18 comments/ 106188 views/ 18 favorites Upgrade Ch. 01 By: LittledidIKnow Part One: Backstory There are many up-sides to growing up without a dad, but dealing with your mom is not one of them.... To say that my mom loved my dad would be the understatement of the century. They were married just days after they turned eighteen and actually walked down the aisle together at high school graduation. No one had ever seen a couple so in love. It helped that the town they lived in was ridiculously small so it was somewhat of an extended-family affair. Both of them had bigger aspirations though. Much to their parents' dismay, they apparently packed up everything in a night and flew to Chicago. Then life got interesting for them. They had me and my sister Heidi in rapid succession. Apparently we were both hard births on my mom. My sister was a twelve-hour labor and I just wouldn't go through. So I ended up being a C-section. It was the very last option, but my mother still hated the idea. She'd been self-conscious about her looks since middle school and that hadn't changed at all in the years following. So the huge scar they left was a massive blow to her ego. Dad was a real gentleman through her pregnancies, but that was all about to change. Usually, it's perfectly natural for a woman to gain some weight after two kids. It's also pretty natural that a woman's body is never quite the same after pregnancy. But after my mom had me, she literally lost a gear in her head. The body that she had tried to maintain for years suddenly went down the toilet. Mom became a bitchy mountain of a woman who probably weighed close to 340 pounds!! She ruled the house with an iron fist and I have the emotional scars to prove it. And that's when my dad ran off. My dad was a good man and a very good businessman. He was practically set for life by the age of 35--an investment genius in every sense of the words. However, when it came to women in general, he was very impressionable. It didn't take much for him to be led astray by some twenty-five-year-old secretary that worked for him. Apparently, she was the spitting image of mom when they first met and that may have been part of the issue. The divorce papers were filed within a week..... Mom mentally fell apart after that. Not only was she the bitchy fat cow, but now she tried to reign me in at all hours of the day. At the time, I was 19 and dying to get out there and live my life! But every time I'd go on a date or go out with friends, mom would do one of two things: She'd yell at me not to go until I went into submission. She'd beg me to stay and cry and just be plain pathetic. Part Two: Revenge Finally when I turned 20, it finally came to a head. I had met a really nice girl at my local college and mom was sabotaging everything. It began with a simple talk over dinner. "Hey Mom. You remember that girl I've been telling you about lately?" I asked hesitantly. "Yes........" Mom replied slowly. I could sense a storm coming. And it was going to be a category 5 type. "Well...." I continued. "As you know, I'm turning 20 soon......and my girlfriend wants me to join her up at her parents' cabin for the weekend." I saw the swell up to an explosion. I had to finish this thought quick. "It'll be fun. There's tons of stuff to do around the cabin." "ARE YOU OUT OF YOUR MIND?!" She screamed. "THERE IS NO WAY IN HELL I'M LETTING YOU GO TO SOME FUCKIN' SECLUDED CABIN TO FUCK AROUND WITH SOME SLUT!!!!" She'd been drinking lately. I could tell; the whole room smelled like a mix of Captain Morgan and Jack Daniels. There'd be no reasoning with her tonight. So that was the end of it. I walked away and slammed the door to my basement room. I didn't hear her follow me so my guess was that she was just standing there, plotting her next move. But I was wrong even then. I heard another door slam and I guessed that she had gone to bed. At least I didn't have to worry about another explosion for the night. I was pissed. That was the bottom line. Mom wasn't going to stop being a bitch until something changed her. Problem was, I couldn't think of one thing that would turn the devil I lived with into an angel. It seemed damn near impossible. So I ended up just laying on my bed and chillin'. As the night went on, I slowly realized that I was ridiculously horny. My girlfriend had left me teased big time at school. She had been wearing this tube top and miniskirt that just screamed sexy. I knew that she was at the cabin right now waiting for me. She had told me that I'd have a surprise waiting for me if I came to the cabin tonight. Of course I wasn't going to pass that up. I snuck past my mom, but that was barely necessary. An empty Captain Morgan bottle sat next to her and it was surrounded by several R/C cola cans. She was comatose asleep and probably wouldn't awake until noon tomorrow. I had plenty of time. My 2007 Metallic blue Chevy Monte Carlo SS waited for me. It had been the peace gift from my dad when the divorce happened. Let's just say that money talks. I don't hate my dad for what he did. More or less I hated my mom for driving him away. But when I turned the key in the ignition and the V-8 engine roared to life, freedom was mine. I flicked the car into reverse and raced away as fast as I could..... The lakeside cabin came into view as slowly as can be imagined. Maybe it was just the anticipation of seeing my girlfriend in all her sexy glory. Even with her clothes on, she was the epitome of hotness--perky tits that almost turned up to the sky, really wide hips and of course, a heart-shaped ass that was made for slapping. I definitely had a feeling that I wasn't leaving this lake without some sex. My assumption couldn't have been more correct. As my car slowed to a stop, my headlights illuminated a very sexy figure. The figure strode up to the side of my car and leaned against my open window. It was Hannah alright. She was wearing nothing but a small, white tube top and a white thong as well. I could feel my cock hardening already. "Hey stud." She purred sluttily. "Someone was ready for me, I see" I replied. "You bet Matt. You're in for a real treat tonight." "Oh yeah?" "Yeah and we're going to start right now." My right eyebrow raised in anticiptation. "Get out of that car and take your clothes off. We're fucking right here baby. Both me and my cock were happy to oblige. I jumped out of the car in record time, but Hannah had removed her panties even faster. She walked sultrily to a table nearby and bent over. "Take me." Let me tell you, sometimes your smaller head has no sense at all. It's not easy at all. Especially when you've got a cock like mine. It's a really nice one at 8 inches long with a 6 inch girth. So I struggled a little to get my jeans off by the time I got over to the table, but I did manage. Hannah was playing with her pussy vigorously at this point and she had already told me that she was very orgasmic most of the time. She was making these cute little moans that were gaining in volume quickly. Just as my cock touched the folds of her little pussy, she screamed in pleasure. "Oh fuck, Matt!!" She yelled happily. "Just stick it in me. You're going to make me cum so much." That turned out to be easier said than done. The moment I applied pressure to her pussy with my cock, I met resistance. Obviously Hannah hadn't had much big cock in her lifetime." "Ooooohhhhhhh" Hannah moaned. "Be careful Matty." She wiggled her ass a little and suddenly my cock's head popped in. Then the moaning really started on Hannah's part. She felt like a tunnel made of silk that pulled on my cock like a suction cup. It just seemed to suck more and more of my dick in without much input from me. I was going to enjoy this.... As we started to fuck really good, I lost all track of time. We sank into a sea of moans, grunts, and slapping of my large balls. on her clit. I couldn't believe how good this felt. I'd had some fucks before, but I couldn't believe how good Hannah felt. I'd lost count of how many times she had cum, but this time it was different. She screamed at the top of her lungs. Believe it or not, a coyote in the distance returned the call. Her pussy locked on my cock so hard that my cock couldn't move, but it did do one thing that I'd hoped it wouldn't do. I started cumming in her pussy. Despite it feeling really good, I didn't want her mad at me, but I literally couldn't pull out. I just let it go. Amazingly, after we both came off the highs of our orgasms, Hannah pulled off my cock and quickly turned around and hugged me. "Thank you Matty. I needed that so bad. Come on." She pulled me by the arm to the cabin. I was thinking in my head, oh boy, this is gonna be a long night. Upgrade Ch. 02 Chapter 3: A Surprise Let's just say that I didn't get much sleep that night. Hannah turned out to be insatiable in the bedroom. Usually they say that the girl can't remember at some point how many times they have sex. But in the bedroom of her lakeside cabin, I lost track after five times. I think I had a look of exhaustion on my face because Hannah didn't ask for anymore once we both passed out after I literally couldn't cum anymore. I guess my body literally reset itself. But she still had this sultry attitude about her as we laid there looking at each other. I rubbed my eyes and my vision came back into clarity. Hannah still had a streak of dried sperm across her face. It looked like it must have gotten in her eye, but I sure couldn't remember shooting on her face. Oh well. I couldn't remember much except extreme pleasure. So her first comment was pretty self explanatory. "Did you enjoy last night Matty?" I just leaned over and kissed her. "What do you think?" I replied. "That's what I thought." She then threw off the covers and got off the bed. "I'm going to take a shower, baby." She said. "Join me if you're up for it." I would have taken her up on that offer, but my dick literally had no circulation left. It just hung there. Even so, it didn't look to shabby. I did have a pretty good softy at least. So I just laid there and rubbed my cock a little for hopefully another erection. It turned out that Hannah could spend just as much time in the bathroom as she could in the bedroom. It was well over an hour before she came out in all her glory and by then my cock had recovered and I was ready to go again. Little did I know that she was going to throw a monkey wrench in that plan! I had my dick out on display. It was sticking straight up and my cock has a nice tendency of visibly pulsing when it's real hard. Let's just say that it was at that point. I was ready to fuck and the moment the door opened, I was ready to jump her. Problem was that her outfit threw me through a loop. If I had thought she had looked sexy last night, Hannah had outdone herself this time. She was wearing this slinky little, electric-blue dress that clung to every freakin' curve that her young body had. I slowed my roll and thought, How the fuck did I get this lucky? But here came the monkey wrench.... "Hey Matty." She said quietly. "I don't know how to say this, but I don't want to fuck here anymore." "Why?" I asked, arching an eyebrow. "When I got into the shower," She began. "I thought I heard a rustling noise. Then when I opened the door, I found a raccoon in there. It was realllllllly mean to me" She curled up to me at those last words. "I know that screaming would kill your mood, so I kept quiet. I'm sorry if I've killed your beautiful boner already." What was I supposed to say; that my boner had been completely lost in the process? Of course not! No guy in their right mind says something like that to the girl that just gave the best night of his life. Plus I wanted more so I kept my mouth shut and just led her to my car. I figured there was one place that we would be able to fuck like animals for several hours and no one would be the wiser--my house. Now most people would probably think that that would be the worst idea in the world, so I'm going to clear this up. Most days, my mom whittles away the gigantic settlement that she got from my dad at the various bars in town. She drinks at one until they kick her out, and then she hops to the next nearest one and repeats the process. It's a disgusting habit that I've tried to break her of numerous times. But it's like a train colliding with the beam of a flashlight. Nothing is going to happen!! But on a day like this, she was guaranteed to be gone at least for another six hours. At the pace that I was going last night, that was good for at least 5 fucks. I sure was getting pretty good for endurance toward the end. This was going to be fun... I was racing home as fast as the speed limit would allow, and everyone knows that that means about 10 miles over the speed limit is still acceptable. However, Hannah seemed to be turned on by the whole deal. Maybe it was the vibration of the car, maybe she like the car itself, or maybe it was me; I'm just not sure. But I do know that not even a quarter of the way home, she had her hand between her legs and was rubbing her pussy like crazy. It was definitely a good thing that the seats were all leather. It would have been hard to explain a big wet spot right in the middle of the passenger seat. That was not a conversation I wanted to have with mom anytime soon. It's tough to drive with a boner like mine. I'd done it before. Don't ask for details. I'm not giving them. But I will give details on what happened next... Hannah reached over with her other hand and unbuckled my belt and unsnapped the button of my pants without hardly even looking at it. I was going, She is really good. I couldn't believe that she had only been with one other guy before me. Oh well, it was his loss. My cock popped out not a moment later. The big old pulsar was ready for some action and it got it all right! I was fully expecting a nice handjob, maybe with some saliva for lubricant. NOPE! She engulfed the whole thing down her throat. I very nearly ran myself off the road in that instant, but who was I to complain. Then something interesting happened. A trucker comes up to pass me, because I have slowed down to nearly 45mph in a 55 zone. And just as I was getting into the blowjob and then the loud horn of a Mack Truck went off. We both looked up an there was the trucker, just smiling. He knew what we were up to. I seem to remember a line from Smokey and the Bandit and I believe the Bandit said something along the lines of why he loved being a trucker originally was he got spot those beavers. I didn't blame this trucker one bit for being a peeping-Tom. As far as I was concerned we could let him enjoy the show. Suddenly, a burning sensation came from the base of my cock. Hannah was practically using the back of her throat like a vacuum. And I knew what it was sucking out. Suddenly, cum exploded from the eye of my cock. I'm not sure because I was in so much pleasure, but I think I shot off at least ten shots. The most amazing thing was that I never felt the cum around my cock. The moment it shot off, the semen went straight down her throat. How did I ever get this lucky? "Thanks baby." she said. "I had to get more of that nectar you call cum. It's so yummy!" I chose not to say anything. Reveling in the compliment felt real good as my cock hung across my jeans. I let my mind slip until we got home. The delirium of satisfaction..... The house was empty, just as I'd predicted. Mom hadn't even left a bottle out indicating that she had been drinking already. That was a little strange, but not unheard of. And I had more important things to worry about.....like Hannah. We were barely 10 steps in the door when she threw off her dress and pushed me into the nearest chair. My head hurt a little when it slammed into the back of the headrest. She turned toward me and put her hands on her voluptuous hips. "You have a slut to satisfy Matty." I arched an eyebrow at the word 'slut' but didn't respond. "Let's see if you can impress me as much as last night." My cock popped up to its eight-by-six glory in all of two seconds. I think that was a new record for me. Hannah started dancing around me nice and slow. I couldn't believe a woman could be so far and close at the same time. Suddenly, something took over me and I grabbed her by the waist and just impaled her on my cock. Hannah screamed bloody murder for a second and then relaxed. I guess I had just scared her. That was ok with me. Hannah took the lead from there. And I didn't have to do a fucking thing but enjoy the sight and play with those nice upturned titties. Hannah bounced up and down on my cock like she was the piston inside of a gas engine and was making more noise than a diesel engine. "Awwwww. Fuck Matty! You're so big!" And every single thing that came out of her mouth after that point was a variation on that theme. And I just picked up the pace a little more every time that she called out my name. It was a sexy game of endurance that I thoroughly enjoyed. Unfortunately, as my cock kept sliding in and out, my balls suddenly started to get that familiar twinge. I was going to cum soon, and I meant very soon! "Where do you want my cum baby?" I asked quickly. "On my face baby! Give it right here." She pointed to her cheek. I got what she wanted. she wanted to be plastered. I was more than happy to oblige. As soon as I pulled my cock out of her pussy, she knelt down and my cock fired its first shot. The first one missed her face by a lot. But the next, far more powerful impacted on her face so hard that her head actually jerked back. By the time I finished, I had fired 10 shots easily and Hannah's face was as white as a ghost......Just the way I like her looking. To say the least, we fucked like animals for a long time after that. And I enjoyed every single fuckin' moment of it! Unfortunately all things must come to an end, and that was the case with our weekend fuck-fest. Hannah had things to take care of at home and I figured that my mom would be home soon. I would definitely have some serious explaining and lying to do if Mom beat me home. When I rolled up the garage door coming back, there was no sign of my mom. I breathed a sigh of relief at that. But I knew that would only be a temporary reprieve. She would come back soon enough and she would find something else to bitch about. So I went downstairs and plugged into the Playstation 3. Hopefully she'd just decide to ignore me. But after about midnight, I hadn't heard a thing: no yelling, no screaming, no squeal of brakes, no clink of a bottle. There was absolutely nothing except the assorted sounds coming from my Assassin's Creed: Brotherhood Game. No matter how much I hated my mom sometimes, I had to go find her. I just hope I wouldn't have to scrape her off of some bar's floor. Muscles might be pulled and snapped in that instance. What a fat cow! But as I reached for the key to my Monte Carlo on the counter, I noticed a piece of notepad paper. That was odd; my mom never left me a note. I picked it up and started reading: Dear Matt, This may sound a little strange and I know it sounds completely unlike me. I realize that I have been a ridiculous, bitch throughout most of your teenager hood. I haven't let you decide how to make some of the best years of your life because of what I did to this family. Let's just say I've had a change of heart. I'll be gone for a couple of months. The bank account has been transferred to you for the time being. Don't break the bank, son. I hope you are impressed when I return. Love, Mom Little did I know what she meant by all this, but I knew one thing. Hannah and I were going to know each other very well the next couple of months.