What happaned in Chicago_(1) by Yossarian123

I like to think it was caused by my grandfather’s unexpected passing; but in actual fact, the root cause of it all can be traced way before his death, when I started puberty to be exact. I, like many young boys, was in love with my mother. Under the influence of my raging hormones, I jerked off countless times while thinking of plunging my penis into her vagina. I would steal her undergarments at every chance, naughty little devil that I was, and rub them on my dick until I came.

The strange thing is, she knew about this naughty business, because she removed many of her cum stained garments from hiding places in my room. She never said or mentioned anything about it though, never gave a hint that she was disturbed or mad, or much less even cared. So I carried on with my adventures.

More than once I tried to get a glimpse at the intimate areas of her skin. Looking back, I guess she was just your average mom. At the time of the ‘incident’ she was 43, tall at 5’7, about 135 pounds, 38C breasts, with brown eyes and black hair which she liked to keep at a length above her shoulders. Her tits, like most mothers her age, had begun to lose the fight against gravity, but they were still firm for the touch as I later found out. She carried an extra portion of her weight around her ass and thighs, and that gave her a curvy figure. Not particularly a pretty face, I admit, but not bad-looking either. All in all, I thought she was sexy and attractive.

As for me, I just turned sixteen at the time, but my frame still looked that of a thirteen year old due to the unfortunate delay in my growth spurt. Merely 5’2 in height, consisting of 100 pounds of video game muscle. I was also immature and naive in a lot of ways (still am) so I guess my child-like look was justified. Although fresh and innocent in appearance, little did anybody know I was very perverted underneath.

Anyway, to the story. Grandpa Paul, dad’s father, had all of a sudden died of a heart attack. Dad flew out to Denver the day he got the news, with no clothes packed. Mom and I would follow in two days. We had always been close with grandpa, even though we only see him once or twice a year. He was a very likable old fellow.

We left for Denver two days later as planned. When we landed in Chicago to load off passengers and allow new ones in, we got stuck there by bad weather. The snow had caused a delay in our landing and now it would delay our takeoff.

A friendly ticket agent told my mother that it seemed unlikely for any plane to take off that day. He offered to book a room for us in case our flight was canceled. She hemmed and hawed but soon agreed.

The flight was indeed canceled.

We arrived at the hotel with many other passengers and were shown to our room. Mom said, “Well, Danny, it’s a good thing we got a room. I’m sure there are a lot of people stuck at the airport tonight.”

“Ahhh I know. I got a crick in my neck from just sitting on that seat. I’d hate to sleep there.”

“Well, sweetie, take a nice hot shower and go to bed. You’ll be fine.”

Rolling my neck in discomfort, we entered the room. My mother stopped in her tracks.

“Ah excuse me, are you sure this is the right room?” she asked the bellhop.

“Yes ma’am.”

“There’s only a double bed.”

“I’m sorry ma’am, that is the room they assigned. I can call down and see if we can make a switch.”

“Would you please?”

The bellhop called and talked to the manager and got nothing. They were full and we were lucky to have a room. He left with an apology and a promise to talk to his boss. Meanwhile we settled in. We only had our carry-ons so we had no change of clothes or toiletries.

“I’m going down and get us some toothbrushes and things okay?”

“Alright mom.”

“Why don’t you take a shower?”

“Okay.”

In the shower I let all the tension in my body wash away but found it flowing right into my cock. Thoughts of sleeping with my mom in the small bed made me hard. I begun to stroke myself when there was a knock at the door.

“Yeah,” I called out.

“It’s me, sweetie. Here, I got you a toothbrush. I’m putting it on the sink with some of my stuff.”

Through the semi-transparent curtain, I watched her silhouette walk back and forth across the bathroom. I wondered if she could see me naked. Once I was done, and mom already in the shower, I sat on bed and watched some news about the weather. While my eyes were on the screen, my ears were listening to the sound of running water, and my mind picturing forbidden images.

When mom got out I noticed her crestfallen look and teary eyes. “Mom, what’s wrong?”

“Oh, I was just thinking about your grandpa Paul,” she said in a depressed voice. “He was a good man.”

“He sure was mom,” I said, remembering the kind, gentle old face. “He sure was.”

“It’s just that these kind of things get to me, you know–death I mean. Makes me remember my own father. Pity you never met him, Danny. I’m sure you would have loved him.” She reached down and stroked my cheek tenderly.

A sense of guilt crept into me. Here was my mother feeling sentimental about the loved ones she’d lost; meanwhile all I could think about was her body. I stood up and gave her a hug, as my own way of expressing repentance.

“I love you mom.”

“Oh Danny, I love you too.”

“Don’t worry, mom. We’ll be there tomorrow with dad.”

We ordered some food and talked, about school, about dad and grandpa Paul, about myself, about herself. Our conversations cheered her up a bit, and it felt nice to reconnect with my mother like this. Finally bedtime came.

“Mom you can take the bed and I’ll sleep on the floor.”

“Are you sure?”

“Yeah I’ll be fine,” I tried to act like I liked the floor.

“Nonsense. Just a while ago you were complaining about your neck. Don’t act all manly on me now.”

“Aww, mom. I’m not a kid anymore. Let me make a little sacrifice for you.”

She seemed touched by my gallant statement. “Oh darling, that’s so cute and sweet, and I appreciate it, I really do,” she said, giving me an affectionate hug. “But I’m the mother here. I should be the one taking care of you. Come on, I think there’s enough room for both of us. Keep your old mom company.”

“You’re not old!” I blurted out.

“I’m forty-three, Danny.”

“Still, you’re one of the best looking woman I know.”

She blushed and for a moment looked somewhat nervous. She was probably remembering all the bras and panties she had found in my room covered in cum. Remembering it also made me blush.

Finally she said, “Why, thank you sweetheart…” Then a little awkwardly, “Well, let’s tuck in?”

I took off my robe and climbed into bed with my boxers and a t-shirt on. Mom, I noticed, had purchased a Chicago White Sox T-shirt that was many times bigger than her own size. It fell on her mid thighs and gave me an ample view to those shapely legs. As she got in I couldn’t fail to notice how her breasts swung freely under the baggy shirt, indicating she had no bra on. Blood once again rushed to my dick.

“Good night,” she said and leaned over to give me a kiss on the forehead. As she did I almost wanted to ravage her neck. It was fairly exposed because of her short hair, smooth and very seductive, like the rest of her body.

“Good night mom.”

I lay there not sleeping for a long time, trying to push away thoughts of my mom. The closeness of her smell didn’t help. It only made my head swim. Thankfully sleep was still able to find me.

During the night I was awakened by something.

Years of sleeping with my dad had obviously conditioned my mother. I awoke to find that we were spooning. My arms encircled her just below her breasts and her ass was tightly pressed against my crotch. She snuggled closer and the friction on my crotch awakened the monster in my pants. It was now pressed firmly against my mother’s panty covered vagina. I couldn’t help myself. As if the most natural thing to do, I pushed and ground my hard dick against her. It didn’t take long for my movements to arouse my sleeping mother.

In her sleep, her breathing became heavy and she began to rotate her hips in time with my thrusts. I was soon breathing heavily too. Her panties was there between us, but I could feel her wetness seeping through and begin to coat the head of my cock.

Slowly, I snaked my hand toward one of her breast and cupped it. Her nipples stood out hard and erect in her shirt. It felt glorious. I played with one, and then the other, as I continued on with my movement.

“Mmmm Mmmmm,” my sleeping mom moaned out in time with my thrusts.

I could feel cum boiling in my balls and knew that I should stop. But I couldn’t, God help me, I just couldn’t. I had the overwhelming urge to come. It felt as if my life depended on it.

My orgasm seized me in a powerful grip. I thrust my hips hard against my mother and could feel my cock slip just barely into her hole through the thin layer of fabric. I tried to stifle a groan as the first of many shots of cum erupted from my cock, soaking her panties and leaking some into her pussy.

My thrust woke her in the midst of her own orgasm.

“Ugh Ugh Uhhhhhh,” she moaned, shoving hard against my spurting cock.

*
After the initial release of our mutual orgasm was over, the reality of the situation hit. “Oh god Danny what did you do? Oh god, Oh god!” she panicked.

“But Mom I couldn’t help it. You were snuggled up against me and it just happened.”

“Oh god, Oh god!”

“I’m sorry mom,” I said weakly, but a part of me wasn’t sorry at all.

“Listen Danny. No one can ever know about this. No one. If anyone found out– Oh I couldn’t even imagine!”

“Mom, I’m sorry. I won’t tell anyone. I was just… so horny for you.”

“Shh quiet. I’m going to go clean myself,” she said, rising and going into the bathroom.

I didn’t hear her close the bathroom door so I rose and went after her, just in time to see her stepping out of her panties and about to take her shirt off.

“Are you alright mom? I’m really sorry.” I said at the door.

She jumped at the sound of my voice. “Danny get out!”

“I just wanted to know if you’re okay.”

“God Danny, I’m fine.” She said, incredulous, a trace of anger in her tone now. “Would you please put that thing away.” By that she meant the cock that was still hanging out of my boxers. I quickly adjusted myself and went out.

I paced around the room filled with my own thoughts. After a while mom came out at last. She appeared to have composed herself. I could barely look her in the eye when I tried to say something, but she simply ushered me back to bed. Despite myself, I had the impression she wasn’t wearing her panties–well, they were dirty of cum after all. When we were once again settled she spoke. “Danny, you can never tell anyone about this, do you understand?”

“Yeah mom, I promise.”

“What happens here has to stay here.”

“I understand.”

“No Danny, what happens here stays here,” she said again, turning to look me straight in the face.

At first I was confused, and then she rested her hand on my chest and started to gently rub.

“Mom…?”

“Would you like to continue?”

It hit me almost too incredibly.

“You mean to say…?”

“Yes.”

“Really?”

“Yes.”

Hearing her say that one word, with the unwavering look she was giving me, made my heart pound.

“I-I thought you were mad?”

“I was,” she said simply.

“Can we really…?”

“The damage has already been done. I see no reason why we shouldn’t make the best of it.”

While there was silence mom kept rubbing, her hand tracing circles on my belly and seemed to stealthily stray downwards. I was old enough to know it was not a maternal rub. My whole body went stiff. It was too good to be true. From somewhere within me sprung the words:

“I want you.”

“I know.” She transfered the hand on my cheek. “But Danny, understand, this is just a one time thing. Okay? Once we get back home, everything assumes their rightful order. I’ll still be your mother and you’ll still be my son, and we’ll never mention any of this, pretend it never happened. Okay, sweetheart?”

“Okay.”

“Try to relax a little. Everything will be fine, don’t worry.”

I’m not all that sure what prompted her decision, my guess is that the heat of our recent contact still remained in her body (it certainly remained in mine), and that it had awakened her needs. Maybe she hadn’t been getting any from dad and was missing the action, and it just so happened that I was there, at the right time and place, at the right circumstances. But something told me then she was still indecisive. Whichever was the case, I asked no further questions. I’d be a fool to pass this opportunity. With uncertain hands, I slid my boxers down and tossed my t-shirt somewhere. I was kind of waiting for her to say something, but she didn’t, so nervously I moved between her legs, which, to my pleasant surprise, she willingly spread for me.

“Get this off,” mom said struggling with her huge shirt.

Once we removed it, we paused and regarded each other for a moment, weighing the gravity of the situation. My heart was in my throat now, as I took in the surreal image before me. I was a little reluctant and intimidated by sight of her naked body. This was my own mother, I reminded myself. She was no goddess but those motherly curves were more than enough to set my temperature boiling. As I was scanning over every inch of it, I came upon her eyes staring into mine.

“Come here, closer,” she said.

I mounted her and almost melted when we came in contact skin for skin. She reached down between us to take hold of my erection, the hardness of which was almost steel-like. A gasp escaped me the moment her hand touched my dick. She lightly stroked it for a brief second before guiding it to her entrance.

“Now forward, Danny. Push forward.”

I did as instructed. In one smooth thrust my cock eased its way inside her. We both let out a sigh of pleasure when our pubic bones met.

“Remember,” mom breathed out. “Not a word to anyone.”

I nodded. “What happens here stays here.”

“Good boy.”

I savored the foreign sensation first, feeling the warmth and wetness that enveloped me, and the contractions clamping around me. Then I started to stroke in and out.

“That’s it baby,” mom whispered, her hands starting to roam and caress my body.

Eventually a nice slow rhythm was established. While I was fucking her she had her eyes closed and kept encouraging me in a low, sexy voice. “Yes, that’s it… Fuck me… Oh God…”

The heat of her bigger body felt wonderful against my own. We were so close I could taste her breath. I asked, like the naive school boy that I was, “Can I kiss you?” Mom must have thought it a silly thing to ask given the position we already shared, because she let out a quick laugh then without a word pulled my head toward hers. Our first kiss was magical, it brought my arousal into new heights. When her tongue darted and met mine it sparked a fire in me that would be hard to put out. I paused my strokes to give full attention on the kiss, because the intensity was growing by the second. As it went on and on, my confidence grew. Instead of kissing, it appeared more like we were devouring, mouths mashing together in tight embraces, tongues forcefully invading each other’s space.

I began to pump with purpose. I watched mom’s tits shake in time with my thrusts. They were exposed there, in all their glory, exclusively for me to touch, lick, and suck, which I did like a maniac. Our moans and sighs soon filled the room, accompanied by the sloppy sounds of my dick slurping in and out of her pussy. I had the most blissful orgasm, the aftermath made me shake all over like a vibrator, and this time no panty was there to stop all the semen from entering into my mother’s depths.

We fucked; we didn’t make love or spend the night discovering each other–we fucked like there was no tomorrow. My initial reserve was completely cast away and replaced by pure animalistic desire. At one point, drunk with passion, I became bold enough to straddle her chest and plunge my dick into her mouth. Mom’s mouth simply welcomed the intrusion, and this acceptance made me even bolder. Inspired by porn videos, I grabbed her hands and held them together above her head. She got the idea and fixed herself against the headboard, all the while never allowing my dick to stray away from her lips. I then began to buckle my hips, and God she let me. I was in awe watching this person who’s had authority over me for all the years of my existence, someone who had reprimanded, grounded, and at occasions spanked me for misbehavior, now lay there submissively sucking my cock like an obedient slave.

“Yeah mom,” I growled, lost in the moment. “Suck that cock.”

She was deeply preoccupied by her work, but upon hearing my voice she looked up at me with wild, startled eyes as if realizing for the first time whose cock it was she was sucking. But that only added fuel to the fire. She tightened her lips and sucked harder, and I bucked faster in response. No courtesy or whatsoever restrained me from roughly erupting into my mother’s mouth.

Very little was said between us all throughout the night. Rather than talk, any amount of energy were spent instead for another round of lovemaking, or should I say, wild fucking–that’s a better term for what transpired. In frantic, whispered short instructions, mom taught me everything she could teach. Except for anal we pretty much did everything (although I’m sure she would have let me have her other hole if I went for it). Mom allowed me to do anything I pleased, like grasping her hair and spanking her ass while in doggy position (one of my many porno inspirations that I tried with her), or strangling her neck in a harmless but firm way while taking her from other different positions.

That night I saw another side of her I never could have imagined, and I’m sure she saw the same unexpected side in me. Who would have thought that her sweet little boy could be so demanding, uncaring, and rough? For sure I never thought mom, who was usually strict with me and unopposed around the house because of her strong personality (even dad would sometimes cower at her feet), could be so submissive and responsive to my wishes.

By dawn we were drenched in sweat and beyond exhaustion, filthy and had the pungent smell of sex, but we were still going at it. I didn’t even know what I was doing anymore, my body seemed to be running on auto-pilot. We ended up kissing, licking, sucking, and fucking all night, we just couldn’t get enough of each other.

Late in the morning, after waking up and fucking some more, we learned that flights have resumed. But since there were so many people that had been stranded, seats were kind of tight. Mom and I had to stay in Chicago for another night, which was now a very welcome situation. We didn’t bother to upgrade our room. I wonder if anyone knew that the cum stains in the middle of the bed came from a son fucking his mother?