The Story to End All Stories

This is the story of how my life changed after I graduated high school. Ya see, in high school, I was never the best looking guy, but I held my own. Granted, I was in a quantity over quality situation for much of it, but halfway through my final year at Mid Central High, I met Jamie, and we have been steady ever since.

Jamie is gorgeous. She stands about 5'2" with long blonde hair. She has a little bit of pudge, but a shapely ass and a set of tits the size of watermelons. She had the ability to make my cock hard as a rock with just the way she moved.

Jamie and I had fucked a number of times. We were neither each other's first, but she was by far the best. She said she didn't sleep with alot of dudes before I came around, but no one is that gifted. While I knew the truth about the girl who was tonguing my balls at that moment, she kept her family in the dark. That would only last so long.

My pants were around my ankles as I sat on her couch in her living room. She was shirtless and licking my junk. That was when the door turned and her mom walked through the door. Jamie held my cock and stared at her mom, who dropped the shopping bags she had in her hand. I pushed Jamie away and pulled my shorts up. I did my level best to run out the back door as her mom became unglued on her daughter.

I ran the half of a mile or so home. I was terrified. Her mother had become good friends with my parents while i courted her daughter. While I am sure my parents know I am no saint, I am definitely sure that me being caught with my pants down in her living room wouldn't be the most Christian thing. I went into my house and raced to my room. I locked the door and began panicking. I was waiting for the phone to ring and my dad or mom to receive an angry call from a jaded mom. Thankfully, the phone remained quiet.

The next day, I stayed home from school. Often times in my senior year, I just didn't go. I had already signed my paperwork to go into the military, and as long as I graduated, my grades didn't matter. Mom and Dad went away early that morning. Dad was going to Miami on business and mom decided to join him for a mini vacation. I was left all alone and decided to sleep in.

I was awoken at a few minutes after noon by Jennifer Smith, Jamie's mom. She came over to speak to my mother. When I told her she wasn't home, she decided her and I needed to have a conversation.

Now Jennifer is one of the most beautiful women on this planet. She looks alot like her daughter, except a few inches taller and a few less pounds. Her breasts are just as big and her ass is so tight, I am sure I could bounce a quarter off of that thing. Her legs are toned and tanned and her smile can make a man melt. Even today, wearing a t-shirt and shorts, it took great concentration not to pop a boner when I opened the door.

I invited her in and offered her a drink. She politely declined and asked if we could talk in the dining room. While I was positive what it was about, and I was not looking forward to the whole "respect my daughter" conversation, being alone with Jennifer was exciting.

"Look Steven, I am going to get to the point. Since my husband died, my daughter is everything to me. And being that we are both Catholic, it is very important to her wellbeing as a woman and a child of God that she keep her virginity intact until her wedding night."

"I know Mrs. Smith..."

"Please, call me Jennifer."

"Yes, uhm, ok, uh, Jennifer. I understand your beliefs and everything, but..."

"Steven, there is no buts. It is the simple fact that my daughter will remain a virgin until the day she gets married. That's why I'm here."

"I...I don't understand."

"I am no fool Steven. I know what it's like to be young like you and to have urges. You are good for my daughter. You're the first boy she has brought home that I haven't wanted to kill. I want you and Jamie to be together, to get married. However, I know that you need your urges satisfied. You won't be using my daughter for that. You can use me."

My jaw hit the floor. Here I thought I was going to be in some deep shit for violating her daughter, and here she is wanting me to violate her.

"Instead of deflowering my daughter, I will let you use my body to satisfy your urges. This way you don't cheat with some hussy, and I know you will be clean when you get married to her. Are we clear?"

I wasn't sure if I was dreaming or not. The next thing she said didn't help me either.

"Ya see Steven, it has been four years since my husband passed, and I haven't taken another lover. But when I saw what my daughter was doing to you, it aroused me. I haven't seen a...thing...the size of yours all my life. So I think this will work out for all of us. Whatddya say?"

I still couldn't speak. My head was spinning about a million miles an hour. My girlfriend, my oversexed slut of a girlfriend, has her super model of a mother believing she was a virgin. And that super model mom was throwing herself at me to keep her slut daughter a virgin.

"Well, I can see you agree. Let me help you with that..."

With that, she got out of her chair and pushed mine away from the table. She then dropped to her knees. From around her wrist she grabbed a ponytail holder and pulled her hair back. Her left hand pulled my waistband back and her right grabbed my cock and freed it from the shorts I had hastily put on to answer the door. She gasped as she gazed upon my 8 inches of man meat. Like a champion hot dog eater, she engulfed my cock with her mouth. Jamie could never take that much of me in her mouth. Her mother put me at the back of her throat and fucked my dick with her tonsils.

I reached down and kneaded her breasts. Her nipples stuck out like erasers through the flimsy bra that was losing the battle in keeping her tits inside. She pulled my cock from her mouth long enough to ask me if I wanted to see them. A vigorous nod was all I could muster. She rose to her feet and pulled her Myrtle Beach shirt over her head. A white bra was all that covered her chest, and in a matter of seconds, it was gone too. She came to my side and began stroking my cock as she offered me a free shot on her chest. I eagerly sucked a nipple and caressed the other. I switched off from sucking one to the other.

She was nowhere nearly as skilled with her hands as she was with her mouth. I didn't care. I was suckling on the best set of teats in the northern hemisphere. I got bold and with a free hand, reached between her legs and started to rub her pussy through her shorts. She moaned as my hand made contact with her pussy. Her shorts were soaked. I pulled a leg to the side and touched her mound for the first time. I was shocked to find no sign of hair. Either she shaved in anticipation of this, or this was not the first time she has been with a man in 48 months.

After a few minutes of the mutual masturbation onto one another, she stood up. While my mouth missed her nipple, and my dick missed her hand, she bent over and took down her shorts. The sight of her pussy peeking out at me underneath the ass of a goddess was almost too much to take. She bent over the dining room table and looked at me over her shoulder. She bit her ruby red bottom lip and bent her finger, motioning for me to get behind her.

I got up so fast from the chair I might have hit the ceiling. I walked behind the gorgeous blonde bent over the place my mother serves dinner, and rubbed the head of my cock up and down her already slick slit. She was moaning and when she called me by my name and demanded me to fuck her, I wasted no time. I had every intent of fucking her long and hard, but her cunt was so tight, it took me almost a minute to get all the way inside her. She was dripping wet, but her pussy was tighter than every high school girl, her daughter included, than I have ever been with.

I worked slowly at first, but soon we found a rhythm and the sound of my balls slapping her clit were only drowned out by her moans and pleads for more. I decided to take a risk. Hell, maybe she's like her daughter. I smacked her perfectly round left ass cheek hard. She yelped and then if it was possible, her vagina tightened around my cock. I brought it down again and she moaned and begged for more. Slap after slap left red welts on her ass she began to violently shake was wave after wave of pleasure swept through her body.

I gave her ass a rest as I pulled out of the mother of my girlfriend. I grabbed her by the hair and turned her around. I shoved my tongue in her mouth. She was like putty in my hands. Using her ponytail, I yanked her to her knees and made her clean off my throbbing cock. I pulled her back to her feet. She went for a kiss and I pushed her back first back onto the table. I reached under her hips and pulled her to the edge. I reinserted myself into her and, with her ankles close to my ears, I did my best to fuck her through the table.

My hands were on her chest, tweaking her nipples. She reached down and grabbed my left hand and pulled it to her mouth. She sucked my fingers in the most seductive way I have ever seen a woman do that. She guided my hand around her neck and told me to squeeze. I have never choked a woman before, but today was going to be a first for alot of things. I did as I was told, gently at first, but harder as she demanded it. Her legs went from around my head to around my body and she began to go nuts. She was writhing in pleasure, and I am sure some pain, and her pussy became a vice grip on my cock. The look in her eyes, combined with the spasming of her pussy was enough for me to cum deep inside her.

As she climbed off the table, I could see the mixture of our juices running down her leg. She simply dressed, completely disregarding the sweat and combined love juices covering her body.

"Steven, anytime you have the urge to do that to my daughter, you just come find me. I will eagerly take care of you."

"Oh, yes ma'am."

"And if your good, I might come find you." she said to me with a wink. I collapsed into one of the chairs as she strode out of my house and down the block. My mind was once again racing. What would this lead to? All I knew was, I think I might enjoy my new arrangement with the elder Smith woman.

Chapter two...

I was walking back from Mrs. Smith's office. I messaged her I was feeling an urge coming on and she agreed to meet me at her work. After bending her over her desk and fucking that woman for 45 minutes, she let me cum down her throat. I was on cloud nine when I hit my block. My mother's best friend, Dana, had her car parked in the drive.

Dana was a guilty pleasure of mine. I have loved this woman since my balls dropped. Looking back now, she didn't hold a candle to the other women in my life. Jennifer, Jamie, and even my mom were all better looking, but Dana was a red head, and she had the one asset that I loved, big boobs.

Dana was a few inches taller than me, she didn't have much junk in the trunk, but her chest was easily 38+ and had to be a d if not more. Her pale skin offset the crimson hair and bright green eyes. Dana and I shared a drunken kiss a few Christmases ago. She promised me not to tell anyone, and couldn't remember it the next day. But I sure did. I walked through the door and immediately heard their voices coming from the back patio. I walked towards the back door, but the topic of conversation made me stop in my tracks.

"Dana, I told you, it was a one-time thing."

"Oh c'mon Sam. That guy we shared last week was hung like a fucking horse. I talked to him last night. He wants to fuck us again and we can't use my house, it's being fumigated."

"For one, that guy is my brother in law. For two, yeah he was huge, but..."

"But what?! Your husband ain't doing it for ya. And unless you let me fuck that son of yours, I ain't gettin' none either. The only way he will do it is if we are together."

"He is my husband's brother for Christ's sake. I have to see this man during the holidays..."

"Well, I already told him he could. He will be here tomorrow at one. Steve will be at school and Bob will be working..."

"The answer is NO!"

"C'mon Sam. I'll make it worth your while..."

My eyes popped out of my head when I saw Dana lean over and begin frenching my mom. Now, I guess I should describe my mom. She's about my height, brown hair and has the body of a fitness trainer. She worked out religiously and her body showed it. Her tits weren't large, but she looked fifteen years younger than what she was. For approaching her 40th birthday, and after two kids, she looked 25 and was right on par with Mrs. Smith as the hottest woman in town.

Her and Dana made out for a bit before my mother caved and agreed. The two went back to sun bathing and I left the kitchen as quick as I could. One of my more perverse hobbies was surveillance. Before my sister went off to state, she was infamous for having her fellow cheerleader friends over for sleepovers. I purchased a number of cameras and hid them in her room to hopefully capture some of my sisters cheerleading friends in various stages of undress. While I failed miserably at getting anything more than a bra shot, the point is I still had about three cameras and microphones. Tonight, I would take special care to get my money's worth tomorrow.

From listening to my mother and Dana talk, most of their exploits with Uncle Dave took place in the living room. This was perfect. There was more than enough books and knick knacks to hide just about anything. I had to wait until everyone went to bed before I went to do my work. I placed a camera in the TV stand aimed at the couch, one in the bookcase getting a good shot at the couch, chair and front door, and another in the windowsill for a reverse angle. All I had to do was set up the remote link, and from the coffee shop down the street, I could catch the live show and immediately edit it into one hell of a piece of blackmail.

I left early telling my parents I had to go to work. It was my off day and work was the last place I wanted to be. I strolled, laptop in hand over to the Smith's. Jamie was on a college visit with her father at Tech. Her mom was waiting for me in some of Victoria's Secret best lingerie. I walked in her front door and laid eyes on Jennifer who was laying on the couch with a glass of red wine. I may have set a record in stripping off of my clothes and dived face first into her crotch less panties. I ate her smoothly shaved vagina like I was a man on death row. After fifteen good minutes of her screaming into a pillow, I pushed my cock deep into her and fucked her with reckless abandon. I left her house an hour later, my back covered with scratches and my chest littered with bite marks.

The coffee shop was right around the corner. I ordered a large black coffee and set up shop on the corner table with my back to the wall. I would be the only one enjoying this show. I logged in and the cameras were working perfectly. Dana and my mom were in the living room and looked to be watching TV. The audio however, was that of a fine porno. The two women sat side by side in matching black silk robes.

My eyes were immediately drawn to Dana, who untied her robe and began gently rubbing her clit. My mom followed suit and the two women who were the subject of most of my pubescent masturbation fantasies were rubbing themselves on the very couch I used to watch Saturday morning cartoons. Soon, they began turning their attention to one another. My mom began sucking on Dana's nipples, and before long, the two were making out like two horny Lesbos and grinding on one another. My eyes were about to pop out of my head when the doorbell rang. It snapped the two women from their lesbianic embrace. This was go time.

My Uncle Dave was at the door and was greeted by Dana first. The two shared a kiss that looked more like two mouths being raped by the other's tongue. He broke the kiss from Dana and planted one on my mother. Uncle Dave was then dragged to the couch and the two women ripped at his clothes like hungry hyenas. They gave my Uncle a two headed bj that must have taken the concentration of a monk not to explode. Uncle Dave then motioned for Dana to begin eating my mom's cunt. Uncle Dave then got behind Dana and fucked her. This wasn't making love, this was unadulterated fucking. The sounds coming from the three of them was enough to make me wonder why the neighbors haven't called the police.

Mom and Dana switched positions and Uncle Dave resumed slamming the women. It wasn't hard for me to notice that Uncle Dave was big, not as big as I am, but big nonetheless. Mom and Dana were flying high as they took turns taking Uncle Dave every which way they could. He put mom on the edge of the couch and was slamming her with Dana on her knees pleasuring herself next to them. Uncle Dave let out a low groan and pulled out of the same hole I came from and shoved his cock into Dana's mouth. She slurped on his cock until he exploded in her mouth and on her face and tits. Mom climbed off the couch and was licking the cum that escaped the lips of Dana when Uncle Dave checked his watch.

"Holy shit! I gotta go!"

Dana broke away from my mother's eager mouth and asked Uncle Dave if he was coming back tomorrow. Uncle Dave smiled and said sure as he quickly dressed and went out the door. Mom and Dana then made out for a while and left the room. I had enough to do what I wanted to do now.

I stayed at the coffee shop for the next few hours editing the camera feeds together. I am no professional, but I am sure I could make a shit ton of money with the video I just spliced together. However, only a select few would see this gem. I burned it onto a DVD, kept a copy on a thumb drive, my computer's hard drive, and made another DVD just in case.

I casually went home and hid one of the DVDs in a secret compartment I had constructed under a loose floorboard in my room. The other DVD would be used tomorrow. Mom made dinner and acted casually as if she spent the day doing chores and sunbathing. Dana did the same thing, and aside from some casual flirting with me, the night was normal. After dinner, we adjourned to the living room for some TV. I purposely sat in the same spot Uncle Dave did when he received oral from Dana and Mom. The two whispered something, Mom blushed, and Dana bit her lip. The movie was boring as hell, and it took everything I could not to bust the two of them right then and there. Dad came home late from work, drunk, and grabbed my mom and went to bed.

Dana sat next to me on the couch and the two of us made small talk until the movie was over. I told her I was going to bed and she offered to come up and tuck me in. I wasn't going to let her do that. I was going to fuck her, but it was going to be on my terms.

The next morning, I was up and out the door before the sun rose. I eventually had to show up for work, and the early morning shift at the Golf Course was my punishment for calling off. It wasn't a bad gig. I could drink beer, enjoy the sunrise, the smell of freshly mowed grass, and make $10 an hour for riding a lawn mower. Dad had a golf game later that day at the club and would be there right around the time I got off. He told me I could drive the car home, as he would be getting a ride from Sanjay, his business partner in India. This worked out better than I had hoped.

I found Dad in the clubhouse at 10. He was on his third jack and coke, and I knew he would be at the club until well after dark. Dad was a shitty golfer, and alcohol didn't make it better. He spent more time at the club or at work than home. No matter, the more he was out of the house, the better. I got Dad's keys and retrieved my bag. The club had free Wi-Fi and I was able to access my personal viewing party. By the time I got logged in, Uncle Dave had just arrived at home. My heart raced. Phase two of the plan was to be put into action.