He looked down at her pussy and saw that her pink lips has started to swell a bit, he was fascinated. He'd never had the opportunity to explore a woman like this before. His penis bounced and throbbed, 'stick it in, slow coach,' it seemed to be saying. But he took a few panting breaths and returned to his preparation. The lips were swollen and the clit was erect, but she was still as dry as afternoon tea at a vicarage. The two lips were clamped together and he gently teased them apart, inside, the soft flesh was a little moist. He could see her tight slit, confirmed he would her first. He stroked the dildo up and down over the slit, and used some of the moistness to lubricate her clit. After a few minutes she quivered and her hips jerked again, there was a steady ooze as the vaginal fluid started to flow -- a little, he used the dildo to spread it around and stroked faster. Pretty soon her hips were jerking in a kind of rhythm and she was really wet. Wet for him. Ready for him, she was coming for him and anyone watching her shiver and jerk with it would never call her a 'Good Convent girl' again. He glanced upwards, to where one of his cameras hid in a decorative ceiling moulding directly above them, he smiled at the camera, knowing the others would like that -- he liked it, he was the star of his own show.
'If only Fatty and Seymour Minor could see me now -- that would take the smiles off their stupid faces,' he mumbled as he got on his knees, careful not to knock his super-sensitised cock against the bed end. Those school bullies wouldn't be laughing at old 'Half-Baked Harrison' now, not if they could see the top notch totty he was about to introduce to the world of adult pleasures.
He used his new camera to take a pic of her waiting, untouched snatch, smiling as he thought of the GIF he was going to make later from the video footage. He'd never done it bareback before, he'd always been concerned about disease and unwanted pregnancy -- when you were as wealthy as Charlie, you had to watch out for gold diggers. But Mary had been especially selected just for him, she was clean, virginal and ready to fulfil his every desire, and the pregnancy certainly wouldn't be unwanted, in fact it was part of his contract with the Good Sons.
His dick jerked at the thought of his bare flesh touching hers, he was in serious danger of blowing his load all over the bedspread if he didn't get on with it. The head of his cock was already shiny and slippery with pre cum. He brought it close to her, touched her slit with it and pressed. Charlie wasn't an impressive manly-man, he was barrel chested, tubby around the gut and stood just shy of 5 feet 8 inches tall, but he'd always been proud of his cock, nine inches erect and thick with it.
The most impressive nine inches of Charlie was rock hard and throbbing with his need for Mary, a need for release after his imposed weeks of abstinence. This was going to be a tight fit, the thought of it made his buttocks clench and he pressed up against her with force. But he still hadn't penetrated her. He used his finger to spread the swollen, wet lips wide apart, revealing the little entrance, wet, waiting and tight. He snugged the head of his cock up close to her and pulled her hips closer, pushing himself hard until finally the head slid in with a popping sensation, his glans was held tight by that delicate virgin skin. Mary gave a little squeak of a noise, but Charlie was too concerned about getting as much of her tight young body around his shaft to worry about her.
He wanted to plunge deep into her, right now. But first, he used his new camera, his hands shaky and sweaty, and took a picture of this first penetration. He liked how her skin looked stretched and tight around his shaft. He mounted the camera on the flexible arm of the tripod and positioned it so that it could capture the whole thing, right up close. That done, he pulled his cock all the way out of her and saw he had opened her up, broken her hymen, there was a little bead of blood, but not as much as he'd thought there'd be. The second time he pushed in, he kept pushing, pulling out a little and pushing until her body had accepted him, all the up to the root of his dick, his dark curlies contrasting with her blonde ones. He groaned, she was so, so tight, Jesus, she was pressing in tight on his hard cock, embracing him with her cunt and he loved it. He came, an involuntary explosion that left him panting.
'Shit,' he said, 'didn't mean to do that, shit, shit, not that quick, damnit.'
His limp cock flopped out of her with a sloppy noise and a little dribble of his cum followed it, his first cream pie. Her cunt was well open now, she'd stretched a little to fit him. The skin around her entrance was a little red and there was another tiny drop of blood at the entrance. The thought that he'd caused that blood when his cock broke her maidenhood made his cock start to twitch and harden again.
He tried to hold the camera steady, to get that perfect cream pie shot and managed it after a few tries. There'd been an information evening about digital security at the Good Son's Hall, it was important to keep Son's business away from every other part of your digital life, which was why he'd spent Β£8,000 on a top-of-the-range, high pixel camera instead of just using the excellent camera on his top-of-the-range smart phone. It made sense, that last thing you'd want would be some nosy parker wondering why you had pics like these on your phone.
He'd planned to fuck her just this once on the first night, but, Jesus, he was so ready for her again, and he'd hardly been inside her any time, once more wouldn't matter.
He made sure the camera was still rolling and pushed against her again, driving deep in one smooth thrust. Her pussy was truly juicy now and his cock was slick from the fluids it had picked up on the first ride. He loved the sensation of pushing in and pulling out of that tight, wet pussy. He lasted longer this time and when he came it felt like all the liquid in his body was being shot out of the end of his cock into her.
He stood up and pulled at the cord holding her legs, raising her hips in the air about a foot. That was to keep his sperm inside her for longer. She made no objection, she just let him get on with it, as she was trained to do.
He was getting hard again thinking that he might have made her pregnant already. 'Jesus Christ, Mary, You really are a sinful woman -- I think I could take you again, you are so fucking hot.'
She said nothing, he didn't want her too. His soft dick was a little tender from the drilling he'd given her, but he squeezed and massaged its length, thinking about the big swollen belly that would be appearing soon, those neat little tits, swelling and engorging with milk while his baby grew inside her.
He climbed up on the bed and plunged inside her again, the new angle of her raised hips giving him a new sensation. She grunted, 'You're a good girl, Mary, a damn good girl, you're getting me so hot,' he said as drove himself in and out of her, faster and harder this time, it took longer to come the third time, but he eventually achieved it, pressing himself tight against her and giving her a couple more pile drives afterwards, for the sake of it. His limp cock fell out of her with a wet fleshy sound and he hissed in air through his teeth as the head of it brushed the fabric of the spread, it was rubbed raw.
He rolled to the side, panting and sweating -- completely satisfied at last and said, 'Mary, that was bloody fantastic, but in future, I want you to say "Thank you, Mr. Harrison", when I, ah, give you my seed -- okay?'
'Yes, Mr. Harrison,' she said and then, 'Th-thank you Mr. Harrison.'
'Okay, well, I'm going for a shower, you stay like that for ten minutes, and then you can let yourself out of those cords.'
Charlie picked his bath robe from the chair and noticed the stains on the silk spread, 'Mary?'
'Yes, Mr. Harrison?'
'After you've washed yourself, you can wash that spread, its silk -- I don't want it to stain. You'll have to hand wash it, it can't go in the machine.'
'Yes, Mr. Harrison, I'll do that.'
Charlie, pink and fresh from the hot shower, sat down in his office and made a note in his journal,
July 8th
The first time went better than expected. She was spectacular, I even made her come -- got it all on camera too. What a fuck! Best in a long time. Gave her a triple shot of 'essence of Charlie' couldn't believe it when I was hard the third time -- but Christ! She is so fucking hot. Refraining from masturbation, as the good Doctor suggested, was a good idea. Despite what the others opined, I managed to get her to cum with the vibrator, it is as Holy John Berming says, "woman is, at her essence, a debauched creature".