Gender: Male Age: 34 Location: N/A
A total work of fiction for which I would appreciate receiving constructive criticism as this is my first story. If everyone enjoys it I could continue it.
For perhaps the hundredth time Bill Stevens, a 30 year old day trader working from home, shot his large wad of cum into his wastepaper basket next to his desk. On his computer screen was a small selection of those very erotic photos of his younger sister-in-law, Lisa.
Almost a year ago she had asked him to fix her computer, she had some viruses from pirating music, and he found dozens of photos of her naked and masturbating, even using a nice variety of toys. He made himself copies of these pics and used them to masturbate. Bill was a very horny man, masturbating daily, and having sex with his wife almost daily as well.
Bill was a day trader, working from home his entire adult life; he had made an incredible amount of money – a few million. His wife Kelly, had a quiet job as a secretary for a state agency, she decided to keep it so she would have something to do and it had great medical benefits.
His wife was 28, a pretty brunette with amazing tits, and always willing to have sex even when she wasn’t in the mood herself. When she is in the mood she is a beast in bed. His 23 year old sister-in-law, however, was just plain sexy as hell. Blonde, 5’7”, with legs and an ass that may never have been seen on the planet before. She had small tits but they worked perfectly with her lean, athletic, figure. Bill loved his wife, after all his sister-in-law was generally a spoiled selfish brat, but lust was no respecter of love. He knew if he had the chance he would fuck his sister-in-law.
And so it happened one day in June, his wife had gone to work; Bill was settled in watching his computer and television screens. Unexpectedly in walked Lisa, she was a first year teacher and the school year was over already. She was wearing tight shorts, a tank top and sandals, her blonde hair in a pony tail.
“Lisa? I wasn’t expecting to see you.”
“I know, I just made a decision to come see you. I have been trying to think my way out of trouble and can’t find a solution.” She paused, obviously embarrassed and scared. “I have big money problems.”
Bill wasn’t really surprised he knew she liked nice clothes, jewelry, trips, and even bought an Audi AND a house when she got her job. He was surprised, however, by what came next.
“I will lose my house, car, and everything if I can’t find at least $4,000 a month.”
Bill was pretty shocked. In the course of the conversation he learned she had $40,000 in debt on credit cards, that was $1,000 minimum and then it would take 20 years to pay off. She also had an $800 car loan on her Audi, a $1,600 mortgage payment, and a $500 school loan.
She was already really hanging on by a thread and hadn’t realized things were so much worse when the school year ended as she elected to receive a paycheck for only those months she worked in school, rather than the full twelve months of the year. Her checks were bigger when she had them and figured she would find something to get through the summer.
But, really there was nothing to be had with the economy so bad.
She was in tears, she knew the money was adding up but somehow she didn’t figure on this. Bill knew It was pretty much bullshit, she wanted to live large and now it was time to pay the piper. He had no sympathy for her, she dug her grave. As he was getting ready to say just that to her an idea came to his mind.
“Okay Lisa, I have a plan.” He took all but one of her credit cards and shredded them. “Now I will take over all your payments for as long as you need.”
She smiled through her sobs thinking her troubles were over.
Bill clicked a few times on his computer and prepared for what he said next.
“In exchange you will be my sex slave for as long as I continue to make payments. You decide, just the summer, or maybe until your car loan is paid off, or your student loans, whatever you want. But as long as I am cutting checks every month you do as I say sexually.”
Lisa sat there is total shock, just staring.
“Before you get any ideas like telling your sister.” He turned the monitor around to Lisa. Her eyes went wide with shock and she looked at a photo of herself with a slim pink vibrator buried into her sopping wet pussy, then he clicked through the album slowly. “If you do anything stupid these get sent to everyone I can think of, your sister, your parents, your co-workers, I will post them everywhere I can think of on the internet. “
Bill paused and let her soak it in.
“But you’re married to my sister, and I have a boyfriend.” Lisa said choking back tears again.
“Like I give a shit Lisa. Listen we will say you are working as a secretary for me Monday to Thursday every week during the summer. You’ll work a full day here, you can cook, go grocery shopping, clean a bit around the house and pool, and do any clerical work I need done. You can use the pool too, but when I say so you will service me.”
“I can’t do it, just forget about it.” She stood up and made like she was going to leave.
“We are past that now Lisa,” Bill stood as well and moved to lean against the front of my desk “either this happens or the pictures go out. You can show me which you choose by either walking out the door or kneeling in front of me and giving me head.”
He stood there leaning against the desk, getting hard as he noticed something change in her. Her eyes looked sad, her shoulders drooped a little as she slowly turned towards him. She walked closer, tears in her eyes “Bill does it have to be this way?”
“Absolutely, and not just here, if we all go out to dinner and I want to fuck you in the bathroom you will do it. I will fuck you in every hole, Lisa, I will shoot on every square inch of your body, you will swallow every drop I want you to – starting right now.” he unzipped his shorts and pulled his semi-hard cock out for her to see. “Take off your shirt and bra and then suck It Lisa, and I will come in your mouth and you will swallow it.”
Lisa hesitated just a moment, then she got topless and Bill had his first look at her great perky little tits. His semi-hard cock had gone fully erect. Lisa slowly dropped to her knees in front of him and took his hard dick into her warm, incredibly wet mouth. Bill was in heaven.
Lisa slid her lips up and down on Bill’s hard cock, taking him deeper into her mouth with every stroke. After a few minutes she reached up and started gently playing with his balls making Bill wonder if she was getting into it, or perhaps she was just trying to get it over with quickly. If that was the case it worked, this was one of his greatest fantasies since Lisa was a teenager and now it was happening and he could feel the cum boiling deep in his balls.
“I’m going to cum, Lisa, keep it deep in your mouth and swallow it all.” He held the back of her head as he pushed forward into her throat and unloaded. She had a difficult time with this, never having done it before and not expecting so much cum. On each shot some cum leaked from around her lips because she couldn’t swallow it all fast enough.
Bill finished and then said “OK, now get cleaned up we are going on a shopping trip.”
“Where and for what? My boyfriend is expecting me in an hour.”
“Call him and tell him I made a good job offer and needed you to start immediately. We are going to buy sexy outfits and lingerie. You’ll wear these as a uniform when you are here working. Well obviously you’ll have to change once you’re here and Kelly has left for work.”
So Lisa made her call and they were in Bill’s car driving a few towns away where it was less likely anyone would know them. They stopped at a few lingerie stores. Bill selected a wide assortment of bras, panties, corsets, bustiers, panty hose, garter belts, chokers, teddies, and some regular sexy swim wear.
They also stopped at one exotic dancer supply store and picked up costumes like a cheerleader outfit, a nice nurse costume, a sexy schoolgirl dress, and a couple of French Maid uniforms. It turned out that the exotic dancer store also offered dancing lessons at noon on Wednesdays so Bill signed Lisa up for three one hour sessions. The store clerk just seemed to think that this guy managed to land an adventurous younger girl for a girlfriend.
When they returned to Bill’s house it was only just after noon and Bill told Lisa. “Go change into one of the garter belts with nice lacey stockings and nothing else. They come into the bedroom and we’ll have sex.”
Lisa took in a deep breath and her head drooped noticeably but she grabbed her bags and went into the bathroom. Lisa was on the pill so she wasn’t really worried about getting pregnant, she was worried they would get caught and felt a bit guilty about this because of her sister and boyfriend. She resigned herself to the situation hours ago, she really didn’t have a lot of options - she needed the money and Bill had those pictures that would probably get her fired.
She decided to go with the situation as best she could and who knows Kelly always told her Bill was great in bed and could get hard within seconds anytime her wanted.
She picked out a real sexy red garter belt and matching red lace pantyhose, combed out her hair, applied some of Kelly’s lipstick, eye shadow, and blush. She knew she was sexy and now she felt like it. She walked out of the bathroom door and into the bedroom; Bill was already naked and semi-rigid standing there.
“God-damn” Bill said “you look so fucking hot.”
Lisa ran her hands over her small firm tits and down her tight flat stomach with a wicked grin. She turned slowly to show him her ass which is widely known as one of the finest ever seen on Earth; she was bending forward just a bit and Bill couldn’t handle it anymore.
He grabbed her, growling like an animal, and pushed her against his wife’s dresser. In one thrust he completely entered Lisa from behind. She was soaking wet having decided to enjoy herself in this situation. He bent her down on top of the dresser and grabbed her hips and started to fuck her furiously. She had never been handled so roughly before, at first she was a bit scared, wondering if he would hurt her on purpose or even by accident, but shortly those thoughts left her mind as she could feel herself approach orgasm.
Bill was grunting harder and louder every second and when Lisa went over the edge herself and Bill felt the flood of warm wetness flow over his hard cock he slammed home and let out a torrent of hot cum deep into her pussy.
He stayed still for a minute, still inside her, she was lying on the dresser out of breath and Bill could feel their mixed juices slowly leaking from her tight wet pussy. He was still hard and still feeling a powerful surge of lust inside himself. He stood her up, turned her around and picked her up in his arms, walking over to the bed he threw her down on it. She saw his still rock hard cock and licked her lips.
Bill climbed on the bed and on top of Lisa. Again he entered her with no problem as her pussy was dripping wet and so recently fucked. This time he fucked her slower, grinding his cock into her each time he bottomed out inside her. They fucked and fucked for twenty minutes, never breaking that deep lustful stare into each other’s eyes. Lisa had cum three times during this short marathon and Bill couldn’t take it anymore himself. This time he pulled out of her and shot his load with such force the first one hit her chest and neck and the rest went all over tight little stomach.
Bill rolled off of her and layed down, now completely sated.
“You can rest for a minute then these sheets need to be changed before your sister gets home. Plus we both need to shower. “
So Bill and Lisa got everything ready, cleaning themselves up and the house, Lisa put all those new sexy clothes in the trunk of her car. Lisa started dinner and set the table while Bill caught up on business. At almost five Kelly came home from work, and was surprised to see her sister.
“Hi Lisa,” Kelly said as she hugged her sister hello “I didn’t expect to see you.”
“I really didn’t expect to be here.” Lisa said “I came to see Bill because of my money problems and had a great idea. I will be his assistant to earn extra cash and catch up on my bills.”
“Well that’s great”
“Yeah, I will be here Monday through Thursday, cooking, cleaning, taking care of the pool, and doing whatever clerical work Bill needs too.”
“I knew you wanted to help her, honey, and that was the best thing I could think of when she showed up. I hope you’re OK with it.”
“Absolutely, it sounds great. It’ll help Lisa and we’ll all get to spend more time together.”
Bill thought it was definitely going to be a great summer.
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