BabySitter Entranced

The first time you get a baby-sitter you tend to get one of the neighbourhood girls. A student, generally from a family you know. Some kid who's looking to earn a few extra bucks for spending money. If you're lucky she does a good job and you continue using her. If you're unlucky you mutter rude words under your breath and start looking for someone else.

We were lucky. Charlene, commonly known as Charli, proved to be competent the first time we hired her. She was fifteen at the time, quite pretty, intelligent, and a willing worker. Naturally we kept using her and even gave her references for other baby-sitting jobs.

This particular night she'd arrived in a timely fashion, which was standard practice for her, and got straight to the task of amusing the kids. I noticed that she'd been developing quite nicely and idly wondered how old she was.

Jan and I waved goodbye and headed off into town. We were having a nice meal that Jan didn't have to cook, served at a table that wouldn't include a couple of small children clamouring for attention, eating off plates that we wouldn't need to wash. After that we were going to catch a show, finally returning to a home that would have certain small children asleep in their beds. What is known as a relaxing night out.

Strolling along the street after our meal we passed a jewellery shop that was still open, the owner taking advantage of the late-night shopping rules. On the spur of the moment I told Jan to wait a moment, stepped in and bought a nice little pendant. I'd spotted it in the window and thought that it would suit Jan nicely. On receiving it Jan also thought the same thing, promptly putting it on, relegating the necklet she was already wearing to her purse.

We saw the show, a Revue, and it wasn't too bad. Not a smash hit production but it would have a reasonable run in my opinion. Critics might think otherwise but I've noticed that they never seem to agree with popular opinion, so who care what they think.

It was pushing midnight when we got home and we were both pleasantly tired. Charli was awake and watching the telly and Jan invited her to join us for a cup of coffee before she left. We sat down and Jan started telling Charli about our night.

Quite early in the piece she took of her new pendant and showed it to Charli, who dutifully admired it. The Jan started fiddling with it as she discussed our meal and the show, going on in some detail about the show. I tended to just let her voice flow at times like that. I had some sort of inbuilt trigger that let me know when she asked me something and I'd hastily try to remember what she'd just said and then answer the question. This pause tended to make me seem thoughtful and wise.

This particular night I noticed an odd note had crept into Jan's voice and I started paying more attention. She was fiddling with the pendant, the zirconia in it sending out little flashes every time the light caught it at the right angle. She was also watching Charli and seemed to be both amused and deliberately letting her voice just drone along.

". . . and now you're feeling very sleepy so why don't you just close your eyes and listen to me," Jan intoned and Charli just seemed to go all blank.

"What do you think of Charli?" she said softly, looking at me.

"What? Me? Ah, a nice girl. Very nice," I said carefully. "A little young but she's growing up nicely."

"God, you're so naïve," Jan groaned. "She's nearly nineteen, you know. As for growing, look at her bosom. I should have boobs like that."

"Hey, there's nothing wrong with your breasts," I said indignantly. "I like them just the way they are."

Jan smiled at me but continued on with what she was saying.

"Maybe, but hers have a lot more oomph than mine. Haven't you ever wondered what it would be like to fuck her?"

"What? Certainly not. I just told you she's still a kid."

"And I just told you that she's nearly nineteen and not a kid. Listen and learn."

"Charli, are you still a virgin?" Jan asked, much to my surprise.

I was even more surprised when Charli heard and answered.

"No," she said, sounding a little dreamy.

"Enough," I interjected. "You can't ask her about her private life. It isn't fair."

Jan just poked her tongue out at me and continued talking to Charli.

"That's good," Jan told her. "That means you won't mind too much when Don gives you a nice little fuck."

"I won't? I don't think I want him to do that."

"Well, you're going to let it happen anyway. When it's time to go home Don is going to lift up your dress and pull your panties down. You can protest if you want to but you'll let it happen. Don't tell him not to fuck you, just say he shouldn't fuck you. Once your panties are down he's going to continue to take your clothes off and you'll let it happen, just making formal protests without resisting. When you're naked you can lean back against the table and watch him take you or you can bend over and wait while he comes at you from behind."

"Are you insane?" I demanded. "What the hell makes you think she'll go along with something like that?"

"Are you blind?" Jan returned. "Can't you see she's hypnotised herself. I wasn't trying to do it. It just happened."

"Bovine excrement," I said delicately. "I heard the last bit of your spiel and it was deliberate.

"Well, maybe at the end," Jan admitted, "but she was three quarters of the way there before I realised what was happening. I just wanted to see if I could bring it off."

"Uh-huh. And what's with this me fucking her bit?"

"A post-hypnotic suggestion. When I tell her to wake up she'll snap out of her trance and then we can see if it works. Consider it a reward for the pendant."

"You're daft. She'll wake up, remember what you said, and run away screaming. We'll have to get another sitter."

"We'll have to get another one anyway. At nineteen she doesn't really want to do the job anymore. She's already suggested Mandy as a replacement. Anyway, she won't remember a thing."

"She'll probably remember everything. Besides, I thought you couldn't hypnotise someone to do something that they wouldn't normally do?"

"You can't, but what makes you think she doesn't want to fuck you? I've seen the way she looks at your bottom. If I wasn't around she probably wouldn't even put up a token protest."

I shook my head in disbelief. As soon as you think you know someone they do something to show that you don't. Jan bent over Charli, speaking quietly, while Charli just sat there, apparently asleep with her eyes open.

Jan sat down again, smiling.

"Close your eyes, Charli," she said. "When I tell you to wake up you'll open them and be wide awake. Wake up."

"I wasn't asleep," said Charli quickly, sitting up with a start.

Seeing Jan was smirking at her she shrugged.

"OK. Maybe I was just starting to nod off," she conceded, "but I'm awake now. I guess that's a sign I should be on my way."

All three of us got up from the table. If left to myself I'd have just stood there waving goodbye but Jan was giving me these meaningful looks. I glared at her and she just smirked, waving me towards Charli. I tossed my hands up in a helpless gesture and moved towards Charli, intent on getting my face slapped.

"Before you go Charli," I said, and when she turned to face me I simply lifted the front of her dress, took hold of her panties, and pulled them down.

The look on her face was priceless. She just gaped at me.

"You can't do that," she exclaimed. Turning her head she appealed to Jan. "He can't do that. Tell him he can't do that."

"Um, it looks to me as if he's already done that," Jan pointed out. She, in her turn, reached out and lifted the front of Charli's dress. "Yep," she said, nodding. "He's already done that."

Apart from her dress all that Charli was wearing was a light jacket which she hadn't bothered doing up. The night was warm enough that she didn't need anything else. I slipped the jacket off her shoulders and started pulling it down her arms.

Charli was all, "What? What? What are you doing?" A silly question when it was pretty obvious what I was doing. I tossed the jacket onto the table and started lifting her dress. From what I could see it was just one that you hauled over your head. No buttons or zips, just a simple shift type of dress, something that wouldn't be hurt if the kids got it a little dirty. (Or a lot dirty, knowing the kids.)

"Jan," Charli was wailing again, "tell him he can't do this."

"But he is doing it," Jan calmly pointed out, smiling all the while.

"But he shouldn't be," came the irate retort from Charli, her arms lifting as I pulled the dress up and over her head.

It was quite interesting to observe what was going on. Charli was addressing her protests to Jan, even though I was the one undressing her, and she wasn't struggling and trying to prevent me from undressing her. True to her instructions she was merely pointing out that I shouldn't be doing this, not actually telling me to stop.

When I unclipped her bra she just stood there, looking helpless, her eyes darting from Jan to me and back.

"Why'd you do that?" she finally asked.

I reached for her, running my hand over her nice flat tummy, drifting it downwards, over her mons and between her legs, cupping her treasure and slowly rubbing it.

"Why don't you take a guess?" I suggested, smiling at her blushes.

A glance at Jan showed that she was breathing hard, watching with a touch of lust in her eyes. For some reason she wanted this to happen. She wasn't going to do one damn thing to stop it.

Jan finally got into action. She circled around Charli and came up next to me. Very efficiently she dropped both my trousers and my jocks, stroking my cock to ensure that it was at its best.

"All you have to do, Charli," she said, "is to decide if you want to lean back so you can watch this coming into you or if you want to bend forward over the table and wait for your surprise. Which is it going to be?"

I moved a little closer to Charli and she hastily tried to take a step back, nearly landing on her rump when her feet got tangled in the panties that were down around her ankles. She managed to drag one foot loose and then she was leaning back against the table, arms behind her to prop her up, her bounteous breasts seeming larger than ever, still nice and firm and ignoring gravity's call, topped by nice red nipples.

I bent and sucked light on first one nipple and then the other, feeling them respond while still in my mouth. At the same time my fingers were exploring and teasing, preparing her for what was to come. She was moving restlessly about under my touch but whether that was in anticipation or rejection I couldn't tell. Not that it really mattered. I was set to go and I was going.

I straightened up a little, giving Charli a clear view down the length of her body to where my erection was lightly brushing against her. I glanced over at Jan, nodded towards her and then gestured towards my cock. She looked blank for a moment and then smirked as she caught my meaning. She moved up next to us, slipped one hand over Charli's mound and parted her fingers, causing Charli's lips to spread. At the same time her other hand closed over me and moved me into position. I gave a little push and Jan pulled her hands away, letting Charli's lips close around me.

With that I started slowly pushing and Charli started talking. Mainly repeating the same few words but saying them very fast. It was a case of, "Oh my god, my god, my god, you're really doing it," repeating with minor variations as I sank slowly home. She finished up with a very breathy and drawn out oooh sound as out groins met.

Although I wanted to be all over her I thought I should make some allowances for the circumstances. I braced my hands on the table for support rather than clasping her breasts. Then I started a slow motion, pulling back and returning, giving her a clear view of my cock sinking into her, and she was certainly looking, her eyes glued to where we were joined together.

It didn't take long and she was moving with me, pushing forward to meet me, giving little groans of pleasure as I drove deep into her. I kept things that way, taking my time and slowly building on her pleasure. (And mine, naturally.) I was waiting for the right moment before I moved on to a more energetic loving. Finally I saw her eyes close as she just gave herself up to these feelings that were running through her body.

That was my cue to close my hands upon her breasts, bringing my whole body into closer contact. Now it was just a case of slowly put some more oomph into what I was doing and try to guess when she was likely to climax.

I suspected that anyone could have measured the state of her excitement by the little sounds she making. Her eagerness was there, her expectations, and I had no intention of disappointing her. Finally picking my moment I started driving in hard, ready for my own climax and trusting I'd timed it right.

She screamed very nicely when she climaxed, almost ladylike in her restraint, or maybe that was the baby-sitter not wanting to wake the kids.

Afterwards Jan dragged her away to help her clean up and talk the way women do.

Jan saw Charli out and was laughing when she came back.

"She was almost floating on air as she left," Jan told me. "I did warn her it was a one-off but she didn't seem to care. Are you capable of performing again? You'd better be. I'm feeling all hot and bothered."

"Oh, I think I can take care of that little problem," I assured her.

"You know I wouldn't have let that happen if she'd been a virgin," Jan said. "I figured that as she wasn't it wouldn't really hurt."

I just nodded. So that's why she'd asked Charli if she was a virgin. I'd just been relieved that she hadn't asked who'd relieved her of that burden.