Date: Thu, 18 Jan 2018 00:17:28 +0000 (UTC) From: Michael C Subject: Shy baby sitter becomes jerk off teacher I learned how to jerk off on my own but had a "teaching" experience when I when I was 15. I knew some guys learned from others but I did not think I would be a teacher... It kinda started when I was hanging out with a kid named Eddie who was in my grade and at my bus stop. We were both 15 and went to the same church. At one point we were hanging out in his room when no one else was home. I remember him asking me if I "had hair...", I knew exactly what he meant but was too chicken to go further. He was clearly horny but I was scared and a total wimp. Later I regretted not playing around with him and resolved to not chicken out the next time an opportunity came up... Little did I know there would later be both an opportunity and an unexpected connection back to Eddie. At 15 I did not have a job or sources of income so when I got a call from a family from church asking if I would want to baby-sit I was very interested. I figured all I had to do was watch TV and get paid. This family had two boys. Apparently the boys wanted to have a guy for their babysitter for reasons I would later realize. It worked out well so I baby sat for them every couple of weeks. What I did not know was they had also used Eddie for a baby sitter and he kinda set the stage for what would happen the next time I baby sat for this family. So the next time I got a call to babysit, the dad picked me up and they indicated they might be back late. No problem, this was easy money and I could even fall asleep after the boys went to bed if it was too late and still get paid! The older boy had not yet hit puberty but was probably close and seemed to be in a mischievous mood. I remember after drinking a few sodas I needed to pee so I got up and went into the bathroom to, well, pee. I was surprised to find the older boy, the "kid", was following me into the bathroom and was excited to see my dick as I was peeing. This made my dick start to get hard which increased his interest. I had no idea what was happening until he asked if I would pull my pants down so he could see more of my dick. I was embarassed and quite nervous but he kept begging me to show him. I remembered that I chickened out with Eddie so I decided what the heck... I opened my pants and my now hard dick sprang out and exposed a decent amount of pubes all of which scrutinized with interest and excitement. I thought that was the end of it but before I could put my dick back in my pants and without saying a word he reach over and put his fist around my dick. I kinda pulled back very surprised. Wow, this was getting weird! He eagerly asked me if I would stroke it for him and make it "shoot". This seemed a surprise but he then added that Eddie had shown him when he was baby sitting before. Now it made sense, Eddie was shamelessly engaging with any guy and it may have explained why the boys wanted guys to baby sit. I was now horny as shit... While part of me wanted to back out of the situation I was now standing there with a raging hard-on and horny as shit. So made some excuse like "maybe later", after more begging it turned to "well, maybe just this one time" and he knew he had me. I went to a coach to sit down and he closed the room door so his younger brother would not interrupt. I was trembling at this point but knew that I was ready to enjoy jerking off for my first excited audience. I pulled my pants down enough so my six inch cut dick was in full view. The kid was transfixed and encouraged me on. I started stroking and, no surprise, I was quite excited about the idea of the first person to see me jerk off and cum. He asked if he could try stroking my dick but I was way too scared of what that meant so I declined. He asked if I would stroke his and I also declined. He as happy to just watch me... I started out slow but I was getting pretty excited. I stretched my legs out straight and tensed my legs as I felt I was getting close to cumming. The kid was so excited hearing me moan and could clearly tell it was feeling so good. He kept encouraging me to go faster and faster to a point where I knew I was going to blow a huge load on my stomach. I could barely say "oh shit!" before I spurt multiple shots onto my hand and stomach and closed my eyes kinda exhausted. Needless to say, the kid was fascinated and wanted to see me do it again. I explained that I need a little time to recover and could not do it again for a while. I cleaned up and he followed my every move for the rest of the night but nothing else happened that night. Needless to say I think I became their preferred baby sitter and though Eddie never knew why, he was apparently never asked back while I became a regular. There were a few more baby sitting experiences which I might share if there is interest, let me know what you think...