My mom and dad broke up and mom ended up marrying his boss. My new family now included my stepfather, Tony and my half-brother Joe. Joe got the downstairs bedroom and I had to make do with the nursery next to the master-bedroom. To-night, upon hearing the typical tell-tale noises next door, I proceeded to unscrew the back board of the big wardrobe to reveal the connecting door to the next room which was hidden behind it. I switched off the light in my room and opened that connecting door just enough to watch their fucking. Mom was on top, riding Tony. I grabbed my cock and started stroking it in time to the groaning from mom. It did't take much for Tony to blow his load. His cock had slid out of Mom twice during her pounding. It was less than half my size. Mom's gyrating big round butt and her sexy groanings finally helped me to shoot off my jizz. I did not stay to watch the rest, as Tony moved to eat her pussy and Mom used her vibrator and dildo to finish herself off.
Many boring days and nights went by. To-night was boring too. I drank two beers and fell asleep. I was awaken in the middle of the night by my full bladder and went downstairs to take a leak. I was surprised to hear voices in Tony's room at that hour. I walked outside and peaked in through his window. Mom had her legs rested on Joe's shoulders as he pounded her. Whitish foam was tricling out of her swollen pink pussy. They must have been at it for quite sometime now.
"Keep jamming that fucking big cock into my cunt. Yes...Yes... Fuck my brain out. After I cum you can finish off in my tight asshole. OK?" Joe violentlly smacked his loin against her pussy and butt noisily in short, sharp jabs. Mom clenched her teeth, hissed and groaned and finally raised her loin to tighten her butt and pussy for her blast off.
After giving Mom some kisses and a little rest Joe got off her and Mom turned over on her stomach. He then put two pillows under her to prop up her butt and loin. Joe squeezed some lube into her ass and some on his cock. I noticed that his "big" cock was still no match for mine. He pushed her butt-cheeks apart and forced his cock into her. Each time he pushed into her he made her fat, springy butt shake and she groaned a little. Since she had just had her orgasm the groaning must have been from pain rather than pleasure. I could see the grimace on her face. I wondered if she also enjoyed the pain.
"Fuck it. Fuck my fucking asshole. Make my stinking asshole sore!" Joe cummed quickly though, like four or five minutes into it.
I endured my frustration month after month. I was damned sure that Mom knew I was lusting after her. Besides the lust in my prying eyes I had also taken every oportunity to let her see my big cock and sometimes even blatantly stroking her butt and pressing my big, hard boner between her butt-cheeks as I stood behind her. I got absolutely no response from her, no chiding, no reprimanding, no teasing. Nothing!
This morning both Tony and Joe were out and I was alone with Mom in the house. She was in her room after her morning shower. I knocked and went in. Evem though I had rehearsed what I was going to say to her in my mind several times, I still felt nervous and even ashamed.
"Mom, I have thought long and hard about this. Please hear me out. I have watched Joe having fun with you for quite a while now. Can you also help me out?" She understood me in an instant. She stared straight into my eyes.
"Just so you know. I had Tony's approval to do Joe. They were not family until six months ago. I had no problem with fucking them. But you are my son. No. That would be unthinkable." She appeared nonchalant, calmiy combing her hair as she spoke. Seemed like my previous, repetitious, surreptitious sexual advances made towards her had prepared her for this "confrontation".
"I can't understand. Is it all that wrong for two close and loving people to have some pleasure together?"
"It is about how a Mom feels. You will never understand this, son. But if you like older women I can offer you an alternative. My friend Jackie was just dovorced and she could do with some morale-boosting sex right now. I can fix you up with her. If you feel up to it."
I accepted Mom's offer. I believed I could fuck Jackie so good that she would want to tell Mom about me. And Mom might just change her mind. Jackie was Mom's personal trainer at the sym. She welcomed me into her apartment clad only in her bathrobe.
"Wow! You are a good looking boy. I hope you would like me too." She had a sweet smile. As sson as we sat down on the couch she leant over and tongue-kissed me long and hard. With her mouth still glued to my lips she unbuttoned my shirt and started feeling me up. I reached inside her bathrobe and grabbed her butt. It was not big, but was well-toned. Not at all like Mom's. But still, my cock got hard and tent-up quickly. And I decided it was time to pull down my sweat-pants and show it to her.
"Wow! Vickie wasn't exagerating. It is long and thick." She grabbed it with both her small hands and squeezed it. The cockhead turned a shade more purple, and a bit of pre-cum oozed out of the pee-hole. She released my cock, stood up, and removed the robe. And she went on to do something else! She struck up a pose like what a body-builder contestant would do, showing me her rippling muscles, hard, tight torso and hard butt-cheeks.
"You like it? Or you feel a little off-putting by this masculine body? I know some men wouldn't like this for sex."
"It did feel like a little strange and intimidating but I am still sexually aroused by such an unusual body type. Much the way you feel about my monster cock. Right?"
"Yah! You read my mind. Just as you would for a change. get a different thrill fucking a strong female body-builder's brain's out; it is going to be sexually explosive for me to fuck that monster cock. Let's get down to it, pretty boy!!"
She took me to a reclinable weight-lifter's bench in another room and told me to straddle it, sit down and leave the rest to her. She sat on a stool at the end of the bench, bent over at the waist and took my cock into her mouth. She gave my cock a bath with her saliva and stopped. She then straddled me and positioned her pussy over my erect cock.
As she hovered over me I stroke her straining muscular thighs and caressed her waist and titts. She pressed down on the cock, stretching the antrance to her pussy. It was a good thing that she was already dripping wet because her pussy was really tight coming down just that inch or so. After she got the cock-head inside her, she stopped. She bent forward and tongue-kissed me hard. She then fucked the cock-head and another inch or so more for a while. Stroke after stroke she gradually went further down, taking more and more of my cock inside her.
She was moaning and breathing in through her clenched teeth and beads of sweat started to appear on her face. It took what seemed like ten minutes for her to get the whole thing inside her. She then decided to take her weight off her thighs for a while. She sat down on the bench between my thighs, still straddlilng me. She kissed me all over while taking her rest.
For the final stretch she fucked me full cock-length and at full throtle. She raised her pussy all the way up my cock, and then plunged it all the way down, drenching my balls with her pussy-juice. She repeated this for about ten minutes and got one hell of an orgasm. She laid her sweaty body on top of mine, breathing heavily. Then she tongue-kissed my mouth one more time.
After her rest we got up and moved to the couch again. She sat down and gave me a blow job with just half of my cock. She sucked hard on the head and tongue-played expertly with my balls. She even bit my cock shaft softly to give me a little pain and edginess. A few minutes later, without giving her any warning I pulled out and shot my load all over her face.
We sometimes fucked on the bench her way, and sometime missionary style in bed, with me on top. She loved a lot of intermitant kissing all through the long drawn-out fucking. Sometime it went on for more than an hour. More often than not we managed to get two orgasms for each of us in one typical session.
Jackie did not convert Mom into fucking her own son though. And it got more and more frustrating and intolerable for me, living in the same house, knowing that everyone else but me was fucking Mom. As soon as I graduated from high school I left town. I managed to just survive in the big city and ten years went by just like that. Old Tony had past away, Joe had also left town and Mom was living alone. I decided to go home for good.
Jackie had re-married and divorced again. I went to see her and we did fuck again. One evening, while having a drink with Mom in the kitchen, I made a phone call to Jackie to arrange for our next date.
"You know what people said about charity? That it ought to begin at home? I do hope that some of the charities would come my way." She was beaming. I immediately picked up on her cue.
"Your feelings for me have probably changed over the years. And rightly so! But I can assure you that my feelings for you have not. If given the chance I can prove it too!" I stared at her and she stared back. Somehow I just knew that her remark was not in jest, and it was not the wine talking either. I walked over to her. I held her hands in mine. I told her to stand up. I hugged her tightly and kissed her hard on her lips. And for the first time in my life my big hard cock was pressed right into her soft abdoment. The smile has gone from her sparkling eyes and was replaced by lust.
"Jackie had described to me the first fuck she had had with the monster cock. We should not hurry either. I hadn't had a cock inside me for quite a while now."
Since Mom was not taking the lead like Jackie did for her first time the best style would be the doggie-style over the kitchen table. I did all I could to prepare her, including eating her pussy to heighten her "itchiness" for penetration. Even when her pussy got really wet I still put some lube on my cock. After all she was now forty-eight and should not suffer any injury from this.
Adopting Jackie's way I extended Mom's capacity for my cock inch by inch, until I got all the way in, smacking my pelvic against hers. By now any discomfort she might have felt earlier on was replaced by a great itch for my cock. I stroke her long and deep, hitting her cervic gently each time.
"Oh my God. Fuck my brain out. Every nerve in me is on fire! I feel your cock second by second going all the way in, and second by second going all the way out. I could get multiple orgasms from this easily. Oh my fucking God. Oh my God."
Mom got her orgasm in five minutes. Not wanting to strain her any further I fucked Mom the rest of the time outside her pussy, jabbing her between her closed thighs, and then asked her to finish me off with her hands and tongue on my cock and balls.
I have to say this. How little did I know about Mom! The next morning I woke up to see my Mom sitting naked on my bed with my "morning wood" in her hands.
"I was ready for you for an hour already. And I don't need any foreplay. Please go right in. You did not quite quench my thirst last night. Give me a quick one before breadfast, please?" She already had some lubricant on my cock. She got ready by bending over and resting her hands on the bed.
"With cock this size you need not even pound me hard. Just stroke me deep and slow."
My cock went in all the way in one slow push. But it was still tight, tighter than Jackie's. Since what I was doing was a slow, relax, mechanical fuck, I could admire Mom in other ways. Her butt was still big and shapely. Her thighs were full and smooth with no stretch-mark or wrinkle. I squeezed some lube on her butt, spread it all over, making her butt "shiny"in the morning light. I noticed that my stroking was smooth but there was not much pussy-juice seeping out. She was that tight. She truely knew herself though, because she cummed in less than five minutes. When I pulled out a trickle of her juice followed. That day she asked to be fucked again in the afternoon and before bedtime. I came twice that day.
There were more surprises. Turned out Mom and Jackie had sex with each other already way back in college. I asked them if they could perform a lesbian session for me. They gladly agreed. They placed three mats in the sitting room and then oiled each other up. They started with a 69, licking pussies and sucking clits. Their moanings got my cock seriously twitching. Jackie then climbed atop Mom in the missionary position, and they started kissing. Jackie then slid her slippery oiled body up and down Mom's torso, simulating the fucking movement.
Then they returned to the 69 position. Only this time Jackie was on her hands and knees and Mom was lying on her back below her. Mom spread her thighs and Jackie finger-fucked her pussy and anus. Mom, on her part, brought her five outstretched fingers together into something that looked like a "duck's beak" and tried to give Jackie a version of fisting. It seemed she got her fingers up Jackie's pussy all the way to their third knockles. I watched her for a while and decided I should join them for a threesome.
Mom pulled out her fingers. I straddled her head and pushed my cock into Jackie. I banged Jackie hard while Mom went to work with my balls. Jackie got a good orgasm out of this and moved out of the way. I got into the missionary position with Mom. Mom asked for the shallow penetratiion this time, and so I fucked her with only half the length of my cock, but much faster. As usual she cummed in five minutes, but I continued. Moments after I shot into her Mom got her second. If I was not mistaken, I thought she actually stopped breathing there and rolled up her eyes.
"Wow! Maybe we should get this show on the road, guys." Jackie remarked as I lay down next to Mom. Then Jackie crawled up and sucked my cock into her mouth. She too wanted a second round.
"While back in the city, to make sure I could pay my rent I did sign up for a few filming sessions with a porn company. I had some pretty good ideas what they did with those films. Because later, I went on some dates with some pretty rich women. These dates were arranged for me by my company. Some of these clients actually became my regulars."