The Young Babysitter

Part 1

When I was at the beginning of my teen years I started getting babysitting jobs for some extra cash. It started quite innocently but ended up being the best thing of my life!

The first job I took that became interesting was for a family with 3 kids, a girl about 8 – Janet, a boy of 10 – Bobby and the oldest girl almost 12, Pam. While the 2 youngest were still children in the full meaning of the word, Pam was already starting to grow up. In hind sight, I’m not really sure why the parents let me sit the kids with Pam there (I was only 14 at the time), but I enjoyed it to the fullest.

After being introduced to the kids, the parents left and I started to get to know the kids a bit. After a short time I noticed that Pam wasn’t a little girl, she already had small budding tits. Suddenly I realized that I could enjoy this evening a lot more than I had planned.

Since I had never been physically close to any female up to this point in my life, I put all of my effort into feeling her small breasts. I would go up to her and just grab on to one of them though her shirt but soon she started to resist and I found that I needed more.

The evening came and the kids got ready for bed. Bobby and Pam went to bed without any problems and were asleep within minutes. Janet, on the other hand, decided that she didn’t want to sleep till her parents came home. I told her to just lie down and I would help her relax. It started innocently enough, I just rubbed her back through her nightie and she responded positively. Slowly I became more daring and started rubbing her back under her nightie, which she seemed to enjoy even more. After a while I offered to do the other side and she happily rolled over. I used this opportunity to lift the nightie up till her neck, giving me full access to her flat chest and a first glimpse of her baby girl panties. I continued rubbing her chest and gave special attention to her little nipples, which quickly became erect.

I became more daring and headed down, skipping the area I really wanted and concentrating on her legs. Slowly focusing on her inner thighs, going higher and higher, wondering how far she would let me go. She seemed to be enjoying it so much that she would let me do anything.

I stopped for a minute to check on the other kids, and came back to give my full attention to the area I wanted most. I started occasionally rubbing gently over her small white panties every time I reached her upper thighs and slowly made my way to just rubbing her panties.

I asked her if she wanted more and she said yes. “Do you want me to rub you there without your panties?” I asked and the answer was again positive. At this point my young cock was throbbing in my pants and needed some relief. I decided to take a risk. “I’ll rub you without your panties if you do the same for me.”

She seemed a bit scared at this proposition and looked for an excuse to get out of it.

“I can’t” she said, “Your jeans are too tight for my hand to fit in.”

“That’s what zippers are for” I said, “Here, I’ll start the work for you” and with that unzipped my jeans. “Take a look inside” and she carefully opened my fly and peeked inside. “All I can see is you underwear”. “So do something about it” and with that she carefully unbuttoned my jeans and pushed them down.

My cock was creating a massive tent in my underwear and she had trouble pulling them down, so I helped her out a bit and at the same time pulled down her panties. She took a good look at my parts and said “It’s so different than what I have”. I explained that all boys are like this and suggested we take a look at what little Bobby has.

The two of us, me with just a shirt and a massive swinging cock and Janet completely naked by now, walked over to Bobby’s room and carefully snuck in. Since I knew they were all very heavy sleepers I went over to his bed, pulled down the covers and gently pulled down his PJs. The sight of his little penis made mine jump a bit. I wasn’t attracted to boys but showing off his private parts to his sister while the two of us stood there naked seemed to be a real turn on.  She asked if she could touch it and I told her to be gentle. She started exploring his little penis and scrotum and suddenly decided to compare us. Holding his cock and mine and then feeling his scrotum and mine. Slowly his penis became erect and the expected question came out “Why did it become hard?”

I didn’t feel like giving her the whole birds and bees story (I wasn’t 100% sure of it myself at that age), so I just explained that it happened to boys when they felt good down there. She asked me if I was feeling good too and I said yes. So she continued rubbing both our cocks and pretty soon I was ready to blow. At the last moment I aimed myself at Janet and exploded cum all over her belly and groin.

She was completely in shock! I quickly covered up little Booby and took her to the bathroom, put her in the shower and washed her clean (paying special attention to special areas). I took her back to her bedroom, watched her put on her nightie again and cuddled her a bit till she fell asleep.

Leaving her room I once again had a hard on. Since I had used both Janet and Bobby, it was time to move on to Pam. Quietly I snuck into her room, leaving the door open so I’d have some light. I was happy to note that she was sleeping without a cover and that the T-shirt she wore as a nightie had already gone up to her navel, exposing her panties. I gently continued the work by lifting the T-shirt up further until one and then the other tits where exposed. My first exposure to live tits had me extremely turned on (even more than before).

I couldn’t help myself and started feeling one tit and then the other. Small as they were, they were very firm and soft. The nipples quickly became erect and I brought my mouth down upon the closer one. I was in heaven; this was something completely new to me. I removed my pants and shorts and brought my hard cock into contact with her chest. It didn’t take me more than a minute to cum again covering her chest with sticky-gewy-mess.

I got some tissues cleaned her up and went back to the living room, just in time. Five minutes later the parents came back and that was the end to my first encounter with these kids. Little did I know that this was the beginning of a great life.