Mama’s Boy

My mom is a heavier woman. She’s got a really cute face, nice big tits, and the type of big ass that I’ve seen in many pornos, but the short of it is.. She’s kinda chubby and because of which, she has low self esteem. She’s always been a bigger girl, that’s probably how she got pregnant with me when she was still in high school, always putting out to get boys to like her. But none of them really did and she ended up with me. I don’t know my father, I have no idea if she ever knew who he was either, but it’s always just been the two of us.

She dated, mostly to find a father for me I think. I don’t remember most of them, but one of the last ones I recall, she came home from a date and I was still awake in my room. I heard her tell the babysitter goodnight and then there were some voices, hers and a man’s. The talking died down and then it was silent. I laid there wondering why she hadn’t come in to check on me, so I got out of bed and walked into the living room where I saw her kneeling in front of a man who was sitting on the couch. I only witnessed it for a second before I spoke up, but her face was looking down into his lap and her head was moving back and forth.

“mom?” I said, standing at the edge of the room holding a stuffed animal. It startled them both way more than it should have, and she jumped to her feet and the man squirmed around covering himself.

“sweetie what are you doing up!?” she said as she immediately led me back to my room. She got me tucked back in bed and told me to go to sleep, then went back out to her date. I don’t think I ever saw him again, and from that point on she hardly even dated anymore, until she finally stopped and it was just the two of us.

She’s a wonderful mother. We went on trips and did fun thing, I was her whole world, and she often let me know it. Especially if the topic of her being single or me having a father ever came up.. She’d say things like, “we don’t need anyone else do we??” and “you’re the only man in my life right??” of course I always agreed and it made me feel special. But honestly I didn’t ever feel deprived or miss having a father, she filled both roles perfectly. She got me involved in all sorts of activities like sports and scouting, and she was always in attendance. This led to some issues over the years. When I was younger I had to defend her when kids would say she’s fat, and as I got older I got into fights when boys made comments about her big tits. Until now we would still routinely fall asleep in the same bed and go out to the movies together, things like that.. This all changed.

I was tall and athletic and got onto the basketball team quickly, by my 2nd year I was the star, not only of the team, but of the state. This made me popular and my schedule filled up fast! In addition to school and basketball I was in student government, multiple clubs and in advanced classes, all with the purpose of getting a free ride to college.. We lived one town over from an ELITE basketball school and my dream was to go there.. But on top of this came parties and girls.

My mom was proud of me and supported all my endeavors whole heartedly but the reality of having a teenaged son came crashing down on her one Friday when I went to a party rather than stay home and watch a movie with her. I had already been “growing up too fast” as she liked to put it, and virtually every weekday was filled with school and extracurriculars, but the weekends had remained the time for her to spend with her “special guy”… until those too were taken away. Social functions began to dominate my weekends and almost instantly I was getting dates.

These were innocent of course.. I was painfully awkward and had no game, but regardless, I had a bright future so girls put in the effort. Which led to me getting my first blow job, it was quick, but like nothing I’d ever experienced, I was still a virgin, and had never even masturbated (to be honest, I’ve still never masturbated once in my life). Now I didn’t have a car, my mother and I weren’t wealthy, so this particular girl had to pick me up and drive on our dates. Afterwards she would bring me home and, not always, but usually give me a bj in the front seat of her car, parked in the driveway. My only complaint (not that I really had any basis for comparison) was that when I came, she sat up and just let me jizz all over myself. It mostly got all over my boxers, but some would always get on my pants and I’d have to try and wipe it off with some napkin or something. It was just messier than I’d have liked, and made the actual orgasm troublesome and less rewarding than it should’ve been. I also had the embarrassment and discomfort of going into the house and trying to conceal any mess from my mother as I shot up to my room to clean myself off and change. But getting my dick sucked semi regularly was like hitting the lottery and she became my girlfriend.

All this went on for a few weeks, and unbeknownst to me, it was negatively affecting my mom. She would ask if I had plans for the weekend, and when I told her I did, she would make comments about eating dinner by herself or something similar. I always took it as a joke, but her feelings of loneliness and abandonment were brewing into resentment. Initially she didn’t mind the idea of me dating, seeing a future with large family dinners and grandchildren, but the reality was setting in that in order to get to that point, I was going to be out of the house rather than bringing my girlfriend over for dinner like mom always suggested. Of course this was because we wanted privacy, and it left my mother alone and annoyed.