Grandpa's New Hole: Chapter Eight

Parts: One,Two,Three,Four,Five,Six,Seven,Eight,Nine,Ten,Eleven, Twelve,Thirteen

For the rest of the day, Janey stayed in her room, thinking about what had happened. She masturbated to memories of it, imagining the next time. When Al called her for dinner, she ate quietly, looking at him with a newfound appreciation. After dinner he led her down to the workroom.

The room was set up with different stations, each with a different setup for bondage. There was a wall with different restraints and equipment hung on it. Janey saw paddles, crops, floggers, and a couple of whips. She also saw a number of dildos and vibrators, both small and large. Al took her to a chair and had her sit in it. He put his phone on a tripod and pressed record.

"We're doing this right," he said, flicking off a work light with a crackle and pulling a chair away from a desk. Janey's stomach twisted with anticipation and something else. She wouldn't back out now.

"You'll do just fine," Al said, his voice smooth and reassuring. "Come on, honey. Don't get cold feet on me."

He settled in the chair and motioned Janey to him, spreading his legs just enough to show that he was serious about the lesson. Her heart raced, thumping in her chest like an animal that needed to be tamed. But it was an excited heart, a willing heart, and she moved to stand in front of him with only the slightest tremor in her step.

"I know this is a lot to learn," Al continued, his tone firm but never harsh. "But we need to start with the basics. It's important that you know how to take a cock in your mouth before we move on to other things." He leaned forward, brushing a loose strand of hair from her face. His fingers lingered, tracing her jawline. "Your first real lesson. Are you ready for it, honey?"

Janey bit her lip and nodded, the mix of anticipation and nervousness creating a tension that settled deep inside her.

"Oral," Al said, his gaze never leaving hers. "That's where we'll start. That's what you'll master first. This is about learning how to be good at it. You'll have to practice a lot, but you want to be good, don't you?"

She nodded again, this time with more confidence. She did want to be good. She wanted to be the best.

"We'll start with this, then," Al said, pulling Janey down to her knees and holding her gaze with his. "You'll suck Grandpa's cock until you know just how to do it right. We'll record your progress.

The concrete floor was cool beneath her knees, and the air around them seemed to thicken with the weight of what was about to happen. Al took her hands in his, guiding them to his thighs.

"Remember, this is your first lesson. Take your time. Pay attention to what feels good. Make Grandpa happy."

His voice was calm and collected, as if instructing her on how to assemble a model or operate a piece of equipment. But the effect on Janey was anything but calm. She felt a surge of warmth, a tingling that spread from her center and reached all the way to her fingertips.

He settled back in the chair, eyes never straying from her, and began unbuckling his belt.

"Grandpa?" Janey said, hesitating as he freed his thickening prick. "Are you going to fuck me too?"

"Suck first, sweetheart. We’ll see how far you can take it. We’ll see if you can keep up with me."

He stroked her cheek, making her look at the dick just inches from her lips.

"You love this cock, don't you?"

She hesitated for a moment, the tip of her tongue peeking between her lips. She wanted to please him. She wanted him to know just how eager she was.

"Yes, Grandpa," she whispered, her voice full of breath and desire. "I love your cock."

"Good," Al said, a hint of satisfaction in his voice. He leaned back, watching her, letting her drink in the sight of him. "Once you've mastered this, we'll do more. But it's going to be a steady diet of cock for you until you learn."

Janey took a deep breath, the last she'd have for a while, and opened her mouth.

Janey gripped Al's shaft with both hands, a little surprised by its heft. It seemed bigger than when she had first felt it through his pants. Now, exposed and half-hard, it pulsed beneath her fingers, the blood surging and veins bulging. She swallowed, apprehension rising in her chest like the taste of him on her tongue. Her first try, sloppy and desperate, made her gag. Al let her pull away, her saliva trailing like a silver thread between her lips and his cock.

"Start with the tip, honey," he said, amused. "You'll never get it all if you try to swallow me whole."

She nodded, determined but unsure, and focused on the head. Her tongue flicked out, tasting him again. It was strange but not unpleasant, a mix of salt and heat. She circled the tip with her tongue, doing her best to ignore the way her mouth wanted to water and choke at the same time. Al watched her, a steady presence that both encouraged and intimidated.

"That's better," he said. "Use your tongue more. Get it nice and wet."

Janey did as he instructed, trying to wrap her lips around the head and use her tongue at the same time. It was awkward, her movements jerky and uncoordinated. But she kept trying, kept working, determined to please him. She choked again, pulling back and coughing, but Al's patience seemed endless.

"Try again," he said, his voice even. "You're doing fine, honey. Just relax."

His calmness soothed her, made her feel less foolish. She could do this. She just needed to listen and focus. She licked the tip once more, taking him into her mouth slowly, tentatively. Her lips brushed against him, and she gagged at the sensation of him filling her mouth. Al's hand was on her head, holding her gently.

"Take it easy," he said. "You've got this."

Janey swallowed her apprehension and tried again, this time with more determination. She wasn't going to let a little choking stop her. She licked and sucked, doing her best to find a rhythm. Her technique was still rough, still clumsy, but Al watched her with satisfaction, seeing the effort in her eyes.

"You'll need to practice a lot," he said, stroking her hair. "But Grandpa's happy you're trying so hard."

She wanted to say something, to tell him how much she wanted to be good at this, but her mouth was too busy, too full. She nodded instead, hoping he could see how determined she was. Her spit ran down his shaft, making her cough and sputter.

"That's my girl," Al said, grinning. "Use your hands too. That'll help."

She did as he suggested, gripping him with both hands and stroking him as she sucked. The added leverage made it easier, and she felt more in control. Her confidence grew with each attempt, even though she still couldn't take much more than the head in her mouth. Al's encouragement spurred her on.

"That's it, honey. Just like that."

She looked up at him, her lips wrapped around the tip, seeking reassurance in his gaze. She wanted to know she was doing well, that he was pleased with her. His eyes were warm, proud.

"More, Janey. You can take more. Just let me guide you."

He placed his hands on her head, showing her the pace he liked. It was slow at first, gentle, allowing her to get used to the sensation of him sliding into her mouth. But he pushed her a little further each time, letting her find her limits and encouraging her to push past them.

She gagged, coughed, pulled back with tears in her eyes. But she didn't give up. She wouldn't. She dove back down, taking him in again, drool dripping from her chin and coating his length.

"You'll have to get used to it, honey," Al said, watching her with satisfaction. "You don't want to let Grandpa down, do you?"

"No, Grandpa," she gasped, taking a quick breath before he pushed her back onto his cock.

She felt her confidence growing, even as her eyes watered and her throat protested. Al's satisfaction was all she needed to keep going. She wanted to be good for him, wanted to be the best.

"Don't worry about the mess," he said, holding her head steady. "You'll be a pro by the time we're done."

Janey let herself sink into the rhythm, the push and pull, the wet and warmth. Al's words filled her ears, her mind, driving her to take him deeper, longer, each time. Her mouth was a wet tunnel, a slick and sloppy haven for his dick.

When Al saw how hard she was trying, how determined she was to learn, he let her take a quick break. He was still firm, still demanding, but patient. Always patient. He told her she was doing well, but she needed to do better.

She took a deep breath, her chest heaving, but before he even asked, she was back at his dick.

Janey surprised herself by managing to take half his length. It wasn't perfect, and she gagged and drooled all over him, but Al's cock was in her mouth, deep and throbbing. Her spit coated him, making it easier, making it slick.

Al groaned, finally showing signs that she was getting to him. He let her keep half his cock in her mouth, holding it there, making her work. Her eyes watered, but she didn't care. She wanted to make him proud.

He let her pull back just when she thought she was going to choke for real. She gasped and sputtered, wiping the drool from her chin, but Al was pleased. She could see it in his eyes, in his smile.

"Good job, honey," he said, pulling her back up. "That was your first lesson. How's your jaw?"

"Sore," she admitted. "But I can keep going."

"You'll need to if you want to be my little cocksucker," Al said, his words making her squirm.

"I do, Grandpa," she said, meaning every word.

"Let's see how deep you can take it," Al said, moving the camera closer and focusing it on her flushed face.

Janey was kneeling again, her bare tits shaking as she took his full cock in her mouth and gagged on it. He pushed her off gently and reached for the camera.

"Let's start with this," he suggested, tossing her a pink dildo from the workbench.

Janey picked it up, eager to please.

"Don't worry about the mess," Al said as she shoved it down her throat and blew spit onto her bare tits.

Janey was eager, but it took more effort than she had expected. Her throat clenched, protesting the intrusion, and her eyes watered. She coughed around the plastic and let it fall from her lips. A trail of gooey spit hung from her mouth.

Al laughed softly, amused by her struggle. He adjusted the camera to make sure it captured every messy detail.

"Breathe through your nose, honey," he reminded her. "It won't feel so bad if you relax."

She tried again, this time managing to get it a little further down. The sensation of choking made her instinctively pull back, but Al's steady gaze and the camera's unblinking eye spurred her on. She could do this. She would do this.

Janey adjusted her grip and went at it again, her throat spasming as she gagged repeatedly. The taste of plastic and her own spit coated her tongue, and she found herself oddly fascinated by how her body resisted, how it fought against what she wanted so desperately to master.

Al's calm voice guided her, breaking through the haze of her determination and discomfort.

"Keep trying. You're doing better. You'll be swallowing Grandpa's cock in no time."

His confidence fueled her, made her want to prove him right. She forced the dildo down, ignoring the tears and saliva that ran freely down her cheeks and neck. It was a mess, a sticky, wet, wonderful mess, and Al was filming it all.

The camera's red light blinked steadily, a reminder of how much she had to learn, how far she still had to go.

Al leaned back, content to watch as Janey struggled. The sight of her flushed face, the sounds of her gagging and choking, the mess that covered her chest and hands—it was exactly what he wanted. He didn't mind if it took hours. He enjoyed the show, enjoyed her effort, enjoyed knowing that she'd do whatever it took to please him.

She coughed and drooled, her determination never wavering. Al was patient, letting her take her time, knowing she'd get there eventually. His own anticipation built as he watched, the thought of her finally mastering this skill sending a thrill through him.

He let her practice, let her choke and sputter and work herself into a desperate frenzy. She wasn't quite ready for his cock yet, but she would be soon.

When Janey managed to take the dildo all the way, her lips pressing against her fingers as the end lodged deep in her throat, Al decided she was ready.

He flicked off the camera and reached for her, pulling her back to him with a grin that promised even more than she had bargained for.

"Alright, honey," he said, positioning her between his legs. "Let's see if all that practice paid off."

Janey was exhausted but ready, her eyes watering but filled with determination. She wanted to make him proud, wanted to prove she could take it all.

Al's cock twitched at the sight of her, and he knew this was going to be worth the wait.

He guided her head as she attempted to take him all the way, her lips wrapping around the head and sliding down. She choked, her throat tightening like a vice, and pulled back, gasping for air.

"Don't worry about choking," Al said, calm and in control. "You'll get used to it."

He was patient but relentless, holding her head steady and pushing her to take him deeper each time. Janey gagged, her tears and saliva running down her face, pooling on the floor beneath them.

His hands in her hair, his cock in her throat, his eyes never leaving hers. It was everything she had wanted and more, and she was determined not to give up.

She tried again, and again, her throat a slick tunnel that couldn't quite take him yet. But she didn't stop. She couldn't stop. The need to please him, to finally succeed, was too strong.

Her breathing came in hot, heavy bursts from her nose as she took him in, her chest heaving with the effort. Al's groans of satisfaction urged her on, filled her ears and mind, driving her to go further, to do better.

Janey's desperation reached a fever pitch as she kept trying, kept pushing past the limits of what she thought she could do. She felt the pressure build, felt her throat fight and finally relent.

Then, suddenly, triumphantly, she took his full length.

Al's cock filled her completely, the head lodged deep in her throat, her lips pressed against his base. She held it there, her body trembling with the effort, the satisfaction, the thrill of having finally done it.

Al let her savor the moment, let her feel the pride and accomplishment before she pulled back, gasping and coughing, her spit slick and shiny on his shaft.

"Good girl," he said, his voice filled with satisfaction and a promise of more to come. "We're going to do this every day until it's easy for you. Until it's like breathing."

Janey wiped her mouth and nodded, her heart racing with the knowledge that she would be his perfect little cocksucker. No matter how hard he pushed her.

Janey could take a quick breath or a mouth full of cock, but not both. Al was curious to see which she wanted more, and he wasn't about to give her much of a break to decide. The floor was already sticky with her drool, and her face and tits glistened with the fruits of her effort. Al set the camera back on the tripod and pulled Janey's head back into place. The red light on the camera blinked. So did her messy eyes.

Her final test. Al watched as Janey managed to take his full length, her lips stretched and slick around him. He couldn't get enough of the sight. Her eagerness. Her desperation. Her need.

He reached for the camera, adjusting the focus so it captured the shine of spit on her chest, the flush of red on her cheeks, the way her whole body shook as she struggled to swallow every inch of him.

Al's patience had paid off. She was going to be the best cocksucker he'd ever had. He knew it.

Janey gasped, pulling back, but he didn't let her go far. Before she could catch her breath, before she could even think about wanting air more than his dick, he pushed her back down, filling her throat again.

"Show me how deep you can take it," Al said, filming her messy, eager attempts.

He controlled the pace and intensity, holding her head steady and watching as her throat tightened around him. Janey maintained eye contact, just like he had taught her, and he loved her even more for it.

The way she gagged and drooled, the way her tears mixed with the spit running down her face. It was everything he wanted, and she didn't pull away. She didn't hold back. She was perfect.

"Good girl," Al said, pushing her to take him deeper. "Don't let up. Keep going."

He increased the intensity, fucking her throat hard and fast. Janey's bare tits bounced with each thrust, her hands behind her back as instructed. Al's satisfaction grew with each sloppy, desperate noise she made.

The red light on the camera blinked steadily, capturing every moment of her determination, every second of her struggle.

Al's grip tightened, and he pushed her all the way down, her lips pressed against his base. He could feel himself getting close, feel the pressure building as she took him like a pro.

He filled her throat, making her swallow every drop. Janey's eyes watered, and her nose ran, but she held on. She held on because she knew it made him happy.

She gasped and choked when he finally let her up. Her face was a sticky mess of cum and spit, but she smiled at him, eager to hear what he'd say. Eager to know how proud he was.

"You're getting good at that," Al said, smug and pleased. He set the camera down and pulled her close, his words a promise and a warning. "But you're going to have to perfect it before we move on to anything else."

"Yes, Grandpa," Janey said, meaning every word. She loved her new daily task. Loved that he wanted her to be the best. "I can do it."

"You're going to be my little throat whore for a while," Al said, the thought making his cock twitch with anticipation. "It'll get easier with practice. You're not going to let me down, are you?"

"No, Grandpa," she said, her voice filled with determination. Her face was still shiny, still glistening, but her eyes were bright and proud.

He liked the sight of her like that. He liked the thought of doing this again, and again, until she really was perfect.

She liked it too.