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

“Now, let us see how big we can make this,” and Randy licked the vacuum tube and firmly seated it over the little nub that had peeked out of its shelter between her legs. On the third pull of the pump’s handle Gab began to moan, on the sixth she was groaning and by the eighth and final pull she was very loud.

Her clit was an inch wide now and filled the tube from one side to the other. It had grown from barely a half-inch in length to easily twice that and maybe a little more. Randy disconnected the hose and began to play with the tube, bringing the moans back.

“Not bad baby girl, not bad.”

He gave her nipples relief, untying the nooses and then released her from the V-pipes and the penis gag, though he reattached the handcuffs.

Gabbie didn’t utter a word as he walked her to the middle of the room with the plug still filling her ass and the vacuum tube still tightly hugging her clit, the latter wobbling between her thighs like a small penis with each step.

He put her to her knees and said, “I need some relief after playing with this magnificent body of yours,” and presented Gabbie with his erect cock.

Still without a word, she elongated her neck and body upwards to get it in her mouth, her wrists still handcuffed behind her back. Then throated him again, Randy putting his hands on her head to hold her still each time she took him to the hilt.

After five minutes she had brought him to the brink and he let it go, shooting off in her open mouth. When he had finished, he scooped a dribble that had escaped back into her mouth with his finger and she sucked on it greedily.

Randy could tell by the look in her eyes that she needed to cum. It was that vacant look that comes with unfulfillment.

Gently he laid Gabbie on her back on the floor, her arms pinned underneath her by the handcuffs. One ankle in each hand, he raised her feet into the air, holding them there as he lined up his cock with the fat labia that he had admired for the first time just two hours ago, the retainer of the black anal plug stark against her asshole.

“Oh god,” she said, a hint of panic in her tone as she realized he was finally about to screw her.

“Relax baby girl, it’s gonna be alright,” and with that he turned loose of her right ankle and reached down.

“Shittttt!!!” she screamed as Randy jerked the vacuum tube free from her clit, her head and shoulders rising from the floor to look between her legs and see if it was still there.

Randy immediately started to massage the swollen bundle of nerves, turning Gab’s anxiety to desire as her mouth and hips started to twitch in tune with each other and she murmured wantonly.

Without a word of warning, he reacquired her ankle and dipped his hips, the broad head of his cock splitting her pussy on the first attempt.

Gabbie’s eyes and mouth flew open as she locked onto his face in shock, her body freezing as a feeling of fullness she had never before experienced overtook her.

She was not a virgin, but this was nothing close to the one boy she had had sex with before. The plug in her ass already had her feeling stuffed, now Randy’s monster cock was inside her and her body was sending her unfamiliar signals. Gabbie’s mind tried to keep up with the new feeling coursing inside her, but quickly realized that was impossible. The one overriding aspect however was that she felt euphoric. Whatever this was, she loved it.

Randy was gentle, slowly pushing deeper with each stroke, watching her face contort as his dick broke new ground that had never been explored before.

He had all ideas that the guy Gabbie had sex with previously in her young life was the typical high schooler with a five- or six-inch penis who had not a clue what he was doing. Not the kid’s fault, but Randy was not going to wait to introduce her to hardcore sex.

Her shoulders were pulled back by the cuffs, pushing her breasts out to him, the gumdrop nipples asking to be suckled.

Randy resisted. Instead, he stared lower as her cunt stretched ridiculously around his cock, the inner labia pulled out as he withdrew his dick to enter again. Her still engorged clit was riding on top of his shaft and each time Randy pushed inside he could see it skid along from the movement. This brought moans from somewhere deep inside the little blonde that only increased in their yearning as his pace slowly picked up.

His eyes moved up to her face, still angelic but obviously being affected by her awakened libido. Her eyes were wide, but it was the mouth that told the tale, contorting in all manner of ways, but always coming back to a big ‘O’ before beginning again with more distortions.

The first five minutes Gab was really tight, even though she was extremely wet, but as he had gone deeper, her pussy had opened up to his two-inch wide shaft.

Randy switched things up on the fly, putting her legs over his shoulders and lifting Gabbie’s ass into the air as she squealed. He brought both of his hands down underneath her body to her hands, pinning the cuffed wrists to the floor as, like a locomotive, he picked up steam.

Randy was banging into her cervix now, Gabbie’s face showing the effect as it crinkled with the initial pain. As his cock began to slam into her more frequently her face softened, pleasure revealing itself. Randy could feel his balls thumping against the anal plug.

Neither she nor Halley had ever called him Uncle Randy, always using just his first name and it was that name that filled the playroom now as over and over Gabbie called out, “Oh Randy” or “Oh my god, Randy” as she approached the first real orgasm of her life.

He was leaning over her now, his eyes looking straight down into her face as he power-fucked her eighteen-year-old pussy. Her orgasm started when her body locked up, just as it had done when he first entered her. Her legs pushed back against him violently and when they could not overcome his resistance they began to quiver, the phenomenon spreading to Gabbie’s entire body. She all but passed out after his name came from her mouth in one long, protracted wail. It sounded like someone yelling while they were holding on to some powerful machine that made their words vibrate as they spoke.

Letting her legs down, Randy removed the plug in her ass and the cuffs from her wrists. He sat on the floor and pulled Gabbie’s body upright to lean back against his chest as he gently stroked her in different areas.

After a quarter of an hour, she was revived and asked softy without looking at him, “Can we do that again?”

“That depends, can you get me up again?”

She gave him a smile then, reached down and took his cock in hand, turning her ass toward him. It went into her mouth right away and Gabbie then swung her leg over his chest so that she could square up on his dick.

Randy wondered if she even knew what 69 was, but he took advantage anyway while trying not to look at her slightly opened asshole just above his face. He licked her slit and her slowly receding clit. Within minutes he was hard, and Gabbie had started to moan. Once he sensed that she was close, he again stopped her, physically picking her up and off his cock.

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