie to cry out in pain.

He had never taken a cherry before, so he didn’t know what to do, other than continue his onslaught. He pushed again, causing another cry of pain and Bernie placed her hands on his chest, trying to prevent him from pushing again, but he was inflamed with passion and the sensation of her tight snatch around his dick, so he swiveled his hips to get another stroke. This time, he broke through and sunk to the hilt in her pussy. Complaining of the pain, she wanted him to stop, but he stroked in and out until her complaints of pain changed gradually to whimpers of passion.

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