Ring My Cock

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by Cristiano Caffieri

Jack White was in his fifties when he met Holly Marsden, she wasn’t the prettiest girl in the world and that may have been the reason for her still being single at 29. However, she had a great personality and above average body and he liked her.

They’d worked in the same law office for a couple of years, always sending subtle signals to each other but never really suggesting they should go on a date or anything like that. The turning point in their relationship came when Jack sprained his ankle and couldn’t go to work for a few days. As chief clerk, his expertise was invaluable to the firm, particularly in matters of taxation, and one of the partners needed him to go over some important documents. To facilitate this Holly was dispatched to his house to go through some of the material with him and so they had to sit quite close together on the sofa. At some point, their faces were just inches from each other and their lips suddenly welded together in what turned out to be a most passionate, tongue twisting kiss.

Jack who’d been widowed for a number of years couldn’t resist feeling her breasts as they continued their embrace, this prompted Holly to get out of her sweater and her bra and offer her hardened nipples for sucking. Soon they were both completely naked and Jack, who had not been in the saddle for some time spent a little too long licking out her hairy pussy and fondling her delightfully perky tits. Consequently, when it came to the big moment for him to shove his dick into her anxious groove, it went soft on him. She tried to help by sucking it, gently massaging his balls and rubbing it over her nipples but it just wouldn’t come up again. He was despondent, he wanted to cum so badly and of course, he thought he’d let Holly down.

They didn’t see each other again until he went back to work. She immediately asked him if he’d come round to her place for supper that evening, to which he responded half-heartedly. However, in the end, he decided to go and prayed that his dick wouldn’t let him down this time.

Jack arrived at her door with a bottle of wine and they sat down to a nice dinner before an open fire. He lingered over his desert and coffee trying to delay, what would be his second attempt, to fuck a younger woman. When he’d drained his third cup Holly put a little gift on his plate. He was somewhat surprised at her gesture and cautiously opened it thinking that she might have bought him some Viagra but it turned out to be a soft plastic ring.

“It’s a cock ring,” she smiled, “You slip it on when you’re getting an erection and it stops the blood from flowing back and so it stays hard.”

Jack had never actually heard of such a thing but he was certainly willing to try it as the slinky outfit that Holly had chosen to wear was already causing him to harden up. She suggested they should lie on the soft pile rug before the fire and then they started to undress each other. Even that part was a lot of fun but when his dick appeared in the open it got a lot more exciting. Holly took the ring and put it on for him, shoving it gently until it was tight against his balls.

Having her long delicate fingers pressing that ring down was almost enough to make him cum right there and then, but when she lay on top of him and lowered herself onto it, he just about flipped. He grabbed onto her tits as she slowly maneuvered her lovely round ass up, down and sideways.

Jack didn’t want to shoot his love goo into her at this point and so he invited her to move up and sit on his face. As her soft moist crack opened up and spread across his mouth he began to probe it with his tongue. She started to groan big time and this prompted him to nuzzle his face deeper into her cunt, to grip onto her smooth firm thighs, and to lick furiously in all directions.

When he felt her body tighten up and her hands grip onto his shoulders he knew that she was about to cum and it was an explosion! She just about went hysterical and dropped sideways onto the rug still quivering all over. Jack had a quick feel of his dick and it was still as hard as a rock, so he rolled on the top of her, prized open her legs with his knee, and rammed his cock into her as far as it would go. Holly hung on to him tightly as he bounced off of her body, crashing against her hairy pussy and causing her tits to shake as if they were witness to a minor earthquake.

Her cries of, “That feels so good – so fucking good,” prompted him to go faster and faster and he was still as hard as when he started. As he was about to shoot his load, sensing that her cunt would soon be dripping with his cum, she began to yell “Fuck, fuck,” over and over again and she held onto his forearms so hard it hurt. When he did spew his goo she held on even tighter and moved her ass up and down as if she didn’t want it to stop.

“Did you like it?” she asked as they lay on the rug together and she removed the ring for him, “There was also one in the store with a vibrator attached that would stimulate my clitoris while you’re fucking me.”

“It’s funny you should say that,” he laughed, getting up and going over to his coat that was hanging on the back of a chair. From the inside pocket, he produced a plastic bag and handed it to her.

“I bought this just in case I couldn’t make it like last time.”

She opened it up and gasped when she pulled out a rather large bright pink vibrator.

“It’s called a multi-speed Jack Rabbit,” he said.

“I’d love to try it if you’d like to slip it into me,” she smiled.

He did just that, and as she writhed and moaned all over the floor he began to get hard again. After that night he became a great fan of such sex toys and continuously browsed the internet to keep up with the latest designs. The senior partner, noticing their affectionate behavior towards one another, asked Jack if he’d given her a ring yet.

“No,” said Jack, “But she gave me one and it vibrates!” THE END

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Copyright 2015 Cristiano Caffieri

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