You already know me, I was that tall, chubby but not fat, nerd in high school. I'm also the guy who hasn't gone off to college or university almost 2 years after grad because I have no idea what to do.
For a year I tinkered with game design before I got a job. While my friends and old classmates were going into their second year of medical or robotics engineering, I was learning how to scoop ice cream and still living in my parent's house.
But that's not really the embarrassing part, the embarrassing part is being a twenty-year-old virgin who's never been on a date. Most of my younger coworkers talk about how many girls they've scored with. Lately I've just started thinking of hiring a hooker and get it over with, I even have a list of escorts saved on my computer.
Living at my parents isn't as bad as it sounds, enormous house, wealthy part of town and they're hardly home. It's more like they come home and visit me from time to time, the house sitter. But it gives me plenty of time to work on the game I'm designing.
Even though I have a lot of quiet time, I still have a distraction. A giant distraction, Janet, our neighbor. Believe me, back in high school trying to do homework when she was sunbathing, impossible. Even nowadays, trying to work on code, impossible. But I see it as a perk, so I'm not complaining.
Janet is the most amazing woman I ever laid sight on. She's older, somewhere in her late 30s, narrow waist, wide hips, and large breasts. She's not a model, actress or a celebrity of any sort, just an owner of a beauty salon. My mother always said she's fake, but to a twenty-year-old, it doesn't matter.
Nick, her husband in my mind was the luckiest guy alive. I never understood how he could stand to travel so much. He was like my own parents except he had a big degree and brought in a few million a year. Half Asian, clean haircut and sharp suits. As far as I know, he started in sales at a tech company, became a partner and now travels all over the world. Part of the reason I want to learn how to code.
A few years ago I learned if I used the guest bedroom, the smallest of the house, the guest's bathroom suite looked right into their bedroom. After that, who needs porn, I could watch a real live show, the way she moved, and the way her face twisted with ecstasy. The excitement of watching made my heart pound and my stomach twist. I couldn't imagine a woman any different from that. Problem was after that I just didn't see the girls my age that hot anymore.
Maybe that's just how life was around here. Everyone in the neighborhood lived like that. My parents were no different. My father sold gigantic machines to mining companies all over the world. My mother was into interior design and architecture for huge high-rise offices. She wasn't home much either. It was tough growing up, but now it suits me just fine. I live the life of a game programmer without the stress of rent or food money. Except as part of my deal with my parents, I have to work a job until I go to college.
This entire thing started when one night playing COD at 2 in the morning I had to use the bathroom. I have blackout curtains and a flashlight for such occasions, so I don't tip them off. I used the dim light of my bedroom TV and as I pulled my cock out I noticed a car enter their driveway. I did my business and after stood there in the dark watching. I saw Nick enter their bedroom and the end table light turned on.
Janet wore a black lace bra and thong. The thin black straps of her thong ran high above her hips and showed her narrow waist. My heart skipped a beat, I lost my breath and I could feel my cock pulse. I googled it once and measured myself, I was just shy of nine inches. Didn't do me any good, I couldn't talk to a girl for shit. The girls who liked me were all the unpopular or chubby ones, like me. Yes, I'm shallow, but I grew up with a neighbor like Janet and my mother's gym friends. So I just gave up, played games, and passed my tests. I aimed to be like Nick, I just didn't know how.
My cock strained, it felt good to be free, to feel open to the air. I stroked myself, it didn't take them long either. With unusual speed, he had her underwear off and was crawling between her legs. The odd thing was he tore her bra apart. Which almost made me cum, fine, it did make me cum. Nick threw the bra to the side and looked out the window, only it wasn't Nick.
"Holy shit, you're not Nick," I whispered to myself. I watched how he took her from behind. Her large breasts bounced and her hair flew up as she threw her head back. There was no sound, but her expression as she screamed were enough for my imagination. Her sweet seductive voice, always cheery and happy. But in my mind, her moans were loud and demanding.
Like I said better than porn. I thrust into my hand and caressed my chest, imaging it was Janet. As the guy thrust hard into her exhausted body, I came a second time. My heart thumped in my ears and my arm ached but I felt a second weak orgasm burst and dribble on to the floor.
After an hour the man left. She took a shower and climbed into bed. That was the day, I began to stay awake at night. Two nights later just as before, at 2 o'clock he drove in and the two fucked. To my disappointment, I couldn't see a thing as they took it to the bathroom. After they were done he put her to bed and got dressed.
If I wanted to see more, I would have to record them, I could use my job money for mini cameras and place them on the edge of our house and maybe even in the tree overlooking their yard. A small microphone would be great if I could get over the fence to their window.
THE CAMERA.
The next day I went out, bought two HQ wi-fi cameras, synced them to my computer and set up a monitoring system. I climbed out onto the roof only to find I had no view. Pissed I had wasted the time and money, I returned them. The bigger piss off was when the guy returned that night. Janet pressed her naked body against the window as he fucked her harder than the other nights. I tried to use my phone, but it just wasn't that great.
Like a kid on Christmas, I woke up early. Excitement turned inside of me as I researched tripods and expensive cameras online and spend a whole paycheck on one.
After missing two more times, my order arrived. I drank coffee, sat by the window, and watched her sleep all night long. Only all that was visible was a black window. I fell asleep on the chair with my neck kinked to one side.
The following night Nick returned home. They kissed, chatted for a bit. She got ready when he went to shower. I hid in the corner, my fingers trembled as I set the camera up to record through a crack in the curtains. I couldn't believe I didn't think of this sooner. I zoomed in and saw her face. She closed her eyes and hugged him. It was different from the other guy. They kissed and went slower, unlike the other guy who was fast, hard and loud.
It seemed dry and routine, Nick got on top and pumped away while Janet hugged him. Nothing as frantic and wild as I remembered or what I saw the other night. Disappointed I turned the camera off and put it in the closet when they turned the lights out. It use to be such an amazing show, but now I wanted more.
Nick stayed home for four days and finally he flew out. I couldn't believe I was excited to see him leave. I had stayed up every night and when work came dragged my ass out of bed. I stayed up like a detective that first night. Coffee in hand, camera-ready.
The second night was another bust, at 1 o'clock, she pulled out of the drive and didn't return until 3:15 a.m. She went straight to the shower and then to bed. After two weeks, I was about to give up. Nick returned home. So did my mother and then left again, my father did too, just long enough for them to go out to some party instead of staying home with me. In the past, it would have bothered me, but not this time. Plus, I was older now and gotten used to it.
Finally, Nick left for three days. I had it figured, play COD on my TV, angled three mirrors to see headlights in the driveway, all from my gaming chair. Then on the third night, I hit pay dirt. Headlights moved across the mirror. My heart shuttered and I left my guy standing AFK in the middle of a battle. My thighs trembled as I jumped for the tripod in the window and focused the lens.
It felt like everything inside my stomach twisted and knotted. I felt like a hunter stalking its prey.
She wore a short silk nightgown and led him upstairs. As she entered the long tails of the gown flowed behind her. He did not care like I did, the man pulled his tie loose and undid his shirt on one fast swipe. When she pulled back the bedsheet and turned to face him. He grabbed her by the straps and pulled them down off her shoulders, exposing her beautiful body. She wore only a g string and lace stockings, no bra. I zoomed in on them.
Her breast bounced and her hair puffed out to side when he pushed her back on the bed. She gave him a devious smile mixed with lust and eagerness. In minutes they were fucking like animals. I came so hard I almost hit the camera with my cum shot. They did it for close to an hour in two sessions. By 3 o'clock he showered and slipped out.
The following night I only could get the start and finish as they took it to the bathroom again. The third night she drove off and returned by 3. Just in case, I filmed it, but she was alone. I taped her undressing and drying off, but that was all.
Nick returned the next evening, he showered, they kissed and made love. Then talked and fell asleep. Even I was getting bored with the routine. No wonder she did. She still loved him, I could see it in her eyes, she was just bored.
Nick also made over 2 million a year, so that defiantly helped. Then it hit me, I had a video of her fucking another man, a boy toy on the side. She gave me an opportunity on a silver platter. I checked the calendar. To my luck both of my parents were still gone. All I needed was for Nick to leave.
The next morning they made love again. I knew the routine, he was already flying out on his next trip. Still groggy from no sleep I called in sick and quickly saved the videos I had to a flash drive. Set up a new email account and sealed the flashdrive in an envelope with a note.
The note read, "I won't tell anyone, but I have duplicates let's talk you can reach me with the email in the PDF on the flash drive."
The two left together and before anyone else might drive down the road I put my hoodie on and went for a walk. My hands trembled when I shoved the envelope into their mailbox. I slipped my hands back into my pockets and walked for a block before I got cold feet.
Panic set in. What the hell was I thinking, where the hell was I going with this!? I ran back. To my horror, a service van sat outside their drive. I walked past the back of the van and sat inside my house.
They just sat there, for an hour they stayed outside the drive. Then my gut really sunk, I saw Janet's car pull up beside them. She opened the gate and let them in. This was my chance I'd make a run for it while no one could see me pull the mail out. She paused, got out from her car and took the envelope from the box.
"Fuck," I said, "fuck, fuck, fuck," I held my hand over my mouth. "Okay no problem it's all anonymous."
She looked over the envelope and looked around. It was blank with just her name on it. She opened it and found the flashcard then what I could only imagine was the note. She jumped in her car and drove into their garage. I ran upstairs and turned my computer on. For ten minutes I checked my email and the widow of my bathroom.
Then I saw her. She held the note and ran to her bedroom window. Then I realized, yes it's all anonymous but the perspective of the camera.
"Okay she's not the brightest one." I said. I used my phone camera to watch from the side. I wanted to throw up, but I didn't dare move. Then she stood in the window and stared straight at my window. She reached up and threw the curtains shut. Five seconds later I threw up in the sink. Three minutes after that my email chimed.
I picked myself up and opened it. "Janetauldry has sent you a message." I read on my screen in horror.
'Do you want money you perverted little fuck?' The single line stared back at me.
I knew she knew it was me, and I knew I was screwed. But I was in it now all the way. If I backed out I was risking looking weak and she'd call my bluff.
"You know who this is?" I typed back and waited. A minute went by, "Dammit I should have use a fake social media account." I cursed out loud.
The email dinged. "Doug, Lisa's kid! Now how much do you want?"
"I'll come over, you pay and I promise no one sees the videos." I sent back.
Minutes passed as I continued to refresh my email. I didn't plan this out, I don't even know why I did it. I thought it would be great, I'd blackmail her, I get a favor, she would throw herself at me and life would go on. "Holy Fuck you idiot" I cried out. I began to hyperventilate and clung to the edge of my desk.
The computer chimed again. "You fucking pervert, now I have your name for real."
For a second I almost went for it. Then I remembered I held the cards. My fingers trembled as I typed "I have more on you, what would your husband say? Maybe your hairdressers and clients know the guy in the video?" and hit send.
My chest burned from holding my breath. It was like a game of chicken, who would blink first. Then I heard a door slam. I got up and looked out the window. "Holy fuck what's she doing." I said and ran my hand threw my hair.
Janet held a bag and walked out her front gate and came down our drive. I ran downstairs before she could get to the doorbell. Maybe she was stupid, didn't she think about what would happen if my parents were here.
Before she could ring the bell, I opened the door. She jumped back and glared at me. "Ten thousand. Take it."
In three years this was the closest I ever saw her. She had green eyes. Fine long sandy hair. She had glitter in her eyeliner. Her breasts where open and her waist was so tiny compared to her wide hips, full ass, and thick thighs.
I panicked, and the words fell out of my mouth. "I don't want money."
She stared at me then her eyes went dark. "You can't have my car."
In the heat of the moment all I said was, "You." My head grew light and my stomach swirled.
She stood there with a blank look on her face. "Me?"
She was beautiful but still very empty I thought. I felt braver, for a moment at least. I knew I had the cards. She stood a lot more to lose.
"I want what the new man is getting." I thought about how often I would ask for. I wanted to say once a week, but I didn't want to scare her off so I said "Once a month." And held my breath.
She stood silent, looked at me and I thought I would faint. "You're fucking kidding? You want me to have sex with you?" She looked me up and down. "I should call the police."
That thought hadn't crossed my mind until now. I had to think on my feet.
"You'd lose everything, the house, your salon, your husband and his paycheck. The lifestyle, you're fancy..."
She bit her lip and looked me over with a sneer on her face. "Okay stop, enough, but just once." She said. Her stare turned away from me and looked to the doorjamb.
"I have more recordings, once a month, for a year, and no one finds out and we never come back to it." I said. I wasn't sure if it sounded like I knew what I was doing, but she was buying it. On the inside, I was scrabbling for any limb I could grab.
She stood there, crossed her arms and nodded her head. Inside I relaxed but still, my stomach twisted in every direction. "I'll make you a new social media account for you to use so your husband won't know and don't keep it active on your computer. Once we're done we delete everything."
"You better do it tonight, my husband's home tomorrow. I want to get this over with as soon as possible," She said. She turned and left our drive.
I closed the door and fell to my knees. "Fuck, I should have just taken the money," I whispered to myself.
That night I made a new account so I could be the admin and sent her the information. After thirty minutes, we coordinated our first meeting. For the next week I kept an eye out the window, but since that day the curtains remained closed. It was a week before both my parents and Nick left.
MY FIRST TIME
I planned to jump the fence and enter the backdoor for our night. Butterflies filled my stomach the closer it got. I played games, worked and filled every minute of my days until that afternoon came. I didn't want to explode too soon so I relieved myself which helped the nervousness.
When 1:45 a.m rolled around I set my camera up in case I caught something. I trotted across our lawn towards Janet's and jumped the fence. Well, crawled, fought and struggled like an infant until I flopped over the other side.
Just like the man that first night I entered the door and made my way to the second floor. I could hear her awake my heart skipped a beat. The sound of a glass being set down hard on wood welcomed my entrance to the hallway.
She wore a short nightgown that covered her ass and nothing more. Her long white legs we're toned and soft. A perfect curve as it came around her butt, down the back of her thigh and over her rounded calf muscles. Her breasts flopped around in the flimsy black nighty and her hair draped down over her shoulders. She held a glass filled with a clear alcohol, but I wasn't sure if it was vodka or tequila. Beside her on dresser was a half empty bottle of alcohol.
She took a mouth full, set the glass down and said. "Well let's get going." She pulled the nighty over her head and fell backward onto the bed.
The smell of tequila surrounded her. In fact, it surrounded the entire room.
I took a step forward and put my hand on her breast. It felt soft at first, when I squeezed it, I felt the warmth and firmness. I wondered if this is what my mother meant by fake. Her ass felt the same, soft but not firm like a muscle more like silicone gel. Still, they all were so full, round and her skin was warm.
"Get undressed." She said. She tossed me condom, "put that on."
"I have one." I said. I got off the bed and reaching into my pocket.
She seemed unimpressed and shrugged her shoulders.
She lifted her hands above her head on the bed. Her hourglass figure sunk into the fluffy white sheets.
I pulled my clothes off and then my underwear. I figured I would save the best for last. But she paid no attention to me. She looked off to the side. She let me play with her for a while. I touched her breasts then ran my hand down her stomach until I touched her vagina.
"Hurry and put the condom on." She said.
I nodded my head and fought with the wrapper. It burned and fought me the whole way, I had practiced earlier but now it was like I was being tested.
She let out a laugh. "Fuck, at least you won't have any diseases." she said.
That's when she turned, lifted her ass in the air and put her face in a pillow. I played and fondled her perfect heart-shaped bottom. I admired how it flowed down into her narrow back and shaped shoulders.
My cock twitched and pleaded to push forward. It was harder than I ever felt it before, like a starved man, I lined myself up and slid inside of her. My heart thumped in my ears, I couldn't believe how it felt. I pushed in deeper.
I knew she wasn't happy with me, but I was sure the size of my cock would change that. It was tight at first and I saw her hands tighten on the pillow. I continued to push forward her warm walls sucked me in and squeezed the entire surface of my shaft. I never imaged it felt like this. I pulled out and tried again. This time it went easier. I had to do it two more times to get as far as I could. She reached back and stopped my hips. She rocked back and forth as her tempo sped up and I worked with her.The familiar feeling of an orgasm burned the base of my cock. "Wait, I'm going to cum." I said.
She rotated her hips and pulled my knee up beside her and hung onto it. The new angle sent a surge of warm pleasure through my stomach and on instinct I gripped her hips and plunging forward. I grunted out loud and held myself against her ass. Just like that, I had my first time. She didn't even change position. When I slipped out she stood up and went to the bathroom door. "Lock the door when you leave." She said and closed the door behind her.
I was in her bedroom four minutes, even after masturbating. "Fucking hell," I said.
Partway down the stairs, I heard her throw up. I wanted to go check on her but decided not to. I returned home and sat in my room. I had imagined so much more for my first time. She was right, tomorrow I would tell her once was all, and the deal was done. I fell asleep and figured I'd do it in the morning.
NOT A QUITTER.
When the next morning came, I got dressed made breakfast and grabbed some orange juice. I had changed my mind after sleeping on it. I saw how she fucked the other guy, and it was pure lust. With Nick she made love. She just wanted a hot stud on the side. There was no way the other guy was bigger than me.
The problem was my body, I reached down and grabbed two handfuls of fat.
A quick run through the house purged it of junk food. After I threw the garbage out I drove downtown and joined a gym. I had no idea what I was doing, like a geek at football tryouts. I tried to follow the charts on the wall but after a while, I just googled the routines.
I worked out at home, biked to work and went to the gym in the early mornings. I studied workout routines, I tried dozens of them. There's so damn many of them I didn't know what one to use. Before I knew it four weeks passed. My pants fit better, but when I sat down, I still saw my belly hang out. One thing I did notice, was my pocketbook. During this time I had to replenish my money as my father kept a close eye on my account as per our agreement.
To rebuild my money, I started doing web design. I had done them for a few friends in high school, so I picked up two clients by word of mouth. Which covered the expensive gym membership, but I had to stop working on my game.
I also had my twentieth birthday, I got cash from my parents who didn't come home. My friends all live out of town so no party. It was like I had a birthday but, just for numerical reasons between me and the government.
When the second night came I jumped the fence and to my delight, a naked Janet greeted me. This time I had some muscle on my arms, but I still had my belly fat.
It didn't take long to figure out why she was already naked. She was drunker than the last. A sex doll would have been stiffer. I played with her, licked and massaged her breasts. Still, her eyes looked like they would roll back into her head at any moment. I got between her legs lined myself up and entered her. I felt like I was fucking a warm pillow. She laid there unmoving, her face twitched twice. More from the irritation of me falling out and not able to get back in.
My size wasn't enough, I had been overconfident. I couldn't turn her on, just like the girls in high school, it didn't matter that I was as large as I was, what good is it if you can't use it or if they don't even want to see it. Nick was an attractive man and the other guy, he looked rugged, his abs were tight and he wore stubble. But he wore suits like Nick and had the same feel. Both of them seemed out of my league.
I looked down at the side of her face and finished myself off. She didn't get up this time, just mumbled something. I got dressed, covered her up and left out the back. I should have taken the money and bought an AI sex doll at this rate.
THE NEW GUY.
The following night I woke up to my phone buzzing.
"Hello," I said.
A strange woman's voice replied, "You awake?"
"I am now, I think you got the wrong number." I said. I squinted my eyes and tried to read the number. On the other end, there was no reply, just a click.
The need to piss forced me to get up. I turned the lights on then I noticed, for the first time in months the curtains were open. I watched from the side and sure enough, headlights pulled into the drive. Minutes later, the other guy entered the main bedroom. I pressed my face against the window.
It wasn't the same guy, this guy looked like a forty-year-old fitness instructor, polo shirt and tanned pants
Janet wiggled and twisted around him as if she was dancing. In a flick of her wrists and a roll of her shoulders, she slid from her silk robe and black teddy. She tore the rest of the other man's clothes off and turned to give him access from behind.
She stood right at the window and bent over. When he entered her, she stared right at me. She moaned and twisted her body as he entered her. After several minutes she led him to the bed, faced the window and got on top of him. Her long soft arms reached over her head and she gyrated on top of him like she was giving a lap dance. She bucked wildly and threw her head side to side. Each time she shifted her weight, she looked at my window. After they finished, the guy dressed and left. She returned to the bedroom window, fingered me and shut the curtains.
A nerve broke inside of me. A piece of jealous, fiery anger boiled up inside of me. I would pleasure her. I didn't care how, she just had to be present long enough to feel me. I had to get in shape and do it fast. This piss ant magazine advice wasn't working. How though? A wall of games taunted me. I cursed them and wish I'd been more of a jock in school. Then I saw it, an army game. I didn't plan on joining, but I planned on stealing their boot camp.
For three days I researched everything I could about boot camp. The formula was simple, run, lift and train until you threw up, broke yourself or quit. There's no way I could work a job, program my game and get in shape.
The next morning I printed out business cards. Doug's web design and marketing. Walked out on my job and began walking the entire city. I filled my pack with my laptop and papers. The routes I plotted out took me past all 27 coffee shops and cafés that I knew of. I had three routes, each one had 12 miles and 6-9 stops. I would get my workout and I would promote my business.
At first, nothing happened other than my feet ached and wore blisters into my shoulders. After a week, I got one client, and I jogged at a slow pace. I began working out after the 6-hour route. Free weights with heavy lifting. By the end of the month, I was ready. My arms grew from 12 inches to 14. I didn't see abs but also didn't see any spare tire anymore. On top of it, I had 19 clients with 5 web sites which I did monthly maintenance on. It wasn't much money but enough for a start and my mother seemed ecstatic I started a business.
The 4th night was here, Janet gave the go ahead, and I flipped myself over the fence. I felt like I was climbing the tower on boot. Entered the back door and made my way to the bedroom. I even ran up the stairs. She would have to notice this transformation. She laid on the bed again, naked. She smiled, laid back and spread her legs.
I flexed my arms and shoulders as I underdressed and got between her. She mumbled something, and I realized she was in another world. She laid back unable to sit up straight.
Not like it was the end of the world, if I pleasure her she'll come to.
Another advantage a sex doll would have, is when you put it in a position, it would stay there. Janet was more a rag doll made from warm flesh. It didn't matter what I did, how hard I fucked her or how sensual I was with her. She was on the verge of passing out. It was like she roofied herself. Her body bounced and jiggled and from time to time a moan slipped from her lips. A burning orgasm locked my hips forward as I stared down at her sleepy face. Guilt from this entire thing filled my thoughts, I wished I never seen those lights that night.
I put her on her side and stayed long enough to make sure she was okay. I ran my hands over her hip and waist, admiring the deep curve. This was the woman I fantasized over all my life it seemed.
Sleep abandoned me that night, I felt like I owed her something. Like it was me who owed her a stud, not some stupid fat kid who blackmailed her into sex.
I attacked my workout. I went from 12 miles to 16 and I ran up a hill on the edge of town. Parts of it I broke from the trail and ran through the rough terrain. My legs and ass burned no matter how many times I did it. I even hired someone to build basic web pages and maintain the monthly clients. Still, I grew the client list.
On Monday morning of the second week, I woke to find my mother had come home in the night.
"Good morning," she said. She gave me a hug and a kiss. "Wow, you're taking this fitness thing serious." She smiled.
"I am and I'm finding even my business is growing because of it."
"It sure does, the better you look the better your sales are. It's why your father and I work out too. In fact, looking good does amazing things for sales. Speaking of which, I will be home longer this time so I think I'll try out Janet's spa and salon, I hear she does amazing work."
I didn't hear much more than that, I tried not to spit my juice out and planned on what I could say to turn her off.
"I already made a reservation two months from now, but holy it takes a month for new clients. So I'm just going to wait until after that big convention in Europe your father and I have to go to."
I nodded my head and smiled. 'I'm so fucked' I thought to myself. Her lips were moving, but I wasn't hearing the words she was saying. I kissed her on the cheek and said. "Glad your home mom, I have something I have to do before I head out. We're having supper tonight then?"
"Yes, I'm back for a week and your dad's back tomorrow."
I ran up the stairs and closed the door behind me and sunk to the floor. I tore at my hair, what were they going to talk about? Here's a woman coming in and tad da it's the mother to your fat neighbor kid who's blackmailing you into having sex. Once my parents find out I'm done, they'd be ashamed of me, maybe even call the police.
I was practicing speeches and reasoning in my head when I looked at the stack of magazines on my desk. I stood up and looked at the cover. A male fitness model flexed his chest and abs.
"One last shot, she wants fun, I just have to give it to her." I told myself out loud.
I pushed up the date between Janet and I, which she eagerly accepted. That night she gave me a show with Nick. Unlike normal, she was wild and frantic. I'm sure to Nicks delight. Afterword's she closed the curtains, but not before giving me the finger again.
I hit the weights nonstop. I picked up powerlifting to the extreme and on opposite weeks I sprinted up hills, climbed the rocky cliffs near town and increased my run to nineteen miles. I felt like a prisoner in the routine. I stopped gaming, writing programs, and I dedicated my entire day to training. Most people when their parents left for two weeks would throw a party. Not me, instead I trained at home.
THE LAST NIGHT
I stood in the mirror, half looking at myself and half watching the drive for Nick to leave. I flexed my arms and chest. I built another inch, my shoulders finally stood out and the outline of abs showed through. I saw his headlights pull out and leave down the street. It would have to do, I was out of time.
My phone buzzed, it was a text from Janet. 'He's gone, let's get it over with, the usual time and place." I didn't reply, I didn't plan on the usual time. Tonight I needed her to have her wits.
A quick shower and masturbation got me prepared for the night. By 10:00 p.m well before she expected me, I slipped out the back door.
That night I slid over the fence, jogged to the front door and rang the bell. I made sure no one watched in the street and waited.
Her silhouette appeared in the glass door, I stepped back to the side. My guts felt like someone punched me more than the previous nights.
She opened the door and scowled at me. "What you doing at the front door? Get inside and head out the back, your too early, I said the normal time."
She wore a white blouse and a tight pair of black dress pants that showed off her round ass and thick thighs. My arm brushed her breast as I slipped past her. She shut the door behind me and turned to lead me back through the house.
Towards the back of the house was the guests bedroom, I had to pass it each time I snuck in the back. I watched her ass move as she swayed her hips. Her body ridged as she strolled through the house. We passed the stairs and entered the hallway next to the kitchen. I had to make my move.
I grabbed her by the wrist and turned her around. "Not tonight, you want it over fast, then we do it here."
"I'm not ready." She pushed back against me and for a second looked down at my chest where her hands were. "Come back at two."
She let out a squeal when I scooped her up over my shoulder and burst through the bedroom door. She tried to protest, but when I set her down next to the bed, I gripped her blouse and tore it open. Buttons flew off and the clasp on her bra bent with ease. Her breasts were free, they whipped around in a circle on her chest and came to a rest at the bottom from the sudden force. With one hand I pushed her back on to the bed.
Afraid she would bolt for the door, I didn't take my eyes off of her. I grabbed the collar of my shirt in both hands and tore it in half. It was harder than it looks on TV, in fact amazingly hard. My arms strained, and it felt like I was tearing a rubber sheet in half. The fabric dug hard into the palms of my hands and every muscle I had struggled to wrench the shirt apart. Once I got halfway down I had to switch my grip to tear it the rest of the way.
It was more shock than anything that kept her on the bed. I could see her eyes focused on my chest and stomach. She hadn't seen me since that afternoon I dropped the envelope in her mailbox and our first time. My cock felt hard and pinched. It wanted to be free, the rough force and Janet's breasts on display had aroused me.
I unsnapped my pants, but before I could free myself, she turned and scrambled across the bed.
She reached into the end table, pulled out a small bottle of tequila and took two large gulps before she had to take a break. I lunged over top of her and pulled the bottle from her hand. She turned on her side and looked up at me, with a scowl. I took a sip and handed it back to her.
I wanted to wince at the taste and burning sensation in my chest. But I didn't want to look like a wimp.
She leaned back on the headboard and took a small sip followed by a deep drink. I pulled the bottle from her lips and she looked down at herself.
"That's enough." I said. I put the bottle on the end table. The button on her pants popped with ease and without unzipping them, I tore the zipper down until I heard the fabric give and jerked them free of her hips.
The black thong she wore followed the creases of her legs and disappeared between her thighs. Her chest rose and fell. When I wrapped my hands around the waistband and jerked, she looked down at her exposed body. The seams gave way, and I tore the thong from her.
A gasp left her lips, and before she could recover, I fell on her. I grabbed both her breasts and clamped my mouth on her nipples. I squeezed them together so I could lick and suck on both at the same time until the sides of my mouth burned.
Still with her stubbornness she kept her hands at her side and her head turned away from me. I rolled my tongue around her nipples until I saw her fingers dig into the sheets. Her heart sped up and she could no longer hid the fact that she panted.
As if doing a pushup, I rose from her and stood at the edge of the bed. Undid my belt and slid my pants down. My cock sprung free, when it did she finally took notice of it. She reached out with her warm soft hand and touched the shaft. When she did my hips bucked forward into her open hand. The tip slid up from the foreskin and presented itself to her.
Her tongue moistened her lips and her soft fingers ran the length of my cock up under my scrotum. I pulled myself away from her touch and got back on the bed. I pulled her pants down from her knees, as if accepting of me she lifted her feet and I slid them off her.
She laid back and watched my shoulders as I worked. Her torn blouse and bra draped over her shoulders like a shawl. I flipped one of her legs up over my shoulder and lowered my head between her thighs.
"No," she said with a low voice.
The tip of my tongued touched the moist opening and her quiet protest turned to a light moan. I pushed it deeper until I tasted her. For the first time, I heard a muffled moan escape her throat. I had read about how sweet a woman tasted and how fragrant it smelt. I liked neither the taste nor smell, but I licked the bud and sucked hard on it anyway.
With as much force as I could I pushed my tongue inside and tasted her. With one hand I held her hip and the other I wrapped up and over so I could massage her clit with my thumb. I had no idea if it felt good for her, but the back of my tongue grew fatigued and I struggled to keep the pace.
My jaw ached and my tongue felt limp, I fought through the pain and continued to suck. I was fucking for my freedom. I had to leave everything on the bed, if tonight wasn't good enough. There was nothing more I could do.
Finally, her body wiggled. She pressed her back into the bed and twisted from side to side. She lifted her other leg up around my head and pulled my hand up to her breast and held it there. She squeezed her thighs together and arched her back. "Faster." She moaned.
My tongue refused to force its way in any faster as if I was lifting weight until I could lift no more it locked up. Giving up I kept my tongue out and swung my head up and down. She grabbed my hair and pulled it hard against her, her legs tightened more. I wondered if she was trying to kill me.
Desperate to catch my breath, I pulled myself free of her grip. She scowled at me and pulled me back down. But my mouth was spent. I flattened my tongue and ran it the length of her shaven pussy. My spit and her juices mix and covered her thighs and my face.
Between the taste and fatigued muscles I couldn't do anything more. I reached up and slid my index and middle fingers inside of her. I could feel a little lump and focused my attention on it. I circled and pressed against it. Her back arched and she dug her nails into my arm.
Confident now, I wanted to see her in ecstasy. I turned my hand sideways and slid a third finger into her. She tried to push herself away but I wouldn't let her. I pressed them further inside and wiggled them. Her mouth fell open and let out a moan from deep inside. I twisted and flexed my wrist, moving my fingers in and out of her like a corkscrew. She closed her eyes, turned her head and pressed her face deep into the pillow. Her hips strained to free themselves, her ab's tightened, and she lifted herself off the bed.
In her orgasm, she pulled free of my fingers. I gave her a moment to recover and slammed my fingers back inside and twisted them back and forth until my forearm burned. Small bits of fluid sprayed out and she let out a low scream before falling back onto the bed. She pushed my hand away and covered herself with her hands. After a few seconds, she spread her legs and looked me in the eyes. I climbed up between her legs and positioned myself above her. Her eyes grew fixated on my cock positioned between her. It twitched with anticipation and she looked up at me.
"Shit I forgot the condom." I said.She took my cock in her hand and aimed it at her opening. "I'm on the pill"
She stroked me twice and pulled me down into her. Her chest began rising rapidly. I pushed myself forward past the head of my penis. Her eyes grew wide, and she took me by the hips and tried pushing back. I gave her a second, then continued forward slowly. Her mouth opened and she let out a gasp. Thinking it would be fun I plunged myself deep.
She winced and slapped my hips. "Fuck." She screamed. "Stop, stop, wait." between breaths. She shifted her weight under me and brought her knees up beside my hips.
Concerned she would flip and call the whole thing off I eased back and forth until she relaxed. The fifth time I entered her with my whole length. Her insides tense up and resisted me. She let out another gasp and tried to push herself back into the mattress.
She held me by the hips and worked my in and out of herself a little deeper each time. Again she stopped me and laid her head back on the pillow, this time she bucked her hips up into mine then relaxed. Before she could catch her breath, I sunk deeper. I repeated it two more times before I laid inside of her.
By now her body welcomed me, her milky hands ran from the back of my neck to my ass. Tracing the outline of my tense back muscles. Her thick soft thighs squeezed and rubbed against my hip and legs. Sweat beaded on my skin from the heat we made.
I stopped and held myself above her. After a few seconds, I felt her hip grind up into mine. She clung onto my neck with both her arms and with one leg around my back the other pushed up off the bed and ground herself into my cock.
My body wanted its own release and now I wanted to show her I could be her bull in heat. I rose up and plunged myself down onto her. Her mouth opened and she fell back to the bed. Our bodies clapped as I picked up the pace. Each time I pumped into her she clamped down on my shoulders. I glided in and out of her.
Oddly, I had been practicing with her all the previous times and she never knew it. My hips were like an engine. When I thrust I lowered my weight and when I withdrew I raised my hips and dragged my cock hard against the top of her vagina. With this rolling motion in and out, each time she bucked against me. Our breathing came together and we both panted in unison.
She slapped my ass and dug her nails in, urging on the circling motion I fucked her with.
I wanted to flex my arms and chest to turn her on like I was doing pushups. But the way I was fucking her seemed to drive her wild. I watched her green eyes, but she never looked up from between us, she was intensely watching my cock slide in and out of her.
Before I knew it, she took control wrapped her arms around my neck and began slammed me into her with her legs. In almost an instant I felt my insides stiffen and my cock warm with pleasure. Before I came I pulled out of her, to her frustration. We stared at one another and caught our breaths.
"Fuck me." She said.
"I'm almost coming." I said.
"I don't care, get back inside of me. You wanted to fuck me, so fuck me!" She said.
I thrust my hips forward and missed. I made three more attempts to find my way in. Frustrated, she reached down and guided me back inside. I slammed myself into her so hard it forced the breath from her.
She pushed me off of her and rolled me to the side of the bed. Caught by surprise, she swung her leg over top of me and lowered herself down. In a single attempt, she slid herself down on my cock. She wiggled her shoulders and flipped her torn blouse and bra to the floor. Her blond hair draped over her shoulders, the tips clung to the sweat on her forehead and body.
I too had sweat running off my forehead and down my eyebrows.
Her large breast stood out and her nipple were proud and firm like oversized pencil erasers.
She put her hands on my chest, threw her head back and began grinding herself into my hips. Each time she thrust herself forward and arched her back, her round breasts bounced up and down in circles. With both hands I reached up and cupped them to her delight. She reached up, grab my hands and began rubbing them against her nipples. They felt like little marbles in the palms of my hand.
She scowled in frustration as she rotated her hips and thrust forward and backward, trying to find a position. To help I grabbed her by the hips and thrust mind forward like I saw her husband do. With the arm strength I had left, I helped her grind harder and faster. She ran her hands over breasts, up her neck, and threw her hair. The golden strands fell back to her shoulders and back.
She clenched her teeth and arched her back and caught herself on my knees, her torso convulsed and shuttered. Her mouth opened and her nails dug into my legs. I reached up and held her ribcage under her breasts, I could feel her hard body tense up. Her frozen hips twitched and jerked.
I gripped her by the shoulder with one hand and the other on her waist and thrust up inside of her. I came so hard it hurt, and I let out a moan with each thrust. Her eyes opened and she took a deep breath before letting out a moan combined with the scream.
Mentally I wanted to stop, but I didn't want this to end. I wanted her to beg me for more. I flipped her limp body over onto her side and slid myself into her wet hole with no resistance. I clung to her leg and held her by the stomach. It was just brute fucking at this point. I wanted to leave my mark, I didn't want her to regret any of the past months or the continued agreement. Even if she never wanted to do it again, I was ok with that. But tonight it was about survival. Each thrust I tried to go as deep as I could, I was afraid I would grow soft, but seeing her body bounce and jiggle was so beautiful I stayed hard.
Her legs felt silky to the touch, I squeezed her calf into my chest and nestled my face against her ankle. My other hand I caressed and hung on to her breast.
Exhausted she slide her leg from my shoulder and laid face down on the bed. Her back glistened with sweat. Amazed with her body, I ran my hand over her waist from her ribs to her hips.
With both hands, I lifted her ass in the air and slid inside from behind. I began slamming into her from behind harder and faster than before, one hand on her waist the other on her shoulder.
She was so wet it felt like I was fucking air. It was sheer determination that kept me going. Her weak and faint moans were music to my ears. She squeezed my hands and withered beneath me until she lifted her head up and stiffened. She tried to grab me by the ass and pulled the hard into her but I wouldn't let her. I kept thrusting into her, each time I bottomed out I could feel the tip of my penis hit something it was like I was going deeper than I was before. She tried to lift her leg and crawl away from me. But I had a firm grip on her and I had a second weak orgasm, with that I held myself deep inside of her. I could feel my sperm pumping into her. I don't know why, but at that moment I felt like had joined a club of elite men.
Her inner walls pulsed and milked my penis. She turned her head to the side to catch her breath. Sweat beaded on her back, her blond hair clung to her face shoulders in a mess. Exhausted, breathing heavy and without words she just laid there.
I pulled out of her and she barely moved. I wasn't sure what happened and leaned in close and asked, "Are you okay?"
She said nothing, she just reached up, touch me on the chest and let her hand fall back to the bed.
Exhausted myself, I laid beside her and ran my hands over her slick back, tracing her spine down to the dimples above her ass. She closed her eyes and fell asleep. I put my clothes on or what was left of them and covered her up with a bedsheet. There was a large stain from her orgasm, it wasn't just sweat that had soaked us. I brushed the hair from her face and left out the back door.
When I got home I showered, changed and checked her window. The lights downstairs was still on and the bedroom was dark. I couldn't sleep, so I monitored her waiting and watching to see if she would wake up. I regretted leaving her alone and wanted to check on her. But knew she just needed sleep.
I sat at my computer and did some work on a program I was working on over the past few weeks. I stopped working on the app I had and began working on a video game inspired by managing a brothel. But I really didn't do much work that night, I kept one eye on the window and finally just before 1:00 I saw the light in their master bedroom turn on. I watched as she clung to the wall still naked and made her way to the shower, after a few minutes she climbed into bed naked.
Three days later my mother went off to her hair appointment and spa day. I stayed at home, I didn't feel like running, lifting weights or chasing clients. I went back to what I knew playing video games to pass the time I sat right next to the window and watch the driveway. To see either a police car roll up, my mother tear into the driveway, or see Janet drive-in. By 3:00 p.m I play more video games that I had the previous three months.
When my mother drove in I could hear her downstairs after the garage door closed and I heard keys hit the kitchen countertop. She was singing her favorite song. I went downstairs to face the music.
She looked like a different woman. She had shorter hair, shoulder length only, with platinum high lights. She even wore different makeup with a hint of sparkles and extra high liner at the corners.
She carried two gigantic bags each with "Janet's Fabulous Salon and Spa" written on them. There was also a small bag inside of them, a little black bag, one that she quickly grabbed and covered up before I could see. She beamed a smile at me and ask, "How was your day sweetie?"
"A lot better now." I said.
"What you think," she twisted her hip, raised her knee and showed herself off like a model.
To be honest, she looked amazing, I hadn't noticed it before but she also lost some weight. The highlights made looked 10 years younger, and the makeup was a perfect match for her face. "You look amazing, I think dads gonna be really surprised when he gets home." I said.
"Thank you, actually he won't be home I'll be picking him up at the airport. From there we're going to go to a friend's party." She took the small bag out and slipped it into her purse and kissed me on the cheek. "Okay, we'll see you in the morning have fun tonight, do whatever you like." She fluffed her hair, "I should've went there years ago, Janet is amazing."
I opened my stupid big mouth "oh yes she is." I mean my god, jump right back in the fire. I saw the look my mother gave me and thinking fast and shrugged my shoulders. "What? I've seen her sunbathing in the backyard since they moved in."
My mother nodded her head at me, "Now I know, that's why you wanted to take the smaller bedroom." She rolled her eyes and laughed at me before she closed the door.
The garage door rumbled to life and her car drove off in the distance.
It felt like a massive weight was lifted off me and I went for short-run wearing nothing but shorts and running shoes. I was proud of my new body, I'd never seen ab's or even veins in the mirror, and now I had them. I also noticed I got more attention from the attractive women and when I stopped for a coffee I casually chatted up a woman in her mid-thirties about web design. I got her number, but it's because she wanted a web page where she could sell her crafted items. Easy money for me and she really wasn't that bad looking.
After the day I fell asleep earlier than I normally do. When I woke up I realized it was 2:00 a.m it was like my body was tuned in to wake up at 2:00. I looked out the window and saw the man that started it all drive into Janet's driveway. The door opened like it normally did, and Janet met him on the doorstep. The two talked a while before entering he stayed for 45 minutes I shrugged it off and went back to sleep.
Part of me felt jealous as I laid in bed. I couldn't help but toss and turn, so I got up and I looked outside. His car was gone and the light to the bedroom was on. I saw her leave the bathroom dressed in a housecoat. She disappeared into the hallway. Four minutes later I heard the chat app I set up ding. It was from Janet.
The text read. 'I ended it with Lou, and I've been thinking, my husband isn't back for two more days. We need to make up for missing last month, tomorrow night the new time?'
I backed out of the message and turned off my computer, I didn't was sound too eager. I didn't plan on giving her a reply. Instead, I'd just sneak over after the sun goes down.After Lou and the fitness instructor, I had become Janet's personal toy. Whenever she wished she would call and I would rush over. Why? Because the sex was fantastic. She admitted it was because she couldn't get enough with Nick gone so often. Plus I was okay with the new arrangement we had. It made our old one feel like water under the bridge. I even started researching colleges for the next year, I figured better late than never, not as if 21 was old.
Janet and my mother, Lisa. Became good neighbors, Janet would come over and have coffee with my father Bill and my mother. My father always tried to invite her and Nick to their BBQ's or parties. A true salesman he always tried to sell something or find investors, I remember when they first moved in he didn't care. Until he discovered Nick made a lot of money and Janet owned a small business. When I was younger, I used to wish they would accept, so I could see Janet up close. Now he was just annoying.
Four months into our affair, everything seemed to even out, until Nick returned home one day. Janet flew out of the door and threw an arm full of clothes at him. She screamed at him in the driveway and rushed back inside. I remembered the tapes from eight months ago and my stomach turned. I just lost all the leverage I had. I went back to that moment I saw the service truck and wished it wasn't there.
I watched Nick pickup his clothes and run for the door. Desperate to hear, I open the window.
He stopped, banged on the door, and when I heard Janet's voice, I cringed.
"You've been fucking them all this time, prostitutes, strange fucking women, a whole fucking orgy. We are so done, I spoke with a lawyer, and he said I can get everything." She screamed as if to alert the entire community.
After the door slammed shut, Nick said nothing, he turnaround and got back into his car. Nick must have had his own blackmailer, or a whistleblower.
Twenty minutes later Janet messaged me. 'I need a hard fucking, 1 hour.'
Since then, things changed. Not wanting to piss her off, I now heed her beck and call as an obedient slave.
A week passed since that painful night with no word from her. But, my mother and father had returned home. She knew those times were off limits. On the last night they were in town my mother cleaned the house and my father went out to get refreshments. At 7:30 on the dot, the doorbell rang. My father, Bill rushed down the stairs to answer.
My father dressed up nice, dress pants and a polo shirt. My mother wore a knee high sun dress, low cut to where I could see her cleavage, and a beige lacy bra. She put her hair up, put on makeup and even wore high heels.
Lately she had been taking her figure more serious and asked me for fitness tips. The time she spent in our home gym increased three fold. She said she wanted to look good on sales trips. An underlying complained was about the new girls younger ages and how they were making huge sales. But I think it also came from hanging out with Janet more often.
To my surprise, Janet stood at the door. She wore tight blue jeans, a black tank top, and many pieces of jewellery. When my father and mother greeted her, she kissed Lisa on the cheek and Bill she gave a hug. When they turned she looked up at me and gave me a wink.
It was always our little secret when she showed up. One time when my mother and her planned to have a drink, my mother ran out to get mix. Janet and I fucked on my bed. She cleaned up before my mother returned and continued to have a drink with her on her back deck as if nothing happened. Since then, Janet has been much more flirtatious with me in from my parents.
She walked past me, gave me a smile and patted me on the stomach. "Oh my, your boy has been working out, Lisa I should hire him to come clean my pool now that I'm single."
My mother laughed it off and grabbed three wine glasses.
I couldn't stay that night, part of me wanted to, but I had a mini crisis. To be exact, a $3200 mini crisis. I had to meet a client and settle a dispute over a potential copyright issue. My employee unknowingly used a photograph on a web page and now she was being sued, who was now suing me.
Brandy was a single mother, she was part Spanish and part French. Which gave her an exotic appearance from her tan to her eyes even in her voice when she spoke. I felt responsible to take care of her. She worked a job, came home at night and made jewelry to sell after hours. With my help on her online store, she was selling more jewelry than before. But it helped Brandy was a natural-born saleswoman. Did I mention she was attractive? In her early thirties, long black hair, tanned skin, and large black eyes, yes? Well, it's worth noting a second time. She had a smile that could put you at ease and with it she negotiated 25% off her monthly fee.
That night she greeted me at the door, with a tight t-shirt and tight pair of jeans. Even though she was mad, she gave me that amazing smile. She poured us a coffee and each time she bent over, I could see down her shirt. She wore a black bra, lace trim, and kept her hair back from her neck. As a result, by the end of the night I paid the $3200, I remain the website admin, and I now only charge her $100 a month for her continued business.
To be honest, I thought I would get laid. But, I just got a kiss and a wink at the door with a thank you. Which was better than nothing. Brandy really was a pleasant woman and to be honest, I had my hands full with Janet.
When I returned home I had hoped for a nice quiet night. Crack a soda, do some last-minute changes on the brothel game I made, and release it to the public as a web game. When I entered the house, my father greeted me with a smile.
"Hey, Doug, I didn't think you'd be home tonight." He said in a loud voice.
"Why? I didn't have much to do, I just had to take care are a few things for client."
His eyes grew wide, and for a second he wasn't sure what to say. "Oh, I thought when you said Brandy you were talking about a girl."
"I was, she's a client of mine, it's actually the jewelry site that I work on."
My mother came from the living room and gave me a smile and brushed her hair behind her ears. "Hi Doug, we're just finishing up with Janet, would you like to join us with a last drink?"
She had removed her sandals and my father had removed his glasses, which was uncommon because he couldn't see much without them. Janet entered the room and leaned against the door.
She waved me over. "Of course he would, come on, you can sit with me."
When I went past her, she hooked her arm in mine and led me to the couch.
The three of them laughed and gossiped about other people in the community. Maybe that's just people were. 'This neighbor did that, that neighbor wore those oh-my, and Janet is fucking Lisa's boy, you know the one who runs everywhere.'
Rachel, my half-sister was a star athlete, grade A student and never had a problem finding a date. She hated this community and its people, couldn't wait to get out. I thought she was being weird, but back then no one seemed to take notice of me. Now I wondered what they said.
I used to fantasize over my sisters friends. All of them were the pretty girls back in the day, most still are. The rich girls who stayed in the community and never went to school, like me.
I watched Janet and my mother Lisa banter back and forth. Once, many years ago I caught my mother and father having sex. Repulsed and turned on, I couldn't take my eyes off her. How the muscles in her back moved and rolled while she gyrated on top of Bill.
After I saw her from behind I used the memory to imagine Janet riding me. Now here she was laughing and flirting, being best of friends with my mother. Unknown to my mother, this woman was fucking her 20-year-old son who had blackmailed her.
As per normal, before Janet took her leave my mother invited her to a party. Like usual, Janet politely refused. I had to give it to my parents for being the persistent type, but I guess that's how they both made their money.
THE FREE AND EVER KINKIER SINGLE JANET
After Nick left, I played escort to out-of-town dance clubs, dinner or nights out. This time Janet wanted to attend a beauty party and wanted me as her upgraded "boy toy". I tried to find a way out, because this was in the city. But she quickly reminded me, I owe her. See, over the past few months my little video camera got me in more trouble than her.
I've also been learning she's not the dumb bimbo my parents first thought she was. Over the past few months, she was proving to be rather shrewd. Not only that but frisky, I'm pretty sure every first I'll have, will be with her. Recently she's been asking me if I find random men at parties handsome or not. Which has been concerning.
After a hot, muggy day with ominous clouds in the distance, night arrived and I got dressed in a black dress shirt, charcoal pants, and dress shoes. These were the clothes she picked out for me.
When I picked her up, she greeted me in a short black cocktail dress, high heels, a small purse and a little diamond necklace. Still, after all these months when I saw her, my heart skipped. She gave me a giant smile, whisked the hair from her face and reached her arm out to me.
"You can drive." She handed me the keys and escorted me to the car. It was a snappy little Audi, silver with black leather interior. She won it off of Nick in the divorce. In fact, she pretty well took everything, their house, part of his monthly paycheck, she even kept his cufflinks collection, worth half a million.
She navigated me outside of the city to an impressive three story giant mansion built on 10 acres. Fenced in with stone walls and barred off with iron spikes on top. The only thing missing was a fountain, massive trees, and a gardener trimming the weeds. But if it was daytime, I imagine he would have been there.
"Oh, I almost forgot you have to pretend you're Lou tonight." She said.
"I have to pretend I'm Lou, as in Lou your other guy?" I said.
"No just Lou, they just knew him by name, it's what's on the invitation." She said.
"Names please" the intercom said with a feminine voice.
She leaned over me and called back. "Mr. and Mrs. Black."
"Great, we're glad you could make it, we've heard a lot about you. The garage is full but pull around the back." The woman's voice said.
I stared at her with wide eyes and shook my head, begging for an explanation.
She pointed to the gate and said. "You'll miss the gate."
The gate opened, and I pulled into the driveway. There were five other vehicles in the back and a large a garage.
Janet reached into her purse, pulled out a card and some black cloth.
"Okay, we have some rules, the first one is no fighting and the men wear these."
I held up the thin cloth to reveal a stretchy black hood. She reached into the back seat and pulled out a masquerade mask for herself.
"What the hell are we doing?" I asked.
"Well, this is something Lou, and I was going to try, I never wanted to, but now I'm intrigued. Oh, and we're going to have sex with other people tonight. It's kind of a mandatory plus one."
"We're at a sex party! What happened to the Tupperware, makeup or other multilevel marketing house parties? Oh my god, is this why you've been asking me about other men?" I half shouted.
"What kind of party did you think we were going to?" she said.
We stared at each other, both with blank faces. She amazed me with her question, the surprise party, and her look of blank innocence to the point that I didn't know what more to say. I glanced at the mansion and shook my head in disbelief. "Well, not one of these." I said.
The more I stared at the mansion and the people inside, the more intrigued I also grew. Janet was a beautiful woman and her patrons were all wealthy, attractive women. This started to not seem like a terrible idea and started to look forward to it.
She touched my crotch and squeezed me through the pants. "Awhile back one of my regular customers used to invite me and Nick to spice up our marriage. I confessed to her about Lou and her eyes lit up. But she never met him, she doesn't know who he was, and I never told her about you. Now I'm curious about fucking another woman's husbands with her permission. So that's where you come in." She leaned in close, opened her mouth and kissed me on the lips.
I touch the tip of her tongue with mine and she welcomed me in. Our tongues explored one another and when we parted ways, she put her mask on and smiled at me.
"Don't worry, we'll probably be the average looking couple if my client is any hint." She said.
I pulled my mask over my head and escorted her to the backdoor. A slender, tall redheaded woman welcomed us. She wore a tight red dress, red stilettos and had a red-feathered mask. She was in her mid-forties, but still just as attractive as Janet.
Her voice was the same as the intercoms. "Welcome Black. I am Red" She said. She held the door open and let us in. As I passed by her, she slid her fingers across my chest. "I think I may have to negotiate for this one tonight." She stopped us in the entranceway. "Did purple explain the rules?"
Janet hung on to my arm and leaned forward with a big smile "Oh yes she did."
"Ah, I'm a little hazy on how this works?" I said.
Red put her hands together and smiled. "Okay, well first this party is for open couples only, a member must invite you, and that was Purple. No fighting, no hard feelings, take it home, discuss it with your significant other. But do not do it here, it's all in the manual. We meet here once a month." She smiled and took my arms. "Before we go in, I'd like to add, when I saw your pictures I knew you two were a perfect fit." She glanced downwards towards my belt and smiled. "But also in description. So last month it was the men's turn to negotiate. This month it's the women's turn."
"Negotiate?" I said.
"Yes, we play different games each month but this one's our favorite. We exchange favors, money, and once a car. In my husband's defense, he really wanted to sleep with that woman."
My eyes grew wide and I'm sure my mouth hung open. What the hell kind of party did Janet bring me to?
I looked over at her and she gave me a smile and a wink. "I told you it would be fun."
It suddenly felt fitting to hear thunder rumble in the distance. What could go wrong? I played games like this, huge stone mansion, out of town, strange unknown group. Yup sounded like a perfect place to get sacrificed.
Red turned her attention back to us, "Sounds like it'll be an interesting night. Tonight the men go to the rooms, don't worry there's a bottle of wine. There you'll wait until you hear a knock. You can also watch all the action on a tablet and a camera so you can see what your partner is doing. Each lady will have a colored key. Oh except for pink, their a lesbian couple and they request only one room so if you negotiate with pink all four of you will be in the room. Do not use names, even if you know them. Once we have our masks on we are a color, but you may remove the mask once your in your room. There are condoms in each room and they are mandatory. We want to keep our little group healthy and safe."
I nodded my head.
"Oh, and foursomes are open after hours and only on party nights," Red said.
Janet squeezed my arm tight, "That's the part I was hoping for, I always wanted to see two men."
"Maybe we can talk in the grand room then, my husbands also open to such meetings." Red gave Janet a devious smile. She looked at me and motioned towards the side door. "The rooms are that way, Mrs. Black if you will accompany me I will introduce you to the other ladies."
Janet smiled, slid her arm from mine and took Reds. She looked back and waved at me before disappearing through a large archway.
Part of me wanted to run, but I was afraid this weird cult would hunt me down in the rain like a horror movie. The hallway reminded me of an old haunted house. It had hardwood flooring with a red carpet runner, candle lamps that barely lit the floor and large wooden trim.
Pink was the first room, I couldn't help but hope Janet would pick them. In total, there were seven colors. Towards the end, I found the door with a black tag on the knob.
The room was no less luxurious than the rest of the house. It had hardwood flooring, a giant carpet, a king-size bed, and a drink tray with two glasses of wine and a bottle. On a bedside table was a tablet. I turn the lights on, but the room remained dark. The only light in the room was a faint glow from the tablet. I sat down and looked at the screen. It was a small 9 inch tablet that I could barely make out.
There were eight women in the giant room, each dressed in the colors of their mask. There was Red, the hostess and Janet in black. The others were purple, yellow, blue, pink, white, grey and green. Each of them wore a different dress, most wore short cocktail dresses, but one lady wore a white kimono style dress. Pink was the only one in a miniskirt and a pink leather jacket. I zoomed in on her out of curiosity, she was young, pretty, and looked like she had blue hair.
The other women were mostly middle-aged, but all seemed attractive, nothing like what you would see in some homemade videos on the Internet. They carried themselves tall and stood confident like wealthy women. Each had respectable breasts sizes, but I imagine most were fake, and no bulging waist lines.
I zoomed in on purple, the mystery woman whom I figured invited Janet. She had wide hips and larger breasts. Wore an elegant mask made of purple feathers, which wrapped around the back of her head and fanned out backwards. Her purple high strapped heels came up to her knees like a Greek goddess. She was the 2nd of only two women who wore a dress past their knees, but it had a long slit up her right leg as high as her hip which gave tantalizing glimpses of her thick long legs.
Soon after Janet appeared she left pinks side and greeted Janet. Poor bastard I thought.
The grand room had no floors above it, instead it was open all the way to the 3rd floor where it turned to a vaulted ceiling that carried on into a triangular wall of glass. In the middle of the glass wall an enormous stone fireplace with a chimney that rose to the peak. Three black leather couches sat around a square heavy wooden coffee table. If this was the living room, I wanted to see the rest of the house.
In the corner was a wheel, like you'd see on a game show, I tried to zoom in but I couldn't read what they wrote on it. I took a sip of the wine which tasted sweet and continued to admire the women.
The women drank, nibbled at small finger foods and chatted among each other. I looked around, but all I had was wine. This continued for 30 minutes. The tablet had no audio and a very limited zoom. I guess for the viewer to build their imagination. Janet browsed the room, chit chatted with all the women but always returned to purple. Purple also did the same thing, so I was sure I knew who my partner would be tonight.
At exactly 10:30 P.M, Red raised her arms up and all the women turned and looked at her. She said something to them and most of them nodded their heads and looked at the women beside them. Janet and purple was close together. I had become entranced with how purple swayed her hips, flicked her fake feathers from her face and walked about the room. She was elegant, pretty, mature and had more curves than the other women.
Red spun the wheel and all the women looked on. When it stopped spinning the women looked at one another and smiled. Some laughed, some rolled their eyes, and two clapped. Purple put her hand on blacks arm and almost looked like she apologized.Red bent down and picked up a plastic tub. She popped the lid off and pulled out handfuls of what looked like little black balls on a string. She handed each of them to the ladies, and before they took them, they each downed what remained of their drinks.
I then realize what they were. One at a time Red helped put the balls in their mouths and reached behind their heads to adjust the fit. Once everyone finished a more sinister twist appeared. Red, the hostess, handed each woman a tiny lock on the buckle behind their head, including herself. Once done, she put a hand full of luggage keys on the coffee table.
As I predicted Janet, or Black as I should say exchanged keys with Purple. The women finished the exchange of keys, hugged one another and left the room.
I was clueless about what I should do, should I undress, stand at the door, or wait right there. Before I could decide a knock pulled me from my panicked thoughts. I stood there, beside the bed with my clothes on. A key worked the latch and the door opened. The hallway lights were dimmer than before. All I could see was the faint outline of the woman in the doorway. I figured I could at least see her in the tablet light, but before she could reach me the tablet powered down. She closed the door behind her and locked it.
The only light that entered the room was very faint from outside. The storm had grown closer and the occasional lightning strike, shed light into the room. She had the same idea, in the darkness I could see her reaching out so as not to stumble. I reached out and took her hand and she gave a muffled laugh.
I felt as if my hands would shake free from hers from all the trembling I was doing. All the confidence I had talking to girls my age these past months seemed to vanish before this purple, mature goddess. My head grew light as I stared into the darkness at my new partner.
She must have sense my uneasiness because she pulled me close to her and held me against her warm body. She purred as she slid her hand up and down my spine, her finger tips traced the outlines of my muscles. With a quick flick of her wrist, she flipped the mask from her face and let it fall behind her.
I didn't know what to do, so I leaned in for a kiss. I could see a glimmer of light in her eyes, but it was too faint to see her face. My tongue touched the ball in her mouth and we pulled away from one another. I could see and hear her trying to laugh, I felt like such an idiot. Before I could say anything she pulled me close and wrapped her arms around me.
Our finger tips explored one another's bodies rather than our tongues. Her waist was thick, but it wasn't fat, she had a muscular core, firm arms and a round ass. To the touch she felt soft, but applying pressure revealed a firm body beneath.
I'd learned with my time from Janet to take it easy. I guided her to turn, wrapped my hands around her shoulders and pressed my thumbs into her muscles.
Her back arched, and she sighed with a faint moan. I tried to steal a glimpse of her face, but each flash outside came to quick or was too dull. As I massaged her, she too looked back curious of the stranger behind her.
She pressed back and rubbed her ass on my cock. I'd been so preoccupied with her identity, I didn't even notice my erection. She twisted and ground into my crotch and pulled my hips tighter against hers.
Her warm hands guided mine down towards her open leg. Over her shoulders, down her ribs and over her hips. I squeezed and messaged the soft warm skin that covered her muscular thighs.
We were both here for sex. She wanted it as much as I did when I realized that my courage returned. I slid my hand beneath her dress and was welcomed by smooth shaven skin, void of any undergarment.
My other hand explored her stomach and up to her breasts where I cupped a large handful of flesh. A top it a firm, erect nipple pushed through the thin material. I felt no bra, or if there was one it was made with very little fabric.
She swayed back and forth on my body and as if dancing she turned, reach behind her back and unzipped her dress. With a twist and roll of her shoulders, she worked the dress free and let it slip from the top of her body. For a moment, the fabric clung to her nipples then slipped free. In the faintest of light, her white skin glowed.
My hands returned to her, and I cupped her breasts in each of my hands. They were soft, fluid and warm, unlike Janet's who felt firm and sometimes a little cooler than the rest of her body.
Enthralled with how they moved, I rolled them in my hands and massaged them. My thumbs caressed and excited her nipples. Enjoying the attention, she swayed her body from side to side. The longer I played with her, the firmer and taller her nipples grew. When they reached their fullest extent, she grabbed my arms by the biceps and pulled herself into my chest.
This time she forgot about the ball and went to kiss my neck. I didn't wish to ruin the moment, so I didn't laugh. Instead, I slid my fingers behind her dress and helped slide it down over her hips and full round glutes. From there, it slipped from her thighs and crumpled on the floor. My hands slid up her back, her warm and smooth skin made me yearn to see her in light. I pressed by fingers into the muscles around her spine and she cradled her face into my neck.
Eager to return the favor, she reached down and unbuckled my pants, free of the leather belt she slid her hand inside and took hold of my cock.
Her slender hand stroked and played with it. I'd grown so hard it ached, I undid my pants and let myself free. Both of us wanted it now. In a frenzied pace, we raced to remove my clothes. She pulled my shirt free and I kicked my pants and socks off.
Purple finish the last button and threw back the shirt from my shoulders. Using the weight of her body she pushed me backwards onto the bed and straddle my thighs. I laid there pinned with my arms behind my back, trapped inside my sleeves.
Outside a lightning strike drew her attention to the window, in a brief second I could see a shadowy outline of her long sandy hair draped over her shoulders and face. She had a sharp jawline and a feminine, slender nose. Unable to free myself, she took control and explored my stomach and chest with her hands. Digging, prodding, and teasing my skin with her nails. Trapped in my damn shirt, I tried to fiddle with the buttons to free myself.
It didn't bother her that I wasn't able to caress her. Instead, she purred as her hands traced over every inch of my body. She pressed her fingers into my shoulders, felt my arms bulge as I fought the shirt, and after she felt my face like a blind lady would.
All I could do was lay there on my back, my cock straight up, as hard as I'd ever felt it. To my agony she would not touch it, not even by accident with her stomach. Finally, after many painful minutes, she ran her hands down my body and she reached it and felt its full size. She ran her hand up and down it, cupped my scrotum and began massaging it with both hands. Janet was very demanding, and I knew we were going out tonight. If I hadn't rubbed one out before we left I'd finished now.
I moaned and threw my head back into the mattress. Her soft hands caused my body to shutter and writhed against the silk sheets. My body tensed and she grew excited with feeling my tightened body.
Enough was enough, I grabbed the other sleeve of my hand, held on to it tight and tore my wrist free of it. Purples hands slid up to my shoulders and arms and I tore my other arm free.
She may have had a ball gag but my tongue was free, I pushed her away from me, swung her to the side and flopped her back onto the bed. I descended on her, as I did she spread her legs and I fell between them. My hands explored her chest, stomach, and hips. I discovered if I pressed my fingers into her warm soft flesh I found firm quivering muscles below.
With firm pressure I ran my hands over her thighs, up the front of her hips and back up to her breasts. I leaned forward and licked her nipple. In a brilliant display of lighting flashed and I caught a glimpse of her naval and shaven vagina. The thunder made the house sound as if it would crack into two, made her jump.
To regain her attention, I wrapped my arm around her waist and pulled her up to me, opened my mouth and took as much of her breast as I could. While I sucked on them, I circled my tongue around her nipple.
Eager for more she pulled my head to her other breast and wrapped her legs around my waist.
Each time I felt them become engorged, she pulled my head to the other. My hands roam up and down her ribs and waist, I cupped her ass and continued to work away at her breasts. She wiggled out from underneath me, opened the bedside table and rummaged around until she found a condom. Like a pro she tore it open, unwrapped it and pushed me back all in the darkness. I was thankful she did, because Janet and I didn't use them. As a result, my skill never improved from that first time.
Her hands felt soft as she knelt over top of me and unrolled the condom down my shaft. I caressed her back and ass and tried to imagine what she looked like. This was only the second woman I had touched and I hardly got to see her.
It was almost as good as my first, on second thought, this was better than my first. I knew what I was doing, she was full of life, and we were both ready to go. She rolled over onto her back and I followed her over. We were sideways in the bed now, closest to the foot side. From here, I could almost see her face.
I reached down and slid my hand between her thighs. She was soaking wet, I could hear her purring each time my finger ran between her lips. I caressed the opening and ran my entire finger length of her soaking vagina. She lifted and spread her leg to give me more access. I slid two fingers inside of her when I knew she was ready. She was tighter than Janet, there was no way I could fit three, but I was still going to try. I kept my thumb outside and squeezed down to snake my hand inside of her.
She arched her back wrapped her body in the silk sheets. They were smooth on the skin, almost cooling. I grabbed them and dragged them over her nipples. She panted and breathed hard around the ball in her teeth. Driven to the edge, her legs slid up and down the bed.
This was my opportunity, I pulled my fingers out and tried to push three inside of her. I had to twist my hand and squeezed my three fingers together. Her hole grew stiff and refused to stretch wide. She groaned and pushed my hand away from her.
"Oc E" she said through her nose.
I tried to put my fingers back in.
"Mo, oc e." she said. This time she wrapped an arm around my neck slid her leg under me and pulled my cock towards her waiting hole.
Feeling around with my hand, I grabbed my cock and touch the edges of her vagina. Together we massaged her opening with the tip of my penis. She couldn't contain herself anymore. She ran her thighs up and down my hips and used her ankles and heels to pull me forward.
I guided myself in, at first I could only break the entrance. Purple felt so much different from Janet, I tried to push deeper until the condom stretched tight. She still had resistance, I pulled back out and entered again. This time I went in deeper than the head, just past the opening, and stopped. I felt her stretch over the tip and then with ease accepted me.
I repeated it three more times, each time she squeezed my shoulders tight and grunted in her throat.
It wasn't just her body that resisted. She put her hands on my hips and pushed back trying to slow my advance. I knew she wasn't like Janet, Janet was a different story. This one could run out of here screaming and yelling and I'd be in a lot of shit. Janet was also much more wild and frantic.
I used my hand to circle the head of my penis around inside of her. She let out a moan inside of her throat and tried to pull me deeper with her leg.
I enjoyed the number three, I found it to work best with Janet. After the third circle, I sunk down until I was half inside of her. I pulled back, let her rest and brought one of her legs up into my arm, reposition myself and slid back inside of her. Gently, I slid in and out of her halfway. She lifted her chin as high as she could and arched her back. She pushed herself into the mattress off my shoulder and hips and moaned in her throat.
The warmth of her body and tightness surged through my hips. My weight shifted above her and on the fourth thrust, I dropped my full weight on her and pushed deeper than the times before. She shuttered, frantically slapped my hip and tried to push back on my shoulder.
Concerned, I pulled out and paused outside of her. With a gentle touch, she reassured me and pulled me closer.
With one hand, she guided me back inside of her. The room lit up and thunder cracked the roof. The rain fell in torrents down the window. Neither of us had noticed when the rain started. In the brief light, I watched myself sink inside of her and admired her voluptuous body.
Her skin was white and pristine. As I had imagined her she was middle-aged, and shaven. Her body looked as smooth as it felt. I lost time staring at her gorgeous body and forgot to look up to see her face. When I remembered, the triple flash of lightning subsided and I missed seeing her face.
The room seemed to grow dark after the bright flash. My eyes grew blind in the darkness again. She slid her hands from my hip and shoulder and pushed on my chest.
"Uhg," she said.
With her wet juices smothering my cock, I sunk down my entire length. The deepest I'd been so far and felt a firm wall of flesh at the tip of my cock. Her body finally accepted my full thrust, I pulled back out, but not all the way and plunged myself back in.
She moaned and said, "uhg op."
I had been gentle to this point, but this was where Janet would get the hottest and demand more, faster and harder fucking. I turned off the love making and started to fuck her.
Several drawn out thrusts caused her to writhe and tense up beneath me, still she tugged at her gag. I pushed myself up from the bed, gripped her waist and pulled her tight by her shoulder. With her one leg still wrapped over my shoulder, I pulled her hard into my thrusts. This time I entered all the way. Her free leg flailed at my side from hard pounding.
As I withdrew she screamed, and as I drove myself back in, she moaned. Her hands fell from her head and braced herself against my chest and arms. Her body twisted to her side and with free access I slid my hand down and cupped her breast and continued thrusting forward as hard as I could.
"Ugh." She said. "O Ugh." She continued to repeat herself. With her free hand she tried to grab for the bed-side table.
Each time she did I thrust myself into her. Months of trying to satisfy Janet taught me all kinds of new techniques. I used a long stroke several times and then paused just before I pulled free. After a single breath I would plunge myself all the way and hold myself deep inside, before restarting.
"Ugh." She screamed. The sporadic thrusts caused her to grow frantic. She clawed at my shoulders and moaned through her gag. Her arm wrapped around my neck and clung tight to me. We were face to face, looking into one another's dark eyes.
I released her one leg and took both her shoulders in my hands. I fucked her hard, so hard I could see her breasts slamming up and down even feel them hit my wrists.
"Ugh" she grunted with each thrust. Her one hand clawed at my biceps and forearms the other held onto her breasts in an attempt to stop them from bouncing. I released her, pulled her knees up tight over my shoulder and sunk in as deep as I could. She threw her head back, her arms fell to her side and she tried to brace herself on the bed.
With her legs pinned against my chest I pulled her ass tight against my thighs and leaned forward. Her body shook and she frantically slapped the mattress. I could imagine her eyes bulge when she took my entire length.
"Ugh, uk wai, wai." She screamed. She curled forward and gasped for air.
I rested on her, not moving. I cursed myself for getting carried away. I was about to pull out when her body relaxed. She tapped me on the thigh and gently pulled and pushed on my hip, motioning for me to move.
A long stroke, then a half stroke, followed by multiple rolling long strokes. I imagined myself as a steam engine starting out. Her fingernails dug into my thighs and I paused deep inside of her. She whimpered, tensed up and her insides pulsed around me. Her body wanted more, and the pause brought it to a boil.
With the worst timing, my own orgasm welled up inside and threatened to urge my hips forward for a final thrust. I had pushed myself to close and now it would go with the slightest movement. Eager to keep things on the move, she pulled at me with her hands trying to get my hips to continue. Multiple cracks of thunder shook the house and lightning cracked through the clouds and lit the outside of the courtyard like a floodlight.
For two seconds I stared into my mystery woman's face two feet in front of mine. At first I noticed her giant green eyes, they were the same color as mine. Her hair too was the same as mine. The middle age face that stared up at me for those two seconds were so familiar I froze. Strands of hair clung to her face and smeared makeup stained the sides of her eyes.
I let her slid her one leg free of my grip. I still couldn't move for fear of cumming inside of her. I had a condom, but it was the idea of it.
We laid there in the dark, neither of us moved. Purple made the first move, she freed her other leg and wrapped both around my waist trapping me inside of her. With both her hands and legs she pulled me back inside.
"Mom?" I whispered.
"O ames" she said.
I was pretty sure she said no names. I just laid there, I couldn't help but think of that conniving bitch Janet. Then I realized what all those parties my parents went to were.
"uc e" she whispered.
I tried to look at her through the darkness, but I can see anything again, not even an outline.
She rotated her hip and wiggled underneath me. "Uc e." She purred. She slid herself up and curled back up against me.
My surging orgasm had faded, but my cock still pulsed hard with each move she made. This was my mother but I couldn't help it, my hip involuntarily twitched and I thrust deeper. In that moment, she just was another beautiful woman.
I shook my head, I thought of what my dad would say. It reminded me that he was in another room fucking Janet. A woman he had asked out to parties for years. Purple, yes, purple caressed my thigh with her long legs and embraced me.
I tried hard not to want it. But the warmth of her hands on my back and her soft legs pulling me forward, my muscles flexed, and I thrust forward to meet her, a second time, then a third and it all felt so normal.
We moved faster until our animal urges took over logic, etiquette, and all sense of morals were removed. I lifted one leg up and over my arm and fucked her again. But I was so close to coming I had to stop a second time.
"Onk cunn." She said.
"What?" I whispered.
She pushed my hips away until I slid out of her. That alone almost made me cum.
"Onk cun eck." She said it slow and tried to pronounce each word.
She pushed me away and rolled up on to her knees and presented her ass to me on all fours. With one hand, she reached between her legs and pulled my cock towards her. I took her by the hips and she guided me in.
"O Ugh." She said.
Now I understood what she was saying. "No names." I said.
I could see her look back over her shoulder, I could envision her smile. It was like permission for both of us to do something so taboo that only her and I would know.