The Careless Babysitter

"She should have pulled down the window shade."

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When our kids were young (not going to say exactly when that was, lol), we lived right in the village of our town, and the houses were quite close together, separated only by a driveway and a narrow strip of flower bed on each side. Needless to say, everyone had to be careful of pulling their window shades and avoid loud arguments, etc. This circumstance lent itself to a very interesting episode, as I’ll describe below.

Now, our neighbor had a sixteen-year-old daughter who was very attractive. Her name was Elly. She had a lithe little body, with a fantastic, tight athlete’s ass. Tits were not very big, really, but firm and perky. Blonde hair, blue eyes, the total teenage fantasy package. As it turned out, we eventually realized that she was also quite the horny little minx, in spite of being a very good student (salutatorian of her class in a large school), a responsible young lady who always had an after-school job of some sort, an athlete, and just a nice kid in general.

Of course, all the time we were neighbors, there were many occasions in the hot weather when she would sunbathe in an ‘Itsy Bitsy Teeny Weeny Bikini’ (It wasn’t yellow polka dot, however, with apologies to Bryan Hyland). I always found a reason to catch up on yard work when she was lying out. My wife never missed an opportunity to mention that she knew perfectly well why I just had to trim the hedges at the same time Elly was lying out sweating in the sun a few feet away, with her top unfastened.

She babysat for us frequently, and that’s when we started to realize that she evidently wasn’t a complete innocent. My wife and I weren’t/aren’t judgemental, and she was always reliable, so we really didn’t care when it was quite clear that she had had someone over while we were gone.

We were young once, too, and considered this to be somewhat expected, even though we would never give her outright permission to have someone in. It was kind of like don’t ask, don’t tell. But it was a bit of a surprise that she wasn’t a little more careful. When we would return from being out, some of the window shades on the first floor were always pulled down, in spite of the fact that they were up when we left. In fact, we never pulled down the shades on the first floor. It was also impossible to miss that they were only pulled down on the side of the room that faced her own house, so her parents couldn’t see in.

Along with the shades being down, the door to the front foyer was often ajar, another anomaly. It was a huge old house, and, as is usually the case with an old place like that, it could be drafty in the winter, so we were careful to keep doors and windows tightly closed.

And the last, but not least, bit of evidence that something had been going on was the fact that when we would enter, she was as red in the face and as breathless as if she had just run a marathon. In fact, she was on the cross-country team, and could probably have actually run a marathon without being as winded. Her blonde, blue-eyed complexion didn’t allow her to hide her excitement, whatever the cause. I’m pretty sure that when she heard our car pull through the driveway into the garage in back, she managed to get her boyfriend’s coat on him and get him out the front door while we came in the side door.

Well, my wife and I thought it was amusing and harmless, which it was, because she never got pregnant, and the situation was ideal. If there was a problem, her folks were right next door, and we didn’t have to drive her home. I would just walk her to the sidewalk and wait a few seconds while she got through her own door.

As months and years went by, her overt sexuality became more evident. The summer before she went off to college, she took a job as a ‘shoe-shine’ girl in the lobby of a luxury hotel. How her parents could be so naive was, and still is, a mystery to me. Again, she was a nice girl, and we aren’t judgmental, but I was surprised her parents never seemed to notice that she wore a scandalously low-cut vest, white hot-pants, and white boots to ‘shine shoes’ (it was the seventies).

Once, I ran into a young man whom I had coached in Little League some years prior, and who also worked at that hotel. He gave a little chuckle when I mentioned to him that Elly lived next door to us. I asked what was funny, and he said, “Oh, nothing”, but he couldn’t lose the smirk. I’m no detective, but it was obvious that he knew what the ‘shoe-shine’ girls were actually up to. ‘Enough said about that.

So now we get to the heart of the tale. As I said, Elly was a good student and earned a scholarship to BC in Boston. So, of course, off she goes, and we had to try to find another babysitter. Well, it was either her first or second year in college when her father mentioned to me that he and his wife were going to be gone for the holidays. We didn’t think a thing of it as we had five kids of our own at home to shuttle around to hockey and swimming, etc., and the remark hardly even registered.

Well, one early evening during the holiday school break, my wife was out with the kids. I forget where they had gone, probably to the rink or the pool, whatever. I was home with the youngest, who was still in a crib. The paperboy rang the bell on the side door for his weekly collection, and I went to pay him.

While he and I were still standing in the open doorway, we both heard an unmistakable ‘Tarzan yell’ from Elly’s house, and we both turned and looked that way to see what the hell that was all about. After a moment, we both shrugged it off. He had more customers to collect from, and I was cold in the open doorway. So he went on, and I returned into the house. But that yell had me curious. Then I remembered that Elly’s Mom and Dad were gone, and she was home from school for the winter break. Now I was really, really curious.

I went upstairs to the baby’s room, where she was sleeping in her crib, and where the window faced Elly’s house. I didn’t turn on the light, of course, and was quiet as a church mouse, so I didn’t wake her up. I closed the door silently and went to the window to take a peek, never expecting to actually see anything, because as I said, when houses are close together, people are careful with their shades. What a shock I got when I nudged the curtain a crack and looked across.

There was a young man on the bed, with the headboard right under the window, in what I suppose must have been Elly’s room, with the window shade completely up, and the lights on. Not only that, but he was naked, on his back, with his dick sticking up like a flagpole. I thought I must be dreaming or something. Not only was I looking across at a naked young man with a hard-on, but I don’t think I’ve ever before noticed that window shade open. I now assumed that it was he who had let out that yell, probably in anticipation of what he was about to enjoy.

Then the coup-de-grace.

In the door walks Elly, wearing nothing but a tiny pair of bikini panties, tits sticking out with points firm and high, as Bob Seger said, and approaches the bed. From the foot end of the bed, fully facing the open window (and me), she bends over that lucky young bastard and starts gobbling his cock like a popsicle. I can’t hear anything, of course, but there’s no doubt in my mind that that guy was probably moaning and groaning to high heaven. It wasn’t long before he started pumping his hips up and down slowly as she sucked and stroked him.

She lifted her head off his dick a couple of times, smiled, and said something to him as she stroked his cock and massaged his balls. His head was thrown back as far as it would seem it could go, and she was as amused-looking as if she was tickling a puppy. Even with the silence of the scene, it was obvious that she was enjoying driving him crazy.

With one or two last sucks on his cock, she suddenly stands up. I think, “OH NO”! She must have finally realized the shade was up! Could she see me watching? I didn’t think that was possible. The room I was in was dark, and I was looking through a very small crack in the curtain. However, I figured the show was over since she’d noticed the open shade and stood up to go over and close it.

But no! Instead, she slides out of her tiny bikini panties, exposing a delectable-looking muff covered in fine, light hair, and crawls onto the bed. She keeps crawling right over young Mr. Lucky until she’s right at the head of the bed, grabs the headboard, which luckily was quite low, and settles her pussy right over his face. Now it’s truly beyond reason that she doesn’t do something about that window shade. She’s facing the uncovered window from just inches away, firm small tits starting to jiggle as she begins to hump his face, stiff little nipples standing out like pencil erasers, and she’s staring straight ahead, albeit with her eyes closed, but still, HOW can she not notice the shade is still up?

Now, at the time, I was maybe around thirty-five or so, in the prime of my sexual peak, and couldn’t have closed my eyes to this spectacle even if I wanted to. I had such a raging fucking hard-on there wasn’t enough skin left available on my body to allow me to so much as blink my eyes. That may have been the closest I’ve ever been to literally coming in my pants with zero contact. But was the show over? Nay, nay, good readers.

After riding his face for a little while, with her head swinging back and forth, hair flying, mouth open in what must have been delicious moaning, she swings around and plants her pussy back on his face and settles into a classic porn movie sixty-nine. I assume she’s sucking his cock again, because I can’t see that far, what with her ass blocking the view. And what an ass it was! He really got into it then and was lifting his head to really get at that pussy. Once or twice, he threw his head back, and it looked like he may have been overwhelmed momentarily, but he got right back to it immediately. He was spreading her ass cheeks with his hands, and when he put a finger on her puckered balloon knot, she bolted straight up, but didn’t make him stop. She just started bouncing on his face with her head thrown all the way back.

At this point, I was shaking like a dog shittin’ chicken bones, and sweat was dripping down my back. Even though I wasn’t moving, I could hardly catch my breath. Judging by what came next, I guess she had herself a hell of an orgasm at that point. Her head dropped forward, she stayed rather still for a few seconds, just sort of quivering, and then moved down his body toward the foot end of the bed. As I continued to watch, she straddled his hips, raised herself up, reached under her pussy to guide his cock, and lowered herself down onto it, facing away from the window (and me). She started slow, but quickly picked up the pace until she was once again bouncing up and down. His cock fell out once or twice, and she couldn’t stuff it back in fast enough.

Well, while Elly was bouncing up and down in the window across the way, headlights flooded the driveway. My wife was home with the other kids. I composed myself the best I could, sneaked out of the baby’s room, and went downstairs. My wife took one look at me and asked what the hell was going on. I told her we had to get the kids occupied in front of the TV or something, and I had to show her something upstairs. She was concerned until I told her everything was all right. I just had something very interesting to show her.

So that’s what we did. I didn’t have to tell my wife she had to be quiet, since, of course, she didn’t want to wake the baby in any case. But I nudged the curtain aside a little, took a peek to see if the young lovers were still there, and they were, and told my wife to take a peek. When she did, her eyes got as big as saucers, and she couldn’t help but start to silently giggle, and I left her to it for a few minutes while I went to check the kids downstairs. When I went back up, she was coming out of the baby’s room, and I asked her what they were doing after I left. She said Elly was riding him like a carousel pony, and then turned around and sat on his face. That had been the grand finale, evidently, because by then they were just lying next to each other on the bed.

It should probably go without saying that for the next two or three weeks, my wife got more fucking than she had ever had in her life. I couldn’t get the images of that night out of my head, and it kept me horny as a billy goat for quite some little time. My wife teased me about it once or twice and asked me if I thought I was screwing her or Elly. She teased me that she considered keeping the lights on, so I remembered exactly who I was fucking. Wifey never refused me, but after a while, it became evident that playing second fiddle to a fantasy, so to speak, wasn’t necessarily her idea of the best sex in the world. Eventually, I calmed down, and life moved on.

That was, let’s see, I’m seventy-five now, so I’m guessing about forty years ago. Ironically, I had recently read a story on here about a babysitter who was seduced by the Mom’s boyfriend (thank you RavenSinclair), and we had just that day seen Elly after all these years. Again, how ironic, and what a coincidence.

Elly had stayed in Boston after she graduated, and we had moved, so we hadn’t seen her in all that time. I’m sorry to say the occasion of running into her again was her mother’s funeral. She was happy to see us, and we her. Her mom had passed at an even 100. There was mention of numbers being exchanged, but I don’t think that happened. (I’d have to check with my wife). Unfortunately, life progresses unrelentingly, and, sorry to say, Elly hasn’t really aged very well. My wife and I were quite surprised at that. She looked a good ten years older than my wife, in spite of the fact that she’s about fifteen years younger. You can rest assured that my wife didn’t fail to emphasize that in the car on the way home.

I’ve looked back on that scene many a time since, and often wondered how Elly could have been so careless. I rarely saw that shade raised again, and only got a glimpse of Elly through that window once or twice in passing since.

Of course, you know that after that episode, I checked that window on a regular basis. The thought crossed my mind that it may have been intentional on her part, but that seems very unlikely to me. She never exhibited any kind of schoolgirl crush on me, and even though there was a little innuendo from time, there was never any overt flirting. (I did get some of that from a few of our daughters’ friends or their mothers from time to time, but never from Elly.) Even if she had exhibitionist tendencies, that was the only time I ever got a peek at her naked charms. The sunbathing she engaged in was pretty typical of what you’d see girls doing at public beaches or pools, exposing as much skin as possible, but never intentionally giving a glimpse of tits or pussy. I guess I’ll never know how I got so lucky.

Well, every word is true. Events like this do happen every forty years or so, I guess. Maybe about this time, I’ll witness something similar again.

Published 47 minutes ago

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