My Life - S01 E01

Story 1 month ago

My Life - S01 E01

Read Story: SEASON 1 EPISODE 1

I was doing it multiple times a day, and had come up with a good routine. The morning was a must, because like all guys my age, I was plagued with ridiculous morning wood! I would try to do it in the shower in the morning when I was getting ready for school, the shower was great, but of course my parents would knock on the door and tell me to hurry up. Plus I had to share a bathroom with my younger sister, so I usually had to settle for a quick one in my room before I got dressed. I would then jerk off when I got home from school, my little sister got home about an hour later, so it was just mom downstairs doing housework and preparing dinner.

When I'd go up to my room to start on homework I'd actually have a quick jerk first. The common theme was that usually had to be quick and discreet. It was totally possible that my mom could walk in to ask me something while I was doing homework, or my sister could burst in to play or just bug me, or my dad might come up to say hi when he got home from work. So in my bed at night when everyone else was asleep was the only time and place I had privacy.

When I first started masturbating I used to lay, buck naked on the bed, with lotion and and towel. I'd take my time and enjoy working myself up to a really good orgasm. The towel was totally

necessary for me. I'd heard jokes, and guys saying that they kept a box if tissue in their rooms, I asked why and they said It was to catch their cum shot to avoid a mess. I couldn't fathom a tissue catching my load, I'd blow a hole right through it! I happened to cum a lot when I jerked off, and not just a lot, I also shot for distance! The first time I did it, I was laying in bed stroking my cock vigorously, and when I came I blew a load all over my own face and pillows! After that, if I was masturbating while laying down or sitting at my desk, I always put a towel over my cock when I was almost ready to cum. Or if was standing, I'd lay the towel out in front of me and aim for it.

During this time my parents were going through a rough patch, and they often got into huge fights at night when they thought we couldn't hear them. One night my mom came into my room, just moments after I had finished putting my dick away. She opened the door and asked if I was asleep, I said no and she carne in. She apologized for the fighting, and asked if had heard, I said I had, since my room was next to theirs. She said she had just checked on my sister, Lacy, who was asleep, which made sense cuz her room was clear across the house. My mom said she just wanted to catch up with her baby boy, but she was visibly upset, and I think she just wanted to vent about things going on with her and dad. She ended up falling asleep in my room.

This started to become a nightly routine, at least when they were having a fight. She would come into my room to chat, but really it was because she didn't want to stay in the same room as him, and she didn't want to wake up my sister, so she was crashing on my bed

Nothing about this was sexual, She was a good looking woman, but not so good looking that I got aroused by looking at my own mother. She was usually wearing pajama pants and a tee shirt or tank top, although sometimes she wore a nightgown, once again, nothing sexy. I did notice one night when she was asleep with her back to me, that her nightgown had come up and she was wearing a thong. This was surprising, even though I'd seen the tops of girls thongs at school, I had no idea that someone like my mother, who granted was only in her 30s, would be wearing something like that!

As her sleep overs continued for several weeks, I noticed that she became closer to me, at night she would cuddle a little, And ask me to put my arm around her, in the "spooning position". This became a problem one night when hadn't been able to jerk off. She had me spooning her, while she was checking her phone and I was trying to fall asleep. Unexpectedly, the little movements of her ass against my crotch gave me an erection! I began moving back away from her, a little bit at a time so she wouldn't notice.

"Why are you moving away? You know I like when you cuddle with me like that, it feels all cozy." With that she backed up and her ass slammed right into my hard on, "ohl I'm sorry sweetiel didn't knowl

"Well what was I supposed to say?!" snapped, clearly embarrassed.

She started to laugh a little bit "It's ok, don't be embarrassed, it's not your fault and it's completely natural."

"I know it's not my fault, it's YOUR fault." I couldn't help but smile and start to laugh. We both had a good laugh about it actually, which relieved my embarrassment and distracted me enough to make my boner go away. We ended up falling asleep as usual.

This awkward encounter actually brought us closer, I felt like she and I could joke around more, and have more open "adult" conversations, nothing crazy, but when she'd ask how my day was, I'd actually tell her rather than just saying "fine", Going to the mall and many other errands were still reserved for just her and Lacy, but she started having me go with her to the grocery store, and those big box warehouse type stores. Her reason was that she could use a man to help lift and carry things, this was a little annoying because I knew wasn't very strong, I was just tall and lanky. But I also knew she just wanted the company.

The down side to all this bonding was that now when I jerked off at night I had to make it quick and sweet, I kept my boxers on and just pulled my dick out through the opening, and jerked it to orgasm as quickly as possible. Even that was risky, if my parents were being snappy with eachother earlier in the evening I could Just assume there was going to be a fight, so I had to miss my orgasm for the evening since KNEW my mom would be coming in eventually.

One of the issues my parents fought about was that my dad worked a lot which, in his defense, was so that he could support his family and not make my mom work too. They liked the idea of her being home when we got home from school. But alas that meant he had some late nights and often had to travel. This was one of those nights.

It was a Friday and my dad wasn't going to be home till Monday. My sister was staying the weekend at a friend's, and my mom tried to convince me to stay at one of my friends houses, but I had other plans. I lied and said that no one was available to have me over,