A Randy Retirement Pt. 28: Halley & Gabbie by Bamboo29,Bamboo29

Gabbie blew out a nervous breath from her nose, a little flapping sound escaping her lips, “I understand,” she paused, then added, “and I want it.”

“Okay, Halley, why don’t you introduce her to the playroom,” and he winked at the older sister as she got up and took her sibling to the spiral stairs.

He and Halley had been in an ‘arrangement,’ as she called it, since she was eighteen when he had caught her as she was about to fuck her boyfriend, who turned out to be gay. They had spent time together when she could get home from college and Halley had blossomed into a wonderful young woman, but a sexual beast when she was alone with her pseudo-uncle.

Taking his time walking to his playroom, Randy went the long way as his mind raced into overdrive to devise a scene that would do justice to the opportunity that Halley had provided. He hit on something by the time he reached the main staircase and decided to start out with it and then play it by ear afterward. He went up the main stairs and then doubled back to the playroom.

When he arrived, Gabbie was craning her head around, taking in all the sights in the room. The bondage rigs, the cable hoists, the circular steel rings hanging from the ceiling, the video screens and mirrors, the brass railed bed she could partially see in a smaller room, and all the other furnishings. She was lost in wonder and had a contemplative look.

“Over there by that one and go ahead and strip,” he pointed to the metal pipes as he retrieved some items from a nearby cabinet while taking off his t-shirt. When he turned, he noticed that Halley was stripping her clothes off as well.

“Threesome?” he asked, arching an eyebrow.

“No asshole,” Halley replied smiling, “I thought if she saw us first it would be easier for her.”

Skeptical of that reasoning he replied, “Un-huh and it has nothing to do with any pleasure that you might derive.”

Halley creased that tight, mocking smile of hers in return and mouthed “Oh my god” sarcastically.

Randy cocked an eyebrow. “I won’t even mention seeing you once in eight months and now you bring me your little sister as a present with no prior warning so I could set up something proper,” he replied with his own air of sarcasm before turning to his gift.

“Asshole, nothing about this is proper, but I’m sure you’ll do fine,” the tall blonde whispered to him.

“I wasn’t aware you two were that close,” Randy retorted.

“We’re not, but that doesn’t mean I don’t care for her. You think I want her out there learning this stuff from just anybody? Besides she’ll keep you in shape until I get to the point I can come back more often.”

Randy turned back briefly to the smug smile, “And that’s the only reason?” he asked before looking back to Gabbie.

“No, maybe it’ll keep you from picking up strays,” Halley said to his back.

He ignored her and focused on Gabbie standing there in a tiny red thong that barely could be called a thong; it was more like the thinnest G-string in the history of G-strings.

“Did you pick that out?” he asked her.

She clasped both hands against her mouth, both forefingers sticking straight out at Halley as she tried not to smile.

“She got it for my birthday.”

As small as the accoutrement was, it was easy to notice that she was smooth and bare. Randy thought that Halley had prepped her sister far more than she had let on. Gabbie was also wet, the darkness of her dampness making the fabric darker.

He took in her eighteen-year-old body, all young and soft, the late summer tan, the dimples in her cheeks, the full lips and shoulder-length curly, blonde hair. No freckles on this one. What intrigued him the most was her fat outer labia and the narrow slit that ran down the center which was showing camel-toed through the wet, red material. It was the fattest labia he had ever seen in person and even more arousal bubbled up from his loins.

“Take the thong off too,” and she complied without hesitation as he questioned her sarcastically.

“Are you a virgin?”

“Nope.”

“How many guys have you had sex with?”

“One,” putting a single finger up beside her smiling, impish face.

The look made Randy wonder if the inner Gabbie were an imp or a cherub.

“I would ask if he was any good, but how would you know. Did you orgasm?”

“I think so.”

Eyes rolling, Randy replied, “Oh Gab, when you go home tonight, you’re gonna be able to know if you orgasmed or not. Ever sucked a dick?’

“Yeah, but I’m not sure I did it right.”

Randy shook his head, “So, I’m guessing nothing has ever been in your ass?”

“No,” with emphasis.

“Well, there is no better time than the present,” and with that her eyes grew wide and she glanced toward the door.

Halley had raved about anal sex and even though Gabbie wanted to try it someday, she had never considered that the someday would be today. A yearning surfaced deep down inside, then a little shiver went up her back, and she looked back at Halley, who nodded.

Randy turned to Halley as he took in the exchange and was surprised to see that after she had stripped, she had put the boots back on and he cocked an eyebrow at her.

Using her hands like a presentation model on The Price Is Right, she looked down at them, “I bought these with just this in mind. I’ve been planning on fucking you with them on for a while now.”

Nodding, he replied, “I’m figuring that out, and where my money is going,” and he wiggled his eyebrows at her. His mind quickly factored Halley into his intended actions.

“Come help me put Gabbie in the frame,” and with that they began binding Gabbie in a short, H-shaped pipe frame that consisted of two four-inch pipes bolted to the floor. The pipes were as tall as Gab and had attachment points at the top and bottom. The third horizontal pipe between them would cause her to bend at the hips in an L-shape and put her on her toes. Her wrists were pulled back and bound with bondage cuffs to the top of the two vertical pipes and her ankles were secured by the same on the outside of the pipes at the bottom. This took almost all her movement away and made it impossible for her to try to straighten herself without putting excruciating strain on her shoulders.

He handed Halley a posture collar and a hair tie, “Put this on her and tie her hair back so it doesn’t get in her face. We don’t want Gab missing any of the show,” and while Halley went to work, he squirted some electro-conductive gel on his fingers and began working it into Gabbie’s asshole.

“Oh, uh,” she exclaimed as he worked a second finger in her tight ass.

“Just relax,” Halley whispered into her ear as she pulled Gabbie’s hair into a ponytail.

Randy lubed up an inch and a half wide electro anal plug and slowly began working it in. Push, ease off, push a little more, ease off, push some more, ease off and, as Gabbie became accustomed to the feeling, the plug slowly made its way past her sphincter while she moaned, and her ass wiggled. She felt as if her ass were overly full and could feel something hard snugged up against the outside of her asshole. Her focus was solely on that point of her body, her asshole, until the next words and sounds slowly made their way to her consciousness in a delayed fashion.

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