Giving Grandpa a Helping Hand

Without breaking the kiss his hands fiddled with the top of my shorts, plying their way into the waistband of the shorts and boxer shorts and yanked them downwards until they were awkwardly bunched up around my ankles.

He then broke our kiss, placed his hands on my shoulders and spun me around so I was facing his bed before pushing the top half of my body forwards until my forearms were resting on his mattress and within seconds, I felt the warmth of his body as he pressed up against me.

"Richard are you sure?" he said as he paused the grinding of his skin against my body.

"Fuck me Grandpa," I said as I turned my head to look him in the eyes while pushing my booty back towards him.

With that he reached across into his bedside table draw and pulled out a bottle of lube. First squirting some on his hard cock he then squirted some on his fingers, immediately rubbing around my exposed opening before entering the first in.

I moaned loudly and pushed back against his finger taking him into my anus as far up as him knuckle before I gently pulled myself forward. Before sliding myself backwards again, this time faster again to the knuckle before pulling myself off. This process repeated as he entered a second -- and eventually a third finger.

"Please fuck me Grandpa Ron," I said as I impaled myself on his fingers again.

"Call me Ronny please," Grandpa instructed.

"Ronny please fuck me," I immediately corrected myself to his preference. And with that I felt the tip of his cock, his beautiful old, circumcised cock with the delicious purple head at the entrance way to my anal cavity.

Placing both his hands on my shoulders he pulled me back, with my complete and utter assistance, so his head entered me. There he stood, still for a couple of moments. I cannot say for what was going through his head.

But to break the awkwardness that had somehow fallen upon us I started to push myself backwards, impaling his shaft into the cavity, where despite the burning sensation the pleasure was already taking over.

"Richard, it has been so long. I mean I have not since your grandma got sick." Ron exclaimed as I started to move forward on his shaft, until I felt just his tip at my entrance before I slowly pushed myself backwards again to engulf him.

My grandmother had been diagnosed with an aggressive form of cancer about twelve-years-ago, succumbing to it after a six-year battle. If what my grandpa was saying was true that meant he hadn't fucked anyone in over a decade.

While the realisation was sad to begin with, that is when I knew I had to milk my grandfather and give him a fuck worthy of a decade in the making.

SLUT MODE ACTIVATED!

"Oh Ronny," I said in my most seductive tone as I once again moved myself back on his shaft, his head this time hitting my prostate forcing me to stop and let out a low whimpering moan before continuing "you can fuck me all you want Ronny."

With this I slammed myself backwards, again his cock hitting my prostate and forcing the moan. This had an instant effect on my grandfather who began to get into the thrusting. Thrusting his way deeper into me with each thrust.

The smell of sex filling the room, joining the loud choir of our moans, grunts, and lines to each other as we whipped each other into a sexual frenzy. My grandfather Ron holding his hands on my hips and pulling me onto his rod as he thrust himself deep into me, harder and thruster with each passing moment.

"Fuck me Ronny," I begged as he entered me, my head resting on the mattress in order to provide him the best angle to be fucking his grandson's arse. Filling it deep with his manhood as he pummelled it like a jackhammer on a construction site.

"Fill me, fill my man cunt with your cum," I spurted out, again without my filter working. Despite the mistake in my choice of words it seemed to once again do the trick as Grandpa Ron grunted and began to fuck my hole deeper, pushing my head down further on the mattress from the force of his weight behind me.

Then just as it had when I was sucking him the night before, with one last big thrust he pushed himself deep into me, holding my hips in place I could begin to feel the warm liquid filling my insides. I was a little surprised and embarrassed by the feeling.

While I was a bottom, I was inexperienced with only a few men before fucking my ass but never any cumming in there.

His cock still buried in my arse I felt my grandpas hand reach around to my hard on, it did not take long just four or five stroke and I was blowing my load all over his hand and bed covering. Once my body had finished unloading, he pulled his hand to my mouth, offering it to my lips. I knew what he wanted me to do, so I stuck out my tongue and licked my own cum off my grandfather's hand.

With a little love tap on my buttocks he pulled out and excused himself to shower. I went to my room and soon drifted away to sleep.

= = =

"Gone out to get some things, chores on the fridge. Thank you" was the message I had on my phone from Grandpa Ron when I awoke a little later than usual the next morning. Rubbing the sleep out of my eyes I made my way to the kitchen to see what he had in-store for me today.

"Grandpa, the list?" I sent back when I noticed the sticky-note on the fridge, which contained a list that seemingly had nothing to do with getting things done around the house.

"Just get it done, please?" he replied within minutes of me sending my question. I was here to help Grandpa therefore I'd do the darn list that was on the fridge.

"Wow," Grandpa Ron said as he walked into his bedroom about three-hours later. It had only been fifteen minutes since I had messaged to let him know the list was completed -- it was the last thing on the list to do -- and I guess by his exclamation as he walked in I had done the list to satisfaction.

I had spent an hour in the shower shaving every trace of hair from my body, something about Grandpa liking smooth skin -- ironic I thought at the time considering his entire body was covered in a thick covering of white hair.

Next was douching to make sure my inside was clean for him. Then, on the kitchen bench, was a brand-new anal plug still in its packaging with a sparkly gem looking thing in the end. Finally, the instructions said to dig into the corner cupboard -- apparently his little box of fetishes -- and retrieve some Velcro cuffs which put me in a hog-tie position.

Obviously, I could only do three of the four straps and that's why I was required to get on my knees in the middle of his floor, message him and wait.

After taking a few moments to ogle me from his position at the door Grandpa Ron took a few steps inside his room and took my hand placing it in the final Velcro strap and tightening it around my wrists. He went around and tightened all of the other straps on my wrists and ankles. He stood from me and took a step back towards the door.

"Oh, I love coming home from the pub and finding this." Grandpa Ron said from his position.

"I'd love to be like this for you when you get home Ronnie," I said the lust for my grandfather's cock had overtaken me, and this was perfect -- he was my perfect older man.

"Tell me Richard, do you like my cock?" Grandpa asked me.

"Yes." I exclaimed quickly.

"Do you like sucking my cock, Richard?"

"Yes."

"Do you like when my cock fills your arse, Richard?"

"Yes. I love it when you fuck me, Ronny."

"You'd do anything for my cock right Richard?" Grandpa Ron asked as he continued to tease me, continued to highlight how much of a slut I had become for him.

"Yes Ronnie. I would do anything, anywhere at anytime for your cock," I replied, confused yet turned on with this line of questioning.

"What about anyone?" Grandpa asked. It was like whatever la-la land I was in came to a screeching halt.

"Um... Yes, anyone, anywhere any time as long as I get your cock Ronny," I said after a split second of hesitation.

"Oh good." Grandpa replied. "I was having a couple of beers with Frank down at the pub while I was waiting for you. You remember Frank from next door?" he continued.

"Yes," I replied completely confused by this discussion and why I was hogtied on the floor for a simple discussion about my grandfather's 74-year-old neighbour.

"Long story short. I want you to fuck him." Grandpa said almost instructively.

I was a little lost, some may say a little late-to-the-party at this point, but the thought of another guy fucking me was not on my mind. I wanted my grandfather, but I knew he wanted an answer.

"I would do anything for your cock Ronny. That includes anyone, anywhere, anytime.

You line it up and I will fuck him, as long as you're there and I get your cock at the end." I proclaimed to him.

"Well, about that. I was thinking now." Grandpa replied. I went to protest but as I opened my mouth my words were unable to form before Grandpa spoke again.

"Frank, he's up for it come on in."

With that a nervous 74-year-old man, who I had played in his front yard as child. Who I had helped in the past with little things around the house or little errands was entering the room. His clothes already discarded in the hallway and his hand wrapped around his manhood stroking.

Ron and Frank combined to pick me up from the floor and place me in the middle of the bed. I tried to assist them but realised soon after they started that in reality, I was not helping so just let them do what they had to do to get me there.

Laying on my stomach, my hands and feet secured almost together with Velcro straps on an x-clamp, Frank climbed onto the bed, positioned nearest my head and lined his cock with my mouth. He was bigger than my grandfather. Not in length, he would be around the same size but in girth -- I'd say easily double if not triple the width than my grandfather.

I instinctively opened my mouth and slid my tongue out, as if though it was a welcoming mat, maybe that is the way Frank took it as well as his penis slid its way into my mouth, I had to open wider and reposition my jaw to accommodate him -- thinking back I remind myself of an anaconda.

Soon it had found its way down my throat, being thicker than Ronny's it blocked more of my breathing, and I gasped and gagged as he slid his way down my pipe.

My Grandfather, not to be out done, was soon placing the cool tip of his lubed fingers at my entry way before sliding them in, this time starting with two sliding all the way to his knuckles.

"Mmmmm you're right Ron, he's much better than little Ray," Frank said as he once again slid the full length of his shaft into my throat, his balls resting on my chin before he pulled back out.

Little Ray? Who the hell was Little Ray? I pondered to myself as Frank my grandfathers neighbour slid his cock into my throat, my grandfather replacing his fingers with his cock entering me from the other end. Talking to each other as if they talking over the fence about the weather.

Then it dawned on me... Little Ray? Were they talking about Raymond? My father Raymond?

"Such a shame. He got married and stopped doing this," Frank continued as he again thrust into my throat.

"It is, he is flying out tomorrow seem it is the long weekend to see all the progress we have made," Grandpa Ron said as he drilled his manhood into my rectum another time, hitting my prostate and causing me to groan around his 74-year-old neighbour's cock.

"You have definitely made a lot of progress," he said, I couldn't see him, but I presumed he was indicating or at least talking about me, as they both laughed before the room was completely filled with a mixture of groans from the two men who were using my holes.

Wait! Dad was coming here tomorrow to check on all the progress. There was still a lot to be done. It was going to be my last day here before I finally got to go back to my life.

The two continued to fuck their respective holes for another few minutes, now that my grandfather had been cumming a bit more recently with me he was beginning to last longer. My grandfather pulled out of my ass and encouraged Frank to swap with him.

Frank repositioned on the bed to be behind me, with just an added dallop of lube on his tip to ensure it was lubed appropriately he began to slide into the hole my grandfather had been in just moments earlier. The thicker head burned as it pressed against my entry way before pushing itself in, then it was the tubes turn to feel the burn as it was stretched wider than it had been for a while but eventually I felt the hips of Frank against mine and I knew that he had himself fully impaled on me.

The musky smell from my own ass burned my nostrils as my grandfather lined his dick with my mouth and slammed it into the back of my throat causing me to gag, he pulled out and repeated the process, again and again -- all I could do was gag and moan as my mouth and throat were being utterly used and abused by this man.

Behind me Frank was not going much easier. With my hands and legs hogtied in position he had to manoeuvre and reposition himself a couple times to get the right angle, but once he found that position he showed me this wasn't his first rodeo as his hips began to pound against mine, forcing them deeper into the mattress with every one of his thrusts.

As the pace picked up with the cock in each hole, it was as if though an unspoken signal was given, both men withdrew from me, leaving my holes feeling empty and lonely. Frank moved his way from behind me to be next to my grandfather in front of me.

They reached down and turned me over, so I was laying on my back, they and there two cocks hovering above me. I watched as Frank reached out and wrapped his hand around my grandfather's cock before slowly beginning to jerk him. My grandfather did the same to his neighbour.

It was a turn on, and I could see the signs. Within a minute or so of them jerking each other it was grandfather who buckled first. He looked in the eye of his neighbour he closed his eyes, he opened them trying to keep eye contact, but it was futile his legs began to buckle and his cock started to spew his man juice all over my face. The actions from Grandpa Ron seemed to trigger the motion for his neighbour Frank who soon after began joining my grandfather in covering my face with his load.

As they both expelled their waves of cum on my face, and their bodies began to relax after climaxing they took turns dipping their cocks into my mouth, I sucked and licked as I cleaned them off as they slowly grew rigid.

"Damn it you bugger, you won again." My grandfather said as he pulled his cock from my mouth for the last time that evening.

"I always win," laughed Frank as he did the same. He reached down unbuckling the straps on my wrists letting me go free.

= = =

Grandpa was not lying. About mid-morning the following day there was an unfamiliar car, obviously a hire car, which turned into the driveway and parked behind my grandfather's car. Sure, enough my father, Raymond, soon stepped out of the car and made his way to the doorway.

"Hello!" my father called out as he opened the front door and walked into the house.

"Dad, Richard?" he called as he searched the front couple rooms until he found us on the back entertainment area.

He stepped out the backdoor, closing the screen door as he went to try to keep the flies out, turning after doing so he then stopped in his tracks. My smiling grandfather saw the look on his face and spoke up.

"Raymond, you remember Frank. My neighbour."

Dad's eyes darted between his father Ron, the neighbour Frank and then to me who was too afraid to make eye contact not knowing how my father was going to react.

How any of this was going to go at all.

"Dad... No... Not Richard." Dad said, the sadness crossing his face. I was embarrassed. I had hurt my fathers' feelings and the feeling of shame crossed over me. I know I should've thought of this earlier in the weekend, but in all honesty, I thought it was going to be some sort of little secret. Not become public knowledge.

"I wasn't going to I promise," Grandpa Ron started to explain.

"Then why?" my dad interjected.

"I think you should ask him that." Grandpa Ron shot pack instantly, before he turned to look at me. It was at that point I wanted the earth to just open and swallow me right there and then... it didn't because I am here re-telling this tale.

All three men turned their eyes to me. My face burned red with embarrassment, some fear of hurting my dad more than he must be hurting right now. I knew what my grandfather wanted me to say... I knew what I wanted to say... and then with my no filter mouth I said it.

"I want Ronny's cock," I said, almost in a defeated voice. I hung my head in shame. I could sense the disappointment radiating from my father.

"And what else?" my grandfather followed up.

"I will do anything with anyone at any time in return for Ronny's cock." I replied to almost robot like.

"For fucks sake Dad, you had me fly out here to see the progress you've made for this? This is my son." Dad said, his voice rising.

"And you were my son. You enjoyed it for so long. What makes this different?"

Grandpa Ron charged back. The tension obviously rising between them. He then broke his eye contact with my father Ray and turned to speak to his neighbour Frank.

"Fuck the boy!" he almost instructed Frank who immediately sprung into action. He stepped from his position next to me and dropped his pants. Without saying a word to me, and only using a finger, Frank instructed me to stand and turn around.

I began to follow his instructions when my dad spoke up again.

"Wait... Dad..." everything in the room stopped for a second as if waiting to see what Dad was going to say. But he kind of stood there. Speechless.

"Look it's either him or you," my grandfather said, giving my father an ultimatum.

"Me, please me." My Dad replied looking at me almost apologetically as he answered.

"Frank, you heard him. He wants to so stand down." My grandfather Ron instructed his neighbour.

"Wait... no. I will be fucked instead of Richard." My dad protested as he turned his head shocked as what his own father had said.

"That was not the deal. Either Frank fucks Richard -- Franks way." My Grandfather said with some sort of knowing tone "or you Fuck Richard anyway you want."

"Dad, that's my son." Ray spoke to his father almost pleadingly. He was once again met with the rebuttal "and you are mine."

"Richard?" Dad said to me quizzingly.

"I will do anything to anyone at any time for Ronny's cock." I repeated my line.

Keeping eye contact with me my dad lowered his pants and let his cock explode from his penis. He like me, and his father, was cut around the six to six and a half inch in length and a small circumference around the size of a CBD oil bottle base.

I dropped to my knees, blocked out the fact that this was my 58-year-old father and slid my head over the length of his cock taking it directly into my throat as far as it reached. Immediately my father let out a low grow and his knees buckled.

"Shit, Richard." He sputtered to the laughter of Frank and my grandfather Ron. As I continued to suck on my own fathers cock, he began to loose his restraints and gently thrust his manhood deeper into my throat. I felt coldness at my entrance hole, it was lube, and soon could feel the tip of a cock pressing against it gently.

I moaned the best I could with the penis in my throat, it was like the tip was teasing my hole, pressing against it but not quite entering. It was driving me mad with lust, even my attempts to grind backwards to force it in were rejected as the cock owner pulled back.

"Okay, I can't not fuck him forever so can you hurry up," Frank said from behind me, now identifying the cock owner that had been pressing against my puckered anus entry way. He was speaking to my dad who had placed his hands on the back of my head as he pounded his cock into my throat.