A Randy Retirement Pt. 28: Halley & Gabbie

The younger blonde stared in wonder, the milker that pulled at her growing nipples becoming a sensation that seemed in rhythm with the movement of Halley's mouth on that big dick. Gab's mind began to sing to her, 'In-Out-In-Out-In-Out.'

Each time Halley went down on Randy's cock, she went a little bit farther and each time she slid her head back she did so a little less.

The same was happening to Gabbie's nipples; each time they were sucked in a little bit farther and each time the pressure pulsed down they retreated a little less.

She became lost in the sensation and the occasional little zap in her ass that followed immediately after a loud gagging from Halley.

Gabbie shook her mind back to focus as she looked upon the sight of her sister rising on her knees and holding place with Randy's cock down her throat so far that her nose was against his bare pelvic area. She watched as her sister's face turned red and she beat her palms onto her thighs while he stood there looking down at her with his mouth open and his hands clasped behind his back.

Surely her sister would suffocate, but just as she thought this, Halley came completely off his cock, sat back on her haunches, and gasped loudly, bringing Gabbie the sharpest shock yet and she yelped, causing a secondary zap.

Halley sat back on her ass with her legs stretched out toward Gabbie and her arms behind her for support. Drool and mucus stringing from the elder sister's mouth, which she made no effort to remove.

With a thread of saliva trailing from his cock head, Randy went to a cabinet and took a couple of items from its shelves. Reaching up to the ceiling he grabbed a thick steel circle that was hanging there and moved it on sturdy overhead tracks to where Halley lay.

The tall blonde rose from the floor and Randy positioned her facing her sibling. He stood behind her and put bondage cuffs on each wrist, clipped them together and then tied a rope off on the clip.

Halley just stood and stared at Gabbie, both breathing heavily, Gabbie staring back as he went and retrieved some more items while Halley stood stone still.

Returning he placed Halley's ankles in an adjustable spreader bar, setting it about three feet apart. He then ran the rope up tied to her wrists up and through the metal circle.

Coming to her front, and blocking Gabbie's view, he began working on Halley's chest. Gabbie noticed that he had placed the suction cups on the floor.

She got a couple of quick zaps in her ass and then realized that she had heard Halley gasp and suck in air loudly. When Randy moved back behind Halley, Gabbie saw what looked like two metal clamps biting into Halley's nipples, nipples that had been made even larger and swollen by the cups. Dangling by a spring from each clamp was a small, grayish, pyramid-shaped fishing weight, pulling Halley's swollen tits down. Her older sister was grimacing and biting her upper lip, but her eyes revealed desire.

Randy pulled on the rope through the circle and caused Halley's arms to rise behind her back until her upper body was parallel to the ground. He tied it off, then went and got a metal anal hook with a 2" ball on one end and an eye on the other. He put lube on the ball and inserted it into Halley's ass while she grunted, sending shock waves through Gabbie's body as she began to squirm and twist in her bindings, arousal welling up in her. She felt the wetness on her inner thighs, and she wondered if she had peed on herself, but she couldn't smell it and then realized it was her pussy leaking. That was something that had never happened before. She was familiar with being wet, but it had never run down her thighs.

He pulled Halley's hair into a ponytail and tied it off in the eye of the hook, so that she too was forced to look up into her sister's eyes.

Without warning or preamble, he plunged his hard cock to the hilt in Halley's pussy from behind and held it there, eliciting a cry from her that focused Gabbie's attention on the sensation in her ass.

Halley felt his cockhead at her cervix and the pain that it always initially brought, knowing that it would subside as she adjusted to it.

'Whap! Whap! Whap! Whap!'

Without delay, he was pounding into the tall, slim, older sister; railing her. With every slap of his pelvis against her ass cheeks, Halley let out a groan of ecstasy and Gabbie found a curious sensation. With the rhythm of the noises in the room, the butt plug felt like it was moving in and out of her asshole. As her muscles contracted with the electricity it moved in and as they relaxed it moved out; or so it felt to her. She began to get lost in the sensation and failed to see Randy remove the anal hook and begin to pound Halley's ass.

He and Gabbie both became entranced. He found himself watching Halley in one of the mirrors on the opposite wall. Bouncing on his thrusts, the sprung weights extending and contracting causing Halley's tits to jump with each thrust. The "fuck-me" boots made her even more sexy as her thighs flexed with each stroke. The visual caused Randy's pounding to be that much more intense as it stoked the animal inside him.

Gabbie found herself entranced by the sensation in her asshole, the matching sounds in the room, the bouncing of the weights on Halley's tits and her sister's body rocking on his cock, all these things in some new-found, erotic synchronization that she had never experienced before.

"YES! YES! YES! YES!" Halley began yelling in time with the whapping, with a look of intensity on her face that her younger sister had never seen before. And then Gabbie became confused as Halley began to babble, her words jumbled, or even more baffling, her sounds forming no words.

The contractions in Gabbie's ass got harder and harder as her sister reached climax and Gabbie's consciousness got lost in the fog of it all, so that she missed the end of her sister's orgasm. As it grew silent and the movement in her rear subsided, she managed to shake her head slightly, clear her eyes and see Randy's firm ass in front of Halley. When he moved, she viewed her older sister, sans the clamps, wild-eyed and smiling with a large white rope of cum on her cheek and more on her lips and in her mouth. Her nipples were swollen and red, protruding from her breasts.

Randy released Halley from her bondage, but she momentarily stayed bent over and used a finger to wipe the cum off her lips. She then stood straight and sucked her fingers by holding her hand above her head, craning her face upward to insert and then slowly suck each finger clean, one at a time.

Halley went to her younger sister then, wiped the lone remaining streak of cum from her own cheek and put the loaded finger in Gabbie's open mouth, using her other hand to close it. She kept that position and waited for Gabbie to suck her finger clean.

Once Gabbie had swallowed the salty jizz, Halley kissed her on the cheek and said, "Have fun baby girl, I'll be back to pick you up sometime later tonight."

Then she turned, picked up her clothes and left, stopping to whisper in Randy's ear, "Don't hold back cumming in her, she's on the pill. I love you asshole."

With her hand holding the back of his head, she Frenched him roughly before she sashayed out the door.

Randy watched her leave and wondered if this was what Halley said it was, or if she were providing him with a replacement as a going away present. He pondered the thought for a second longer and then flushed it from his mind for the time being.

He had fresh talent to break-in.

*

Turning his attention to Gabbie, Randy walked to her, picking up the suction cups along the way. He gently rubbed his hand along her back and her ass as he reached down and turned off the goat milker. She looked at his imposing cock as he firmly grabbed each claw of the milker and pried them off her tits one at a time, breaking the suction with a plop and then fingering her nipples.

The gumdrops were larger, engorged with blood and beet red; rising at least two inches from her breasts. Licking the suction cups, he placed them on her nipples, lightly maintaining the suction.

He unclasped her hair, removed the collar, and then unshackled her wrists so that she could stand upright for the first time in 45 minutes. As she did so, she felt the plug in her ass shift. She was on the edge and feeling things she hadn't before ... a hunger, a need; she couldn't quite zero in on it.

Randy broke into her thoughts, "I'm gonna need you to bend back over so when I take the plug out it'll be easier for you," and he placed his hand between her shoulder blades and gently pushed her. Gab placed her hands on the steel pipes to steady herself, not trusting her legs for balance.

Disconnecting the wires, he firmly took hold of the retainer on the anal plug and began to pull. Gabbie could feel her asshole attempt to hold onto it, not wanting to release the plug; but his steady pull eventually caused her muscles to relax, and it gave up its place in her body. She suddenly felt a void, like something was missing and she absently moved her right hand to her ass.

His voice brought her back, "Go take a hot shower, but leave the cups on your nipples. Do not take them off. Take your clothes with you. Because I love you, I'm going to give you one last opportunity to change your mind. This is your last out, if you come back to me dressed, we'll carry on as best we can like nothing happened. But I'll never revisit this with you ... ever. If you come back in naked, I'll take you to sexual places you have no idea exist. Right now Gabbie, you don't' know what you don't know. I'll introduce you to things you've never thought about, but you must understand, I play rough, you just saw that with your sister, so choose wisely. If you choose to stay, just leave your clothes in the bathroom. Questions?"

She said nothing, just looked at him with her lips pursed and her cobalt blue eyes wide so he continued, "First door on the left. Towels and everything you need are in the closet. Take your time, I'm here all night," and with that he turned to clean up the scene.

She looked at him, this man she had known since the beginning of her life, walking nakedly away from her. She could see his big cock swing with every step. Did she want to continue? Did she want him to fuck her with that monster? She picked up her clothes and headed for the shower.

Randy wondered what she would choose as she left, smiling in the knowledge that the hot water would cause her nipples to expand a little more inside the cups.

If she chose to stay, she would be a lot of fun to break-in. If she chose to leave, it would be both of their loss. Halley had presented him with a unique gift, if it came to fruition. He began to sketch out in his mind what he wanted to do with Gabbie if she came back naked.

*

The water was hot, and she let it take her body, the warm needles of pressure relaxing her and washing away her tenseness. Gabbie found shampoo and washed her hair thinking about conversations over the past year with her sister about sex, about Halley saying she was nervous and somewhat afraid and not knowing how or why or when or really anything about it. Until she had met someone who opened the world of sexual pleasure for her so that now she was confidant in herself, confidant enough to even give away control of her body to another if she desired to do so.

Gabbie had wondered about that, fantasized about it, even longed for it. But she never imagined that it was Randy who had taught Halley about it. Not quite a week ago, she had begun the conversation with Halley about wanting to meet this person she had spoken of, but she had no clue she would be taking a shower in this house less than a week later and making a decision that seemed of such importance.

She cupped her breasts under the hot water, watching the rivulets cascade off them. They weren't huge like some others, but they were shapely, and she found herself thinking of how the milker had made them shake as the suction was applied and reduced. Her nipples, still beet-red and swollen through the translucence of the cups, seemed to fill them almost to the end of their two-inch length.

Her hands made their way to her butt, caressing and massaging it. It was something she was sometimes embarrassed by, to be only 5' 2" and 120 pounds, and yet to have, what the boys at her high school called, a "black girl's ass".

Her right hand found her asshole and as she explored it, she could tell that it had not closed back completely from where the plug had been. She had a feeling of emptiness where it had once it had felt so full.

Did she want this? Did she want to be so in control of herself that she would willingly cede control to another? She soaped up her body and set about to do what they had taught her in school; to make a mental listing of the pros and cons and then to decide. As she washed, she went through each and the entire time there was this nagging at the back of her brain. It was a hunger, a need, a longing; she couldn't quite zero in on it.

*

Thirty-five minutes later she walked back into the playroom. Randy was sitting on a padded bondage bench with his back to her, smoking a cigarette and dumping the ashes into an empty soda can.

She walked around to face him, standing there with her hair still wet, turning her yellow-blonde tresses dark.

"Those things will kill you," she told him.

Ignoring her comment, he asked, "Is this your decision?"

She looked down on him, feet shoulder width apart, hands on naked hips, "Yes, no turning back."

He put the rest of the smoke in the can and rose. They stood staring at each other about a yard apart for several minutes and he could tell that she was trying to figure out what was going on, why he wasn't doing anything, but he just bored into her blue eyes.

Finally he saw the light of 'aha' go on in her eyes and she sunk to her knees as her sister had done and tried to take his cock into her mouth, with her left hand holding it at the base while her right began to creep down to her pussy.

"Do not touch yourself or I'll spank you."

She put the hand on her leg and started the timid lick of his cockhead while jacking the base, using her fat tongue down the shaft, and then surprised Randy by licking his balls.

"Good, good Gabbie. Now get it good and wet with your saliva, spit on it if you must, but get it wet and put it in your mouth. Remember how that milker sucked on your tits?" she stopped and looked up at him, "I want you to do that to my cock."

She looked at the head again, made a face, spit twice, and opened wide to take it in, getting most of the crown in her mouth before she stopped and used her tongue again to swirl around it.

Randy reached down and pulled the nipple cups off her tits. He caressed them as she moaned and took the first inch past the crown into her mouth.

"That's it, work it in slowly," and he paused as he got a chill. "Inch by inch, a little more in each time, a little less out. Breathe through your nose."

She followed his direction to the letter, pausing once or twice to get the lower parts of his shaft wet with her saliva, then going right back to the point she had left off in going down on him. Gabbie's deformed mouth was stretched obscenely around his dick, her nostrils flared twice as big as normal, but she did not falter.

As she started to pick up the pace, Randy began to feel the stirring in his balls. He knew there was still a while before he would cum, but this was getting unexpectantly good very quickly.

"Stick your tongue out of your mouth along the bottom of the shaft. That's it, that's good baby girl. Any time now you're going to hit the back of your throat and there will probably be the urge to gag," and in that instant she pushed his cock past the back of her throat effortlessly.

Randy was shocked, "Fuckkkk," he sighed as her throat massaged his cock. Randy got another chill from how good it felt and fought to control the urge to fuck her right then.

Once he got control of himself, he looked down at the blonde who was now enthusiastically taking all of his cock down her throat repeatedly, "No gag reflex, oh my word, you are an angel; now, look at me while you're sucking my dick baby girl, and don't take your eyes off me."

With that, Gabbie took her mouth off his cock, and smiled giddily as she sucked saliva back into her mouth. "Did I do that right?"

A leering smile overtook Randy's face, "Oh yes."

"I done it before and the guy came right then, so I didn't know if I was doing it right or not since it was so quick," she told him as she gently stroked the monster in her hand.

"You're doing it just fine Gab, now get back to it," and he tapped his hardness on her forehead.

Opening her mouth on approach, she guided the head in and sucked it down to the root in one fell swoop and then took her hand away and placed them both behind her back in a submissive position, though Randy doubted she knew that.

With her eyes never leaving his, she began going faster and faster. He was fascinated by the flare of her nostrils and how her lips maintained hard suction every time she backed off his cock. When she buried it to the root, she would move her head slowly from side to side to force him even deeper.

It occurred to Randy then that she was trying earnestly to impress him.

After the third time she went completely down on him, he held her there with his hands until the first sign that she needed to breathe and then let go so she could work her way off, nostrils flared again.

Gabbie backed off and gasped for breath, long strings of saliva drooling from both her mouth and his dick. In her eyes was the look of someone who had just discovered their true purpose in life, a look of wonderment and acceptance at an unexpected discovery.

Randy was fascinated by this and the fact that, while Halley had to learn to take his cock all the way down, her little sister had done it on the first try with no effort. 'Amazing,' he thought, 'a freak of nature.' Little did he know at the time.

He bent down and took both her cheeks in his hands to kiss her passionately, intertwining his tongue with hers.

Another difference between the sisters dawned upon him as they kissed.

Whereas Halley's tongue was long and narrow, almost reptilian; Gabbie's was broad and fat.

"You rest right here a sec and let me get some things," and she relaxed on her butt with her legs folded up under her, saliva still dripping from her lips and chin, as she played with her pussy while he went to the storage room.

*

When he returned, he found her standing at an opened cabinet and examining vacuum suction tubes. He walked to her right, massaged her nearest ass cheek with his left hand and asked, "Curious?"

"What are they for?"

"Same principle as the suction cups, but you attach them to a vacuum pump with a hose, like the milker, and you have much stronger suction, but it's constant instead of pulsating."

Her eyes grew wide, "Oh," her voice trailing off.

She was the big-eyed baby girl, just learning about the real world that she didn't know existed as she stood there contemplating what she held in her hand with her mouth hanging open, her face full of wonderment.

He walked to a far wall, and she turned holding two different shaped tubes up in her hands, "What's the difference?"

He turned to see what she meant and smiled, "The flat-ended one is for smaller nipples and the flared-end one is for big ones."

Still holding the two tubes in her hands in front of her, Gabbie looked down at her own breasts and the then back to Randy, "Cool!" she smiled.

"Put those back and come here."

She did as instructed and came over to the rig set in front of a wooden plank wall. It was made of black steel piping and the most prominent feature were two pipes about four feet off the floor that stuck out horizontally in a V-shape from two pipes that ran floor to ceiling.