My Favorite Babysitter, Part V
Introduction:
The next chapter of my relationship with the hot blonde babysitter, where the sex gets taken outside the house but inside her rear hole.
Once again, my mother was still home when Linda arrived, so fucking her in the house was out of the question for the time being. I could potentially wait until my mom left later on, but I did not know when that would be and I wanted to get inside Linda’s smoking body as soon as possible.
Considering that we had enjoyed our little endeavor to the local tennis courts the other day, I figured that we might as well make a return trip. Upon arriving downstairs, I proposed the option to Linda. She nervously glanced over at my mother, bit her lower lip, and then politely agreed. She may have only been willing to go again since she did not want to appear suspicious in front of my mother, but no matter what the reasoning was, she definitely knew what she was in for this time.
After gathering the tennis equipment, we once again took my car up to the courts. My mind was already racing as to how I was going to get with her today. All types of scenarios were running through my head, to the point that I already was getting visibly hard on the short ride up.
“Getting excited, are we, Marc?” Linda asked rhetorically, as she glanced over at my bulging crotch.
“I guess that you could say that, but I’ll show you more about that later” I replied, as I began to slowly caress my growing hard-on through my pants with my right hand.
Before long, we pulled into the parking lot of the tennis courts, and proceeded to get out of the car to play. The entire time, I could not take my eyes off of Linda and her beautiful back side. From the moment she stepped out of the car to when she was loosening up on the court, all I could think about was putting it in her from behind. As we began to play, it is needless to say that my tennis game was a little off that day due to the fact that my mind was elsewhere.
The weather was once again hot and sunny, similar to the day before. However, the weather grew hot enough as the morning progressed that all of the other players on that particular day were driven off for the time being, and Linda and I had the court to ourselves. That is when an idea popped into my head.
By this point we were both relatively tired and sweaty, so I suggested that we call it quits for the today. Linda agreed, and we both began to pick up stray balls around the court. As we placed all of our equipment back into my car, I mentioned that I had noticed some tennis balls that were lying in the tall shrubs that surrounded the fence that formed the perimeter of the court, and that I wanted to go collect them.
At this point I grabbed her hand and led her over to the tall bushes. Since no one else was around the courts, this was a perfect opportunity for me to fuck her in public, which had always been a major fantasy of mine. And given the way that the tall bushes/small trees surrounded the fence, I could very well still get away with nailing her between the plants and the fence even if someone showed up. The tennis courts extended for quite a ways, as there were six courts in all. And in between each court, the chain link fence jutted out into the tall bushes, creating a small area that could not be easily seen from all of the courts. In this relatively secluded area between the plants and the fence, we could not be seen from the road and would be at least partially hidden from some of the courts.
Once I grabbed her hand and began leading her to the far off, more secluded section of the courts, I think Linda knew what I had in mind. While she was proceeding rather slowly, she wasn’t putting up that much of a fight. I think that she had now resigned herself to the fact that I was going to fuck her at every opportunity I had over the course of the summer, and there was not a lot she could do about it if she wanted to keep her job.
As I led her through a small break in the trees and into the little gap of space near the fence, I directed her up against the chain links. I proceeded to come right up behind her, wrapping my arm around her waist with one hand while I moved her flowing blonde hair to the side with the other. I pulled her hips back towards me and started to slowly grind my pelvic area on her tight little ass. As I leaned forward and began to kiss her neck while I felt her up, she began to whimper and moan in arousal.
After initially succumbing to my advances, she began to pull away as she at the thought of getting it on in such a public place. “People play here all the time; anybody could see us. We could get arrested for this! Let’s just go back home, please!” she complained.
“I know that you love getting fucked by a young cock. Don’t pretend like you don’t want it. We’re not going anywhere,” I muttered into her ear. “Anyways,” I added, “the quicker you make me cum, the quicker we can get out of here.”
As I pulled her ass back towards me with one hand, I guided each of her hands up onto the fence with the other. “Grab hold of this,” I commanded. I then proceeded to unbutton her jean shorts and let them drop around her ankles, which revealed her skimpy blue and pink underwear and her sweet as cheeks. Chomping at the bit to get inside of her, I pulled her panties down to her ankles as well while I dropped my own shorts and stepped out of them.
With my cock just about ready for action, I stepped back up against her. Placing my hands on top of hers and holding them in place, I started to grind my meat on her bare ass and slowly dry-hump her while I passionately kissed her neck. I was fully erect in no time, but before I proceeded I had one more surprise in store for her.
I brought my hands down to her butt cheeks and gently parted them, and she stuck her hips back in preparation for entry. But instead of sticking my penis in her pussy, I started rubbed my cockhead around her tight little anus.
While still gripping the fence tightly with both hands, she glanced back at me with a look of shock and fear on her face. “No Marc! You can’t fuck me there! It is gonna hurt so much! No way, no way!” she proclaimed.
Expecting something like this to happen, I calmly replied, “Look honey, if you want to keep your nice little job and you want to keep getting paid, then you’ll let me fuck you there and you’ll take it like a good little slut. Now do we have an understanding?”
Taking a big gulp of air, she nervously stammered, “Yes…okay, but just don’t go too hard. You’ve got to take it easy.”
“Don’t worry, I know what I’m doing,” I replied, as a devious smile came across my face. With my cock resting up against her butt cheeks, I put my right hand in front of her face and stuck out my index finger. “Now go ahead and lick this,” I commanded.
Doing as she was told, she took my finger in her mouth and lathered it up with a nice coating of saliva. Once she was done, I brought my finger down to her puckered asshole and stuck it in, two knuckles deep. She instantly started moaning.
“Yeah, that feels good, doesn’t it baby,” I whispered in her ear as I started to slide my finger back and forth, in and out of her mature asshole. After a minute of using just one finger, I pulled it out and brought my middle finger up in front of her face. “Now lick that one too,” I instructed. After doing what she was told, I brought my hand back down behind her and placed two of my fingers up into her tight rear end. After she moaned again, I said “You like that baby, don’t you? I knew you would,” as I continued to get her ready for the real thing.
After another minute of sliding my fingers in and out of her, she was definitely wider and looser than she was before. Her asshole was finally ready to go. And we were both certainly horny enough to proceed to the next level. Removing my fingers from her ass once again, I cupped my hand and placed it in front of her face. “Spit in that,” I instructed her. After she did so, I brought my hand back and I spit in it as well. Now with it full of saliva, I began to rub it all over my bulging cock in order to lube it up the best I could.
Once it was all lathered up, I grabbed her hips firmly with both of my hands. Knowing what was about to come, she reached back and grabbed my hips as well in order to help guide my thrusts. Then with one fateful plunge I pressed my cockhead against her asshole, and after a moment of resistance, it popped right in. I exhaled deeply in euphoric relief, as her tight ass felt amazing around my young cock. I had never felt anything like it before. After enjoying the feeling for a moment, I then began to slowly press upwards, furthering myself into her rear end, as she slowly began to accept my advances. Soon, about two inches of my manhood was inside her rear hole, and I began to gently slide it in and out of her. Linda’s hands helped guide my pace as her face pressed up against the fence and her whimpers of sexual pleasure began to get louder.
As I began to get into a rhythm, I removed one of my hands from her hips and reached around in order to feel up her body. My hand crawled under her loose-fitting white shirt and soon found its’ way up to her breasts. She was not wearing a sports bra, so I grasped her sweaty boobs as they swung to the rhythm of my fucking. Her entire body was glistening and moist from the summer heat, and was ready to truly be ravaged and enjoyed.
She then bent over a little more, arching her back and forcing a little more of her body down onto my cock. I began thrusting into her a little harder, causing her hedonistic cries to get even louder. I know that she wanted to be as quite as possible because we were in a public place, but she could not seem to help herself.
“Oh my God, oh my God, OOOHH my God, AAHHH it’s so big! Oh yeah, oh yeah, oh yeah,” she cried out as our fucking grew more intense. Then as I drove about half of my 7 inch cock into her, she leaned back into me and threw her hand around the back of my head, holding herself up in spite of her buckling knees. “Oh my God, fuck me hard, give it to me,” she moaned out as she worked herself back into my dick. Heeding her request, I started ramming even deeper into her tight rear hole, which felt amazing as it squeezed my throbbing meat. It was as tight and as warm as could be, and fucking her in the ass outside just added to the taboo nature of our licentious act.
As I continued to saw into her and she continued to moan, she all of a sudden put her hand over her mouth and her body tightened up. Slowing my pace, I heard the gates of the tennis courts swinging open and voices mumbling in the background. I poked my head around the bushes and saw two women with tennis equipment taking their places at one of far courts. I almost could not believe what I was seeing, but I loved it. The possibilities of being caught naked and in the act of fucking the mature babysitter in the ass in public just become an exponentially more realistic possibility, which made the entire situation unbelievably taboo.
As I pulled her closer to me and continued to slowly fuck her, she turned her head and anxiously whispered back to me, “We have to stop! We have to get out of here right now! They can almost see us from where they are. Please, let’s hurry up and go.”
Despite the fact that one mishit tennis ball or an overly keen sense of sound on the part of our new tennis court companions may get us busted, I was not stopping. “I’ve got to finish in you baby. We’re not going anywhere until I finish in you,” I told her. And that was the truth; even if we were seen. I was not going anywhere until I busted my nut inside her mature ass. “Now grab that fence again and take my cock,” I directed her.
With her leaning forward again and following my command, I firmly grabbed her hips with both of my hands again and began plowing into her even harder than before. “Loosen that ass baby, loosen that ass and let me fuck you good,” I ordered her as three quarters of my cock was now entering her with every dynamic, forceful drive from my hips. I could see her mouth open and her eyes point towards the sky as her body shook from the power of my thrusts. She desperately wanted to scream and moan from the hard anal fucking she was receiving, but knew that doing so very well may wind her up in jail.
The warm inner flesh of her ass gripped my penis like a vice grip, seemingly milking it and begging for a creamy reward. I now leaned forward again, cozening myself to her upper body. I could feel the heat and warmth radiating from her and hear her muffled moans of passion as my hips began to repeatedly bump up against her sweaty butt cheeks. I could feel that I was close now, and I wanted to release my seed as deep into her bowels as I could. With each thrust I was almost all the way in her now, and my pace began to quicken. Her ass was finally adjusting to the girth of my cock, making for great fucking.
With one hand now on the fence for support, my other hand once again reached underneath her shirt and began to fondle and caress her swaying breasts. Finally I hit the climax and went over the edge as a wave of ecstasy shot through my entire system. My toes curled while my hips drove all the way up into her one last time, holding my penis deep inside of her while I ground my hips on her rear end. Shot after shot of warm, sticky man juice spurted through my shaft and out of my cockhead, filling her insides. It took every ounce of restraint in my body to not scream out in pleasure as I fully unloaded into her ass.
I did not pull out of her until every drop of cum had been deposited into her. When I finally did, we both still held onto the fence. We needed a few moments to catch our breath, despite the fact that two pairs of potential wandering eyes were only a couple dozen yards away. With one arm still around her midsection, I pulled her body close to mine again and passionately kissed her neck. Part of me wanted to make her get down on her knees and lick my cock clean, but I decided that such an endeavor might be better suited for another time.
As we both quietly came down, I let her go and we both slipped into our clothes as quietly and as unobtrusively as we possibly could. Once we looked more “presentable,” we both calmly snuck out from the bushes and back towards my car. After exchanging quick smiles with the pair of players on the tennis court as I walked by, I noticed that Linda was not walking quite right and that her stride was a little off. At this point, I knew that my job had been done, and done well at that.
