A Lesson in Babysitting (Tyr & Katy108)

RE: A Lesson in Babysitting

There was no words of denial, no protest or complaint for the young girl writhing on his desk beneath him, her pussy packed full of cock. The only answer she’d given were sounds of her ecstasy and willing availability of her body. Jake smirked as he plowed her, fast and hard, her moans and gasps being matched by his groans and grunts. The desk shook as his cock impaled her body, their sounds almost being drowned out by the rhythmic noise of their bodies colliding together. Smack, smack, smack, his cock drove into her body, his balls slapped her ass as he gave it to her.

Take that fucking cock, you little horny slut.

Jake wasn’t holding back, or trying to delay the inevitable, instead he just concentrated on giving her everything he could. He wasn’t treating her like some fragile young thing that needed to be coddled; no he was giving it to her like two animals in heat. The ache in his balls grew as the pressure and need for relief built. All of the frustration of his recently failed marriage was going into fucking the little vixen with legs spread on his deck. He could feel her pussy gripping his length as it rapidly stroked in and out of her wetness. When his cock hammered her, he could see the ripple of the impact as her body quaked. Luckily his son was a deep sleeper, or he would have got an eyeful and earful as he fucked his son’s babysitter.

Oh fuck!

It felt so good to be fucking this young hot thing. If there was anyway possible, he was going to make sure that this wasn’t the last time. Those thoughts just got lost in the carnal lust as he took her, used her, and made her his. The need to quench his lust was impossible to stop or slow as he drove his throbbing cock deep and hard into what seemed to him an eager and hungry pussy. It was such a difference to be fucking someone who wanted and relished the experience as much as he did. Just maybe he’d found the perfect little pussy to serve his cock.

RE: A Lesson in Babysitting

There was nothing about the way in which Jake fucked her that resembled the desperate inexperienced attentions of the few men she had been with before. There was nothing about the way that Jake fucked her that was romantic or tender or generous. It was hard and rough and selfish but there was nothing about it that Jenna wasn't enjoying. She never knew just how good it could feel to be used in this way.

Groaning, grunting... Every grunt punctuating the moment that Jake's cock completely filled her inexperienced cunt. She began to slip a little on the desk it moved a little with the force of his thrusts into her. She reached both hands up, over her head, grabbing the far edge of the desk and holding onto it tight. Had anyone ever called her a slut before this moment, she would have argued vehemently against it. But from Jake... It sounded ... It excited her... After all could she deny that right at this minute... That for this whole evening she had acted like a complete slut. What was it about him that made her act like this! She really didn't care. But she knew that she liked being a slut for him and liked that he treated her like a slut... Called her a slut.

"aarrghhh...so...good.. Will.. Be...a Slut...for...you..aarggh... Want...need your...cock...please.."

Jenna closed her eyes tight as her body started to tremble a little...her breathing quickening...her squeals becoming louder as she felt another climax approaching fast.

"

RE: A Lesson in Babysitting

The carnal lust was too strong, and the will to slow, delay or even stop wasn’t possible. Jake was in the moment and the only thing that mattered at that moment was fucking with almost brutality the young woman sprawled on his desk. Over and over he plugged her pussy full of cock, driving his engorged member deep into her wetness. The morality or ethics that she was too young or a daughter of his friend, were all lost in the undeniable desire for her.

You don’t have to worry about being you are my SLUT!

The last word mixed with a groan as the need couldn’t wait any longer. Howling he felt the rush of euphoria as he prepared to spew his seed deep into her body. The last thought was fear of explaining to her father why she was with child. So at the last moment possible he pulled his slick length from her pussy, and watched as it began to shoot long ropes of hot sticky cum onto her chest, belly and abdomen. Later he would find out if she had protection, but waiting or asking just wasn’t possible. His cock still moves back and forth as his hips continued to undulate, the throbbing shaft no longer buried in her, instead slides over her wet slit and little nub.

OHHH MY GODDD!!!!

The only coherent words as the orgasm tore through his body, the wonderful feeling so long missing and so welcome.

RE: A Lesson in Babysitting

She didn't know why something so otherwise offensive and derogatory... something which a few hours ago would have upset her could now suddenly please her. "...you are my slut". He had identified a degree of ownership of her and she liked that very much. The young, independent, proud college student looking at a career in the law at some point in the future... and her she was... with a man she barely knew... sprawled out obscenely over his desk... her ass still stinging from the spanking her had given her, her pussy dripping from the attentions of his cock.

She groaned as his cock withdrew, leaving her empty and wanting. She lifted her head and opened her eyes just in time to see his cock spewing cum over her body and part of her dress... what was left of her dress. She felt it warm against her skin, watched it as it settled and then looked slowly back up to him. His face was a little red from his exertions and he was breathing hard but she like how he looked standing over her, marking her. She couldnt help but smile a little and moan softly as she felt his still hard cock rubbing against her. Her back arched a little once more as she stretched herself out relishing how she felt at that moment. And then she let go of the edge of the table and slowly sat up. Jake was still standing between her legs as she sat up. She brought her hands up to his chest and caressed over his body slowly, placing kisses softly on the fabric of his shirt in places where her hands had been. She imagined that she was probably going to be sent home now... but perhaps... just a few more minutes with him.

RE: A Lesson in Babysitting

The young woman sat up, facing Jake there were several reactions he thought possible: she could flee, scream rape, or decry what they had done. Or as he hoped she would react positively to the salacious activities they had just been involved in. So he was pleased when she didn’t draw away, but instead brought her hands up to caress and play with his chest as she tenderly kissed the fabric of the shirt. This could have been a romantic moment where they shared their feelings and discussed the future and all those things that new couples engaged in, but this wasn’t what Jake wanted. No, this wasn’t going to be that kind of relationship; this was going to be different. All the prior relationships, he’d treated the women with deepest of respect and equality, and every one of those had failed. He’d done what he’d been taught to do, and even at times when it didn’t feel right, now he was going to do it the way he always wanted to do it. So with little preamble, he just pulled her from the desk, and pushed her to her knees.

On your knees! Its time you cleaned up the mess you made.

If this was going to fail, it was going to fail on his terms. One hand held her head by the hair as the other presented his slime covered cock, its surface covered in a combination of cum and pussy juice. The tone he used wasn’t asking, it was commanding of her to do his bidding. Jake wanted Jenna, but only if she came on his terms, then she would be just the kind of girl her wanted.

RE: A Lesson in Babysitting

Jenna's breath hitched as Jake pulled her off the desk. This wasn't at all what she expected. She wasn't quite sure what she expected but this wasn't it. She obviously didn't know Jake at all - a scary admission in light of what they had just done - but she didn't see him as being the 'touchy-feely' kind. She probably wouldn't have been surprised if he had simply helped her up and guided her to the door. But she wasn't entirely sure what this was...and before she really had a chance to fully think it out, she was on her knees. She looked up at him, eyes wide, her heart pounding, her tits still hanging out of her dress.

As she felt his hand tighten in her hair, holding her head firmly, her left hand instinctively reached up, making a futile attempt to stop it from pulling by wrapping her fingers over the back of his hand. There was a little fear... He towered above her and his strength - not just physical - clearly exceeded hers. She swallowed hard.

Her gaze shifted for a moment as she looked at his cock inches from her face before looking back up at him. It was obvious what he wanted. She had sucked cock before... A handful of times and she couldn't deny that she enjoyed it, but she kept gagging. No-one had ever told her to do it though and certainly not after... And it was clear that Jake wasn't asking her. She hesitated for a moment... then opened her mouth tentatively.

RE: A Lesson in Babysitting

The young woman didn’t oppose him, and yet he could see the confusion and slowness of her actions. Jake thought it could have come from revulsion, or simple inexperience, but in the end she opened her mouth and complied which thrilled him. As soon as her mouth was open, he slipped his semi hard member between her lips, watching the veined thing disappear.

There you go! Suck it baby, get it all nice and clean. Look at me as you do it.

If she didn’t like the taste of cum, she was going to just have to get used to it, as he planned to make her consumption of it a common occurrence. There was just something so sexy about watching a woman consume your seed. So he stared down gently stroking her face and hair as Jenna worked his slick slimy length into her mouth. This time he didn’t force it, he'd let it happen naturally as he wanted to see her innate inclination. Who and what she was wasn’t yet completely defined for him. Jake knew what he wanted, and how much of that Jenna had or needed to learn was still to be determined. Yet he saw great potential in her, and with her amazing body it bode well for the future.

That’s right, lick and clean the whole thing, even by balls.

He gave her a genuine smile as he watched her perform as he had demanded.

RE: A Lesson in Babysitting

Jenna closed her eyes as the head of his cock slipped into her mouth. She let go of his hand as it held her head and placed both hands on the side of Jake's thighs. In her head at that moment she thought at least she would be able to push him away if he tried to push his cock too deep into her mouth. His hand seemed to relax a little in her hair but it remained entwined and she liked how that felt. She didn't know why, but she always liked it when people... specifically men when they were in bed - played with her hair and the way Jake was doing it was even better than usual. Another symbol of control at a very base level... perhaps it was as simple as that popular image of the caveman dragging his 'property' to his bed by her hair.

Almost as soon as she started, she heard Jake's instruction to look at him and her eyes opened and lifted , her head tipped back just a little. Again there was something symbolic for her about their positions relative to each other which she founded added to her sense of excitement and trepidation.

She let about half of his shaft slides into her mouth, her lips immediately coated with their cum. Her Tongue rubbed lightly against he underside of his still hard shaft and she moaned softly sending small vibrations through into his thick cock. Then she pushed a little at his thighs...pulled back her head sucking softly and breathing steadily through her nose. She felt his and a little firmer against her head but he seemed to let her pull back. And so she worked her mouth over the top half of his cock.

She wanted to please him. She wanted to obey him and to learn from him. Until her experience with him over the last hour, she didn't appreciate how much of a turn on submission could be. Was this really what had been missing before? And he wouldn't really MAKE her do things she didn't want to would he? Like now...he wasn't forcing her to take all of his cock. she could decide some things...couldn't she?!

She let his cock slip from her mouth and moved her head a little so that she could lick his balls. Her tongue circled and caressed them. She took each one into her mouth and sucked gently, pulling her head back just a little and letting then slide out of her mouth with a gentle pop. All the time she felt his hand on her head, letting her move as she wished. Her eyes closed for a moment until he reminded her to look up at him.

As she moved her mouth from his balls she went back to his shaft, taking the head back in her mouth again, moaning softly and working the topm3 to 4 inches, feeling it comfortable in her mouth and feeling pleased with herself for not gagging.

RE: A Lesson in Babysitting

For a young woman, with probably a limited amount of experience, she seemed to be eager, wanting to please. There were times to force and to demand something of a woman, but her acceptance of his member into her mouth was perfect. Watching as she put her efforts into meeting his demand, and doing it with while on her knees before him, was thrilling. When she looked up he smiled and gave her a nod of approval as they shared this most intimate of moments. A groan escapes his mouth as her tongue circled the sensitive head of his cock and when she played with his balls.

There you go. That’s good, yeah right there.

Jake continued to direct her efforts. Guiding and directing her in what he liked best, while showing affection for her submission. And so began a very adult conversation.

You look good baby, such a natural little cocksucker. You like sucking my cock don’t you?

The moan she made enough of an answer for him to continue.

Do you like the way it tastes baby? Do you like cleaning the cum off of my cock?

Jake watching her, judging her answers as he stood over her, his member in her mouth.

RE: A Lesson in Babysitting

She wasn't entirely innocent about this; she had seen bits of porn where the man forced his cock deep but she was naive to the extent that at that moment she thought she was in control of what Jake did. The fact that he seemed to be content with her only taking a few inches of his huge cock meant she relaxed and right then she didn't really appreciate that there were hard lessons she was going to have to learn. Right then she loved the feel of his cock in her mouth. She loved the feel of her submission to him. Her eyes were wide and bight as she looked up sucking gently, her head bobbing steadily back nd forth., her hands caressing just slightly at the side of Jake's thighs. And his compliments made her feel even better.

At his first question she had moaned and nodded her head just a little. At the second she pulled back almost completely, opening her mouth and making a display of her tongue cycling around and over the head. She moaned again and smiled and nodded.

"I love cleaning your cock...tasting your cum" she spoke softly and then licked the shaft like a lollipop with the flat of her tongue. "mmmmmm your cock feels nice in my mouth"' she opened her mouth again and took the head inside. She really hadn't expected this to feel so hot... She felt she could sit forever on her knees feeding from his cock like this. Maybe he was right when he had said she was already his slut. Everyone she knew...including her father wouldshave called her a slut and a whore for how she had behaved tonight. But she didn't really care, and at that moment - and without knowing the education that she was going to receive - she was happy on her knees, sucking and cleaning cum from his cock. She was HIS slut.

RE: A Lesson in Babysitting

Jake knew girls that simply did sex, because it was required of them, or partook of a small portion of it with a nominal amount of zest, but then there were those that relished everything, and the more they got the happier they were. It was his own fault in a way, his ex and he both in the end had far different ideas about what their relationship should be, and having compromised from the beginning and not truly making it clear, it became evident that even with her changing that the relationship was doomed.

Now and here, the young thing was eagerly slurping on his length showed more promise and more eagerness than his ex-wife ever had. Such an act would have been beneath her, and as such never would have occurred. The sexuality and vibrancy of this young woman had Jake’s complete attention as she happily fed on his manhood. Jenna was giving more of herself than any girl, woman, or wife of his ever had to him.

Oh you are a special little thing aren’t you? I think I’m going to keep you.

And there lay the problem, how was he to accomplish that? Then he realized, if there was a will, there would be a way. As he thought about the problem, he left her to service his member for it was something he planned for her to become actively familiar with.

When do you need to leave? And of course when are you free next?

Simply put he assumed that her desires were mutual to his, and that this was the obvious next step. If necessary he might have to let his son take a nice trip to visit his grandparents, so that Jake would have more time to spend with his newest prize and possession.

RE: A Lesson in Babysitting

Jenna smiled a little when Jake said he was going to keep her. Her lips still wrapped around the head of his cock, she suckled slowly, gently, then opened her mouth and let her the tip of he tongue circle it. She liked the fact that whatever she had done it was enough to please a man who was clearly so much more experienced than her. She brought her lips together slowly leaving his cock for a moment effectively with a soft slow kiss.

"Daddy's away for another 10 days..." she opened her mouth once more bring her tongue back to dick...licking ...circling...leaving with another kiss.

"I can leave whenever you want me too..." she began to slowly kiss her way down his shaft. One kiss every few softly spoken words.

"I don't...(kiss)...have another lecture...(kiss)...till next week...(kiss...kiss...kisss). I need...(kiss)...some fresh clothes...(kiss)...shower...(kiss)...toothbrush...(kiss)...I can come back whenever you want me to." she moved slowly, her mouth only just broke contact with his cock. She had never spent time with her mouth giving attention to a man's cock before, but then perhaps Jake was really the first real man to have fucked her. She wondered suddenly whether maybe she had seemed too keen. Maybe her responses would scare him off. She wanted to be his pupil. She wanted to learn; learn how to be a better slut for him. But maybe she had misunderstood. He seemed to like what she was doing but surely he knew women who were so much more experienced and who knew what he wanted.

She let her eyes close and she hoped she hadnt just ruined things.

RE: A Lesson in Babysitting

Jake smile down at the young woman as she worshiped at his cock, kissing and playing with it as she eagerly explained her immediate availability. He doubted that she had much idea of what he intended for her, but so he hoped that when she did, she would accept as eagerly her new position in life, as she did his most recent offer, because it would exquisitely fulfill his needs and hopefully hers too.

Good then I’ll send Jimmy off to his grandparents tomorrow, and we shall have some time all to ourselves.

Though that wasn’t a complete truth, it did convey the majority of his want to be with her. He planned to just keep pushing her boundaries, and see who and what Jenna really was. If it was as he suspected, then the next 10 days were going to be a very exciting time.

Bring what you need, and don’t plan of doing anything else. We’ll probably need to go shopping to get you something nice to wear. So how about 2:00pm tomorrow?

Reaching down, he pulls her up, so they are facing each other, almost romantic, but more so that he could have her body pressed against his. His arms wrap around and hold her provocatively, his fingers digging into the naked cheeks of her ass as they talk.

Now you better be going, before I find myself unable to resist your charms and start fucking you again.

His hand slaps her ass, thinking about how nice it would be to be fucking her tight little back door. This fresh young woman made him feel more alive, than he had in years.

Hey are you on birth control? I just didn’t want to get either of us in trouble. Oh and I'm keeping this as a souvenir.

He says as he takes the discarded panties.

RE: A Lesson in Babysitting

She could hardly believe what Jake was saying. The two of them. 10 days. 10 whole days. She suddenly mentally checked herself. 'Dont act like a giddy little school girl here. You might not be the most experienced girl he's ever slept with, but you dont have to act like a child'. She couldnt help the broad smile though. She nodded.

"Okay. I can skip the odd lecture without being missed I guess." She kept smiling as he pulled her up, enjoying the closeness as she rested her hands on his hips and leaned against him. She opened her mouth in a silent gasp as she felt his hands squeezing her ass but she couldnt help wondering what was wrong with what she was wearing ... well when she had arrived at least. "2pm is... fine?"

Her body snaps a little in response to the firm slap, her hips instinctively moving quickly forward in at pointless effort to get out of the way of a slap that was already complete. She liked it when he did that. She liked it when he did it playfully. She liked the way he had done it with her bent over the desk earlier. Even the possibility of being spanked by him for some indiscretion seemed appealing at that moment. But she pushed the image out of her mind. As he let her go, she adjusted her clothing, trying to put herself back into some form of decency that would allow her to get home. She looked around and spotted her panties, just as Jake picked them up and told her he was keeping them. She felt her cheeks blush but she simply smiled at him. She took a step toward him, went up on tiptoe and softly kissed him on the cheek.

"And yes... i have birth control. You... don't have to worry about that. I'll... I'll pick up my keys from the kitchen and see you tomorrow then. 2.00pm." She turned and headed for the study door and then stopped.

10 minutes later she was in the SUV and heading home, hardly able to stop smiling. She could still taste him. She could almost still feel him. She could still smell the aroma of sex on her. Thank God her father was away.

The following day, she packed, repacked and packed again. At one point she was sure she had practically her entire wardrobe in her case. Then she put the case away all together. You don't need to pack for a month. Worst case, you can pop back home. She packed underwear, a few dresses, skirts, t-shirts. Then there was the task of what to actually wear right now. In the end she stayed safe. Simple red dress.

http://www.victoriassecret.com/ss/Satellite?ProductID=1265602538254&c=Page&cid=1314948166577&pagename=vsdWrapper
And somehow (although she would never quite work out how) she managed to pull up in the SUV outside Jakes house just before 2.00pm the following day. Picking up her overnight back, she walked up to the door and knocked, buttterflies at war in her tummy, heart racing in anticipation and excitement

RE: A Lesson in Babysitting

Jake was pleasantly surprised when Jenna arrived just before the appointed time, her punctuality another clear indicator of her intent to follow through and not chicken out. He had half been expecting a call, or some other excuse, and for her not to show up, it wouldn’t be the first time that a woman flaked out or didn’t follow through. Opening the door he saw her standing there and his eyes were not displeased by the pleasant sight of Jenna dressed in a nice red dress.

Good you are on time. Come in; let me help you get your stuff in before we leave.

John gave her a nice kiss as he enveloped her into her arms, before he gently padded her ass, and went about helping bring everything in, taking it all directly to his bedroom. He was wearing a pair of black slacks and a casual polo style short sleeve shirt as he helped her get herself situated. Pointing to his large closet more than half empty after his wife left, there was more than adequate room for her to store or hang her stuff. As she unpacked he watched the items and article of clothing taking in a general assessment of what she brought. Though all of it was fine, none of it truly had the essence of what he was looking for and that was a true honest to badness slut. The kind of girl when she walked by gave every guy a hard on.

I thought we could go shopping and get some stuff so we could play. So come on let’s go.

John guided her to the garage; in the garage John had a nice new looking roadster, with the top down.

http://www.autospectator.com/uploads/BMW/2006/Z4/front-side-silver.jpg

Their first stop was to a sexy dress/lingerie store to shop for a club dress or two, and maybe a few other things depending on what they had in stock.

I like your dress, but I think you’ve got a hot body, and when you’re with me, I want everyone to be envious of it. So why don’t we go in here and find you something sexy to wear.

Leading into the large store, John quickly point to a few dresses that he thought might look nice on her. He finds a nice private spot to sit and wait as she changes into the first one he picked out.

https://store02.prostores.com/nowdiscountshoes/images/Zzw-Angeline-A-0022-Dresses-Red-Womens-Designer.jpg

RE: A Lesson in Babysitting

Jenna smiled as she stepped inside thinking that he looked as good as he had done the night before. She kissed him back and enjoyed both the embrace and the pat on her ass. She thanked him for his help, following him up to his bedroom. The tour the previous night hadn't really included this beyond pointing out the door and she was a little overawed at the size of the room, the floor to ceiling windows overlooking the garden, the huge bed against the opposite wall.

She unpacked and hung up her clothes quickly conscious of him sitting on the end of the bed, arms folded but relaxed, watching her patiently. When she was done and he suggested that they should go and get "some stuff" so that they could "play" she wasn't entirely sure what he had in mind, but she simply looked at him and smiled and shrugged. "OK I guess."

She picked up her purse and let him guide her to the garage. She loved his car. She could hardly stop grinning as she sat next to him in the Z4 not really taking that much notice of where they were going. As they parked and she stepped out of the car, she pulled the hem of her dress back down, it haven ridden up a little on getting out of the car. She blushed a little as she thought that a 50-something man had gotten a pretty clear view right up her skirt as she got out.

She couldn't help be a little surprised at his comment about others being envious. She looked at him a little puzzled.

"You mean... You don't mind... I mean you want to be seen out... in public with me."

Inside the store again the smile on her face was almost permanent. She stayed close to him. When appropriate and when there was room, she walked on his arm but tried not to be clingy. She took each dress he gave her, but she loved the red one. Seeing where he sits, she quickly goes into the dressing room and changes, stepping out a few minutes later and walking over to where he sat.

"Do you like it"

RE: A Lesson in Babysitting

Jake sat there watching as Jenna came out to show off the short sexy dress he had selected. Her modesty to this point was to be expected, but something she would have to get past, if she was going to be around him.

Of course I want to be seen with you, what guy wouldn’t be proud to have someone as attractive as you on their arm. Oh we might have to be a little discrete, but I think you and I are sharp enough to manage that. Now turn around for me.

She made a quick circle, and Jake took his time admiring just how nicely she filled out the dress with her very feminine curves, a real dichotomy of looks from her original attire, and one that he was very pleased with. With a come hither motion of his hand, he directed her to move over to where he sat.

I do think there is one small modification that will make this dress just perfect on you.

One hand comes to rest on her waist as he looks up past her bountiful chest, and stares into her eyes with a smile on his face, his other hand coming up between her legs, sliding past the hem of the short skirt, and makes its way to the area where he legs joined. One of his large fingers hooks her panties, and skillfully pulls them down, simply discarding them on the floor adjacent to where he sat, as if they were no longer necessary or important.

I don’t think you need these, they leave lines.

He did this right in a store with people moving about, knowing full well that someone might see. He however never even looked around as he stole her panties from between her legs, knowing she would feel substantially different with them gone. He watched, wanting to see how she would react to the theft, and to her increased vulnerability and exposure.

RE: A Lesson in Babysitting

Jenna stepped out of the changing room a little tentatively, already looking for Jake and pulling gently on the bottom of the dressin an attempt to cover the tops of her thighs just a little more... pulling it up a little at the bust. She had left her bra in the changing room; the dress just wasnt meant to go with anything other than a strapless bar...or no bra at all of course. But walking out into the store wearing the bra under the dress would have looked ridiculous. The dress of course still matched the red heels she had already been wearing. She saw Jake sat in a nmearby chair and smiled a little nervously. She straightened up, smoothed out the dress a little and walked towards him, stopping about 6 or 7 ft away.

She smiled at his suggestion that they would need to be discrete and then turned around as instructed,looking down a little in case anyone in the store might have been looking. Having completed her turn, she looked back at him and then smiled a little as she approached him. When his hand came up to her waist she really didn't know what he was going to do but she was surprised when his hand came up between her legs. Her body tensed a little, her cheeks flushed and she quickly looked around the store, but her attention was immediately brought back to Jake when he moved quickly to remove her panties. For a second or two she was frozen to the spot, as if her mind was having a little difficulty in processing what had just happened. Then as she felt her cheeks starting to burn, her instinct was to crouch down, grab her panties and pull them back up before someone saw. At the same time, she looked around - too fast really to see anything - but her mind also seemed to appreciated that if she reacted too much that would only draw attention to herself. She saw Jake looking up at her again as if nothing unusual was afoot. She swallowed hard... embarrassed... a little scared... self-conscious... but excited. A hint of a smile drifted around her mouth.

"Jake... I can't... what if... I... don't let anyone see..." She looked around again and stepping out of the panties as they lay on the floor, she bent her knees trying not to bring the attention of other shoppers to what she was doing, crouched down and quickly picked them up off the floor, scrunching them up tightly in her fist.

RE: A Lesson in Babysitting

The young woman put forth such a mild protest, a soft voice of concern about her predicament. He watched as she gathered up her discarded panties, but made no attempt to put them back on as she looked at him with a nervous gaze. Jake smiled the young woman was even now making a substantial transformation of her physical image, one he hoped to guide further along and incorporate more than just the physical look. He could see her fingers still trying to fruitlessly pull the short skirt down, as it naturally rode up her hips. To calm her, he brought his finger to his lips and quietly shushed her.

Its okay, you look great. I bet you’ve worn bathing suits with less material.

The outfit was a good start, but they’d need more than one, and the sexy club dress was only one part of an entire ensemble. Yes, the outfit was the main part, but the shoes she wore though comfortable and practical, didn’t for Jake match or convey the image he had in mind.

Come on lets see if we can get you something to go with this outfit, maybe a sexy pair of shoes.

Standing up, and putting his hand around her, and letting it rest on her barely covered ass, he guided Jenna over to the shoe area, which was situated in one corner. The shoe selection though limited was the exact type that he sought, a collection of fuck me pumps, stilettos and platform shoes lined the wall. The sales clerk came out quickly and Jake pointed to a few pairs that might work, the man not totally surprised when he went to take measurements of the girl, thought she might lack any under garments, for she kept her legs tightly clenched.

http://dickiebo.files.wordpress.com/2009/09/450px-young_blond_man.jpg

The young man disappeared into the back to search up the proper sized shoes, while Jake stood by. Jake had noticed that Jenna had kept her legs as tight as possible when her feet were being measured, and it amused Jake, so he decided to see how far he could push the nervous and self-conscious young woman. So he leans over and whispers to her in her ear.

When he comes back, give him a show,

RE: A Lesson in Babysitting

She opened her mouth to say more, but she closed her mouth as his finger came to rest on her lips. He was right of course. A bathing suit. A bikini. But it wasn't really the point she thought to herself. If she forgot for a second... the way she sat, they way she bent over... She just smiled at him.

Shoes too?! She liked walking in the curve of his arm and she was more than aware of where is hand came to rest. Again, had she been wearing a pair of jeans, she would not have thought anything of it. But there was such a thin short piece of fabric between his hand and the bare ass he had spanked so well the night before. She couldn't deny that she liked the feel of his hand there though but she couldn't help look around a little nervously, suruptitiously, trying to assess whether anyone was taking the blindest bit of notice of the pair of them. She certainly couldn't see anything.

When Jake identified the shoes, Jenna panicked a little, knowing that the sales assistant was going to want to check her shoe size. She felt herself stiffen a little. She looked a Jake but he didn't seem to be taking any particular notice at that point. She sat down stiffly and kept her thighs and knees firmly together and she was relieved when finally the blonde guy got up and went to fetch the proper sizes of the shoes that Jake had selected. When Jake leant over, that temporary relaxed feeling suddenly disappeared. Jenna's head snapped around as Jake stood back up and she stared up at him.

"What? You mean... " She smiled in a disbelieving look and shook her head. "I... I couldn't... what if... I..." She looked back at the door to the back store which was still firmly closed at that moment, and then back up at Jake. "What if he... he might be upset... or... I can't Jake." Part of Jenna was sure that Jake was joking and because of that the smile continued to play around her mouth.

RE: A Lesson in Babysitting

Jake could see the consternation that his request had caused her, and he found it entertaining. The young woman had an amazing body, and he planned to have her show it off, and become far more comfortable with it. Wearing the clothes was one thing, but being comfortable in them was another, it was same difference between saying something verses doing it. This was only the first of so many things he was going to require of her, and each was going to push her a little further along towards his ultimate goal.

Of course you can, he’ll love it. A young boy like that, dreams of getting to see a sexy girl like you. It doesn’t hurt to give him a little thrill from his boring dead end low wage job; it will be a memory he’ll beat off for years to.

Standing next to her, leaning over, Jake spoke so calmly and casually, as it he was asking her to shake the young man’s hand or some other insignificant request. Jake was trying to draw her out, get her to be more comfortable with showing and displaying her body.

Go slow, if he runs off nothing lost, but I bet he appreciates the attention you give him. You have got it; you should flaunt it, not hide it and cover it all up. Give the guy a thrill.

Jake continued to encourage her, making it sound like the most normal of things. If she was going to become the type of girl he wanted her to be, she would have to get past her inhibitions, and become comfortable with her body and showing it off.

RE: A Lesson in Babysitting

Her eyes widened again and her jaw dropped. She looked up at him, clearly a little shocked.

"You're serious, aren't you? You really want... Jake I... "

At that moment, she heard the door to the store room swing open and the blonde haired man, probably about Jenna's age, give or take a year or two, stepped back through and into the store. He walked over and sat down on the chair opposite Jenna and put down three boxes. Jenna stared at him for a moment, her heart racing. She watched as he opened on box and took out a bright red patent leather stiletto shoe. He looked at her. She stared back, like a rabbit in headlight. Then she looked up at Jake who simply looked down at her with a soft unrevealing expression. She swallowed and looked back at the man opposite who was waiting tonsee if she was going tontake the shoe or let him slip it on her foot. Jenna took a quiet but deep breath and as she legged her foot a little to allow him to put the sho on, she letbher legs relax a little....let her thighs and knees part a little...and then just a little more as she kept her gaz on the shoe.

RE: A Lesson in Babysitting

The young man enjoyed working in the store, it was kind of cool to see woman trying on and wearing all the sexy outfits, of course except the few that decided to wear things several sizes too small, or those that should really just wear more clothes and not less. Still the young woman, accompanied by older guy was hot. He’d seen it before the kind of guy that had money, power, and of course the hottest girls with him. Still he had a job to do, and took out the first set of shoes to try. She seemed nice and not bitchy at all so Johnny put started to put the first shoe on for her to try. Having sized her shoe it went on easily and as he looked up to ask how it felt, his gaze was momentarily diverted by her legs being open slightly and revealing not a stitch of clothing that he could see. It was hard to tell, because the light could play tricks on you, so he quickly tried to recover from his momentary indiscretion.

Oh um, does that feel okay.

The woman just nods and he quickly sucks in his breath, holding it for a moment to calm himself as he concentrates on putting the second shoe on. He looked up again and he would have sworn her legs were even a little wider apart than the first time, and as much as he tried to make it look casual, he did take a little longer gaze of what might lie between them. He smiled trying to cover his briefly diverted eyes.

Would you like to try them and see how they walk?

His free hand wiping some perspiration from his brow as he tried to regain his composure, a new fear growing as he felt a stirring in his pants. Jake just watched, not interfering as Jenna complied with his suggestion. She done the minimal amount, but she had done it. As Jenna rose he indicated for her to both walk away from him and towards him, so he could inspect the new look. When she was close, he pulled her closer, and whispered in her ear as he held her around the waist.

See I told you he would like it. Now when he changes to the next pair, I want you slip your foot between his legs and show your appreciation for his efforts.

Letting go, he pushes her off and says out loud.

You look hot baby.

RE: A Lesson in Babysitting

Jenna was somewhat conflicted. She was embarrassed by her own actions. Here she was after all showing a complete stranger her naked pussy in a public store. Ok it wasn't exactly obvious, but still. But then she was also somewhat surprised by the fact that it seemed to turn her on.

She stood up, pulling the hem of the skirt down, almost on auto-pilo, and begins to walk, letting Jake see how she looked in the high heeled shoes. She wasn't sure if she was feeling just a little excited because of what she was showing the blonde man or whether it was the doing as Jake had told her. As she stepped closer to Jake her embarrassment grew as he pulled her close and whispered what she should do next. She just looked briefly in shock at Jake, about to open her mouth to object, then closing it as he pushed her away and she realised that there was nothing to say with the blonde so close.

She sat down again, looked at the blonde, at Jake, then back. She slips the shoes off. He picks them up and puts them in the box. As he brings the next box to his lap, Jenna raises her foot slowly, bringing it to rest gently on his crotch. She felt his cock semi hard beneath her foot as she moved her leg and foot slowly. In doings she showed a little more of what was barely hidden beneath the hem of the dress.

Her embarrassment grew a little more

RE: A Lesson in Babysitting

Standing to the side, he had neither the view of what the young man saw, nor of exactly what Jenna was doing with her foot, which hopefully gave the both of them a little more feeling of security from his intruding eyes. Actually when possible, he seemed to be checking out other various articles of clothing so as each of them would have less reason to stop or just shorten there little indiscretion. Though he could tell even from her that Jenna had his attention.

Johnny watched the attractive woman who could have been his age, except she looked hotter than any of the girls he ever hung out with, walk away in the sexy high heel stilettos. Damn she was hot just walking and the way she leaned into the guy made it clear who she was with. So when she returned to try the next pair, the most his little perverted mind thought might happen was he would get another small view of her pussy. His presumption was substantially off, when he slipped off the red shoes, and her knee rose up giving him an excellent view of her lack of panties. Without even having to contrive a reason to bend or look up, he had an unobstructed view of her sweat sexy delicate sexy pussy, and so his attention was completely there when something even more unexpected happened, the unattended foot came up between his legs where he had been kneeling and began to caress his already barely concealed erection. The shoe he had in hand almost tumbled to the floor as his eyes went wide and his mind tried to override a natural instinct for flight. Turning quickly Johnny noted the large older man seemed preoccupied, as his young girlfriend applied her foot to his growing appendage. Now he might have thought this some accidental contact, but the slow rubbing motion of her toes against his bulge made it clear that it was deliberate. The act was clearly intentional; it was the reason for it that was beyond his comprehension.

A gasp slipped from his young lips as he came to a decision, if the guy wasn’t looking and his girl wanted to play, then let her play. So he put the shoes very slowly on the foot that wasn't playing with the bulge now running down his pant leg. As she moved her legs he brought one up to help tie off the straps, that worked their way up past her ankle. The only real disappointment he had was when the gentlemen seemed to lose interest in the panties and bras he was looking at and was making his way back, that Johnny did the only thing he could and placed the other shoe on the foot that had been playing with his hard cock. Since he didn’t have to get up, he stayed crouch down, hoping the old guy wouldn’t see his condition.

Umm… Okay try those out

The words were a little stilted as Johnny tried to act normal, when in fact he was feeling anything but. He couldn’t figure the young woman out, as she again got up, and did a little performance walk for the older guy, almost strutting her stuff. Johnny took a few deep breaths trying to regain his composure, trying to will his erection down.

Jake again instructed Jenna to move, walk and turn, so he could admire her attire. When he was satisfied he again instructed her to come to him, where he gave her another set of instructions.

That was very good my dear. You have only one more pair to go, so do as you did before, but also play with yourself and make sure he can see. I think he has been very attentive and done a good job, and should be rewarded. Now go.