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This story is a prequel to the encounters between Joanne, John and Chris and Chris's former schoolmate Jim and his family in Chapters 6 and 7 of my earlier work, Meeting the Maddisons. The two stories stand alone, but I wanted to explore the relationship between shy Chris and his parents who want to do everything they can to help him. I may take the story of Joanne and Chris further but I am working on the final chapters of Meeting the Maddisons when they finally get to the Sex Olympics. We shall see. Hope you enjoy A Caring Mother.
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Joanne had been worried about her son Chris for some time. Several years actually. Right through school he'd never had a date. He just seemed incredibly shy around girls. When it came time to find a date for the prom he locked himself in his room and no matter how hard Joanne tried to get him to ask a girl to go with him, he'd just run away and hide.
"Maybe he's gay," said his father John, an ex-military man who regarded getting a woman in bed as similar to storming the beaches of Normandy. Just put your head down and go for it.
"No, I don't think so," said Joanne. "I'm not picking that vibe up at all. I think he's just incredibly shy."
"Maybe he just needs a bit of help. Why don't you line up a date for him. What about that nice girl down the street, the Robinson's daughter, what's her name?"
"Emily? No I think it would be even worse if I fixed him up with a date. He'd not say a word and she'd think him a total dork and the situation would be even worse. No John, this is something Chris has to do on his own. I just wish I knew how I could help him."
Truth was Joanne knew very well that Chris wasn't gay. She'd found Playboy magazines stuck under his bed. One time she'd gone into his room to pick up his washing thinking he was out, and he was at his desk with his back to her. Over his shoulder she saw that he was looking at porn on the computer. It had only been a flash of a second before Chris managed to close the lid, but she'd seen over his shoulder it was definitely a photo of a woman sucking off a man's cock, not a man doing it to a man.
She'd closed the door quickly and apologized to him through the door. She couldn't be sure as she only saw him from behind, but she was sure Chris had been masturbating as he looked at the photo. She knocked on the door and Chris had said to come in. He looked very embarrassed. Joanne said sorry, but she thought he was out and only wanted to collect his washing. Chris didn't get up and Joanne realized it must be because he had an erection. She picked up the washing and quickly left the room. Chris was obviously embarrassed and didn't say a word.
"John, I know he's not gay because I recently caught him looking at porn on his computer and it certainly wasn't gay porn."
"Really – what happened?" John said, sounding almost excited.
Joanne explained what had happened.
"Was he embarrassed that you caught him?"
"Yes, he didn't say anything, but I could tell."
"Did you say anything to him about it?"
"No, I just pretended I hadn't seen anything and left."
"Maybe that was the wrong thing to do. We have to get through to him that masturbating is healthy. I tell you once he gets more confident about sex he'll get up the courage to ask a girl out."
"Oh, John, if you talk to him about that sort of thing you know he'll freak out."
Her husband thought for a second.
"You're right Jo, that's why it has to be you who has to talk to him. Perhaps you should go in and have a quiet word with him that it's OK to masturbate to images of girls having sex."
Joanne thought about it all day. She wasn't prudish or hung up about sex. In fact she dressed pretty provocatively most of the time. She had a good figure and even though she was 39 she looked ten years younger. She guessed Chris had seen her undressed around the house once or twice but didn't think much about it. She was proud of her body and knew she attracted men with her blonde hair cut in a neat bob that framed her angelic looking face. Her big blue eyes drew in everybody to look at her.
Over the years Chris was at school she frequently visited the school wearing tight jumpers with stretch jeans tucked into knee high boots. She helped out around the school, serving food at the canteen and helping out on sports days. She had good sized boobs, a slim waist, flat stomach and shapely legs. In summer she generally wore dresses that showed off her shapely legs and had a generous cleavage. She knew the teenage boys ogled her, and she quite liked the attention. Some of the other moms glanced at her disapprovingly, but she didn't care. She knew she was what is known as a "hot soccer mom". What she didn't know was that the teenage boys in her son's soccer team called her a MILF – a Mother I'd Like to Fuck.
Chris had heard these comments about his mom, and tried to fight the boys who said it to defend his mother. But it only made things worse, and they openly spoke in front of him how they would like to feel her tits, stick their fingers in her cunt and take her up the ass.
Truth was Chris had often thought the same thing, and he was deeply ashamed of those thoughts. He knew his mom was smoking hot. The previous day she'd almost caught him beating off as he looked at porn on his computer. God that was almost so embarrassing. But she hadn't said anything so maybe he'd got away with it. Chris looked out the back window from his bedroom and saw his mother on a deckchair below wearing a tiny black bikini working on a summer tan. She was lying on her front and couldn't see him as he gazed down on her. Chris was stunned at the vision below. He picked up a pair of binoculars to get an even closer look at her body as she lay on the deckchair. He could see the pores of her skin sweating and the light down of hair on her ass. She had pulled the sides of her bikini bottom into the crack of her ass so her cheeks could get a good tan. She'd undone the straps of her top so her back was clear. As Chris watched he saw his mother slip her fingers under the material of her bikini bottom to press them even tighter into her ass crack.
Watching through the binoculars Chris's heart pounded hard, so hard he was sure his mother could hear it down below. Then he couldn't believe his eyes as he watched her lift the material clear of her ass crack and for a tantalizing moment he had a close up view through the binoculars of his mother's asshole. It was pink and hairless. Chris didn't know if his mother shaved off all her pubic hair like the women did in the porn films he'd seen on the internet. He sure hoped so. He thought it made them look completely naked and open, with absolutely nothing to hide. But would his own mother do that too? Surely not. She's no porn star. But he became determined to find out.
He watched her for a long time, his eyes gazing intently at her back, her hips, her ass cheeks and her long legs. After a while his mother moved to turn over and Chris ducked his head back inside the window. He sneaked a peek and saw she had her dark glasses on so he couldn't be sure if her eyes were closed or not. Damn. But he decided she wouldn't lie there with her eyes open all the time so he risked taking a longer look from the side of the window. He was glad he did. Her top was off and her breasts lay open to the sun and his gaze. They were a good size and flopped to the side of her chest. Chris thought that was different from many of the women he's seen on porn films whose tits stood straight up when they lay on their back. Maybe that meant his mom's tits were real. He got the binoculars out and trained them on his mom's breasts, watching them rise and fall with her steady breathing. Her pink nipples were flat and not erect like little thimbles. He liked that. He shifted the binoculars over her chest and admired the ripples of her rib cage before he reached the hard flat stomach. Her bikini was cut very low, so low that it barely covered her pubic mound. Chris couldn't see any pubic hair sticking out, but he was dying to know if she was shaved all the way. He'd have to try and catch her in the shower and make like it was an accident.
Chris didn't know it, but lying on the deckchair below Joanne had noticed a shadow at the window above her. She'd only narrowly opened her eyes and she couldn't be sure without moving. But she felt someone was watching her. John was away for the day, and the only one at home that it could be was Chris.
Joanne didn't move. She was luxuriating in the sun and felt dreamy. Heck. If Chris wanted to look at her topless maybe it's a good thing. In fact it gave her quite a thrill to know her shy 18 year old son who showed no interest in girls his own age was gazing at her nearly naked body. She reached for the suntan oil and applied a large amount to her breasts and chest. She saw the shadow in the window move. He was watching!
Well, I'll give him a show, she thought, and squirted the oil over her flat stomach. She worked the oil in, slipping her fingers under the sides of the bikini to spread the shiny liquid over her hips and thighs.
Should she be even more daring? She slipped the tips of her fingers under the bikini above her pubic mound and moved them around spreading the slippery oil. She had shaved that morning, leaving only a little triangle of hair above her clitoris. She heard a sharp intake of breath above her and knew Chris was watching closely. She had him hooked. She poured a dollop of oil into her right hand and then slid her entire hand under the material, spreading the oil all over her pubis. With her left hand she lifted the material clear and down so Chris would be able to get a flash of this forbidden part of her body.
