The Babysitter

oneworldlyguy

Literotica Guru
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Nov 28, 2010
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OOC: WildCherry seems to be away. Re-opening this (we didn't get very far) if anyone is interested in picking it up send me a PM)

Jim checked is watch. 7:17. If he didn't leave soon, he would never make it to the city in time. He looked at the door again with anticipation "Where is this girl?" he thought to himself. "I told her she needed to be here by 7:20 and I don't see her."

"Breathe," He reminded himself. Your getting antsy in your old age. She still has three, no two, minutes before she is late.

Why he was so unnerved today. Maybe it was because of the stupid tuxedo he was wearing; or the fact that he was turning old today. "Older" he reminded himself. It's not like today is much different than yesterday. Just one day. "But it's a big day." Not everyday one turns 45. 45! As if that weren't enough, the firm has to have a bit 'thing.'

"OK, put your ego in check." He reminded himself. It wasn't just about him tonight. As a matter-of-fact, his birthday had only been tacked on as an afterthought. Really they were celebrating a big win over a lousy company that was screwing it's employees. He and his team had spent several years building the case, and the settlement had been announced yesterday. Guess if you make the firm millions of dollars, then they want to commemorate that by making you dress up in a silly outfit. But did they have to get a cake?

But that's not really what this is about, either. He finally admitted it. This isn't about tuxedos, or birthdays. It's about not having anyone to go with him. It's about having two fabulous children but needing to trust them to a stranger, who, despite excellent references, can't seem to get somewhere on time.

Jim picked up the stack of mail, he fumbled through the junk and several birthday cards, pretending to care, before he threw the stack back onto the kitchen table. He checked his watch again. 7:19.

As he took yet another breath to calm down, and as he exhaled, the doorbell rang.
 
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Candy turned up the volume of the stereo and pressed down harder on the gas. She left the house later than she'd wanted to, and she really didn't want to be late the first time babysitting for someone. That's why she was going 70 down a 45 MPH road. She was used to getting places under tight constraints, though, and continued singing along with the music as she slammed on the gas to make a yellow light.

Pulling up in front of the house with a minute or two to spare, Candy looked in her rearview mirror, inspecting her makeup. Touching up her light pink lipgloss, she climbed out of the car and walked up the walkway, her strappy red high heels clicking along the pavement. Her pink shirt hung off one shoulder and was too short to cover all of her toned midriff, giving her a distinctly half-dressed look, with a jewel in her bellybutton and a jean skirt that rode fairly low on her hips.

After ringing the doorbell, she slid her hands in her back pockets, still softly singing the song she'd been playing in the car.

As the door opened, she smiled at the tall, older man. "Hi," she said. "I'm Candy Thomas, the babysitter." He looked startled for just a moment, and she could tell he was trying to keep his eyes from roaming over her body. Her smile got a little wider as she started thinking about how fun it could be to torment him.
 
Relieved Jim moved to the door, 10 minutes, he figured to orient her to the house, introduce her to the kids and be on his way... putting him there just in time. Throwing the door open a little to aggressively, Jim took in the girl who was there.

"Dammit," he thought to himself. I thought it would be the babysitter. He eyed the young woman standing in front of himself. "But then who is she" he wondered catching himself checking out her legs and exposed midriff.

"Hi," she said. "I'm Candy Thomas, the babysitter."

Jim was startled. He pried his eyes from her enhanced cleavage, forcing himself to look her in the eye, somewhat embarrassed that he had been ogling the young woman.

"I'm Jim," he responded somewhat tersely. "I was worried you wouldn't make it. No matter. Come in and let me show you around." Jim stood to the side and as she walked past him to enter the room. he caught himself looking at her shapely ass.

"Leif, Abigail, come meet the babysitter," Jim called out. The two children bounced in, arguing about who got there first.

"Leif, Abigail, this is Ms Candy. She's going to be watching you tonight."

The children greeted their babysitter, but lost interest quickly. "OK you two, be good. Candy knows that you need to be in bed by 8. But she also knows that there is some ice-cream in the freezer if you are being good. I love you, I'll be here tomorrow when you wake up."

The two kids cheered joyfully, kissed their father and ran into the living room.

Jim turned back to Candy. "I've only got a minute, so let me show you the most important things." Jim quickly pointed out the rooms of the downstairs, and the kids rooms upstairs. Emergency phone numbers on the fridge and he moved towards the door. "I should be home near midnight, the kids go to bed in about a half hour, after that you can watch tv or use the computer. Feel free to take a nap if you need to. So if you don't have any questions, I gotta get going."

Jim looked the babysitter in the eyes, a little too intently, afraid that his gaze might wander if he lost focus, waiting for her response.
 
"Only one question," Candy said, looking up at him and talking in the same highly serious tone he was taking. "I was running just a couple minutes behind when I left home, and I didn't get a chance to lotion my legs. They're a little dry, but if you have any I could use. . . I'll wait until the kids are in bed, but I'd really like to sit down and lotion them once there's time.

As she spoke, Candy moved one leg forward, as if to illustrate how dry they were to him. It was all made up, and they had been moisturized, but she was enjoying the torment in his eyes as he imagined her sliding her hands along her legs. Or maybe he was imagining himself helping her. . .

She stepped a little closer to him, speaking a little softer. "If you could just tell me where it is, I'm sure I can find it. I don't want you to be late, after all," she said with a sweet smile.

***

After the children were asleep, Candy got her purse out and carefully perfected her makeup. She was a little distracted by how much fun it was teasing the father before he left, and she was hoping to push it a little further when he got back home. She had an idea that was way too funny to pass up, and she lay down on the couch thinking about the best way to pull it off. Once she was confident it would work well, she turned on her ipod and curled up on the couch, taking a nap until he returned home.
 
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Jim pushed the pedal down further. It was 7:50 and there was no way he was going to make it to the reception in time for the opening remarks. Bad form for the man who was supposed to be sitting on stage next to the senior partners.

"Do you have any lotion...I didn't get a chance to lotion my legs." She had asked. But she had asked soooo nicely, how could he refuse. Problem was, he hadn't used lotion in years, and he didn't dare just have her rummage through his room and bathroom looking, lest she find his little 'collection.' So instead he had spent 10 minutes looking under his sink and through every medicine cabinet in the house until he had found a travel-sized container from his last hotel stay.

He wished he could have just left at that point, but then she started to apply the lotion. He had made some pretense of wanting to see if it was 'still good.' "does lotion even go bad?" he wondered to himself. But really, he just wanted, no needed, to see her bending those slender, muscled legs of hers and spreading the silky, white cream onto her soft, tan skin.

Which led to him speeding down the road in the hopes of making it before the partners got upset and started without him.

*****

Jim pulled into the the hotel parking lot with not a minute to spare. He practically ran into the banquet hall, which must have been a sight... but was able to take his seat just as the partners were calling everyone to attention. His mentor Bradley had leaned over and whispered "Cuttin' it a bit close." as they clapped, to which Jim could only reply "New babysitter."

The rest of the evening went like all pretentious functions. Jim smiled too large, drank too much, and pretended that he didn't deserve the accolades being presented him and his team. He had almost forgotten about the fact that it was his birthday until around 11 when they brought out a cake with overly-large "45" in the middle and sang to him in a way that indicated he was not the only one who had too much to drink that evening.

After being pat on the back one-too-many times and toasting one-too-many wins, Jim realized that he needed to get home quickly to meet the midnight timeframe he had given Candy. "Hell," he thought to himself, "she made me late." and he ordered another glass of champagne.

At 12:15, he caught a cab and spent the entire 30 minute ride smiling. His mind had turned away from work, and he was wondering what the young girl had spent the evening doing. Realistically, she was texting some boyfriend (or two) or watching TV, but he couldn't help but fantasize about those sexy legs of hers and wondering exactly what panties she might be wearing under that cute little skirt. As the taxi pulled up, he snapped out of his daydream and payed. "I'll have to ask the neighbor for a ride back tomorrow." he laughed to himself.

Thanking the cabbie, Jim worked his way up the driveway, swaying just a little. He managed to get the key into the lock without too much hassle and announced his presence quietly, looking first in the kitchen, then the living room for the girl.

"Candy," he called quietly. "Candy, I'm back. You can head home now."
 
Candy slept for a while, but woke back up around eleven twenty, wondering when he would be home. She was spending the night over at her friend Nichole's house, and she was hoping she didn't get there any later than 1 AM. And she was excited to change into a nightie and watch some movies with Nichole.

That's when she had the idea, and she started giggling to herself, still lying on the couch. Was she mean enough to do it? Was she?

She'd already been so mean to the poor man: she'd asked for some lotion, and she'd been able to tell that he had no idea where it was, but he spent probably ten minutes searching around for some. Then, being a guy, he'd wanted to stick around and watch--which was good, since she had planned on talking to him in order to keep him there while she put it on.

Instead of having to talk, though, she could focus on rubbing the lotion into her calves, up the lengths of her legs, pointing her toes as she did so, her painted toe nails almost touching his pant leg. She made sure to take the lotion all the way up to where her very short skirt ended, almost giving him a glimpse of the thong she wore. But not quite.

That had been mean. But not like this.

Candy went back out to her car and got her overnight bag out, then carried it back inside. All the lights in the living room were off, so she didn't bother going into a bathroom, and instead just peeled her top off, dropping it on the couch. She reached behind her, unclasping her bra and sliding it away as well. Then, she unbuttoned and slid the skirt off. Crouching beside the bag in only her thong, Candy went through its contents. . . past the baggy pajama pants and tank top she had planned to wear. . . down to her outfit for special occasions. Specifically, it only came out when she was only pretending to spend the night with a girl friend, and was instead spending the night with a boyfriend.

She put it on, and only then did she turn on the living room light. Walking over to a mirror on the opposite wall, she giggled again. "He's gonna shit himself," she said, smiling at her reflection.

Turning, she saw the curtains were wide open to the living room, and she was standing in a bustier that was mostly sheer in the middle of the room. She wondered if anyone had seen her since she came over and started inspecting herself in the mirror. . . oh, well. If anyone had, it would start some terrific neighborhood gossip.

Conscious of the open curtains, she got her makeup kit out. Standing in front of the living room mirror, she made sure she would look as ravishing as possible when he found her asleep on the couch.

***

At nearly 1 AM, Candy woke up to the sound of Jim's voice.

"Candy," he called quietly. "Candy, I'm back. You can head home now."

Instead of responding, she pretended she was still completely asleep. Lying in nothing but a sheer bustier covering her breasts and stomach, her red thong entirely uncovered, and her hands above her head, Candy remained still on the couch.
 
Jim moved through the house, realizing that the babysitter must have fallen asleep. He tried to be quiet, but it was hard given his tottering.

As he entered the living room, he noticed a bag on the ground. "Must be Candy's" he thought, leaning against the door frame. "Candy.... kinda fitting." his drunk mind mused. "I'd certainly like a taste..." Jim stopped short. With the kitchen light on, Jim was able to make out the shape of the young woman, laying on the couch. Her arms above her head, giving her an innocent look. But what he noticed next was anything but.

Jim took a long look; she was so young, and so sexy. Her cleavage exposed and the sheer material that ran down to her flat stomach, but it was the thong. That fucking thong that made his dick jump. He began to think of what he could do to her, laying all exposed like that.

"What the hell?" Jim chastised himself. "She's more than half your age." But no matter how he tried, he couldn't get the thoughts out of his head. Thoughts about how she would feel, pleasuring him, her lips at his command. The longer he stood there, the more convinced he became that she was not so sweet. Let alone innocent.

As Jim stood looking, he thought he heard a noise out front. He glanced up and noticed that not only was the window open, but that the neighbor seemed to still be up. Jim quickly moved to the window to close it, but as he turned, he knocked a lamp from the end table.

"Shit" he swore to himself "maybe nobody heard." But as he was picking it up, a light turned on upstairs. Glancing back at the babysitter, still apparently asleep, Jim realized that there was no way his kids could come downstairs now- so he moved quickly.

He bounded up the stairs "Hi" he whispered to his bleary eyed daughter. "Go back to bed, daddy just tipped over the lamp." Jim put her back in bed, turned off the light, and began to head back downstairs, hoping beyond hope. But it was too late.
 
She could feel her heart racing as he walked in, pretending to be asleep on the couch. After a few moments, she heard him say, "Candy, kind of fitting. . . I'd sure like a taste." She had to resist the urge to smile, knowing it was only a matter of seconds before he saw her. Then, he was suddenly entirely quiet. The seconds stretched out, and she knew he must have seen her. He was looking at her right now. How close was he? Was he in the room, standing behind the couch and looking down on her? Was he in the doorway, looking at her from across the room? She had no way of knowing. Although she'd thought this would just be funny, she was surprised to find it was actually turning her on quite a bit.

She heard his footsteps as he moved across the carpet, coming closer to her. She tried to breathe normally, her excitement hard to control. Then, he was moving farther away from her again. . . he was messing with the window. . . then there was a loud crashing sound. What the hell was he doing?

She heard him go running upstairs. She had momentarily forgotten about the kids, but as she heard him talking to them, it totally killed the mood. Anyway, who could really sleep through all of that noise? So Candy slowly sat up, stretching her arms, and trying to decide what to do from here. She didn't think his torture should be over completely, not yet. . .

As she heard him walking down the stairs, she spotted the open window. Lights were still on in the house across the street. With a smirk that was more than a little evil, she got up and stood right inside the window. Rubbing her eyes as though she was awake but only barely, she couldn't wait to see how he reacted to her wearing this outfit where the whole neighborhood might see her.

Candy didn't know what the hell he was doing as she lay there, pretending to be asleep.
 
Jim moved quickly down the stairs, expecting to find the babysitter by the door waiting for her payment. Instead, he found her standing in the open window, looking half asleep and unaware that the whole neighborhood could see her.

"Candy!" He whispered harshly. "What the hell is wrong with you, are you oblivious?" He moved to close the window, but then he had a different idea. "Or do you want the whole neighborhood to see?"

Jim took a step back and examined the girl in her outfit. Clearly this was not common babysitting uniform. "Is this what you do to entertain yourself, once the kids go to sleep? Get dressed up like this and flaunt yourself for my neighbors."

Jim wasn't exactly sure where all his emotion was coming from. Maybe because she had come that close to exposing herself to his kids, or maybe it was because he was upset the neighbors had been getting a show while he was paying for it.

"Is this what I paid you for? To show your cute little ass to the neighbors?" Jim chastised. "Well, we better make sure I get my monies worth" he exclaimed, stepping towards her and forcing her to take a step back so that her butt cheeks were practically pressed against the glass. Her sexy red thong exposed to anyone walking by.
 
As Jim fiercely whispered her name, Candy smiled at him, acting as though she was finally coming to her senses.

"What the hell is wrong with you, are you oblivious? Or do you want the whole neighborhood to see?"

Candy was startled by this reaction; she hadn't expected him to get angry. She really just wanted him nervous and bashful.

"Is this what you do to entertain yourself, once the kids go to sleep? Get dressed up like this and flaunt yourself for my neighbors."

Candy tried to speak up for herself. "No, it's just, after I put them to bed, I was tired-"

"Is this what I paid you for?" he interrupted. "To show your cute little ass to the neighbors?" Jim chastised. "Well, we better make sure I get my monies worth."

With that, he grabbed her arm and pulled her back in front of the window, her ass facing outward. Before now, it was likely that people outside would be able to see the upper part of her lingerie, but now her tiny thong was the only thing keeping everyone from seeing her ass. She felt a little ashamed, but the feeling of shock was still greater.

"I'm sorry," she said in a voice that sounded a little bit pouty. "I didn't mean to stand in the window; I just woke up and didn't notice it was open. I really didn't mean to do anything wrong," she said, wondering if he'd give her a chance to explain her outfit, or if he'd just assume the worst.
 
Jim felt a surge of excitement come over him. He had never been like this before... never wanted to make a woman feel so small.

"Well," he demanded "are you going to try to make excuses for yourself?" He spun her around, forcing her tits up against the glass. "Go ahead, explain to me how you could possibly justify this tawdry little outfit for my neighbors."

Jim was no longer mad. Instead, his eyes flashed with anticipation. He slowly lifted the see-through material, giving himself a full view of her thong, slid between her ass cheeks. He ran his finger along the top of the waist band. "Well, what do you have to say for yourself?"
 
Candy stood there as he insisted she explain her outfit to the neighbors. She didn't know how to respond. . . maybe she liked flaunting herself a little, but that wasn't much of a reason. And he was already pissed, so she wasn't going to say she was doing it just to torment him.

Then, she felt him lifting the fabric, his fingers sliding along the top edge of it. If the thong didn't ride so low on her hips, this wouldn't be as much of a problem, but she could feel herself getting a little wet. Not enough to show through the thong, thankfully. . . what would he think of her if she started cumming from so little contact? He'd probably think she was a virgin or something, when it was just because he was being so dominant that she was getting wet.

"Well, what do you have to say for yourself?" he said harshly.

Candy, trying to focus despite his fingers sliding along her skin, said softly, "You're right, sir, I don't know what I was thinking. I should probably be punished. If you want to put me over your knee and spank me, I totally understand."
 
"If you want to put me over your knee and spank me, I totally understand."

Jim paused, contemplating for only a moment before deciding. "You're right" he agreed. "You've made a mistake. You will need to atone for that. But not here, not where the kids might see." Jim bade Candy follow him on her hands and knees. He would have loved to collar her and lead her up the stairs, but that wasn't an option right now. So instead, he walked ahead of her as she crawled to keep up in her sexy outfit.

Jim quickly climbed the stairs and went into the master bedroom. He walked up to the big, picture windows that had the almost identical view as downstairs. As Candy crawled behind him, he demanded that she close and lock the door. "We wouldn't want the little ones to hear. Your not a bad babysitter, just a bad employee."

Jim moved to the large, wing-back chair that sat near the window. He looked out as he waited for Candy to finish her task and join him. As he waited, he was pretty sure he saw movement in the window across the street. "That prick" Jim laughed to himself. "Now look what you've done," Jim chided Candy. "Now the neighbor is watching. He must have seen you misbehaving in the window earlier. I guess he's really going to get an eyeful now."

Jim motioned for the girl to climb across his lap. He again traced the sexy wasteband slung low across her hips, letting his finger trail down the material as it disappeared between her ass cheeks.

"Do you think that the neighbor will want to watch as you pull down your panties and I redden this sexy little ass so that it matches your panties?" Jim whispered into her ear. "Do you think that he will be disappointed when I send you home without fucking you? Will he understand it's because you haven't earned it tonight?"

Jim grabbed the thong again, pulling it roughly before he got the material lowered. Then he raised his arm, his large hand open...
 
"You've made a mistake. You will need to atone for that. But not here, not where the kids might see."

Candy was stunned as Jim told her to get on her hands and knees. She couldn't believe that, after just the little bit of teasing she'd done, he would have the nerve to tell her to get onto all fours and crawl across the floor like a dog.

And it turned her on.

Candy dropped to her hands and knees, looking up at him nervously, never having been treated this way before, but having fantasized about it quite a few times. She crawled after him across the floor, up the steps, and into the master bedroom. Once there, he told her to shut and lock the door, so she did so.

"Now look what you've done," Jim chided Candy. "Now the neighbor is watching. He must have seen you misbehaving in the window earlier. I guess he's really going to get an eyeful now."

Candy walked over, her hips swaying, standing within his reach. She watched as his finger slid along the band at the top of her thong, then climbed across his lap, unable to keep from smirking.

"Do you think that the neighbor will want to watch as you pull down your panties and I redden this sexy little ass so that it matches your panties?"

"I bet he will," Candy said back, trying to keep her nervousness out of her voice and sound like a sexy, confident older woman. "But there's only one way to find out for sure," she said, wondering how much this was going to hurt.

"Do you think that he will be disappointed when I send you home without fucking you? Will he understand it's because you haven't earned it tonight?"

That's when she got really wet. This was totally new: she had flirted with tons of guys, but Jim was the first to tell her SHE hadn't earned it. He was so confident, so in control, and for a moment she thought she would fuck him if he asked.

"I don't know," she said, her voice trembling now, not being able to think of a single witty thing to say. "I don't know what he'll think," she finished lamely.

Jim grabbed the thong again, pulling it roughly before he got the material lowered. Then he raised his arm, his large hand open...

Candy braced herself, ready for the sting. She wasn't ready, though. Whether it was because he'd been drinking or just because he liked putting her through pain, it was a hard spanking. Candy whimpered softly, wondering how he'd made it hurt so much without making very much noise.

As the sting settled in, Candy licked her lips, hungry for the next impact, and wondering what more the night had in store for her.
 
"I don't know," she said, "I don't know what he'll think,"

"Ill tell you what he'll think. He'll think that you were so bad. So awful, that I wouldn't fuck you. That I had you, naked and at my disposal- but that I couldn't bring myself to do it." Jim was really surprising himself with how he talked to the young girl. Usually, he would be the type to worship her, to shower her with compliments, to woo her. But Candy was different. She was special. She deserved more than to be fucked and then fired.

Jim's had raised again, high above Candy's shapely ass. "But we'll know the truth." he whispered, bringing his hand down firmly. The sound of the spank crisp and clean in the quiet room.

Jim raised his hand again, pausing to admire the shape of the girls back, her soft skin, slender legs and delicate feet. He smiled, clearly pleased, before bringing his hand down again. As he lifted his hand this time, he could make out the outline of his fingers in red across Candy's cheeks.

"So...you think that being a tease is fun, I take it." Jim mused. "That traipsing around my living room in your sexy little outfit is acceptable." Jim couldn't stop himself anymore. The girl had been a bit of a tease, but this was taking on a life of it's own now. Jim was so excited that he could hardly control it.

"Stand up." he commanded. "Move to the window and show Mr. Mitchell my hand print on your ass." Jim felt like it might be a bit unorthodox to bring poor Glen into this, but then again, Glen probably hadn't had sex with his wife in 2 years, so what was the harm in giving the man a good show.

"As a matter of fact, I want you to strip for Mr. Mitchell. As a way of making up for teasing a man in a sexless marriage."
 
bumping in the hopes that this will be picked up by a new writer. Please PM if interested.
 
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