Headline
Message text
Just a made up story any likeness or similarities to reality are coincidence and nothing more. This is a cuckold story so if you're not into that... don't read it...
Mr. Herrington was a good father, he was a rich man but sometimes you have to work on things with not just money but time and cold calculated moves to get what you want. Simply throwing money at it makes it even more expensive at best and if you simply use a little fore thought you can get more out of your money. More bang for your buck. That's why he was a wealthy CEO of a magazine publishing company, he knew how to work smarter with what he had than most.
His son Tyler's 17th birthday had just come and gone but he was already planning what he would get him for his 18th because he wanted it to be special. He had overheard his son and his friend talking. He was teasing his friend Ben about how hot his mom was. Standard high school ribbing nothing too serious. But even Ben admitted he thought his mom Amy was hot. She was their teacher and although only 5 foot was hour glassed shaped brunette bombshell with curves and C cup breasts that outdid her small stature and pale skin. Apparently even though she was extremely conservative and never dressed in any sort of revealing way at all she was still the favorite of all the high school boys.
That's when the idea came to me. I would give her to my son for his 18th birthday. I started my plan immediately because I had the leeway I needed.... Her husband worked for me. Tod was a relatively average employee. A hard worker but those are a dime a dozen and he just didn't have the mind to go up further in the company. To start my plan I started hyper focusing on his work nit picking everything so I had all the excuses I needed to start docking his pay and demoting him. After a few months I accessed our security software on the computers which allows us to monitor that people are doing their job and not watching porn on company time or whatever else while also letting us listen in on their calls to ensure quality. However the microphone is always active and most employees aren't smart enough to know that. Didn't take long to listen in before I heard him complaining to his friend about how harsh I had been on him lately and how he is worried about money since it's not like his wife makes much as a teacher and they may loose the house.
Perfect. The next week was parent teacher conferences. I went to the conference armed and ready with my business card.
"Nice to see you again Mrs. Smith, or can I call you Amy?"
"Amy is fine, I just wanted to tell you your son is a pleasure to have usually, his eyes are always glued to the front paying full attention."
"O that's wonderful to hear" I continued really just leaning into how impressed I am by how organized she is and such and by the time the conference was over I had enough excuse to say... "Hey I hope this isn't overstepping I am sure you love your job here as a teacher but I could really use someone like you. Your husband already works for me so you'd get to work together and you'd get paid at least double what you do here. My secretary just was promoted you see so I really need someone as organized as you." I pass her my business card and let her think about it but I know the offer I made would more than make up for the losses I have given her husband with even the top paid teachers pay.
It doesn't take long before she accepts the job. Over the next couple months I treat her amazing and whenever she isn't around treat her husband like shit. I listen in on their conversations with the microphone and they slowly change from grateful to be working together and so obsessed with each other even make out sessions on the job when they think they won't get caught.... to him not understanding why she can't see how much of a horrible boss I am and her just thinking he's being whiny because I am always kind and respectful to her.
After some time of really buttering her up and bringing him down I feel it's time to test the waters. She still dresses as stuffy as ever no cleavage and dress past the knees. So as we get a new client and are going to show him around I go talk to Amy first before he arrives.
"Hey Amy, sorry to bug you but I was wondering if you could help me with this client?"
"How would I be able to help Mr. Herrington?"
"Well I want you to just butter him up. You don't have to flirt or anything just be slightly in his bubble and laugh at his jokes and you know stuff like that. Would that be okay?"
"Sure Mr. Herrington whatever you need, I am not super comfortable with that but as long as it's not flirting or anything that should be fine."
"One more thing, can you wear this? I got it to help with the buttering up" I hand her an outfit similar to what she's wearing just slightly tighter and just a few inches above the knee on the skirt and a bit lower cut just showing a bit of cleavage for the top. After she puts it on she doesn't seem too bothered by the slight changes and everything goes smooth with the client. I butter her up saying it's all her who made the sale and I would love her to keep helping me whenever clients come in.
Over the next few months I slowly work her into shorter and shorter skirts and lower and lower cut tops. A few months later she's instead of completely covered pushing the limits on work appropriate attire the only reason no one questions her on it is I am the boss. That as well as continued mistreatment of her husband has him slowly start to retreat into reclusive behavior and focus on working and go home early while she works late this also causes his work to drop in quality which even his wife can see so I have an excuse to demote him further.
In a late night chat with her since she has started to open up to me she keep apologizing for him and admits she's stressed about finances. "It's just so frustrating to have him fail our family like this. I obviously still love him but I mean it's almost been 12 months of me quitting being a teacher and in just 12 months I already make more than him and he's slacking. I am just so worried about the house payments because now he's making almost as little as I was as a teacher."
"Well maybe I can help out. I was thinking of hiring a new model but I ran out of time. I either have to lose the client... or if you helped me and were my model you'd save me a ton of money and reputation so I would be willing to keep you on as a permanent model which usually doesn't pay a ton more than you make but this is a sexy shoot so it would pay double your current salary."
"O wow Mr. Herrington I don't think I have ever thought of being a model before. I just feel like I would be kind of shy for something like that. I would also have to think of what my husband would think and get his approval."
"Well I hope you don't mind me saying Amy but you're clearly model material or your help buttering up clients wouldn't work so well. As for your husband how about you take the shots first then you can talk to him and approve them to be published or not? The only thing is we need a male model that has to be young. The theme of the shoot is husband and wife birthday which is a bit odd but they want a young man to I guess appeal to our cougar audience. I can't really think of any other options than either your son or mine."
"Well it would be way to awkward to have a sexy shoot with my son... I can try it with your son but we'll have to just take it slow okay? No nudity right just tasteful?"
"They would pay extra for nude but even non nude it's one of those push the limits for tasteful non nude art if that makes sense. Is that still okay? We'll of course take it slow. And my son is young... he may be less professional but just push through for me okay?"
"Okay that's fine"
That weekend I have her meet at the studio for some over time for the photoshoot. I am sure she probably doesn't remember it's my son's birthday or she may have suspicions that she's the gift. I tell my son his gift is a photoshoot with his teacher he had a crush on for so long. He needs to try his best to listen to me but push her as he does without going to far that she stops him. We arrive and I have them both get dressed in their outfits for the shoot. For him just grey sweat pants and a t shirt but for her a short skirt and tube top with no bra and a red thong.
She looks clearly uncomfortable as the photoshoot starts. I make sure I have a video camera recording too "for posterity" and I start out and gentle as I can having them just holding hands and blowing out birthday candles and celebrating. As she finally starts to relax I have her start to do more intimate actions. Him massaging her shoulders to start then them pretending to kiss.
"Tyler get a little closer so your lips barely touch.... hmmm no still needs more... Amy sit on his lap."
Amy uncomfortably sits on his lap surely feeling his sweat pants against her thong. After the pretending to kiss starts to get a bit less stiff I have her take his shirt off and kiss all over his neck then chest then down to his pants. She surely felt him hardening underneath her and is now face to face with it as she pulls his pants down.
"Okay you too I am sure this is awkward so don't worry too much about it just keep it professional. Amy pretend to kiss and rub his length while on your knees."
I get some close ups of her lips when she's trying to keep it almost touching and my son "accidentally" thrusts a bit pressing her lips against him and her hand brushing against him.
"Good now sit back on his lap... perfect. Now son kiss down her neck to her chest. Make sure it's sensual and lots of licking and sucking slowly for the camera" I can see her breathing start to quicken as he pushes his luck licking as close as he can to her nipples, I try to have her lean her head back so he has as much as he can get.
As her nipple peaks out just for a moment and and he gets a little lick she comes back to her senses a bit "oooo kay that's a bit too far Tyler"
"Sorry about that I just got excited, what's next dad?"
"Okay next Amy hold your hand over your chest and top off so one hand covers your nipples."
"I am worried this is a bit too far. Are you sure I can look over the shots and make sure I approve of them before we publish them?"
"Of course no worries Amy we're the publisher so we choose that not the client."
"Okay I just have never done anything like this before sorry for being a bother Mr. Herrington."
As she removes her top with only her hand in the way I have him lick down her stomach to her short skirt and pull the skirt off but panties left on. "Now basically do what she did to you but for this shot we will need to see the fabric move with your actions or it won't be believable."
My son knew exactly what to do with that. He immediately started pressing his finger into her cotton thong rubbing it up and down and pressing the cloth into her so that her pussy lips started to show around it more and more. Amy couldn't hold back a small moan and her hips start to press back naturally into his hand. Right as she caught herself and you could see she was about to protest he started licking her clit through the already dampening cloth. The moan was louder this time and her hips started to really work against his face. Her hand started to loosen it's protective clasp on her tits letting a bit of her small but perky pink nipple become visible on her C cup chest.
Before she either got enough wits to protest or lost enough wits to cum on her previous student's face I had them switch positions. I had her sit on his lap her back against his chest. "Okay Amy let him hold your breasts as you hold your knees up wide and spread" Her eyes looked a little glazed over with want and internal strife but she did as she was told without complaint.
My son took no time to start massaging her tits as he positioned her soaked thong against his hard member in his underwear. Gently thrusting as he massaged until she was clearly enjoying it so he started to play with her nipples all while I snapped away pictures on the camera. She barely even noticed for a couple minutes that I was getting pictures of her nipples her eyes closed and her face slightly red with desire and embarrassment overwhelming her.
"Wait I thought we said no nudes?" She asked weakly.
"I said we could do nudes if you're comfortable which you seem to be and it paid more so that's fine right? If not feel free to tell him to stop and we can be done."
The look on her face was clearly twisted with indecision knowing they needed the money and wanting more clashing with her loyalty to her husband crumbling and knowing this is wrong. She was about to choose the right thing and end the shoot... but my son must have found just the right way to rub her clit and press against her entrance as he continued to play with her nipples and started to suck on her neck and ear.
"Okay I mean I do need the money so I can do a little nude for my family but make sure it's tasteful okay... mmmmmhh"
"Since we got the okay for nudity let's have you bend her over son, take her panties off slowly kissing and licking her thighish area as you do." Thankfully my son got the idea and immediately started licking her pussy from behind as soon as it came in view. "Mmmmhhh oohhhhh fuuuuuck" she moaned but didn't push him away clearly pushed to the edge already. I made sure she didn't cum yet though stopping him and having him insert a long candle in her pussy. He started to fuck her with it but I stopped him so I could light it.
Amy's face looked confused for a second before I reminded her it was birthday themed and she felt Tyler's fingers start to rub her clit so she barely noticed Mr. Herrington singing happy birthday quietly. Tyler slowly removed the candle from her pussy and she felt a mix of candle wax dripping her her ass cheeks as they were spread causing her to wince right as the candle wet with her pussy juice was pressed roughly against her asshole. The pressure increased until it with a slight pain slid into her ass.
"Happy Birthday I hope you like your cake" I whisper to him before saying to both "Okay now pretend like you're having sex, just rub against each other."
All the craziness finally popped her out of her haze long enough to protest "No I am married I can't have sex"
"I didn't say have sex I said pretend if you do is completely up to you now get on top of him and rub against him after taking his underwear off"
The blown out candle was pulled out of her ass as Tyler laid on his back. She pulled off his underwear and was almost slapped in the face with his erection. She kissed it and gave it a little lick before thinking. Blushing wildly as she mounted her former student rubbing his member between her soaked pussy lips and coating him with her juices. She wasn't even worried about the camera anymore. She was trying and failing to control herself as she felt Tyler adjusting ever so gently underneath her to align with her entrance.
She was so close she just had to cum. But him adjusting was taking the friction away from her clit so the only way she could get anywhere was if she slid him in which her needy unshaved pussy was desperate for. Just the tip slipped in just a little and she felt herself slipping. Her frustrated sounds echoed through the photography studio along with wet squishy noises.
Tyler started kneading and sucking on her tits as they waved in his face causing her to thrust just a half inch deeper this time. He could feel her desperation so he grabbed her by the back of the hair pulling her face up into a deep kiss and pressing deeper.
She couldn't resist any further. She slammed her pussy down and started working her students dick in and out of her as she bounced her ass on him the sound of her tit's slapping as she bounced on him almost as loud as the squelching of her pussy as she felt his tongue in her mouth. She came moaning loudly into his mouth as all her muscles tensed up. She had never felt this much built up tension release all at once and felt herself unraveling as she squirted all over his stomach.
He pulled out of her and as she came down from her climax almost thought to herself what have I done.... But right as those thoughts started to form she felt Tyler's dick slam into her from behind. She almost came again as he wildly thrust into her making her tits wobble violently. But what really pushed her over the edge was how he started to treat her... Pulling her head back by the hair and slapping her ass hard. Her husband never would treat her like this. He loved and respected her... But something about how her own student was dominating her. She came wildly as he arched her back by pulling her back by the arms and shoving his thumb in her ass as a handhold.
As she did he let her go and she fell to the ground. He pulled her up by the hair slapping her face before shoving her mouth on his dick. She gagged as she tasted her own juices shoved down her throat. She never liked doing this for her husband and so simply hadn't in many years. But she couldn't help but slide her hand between her legs and start playing with her clit as she got her student's dick shoved down her throat and her tit's slapped. She came right as he did not just in her mouth but her purposefully pulled out to cum on her face and tits.
He roughly pushed her face to the floor where as some dripped of her chin and chest landed on the floor. "Clean it up" As he released her she obediently lapped up not just his cum but her juices from squirting all over the place. Only after a solid 30 seconds of this did she come down enough to hear the click of the camera and remember this was all recorded...
You need to log in so that our AI can start recommending suitable works that you will definitely like.
There are no comments yet - be the first to add one!
Add new comment