I Am My Own Grandpa - I Am My Own Grandpa - Chapter 16

“Haaa…. Ahhhn…”

“M-mom…”

“Ahn! Right there… right there…”

“Mother…”

“Fuck! Oh… that’s it, don’t stop!”

“Mom!”

“Y-yes?”

“C-can you stop making weird noises while I’m massaging you?”

Although I was exceptionally horny, how could I fuck Carol? She was my dad’s wife and the woman who was closest to my mother. Although we had done a couple of questionable things before, that had been accidents and circumstances. At the end of the day, we still had a normal mother-son relationship. So, even if my dick was willing, Carol had to consent too, and there was no way my mother would agree to fuck me.

This was ultimately why I had avoided my family for all of these years. I knew about the darkness inside me. I knew, that once the flames in my libido were fanned, I’d become an unrelenting sex maniac. In less than a week, I had fucked my cousin, my fiancée’s sister, and my sister and even that wasn’t enough for me. I was lusting after my mother as well. If there was a hell, my soul was bound to burn, no question about it.

Unable to ask the question that couldn’t be asked, I ended up offering Mom a massage instead. I wanted to massage her insides with my dick, but I didn’t dare to say such a thing. So, somehow, I had ended up in an even worse situation. I was in Mom’s room while Dad was gone for a few hours. She was completely naked, and I was running my hands over her body.

Of course, she had a sheet covering her, but when she undressed in preparation, I had come to realize she had left nothing on. Only the sheet separated her naked body from my sinful eyes. A part of me wanted to rip that sheet off and take her right there. If I did that though, how could I look my dad in the eyes again?

At least, when I slept with Donna, there was some rationale. Grandpa had only married Donna so that he had a reason to look after her. They may care about each other, but Grandpa was far older than her and it was more of a marriage of convenience. I remembered the day they got married. I had attended their wedding. It was more accurate to say that I was their one and only witness.

Dad and Carol were still on their honeymoon, and Grandpa suddenly got the urge to drive cross country and spend a week in Vegas. Donna wanted to go as well. At the time, Margot was attending a private school and had yet to move in with us, so I was the only child. I ended up getting dragged to Vegas with them.

I didn’t remember much of that trip. Grandpa mostly handed me arcade money and I played around and ate at buffets. However, one night, Grandpa and Donna were drunk, and they came into the hotel room kissing. They seemed to be ignoring me as they ended up on the bed next to me, halfway to third base. I shouted the first thing that came to my mind to get them to stop.

“Don’t you think you should be married if you’re going to do that!” I snapped at them.

I think that was the first time I decided that I didn’t want to lose my virginity until I was married so I didn’t end up like Dad or Grandpa. I didn’t expect my grandpa and Donna would take me up on that offer. The next thing I knew, we were standing in front of an Elvis impersonator who was reading off the marriage writs. Grandpa was so drunk that I had to practically drag him through the entire ceremony.

I’m not sure why I was so adamant about making it official. Maybe, after seeing Dad start to change after marriage, I wanted the same for Grandpa. Against all odds, not only did they get married, but they remained together until this day. The point was their wedding had been a sham from the beginning. Grandpa was way outside her age group, while I was much closer. In a way, it made sense for me to play with Donna. She was my sister, after all.

However, when it came to Carol, she had a loving relationship with my father. How could I take things to the next step with her behind his back? Yet, even as those thoughts went through my mind, my darker self continued to prevail, and my fingers continued to rub my mother. I could feel her voluptuous, soft body under my fingertips.

My mother had such a nice body. No wonder Dad couldn’t resist her. However, it was a body meant for his touch, and yet I was the one feeling her up. My cock was growing harder, and I was finding it harder and harder to control myself. As I tried to keep a level head, my mind kept becoming filled with dark desires. Before I realized it, my hand slipped and I was squeezing her butt. I was about to pull away, but then she moaned.

“Right there!”

I started to squeeze her butt fully, enjoying the feel in my hands. She had no underwear on, and while my hands were under the sheets and I couldn’t see her butt, I could explore it completely with my fingertips. I could tell where her cheeks began, and I could tell how they rose in the center. Her skin was smooth, and her round, supple flesh felt great.

As I began to rub and massage her butt, the sheets covering her lifted slightly, and her cheeks began to poke out. I didn’t try to hide them. Instead, I took that opportunity to spread them and look at her asshole. I could see her sphincter and the surrounding pink skin. It was a bit moist, probably due to the sweat from being under the sheets, and I was tempted to slide my finger across it.

Instead, I just groped her buttcheeks, spreading them open, and watching her tight little hole pucker as my hands moved around. She had a beautiful butt. She had the sort of body that made you want to do so many dirty things to her. I wanted to push my cock into her pussy, her ass, her mouth, and all over her. I wanted to cum inside of her and cover her in my seed.

“Evan, is my butt that fun to play with?” She commented.

I immediately felt embarrassed, but a part of me wanted to answer truthfully. “I want to fuck your ass.”

As soon as the words left my mouth, I was horrified. I had said what was on my mind. If I hadn’t been teased relentlessly to this point, I wouldn’t have been so careless, but there was no taking those words back either. As the silence permeated, I thought about running away, but Carol spoke.

“Okay, but use some lubricant. It’s in my nightstand door,” she agreed.

I couldn’t believe it. I stared in stunned silence. However, my mother, Carol, slowly moved her butt up until she was on her knees, and her ass was in the air. I could now see everything down her crack. I could see her vagina and her clit. She was clean-shaven, and her lips were moist and dripping with fluid. She had the body of a goddess and the heart of a devil. I wanted to put my dick inside her.

“Come on, Evan. Do you need me to tell you how to use a bottle?”

“N-no. I’ve seen it in porn before.”

“Then what are you waiting for?”

I wasn’t sure. Maybe, it was because the thought of actually doing it was much different than thinking about it. This was anal sex! Even when I married Felicia, I never dreamed I’d get to take her anal cherry. After all, that was dirty and painful. However, there was no denying that my mother was allowing me to do it, so there was no reason not to. I stood up, and removed my pants, dropping them to the ground. My cock was hard as a rock.

I went over to the nightstand and as soon as I opened the door, I noticed a couple of things. There was a small dildo on the nightstand and a bottle of pills. The pill bottle read ‘morning-after pills. Right next to those was a string of beads, each one larger than the next. I lifted the strings and Carol saw them, blushing.

“I’ve experimented with anal before. However, I’ve never had your father’s dick in my ass. You will be my first. My ass is for you alone.” Her words caused a fire to burn inside me.

It wasn’t like I saw Carol as used goods, but something feral inside me grew excited by the idea of claiming her first. I found the bottle of lubricant and brought it out. It was a new bottle. In the time that I was searching, she had positioned herself so her face was in the pillow and her ass was sticking straight in the air. Her butt was beautiful, and I had a perfect view of her pussy and asshole.

I couldn’t wait any longer. I squirted some lube onto my fingers and began to work it inside her. First, I rubbed her hole, and then I pushed a single finger inside her. Her anal walls clenched against my finger, and the heat inside was amazing. She let out a moan as I wiggled my finger around.

“Oh, yes… just like that…”

After a little while, I pulled my finger out and applied more lube. This time, I slid two fingers into her and began to twist them around. I was loosening her up and making her ready for my dick. With my other hand, I began to rub my dick. Her moans were music to my ears, and they were turning me on.

I was getting so excited. I was going to claim a part of Carol that my father hadn’t claimed. I was going to make her mine. Just as I was rubbing my dick, and thinking of sliding it into her. Best of all, I didn’t even need to worry about babies. I could cum in her ass all I wanted.

When I thought of it that way, the idea of cumming inside her ass was extremely exciting. My dick was hard, and I couldn’t hold back anymore. I pulled my fingers out and wiped them on the sheet. Then, I climbed on top of her and began to press my dick against her asshole.

“Mom, I’m going in.”

“Y-yes. Go slow, and stop if it’s too tight.”

I could hear the hesitation in her voice. I wasn’t sure if it was because she was nervous, or if she was just scared that she couldn’t take it. Either way, she had asked me to stop, so if I did go too fast and hurt her, I would stop. However, that didn’t stop me from pressing my dick into her ass.

My mother’s asshole was amazing. It was so hot and wet, and it seemed like the further I went in, the tighter it got. Her muscles were squeezing down on my dick, and my tip had barely entered. Her walls were rubbing my length, and I could feel pleasure spreading throughout my body. My toes curled, and a part of me didn’t want to stop.

However, I did. As I pressed myself inside her, it wasn’t long before I felt the barrier of her sphincter. When I felt it, I knew that if I continued, it would hurt her. So, I stopped moving forward and focused on the sensations in the parts that had already entered her.

“Haaaahhhn.” Carol’s voice was strained.

“Are you okay, mom?”

“It’s a lot bigger than your fingers,” she responded.

I had prepared her asshole with two fingers, but I was a bit thicker than that. My dick was just a tad thicker than her largest anal bead. This was likely her first time having something that large inside her.

“Should we stop?”

“N-no, it’s okay. Let’s keep going. You’re just going to have to go slow and take your time. I need to get used to your size.”

I was still worried, but her words reassured me. I wanted to keep going. However, I also wanted to make her feel good. So, while my hips were locked, I began to rock back and forth, thrusting a tiny bit more in, and pulling out slightly.

Her anal walls were gripping my cock. The friction felt amazing, and the deeper I went, the more of my dick was engulfed by the sensation. It felt so warm and comfortable, but the pressure and tightness were amazing. I was losing myself to the pleasure, and she had just taken a tiny bit.

“Aahnn!”

I could hear her moan, and that was the final straw. I couldn’t hold back. I began to push myself inside her until she stopped me again.

“Wait, please. Ahh… give me a second to adjust. Mmmmnnn!”

She was breathing heavily, and she was panting. Her face was pressed into the pillow, and her eyes were closed. It looked like she was struggling with something, and her asshole was twitching, trying to squeeze the intruder out. I grabbed her hips and pushed myself inside her. The feeling was too great. I couldn’t remain slow. After being teased all day, I wanted to release.

“No, not so rough. Haaaaaaahhhn. Please, Evan. Ahh… ahn! Oh, my ass feels strange. It’s like a huge finger is inside me, but it’s a lot hotter and smoother. Ahhhh… Evan, it’s a bit much for me.”

“I can’t help it, mom. You’re so hot, and I want to fuck your ass.”

“Noooo… Ahh… Evan. I can’t take it. Mmmmnnnn. Oh! Ahh! Ahhh!”

“Please, let me fuck your ass. It feels too good.”

“You’re hurting me. Ahhh!”

I felt a slight pang of guilt. My mom didn’t know how to take anal. She had only done anal a couple of times, and I was taking her ass virginity. I wasn’t being fair.

However, I didn’t want to pull out. She had allowed me to have her ass, and I was going to claim it. It was only after that realization, that I felt a strong desire to mark her as my own. My dick was pulsing inside her ass, and it was so warm and tight.

“Fuck… mom, I’m gonna cum. Mom… I’m gonna cum in your ass.”

“Oh! Oh! You’re too rough. Evan! Mmmmnn… ah… AH! AHHHH! Oh… ahh… haaaa… oh god. What are you doing to me? I’ve never felt like this before. It’s too much. Ahhh!”

My mind was in a frenzy. It was like the pleasure was overflowing, and the feeling in my cock was growing exponentially. I could feel it, and I knew my orgasm was coming. I began to thrust back and forth. Her moans filled my ears, and her asshole clenched and unclenched as her ass was assaulted.

I could feel my dick pulsing. It was growing larger, and the veins were throbbing. The tip was growing wet and hot, and a burning, itching sensation was spreading across the shaft.

“Cumming!”

I pushed myself deep into her, and I felt her anal walls begin to twitch and shake. It was like they were sucking my cock, and milking the cum from my balls. I was releasing everything into her, and filling her ass. Her asshole was so tight, and the pleasure was amazing. I was in a daze, and the heat and the pleasure were so much that I felt like my soul was leaving my body.

“AHHHHNNNNN!!!”

I was cumming harder than I had ever cum before. As soon as I started, I couldn’t stop. My penis was pumping her ass full, and the pleasure was spreading throughout my body. I was moaning, and my hips were rocking as I came. The waves of pleasure were hitting me over and over again, and it felt like an endless loop.

I had been so pent up that the feeling was overwhelming. The pleasure was almost painful, and it was like a part of my very existence was being drained from me. It was the most powerful orgasm I had ever had. It was the first time I had been able to fully satisfy myself.

“MOM!!!!”

As I came, I screamed out in ecstasy. My whole body was shaking. My knees were trembling. The waves of pleasure were so strong and so hot, and my entire body was trembling. I was cumming and cumming. It felt like it would never end. The pleasure was so intense, and I was completely overcome with bliss.

“Evan…”

After the first wave passed, I was left panting and breathing heavily. My dick was still inside her, and her asshole was clenching and unclenching around it. She was breathing heavily as well, and her asshole was quivering and shaking.

“Ahh… ahh… ahh.”

She was panting, her asshole was twitching, and her vagina was dripping fluids onto the sheets. I could see her clit swelling, and the skin around it was turning pink. She was trembling and moaning, and she seemed like she was still caught up in her orgasm.

“Mom…”

I wanted to move, but her ass was clenching tightly around my dick, and the pleasure was intense. It was a different kind of pleasure, and it was like my body was telling me to stay inside her. She was warm, and the soft, fleshy walls of her ass were squeezing and massaging me. I didn’t want to pull out.

“You’re still so hard. I’m amazed.”

I wasn’t sure what she meant by that, but she was right. I had just orgasmed, and I should have been soft, but my dick was still rock hard. I hadn’t gone flaccid. If anything, my dick had gotten even harder. I could feel the blood pumping through my cock, and the veins throbbing.

“It feels so good inside you.”

“I can feel your semen, it’s still squirting inside me. Do you like my ass that much?”

“I want to do more with you.”

“I know my pussy isn’t as tight, but you can fuck that too,” she purred.

My body shook with pleasure at the mere mention of her wet pussy. I pulled my dick out of her ass. It came with a pop, and white cream shot out of her open hole like bubbles of champagne. It was like her asshole was celebrating its decimation. I reached into her nightstand and took a few baby wipes, cleaning myself up before grabbing Carol one more time.

“I want to fuck you hard,” I said.

“Yes, baby… use me like your personal sex toy,” Mom encouraged me.

Compared to the other girls, Mother was far more accommodating. For some reason, I found myself much more comfortable making demands of her than any of the other girls. I felt when it came to her, I could be a bit selfish and satisfy my own needs.

As I lay on the bed, my dick was throbbing, and the head was swollen and red. I could feel the heat coming from it, and I could smell the musky odor of my arousal. My dick was pointing out, and the shaft was slick with lube and cum. My balls were aching, and my body was crying out for relief. Even though I had already climaxed, I wanted to cum again, and the sight of her round, soft ass cheeks was driving me crazy.

“Raise your ass, I want to see that pussy.”

She arched her back, and her butt was sticking up. She reached her hands back and grabbed her cheeks, spreading them for me. Her ass was spread wide, and her wet vagina was staring at me. It was puffy, and her labia were swollen, and her clit was protruding from its hood. Her juices were leaking down her thighs, and she was breathing heavily.

I couldn’t resist. I got behind her and started to rub my dick against her pussy. Her folds parted, and I felt her wet flesh press against my length. I moved my hips back and forth, sliding my cock up and down her lips. Her pussy was dripping with fluid, and the heat was intoxicating. I couldn’t resist anymore. I wanted to cum.

“Mom, I want to fuck you.”

“Then do it, Evan. Put your cock in my pussy. Make me your woman.”

I pressed my dick against her entrance and started to push it in. Her pussy was dripping wet, and her juices were flowing out. The tip of my dick slipped inside, and her walls parted, engulfing me. I felt the heat surround my dick, and her inner muscles clenched, squeezing me.

“Ahhh… it’s so big. It’s stretching me. Mmmm… it feels good.”

Her moans were driving me crazy, and I felt like I was going to explode. My dick was throbbing, and the blood was pumping. My balls were aching, and my legs were shaking. Her walls were squeezing me, and the heat was intense. I pushed myself further in, and her pussy opened up, taking me in.

“Ohhhh! Yes, Evan, it’s so good. Fuck me. Ahhhh…”

“You’re so wet, mom. Your pussy feels so good.”

I had only been in her for a few seconds, but I was already starting to lose control. My dick was pulsing, and the veins were throbbing. My balls were aching, and the skin was pulling tight. My cock was swelling, and my head was bulging.

I started to thrust my hips, and her pussy squeezed me. The friction was incredible, and the heat was intense. My dick was sliding in and out, and her juices were dripping down my balls. She was squeezing me, and the walls were clenching and unclenching like they were trying to milk my dick.

“Ahhh! Yes! Fuck me, Evan. Fuck your mother’s pussy. It’s yours. Take me. Make me your woman. Fuck me like a whore. Use me. Cum inside me. Cum in my pussy. Cum inside my cunt. Fill me up with your semen. Let me carry your seed. Let me have your baby.”

“Mom, ahhh… ahhh…”

My hips were moving back and forth, and I could feel my balls slapping against her clit. My dick was sliding in and out, and her pussy was stretching to accommodate me. Her juices were flowing, and her walls were squeezing me.

“Aaahhh… ahhh…”

I could feel the pressure building, and my dick was throbbing. Her pussy spasmed.

“Ohhhh… mmm… ohhhh… yes, Evan. Ahhhhh… ahhh.”

I was pounding her, and the bed was creaking. The sound of our bodies colliding was filling the room, her ass was bouncing, and her breasts were swaying. She was moaning and screaming, and her whole body was shaking.

“Aaaaahhhh! Ahhhh! Ohhhh! Evan, it’s so good. Ohhhh! Yes, fuck me, fuck me. Ahhhh…”

She was bucking her hips, and her walls were clamping down on my cock. Her muscles danced rhythmically.

“Ohhhh… ahhh, ahhh… ahhh.”

Her juices were flowing, and her scent was all over me. Her fluids were dripping down my legs, and her skin was slick with sweat. Her inner walls were clenching, and her muscles were contracting tighter and tighter around me.

“Aaahhhh… ahhh…”

The heat grew, and my cock pulsed, veins throbbing. I could feel it all. The blood pumping, the skin tightening. The sensation was intense, and the pleasure indescribable. I was about to burst.

“Ohhhh… ohhh… ah, ahhh, ahhh.”

“Ahhh… mmm, ohhh, ohhh.”

I finally reached my limit. I couldn’t take anymore.

“I’m cumming.”

“Ahhhh… ohhhh… Evan… Ahhhh!”

My bulging dick began to spasm.

“Evan! Ahhh! Ahhh!”

“Ahhh! Ahhhh! Ahhhhhhhhh!”

My dick was erupting cum. I could feel the pleasure flooding through me, and my balls rejoice in bliss and relief.

“Ahhhhhh!”

“Aaaaaahhhhhhhh!”

The waves of pleasure were washing over me, and the heat was intense. The pleasure was overwhelming.

Eventually, my orgasm began to die down, and the pleasure fade. I could feel the tension leaving my body, and my dick began to soften. I pulled out and collapsed next to her. My whole body was covered in sweat, and the room smelled like sex.

“Oh, Evan… you were wonderful. You made me feel so good.” I was somewhat stunned, but also extremely satisfied. All of my frustration was gone. At that moment, there was a buzz on the phone. Mom reached out and picked it up.

“Tch… looks like they’ll be home in a few minutes. I better clean up.”

“How do you know?”

“I have a proximity alert on your dad’s phone. When he gets within five minutes of the house, I get a message.”

I raised an eyebrow. “Really?”

“Don’t look at me like that!” she playfully threw a pillow at me. “I don’t use it for naughty purposes… usually.”

I wanted to play with Carol more, but they were coming home. We did our best to clean up, get dressed, strip the bed, and throw the sheets in the laundry. We worked at a frantic pass, and I was just finishing up when the garage opened. Carol and I were waiting like nothing happened when the door opened and they rolled Dad in.

“Bad News, you guys… I might never walk again.” Dad sighed.

“We knew that already!” Carol walked up and pinched him.

He broke into laughter, playfully slapping her butt.

“Ah!” She cried out.

“Oh, sorry? Are you okay?” He looked at her with worry.

“I-it’s just… sore down there,” she responded, her face turning red. “Colon problems.”

“Oh… s-sorry.”

“It’s okay…” she responded, sheepishly. “Hey, I’m feeling a bit tense. I’m going to go take a long bath.”

“Sure, honey, whatever you need.” Dad smiled cluelessly.

As she walked away, I couldn’t help but feel a bit guilty. I had had my way with my Dad’s wife.

“Hey, Evan?”

“Yeah?” I jumped, turning to Dad.

“Tomorrow, your Grandpa and I want to take you out.”

“Huh?”

“We’re going to have a guy’s day… just the three of us. How does that sound?”

“That sounds fine…”  I said, not sure how else to respond.

“Good.” He nodded, an unreadable look on his face. “We have much to talk about.”