Grandpa Ch 03

*All characters are over 18 years of age*

I couldn't help but snuggle down on to Grandpa's lap as he tapped away on the computer. He still had his pyjamas on and his dressing gown. He had nonchalantly pulled up his pj bottoms when he sat me on his lap.

"How about this Jessica?" he nodded towards the screen and I followed his gaze.

Some pretty pink shoes, just like Grandpa wanted me to wear. That was just the start of the online shop. Grandpa told me to take over the browsing as his hands took a stroll all over my body. He squeezed my tits gently as he chose some pink and white stripy socks, and stroked my thighs as he showed me the fluffy pink cardigan he wanted to see me in. I purred at his touch as we completed the purchases from one site and he directed me to another, more adult site, to look at toys. As he instructed me to search their anal range he spread my thighs and pressed his stiffening cock against my exposed pussy, the cotton of his pyjama crotch soaking through with my juices immediately.

"Grandpa..." I whispered, "Ive never...I mean...no one has ever...done anything to me like..."

"You've never been fucked in the ass?" Grandpa gently held my hair and used it to turn my head to face him. I shook my head, feeling almost ashamed. A couple of boys had tried to touch me there but it had just freaked me out and I told them not to. "Well, that's okay, sweetheart, it just means its going to be Grandpa's little virgin hole." He eased me forward, my tits brushing the keyboard of the laptop, sending a spark of excitement through me.

Grandpa ran his hands down my back and held on to my hips. His cotton covered cock was still pressing against my pussy as he tilted my torso forward and my buttocks back. He kept eye contact with me just to watch my reaction.

"Good girl," he nodded as he raised one finger to his mouth and covered it with his spit. "Now just relax."

The next sensation I felt was one that I never expected to be so pleasurable. Grandpa's fingertip circling my ass hole, leaving a trail of spit around it before pressing firmly down on the hole itself. I felt the tip of his finger ease inside me and my body clenched.

"That's okay," Grandpa soothed, "It takes some getting used to. Just relax as much as you can."

He removed his finger and placed a thumb at each side of my hole, gently spreading it, watching it tense and flex. I instinctively leaned forward more so he could see better, my tits now flat on the table, my back arched. I felt his cock stiffen as he took in the sight.

"Do you like it Grandpa?" I asked, genuinely concerned that maybe, if he had done this with other girls, he would be disappointed in mine.

"Oh Sweetheart," he sighed, "its like a beautiful flower."

I felt his thumbs stretch me open a little more and I sighed. It felt so naughty to have someone touch me there; it was almost like a forbidden place, a dirty place that should be left untouched and not spoken about. But here was Grandpa, holding it open, studying it intently, working its muscles with his fingers...and it felt good.

"Wait here," he instructed me, gently standing and allowing my exposed bottom to rest on the seat he had just vacated. As he left the kitchen the aura of this taboo, heated situation seemed to leave with him and I felt a moment of panic. What was I doing? This was my Grandpa! I felt my breath quicken and my heart beat a little faster. "Jessica?" his voice startled me and I looked towards the kitchen door where he stood with a long thin vial filled with what looked like oil, a small delicate flower floating at the top. A glass stopper kept the contents inside. "Are you okay?"

One look at his handsome old face made me relax. God, I wanted him; I wanted him to make me his, to teach me how to be a big girl, like all the other girls he had fucked.

"Yes Grandpa," I said with a small smile.

For someone who claimed to be a bad man, he seemed very concerned about how I was feeling and it melted me inside. He gave me a brief nod and walked back around the table. His big hands easily lifted my buttocks from the chair and he re-took his seat, lowering me on to his lap again. He was still hard as he pressed his cock against my pussy through his pyjamas. His soothing hand on my back relaxed me with gentle strokes as the other hand placed the vial on the table next to me.

"What is it?" I asked as Grandpa moulded me back into the position where he had a perfect view of my ass hole.

"Its oil, Honey," he said, spreading me wide with his thumbs again. "God I love how your ass flexes when I open it." He was whispering but there was so much appreciation in his voice it made my pussy tingle. "Sweetheart I have seen a lot of asses, but I have never wanted to work one as much as I want to work yours right now." He leaned forward, retrieving the vial and gently biting my back which made me moan with pleasure. All my senses were heightened and I smelled the exotic scent of the oil as he removed the stopper behind me. Without warning he poured the oil, starting between my shoulder blades. I felt it run down my spine, like being massaged with a silk glove, my skin reacted with goosebumps as it trickled between my buttocks.

I knew it must have been soaking in to the crotch of his pyjamas but he just watched it trickle down my body. The scent in itself was so arousing. After what seemed like an eternity, Grandpa leaned forward again, pressing his chest against my back, sharing the oil he had just poured, and put the vial back on the table. Within seconds of him sitting back I felt him start to rub the oil over my skin, radiating towards, but not yet touching, my 'flower'. With his hands flat on my buttocks he spread my hole over and over again, just watching it and moaning with appreciation.

"Oh God!" I sighed as his finger was suddenly on my ass again, pressing, massaging, easily gaining access with the help of the oil.

"That's halfway," he said quietly, "Take the rest Jessica. Push back on Grandpa's finger, Sweetheart."

I eased myself back, feeling his digit slide in to me until it was all in. Then he gently twisted it to make sure I was fully lubricated inside. I moaned through pleasurable discomfort as he slowly began to finger fuck my virgin ass.

"There you go," he was smiling, I could tell, and realised that he didn't smile enough. "How does Grandpa's finger feel in your asshole baby girl? You like it, Jessica?"

"Yes Grandpa!" I moaned loudly as he began to push harder but maintained a slow, rhythm. I knew my pussy had gushed juices as soon as he called me 'baby girl'.

"You want me to carry on?" I knew he would have carried on regardless, it was in his tone, like I had let him get this far and there was no turning back now.

"Yes!" I heard the begging in my own voice.

"You are going to be Grandpa's bad little girl, Jessica!" he said, his voice was controlled and dominant. "You want that, don't you? You want to please me, I can tell. Well it makes Grandpa very happy to have his finger deep in your pretty little bottom."

"I want to make you happy!" I cried out as he reached around and slipped two old fingers deep in to my soaking wet cunt. "Oh God, yes! Fuck me Grandpa!"

I had never experienced anything like it. My pussy and ass were filled with my Grandpa's fingers and I was begging him to do it. I could never have imagined this situation in my wildest dreams, but I didn't want it to stop.

"Bad girl, Jessica!" he chastised me, but with pride in his voice. "Are you ready for another finger Sweetheart?"

I didn't know if I was or not but he didn't wait for my reply anyway. I felt another digit pressing hard against the opening of my ass and I moaned with pain as I felt it stretch me. I didn't want to disappoint him though, so I gritted my teeth and concentrated on how good his fingers in my pussy felt.

"That's it, good girl," Grandpa was straining to get his second finger in to me but after twisting and pushing it slowly joined the first, deep in my ass.

"It hurts!" I had said the words before I knew I was going to, "Grandpa, it hurts!"

"Just for a little bit Sweetheart," he said, wisely, as he began to move them inside me. "You want to make me happy?"

I nodded, tears springing to my eyes from the discomfort.

"Then just take the pain for now and trust me," his voice was soothing, belying the lustful fucking his hands were giving me, "You will be okay, just take it, there you go."

As I relaxed to his voice the bad pain eased away gently and I realised I was left with a pleasure I had never imagined. It still 'hurt' but it felt so good too.

Grandpa moaned as he must have felt me succumb to his words and I eased up on his fully inserted fingers.

I mewled with unimagined pleasure as his thumb began to circle my clit and his fingers fucked both my holes.

"Oh Grandpa, that's so good!" I breathed, feeling myself getting closer to another orgasm.

"Not yet," he said firmly, "don't you cum yet Jessica."

But he didn't stop his actions and I was getting closer by the second.

"Control it, girl," he growled at me, fingering me harder. "Show Grandpa you know how to be a big girl and control yourself." His voice was firm. It was probably a voice he had used many times before with other girls and it had the effect of making me reel in my pleasure and numb it slightly before I came. But I stayed on the edge, knowing that a lapse in concentration would take me over. "That's so good Jessica." He praised me as I held back. "Pour some more oil down your back Sweetheart, I'm going to need a little more lubrication down here."

I did as I was told, wondering why exactly he needed more lubrication. It felt fine to me, different but in a good way. I pulled the stopper from the vial and poured it over my shoulder. Grandpa took his hand away from my pussy and used it to rub the fresh oil around my ass cheeks. Then he slid his finger out of my bottom and massaged the oil in with that hand too. I could smell my pussy juices mixing in with the oil and it created an intoxicating scent that heightened my arousal more and more. Grandpa rubbed the oil in to my hole and moaned as it flexed around his finger.

"Okay Jessica," he said quietly but firmly, "lift yourself up a little."

I pressed my elbows in to the table and they took my weight as I moved my bottom from Grandpa's lap. He allowed me to lift about 10 inches before his hands gripped my hips as an order to stop there. I felt him fumble slightly before he began to pull me back down slightly. "Easy, girl," he said softly as I felt something much bigger than his finger pressing against my asshole. "Nice and slow."

"Grandpa!" I panicked slightly and tried to pull back up, just to try and prepare myself a bit more for this. But his hands were strong and he held me.

He didn't say a word he just pulled me further down, his cock head straining against my opening. It hurt like I had never experienced pain to hurt before. I was whimpering, an almost feral growl passing my lips when the head popped inside me and my ass was stretched way beyond how far his fingers had stretched me.

"Now sit down in it Jessica," he instructed, pulling me further back by my hips.

My head felt fuzzy as I obeyed and I felt every thick inch of his big, hard Grandpa cock enter my body slowly. After what seemed like forever, my buttocks made contact with his thighs and I thought I was taking all he had to give me. I couldn't help but sigh with relief and my body relaxed slightly. As it did, Grandpa gave a little thrust and I found out that he actually had more shaft for me; another half inch filled my bottom.

"Oh fuck Jessica!" Grandpa sighed, relaxing his grip on my hips. "Grandpa's all the way in now. How does it feel having this old cock up your young ass Sweetheart?" he asked, pulling out slightly and then filling me again.

"It hurts," I whimpered, "It feels too big."

Grandpa's laugh shocked me.

"Yeah it looks pretty painful from here," he admitted, looking down at his insertion. "But I promise you Jessica, this is going to feel really good once you get used to it. I just need to loosen you up a little."

I nodded obediently as a tear slipped down my cheek. As Grandpa continued to pull out and refill me slowly and gently the pain eased up and became more of a dull ache, then it subsided to discomfort and by the time I was taking half his shaft in thrusts it actually began to feel almost pleasurable. Grandpa began to slap my bottom on each thrust and moan harder, his one hand sliding back round to the front and a finger circled my clit.

"Now you can cum girl," he allowed.

I hadn't really registered that my body was close to orgasm and when he spoke I realised that I was on the edge again.

"Im going to fill you with my cum Jessica," he told me, firmly, and my pussy became slicker with juices. I moaned and began to bounce up and down on his lap. "That's my girl!" the old man cried with pleasure. "Ride my cock until I fill that pretty little ass with my seed."

As I bounced harder, pulling up further and further, Grandpa let go of my hips completely, his free hand reaching round and pulled painfully on my nipples, but I didn't care. It all added up to bringing on one of the most intense climaxes I had experienced. I was edging anyway but when Grandpa finally lost control and roared as he shot his hot white mess in to my ass, my whole body shook with the most tremendous force. Grandpa moved his hand from my nipple to cover my mouth as I began to cry out uncontrollably. The orgasm itself must have lasted a good minute or so before Grandpa resumed his grip on my ass cheeks and gently lifted me off his cock.

"Oh god Jessica," he turned me round enough to be able to kiss me on the lips. I manoeuvred myself so that I was sitting astride him, facing him and kissed him deeply. Our tongues fought and played, our lips discovered how good they felt together. "Let it come out now Jess." He whispered in to my mouth. "Relax and let it go."

I did relax and I felt his cum gushing from my ass, all over his lap and the kitchen floor but we continued to kiss, hungry for each other.

I was breathless by the time we pulled apart and just looked in to each others eyes. Grandpa tucked my hair behind my ear and smiled at me. I smiled back, suddenly feeling shy, my face flushing a little more than it had been already.

"You are a good girl Jess," he said approvingly. I didn't say anything and he continued to talk softly but assertively. "You have to realise that if you want to carry on with this sometimes I am going to hurt you. I will take you passed what you think you can handle and to the edge of what I know you can handle. But I will always bring you back to me safely and then I will hold you and kiss you and love you in any way I can."

I had never been so sure that I wanted something as much as I wanted what Grandpa had just told me he would give me. I wanted to be his; I wanted him to own me.

"Yes Grandpa," I said softly, smiling at him.

"Good girl." he nodded "Now let's get this place tidied up before anyone comes home."