Growing up, my mom was always the most beautiful woman in a room, but she never knew it. She was not traditionally beautiful, but she was lean and fit with a narrow face, brown eyes and wavy dark chestnut hair. She had always been a fitness freak, working out five days a week even before I was born and more afterward to get her figure back.
She worked from home while I was growing up, so I spent more time with her than most kids do. It was a traditional childhood, but I was an only child. My parents had tried to have another baby, but it just never worked. My dad was a career Navy bomb disposal operator and had been deployed more times than I can count. There were both good and bad that came with his career. We got to live in some cool overseas places, but we did not see much of him when we were there. I was a momma's boy and am still proud of it.
Since I was twelve years old I started every day with the same greeting to my mom.
"Good morning to the hottest mom in the world." She always blushed and shrugged it off. "Stop" she would say, "what would people think if they heard you say that."
It started out as a joke because all the military guys always ogled my mom anytime we went shopping at the PX. She got looks and stares, from both women and men.
She always had everyone's attention when she was around, but she seemed oblivious to it. She dressed nice, but not slutty. But everyone could tell that she had a rocking body under her clothes. She even started working out at home on the treadmill or rowing machine my dad had bought her because of all the attention she was getting at the base gym.
I guess I should describe her. She was only about 5'2, although she always claimed to be 5'4. She was about 115 pounds soaking wet, but I'll get to that part in a bit. She had very perky B cup breasts that did not need a bra. I know because I had seen her getting out of the shower a couple times by "accident."
The fantasies about my mom started early in my life. Probably because I spent so much time with her alone. Most of our vacations, day trips or just lounging on the couch were just the two of us. We probably knew we were closer than other moms and sons, but we were very comfortable with it. Around eighteen years old I started having fantasies of my mom sneaking into my room at night naked and crawling in bed with me. The orgasms I had were by far some of the best of my life.
I was pretty much a shy kid and did not date through high school. I had a few close friends, but never met a girl that I really connected with. After I turned eighteen, I met a girl and we started going steady. Mom decided that it was time for the sex talk. My dad was never around to talk about it, I guess. She blushed the whole time and went through the mechanics of sex and to make sure that I did not use the "pull out" method of birth control.
My girlfriend Abby was the stereotypical cheerleader who wanted to date a jock, because that is what cheerleaders do. She was a petit blonde, with C cup breasts and long wavy hair. She was in good shape because she was always afraid that people would judge her body, not because she wanted to be healthy or enjoyed working out. Really, she was just worried that other people were going to judge her like she judged everyone else. She was not exactly my typical type, but she had aggressively asked me out several times and I finally gave in. She hinted at what she was willing to do when we were alone.
I was 6'1" and about 175 pounds of muscle. I wrestled varsity since my freshman year and had a reputation as a good guy, even if a little reserved, just like my mom. Abby was willing to fuck anytime I wanted, and I took advantage of that when I could. She went through the motions of giving me a blowjob and was not what I would call stellar in bed. But because she was so easy, I just could not give it up for the possibility of the grass being greener with another girl.
I found myself in bed with her often, flipping her on her stomach or doggie style and fucking her while I imagined it was my mom. I knew what I was thinking was wrong, but it never took me long to shoot streams of cum into Abby. She never knew what I was thinking, and I never told her.
One day Abby asked me for picture of my cock and without thinking I stroked it till it got hard, of course thinking about my mom's tight little ass, and sent them. What I did not know at the time was that Abby was bragging to the other cheerleaders about how big my cock was. I never knew it was anything but average, as I had watched tons of porn videos by that point.
Apparently, Abby and the other girls were having a competition about who's boyfriend had the biggest dick. I guess my thick 9 1/2 inches won the competition because I started getting a lot of attention from the other girls. Soon that pic apparently made its way around school and girls I had never talked to started approaching me and being extra nice. Soon the administration at the school got wind of the competition and somehow got ahold of some of the photos. That was the day that I learned that you should never take a dick pic with your face in the photo.
The administration called me into the office along with all the cheerleaders and every guy that they could identify. My mom showed up and I still had no idea why I was in trouble until my mom and I went into the principal's office. The principle, Ms. Sanders, was a fit lady in her mid-forties who looked like she could suck start a monster truck, at least that was what all the guys said to each other. Many of us had at least one fantasy about her while we were daydreaming during class.
While in the office, Ms. Sanders pulled out a tablet and pointed the screen towards my mom, who stared at it for about ten seconds. I could not see what was on it and all I saw was my mom turn beet red. She did not even look at me, got up from her chair and began yelling at Ms. Sanders. "How dare you have a picture like that on your tablet. You will delete that right now or I will turn you in for possessing child porn." I still had not seen the screen yet and did not know what the fuss was about.
Ms. Sanders turned red and looked ashamed, something I had never seen her look before. My mom said, "I don't care where you got that or who sent it to who, but you will erase that right now or I will throw that tablet out the window. You should be ashamed of yourself."
I had never seen my mom get angry before, but she was good and worked up. As Ms. Sanders turned the tablet around, I got a quick glimpse and saw my own cock in almost full size on the screen. I was mortified. I had no idea what was going to happen next. My mom grabbed my hand and said we were leaving school. Ms. Sanders attempted a sputtered apology, but my mom was already halfway out the door with me in tow.
The car ride home was in silence, and I was dying inside because I was embarrassed and had no idea how much trouble I was in. I knew if she told my dad, my punishment would never end. That was the longest car ride of my life. When we got home, mom went inside, and I slowly followed her knowing that I was about to get the full brunt of the anger that I had just witnessed for the first time. I went to the breakfast table in the kitchen and put my bookbag in the chair next to me, not knowing what I should say or do. My mom had gone straight to her room and closed the door.
About an hour later I was still sitting at the table afraid to move. I noticed that she had changed clothes and put on a pair of spandex workout pants and a sports bra. She sat at the table across from me and as scared of punishment as I was, all I could see out of the corner of my eye, were her erect nipples. I had seen them occasionally pop out before, but this time they just did not go away.
I figured the best way out of this was to just start apologizing and try to get in front of it. I had barely gotten my apology out of my mouth when she got up and said "Sweetheart, this is NOT your fault. Yes, you sent a picture of your penis to that tramp you have been seeing, but this is not your fault. I am so sorry this is happening to you and how dare that bitch of a principle have a picture of your penis on her tablet. Young men, especially young men with a large penis are going to show it off from time to time. It was not her place to have a picture of it."
This whole exchange was so different than how I thought it was going to go that I sat there with my mouth open, trying not to stare at my mom's hard nipples. She kept going, saying "That bitch probably gets herself off at night looking at a strong, handsome, muscular man with a really large penis. What right does she have to look at you that way?" She came over to where I was sitting and pulled me up from my chair and gave me a strong hug. "I am so sorry honey."
I was in shock, but I could still only think of my mom's beautiful tits pressing into my stomach. I could feel both nipples hard as diamonds. My cock started growing immediately. I was fully hard in just a few seconds. I had to almost push her away because that "really large penis" she was talking about had to be pressing into her stomach. I knew there was no way she could not have felt it. It was almost like she kept hugging me just to feel it a little longer.
I don't think at that point in my life that I had ever been that hard. She finally said "Listen, boys will be boys, but that school will not try to slut shame my little man." Then she giggled in a kind of husky, sexy way and said, "Well, my not so little man." I blushed and found a way to disengage her hug without rubbing my extra hard cock on her belly any more than I had to. I could swear that I thought that she was almost vibrating when my hard cock was touching her.
I went straight to my room and within about ten seconds I had my cock out and stroking it. I did not last a full thirty seconds before I shot the biggest load of my life halfway across my room. At least twelve long ropes of cum shot out of my big cock. All I could think about were my mom's hard nipples on my stomach and my hard cock touching her just inches above where I wanted to sink it to the hilt.
I was hard again within minutes and again stroked myself until I shot almost as many ropes of cum. At least this time I used an old towel instead of across the tile floor of my bedroom. Before I cleaned it up, I thought about asking my mom to come into my room. My mind figured that if she saw all that cum, there was no way she could not want some in her and she would pull her clothes off and let me fuck her. But as always happens after a good nut, common sense returns and I figured I was just imagining things about how my mom felt about my cock.
Dinner that night was a little more strained than before, both of us were a little awkward around each other and not quite in the same rhythm we were normally in. I felt like we had crossed a boundary into the unknown and my cock would just not behave around her. But we both kept our cool, no matter what I was thinking about her. That night while lying in bed I thought, how did I get to the point of only being able to nut in a girl by thinking about my mom. She was my mom; this was supposed to be wrong. But I just could not rationalize not being with her. Those were some of the longest nights of my life.
This went on for about a week after the incident. I had gone back to school and Ms. Sanders had come up and apologized for the incident. She was super nice and flirty with me, trying to smooth it over is what I thought. The cheerleaders were almost disbanded for the incident and most of them got suspended for the dick competition. I never got in any trouble and no one from the school ever said another word about it to me.
I broke up with Abby, who was more upset that someone had the audacity to break up with her, than the fact that we were no longer together. I was getting the idea that the grass was actually greener with other girls. The dick pick was out to everyone in the school. Every girl from freshman to senior seemed to want a piece of me. I gave in a few times. I realized that most of the girls did not care anything about me, they just wanted to feel my hard dick deep inside of them. I had a little fun for a while. Then it all came crashing down.
