BabySitter Teasing

Story Info
Sitter like teasing the husbands.
3.2k words
4.18
124.8k
56

Part 88 of the 142 part series

Updated 10/10/2022
Created 06/07/2013
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
Ashson
Ashson
8,540 Followers

Being what they call a late developer is the pits. What it means is that at age fifteen, when my friends were all trying out larger bras, I could have gone topless with no-one noticing. At sixteen, my chest was so flat you could use it for an ironing board and my friends suggested maybe I was born to be butch. Then from seventeen to eighteen, hallelujah, I finally grew a pair, and a very nice pair they are.

A side effect of my late development meant that at nineteen, I was still a virgin, probably the last virgin in my group of friends. Not that I was in any great rush to change this status. I was quite happy to wait until Mr Right came along.

Another side effect was the fact that I liked teasing men, even if it was discretely and only to a certain point. I always picked men who were safe and always made sure I was never in a vulnerable position.

I found it fun to tease husbands when I was baby-sitting. A little verbal innuendo, some flashing of a bit more cleavage than I should, dresses a little tighter or a little shorter than my mother would approve of. Some wives got a bit snarky over it and wouldn't have me as a sitter but others either didn't care or didn't comment. I suspect they were the ones confident in their ability to handle their spouses.

Joyce Hambleton was one of the latter variety. She'd frowned a couple of times when I was pushing the limit a little but I'd always backed off and her husband had never done anything untoward. I'd get some innuendo back from him and he certainly didn't miss a chance to check out my cleavage, but that was as far as it went.

As a matter of fact I was sitting for Joyce tonight and I was in a mischievous mood so dressed to tease. I was wearing a short flirty skirt with thong type panties that left a large amount of rump bare. I also had a button up blouse which had one button that was just a bit loose and like to pop open or even fall off at the wrong time. A low cut lacy bra ensured that if I bent over and someone was looking down my top they'd get an eyeful.

Standing up straight I looked properly demure, neat and respectably clad. Romping around with a couple of little children would change that view but that wouldn't be my fault, would it.

I fronted up at Joyce's place at the standard time. Ron was all dressed and ready to leave, as per normal. Joyce wasn't, again, as per normal. I also had a bonus this time round. Joyce's brother, Dave, was there. Apparently he was going out with them.

I exchanged a bit of banter with Ron and Dave and then started my duties of child-minding. I couldn't help but notice that both men seemed to think it was a good idea if they spent some time playing with the kids as well. Undoubtedly they were being a good father and uncle. It would be a bit vain of me to suggest they were hanging around and sneaking a peek or two.

I got rather a cold look from Joyce when she came out but there wasn't much she could say. Really, she should thank me. From a couple of Ron's remarks he was getting into an amorous mood and obviously hoping to get lucky tonight, and I don't mean with me.

Joyce chased the men out of the house and I returned to child minding. I quite enjoy it. I like kids and they seem to like me. Eventually I threw them into their beds and they zonked out, leaving me to watch TV and message my friends about what a boring life I had.

The Hambletons finally arrived home and Joyce put on some coffee. We had this in the front room and it gave me a chance to talk some more with Ron and Dave. I couldn't help but laugh, even if it was silently. My loose button had come off and I apparently hadn't noticed and I was showing some nice cleavage. Ron was flushed and almost crawling down my top at times, finding excuses to walk past me, looking down as he did so.

Coffee over Joyce whisked the cups away and announced that she and Ron were retiring. She then asked Dave to settle with me as she'd left her purse upstairs. With that she and Ron vanished.

Dave was reaching for his wallet when Joyce stuck her head back in the door.

"Ah, if you have a second, Dave," she called and he crossed over to see what she wanted.

I naturally flapped my ears trying to listen in but the only thing I managed to catch was a reference to a little bitch. Dave was laughing when he walked back in and he sat down on the couch next to me.

"You've upset Joyce," he said, still laughing softly.

"Me?" I asked indignantly. "What did I do?"

"She says you've been deliberately teasing and tantalizing Ron and me. She doesn't believe you lost that button by accident or don't know it's missing. Typical behaviour of a rotten little bitch who wants to attach men but doesn't intend to do anything with them, she says."

"Well, really," I exclaimed. "She is very much mistaken. I'd never do such a thing."

At least, I'd never admit to doing such a thing.

"Well, that what she thinks. She wanted me to deal with you. Give you a fitting punishment."

"Oh, really," I said, ice in my voice. "And what would that entail?"

Next thing I knew I was flying through the air and landing across Dave's lap. With no hesitation he flicked my skirt up and away from my bottom and his hand was on it, holding me in place.

"Joyce thought a good spanking wouldn't hurt," he said affably, "but I decided it was inappropriate."

His hand was wandering all over my bottom, and there was a lot of bottom showing and not much in the way of panties.

"You wouldn't dare. I'll scream," I said, speaking very quietly through sheer nervousness.

"Well, I would dare, but like I said, I thought it was inappropriate. No, I'm just going to pet you a little. If you're worried that I'll go to the point of raping you, don't be. I figure you're a virgin. You sure come across that way. No, I'm just going to play with you a little."

Even while he was saying that he was taking my panties and sliding them down. One hand was pushing my panties down, the other was following them across my bottom and covering my mound. My god. He actually had his hand on me.

"I'll scream," I repeated nervously.

"Ah, I think Joyce is hoping you will. It'll put a smile on her face and a warm fuzzy glow inside her."

Just like that I decided torture wouldn't get a peep out of me.

"What do you intend doing?"

"Oh, just little things like this," Dave said, his hand rubbing back and forth along my mound. "Do you like this?"

"No!" was my immediate response.

"Now don't be silly. Consider what it feels like. Take your time and decide. I think you'll find it's something different to anything you've known but that doesn't mean it's bad."

I squirmed under him as he continued rubbing. I had to admit that once I stopped to think about it, it wasn't too bad. Different, yes, but different in an exciting way.

"What else are you thinking of doing?"

"I'm not thinking of doing. I'm actually going to do these things. For a start I'm going to remove your clothes. Just think about it. You're going to be naked in front of a man. Ever been naked in front of a man before?"

I mutely shook my head, a strange excitement starting up inside me. I'd teased him and now he was going to spend some time teasing me. I shuddered slightly in anticipation.

"Once you're naked I'll have to play with your breasts, you know. Stroking them and tasting them. That's another time when you'll have to consider if you like it or not.

If you behave yourself and don't make too much of a fuss I'll even unzip and let you feel me so you can check the differences between a man and a woman. Have you ever felt a man's cock before?"

Oh my god, no. I shook my head again. And I wasn't going to feel one tonight, either.

His chatting and stroking of my mound had been distracting me from what else he was doing, namely unclipping the fastenings on my skirt, pulling my blouse loose and undoing my bra. He suddenly swung me to my feet and gave a tug on my skirt and it slipped down to the floor. Then he was undoing the rest of the buttons on my blouse and pushing it off my shoulders. It didn't take much for my blouse and bra to join my skirt and panties on the floor.

He pushed my arms behind me, holding my wrists there with one of his hands. He was deliberately looking me up and down. I could practically feel his eyes touching me. I could most certainly feel his finger when he pressed it against a nipple and then trailed it down my body until it slipped between my legs, scratching lightly against my lips as he stroked them where they met.

He pulled me back down onto his lap, sitting on it this time, instead of lying across it. A hand slid between my legs, easing up and pressing against my mound, while his head bent forward and he sucked on a breast.

"Ah, Dave, you really shouldn't be doing this," I told him. "Let me get dressed, please."

"Don't be silly. You're being punished, remember? You'll just have to sit there and take your medicine like a man."

"It may have escaped your notice, but a man is what I'm not."

"I had noticed," he drawled, deliberately poking a finger between my lips.

I gasped and tried to squirm away from his touch but he wasn't having a bar of it. He had one arm around my waist while his mouth was tasting my breasts and his other hand making merry with what I considered mine.

Somehow or other I found myself flat on my back on the couch while his mouth moved over me. He actually kissed me, then his mouth trailed down my throat and fastened on first one and then the other breast, and then, to my horror, it continued down, crossing my mons and kissing me on the mound.

I was like, "Argh, what are you doing?" clutching at his hair trying to move his head away. He ignored me and I could feel his tongue darting between my lips, probing inside me, going places that I didn't know it could go. I almost bucked off the couch when he touched something down there and at that point he sat up again.

"Ah, that was your clitoris, by the way," he calmly informed me. "Sensitive little thing isn't it."

While I watched he unfastened his belt and unzipped. Once that was done he started pushing his trousers and jocks down and I hastily looked away.

He placed a finger on my cheek and turned my head, making me look at him. Oh boy, my excitement levels and curiosity were both climbing to new heights.

"I'm not touching that," I told him.

"OK," he said and his hands were on me again, touching my breasts and pussy.

I was all hot and bothered, only too conscious of his hands wandering over me, touching and teasing, and through it all I was dreadfully aware that he had an erection and it was standing up right next to me. His hand found mine and brought it across and pressed it against his cock. I tried to pull it away but he wouldn't let me, closing my hand around it. Not having any choice I continued to hold him.

He was hot and smooth. He also felt rather large. I read somewhere than an erect penis is six or seven inches. I tried to remember what six inches was actually like and gave up, but I was sure it wasn't all that long. His erection was hinting that I might be mistaken.

I found my hand wandering over him, feeling him, getting used to touching something like that. Eventually I'd be doing it again and it could be useful knowing what the things were really like.

So for a little while I played with his present while his hands kept on teasing and arousing me. I was slightly surprised when he pulled himself loose from my grip, turning me and laying me back down on the couch.

"OK, love," he told me, "I think that's about as far as we can go. Seeing you've been a good sport about the whole thing I'll give you one last lesson. I'm going to ease your lips apart and just place the head of my cock there, letting your lips close over them. It'll give you an idea of what to expect when the time comes."

I'm like, "What? Wait!" and he's moved my legs well apart and was kneeling between them, his rampart cock hovering over me.

"Ah, I'm not at all sure about this," I protested. "You said you weren't going to rape me."

"You worry too much," he told me. "Just relax. Like I said, I'll just put the head in."

I was feeling frantic and excited. I didn't want him to do this but I also did. Still, just the head couldn't hurt, could it?

My lips were being gently parted. I was in such a position that I could see what he was doing. My slit looked awfully small when compared to that cock of his. I nearly screamed when he placed the head of his cock against me and let my lips close, wrapping around him.

He stayed like that, just the head of his cock inside me. I could feel it there and it felt huge. How was I supposed to take the rest of something like that? At the same time I could feel a burning heat of anticipation deep inside me, waiting for him to come in.

Enough was probably a bit too much, I decided.

"Alright," I gasped, meaning alright, enough, withdraw.

"Really?" Dave said, sounding pleased, and he pushed in deeper.

I felt my cherry pop with a sharp pang and then his cock was moving into me. I mean, not just the head, but the whole damn thing was taking me over.

"What are you doing?" I half shrieked.

"You told me to," Dave protested. "I heard you say all right."

The lying, conniving, swine. He'd known what I really meant.

"Well, it's too late now, I guess," he said. "We'll just have to make the best of it.

I wanted to yell and scream but I didn't know what I'd be yelling. Would I be telling him to take it out or keep going? About the only thing that made sense at that point was to shut up and see what happened.

Oh lord, I could feel him going deeper and deeper. That cock that had looked so big now felt as though it was just the right size, pleasantly filling me up, letting me know that I was a woman. It kept plunging in and then it was done. It was inside me with Dave pressing it firmly against me.

"There, that wasn't too bad, was it?" he said. "All you have to do now is to remember to move with me."

Move with him. Right. I knew the theory but how would that go in actual practice? I guess I was about to find out, willing or not.

He pulled back a little and then pushed back into me. This was the point where I was supposed to move with him, I knew. I lifted my hips slightly as he came in, finding he slipped smoothly back into place. Out again, a bit further this time, and then thrusting into me again and I pushed to meet him with a bit more confidence and a lot more excitement. The feeling of his cock plunging into me was indescribable.

Dave lengthened his stroke still more, thrusting in harder each time, with me pushing up to meet him. The big question in my mind was why hadn't I done this before now? After a few moments of steadily increasing strokes Dave finally settled into a rhythm that started doing terrible things to me.

His hands were now on my breasts, stroking and playing with them, while his cock was steadily beating into me. I was gasping, pushing up against him, wanting more of everything. All that excitement and burning sensations that he'd been stirring into life inside me were now flaring up out of control. Little ripples of pleasure from my breasts were trickling down, adding to the fury in my groin, the contrast highlighting it and inflaming me.

I was totally lost, just feeling him inside me, stirring me up, killing me with his ardour. I found I was clinging to him, legs wrapped around him, hands clawing at his shoulders, holding him to me, mouthing pleas for more, more, more.

He seemed to give a gasp and he was driving in at a faster rate, pushing me higher, faster, and then I was falling, spiralling out of control, my first climax raging through me and just sweeping everything away.

I sank back against the couch, spent. Dave was slumped on top of me, and I was gratified to see that he seemed completely spent, too. Ha. I might have been a virgin but I kept up with him and was there right to the end.

I slowly regained by breath and with it came the realisation of what had happened.

"You, you, . . ." I said, not knowing how to go on.

"I'm sorry," he said, sounding truly penitent. "I truly though you were telling me to go on, and I didn't want to disappoint you."

He was lying. I knew he was lying and he knew he was lying, but what could I say?

"Mind you, I'm not actually sorry for what happened, even if it was in error. You were fantastic."

"Oh." What do you say to something like that?

"Ah, um, you weren't too bad, I guess," I mumbled. "It could have been worse."

What with one thing and another I was finally tidied up and dressed and Dave was seeing me out. Standing at the door he shook his head.

"Not too bad," he muttered. "Could have been worse. Damned with faint praise." He looked at me.

"You do realise you've thrown down a challenge to me. I'm going to have to show you I can do a lot better than not too bad. I'll call you."

I drove home, mind wandering. Would he really call? Did I really throw a challenge at him? Would he really see if he could do better? What would it be like if he did do better? I shuddered delicately. It might be interesting finding out.

Ashson
Ashson
8,540 Followers
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
5 Comments
RegretsRegretsover 1 year ago

It would have been better if teasing had left him distressed, and that was it.

AnonymousAnonymousalmost 8 years ago
Shoot straight to the hospital...

And tell them you've been raped in the NonConsent/Reluctance section of literotica. By imaginary characters... oh, but wait, you're an imaginary character yourself, so would the imaginary police even respond?

Unfortunately, the readers who leave such stupid remarks are all Too Real!!!

AnonymousAnonymousover 8 years ago
wow

this was really good, got wet reading this ;)

Bigred24Bigred24over 8 years ago
I loved this story

I was captivated from beginning to end.... I think she deserves a spanking still though.. :-)

AnonymousAnonymousover 8 years ago

Shoot, strait to the hospital and tell them you've been raped.

Share this Story

READ MORE OF THIS SERIES

Similar Stories

Comforting My Neighbor's Daughter I fuck my innocent neighbor when she comes to me for comfort.in Mature
The Busty Babysitter John has it bad for his top heavy young babysitter.in NonConsent/Reluctance
Babysitting Perks Snowstorm leaves sitter stuck at her client's house.in Mature
My Boyfriend's Dad She dreamt of being fucked by her boyfriend's dadin Mature
My Mom's Disgusting Boyfriend How my mom's bf ultimately seduced me.in NonConsent/Reluctance
More Stories