My Favorite Babysitter, Part IV
Introduction:
My summer of sex with the blonde, MILF babysitter continues to take shape. Comments Welcome
Needless to say, all I could think about over the weekend was how I had scored with Linda twice the previous week, and that I had experienced her sweet, mature pussy. If she had let me go that far with her, I would almost definitely be able to go back and take more. Visions of her beautiful head bobbing up and down on my cock and of her naked, glistening body moaning in sexual ecstasy in the back seat of my car filled my head. I could see her turning into my summertime sex slut, and a hot blonde one with a tight body at that. The subsequent week could not come fast enough!
When she arrived on Tuesday, there was no motivation for me to sleep late as I usually did during the summer months. I was up (in more ways than one) when she came into our house. However, my mother was still home, so I either had to wait for her to leave or figure out a way to get out of the house with Linda. While fucking her while my mom was home would be particularly hot, I wasn’t quite ready to take that risk yet. I did not want to lose a fuck toy as hot as Linda just as the summer was starting.
Now it was fairly standard for Linda to spend time doing things with any of the kids who happened to be home when she was working, in addition to the chores and cleaning she did around the house. Being a house full of boys, most of these activities typically revolved around sports. I figured that if I could get her to go somewhere with me outside to play a sport, that would give me a good opportunity to make a move and get my dick wet. When I brought this idea up to here, she suggested going up the street to play tennis at some courts at a local private high school. Knowing the number of pornos I had seen that started off as tennis lessons, this was fine with me!
With me still in love with my newly acquired car, and the history that existed between Linda and I in that particular vehicle, I was more than happy to drive. The courts were not very far away, and she and I just made small talk as we made our way up there and began to casually volley back and forth. I was not sure what I wanted to sexually do with her or how I was going to go about doing it yet, but there was no doubt in my mind that I would get there. In the meantime, I enjoyed the show of her boobs bouncing up and down as she ran, and the nice short jeans she was wearing. I thought of having her get down on her knees to blow me on the court, or maybe bending her over the net in the center, but other people who were also playing put a damper on my plans of taking her in public (at least for the time being).
As the day progressed and the hot summer sun began to beat down upon us, we both began sweating due to the heat and humidity. This brought back sweet memories of our sweaty sex session in the back seat of my car the week before. My concentration quickly began to wane from tennis, as all I could think about was cumming in her MILF body once again.
It was not long after that point that I expressed my desire to head back. She agreed that it was getting rather hot out, so we collected the balls and the rackets and headed back to my car. As we both got in, I turned the key in the ignition, pulled out of the parking space, and began to slowly role down the little side road that connected the parking lot to the main road. Once we were out of site of the courts and were in the cover of some trees, I put on the brakes, glanced at Linda out of the corner of my eye, and took a deep breath
“Since I drove, how about you give me a little payment,” I said as I pulled my athletic shorts down to expose my semi-hard cock. I quickly gave it a few strokes to bring it to full mast.
She nervously glanced around and started stammering, “But Marc, this isn’t a good place, somebody might see us, and …..”
At which point I interrupted her by saying, “Look, I’m going to have you one way or another, so you might as well make this easier on yourself. No one can see you if you put your head down; don’t worry about it and just do it.”
“But Marc, I’ve been meaning to talk to about what happened last week. You know I’m married, and I can’t be doing this all the time. I know it happened, but it’s not right for it to be a regular thing.”
“Listen, after you let me go all the way with you there is no going back now. You gave me a taste, and there is no way you can stop me from going back for more you little cock tease. At least not if you still want to be working for my parents when all is said and done.”
I calmly took my hand and placed it on hers, and then moved her sweaty palm right up against my bulging shaft. I closed her things around my meat, and she picked up where I had left of stroking it. My cockhead was bulging in no time, and then her head moved down for a taste.
I then felt her subtle lips wrap around the tip of my meat, and her moist tongue licked the tender underside. Her mouth felt amazing on my eager member, and I let out a huge breath of sensual relief. I instinctively pushed my hips up and fed her more of my coach, which she willingly accepted as she started to suck on my meaty shaft. I moved some of her long, blonde hair out of the way so that I could see her gorgeous face as she made sensual love to my manhood, and then put my hand on the back of her neck to help guide her up and down.
With my other hand on the wheel, I took my foot off the break and put it back on the gas so that we could get back out onto the main road and head back to my house. This happened just in the nick of time, as another car that was leaving the tennis courts was just coming behind us. As we stopped before turning onto the main road, Linda tried to lift her head up and off of my meat, but I kept her down on it with my hand and proceed to feed even more of my cock into her mouth in order to keep her busy. I’ll bet that she was nervous about performing a sex act on a teenage boy in a car on a main road in the middle of the day, but there was no way that I was letting her up off of my penis until I came. I was actually pretty nervous too, as I had never done anything like this before. But the risk made it even hotter than her blowing me already was, and she felt way too good to let her off my meat.
As I pulled out onto the main road and my eyes anxiously glanced around to survey the environment, Linda started taking me deeper into her mouth. The bobbing of her head became faster as she was getting into a nice, steady rhythm. She did not even really need the assistance of my off-hand anymore. As she continued to bob and suck, her hand tugged and churned on the base of my cock, seemingly begging me to shoot my load into her.
Since we were relatively close to my house, I was in no rush to get home. I needed to take my time in order to make sure that she wasn’t still sucking me off when I pulled into my driveway at home. As we rolled through the first of two traffic lights, she moved her petite hand onto my pubic area and then cupped my balls in her hand. She then started to really go down on my bulging dick, engulfing about 80% of my 7-inch rod with every descent into my crotch. Every time she went down, the tip of my cock would touch the back of her throat and she would consequently swirl her tongue around my entire length. This felt incredible, and was certainly better than anything I had gotten from any little teenage skank that I had been with up to that point in my life. It certainly paid to have a MILF who knew what she was doing, a real woman with experience.
Just as we came to a stop at the second traffic light on the road home, I began to feel my cockhead start to bulge and that very definitive tingling in my balls, so I knew that I was going to explode soon. She must have sensed it too, as she quickened up her pace and made sure that she was going nice and deep on my cock. My breathing started to quicken as the light turned green and the cars in front of me went, but I did not want to go until she had made me cum. The car behind me honk, at which point she tried to pull up off of my penis. But I held her head down with both hands and whispered to her, “We’re not going to move until you take my load.”
She fearfully moaned, and then feverishly went back to work on my cock. She tightly gripped the base with one hand and then threw her head all the way down on the rest of my meat, where she quickly began to both lick and suck me like her life depended on it. I then pressed her head a bit farther down on me until I felt my tip go right into the back of her throat. That is all I needed to send me over the edge, as I let out a moan of hedonistic relief and then erupted into her mouth. I took my foot off the break and started rolling forward just as I held her head in place to ensure that she took my entire, massive load. I had not beaten off in several days in anticipation of doing something with Linda, and she was receiving the complete results of that actions right then. I could hear her gagging and feel the dribble of a mixture of saliva and cum dripping from her mouth as we pulled onto my street, but I continued to hold her there and told her to swallow it all.
Once I was satisfied, I let her head off of my cock, and she came up gasping for air. However as she did so, I noticed that she licked her lips. I put my manhood back in my shorts and pulled into my driveway, very satisfied with what had just transpired.