Opening Up With My Stepson

First things first, let's just get the boring stuff out of the way. I'm in my early 40's and have been raising my stepson by myself since he was around 5. The woman I had married was a single mother, and after a few years had decided she couldn't do it anymore and skipped out. Thankfully her parents were on my side throughout the whole ordeal and helped out how they could with babysitting, picking up after school, etc. Also thankfully is that I have a really good job so there's no problems financially. Not so thankfully is that my trust in people was shattered after leaving us high and dry, and have been single ever since. My focus was on two things; my career and raising my son, who eventually realized his mother was a deadbeat and wrote her off as well. That being said, without any relationships, I love to masturbate. A lot. I'm in pretty good shape for my age and have that appetite, so there's plenty of days that cumming once just doesn't cut it. 

Fast forward to now. My son is going to turn 18 and is in the waning weeks of 11th grade. Since his birthday is late, he started a year behind some so he's a little older than most of the kids in his class, but not by a huge margin. He's a good student, but there's a lot I miss out on because of the long hours I work. That's the trade-off for the salary, I suppose. I generally always leave before he sets off for school, and he has the house to himself for at least a couple hours in the afternoon. 

One Friday, not too long ago, I decided to leave early which is pretty unusual on my end; I typically either work or take the full day off. Getting home around 1pm, I went upstairs and decided to lay down for a while, and didn't wake up until I heard him come through the door. I laid there for a few moments and heard him drop his bag and run up the stairs, his flip flops slapping with every quick step. At first I assumed he was just wanting to change clothes, but he was down there for a while. I rolled out of bed and quietly made my way down to his room, which is on the opposite end of the house, and the closer I got I started hearing voices which turned into moans, and the unmistakable sounds of porn. Needless to say...I was a little stunned when I peeked into his doorway and saw him on his back in bed, phone in his face, masturbating. Actually, I don't think I would call this masturbating. He was full-blown jacking off. Breathing hard as he stroked himself, balls flopping around, feet in the air and pulled back, anus almost pulled wide open. I had never even thought about him having a sexual side before. I know he's never had a girlfriend so I'm pretty positive he hasn't had sex, and I've seen some stains before on his sheets so I know he masturbates, but this still caught me off guard. His stroking picked up and started grunting, and before I knew it his feet pulled back, toes spread wide and ejaculated all over his chest, moaning out, 'Oh shit, oh fuck yes,' as he came.

I backed away from his door and tiptoed back to my bedroom, as hard as I've been in a while. I pulled out my clothes and started jerking off standing next to my bed, hearing him walk back down the steps as I was working on my own orgasm. In what only felt like moments, I bit my lip and started shooting a massive load all over the foot of my bed. Even as much as I play with myself, it was the best orgasm I had felt in a while, and after pulling my clothes back on, I didn't even try cleaning it up. When I made my way back downstairs...needless to say I was shocked to see him watching TV on the couch still nude, flopping his half-flaccid penis back and forth. Although I can say I wasn't as shocked as HIM seeing me there. He grabbed a pillow to cover himself and scooted back against the armrest, saying, "Why...why are you home...?" I just shrugged and said I decided to take a half day. I then asked him, "So, am I interrupting something?" He stumbled over his words and said, "No, I was just, I mean I wasn't doing...or going to..." I just smiled and shook my head, telling him that it's ok, and that one of my favorite things after school was running to my room, too. Hearing that he turned about 10 shades of red, realizing that I knew he was masturbating. I then asked him, "So, about masturbating...how often?" He sat there for a couple seconds and said, "Um...not often...", to which I said, "Oh please. Not often? I'm still twice a day even now. Come on, what is it? Two? Three times a day?" He looked down at his feet and kind of shrugged, saying, "Something like that...sometimes four." I smirked and nodded, telling him that's about right for a horny 17 year old, which made him even more embarrassed. I sat down on the couch and told him, "Hey, you can masturbate ten times a day if you want to. I would much rather you do that than to be running around, make a mistake and regret it, ok?" He nodded, saying he gets it. I then said to him, "How about this...running around nude, masturbating...it's now carte blanche. A free house. Sound good?" He looked over and said, "So, you want me walking around the house naked?" I kind of chuckled and said, "Well, I don't exactly WANT you to, but I don't want you to have a bad attitude about sexuality, and embarrassment is never good. So lose the pillow and relax." He kind of smiled and sat it next to him, fully exposing his bare body. I got up and went off to the kitchen, leaving him to the TV.

The rest of the night was pretty uneventful, and the next morning I woke up hearing the lawn mower, like most Saturday mornings. Also like most mornings, I woke up with a rock hard erection. Since I sleep naked I just moved the sheets to the side and grabbed myself, slowly stroking with my eyes closed. First running my other hand along my chest, it eventually slid down and started squeezing my balls. My breathing picked up as I rolled them around in my sack and stroked my precum coated shaft faster. Squirming around, the smooth sheets felt good against me and under the soles of my feet. I could feel myself getting closer and closer so I stroked faster and faster. My back then arched as I came; the sticky ropes of semen shooting about a foot in the air before splashing down on my belly and the rest rolling out into my pubes. All I could do was lay there for a couple minutes, catching my breath while covered in cum. When I finally got up I headed straight for the shower, rinsing my load down the drain and taking a long morning piss to clear out the pipes. When I was done I just threw on a pair of shorts and walked downstairs, seeing his shirt, shorts and Crocs by the back door, and him standing naked at the kitchen sink, back to me and rinsing off his face. I walked up and said, "So we're jumping right into the nudist life, huh?" He kind of jumped, not knowing I was behind him, saying he may as well since I have the green light for it. I then said, "Yeah, you are right about that. In fact, it sounds pretty good right now," as I dropped my shorts, leaving me as bare as him. He was a little shocked, but at the same time a little excited that we were naked together. I started making my coffee and by the time I sat down with the paper he was sporting a full erection. I motioned to it and said, "Looks like someone's in a good mood," to which he kind of blushed and said, "Yeah, I didn't get to...you know. Wanted to get the grass cut." I then said, "Well, I already did so it sounds like you need to catch up. Don't want the old man beating you at your own game." He smiled and said he was going to as he made his way to the stairs and up to the shower. About a half hour later he came back down, still bare, now flaccid and bouncing around as he walked. "Feel better now?" He smiled and nodded, saying yeah, it felt really good. With that, I made us breakfast and the day went on. 

Later that night we were laying around watching TV when one of the movie channels started playing one of those teen 'comedies' where everyone is running around half naked for most of the movie. Not my kind of thing, but he likes it so I went with it. About halfway through it I noticed him squirming around, and I also saw that he had a very noticeable erection. I then said to him, "Better take care of that. Nothing worse than spending the night frustrated." He said ok and started to get up, and I asked where he was going. He told me he was going to the bathroom to take care of it, and I said he doesn't need to do that. It's a big couch and he might as well be comfortable. He stopped and said, "You mean...right here? In front of you?" I said, "Sure, why be embarrassed? We both do it; no reason to hide it. No different than taking a leak, right?" He said he guesses so as he laid back down on the couch, his penis pointing to the ceiling. It wasn't long before he took it in his hand and slowly stroked it. His eyes were locked on the topless girls on the screen as he picked up his pace, licking his lips with his fist pumping his shaft. This went on for maybe five minutes before he said, "I need a tissue, quick." I got up and grabbed a couple, handing one to him; he laid it on his belly and seconds later erupted onto it. Grunting and breathing hard he stroked out shot after shot of young semen before the last dribbled out onto his hand. He laid there for a minute as his penis slowly deflated and flopped down over his leg, his toes still wiggling and crossing. Mine, meanwhile, was at full attention and ready to go. He got up and cleaned himself off, walking over and tossing the full tissue in the garbage. When he came back he noticed my erection and I said, "Well, looks like it's my turn," as I reclined back and got ready to jerk off. I started out slow, mostly just massaging it and playing with the head. Soon after I took hold and started gliding my hand up and down my shaft. Out of the corner of my eye I could tell he was no longer paying attention to the movie, but to me masturbating. I acted like I didn't know, but I have to admit it really got my heart going being watched. It had been a long time since someone watched me masturbate, and it was going to get me to the finish line pretty quick. Jerking like a teen boy, I could feel my head swelling and precum leaking from my wide open slit. By this point he was sitting up on the armrest of the couch, watching me closely as I was getting closer and closer, feeling my own orgasm approach. I grabbed the second tissue and got it in place, pointed the head and started cumming, feet pointed forward and shaking. When I finally stopped cumming I glanced over at him and said, "I hope yours felt that good, because that was all right." He then said, "Oh yeah, it was really good. It tingled all the way down to my toes." We finished the rest of the movie and headed off to bed, and it didn't take long before I heard him going at it again. There was no way I was going to sleep as charged up as I was so I masturbated for the third time that day. 

After that point it wasn't like we jerked off all around the house all day long, but nudity became pretty common and we didn't hide when we needed to relieve ourselves. I also have to say that my masturbation frequency went up since that point, many times going three times a day.