Carl and Kevin, Sex Toys

When Carl got to the top of the stairs he wondered whether he should wait or find Carol's room. As all the lights were off except for one, he walked across the hall and into what was clearly an older woman's bedroom. The curtains were thick, the bed coverings lavish and there was a huge television at the end of the bed.

In a couple of moments, Carl heard footsteps coming up the stairs so stood, as Doreen had always told him to, with his hands behind his back so that the bulge in his chinos was instantly visible to anyone with eyes in their head.

He smelt Carol coming before he saw her. She had clearly doused herself in some sort of perfume and the scent of that entered before she did. As she walked in, she adopted a sort of seductive way of speaking, which seemed a bit weird to Carl, especially as this woman was easily old enough to be his mother.

'So, you found me then, naughty boy...' she said, taking off a sort of dressing gown to reveal a sexy-style night set, all lacy and semi-see-through. Carol was not really that attractive, a bit cheap looking with bleached-blonde hair and a little overweight but she had done her make-up nicely and she smelled good. But there was something about her that frightened Carl a little. A sort of madness that intimidated him. He just stood and smiled.

'Well, come on then. We only have an hour. Show me some skin...'

...

When Kevin got to the top of the stairs, he realised he had no idea where he was going so he just waited there. He could hear Lily talking to the old ladies downstairs and heard the ping of the lift as they started to go back to their rooms. Then he heard her start to walk up and his heart started to beat at the prospect of what was in store for him.

'Oh, there you are,' she said cheerfully as she made the last couple of stairs. 'Come with me. I'll show you where it all happens.' Kevin followed her down a hall lined with the sort of old lady pictures he'd seen downstairs and to a door that had a plaque reading 'Warden' on it. Lily opened the door then stood with her arm holding it back so that Kevin had to move past her, accidently brushing her breasts as he went, which he realised was the point of this awkward way of going into a room.

Inside, the room was also a little 'old lady' with lots of ornaments, a bed with an old-fashioned covering and, in the corner, a strange table with a hole in one end that Kevin couldn't make out at all. 'What's that?' he asked Lily, pointing over at the table.

She looked over. 'Oh, that's a massage table,' she said. 'I often give the residents massages. Helps with older muscles and, well, it's just enjoyable. Have you never had a massage then?'

'No,' said Kevin. He was only in his teens and didn't have the sort of money or the sort of opportunity to have massages. He'd seen the PE teacher in school giving some of the soccer stars leg massages but the PE teacher was a bit dubious so it had never looked like that much fun.

'Well, let's rectify that right now,' said Lily, cheerfully, laying clean pink towels on the table. 'Let's get you out of those clothes.'

...

Carl undid the buttons on his shirt, untucked it and took it off, looking at Carol to see if she was watching. She was. She walked over and ran her fingers over his chest, letting out a long 'Mmmmmm' as she did so, then scratching him lightly with long, red, fake-looking fingernails. 'You're delicious.'

'Erm, thank you, Miss...'

'Now, let me help you out of these,' she said, her hands at the waistband of his chinos, the sharp nails poking him in the flesh of his belly. She got the button undone then made much of drawing down the zip over his bulge. When it was down, she massaged the bulge, making more 'Mmmmm' sounds, and looking at him in the eye. Like mother like daughter, thought Carl, remembering Helen's insistence downstairs that he should look her in the eye no matter what was happening.

Carl could feel himself blushing as he gave her a little smile and she, tongue on lips now, started taking down the chinos. With no shoes on, he stepped out of them and stood in front of Carol in just his socks and the skin-tight white underwear. She ran her fingers over the obvious shape of his cock and his balls, her fingernails bold against the white of the fabric, and gave him a satisfied little look as she felt his cock, which had only recently been emptied, start to respond.

'Oh, it doesn't take you long, does it? Naughty boy...' she said in the seductive tone, walking around him, her hands on his balls, his cock, his arse, his belly... 'But then I've already seen what a naughty boy you are.'

Carl assumed she was referring to the auction, when he had been splayed and milked in front of the whole room but then she went to her bedside cabinet, picked up a remote control and clicked it towards the TV, turning him around as it came on. In front of him on the screen, which was divided into four, were four images of him being used by the three girls downstairs. In one he was being undressed, on another he was being fingered on the coffee table... Carol clearly had home security cameras hidden all over the sitting room and had been sitting up here watching as her daughter and her daughter's friends had stripped and sucked and milked him.

...

Now naked in front of Lily, Kevin felt a little shy, though he wasn't quite sure why. After what had just happened downstairs, there was no need to be nervous about just being naked but the fact that it was just one woman made him feel that it was more intimate, more real.

'Now, just hop up on the table,' said Lily, cheerfully, 'and put your face through the hole in the table.'

Kevin did as instructed though it felt strange to have your face through a hole looking down at the floor -- a busy patterned carpet in this case -- and it felt strange to be laid out naked, arse to the air, not knowing what the other person was doing, whether they were looking at you.

'You have a beautiful body, Kevin,' said Lily as Kevin heard her clink some glass bottles and then take off her over-dress. There was a pause and he could feel Lily's eyes on him taking in the broad sweep of his back and shoulders, the white un-suntanned muscular buttocks, the hairy legs. It was almost like a warmth on his body as she looked at it.

'Thank you,' said Kevin, his voice muffled, his throat constricted by the hole. Then he heard a squelching, which he realised was Lily getting oil on her hands ready for the massage. Then her felt her hands on his shoulders, circling, the oil, warm and lavender scented. Then his neck.

'You have some tension,' said Lily softly as she took the back of his neck in firm fingers and ran them up and down. 'How does that feel?'

'Lovely,' said Kevin, starting to enjoy what he thought might be a weird experience, just him naked and this much older lady with complete power over him. But it was relaxing. Her hands travelled down his back to his waist, always in unison despite the fact she was now on one side of him. Then she jumped to his calves, which almost made him squirm with ticklishness. Then she took one of his feet and with her thumbs gave the sole broad strokes, which, again, made him squirm a little even thought it was a lovely feeling.

After doing the other foot -- and marvelling at how beautiful this young man's thin, bony feet were, perfect even -- she travelled back up the calves to the thick muscular thighs. Taking first the one nearest to her, she squeezed it and ran the squeezing hand up to his buttocks and back down to above his knee, then she moved around to the other side and did the same to the other thigh. Her hands felt strong yet soft. The feeling was blissful.

And then he felt her hands on his buttocks, one on each, squeezing them, kneading them, pulling them apart then squashing them together. Then the pulling apart seemed to happen more often until he could feel the buttocks being kept apart, displaying his hole to this older woman's gaze. Then he felt the heat of her breath, then the tip of her tongue as it burrowed into his hole, where just a few minutes ago Maud's finger had been, working him to the strongest orgasm he could remember.

...

Carl's face burned with shame at the idea that everything that had been done to him -- the humiliation of being stripped, sucked, finger fucked, cumming into Helen's mouth... had been watched by her mother upstairs. The only thing that hadn't been caught was when Helen held his dick while he peed.

'It was great to watch,' said Carol, again doing the sexy voice, 'and it'll be great to rewatch on a lonely night. Or maybe when I have friends over, just so I can show off about what a lovely present I got Helen for her birthday...' She laughed and it sounded a bit sinister. And as she was laughing she hooked her fingers into the waistband of his underwear and crouching down, her legs opening around his, pulled them down to his ankles so that Carl's half-erect penis was in her face.

'Oh, hello!' she said to the penis, then looked up at Carl's face, which was still burning red. 'What a beautiful cock, you have, Carl,' she went on. 'I hope you realise how lucky you are...'

'Yes, Miss...'

'And how lucky I am to have it for another...' she looked at her watch, '... another fifty minutes.' And she took it in her hand, the first time she had touched it, and squeezed it, squeezed it until a little pre-cum came out, or was it urine from the piss he had just had? She didn't seem to care. She scooped it with her finger and rubbed it seductively on her lips.

'I don't think I've ever seen a cock this beautiful,' she went on, enjoying saying the word 'cock' while looking at Carl. 'And on a boy this beautiful. A boy my daughter's age. It's very exciting for me, Carl. I don't know if you realise that...'

'Yes, Miss...'

"Yes, Miss; Yes, Miss..."' she mimicked. 'I've told you, it's Carol.'

'Yes, Carol...'

Carl realised he was coming over as a complete idiot but he felt like a complete idiot. Here he was, the smartest and handsomest boy in his whole school being totally dominated by a much older, much less attractive woman who seemed to be enjoying taunting him. And there really wasn't anything he could do about it not without causing a total scene and having to explain to Doreen and the charity. Besides, she already had very compromising videos of him and if she turned nasty...

...

Kevin couldn't help himself making little moans while Lily got her tongue as far as she could into his hole, pulling his glutes apart and lapping, probing... Then she pulled away and he heard the sound of the camera on her iPhone being used. She was photographing him from behind.

'Now turn over...' she said brightly. 'And don't be embarrassed if...'

She didn't need to finish her sentence. As Kevin turned over, she could see that his penis was rock hard again with a string of precum running between the tip of it and his belly.

'Don't be embarrassed if that happens,' she laughed as he smiled and laid back as she reached under him to put a pillow across the hole part of the bed so he could rest the back of his head. Now he was laying naked, erect and oozing precum while she just stood and looked at him. Her chubby little face was static as her eyes tried to take in the sight of this beautiful young man, there for her to play with, his muscles tight and now shiny with oil, his penis so hard it was standing up away from his horizontal body. 'My...' was all she could say. 'Just look at what we have here.'

She said it as she started to oil up her hands again, never taking her eyes from the beauty in front of her, eventually standing to his side, facing him and laying her hands on his chest. His nipples were quite sensitive and the contact electrified him. She smiled and continued to circle his pecs, pinching his nipples slightly as she went over them just to watch his penis twitch every time she did it.

From his chest, she moved to his arms, enjoying the feel of his biceps as she ran her hands over them and under his pits. From there she moved to the front of his thighs, gripping them hard and making sure to brush his balls lightly -- ever so lightly -- every time she went to the top, again, just to see that beautiful veiny penis do an electric-shock jump.

From there, she went underneath his balls to the perineum, which was a hard ridge by now. She started gently stroking it then, as he opened his legs wider to give her better access, she massaged it harder, taking it between her fingers as his cock jumped around like it had been given an electric shock.

...

Now that he felt completely humiliated, Carol started toying with him, both physically and emotionally. 'So remind me what it is I'm not allowed to do with you while you're my slave, boy?'

'Erm, you're not allowed to have me, erm...'

'Yes?'

'You're not allowed to have me penetrate you, Miss... I mean Carol.'

'Oh, but I can do this...' And she took his cock in her mouth, edging it down her throat until her nose was up against the shaved bit of flesh above the base of his penis.

'Erm, yes, Carol. You're allowed to do that.'

She pulled her head off his cock, a long string of saliva joining her mouth to the end of his penis. 'And am I allowed to do this?' She took his balls in her hand, squeezed them so they were stretched out in his smooth scrotum and started to lick them.

'Yes, you're allowed to do that.'

With his balls still clenched in her fist her other hand went between Carl's legs, the long nails scratching him, the pad of her finger eventually finding his smooth little hole.

'And I'm allowed to do this?'

'Yes...' said Carl. 'As long as you don't hurt me.' And with those nails there was no prospect of Carol getting her fingers inside him, not without some serious injury.

'Lie on the bed, boy,' she ordered, pulling him by the wrist and almost pushing him down on the bed with his legs still over the side. She pushed his legs aside and looked at him lying there, splayed for her enjoyment, the little pink anus just visible beneath the balls, between the beautiful globes of his glutes.

She picked up a foot and licked it, making Carl jump. 'I presume I'm allowed to do this...' she said. He didn't answer. It wasn't a question. She took the other foot and put his big toe in her mouth and sucked it, which was ticklish and kind of hard to put up with. Then she moved up between his legs, gently biting the flesh of his thighs, licking his balls, licking up under his balls... She yanked his thighs forward and stretched them apart so she had a clear view of his hole then moved towards it to lick it, push her tongue into it... 'And I think I'm allowed to do this...'

'Yes, Carol,' he said, gasping as anything around his anus really set his body on fire.

'Oh, you like that...'

'Yes, M... Carol. Thank you, Carol.'

'Oh, how sweet,' she said in a sing-song voice. 'He's grateful to have his little hole licked out...'

She then got up on the bed with him, lay beside him, stroked his hair with the long fingernails then, flipping herself around went down to suck his cock from the other direction so the underwear section of her nightwear was near his face. It was transparent. He could see her sex through it.

She pushed her groin down to his face so that her sex was on his mouth with just the thin fabric of her underwear separating them. 'Am I allowed to do this...?' she asked, knowing he couldn't answer with her groin clamped on top of his face. Then she reached down and pulled the underwear to one side then lowered herself on him again. Now her naked vagina was on his mouth. He could feel the lips on his own lips. As much as Carl had gone through since Doreen had taken him over, he was young and had never encountered a vagina like this before.

Carol ground herself into his face, smearing the blushing skin with her juices, which were flowing heavily as she devoured Carl's cock down to the balls. Then, taking his cock out of her mouth, she lifted her pelvis, looked down at him and said, 'Stick your tongue out, boy. Am I allowed to do that?'

...

Kevin had been well and truly fingered by Maud downstairs but Lily simply couldn't resist invading that cute little hole with her own fingers now that she had the opportunity. As her hands were already covered in oil, it was easy to slide a finger in, right in as Kevin gave out little moans and his body shuddered. Then she slid in another, which seemed, if anything, to excite him even more. His cock was standing up away from his body as she corkscrewed her fingers in his hot little hole and watched him writhe with pleasure, his eyes screwed shut, his head thrown back.

With his eyes shut and the sensation of Lily's fingers inside him, Kevin didn't quite realise that she was climbing up on the table at first. Then she was on her knees astride him, massaging his shoulders and his chest while his cock could feel the cold flesh of her bare upper thighs every time it twitched.

And then he felt her lowering herself completely onto him. She was still massaging and pinching his nipples and doing his shoulders but now he could feel her sitting on the underside of his cock and sort of working herself against it, the fabric of her underwear rubbing against him. Then there was a pause and, his eyes still closed, he could feel something being done and realised she was taking the underwear off before lowering onto him again, this time the feeling of the skin of her against his cock as she slid in the oil along him.

By this time he didn't dare open his eyes but felt her raise up a bit and take his cock in her hand. 'Erm, you know there's a rule that we're not allowed to, erm, have penetration,' he finally summoned the courage to say.

'I know, dear,' she answered. 'Don't worry, I'm not going to put it in, I'm just going to rub the tip of it along me...'

Now he did open his eyes and looking down saw her looking between her legs, and rising up on her knees so she could slide the head of Kevin's cock up and down the lips of her vagina. With his precum and the oil from the massage, the cock slid beautifully, making slurping sounds as it went from the bottom of her slit to the top, which excited her especially. Sometimes she would let it go around the back of her so it slid over her anus, then she would bring it back to the front, slide it along the slit again, then sit on its underside and work herself against it making noises that were almost animal.

Kevin didn't know what to think. On the one hand, it felt like an abuse of what he was supposed to be here for. 'Abuse', funny word to use. On the other hand it felt so teasing and exciting that he half wished she would just stick his cock in her aged sex so he could fuck her, make her the first woman he had ever fucked, a woman old enough to be his grandmother.

...

Carl didn't know by now what was allowed and what wasn't. If he stuck his tongue out and she penetrated her slit with it, wasn't that...? He didn't know. Didn't know how to refuse. Didn't know anything. So he stuck his tongue out and immediately felt the folds of Carol's vagina on it. The tongue was soft and she spent some time sliding against it, enjoying the slightly rough surface against her most sensitive parts.

Then, 'Make it hard!' she demanded. He did, poking it out and making it as stiff as he possibly could so that she could take it inside her. He could taste the slightly metallic flavour of her, the first time he'd done anything like this, the hair of her vagina tickling his face as she crouched over him and fucked his tongue.

After a few minutes of this, with lots of almost theatrical moaning, she knelt up off of his face and almost growled, 'You are so fucking hot! I can't believe this is happening...' Carl didn't know what to say, whether he needed to say anything. It seemed like Carol was in her own world and he was just a prop, a crash test dummy for her to use as she wished. Which is exactly what he was.