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...
