Stood Up...2nd Attempt

[SEVERUSMAX]

This is my 2nd attempt at roleplay with the "Stood Up" theme, since the old thread has vanished.

Evan Lewis was furious with the 19 year old Alaskan girl. How DARE she stand him up? Well, that taught him something about trusting the Internet personals. It was certainly possible that she was just immature too. College girls often were.

However, nobody stood up the likes of Evan Lewis. A real corporate raider, he was used to getting his way. He had built up a personal fortune approaching $333,000,000. He was not one to put up with shit. People treated him well. His secretary, Harriet, for instance. A matronly woman who seemed more like a friendly aunt than a secretary at times. Not bossy, though. Very compliant and understanding.

Well, that was IT! He was going to take revenge on Sarah. And then he would be done with the dating scene. He'd look elsewhere for women. He was losing interest in relationships anyway. Maybe he was destined for nothing but flings. Who knew? He was becoming more jaded by the day about the fairer sex.

 

[caela]

Sarah eyed Evan from across the restaurant and shook her head gently. No way! There was something about him, an air of authority perhaps, that made her heart thunder in her chest and made her shiver. But it scared her as well. He struck her as the type that wouldn't put up with much from a simple college girl from Alaska, he needed a high powered, high class woman to match him as she knew she couldn't.

Slipping from the restuarant without being seen she deftly pulled her long black hair up into a ponytail as she slid into her car to head back to her dormroom. Her roommate would give her no end of grief about being home so early but in her own mind she was saving both herself and Evan from a pointless encounter that couldn't go anywhere.

Flopping down on her couch she pulled out her books and settled in for a night of studying instead of the date she'd planned on.

 

[SEVERUSMAX]

Evan called his secretary and let her know that he would definitely be at work on time the next day, due to being stood up. He was very mad at this point. He ate his supper anyway, determined to salvage something of the evening with a great meal. He went home, grabbed an imported beer from the fridge and started sipping it. He was not a beer guzzler, especially not with something this pricey. Domestic beer might be guzzled, unless it was a higher-quality lager. But foreign beer had to be savored, as it was more expensive and the most pleasure should be extracted from it.

In any case, not being a lush, Evan stopped with 2 beers and called up an escort. He gladly paid the $750 fee for her 2 hours of "services". Naturally, he had to take precautions, but he didn't mind too much. He was satisfied and had vented his spleen by some rough sex with the call girl. If she enjoyed it more than usual, it was probably due to his preference for ribbed condoms. That was just something he did to add more excitement to any encounter that required protection.

He helped her get a ride from one of her colleagues and retired to bed. Well, the night wasn't a complete loss. He dreamt of grudge fucking Sarah in revenge for her standing up. Maybe even tying her up and taking her anally with little lube.

 

[caela]

Sarah's evening was uneventful. Her roommate did indeed tease her about coming home so early and couldn't believe it when she'd told her why. Kristen couldn't understand why she'd have stood up a guy who was obviously loaded and Sarah simply shrugged it off. She wasn't going to waste the guys time or her own.

Pushing him from her mind she got a head start on her classwork for the week and smiled when she realized she had enough of it done to leave her weekend free. She might be able to hit a few parties after all if she got that stupid research paper for her microbiology class at least started.

Curling up in bed that night she tried not to picture the handsome man she'd stood up but his image haunted her dreams in ways that left her hot and aching with need when she woke the next morning.

 

[SEVERUSMAX]

Evan Lewis

Evan came into work the next day with a wicked grin on his face. He had plenty of connections and favors that he could call in, tons of wealth, and the luxury of time. He didn't have to buy up that bloated, inefficient multinational corporation quite yet. Let it become weaker still, and be even cheaper to buy up and break apart. The shareholders were ill-served by the CEO, but they got the executives they elected at the last meeting.

So be it. So this little Eskimo liked to play games, did she? She was playing with fire, about to get a little singed. He knew people who could lean on people to make sure that she didn't get that job at the cafeteria. That would be the start. Then there was her credit rating. Yes, yes, this could be fun.

If things worked out right, she would be caught in the awkward position of needing a job with him. Then he could make her life hell for a while. Not that he planned to fire her. He was too smart to risk a sexual harassment charge. No, he would just be the boss from Hell. And it would be a matter of time before he got her where he wanted her, in a compromising position he could use to complete his revenge.

"Harriet, be a sweetheart and get me Ulrich von Brockhausen. That Kraut owes me a few favors," he told his secretary.

The German who ran the hotel and cafeteria chain that contracted with Sarah's college really DID owe him favors. Now he would collect.

 

[caela]

Sarah's day started bad and got steadily worse. In all the homework she'd done the night before she'd neglected to finish the assignment due for her first class thinking she'd have plenty of time to finish it in the morning. The class didn't start until noon and she was habitually up by 8 am. Today however she slept until 11 and barely had time to shower and run across campus to make it to class on time.

When she got back to the dorm she had a message from the school saying they regretted to inform her that she wouldn't be needed for the cafeteria job she'd applied for which had her cursing a blue streak. When she'd interviewed for the position before school started she'd been told the job was hers once classes started...what the hell had happened?!

It was like an imp was stalking her. Heading to her afternoon classes she tripped scattering books and papers everywhere and making her late for class which meant she faced a locked door. Professor Johnson didn't allow tardiness. If you were late you missed class...period.

Growling softly she returned to her dorm and skipped her final class of the day. There was no way she'd have been able to concentrate anyway and she'd just get the notes from Kristen.

Stretching out on their couch she prayed tomorrow would be better as she planned what she would wear to start passing out resumes again. She couldn't go a whole semester without a job.

 

[plainjane]

Harriet

Mr Lewis came in on time in the morning but I knew him well enough to know something unusual was on his mind. This wasnt a corporate business problem. This was personal.

I politely asked if everything was all right and he just grunted and went into his private office and closed the door behind him.

I poured his cup of coffee just the way he likes it, and knocked on the door and took it in to him. "OK Boss. What's bothering us today?", I asked, as I sat in the chair across the desk from him.

Then getting smarter, I moved over to the comfy couch in his direct line of sight, and sat with my legs spread giving him a clear view of my bare thighs and pussy

 

[SEVERUSMAX]

Evan Lewis

For a moment there, as he drank his cup of coffee, he found Harriet's position very distracting. Since when didn't she wear panties? He could see her shaved pussy from where he sat, and it stunned him how much this ostensibly conservative woman was revealing about herself. Hmmm....even if he gave up on the dating scene, would Harriet be into something? Or would she be offended? Maybe she just wanted to know that she was still sexy at 51. He had never fucked a woman past 45 before, but it was worth consideration. Less risk of pregnancy. No obsession with a career that was mostly behind her. Hmmm...worth a thought indeed.

In any case, he was still determined to get back at Sarah. As to anything with Harriet, long-term or short-term, who knows? He had never told anyone, but he had been married once. At 22. It lasted all of two months, and then he found the junkie dead of an OD. It was falling apart anyway. He had suspected that she was whoring to get drug money, and STD test results he found postmortem confirmed it. It had taken a bit of his savings to get the sulphur to cure his gonorrhea, but he did it. It had just forced him to give up graduate school and take his remaining savings for capital to try his hand in the real world. Which actually worked out.

Even so, he was still jaded about the fairer sex. All they seemed to want was a rock, despite the supposed self-reliance of feminists. Maybe he would get married again, maybe not. He had focused on his career and limited his trysts to call girls and women he met in bars afterward. Until recently. He was 39, after all. He thought he should perhaps explore the idea of a long-term relationship. Then again, he might be set in his ways. Well, he had tried it. He was beginning to doubt that a family was even possible for him.

"Harriet, I'm fine, other than being stood up last night for a date. She might well have been too young and immature for me. However, it's a humiliation, and I don't care for those. She could use a lesson in life. Besides, I didn't get where I am by making excuses for people who screw me over. I want her to get a little taste of my nasty side. You're going to help me. And I'll be sure to reward you somehow. Don't worry. This is a personal vendetta, and I'll make sure that our asses are covered. No one will end up in prison. I'm just going to blacklist her for a bit, and let her come crawling to me. Then I'll become the boss from Hell, not the nice boss that you see. In fact, I'll make a point of still being nice to you, since you've earned my respect and she hasn't," he informed her, smiling in a way that also showed that he noticed her spread legs. He wanted her to think of herself as part of his team on this matter too. She had always backed him up in the past. Why not now?

 

[plainjane]

Harriet

When he told me I was part of his team in this little plan of his, I closed my legs, stood, and went over behind him and started m assaging his neck and shoulder muscles. He liked this and always cooed and sighed when I did it. I just wished I could get the same response if he would let me suck his cock of fuck him

 

[caela]

Waking from the nap she'd innadvertantly taken Sarah found the notes from her afternoon class on the table beside her as well as a note of sympathy from Kristen who'd heard the message about Sarah not getting her job. Shaking off her bad mood she grabbed the lap top her parents had bought her as a graduation present and starting putting out resumes online for jobs in the area.

She'd pound the pavment in person tomorrow but there was no reason not to get a head start tonight. She needed a job and quickly. Her scholarships took care of tuition and rooming but she had to be able to buy groceries, her parents weren't rich and she would be through her savings in a few weeks without a job to bolster them.

After two hours of work she raided the refridgerator and cracked down on her homework for the night starting with the assignments due tomorrow and working on from there until Kristen got home and flopped down with her on the couch to do her own homework - which meant getting Sarah to help her and the end of Sarah's homework for the evening.

 

[SEVERUSMAX]

Evan Lewis

Evan thoroughly enjoyed the back rub. Hmmm....she seemed to be dropping hints or something. Perhaps she'd like to fuck me, at least once, and get the curiosity over with. It could be fun. Or perhaps she would like to suck my cock.

Evan sighed as he let her massage him. He hoped to find out. Perhaps, after he got his revenge, they could try out being a couple. Assuming he was cut out for monogamy. Well, there was also such a swinging if he wasn't.

 

[plainjane]

Harriet

He seemed to be enjoying his massage, but his mind was elsewhere. I just wished so hard to let him know I loved him without appearing like a wanton slut.

I swear I could be sitting at my desk totally naked as he asked me to call his escort service and order a date for tonight to his specifications. Some day I'm just going to fake the call and then arrive and announce that I'm his date for the evening, and the service tonight is at no cast

Sudenly I realized THAT was the solution.

I softly asked him if he wanted an escort for tonight and what were his requirements this time.

 

[caela]

Finally snapping Kristen's books closed and yawning Sarah gave her roommate a sleepy smile.

"All right Kristen, enough. You're not paying attention anymore anyway. I know you want to go to that party JD's having. I am off to bed. Thank god I don't have classes tomorrow, it'll give me time to hunt for a job."

"Good luck with that Sarah, you'll find something. There's always people hiring college students around here," with that her roommate practically ran form the apartment as if afraid Sarah would make her study more.

Chuckling at Kristen's enthusiasm for partying she organized her books and headed off to bed. She planned on being up early the following morning in order to start job hunting. She just wished she knew why the school job had fallen through.

 

[SEVERUSMAX]

He seemed to be enjoying his massage, but his mind was elsewhere. I just wished so hard to let him know I loved him without appearing like a wanton slut.

I swear I could be sitting at my desk totally naked as he asked me to call his escort service and order a date for tonight to his specifications. Some day I'm just going to fake the call and then arrive and announce that I'm his date for the evening, and the service tonight is at no cast

Sudenly I realized THAT was the solution.

I softly asked him if he wanted an escort for tonight and what were his requirements this time.

"Well, sure. I have nothing better to do. Unless you'd like to breach the official rules of employee conduct, that is. I have controlling interest in the company, so I can guarantee that you won't lose your job over it. I never really enforce those rules anyway. I just inherit them from previous management. In any case, I've started my revenge, and it looks like I can wait to take over another company, so I'm on the verge of calling it a day early. I know, I know. Not my style. I normally work like a demon. But today I am in a mood to take it easy. I have accomplished something, and I already have enough cash to retire, if I really wished (which I don't)."

He looked at her wickedly. Whether or not something happened, short-term or long-term, he knew that he wouldn't think less of her for it. Everyone needed a wild roll in the hay now and then, whether with a SO or with a friend, or even a stranger.

He then thought of how distraught and worried Sarah must be at not getting that job. And whether she had caught on to why. Probably not. She didn't have a clue as to his connections.

 

[plainjane]

Harriet

I went through the motions. I dialed the phone and clearly said aloud "Is this the Elite Escort Service?"

Then I placed the order for a tall blonde blue eyed girl to go to Mr Lewis's house wearing a cocktail dress, for a dinner and dancing date tonight at seven. The only thing was I hadnt dialed the last digit so there was noone listening except him.

After I said "OK that sounds fine", I stood, went to him and with my arms around his neck and my face close to his, said "Melissa will be there at seven as requested. Then I gave him a light kiss right on his mouth, and said "have fun tonight. I think you need it after being stood up"

He looked at me and kissed me back the same way. A light, chaste sweet kiss on the lips as he thanked me, but as I turned away I felt a nice pat on my ass.

Then he left for the day, and I was right behind him to prepare for "Melissa's date with Evan, getting a blond wig and high heel shoes, then going home, bathing and shaving my pussy and dabbing perfume in strategic places before getting dressed for him.

 

[SEVERUSMAX]

Evan Lewis

Evan laughed as he heard Harriet call up the escort service. So, apparently, she wasn't aware of her flirting with him. Either that, or she was just making sure that she still HAD it. Not the best approach, but the temptation was understandable. It was possibly a subconscious desire to have a younger man find her attractive. Well, it had certainly gotten his attention.

Yes, "Melissa", or whatever her real name was, would definitely get fucked hard tonight. He was stiff already, and only partial satisfaction from groping Harriet. It was an impulse that she apparently didn't mind. Perhaps she just liked to play that kind of flirting game, the exchange of gropes and subtle hints (and not-so-subtle ones, for that matter). Some people got off on that. Oh, well, he would get satisfaction tonight.

When "Melissa" arrived, then, imagine his shock. She may have worn a blonde wig, but he knew who it was. However, he refused to let on that he knew. He deliberately treated for a bit like she was an escort, just to play along with her game, for now at least.

It wasn't she was nude and he began to lick her entire body, that he whispered in her left ear, "I guess that my credit card balance is the same as earlier, Harriet. You had me fooled for a few hours there. Not anymore. You've wanted to fuck me for a while now, and your wish is being granted."

Nevertheless, he didn't remove the blonde wig. He preferred to let her stay "in character" for the rest of the act. Even as he made her suck his cock. Even while he fucked her doggie-style, then switched to missionary, came, and then did her cowgirl-style and reverse-cowgirl. Even as he had her lick his cock clean, and then returned the favor by licking his own cum from her pussy. He then rimmed her ass, mostly to let her know that if they had unfinished business in the sack. There would be at least one more time. And it would conclude in her ass.

He was very pleased when she asked him to turn around, and then tossed his salad. She then kissed him, the mix of their cum (as she had cum twice that night, once from being eaten and once from the combined rounds of sex) and their anal sweat not disgusting either of them. In fact, they enjoyed the whole "nastiness" of it, or at least he did. He proved it too, by slipping her a lot of tongue.

Only when it came down to the time for her to leave did he drop the facade.

"You're a little tired from all of the sex, Harriet. What do you say to spending the night? And, next time, come as yourself. It was fun doing this, and might well be fun in the future. However, I have a particular urge to fuck the shit out of you. Not Melissa or some other invention of yours, as fun as that was. I want to see what Harriet is like in bed, when she is being herself," he spoke.

He wasn't ruling out escorts or other women in the future, but he definitely got the impression that he would want to explore this emerging fling with Harriet. He wanted to take this whole thing and run with it for a while. See it where it took him. He had never fucked his secretaries in the past. He had always kept business separate from pleasure. In fact, most of his sex life had been with women on the lower end of the socio-economic scale. He preferred it that way. Well, Harriet was not a millionaire like him, but she was definitely "classier" and more lady-like in her usual manners than most of the women he had taken to bed. She was also the first that he had fucked without a rubber since his wife, as much as he hated condoms. He simply didn't dare risk knocking a woman up, since he was too busy to become a father in the past.

Now, however, he was with a desperately horny divorcee, who had probably not fucked a man in actual years. She had followed the conventional rules and gotten screwed (in the bad, figurative way rather than the good, literal one) by them. And she had probably given up after a while, thinking that men only wanted younger women. Well, he had just proven her wrong about him anyway (and himself wrong too, as he had always assumed that he would never fuck someone who was a dozen years his senior).

In any case, as he noted that she chose to sleep in the nude (like himself), he realized that he really didn't even worry about knocking her up or catching anything. What would he catch? She doubtless had only fucked her ex and any boyfriends who had briefly dated her in the recent past (and only on the 3rd date, he guessed). He had never kept track of her love life in the past. She just seemed to be done with that part of her life. Boy, was he wrong! If she was that great in the sack while married, what imbecile let her get away? If one were to be exclusive, there were a lot worse women to choose.

There was also the fact that he didn't have to think about pregnancy. She was post-menopausal. He was sure of that now. Well, another plus, actually. NO periods. No PMS. No wild, hormonal mood swings. And no babies.

Well, for whatever reason, both of them had broken from a number of routines. He had not worn a condom. He had fucked an employee. He had fucked an older woman. She had put out on the first date (if you counted that meal as a date, and why not). She had not asked him to wear a condom. She had pretended to be a call girl. So many deviations from their rules and patterns. And neither of them had suffered for it. There were no consequences, at least not yet. There was no tragedy. The world still revolved around the Sun and rotated on its axis.

Yes, he thought as she showered and he prepared to do the same, tomorrow would be a hell of a day. Whatever happened, they could not simply be boss/secretary anymore. She had shown an interest in him, and vice versa. They had fucked. He no longer thought of her as a matronly staffer. He still respected her, all the more for taking a chance and showing some initiative. But he would definitely think about her as a woman in the future. And a rather sexy one at that. Whether they continued to fuck or not.

 

[caela]

Sarah yawned and stretched as sunlight spilled across her bed waking her from her sleep. Holding the stretch for a moment she finally released it with a sigh and collapsed back into her bed a small smile playing on her face. Yesterday had sucked but today would be a better day.

Slipping from her bed she searched her closet and pulled out the suit her mother had helped her buy. The skirt was long enough to be respectful but short enough to make a good show of long legs and the jacket was perfectly tailored to cling to the curve of her breasts while nipping in along her waist making the most of her body's natural shape. Laying out a white camisole to wear under it as well as a pair of garters, stockings, and black heels she smiled once more and headed off to shower.

She took her time in the shower. She took great care in washing her thick hair and her body with the special jasmine/vanilla scented soaps she favored. When she climbed out at last she smiled at her reflection in the mirror. She was in fine spirits this morning and she wouldn't let anything ruin them.

Dressing quickly she grinned at the feel of the garters against her thighs. She prefered them to nylons any day of the week. She chose to leave her hair down knowing that once it was fully dry there would be a slight wave to it and it would frame her face perfectly. Printing out a stack of resumes she grabbed her purse and was out the door ready for a day of job hunting.

 

[plainjane]

Harriet

What a night. the fantasy had turned out just as I had hoped, with him fucking me every way I had ever read or dreamed about, and obviously enjoying it too.

Our relationship would never be the same, I thought as i slipped out of bed at dawn and drove home to clean up and get ready for another day with him. Today when I delivered his coffee it would be with the blow job I had so often fantacized about

I doubted he would ever even consider marrying me, but if he asked he would get a yes in a heartbeat. Of course I would let him be witb other women, if only for the promise of a return to our bed together

After I showered, I took my biggest vibratot out of the bedside table and did myself again, and then without even wiping myself clean I went to the office, as always pantiless, and gave him the gift of love with his morning coffee.

He returned the favor when he let his cum drip in my coffee and I gladly drank it, telling him how much I loved him.

 

[SEVERUSMAX]

Evan, despite still plotting his revenge on Sarah, was most delighted this morning with the blowjob that Harriet gave him with his coffee. That and the memory of the night before. If that was any indication of her nature, he would have to look into something more permanent, at least in a sexual sense. As to anything romantic, well, he would keep an open mind. She was always pleasant and loyal. That helped. And he DID want to retire at some point. That might get boring if he retired alone.

While discussing his revenge plot further with Harriet, as well as the next merger for a while, he still thought about what it might like if they retired together. He was rich enough to support both of them, even without a job. He could relax and leave the corporate raiding to the young bucks on the scene who were no doubt nipping at his heels like Chihuahuas even now. While not quite while he was ahead?

They could take cruises, explore the occasional threesome (of both kinds, as he had only done the MFF kind before- twice), attend the opera, visit Europe, hang out with friends. He could even introduce her to people at his next high school reunion. It could be fun. They could try a little bondage and see what they liked (he suspected that he was a top, but he might just be a switch). They could spend hours fucking like bunnies and taking breaks to watch TV and eat pizza together. They could drink Bloody Marys or some fancy beer (or even domestic, if need be).

Hell, if he was in the mood to do something new, he could even meet and get to know her kids. Marriage might even be possible. Oh, well, it was worth a shot.

 

[plainjane]

Harriet

So pleasant being with him this way after last night. The atmoshere was completely changed affter the blowjob with him sitting at his desk. Why not make this a 24/7 deal except when one of us was fucking someone else?

That brought up the next subject - Sarah.

"Lets hire her as a clerk and we'll both seduce her into a threesome. We can loan her out to a business connection we want to either seduce or impress. What do you think?"

The only other thought in my mind involved my own security. I didnt need marriage except for possible legal reasons. If he would just make me a partner in the business as well as in his bed, that would cover it. If something should happen to him like a heart attack while fucking Sarah I would be left high and dry, and that was a risk I couldnt handle.

 

[SEVERUSMAX]

So pleasant being with him this way after last night. The atmoshere was completely changed affter the blowjob with him sitting at his desk. Why not make this a 24/7 deal except when one of us was fucking someone else?

That brought up the next subject - Sarah.

"Lets hire her as a clerk and we'll both seduce her into a threesome. We can loan her out to a business connection we want to either seduce or impress. What do you think?"

The only other thouyght in my mind involkverd my own security. I didnt need mariage except for possible legal reasons. If he would just make me a partner in the business as well as in his bed, that would cover it. If something should happen to him like a heart attack while fucking Sarah I would be left high and dry, and that was a risk I couldnt handle.

"A great idea, Harriet. Incidentally, are you interested in perhaps exploring a more serious relationship? I think that we might well click. Just bear in mind the strong possibility of it not being a monogamous one. I am used to fucking around and set in my ways. On the other hand, that doesn't mean that we can't get married, for instance. You do seem to be my type. And I've known you for years. If I can't trust my secretary, who CAN I trust?"

 

[SEVERUSMAX]

The idea of tying Sarah up and having her service himself and Harriet, and then lick his cum from Harriet's pussy and ass definitely turned him on. It would make a great video to blackmail her with, too.

Evan was very hard and ready to fuck Harriet again by the end of the day. He fully intended to use her ass this time. It would be a great deal of fun for them, he was sure.

 

[plainjane]

Harriet

His answers werent quite specific when he said "great idea" and "more serious relationship" and "...married"

"Are you asking me to marry you? Of course I will, and I agree to it being an open marriage where we are both free to explore other partners. I wouldnt have it any other way. If you want someone to be faithful, buy a dog someone said and I'm not your dog nor you mine"

Then I went to my knees and sucked his cock again. Soon he was on top of me on the carpet in the office, fucking me just the way I had fantacized about him for years. At last we were one, totally understanding but not owning each other.

 

[SEVERUSMAX]

Evan answered, "I'm glad that you're passionate about having an open marriage. We can always be a team that way, fucking together, plotting revenge on Sarah together, retiring together. Would you like a formal proposal at dinner? I will need time anyway to recover from cumming so many times today before I fuck you in the ass."

He said this right after he came in her pussy again on the floor. Their last act had been so vigorous that he wondered if she had carpet burn on her knees. He also realized that she must have stopped dating recently because she had discovered that she wanted a different scene from the conventional courtship and monogamous marriage. That and she apparently wanted HIM, and had for a while. He wondered when she had decided to pursue a relationship with him.

 

[plainjane]

Harriet

We hugged and kissed as I whispered into his ear that I had loved him from the first day we met , and that I had fantacized about this every night since, inclkuding when I was fucking one of my boyfriends.

"Eventually I had to quit dating as nobody ever came close to measuring upo to you, my love"

"Now lets get a little bit of work done before we hear from Sarah"

He answered "Yes Boss."