Payment for Babysitting

My name is Jordan, and I was 17 at the time of this story. The Kaplans used to be my next door neighbors. We lived in an older neighborhood situated in a suburb of a midwest city. Unfortunately, the Kaplans had to move away because John (Mr.) Kaplan was diagnosed with testicular cancer. It probably didn’t help that they lived underneath high tension wires. Either way, they moved to a different neighborhood farther west in the same town.

My family and I did not necessarily stay very close to the Kaplans, but we kept in contact with them. The Kaplans, Marcy and John, had two young boys named Josh and Max. Right before they moved, both of their children were still to young to speak. During my junior year in high school, Josh and Max had grown up to the terrible ages of 5 and 7.

The Kaplans were a pretty mobile couple, and now that their children were old enough, they enjoyed going out a couple of nights a week. Being a teenage boy that they trusted (and who desperately needed money), Marcy asked me if I would babysit for her two sons. Babysitting really wasn’t my thing, but because I knew them, I agreed to do it.

It was a Wednesday or Thursday night during July. I was dropped off at the Kaplan residence by my father at around 7pm. John and Marcy were frantically running around, trying to get ready. It’s not that I had never noticed Marcy’s figure before… I just never really considered a 41 year old woman to be attractive. Tonight, however, Marcy was wearing a silky green dress that ended just above her knees. Her short, red hair was done up on top of her head and held in with many bobby pins. The dress revealed a pretty inviting and sizeable cleavage that I had never noticed before. She was a small woman, only about five feet tall, and I had never expected her breasts to be as large as they were. She was only slightly overweight, pretty average for a middle aged woman. Marcy and John gave me the basics about the night- they were going to a party, should be back by ten, put the kids to bed by eight, yadda yadda.

“When should I tell my dad to pick me up?” I asked them, innocently enough.

“Oh, don’t worry about that. I’ll drive you home” was the reply that Marcy gave me. Being the horny 17 year old that I was, my mind immediately flooded with fantasies involving Marcy.

Finally, the Kaplans left for their party in their sleek BMW 700 series luxury sedan. I spent the next hour playing board games and video games with Max and Josh, nothing too special. I let the kids stay up until nine after making them promise me that they wouldn’t tell their parents… big mistake. The kids were so excited to stay up that they tore ass all over the house, throwing whatever they could get their hands on. One of the items that they DID get their hands on was one of Marcy’s bras. It was dark green, the same color as her dress, and Josh was running around with it on his head. Just the sight of Marcy’s bra was enough to get me excited, so I sent the kids to bed right away. I cleaned up after them, picking up the bra last. I ventured into Marcy and John’s room and found the dresser in the corner. The top drawer contained Marcy’s bras and panties, and I had a quick look through them as I put the bra back. Goddamn it, I was so horny that I had to go into the bathroom and rub one out right then. My cock is only about 6 inches in length, but it’s pretty thick. I’d say that it’s proportional to my size- 6’1″ with a husky build, black hair and hazel eyes. My erection was so hard that it almost hurt!

Around 10:15pm, Marcy and John returned home. They asked me how everything was, and I basically told them most of what happened that night (with some obvious exceptions). John thanked me and paid me forty dollars, a nominal sum for such an easy night. Marcy had gone upstairs to change into shoes that were more comfortable and came back downstairs about five minutes later. Then, it was time to get my ride home.

I got into the passenger seat and noticed that Marcy was still wearing the same dress. She crossed around the front of the car on her way to the driver’s seat. My eyes were practically pasted to her chest and midsection the entire time. I let out a little moan, thinking about how great it would be to fuck her. The green, silky material of her dress danced around with the slight breeze that Marcy created as she walked around the car. For a split second, I could see the outline of the bottom of her breasts all the way down to her thighs. Even though I had jerked off less than a half an hour before, my cock started to swell again in my pants! I stirred a little bit in the passenger seat, trying to re-adjust and hide my growing erection before Marcy got into the car. It didn’t help that I checked her out thoroughly as she bent down to get into the driver’s seat.

“All set?” Marcy asked me.

“Yeah, I’m ready” I replied as I faked a yawn.