Chapter 2: Watching Jim Masturbate

When I finally got to peek into the family room, much to my surprise it was NOT Steve laying on the couch. There WAS a boy there though, naked and stroking his own stiff cock as he watched three girls being fucked by one guy on the TV. Oh my god, it was his brother Jim! Jim was barely fourteen and not nearly as well developed as his older brother but it was immediately obvious that he still had a nice cock - especially for his age. I couldn’t help myself (I AM a girl after all) from staring at his crotch and noting that his pubic hair was just developing. It was a lot thinner and shorter than his older brother’s but Jim shared the same DNA as Steve so I knew his crotch would be filling in soon with thick luscious pubic hair.

There WAS one thing I noticed about Jim that made him distinctly different from Steve. Jim was using his right hand to jerk off whereas Steve preferred his left hand. My dad also used his left hand and both he and Steve were right-handed so I wondered if that meant that Jim was left-handed? Well, you can always learn something new every day and being only fourteen I knew there must be a LOT about sex I didn’t know yet. The cool thing is that it was so much fun learning! I filed this little tidbit of information away to see if in the future it held true. Maybe I should run a survey someday to find out which hand men preferred to jerk off with!

I wasn’t quite sure what to do at that point. My plan had been elegantly simple - just strip and walk in naked to surprise Steve followed by an afternoon of nothing but sex and more sex. At sixteen Steve was usually good for at least three or four loads before he even need any serious “encouragement”.

Now the whole situation had changed. My first instinct was to just leave and never tell anyone what I’d done or seen. After all, even though I’d masturbated many times since I had teased Jim, it was all just a fantasy as I had no intention to really DO anything with Jim. He was almost two years younger than me and frankly I had a hard enough time dealing with boys my age and older let alone one younger and less mature. Besides, I still somewhat resented him for those times when he would peek in on me and Sharon. I mean if two friends can’t masturbate together without having to worry about her perverted brother spying on us, what’s this world coming to?

Overall I prefer boys like Steve who are a couple of years older than me. They are usually SO much more mature than the stupid jerks in my class. Unsure of whether I should leave or stay, I ended up with a compromise. Instead of leaving right away I decided to just watch and enjoy the show! Other than Steve, my dad was the only man I’d ever seen masturbating which meant I’d only watched one guy that turned me on when he was doing it. Maybe this was a chance to double that number!

There has always been something about watching Steve masturbate that just turns me on and the fact that I know he is jerking off with ME on his mind just makes it ten times better for me. I absolutely LOVE watching Steve masturbate and even though I preferred it to be when he was lusting over me, it was still a turn-on to watch at any time. Masturbation in my family has always been encouraged and treated as nothing to be ashamed about. I’ve seen my dad do it probably hundreds of times over the years and he watches me. For me, it’s fascinating to watch my dad’s cock grow when his hand fondles it and dirty thoughts fill his mind.

I sometimes wonder what it feels like to have a part of your body swell up that way but I’ve never had the nerve to ask him although I’m sure he wouldn’t have cared. I often wonder what he is thinking when he does it. There was ONE time when I did ask him but to my surprise and shock he refused to answer me and even acted a bit upset with me for asking so I never brought up the subject again. Unlike my dad, Steve didn’t mind telling me and I loved listening to him tell me all the dirty things he fantasized about me while he jerked off.

On a more clinical level, another reason I liked to watch Steve masturbate was to observe HOW he did touched himself. Like me touching my clit, I figure nobody knows better than he does what makes his cock feel good so when it’s my turn to blow him or even just give him a hand job I try to mimic his own actions. It must work because he has told me many times how much better a cocksucker I am compared to other girls who have blown him. I know Steve has been with a LOT of girls before me, some of them had quite the slutty reputations as well and so for him to tell me I was better than them with the limited experience I have, well that just makes me feel so proud and good inside! I told my mom about what Steve told me and she seemed quite proud of me as well. She had shown me a few techniques of her own using one of her dildos and those were what I used to surprise Steve sometimes!

Jim was now officially the third guy I’d watched masturbating. I found it interesting, to say the least, that all three use totally different techniques. My dad likes to use lotions or oils to lube up his cock and then he strokes it up and down the entire length with his hand wrapped around his stiff shaft. Steve didn’t use anything to make him slippery but then he doesn’t move up and down the shaft so much as he seemed to rub the skin up and down as far as it will move. While Steve and my Dad were similar in their techniques, Jim had a completely different style. Although I’d arrived too late to see how he got himself hard in the first place, now he was rubbing his cock against his stomach using his wrist to do the rubbing, making his cock move back and forth across his stomach. His fingers never touched his cock as the majority of the time as he looked like he was buffing the wax on his car except it was his cock getting the buffing.

Well, I guess it’s whatever works for you. After all, it’s the same with girls. I masturbate now and then with my friends and one of the first things I noticed is that we all have our own private moves to get us off. My preference is a single finger slowly circling my clit while my friends tend to use more fingers or even the palm of their hand, all using different speeds and pressure. I also love to insert one or more of my fingers inside my pussy and pretend they are a cock that is penetrating me. I was surprised to find how many girls NEVER put their fingers in themselves so I guess it’s a personal thing, just as it is for guys.