Bobby the Babysitter Revisited - Cover

Bobby the Babysitter Revisited

Copyright© 2014 by harry lime

Chapter 3

Erotic Sex Story: Chapter 3 - Bobby is not quite up to his babysitting tricks in this story but has lots of interaction with his not-really-a-sister Ronnie as well as her best friend Trudi who is ready to fulfill her promise for complete submission.

Caution: This Erotic Sex Story contains strong sexual content, including mt/Fa   Mult   Teenagers   Consensual   Heterosexual   Fiction   Incest   Brother   Sister   Spanking   Group Sex   First   Oral Sex   Anal Sex   Masturbation   Petting   Cream Pie   Exhibitionism   Voyeurism   Size   Teacher/Student   Babysitter  

Since the job at the beach was over at 2PM in the afternoon each day, I kept up my babysitting jobs because they were a good way of meeting horny mothers and sometimes older sisters too busy with homework to take care of the small ones.

Most of the girls on the trash collection duties at the beach were not in the category of the lifeguards with their suntanned, perfect figures. Still I met a couple who were willing bend over in the restroom for a hot dog and a drink at lunch. I was funny the way they took it all the way up the ass for such small rewards but I figured they were willing to do it for no reward at all except for a happy smile on their plain faces when it was all over.

My mom told me she had gotten a call from a Mrs. Snyder that lived not far from the school but her children were too young to be in school yet. I knew the address but couldn't place her from the group of moms that wheeled their kids out into the park on the weekends like they were taking a dog for a walk. The women would all sit on the same bench and chatter like a bunch of magpies about silly female stuff that made me vomit if I overheard it. I don't think those pretty little snatches ever discussed sex with each other like it was some forbidden subject reserved for spouses only.

I once overheard the old grannies on the other side of the park talking from my hiding place in the bushes and all they talked about was sex and it was so funny that I almost laughed myself into trouble by falling out into the open just listening to them tell a wilder story than the last one. I knew most of them were making it up unless they were real good looking chicks in their younger days. It was possible, but I suspected their expertise came all out of the "Romance" magazines they all seemed to carry. They used them like umbrellas to ward away boredom instead of mere drops of water dropping from the heavens above.

On the night that I was scheduled, I knocked at the Snyder's door carrying my little ditty bag of dirty pocket books and a couple of bars of candy in the even they were the kind of folks that didn't hold store with that kind of goody.

The girl that answered the door looked to be about seventeen and she seemed annoyed that the babysitter turned out to be a boy instead of a girl. Of course, I couldn't do anything about it but if any of my customers were up-tight about that fact, I would just get up and leave or at least try to leave but they pretty much changed their minds real fast because it totally ruin their entire evening if they couldn't find another babysitter real fast. The law of supply and demand being what it was, they generally accepted me despite my gender and I did my best to act pleased at their change of mind.

Mrs. Snyder was a real doll.

She looked just like the teenaged girl that answered the door only old enough to be obviously her mother. I found out that the daughter's name was Leslie and that she was studying hard to get into Princeton University the next term. The mom's name was Gloria and she really did look glorious in a tight-fitting number that accentuated her perfectly curved ass cheeks and started my business to instant activation like a trigger I could not control. Of course, the mother saw my reaction to her shifting hips and I saw that momentary gleam in her eye that send out the unmistakable signal that she was ready, willing and able to get it on whenever I was of a mind.

The husband, Steven, was in a sort of fog thinking about business matters and he showed no interest in looking at his wife's beautiful backside in the deep rich blue evening gown. It was such a waste of good pussy that I almost grabbed the wife's arm and dragged her upstairs to a bed for a good pounding. I knew she was in need of one from the way she kept looking at my crotch with those eyes that revealed the depth of her desire.

Leslie was looking at me with those eyes that flashed an entirely different signal. I suspected she was one of those "modern" women that didn't think their lives should be dominated by inferior males whose only redeeming asset was a cock in good working order. I had seen the type in usually much older women but she was one of those that must have been born with the attitude. In all honesty, it was not an attitude that turned me off, in fact, I found it oddly stimulating because I wanted to "prove myself" to them in ways that they would come to see was far in excess of their expectations and want to retain me for future dalliance. That type of female, once trained to respond properly, was truly a gem in disguise and well worth the effort. I could tell that this one would be difficult to manage because she was still far too young to have much sexual experience and her lack of experience led to a closed mind about such matters.

The Snyder's left without further ado and the little princess Leslie went back upstairs making certain I got a good look at her swinging backside that was covered by the shortest pair of hot pants I had ever seen. For a girl that acted like she didn't like men she certainly made a point of advertising her best features. If she was starting this young then I really felt sorry for her future spouse if she ever got it together long enough to trap halfway decent fool.

I checked on the two young ones asleep in their beds and they both looked settled in for the night. It was one of those jobs that babysitters love because it was simply being there in case something happened and not one of those nights when you actually had to work to earn your pay.

It seemed like young Leslie could have taken care of them but I understood her parents desire that she get into a good college. I knew that in my case it was extremely unlikely because I didn't excel in any sport to earn a sport scholarship and my grades were decent but not high enough to have any institution of higher learning bidding for my attendance at their expense. I had resigned myself to going to the community college about six blocks over and hopefully getting into the junior year at the State University to finish the degree.

I had already saved about three thousand dollars from my earnings and with any luck would have enough saved up for the first semester of my junior year. Some of my friends told me that once you were in and got some good grades, it was easy to get lined up with employment to finish out the last year and a half without too much trouble. It sounded like a good plan and I had high hopes for its success.

The book I was reading was so interesting because the hero had just managed to get his date to allow him to get her panties down to her knees that I didn't hear Leslie sneak up on me on the sofa.

"What kind of book are you reading, Bobby?"

I knew she had seen the cover with the pair of girls bending over the kitchen table looking over their shoulders at someone ogling their tiny thongs and heart-shaped buttocks. There could be no doubt it wasn't one of those books that the library stocked for the general reading public.

Actually, I hadn't gotten to that scene yet in the book and I was hoping to get there before the evening was over. My big boy was patiently waiting for me to get to that point of no return and I had promised it I would read as fast as I possibly could.

"You half scared me to death, Leslie I didn't hear you come down the stairs at all."

I had to admit she really looked fetching in her hot pants and almost sheer halter top that did very little to cover her recently blossoming breasts. Her tiny nipples stood out sharply defined and I could tell she had more on her mind than her studies unless it related to anatomy. I let her take the book from my hand and watched her read some of the risqué passages about close personal relationships that bordered on kinky depravities. Her face blushed as she realized what the words meant and I found that so arousing that my equipment started to unfurl like I was thinking about setting sail right up Miss Leslie's vaginal canal. I knew she was far too sharp to miss my reaction and she hastily returned the book to me.

"You are too young to be reading this sort of trash, Mister Babysitter."

Her tone was ridiculing but it didn't quite come off because her erect nipples told a different tale. She was practically standing between my knees so all I did was to close them a bit trapping her legs in a sort of bear trap and reached up to lightly touch her nipple outlined under the skimpy halter.

Leslie shuddered like she was in a horror movie and had just seen the monster.

I noticed she didn't make any attempt to pull away and just looked off into the distance like there was something interesting at a point where the empty wall met an even emptier ceiling. She acted like she was thinking about life on another planet but I heard that little whimper escape from her lips involuntarily like it had a life of its own.

"My, my, you are real sensitive, Miss Leslie. How come you are not wearing a bra? Are you one of those "burn your bra" girls that believe in free love?"

She squirmed inside my legs but seemed to come a bit closer to my patient groin. We both knew she wasn't trapped but she seemed to enjoy playing at being my captive and forced to submit to my tormenting.

"Don't touch my boob like that, you nasty boy. Is that what all boys think about, having sex?"

I cupped my palm around her swelling breast and she moaned like she was in some sort of grip of passion. Her flesh was young girl soft and yielding and she leaned forward slightly so my hand could get around the entire cone of tantalizing temptation. I brought my other hand up to cup her ass cheek squeezing with some degree of strength to show her I was in a determined mood to go further.

There was no doubt in my mind that I had her full attention now.

I slid my fingers up under her hot pants and determined she was wearing nothing underneath. She was truly a dirty girl because her female juices were already wetting the insides of the hot pants with her need for humping. I didn't hesitate to pull her nubile body down onto my lap and she fit perfectly into my groin like we were an advertisement for the latest edition of the "Kama Sutra".

Somehow we managed to get her hot pants off without fumbling like a pair of fools and she lowered her happy slit over my erection like she was mounting a bucking bronco being held down for her signal to start the action.

Slowly her warmth of vaginal submersion held me in breathless anticipation for the fun to begin. It was her that started the thing by rising up and then slamming down like a streetwalker trying to get her business done as quickly as possible.

I grabbed her ass cheeks to hold her in a firmly supported position. At first, I let her do all the riding because she was doing a fantastic job of getting me in a ready to be milked mood. Then, I sort of lost all control over my actions and I gave it to her real good and hard pounding her mercilessly until she was a shuddering, moaning, writhing thing of female flesh that had to have her garden watered by happy boy seeds without delay.

When I delivered my never-ending spurts of cream, she melted in my arms and purred like a kitten given milk as a special treat.

It was quite a difference than her attitude when we first met.

I liked the new Leslie but I told her to get up to her bedroom before her parents came home because I didn't want any difficulty with new clients. I promised her that I would do all I could to have her parents seek my services again so we could continue this "getting to know you" part of our new relationship. That seemed to mollify her and she scampered off showing me her bare cheeks like a budding nymphet ready to play a new and exciting game.

Shortly after that, I heard the sound of tires in the driveway and thanked God that we had finished out business before we were in danger of being caught in an indelicate position on the sofa. I had no doubt that the next time we would have to be much more careful.

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