This is a work of fiction. All characters are fictional as are the scenes written. This story has elements of consensual sex between adults. Most are between a man and woman, however there is also a lesbian scene. Some of the scenes involve paid sex. If you are not into these types of stories, please exit now.
*
“I don’t want this.” Mr Denton told his employee after reading the letter of resignation she handed him just moments ago.
“Huh? What do you mean?” Becky asked her boss.
Removing his reading glasses, Sam Denton leaned back in his chair, crossed his hands in front of him. He studied the younger woman in front of him. Rebecca Sutherland, was a single mother, probably in her late thirties. Sadly widowed several years back. She was a pretty woman that did good work for his company. Easy going and always pleasant. She always dressed better than the position she held in the data entry department.
“Becky, I don’t want to see you leave us. I don’t want to accept your resignation. While I can’t stop you from leaving, I don’t have to accept this. Besides, we’ve never had any problems, I know of no conflicts between you and others. What gives? Why would you want to leave?”
“You know I’m a single mom, doing my best to raise my teen daughter. Well to be honest, I just need to earn more, and the other company is offering me $0.37 an hour more.” Becky told him.
“You’re a smart woman, have you don’t the math? That raise comes out to less than $15 a week. Less than $800 a year. What else is there? I mean we have good benefits here. Are they offering better insurance? More vacation? We’ve always been flexible with hours when you need time away. Are we really losing you over $15 a week?”
“I guess I never really looked at the numbers that close. The benefits are about the same I guess. I just have to figure something out. My daughter Vicky needs a better car. Sure she’s 18, but still living at home and doesn’t make enough to be on her own yet. Also the college expenses. She is just doing the local city college this year, but that is still tuition, books, transportation. And next year she wants to transfer to the state university. I’m just really trying to find the money to make life manageable.”
“I wish I could just give you a raise or promotion, but I have no control over that. I structured the company so I have no hiring, firing, or employee issues such as compensation, at your level. I only have say in my immediate subordinates. Sorry, but I just have no say. That is another reason I couldn’t accept your resignation even if I wanted to. You need to present this to Connie or Dan. I really wish you would reconsider though.” He told her.
“What would you do?” She asked almost in tears.
Sam sat back and considered the options available to him. He did indeed structure the company to keep his influence at a minimum for most of the companies workers, including her. Partly to reduce the headaches of dealing with all employees. Mainly however, to eliminate any claims of impropriety. Looking her over again, she is a pretty woman with a nice figure.
“Becky. How about you go back to work for now. After work I will take you and your daughter to dinner and we can discuss options then. Maybe putting our collective brainpower together, we can figure something out. Tonight is my treat, so at the very least, that will save you a few dollars. Worst case, we can’t figure any better option, you lose nothing but a day. How about it?”
Becky looked over at Mr Denton. He was in his early sixties, nice looking, maybe a few pounds over weight, but not fat. His hair, is mainly gray, but still there. She has always known him to be a kind and fair man.
“Okay. Dinner sounds nice, but Vicky won’t make it. Friday night, she has plans with her friends. So it will be just us, if that works. I know you invited her along to be nice and I appreciate that.” Becky replied
“Nonsense! An old man like me lives to have dinner with a couple pretty women. Go back to work, email me your home address and I will pick you up at seven. Don’t even bother changing, you are dressed fine for dinner.”
With that Sam turned his attention back to work. One thought ran through his head, ‘Rebecca Sutherland. Maybe, just maybe.’
******* Dinner *******
Sam knocked at Beckys door right at seven. He was surprised when Vicky opened the door.
“Oh, I thought your mom said you were going out tonight. Please tell me I’m going to be lucky enough to have your charming presence at dinner also?”
“No I’m still getting together with friends.” She said blushing at the older gentleman.
“My loss I’m sure. I’m know you will have more fun with them anyway.”
Becky appeared looking as good as always. She chatted with her daughter before joining Sam at the door.
Sam opened the door for Becky and closed it behind her. She may have thought he was turning on the gentlemen charm, but reality this was how he was raised. Common courtesy has always paid off well over the years for Sam Denton, especially with women.
“This is a very nice car you have Mr Denton.”
“Please, call me Sam tonight. That Mr. Denton stuff is fine for the office, but we are out as friends tonight. Yeah this car is okay, it’s been dependable so I can’t complain.”
In reality, Sam gave great thought on what car to bring. He loves to show off his prizes like his Corvette, but with Becky struggling with money issues, he decided to leave that one in the garage. So tonight was the Chevy Suburban. It was the least flashy car he owned. Sam also struggled with where to take her for dinner. Again he tried to avoid the really high end dinner locations, but didn’t want anything common like Red Lobster either. He settled on a nice Italian restaurant he enjoyed now and then in the past. The food he recalled was good, and the prices were not jaw dropping.
The two exchanged small talk during the drive. While Sam didn’t think the car was too special, Becky was quite impressed. The car had every bell and whistle she ever saw, and it rode like a dream, gliding down the interstate.
The chatted through dinner about the situation Becky was dealing with. He asked about her expenses, not trying to pry, but looking for ways to help. There wasn’t much fat on the bone to cut. He also talked with her manager earlier in the day, Becky was at the top of her compensation tier. There was nothing he could do without shifting the tier compensation, and that had other implications for the company.
Sam paid the dinner bill with a generous tip. Again he opened the car door for her and helped her in. During the drive back, the conversation got serious.
“Becky, I can only see three options for you right now. The first you already explored, moving to another company. I will warn you to check everything in the compensation package, make sure you are not making a few bucks more per week, but paying more for insurance. You know things like that. If it will help, I will personally write you a glowing recommendation. I will also make the corporate lawyer available to you, if you want her to review the compensation package being offered. But really I want you to think of leaving us as the last option.
Next you can look to advance in the company. I know in the data entry department here, Connie, is nearing retirement. A little more hard work from you and I’m confident you would be in line for that position. The problem there is, she’s probably a couple years from retiring. You can also look at other company openings, I believe HR as something open. It may take some training, but you can always put your name in. I can’t promise anything but never hurts to try. Personally I like this one better than you leaving.”
After a long pause from Sam, Becky asked, “You said three options, what is the other?”
Sam glanced over at her, not real sure the best approach to take. He’s done this before, but every woman is different.
“Well you could find ways to supplement your income. Kind of like extra credit in school.”
The thought was vague but out there.
“Like a second job? I can’t work two jobs and raise a daughter.”
“Second job is not the answer. Too many hours and really the compensation isn’t that much better. Besides doing two jobs, they both suffer. No that’s not the answer.” Sam replied.
“You said supplemental income, I’m confused Sam. Where is this magical income?”
It was now or never. Time to see how she reacts.
“A lot of women in this world, use their charm and companionship to increase their income. Those women have nothing on you. If you think about it, you have everything you need to increase your finances.”
Becky sat quietly unraveling the riddle she was given.
“Wait a minute, are you suggesting I whore myself out? What the hell!” Becky said with a tone of anger.
“I was just putting it out there… And no, I would not suggest whoring around. That is such an ugly term to start with. You are way to classy for that. Forget giving it a label, but you could make significant money for time spent as a companion. For example Becky, say someone like myself was interested in an evening of your companionship, I would buy dinner like tonight. Then a couple hours at my home. For a lady of your style and class, I’d offer a reciprocative gift for your time and attention. And that is just a couple hours. This is all hypothetical of course.” Sam Denton told her.
“Reciprocative gift huh? The other side is everyone in the office finds out I’m banging the boss, you know people gossip. Then what? And if I decide not to, what I’m fired?” Becky said with anger growing in her tone.
“Let me clear up a few misconceptions you have, Rebecca.” His tone growing more stern. “To begin with I already told you I don’t have the ability to hire or fire you. Sure I would have some influence, but asking to have a good employee released without justification, well that would draw unwanted attention to me, even legal implications. Besides, you handed me your resignation this morning. Can’t very well fire someone who plans on leaving.
Nobody ever finds out. This has been going on for many years and always very discretely. Allow me to tell you about a couple of my past companions. One lady, I enjoyed her company for about three years. During that time she got out of her financial pinch, improved her situation and decided to move to a better position with another company. We discussed her goals and career, I helped her along and even wrote a personal recommendation. She still visits me once or twice a year. We remain good friends.
Another lady, was a companion for a shorter period of time. She also improved her situation, put a little aside and decided she was done. She is still in the company. Never punished, not fired, just happily doing the job she wants.
As for the reciprocative gift, I can assure you the previous women always found such gifts to be generous.
Look Rebecca, all I’m doing is presenting a possible solution for you that can really help, not just $15 a week. This could change your financial situation to something better. A situation where you don’t need to worry about a few dollars.
Monday morning you get to choose your path forward. You can take the other position, which I will wish you the very best on your future. You can seek other opportunities, and as I promised, I will write you a wonderful letter of recommendation. You can continue your current job as though nothing happened. There will not be any repercussions. You can consider the opportunity I just offered, if that works for you, wonderful! If you try it and it doesn’t work, the other options are still there.”
The choice is all yours to make, no pressure at all. Take your time, and you decide what is best for you and your family.” Sam told her as he pulled into her driveway.
“Sorry for the way I reacted. I’ve never even thought of such.” Becky said.
“Don’t worry about it. The very first time, many years ago, it was an older woman that worked for me. Believe it or not, she presented the proposition to me. I felt trapped, and kind of like I was being set up. I almost fired her on the spot. After a lot of careful consideration, it started to make sense. Well that companionship arrangement worked so nicely for both of us, I have repeated it since, helping others just like you.
Think it over and let me know next week.
Now please allow me walk you to your door.”
Sam got out and walked around the big car, opened her door and helped her down. He walked her to the door in silence. At her door, Sam politely told her he had a wonderful evening and wished her a good night and nice weekend.
Becky recalled the whole evening over a rum and coke. With the exception of the discussion on “companionship” he was a perfect gentleman. Mr. Denton insisted on opening doors for her. Held her chair to sit in for dinner. He stood at her door at the end of the evening, until he was sure she was safely inside. Not even a peck on the cheek. She would replay the night several times during the weekend.
******* Monday at the office *******
Becky though she had the best plan figured out. She called the company that wants to hire her, and told them she needs to work out a three week notice. She just can’t bring herself to leave her current employer in a bind. The other company was disappointed, but agreed. Next she, knocked on Mr. Denton’s door.
“Come in Becky, please take a seat. ”
“May I close the door?”
“I would rather it stay open, less office gossip.”
“Mr. Denton, I gave a lot of thought to what we talked about last week. I really don’t know if this is right for me, but if the offer still stands, I’d like to take you up on it. At least give it a try.”
“Just to be clear Becky, you are talking about the offer that is the most financially beneficial, not just status quo or just a letter of recommendation. Is that correct?” Sam asked to clarify.
“Yes, that offer.” Becky said, looking down to avoid eye contact.
“Becky, I must tell you there is one other person who knows the details of these arrangements. My personal assistant, Ms. Martin, is a very trusted confidant. So if you accept, you will also need to confide in her. Believe me, she has been involved for many years and is very trustworthy. She does not breath a word to anyone. Will you be able to talk with her openly?”
“I think so.”
“May I call her to join us now?” Mr.Denton asked, giving Rebecca the illusion of control.
With Beckys agreement, Ms. Rosa Martin joined them in Sam’s office. Sam also told Ms. Martin to leave the door open.
“Rosa, this is Becky Sutherland. Becky here is having some financial issues. Together we brainstormed the problem last week and came up with a few ideas. The idea Becky and I will explore together, is the one that will provide her with the greatest financial potential. This is where you come in Rosa. We will need you to help facilitate, with the utmost confidentiality all future steps and arrangements. Will you be able to help?” Sam laid out what was happening in a manner that all of them understood, but nobody else who might overhear, would have a clue.
“Absolutely Mr Denton. I will work with Mrs. Sutherland and keep you appraised like usual. Becky, can you join me for lunch? Just so we can iron out some of the finer details.” Rosa said turning to Becky.
“Ah, Yeah Okay.” Becky replied a bit unsure.
“Okay ladies, I think we are all on the same page here. Let’s all return to work.” Sam said raising from his chair and shaking both of their hands like a normal business deal.
******* Lunch with Rosa *******
Rosa called Becky to her office about 20 minutes early for lunch. Rosa drove and chatted with Becky during the drive. She was getting a feel for the woman her boss would be spending time with. Rosa was very loyal and protective of her boss. Sam knew this and appreciated it beyond words. If Rosa got even the slightest negative vibe from Becky, she would kill the deal. Sam knew Rosa would have their back, and if Becky was acceptable, she would have her back too.
Rosa was a tall woman with classic Italian features and olive skin. She was curvy and had a certain classic beauty about her.
At the restaurant, Rosa went into more details.
“I can see why Sam brought this opportunity to you. He is very careful who he discusses this type of business deal with. You need to understand Becky, you are not some hired high class call girl. Sam will be trusting you with very personal details.
My role is to be the buffer, I set things up. I protect both of you from workplace busybodies and prying eyes. Sam trusts me explicitly, you will need to do the same. If you have something to say to Sam during business hours, you bring it to me. For every person in the office, it must not look like you are closer to Sam than you were a month ago. This protects all of us.”
“Okay I understand.”
“Good. You can see me, now and then, but personal texts are best. Please use the app on this paper. All texts through there are private and very temporary. Now Sam prefers to have company on Friday evenings, however he may request company at anytime. This is all consensual, you can refuse at anytime. You can also quit this arrangement at anytime. There will be no harm to your reputation or any retaliation in the office. The only time anything negative would happen, is if you try to expose or blackmail Sam, or the company.
I’ve helped others with similar arrangements, and they always benefitted and were quite pleased with the situation. I suspect you will be also. As I said earlier, you are not a call girl, you are the companion of a high level executive. Sam will be taking you to very high end clubs, dinners, and entertainment venues. You should always dress and have your self ready for these. Always better to be over dressed than under dressed.
Next, I suggest start using Rebecca, at least when you are with him. It’s a touch more old fashion, and if you haven’t noticed yet, Sam has some old fashion ways.
Any questions for me?” Rosa asked.
“A couple. Mr. Denton said, a ‘few hours of companionship.’ So no overnight stays?” She asked.
“The time you both spend together will be entirely up to you. Sam knows you have a daughter and can’t just take off every Friday, not returning till the next day. Most of your… lets call them dates, will be dinner and a few hours at his house. You will return home before one am. Earlier if necessary. Of course if you have the ability of an overnight, say your daughter is away, then you can arrange overnight stays. Does a midnight or one am curfew work for you?” Rosa asked
“Yes midnight will be perfect. Now I hate to be crass, but financially…”
“Say no more. Here is the deal, you have 100% control of what happens on your dates. Dinner and a little kissing and light touching on his sofa, that is probably worth a $50 gift from him. Obviously the more you are willing to do, the more generous gift you will receive. Sam is a kind man, but he is still a man. If all your dates are just going to be kissing and light touching on the sofa, he will move on. That is usually not an issue, but I wanted that out in the open.
Payments are always cash, so completely under the table, also why he insists on calling then ‘gifts’. You will receive a ‘gift’ before you leave. The details of your date and gift remain between both of you. I will neither have or want any knowledge your activities, or the gift.
My involvement is to help set up things and make sure you are both happy. So if at any time you have a concern, don’t waste a moment to contact me.” Rosa stated.
“When do we begin?” Becky asked.
“As I said, Fridays are preferred. If you are open to this Friday, I will get things going.”
“Okay, I’ll have to think of something to tell my daughter. I also need to go shopping for some nicer dresses.” Becky said.
“The two most used alibis I know are, ‘I have a date’, or ‘I joined a book club’. Families tend to accept those. However, if pushed, you must not leave any impression that Mr. Denton is involved.
When you shop for cloths, don’t neglect nice lingerie. Here this will help get you started.” Rosa said as she slid a gift card across the table.
“$500 gift card!” Becky exclaimed.
“Sam told me you are in a financial situation, this is for cloths makeup etc. just to help you out.
Any other concerns?” Rosa asked.
“No, just nerves.”
“Relax Rebecca, everything will be fine. I assure you, the dates will be very enjoyable.”
The rest of the lunch and drive back to the office was spent chatting and laughing. Becky was still not used to being called Rebecca after all these years. She thanked Rosa for her time and helping out, then returned to her daily routine.
Rosa called Sam when she was back in the privacy of her office.
“Everything is all set for Friday evening. I would recommend not starting at the top but a mid level restaurant. Step up slowly as Rebecca gets more comfortable.” Rosa advised her boss.
“No red flags.”
“Just nerves, nothing too concerning.”
“You’re the best Rosa!”
******* Friday Evening *******
Becky used the book club excuse with Vicky, who never gave it a second thought. Now standing in her front of the full length mirror in her room, she found the first hiccup in this plan. Becky was pleased with the way the black bra, panties and garter looked on her. Her hair and makeup were perfect. It was when she reached for the new dress, she figured out, she is way overdressed for a damn book club. Instead she decided to throw on an old shirt and baggy pants. She would have to change in the car. How could she have overlooked that?
At least Vicky had plans with her friends again. When Becky kissed her daughter goodbye, she left the house with a bag of cloths to ‘Donate’. She put Mr. Dentons address into her GPS and started the drive to his place. She stopped at a mall, and changed into her new dress in the car. It wasn’t easy, but she managed. Double checking her makeup, she drove the rest of the way to the gated estate. Entering the code Rosa gave her, the heavy gate slowly swung open. She parked where Rosa told her and walked to the main door.
Now more nervous than she could ever recall, she pushed the doorbell.
“Rebecca, you look wonderful. I am really happy you decided to join me tonight. I hope you didn’t have any problems getting here.”
“Thank your for the compliment, Mr. Denton, you look very dapper yourself. I hope I’m not late, I had to make an unexpected stop on the way here.”
“I insist you call me Sam when we are out of the office. If your ready, lets go to dinner, I can show you around my home later.”
Sam led her to the Corvette in the garage. Helped her in, than started the powerful sports car.
“I have wanted one of these for years, as soon as I could afford one, I had to get it. She isn’t as smooth as the Suburban, but she’s fun to be in.” Sam told her.
For as powerful as the car is, Sam was a careful driver. He put Rebecca as ease on the trip with casual chit-chat. He pulled up to the valet at a very nice restaurant. The valet opened his door, but has long since learned that Sam would be the one to open the door for his date and help her from the car.
They were seated in a darker corner of the restaurant. After ordering, Sam asked, “Will you accompany me for a dance, Rebecca?”
“I didn’t know there was dancing here.”
“You can dance anywhere you hear music. Just need to look for an out of the way place.” Sam told her as he led her to a corner of the room.
So formal she thought. It was like being on a date with a gentleman from perhaps the 40’s or 50’s. He’s not that old, but he certainly exuded that era. In a strange way, it both put Rebecca at ease and excited her. Being treated like a lady, not just a date, was special. Sam learned the effect this treatment had on his dates long ago.
Dinner, dancing, fantastic food and nice conversation made for a special evening for Rebecca. She was much more comfortable holding his arm and walking back out to the car.
Back at Sams home, he gave Rebecca a quick tour. Poolside he told her, “Many of my guests like to relax in the hot tub after dinner.”
“No swimsuit.” Rebecca told him.
“Wearing a swimsuit is not necessary, but if you feel more comfortable with one, Rosa made sure there is a selection of sizes in the guest room. But we don’t need to swim if you don’t want.” He said turning them back to the house.
Once in the reading room, he looked into her eyes while holding both her hands.
“Rebecca, if you would allow me, I would very much like to kiss you.”
Her response was a big smile.
Sam pulled her close and they shared their first kiss ever. Rebecca thought, ‘here is a man paying for my time, for sex with him, and he’s asking permission to just kiss me. This is certainly different.’ Rebecca was enjoying the tender kisses and began to kiss the distinguished man back. Soon the small kiss ignited into more passionate kisses. Sam was holding her close, but his hands remained respectful. She expected groping, she was ready for groping. When he broke from her kisses, he smiled at her pretty face.
“Would you like to have a seat?”
“Actually, I think I’ve changed my mind, the hot tub sounds wonderful.”
“You should be able to find a swim suit upstairs in the guest room.”
“Would you be offended if I relaxed and enjoyed the evening in the nude? Skinny dipping in the hot tub sounds wonderfully naughty.” Rebecca said.
“Not at all, you can get undressed and grab a towel from the pool house, and I’ll get us a couple drinks. We should have about an hour or so until you need to leave.” Sam said as he headed to the house to get drinks.
When he returned Rebecca was soaking in the hot tub. The moving water blurred the view he had of her body, but what he could see, was arousing. Her naked tits were floating on the water, with her pink nipples peaking above the water now and then. Placing the tray on the ground next to the in ground tub, be stripped his cloths and lowered himself into the hot water next to her. Holding their glasses, he toasted their new arrangement and what he hoped was many years of growing friendship.
They would chat, drink, kiss, laugh and look at the stars. Sam had soft music playing. Rebecca was thinking how wonderful the night has been and what might be next.
“Penny for your thoughts Rebecca.”
“I was just thinking about the evening. Dancing in a restaurant. The car, the hot tub.”
“Care to dance now? I can hear music.”
“Love to.”
Helping her out of the water, he finally got a view of her nude body. Rebecca had seen his semi hard cock when he got into the hot water, now he was even harder. Sam held her hot, wet, nude body close to his as they danced. He leaned down and softly kissed her neck.
“Ohhh, That’s nice Sam. I like that.” Rebecca said. “Please don’t stop.”
That was the invite Sam was looking for. She was nude, excited and ready. His lips traveled up her neck, to her face. When his lips reached hers, it was nothing but pure passion. Rebecca had one hand on the back of his head holding his lips to hers. Her other hand traveled down and grabbed his hard penis. She was happy to feel he was longer and thicker than most of her previous lovers. What really made her happy, was how hard he is for a man of his age.
The moment Sam released his grip on her, Rebecca slowly lowered herself to the foot of a lounge chair. Now at eye level with Sam’s hard cock, she groaned out loud. This was going to be a pleasure. She was going to enjoy servicing this gentleman.
Rebecca was just about to suck him deep into her mouth, then the atmosphere of the evening hit her. She held his veiny cock in one hand, his full balls in the other, and looked up at him.
“I would very much like to pleasure you Sam. Please let me suck on your cock. I promise to swallow your cum if you’d like that.”
Sam knew he had what he was looking for in Rebecca. A willing playmate and one that appreciated the era he tried to recreate. His response was to put a hand on her head and guide her mouth over his hard dick.
Rebecca put everything she knew into this blowjob. Her personal goal was not to just have him blow his load, she wanted to blow his mind. Every trick she knew, every technique she learned, was part of this blowjob. Rebecca maintained eye contact with him as she sucked and stroked him for what seemed like a half hour. The longer it took the more determined she was. This load was going to be hers.
“Rebecca my dear, that is wonderful. I won’t be able to restrain myself much longer.”
Pulling herself off his cock, “Go ahead Sam. Don’t hold back, I want you to cum in my mouth. I want this gift from you.”
Her mouth engulfed him again. Tongue swirling, deep throat, hard sucking, licking the crown. She was stroking him with one hand, the other on his ass pulling him deeper.
“Ahhh REBBECA. HERE IT IS. OHHH. FUCK BABY. I’M CUMMING REBECCA!!!”
She pulled back so he would explode in her mouth and not straight down her throat. She sucked every drop he had to give her. When he was finished, she licked the crown of his cock. Letting a little of his cum drip from her mouth for show. The better show was when she smiled at him, scooped the glob of cum off her right tit and licked her fingers clean.
“Amazing my dear. You are amazing. We don’t have too much time before you need to leave, but I would really love to taste you before you go. Lay back and allow me to return the pleasure you gave me.”
Rebecca got comfortable on the lounge chair, and as gracefully as she could, opened her legs for this man to see everything she has to offer. Sam put a cushion down and knelt between her legs. The first contact was his nose nudging her clit, as he inhaled deeply.
“I love the scent of an aroused woman. So sensual. So primal. So exciting.”
Sam knows how to pleasure a woman. Having many lovers over the years he knew what most women liked and what didn’t work. He expertly used his fingers and tongue to get her pussy dripping. It took much less time to have her to climax for the first time than Rebecca expected.
“Ahhh Sam, Honey, Don’t Stop, Oh Gawd, I’m…. FUCK. So Good. Cumming. Hard…. CUMMING HARD!!!!”
Rebecca’s whole body went into convulsions. It felt like every cell in her body heated up and exploded. Everything tingled. When she came back to earth, Rebecca realized, Sam still had his mouth latched to her clit. His lips were wrapped around her clit, sucking gently on it while his tongue danced on the end of it.
“Oh Fuck, Oh Fuck, Oh Fuck. You’re going to make me cum again Honey. Ohhhhhh. So. Fuck. CUMMING AGAIN!!!!!”
Rebecca could not recall that last time she felt this warm glow coursing through her body. She was sexually spent, and with just two orgasms. But they were long overdue and very hard orgasms. Sam was sitting there smiling at her when she opened her eyes.
“I think we both had a wonderful evening Rebecca. Thank you for being my companion this evening. I would really love to continue enjoy your body and the pleasures you have to offer, but we do need to get you home on time. Maybe next time we can squeeze an hour or more into the night.”
Rebecca knew this was her fault. She was the one who set the time limit with Rosa, something she wished she could undo. Rebecca really hoped there would be another date in the future. They both got dressed and Sam walked her to her car.
“Thank you Sam. Tonight was very nice. You really made it special. I can honestly tell you, I was being foolish last week when I got upset. Please forgive that. You are a very nice gentleman, I hate that I may have ever thought differently.”
Sam leaned over and gave her a lingering good night kiss.
“Last week has all been forgotten Rebecca. I don’t think of it, and neither should you. I didn’t have time today to get you flowers, an over sight that will not happen again. Please except this gift instead.” He said handing her a card.
One final kiss and she was on her way home. When she stopped to change back into her book club cloths, she opened the card. It was a nice friendship card. In it was two crisp hundred dollar bills and a new fifty. Monday she would call and tell the other company she won’t be changing jobs.
That night she smiled to herself. $250 and dinner, he didn’t even try to fuck me yet. On top of it all, he was a kind gentleman who brought me pleasure. Rebecca thought she would hate herself for doing this, instead she was looking forward to spending more time with Mr. Denton.
Rebecca was replaying the event’s of the evening while lazily touching herself as she laid in bed. She was sorry she had to leave when she did. Sam had a nice cock, she hoped she would get to enjoy it more in the future, she really wished he fucked her with it tonight. It’s been so long since she’s been fucked by a man. Her toys have been the only things penetrating her in a very long time.
She grabbed the dildo she kept under her mattress. She would have preferred the warm flesh of a real man, but for now, this flesh like toy will have to do. Slowly inserting the tip, she pushed the shaft deep into her. Rebecca was softly moaning, the room filled with the squishing sounds of the dildo as she fucked her very wet pussy with it. She made herself cum twice before letting the toy slip from her and drifting off to sleep. She had no way to know her daughter came downstairs for a drink, and was standing outside her door listening to her mothers soft moans.
******* Saturday Morning *******
“Hello.” Rebecca said answering the phone
“Good morning Rebecca, it’s Rosa. How are you doing this morning? Even more important, did you enjoy yourself last evening? I don’t need details, just checking on you.”
“I’m doing well this morning. Last night I had a very nice time with Mr. Denton, thank you for asking.”
“Good to hear, any regrets or concerns?”
“No concerns and my only regret is I didn’t have more time with him.”
“Well you did set the time limit as I recall. You needed to be home before your daughter’s curfew. Next time if you can’t stay later, perhaps you start earlier.” Rosa told her.
“I’m available today, if Mr. Denton wants.” Rebecca floated the idea out.
“Sorry dear. Sam already has plans for this weekend. If you have nothing else for me, I will let you get back to enjoying your weekend. Have a nice day.”
Over lunch, Vicky asked her mom about the book club. What book you reading? Who is in the book club, anyone she knew? Any cute guys? Rebecca didn’t know where the interest suddenly came from. Vicky was trying to piece things together. Her mom was sure excited when she listened at the door, too excited for a book club.
******* Thursday *******
Rebecca watched Rosa go into Mr. Denton’s office and close the door. The two had a long meeting that morning.
“So Sam you really think she is going to work out? I know we discussed it already, but you think we can get her to the point we had Marie at?”
“It will take some time, but I’m willing to sacrifice my time for this.”
“I’m sure you are.” Rosa said with a touch of sarcasm.
“Okay lets get to the real business at hand, the DQT account” Sam told her.
Later that afternoon Rebecca received a text from Rosa.
‘This weeks dinner arrangement must be canceled due to a more pressing issue. Please plan on next week, if you are available.’
And that was that. No dinner date with Sam this week. Worst, no sex with him either. No sex at all since she didn’t date. Rebecca was single and really had no men chasing her. She wished she was more of a flirt, but that wasn’t her nature. She would have to wait for his schedule. Until then, she would make due with her toys.
******* The following week *******
‘Would you be available for dinner arrangements tomorrow?’ was the text Rebecca received Thursday afternoon.
‘Yes! What time can I be there?’ She typed back with almost nervous energy.
‘Six PM?’
‘Perfect.’ Rebecca sent back after calculating this would give her almost six hours with Sam.
‘Dinner will be at an exclusive club, a nice evening gown is requested.’
Dinner, perhaps some dancing, then back to his place. She wouldn’t waste as much time playing coy. They both knew why she was there. Tomorrow night she would earn a little more cash and his hard cock.
******* Friday *******
Rebecca left work at exactly quitting time, rushed home to get ready for her date with Sam. The evening gown she got at the thrift store looked brand new and absolutely fantastic on her. It flattered her figure, made her look elegant and made her feel great. Rebecca couldn’t wait until Sam saw her in it. What she really wanted to see was, the gown on the floor of his bedroom.
As with her last visit, she would drive to a remote location and get changed.
Arriving at Sam’s a full five minutes early. She hoped she didn’t look too eager, but tonight was not a time for ‘fashionably late’. Sam opened the door when she rang the bell. He stood there looking at the woman before him. This nicely dressed woman who worked for him, was remarkable when she dressed to impress.
“My word Rebecca, you look stunning. I’m tempted to cancel dinner and just stay in with you. But that wouldn’t be proper. No, I will certainly take you out. Besides, I really want the chance to show you off. Shall we go?”
Rebecca would have been fine staying in and playing with him, but she was also excited to be seen with him.
The club was beautiful, everyone dressed very nicely. Everything was very lavish. Sam introduced her to his friends and their dates. She was happy when they dined alone. Sam lead her to the dance floor a couple times and held her tightly. She was a little annoyed when his friends cut in and danced with her. What really annoyed her the most, was watching the evening slip away. Rebecca only had six hours with him, and half that time was already gone.
When they made their rounds to say goodbye, Rebecca was all smiles. The ride back seemed to take forever. She marveled at the sight of his estate when they pulled up the drive.
“You have company?” Rebecca asked.
“No why.”
“Nothing, I thought I saw a curtain move. Probably just your cat.”
Sam helped her from the Corvette, and walked her to the house.
“I’ve had a wonderful evening Rebecca. Would you like to accompany me to the hot tub? Or is the evening getting too late?”
“Hot tub sounds wonderful.”
“Can you help me with the zipper Sam?” Rebecca as turning her back him and holding her hair out of the way.
Every man loved to undress a woman, and Sam was loving the opportunity to get this woman nude. When her dress was at her feet, she turned in his arms and reached up for a kiss. Sam helped by cupping her ass and lifting her a little. He helped remove her bra next, letting her full breasts spill out into the cool night air.
“As good as you looked in that dress, I must tell you Rebecca, I prefer you out of it.”
He helped his playmate remove the rest of her cloths. Then it was his turn to have this pretty nude woman, helping him out of his cloths. Rebecca was on her knees when she pulled his pants down. She smiled at the tent in his pants that she caused. Next she tugged the shorts down freeing his hard cock and engulfed him back in her mouth. It’s been two weeks, but she was once again giving her boss a blowjob.
Sam reached down and took her perfectly done hair into his hands, guiding her lips up and down his pole. Rebecca fondled his balls like the week before.
“Rebecca, you were beautiful in that gown, pretty standing in front of me nude, but absolutely stunning on your knees sucking my cock. Damn you sure know how to suck my cock.”
She took her time, not a rushed blowjob, no. This was going to be a slow loving blowjob. She took her time moving her lips back and forth along his full length. Rebecca did everything she could to maintain eye contact. Sucking every inch of this man. She would lick the head of his cock like it was a piece of candy. Lick and suck his balls. She was worshipping his cock, when he started to move his hips. Driving into her mouth more demanding. Tightening the grip on her hair and thrusting his hips. The loving blowjob turned into a more urgent face fucking. This didn’t bother Rebecca, just the opposite, she was proud to make this man so excited.
“Fuck Rebecca, I’m going to cum soon.” Was the warning she got. Something she already knew this from holding his balls.
Sam let go of her head and stiffened. Rebecca grabbed his cock and jerked him into her mouth.
“AHHHH. FUUUCK. TAKE IT ALL BABY!!! SWALLOW MY LOAD!!!”
Rebecca did just that, spurt after spurt landed in her mouth. When she closed her lips over the head and sucked him deep, Sam held onto her for balance.
“AHHH FUUCK, SO GOOD, FUCK!!!!”
His cock slipped from her lips with a pop. His load was now hers. She swallowed every drop, proud to be the one he wanted to spend Friday with.
“Wow, Rebecca, that left me weak. Would you mind if we soak a bit while I get my strength back? Then I promise it will be your turn.”
They soaked in the hot water. She sat on his left side sipping the wine he brought out earlier. Sam put his arm around her and pulled her close, she helped him reposition her to his lap. For Sam it was easier this way to fondle her body and kiss her. Rebecca liked it also. Sitting on his lap she would feel when his cock started to respond (the sooner the better, she thought).
After a short beak, Sam had Rebecca move off his lap while he got out and grabbed a cushion. Placing it at the side of the tub, he had her sit on it. Sam got between her open legs, briefly enjoying the site of Rebeccas legs and pussy before him. He stroked her legs for a bit while staring at her very exposed pussy. The though of being on display like this, even for a man she was ready to fuck, was embarrassing. Rebecca so wanted him to touch her, lick her, fuck her, anything to move past just staring.
“You should take a picture, it will last longer.” She said joking.
“Maybe I will next week. We don’t have time tonight for that. However, I would very much like to taste and play with you again.”
Rebecca groaned as she realized he was right, the night was indeed slipping away. She wanted to be touched and pleasured, but she was also in need of a good hard pounding.
“Ohhh Yesss. Please touch me and eat my pussy Sam. I want you to make me cum with your talented tongue. I do hope we have time to get your beautiful cock inside of me.”
The older gentleman took his time to take a few deep breaths, inhaling Rebecca’s aroma of excitement. He softly stroked her slit with his thumb, watching her glistening pussy lips open and part for him. There was no doubt how ready this woman was for him. Sam slid one, then two fingers deep into her pussy. Slowly fingering her very wet pussy causing Rebecca to moan and close her eyes. She was enjoying the fingers that were rubbing the walls of her pussy, when she felt the tip of Sams tongue on the lips parted by his fingers. He pulled his fingers out, using both hands, held her pussy open for his tongue to explore. She tasted fantastic. She was clean and excited, thrusting her hips up to meet his mouth.
Sam brought his tongue up and rapidly flicked at her engorged clit. When he pushed his thumb against her asshole, Rebecca came hard.
“Ohhh. Sam, Sam, SAM…. FUCK! AHHHHH. FUCK. SAM, YESSSS. CUMMMING SAM!!!”
He wasn’t done yet, as soon as she settled a bit, Sam sucked her hard clit back into his mouth and jammed two fingers back into her pussy. He moved the fingers against her g-spot, causing Rebecca to clinch her eyes shut tightly while she grabbed his head to ensure he stayed right where he is.
“GAWD DAMN YOU SEXY BASTARD, FUCKING CUMMMMING AGAIN. OH FUCK HONEY, FUCK, CAN’T STOP!!!”
Everything went silent for a minute, all Rebeccas senses and nerves were tingling. She lay there listening to the symphony of own heart pounding in her ears. She was breathing as hard as she could ever recall. The sight of her lovers cock and balls met her when she opened her eyes again. Sam had repositioned himself so they were in a classic 69 position. His tongue was licking her vulva, light kisses on her clit made her jump. Rebecca took his re-hardened cock back into her mouth and down her throat. She grabbed his hips and got him into a rhythm fucking into her mouth.
Rebecca was lost in the wild pleasure. A hard cock that she completely enjoys fucking her face, while the tongue that has gotten her to cum several times, is tenderly working her towards yet another climax. Rebecca pushed on Sam and had them roll to their sides. This way she could better control the blowjob she was giving him. Her hands could again fondle his balls.
Feeling his balls tighten, letting her know that he was getting close excited her. She wanted to take advantage and get the hard cock inside her. Before she could get them positioned, Sam latched his mouth onto her clit, his tongue doing a climax dance on her clit.
“OHHHHH. FUCK!!!! SEXY BASTARD, FUCK, CUMMING AGAIN!!!!”
Sam held her through her orgasm, then moved to the hot tub.
Regaining her strength, Rebecca sat on his lap in the hot water, kissing him passionately.
“You are one sexy gentleman Sam Denton.” She said lifting herself a bit, grabbing his cock and slowly sinking it inside her pussy.
“Ohh Fuck, I’ve wanted this cock inside me. Let me fuck you Sam.” Rebecca said when he was balls deep. She lifted herself and dropped back down on him.
“Me too my dear, I really want to fuck you soundly. But Honey, our time is almost over.” He said lifting her buoyant body off his hard cock.
“Next time Rebecca, I promise.”
The frustrations was almost enough to bring her to tears. The time deadline she set, indeed fast approaching. Once again, she missed out having her boss fuck her. She fucked herself with that foolish, ‘I need to leave by midnight for my daughter’, requirement.
Sam helped her out of the tub, and they dried one another. Then he helped her get dressed. Bra, stockings, garter belt, and dress. He asked to keep her panties as a reminder. Then he helped her slip on the red evening gown again. She was dressed and just as pretty as before, although now her hair and makeup were messed.
Nude, Sam walked her to her car. She stroked his cock, while he kissed her goodnight.
“You know Sam, I think we have time for me to suck you off and swallow your cum again.” Rebecca said as she lowered herself to her knees.
While Sam leaned against her old Ford, Rebecca now dressed in her evening gown sucked and fondled his cock. She worked on him as good as she always did, now with an urgency of a time limit. Rebecca had him cumming in her mouth again, with a couple minutes to spare. If Sam had any neighbors close by, they would have heard his cry’s of excitement when he let another load of hot cum flood into his companions mouth.
Rebecca was proud of herself for beating the deadline. She stood and kissed Sam goodnight.
“Wait, I almost forgot. I have something for you. Wait here a minute.” Sam said as he rushed back to the house.
When he came back to her car, Rebecca was in the driver seat, with the engine running. Sam handed her a bouquet of flowers. He kissed her cheek.
“They are beautiful Sam. Thank you for being so thoughtful. See you Monday at work.” She said before driving off.
Sam was all smiles when he walked back to the house. Locking the door behind him he headed back to the hot tub.
“You fuck her yet?” Asked a nude Rosa, now soaking in the hot water.
“Not yet, it was close, at the end she sat on my cock here in the tub. I told her we didn’t have time this week. She only got one or two strokes, before I lifted her off me.”
“That’s just mean Samual. Poor girl is probably climbing the walls with frustration.”
“I ate her to a few hard climaxes it’s not like I completely neglected her.”
“Not the same thing. When a girl has her heart set of a good cock fucking, that’s all that will satisfy her.” Rosa said before wrapping her arms around Sam and kissing him deeply. Rosa could still taste Rebeccas pussy on Sam’s face. Licking Sam’s face she added, “She does taste good.”
*****
Rebeccas drove home in sexual frustration. She had given him a couple good blowjobs, and he certainly gave her to several mind numbing orgasms, yet she was still frustrated.
Like after the last date before, Rebecca changed into her comfortable cloths before getting home. Vicky was sitting up waiting on her this week.
“How was book club this week?” She asked her mom with a smile. Looking her moms messed hair and makeup, she knew the book club was just a red herring. Something was going on, and it wasn’t reading with other women. At the very least not just reading.
“It was nice, we had a long discussion about the chapters we read. How was your evening with the girls.” Rebecca asked, changing the topic.
“Good, we hung out at a teens club and trolled for cute boys. Only Mandy got lucky.”
“Lucky? How so?” Rebecca asked not with concern about her daughters sexuality.
“Not like that mom. John Weiss, hit on her and they went off for a snack and chat. Think they might start dating. Guess I’ll keep trying, I’m really hoping Jeff will get more interested in me one of these times.” Vicky told her mom to put her at ease. In reality Vicky and Jeff have been going at it hot and heavy for a few months now.
The two stayed up an hour longer than normal talking about the boys Vicky and her friends were interested in. Rebecca offering her daughter some tips on attracting a nice boy who will be good to her. Vicky was distracted from listening to her moms advice, because she was recalling how good Jeff was between her thighs earlier in the evening.
Back in bed, Rebecca pulled out the dildo again. She knew she would need some satisfaction before she could sleep. Outside her closed door Vicky listened to the soft moans from her moms room. Rebecca was plunging the toy deep into her desperate cunt, just outside her door Vicky was rubbing her own pussy, while across town, Sam was fucking his hard cock into Rosa on the side of his bed. Rebecca was approaching her climax about the same moment Rosa was screaming for Sam to “Fuck her as hard as he could”. Rebecca was squirming on her back, Vicky was covering her mouth to stifle the orgasm her fingers brought her. Rosa was on her hands and knees. Rebecca squeezing her right tit with her left hand, while moving the dildo with her right hand. Sam was holding both of Rosas swinging tits while banging her from behind. Both women came at almost the same time. Rebeccas hips pumping up to meet the dildo she was plunging into herself. Vicky had another orgasm listening to her moms quite cry’s of joy. Rosa on her side with Sam pumping her from behind.
Rebecca slipped into unconsciousness, with the dildo no longer insider her, but still on the bed between her legs. Vicky quietly went up to her room to retrieve her small vibrator.
*****
“After letting her swallow a couple of your loads Sam, I’m still glad you had something for me.” Rosa said leaning back for a kiss.
“Our next date, she will be ready to do anything I want, if it means getting me to bang her. Before my next date with her I need you to do something for me, sometime this week, make it a point to ask how she’s doing. Carefully probe around the sex issue. Remind her, she’s being hired for companionship. Sex may be a bonus, but it’s not promised. As long as I’m happy at the end of the evening, she has done her job and will be compensated, which after all was the reason for the arrangement. This is all to help her financially. So far, with the gift card you gave her, she’s made over a grand, and that is in less than a month. Put it in perspective.”
“So you are not going to fuck her yet?”
“I might, depending on how the evening goes. Won’t be too much longer. I’ve been restraining myself, but I have to know if that pussy is as good as her mouth. Is she as talented fucking as she is with her blowjobs. Rosa, I also want you to remind her, of my old fashion way, I need to be the one initiating the sex, she was a bit eager tonight.” Sam said kissing the curvy woman on her neck.
“When do I get to play with her?” Rosa asked
“Anytime you think she’s ready, give it a go. She has to be close by now.”
“I’ll have to try soon, before she gets laid by you. After that she’ll lose motivation for a while. Will you cancel the next date and let me have a shot at her?”
“Sure, anything for you Rosa.”
Rosa snuggled into Sam, his arm around her holding her large breast as they fell asleep in bed.
******* Thursday *******
Rebecca was excited when the text came in, until she read it.
‘Due to unforeseen circumstances, this weeks arrangement must be postponed, apologies sent.’
“Damn it.” She muttered to herself.
‘Any way to reschedule, maybe Sat of Sun?’ Rebecca replied back.
‘No booked solid, next Fri is the earliest. Problem?’
‘Can we talk?’
‘Lunch, 11:25. Come to my office’
Rosa drove them again. The conversation began as soon as they were out of the office parking lot.
“So Rebecca what’s up?”
“Well to be honest, that’s what I’m trying to figure out. My time spent with Mr Denton has been pleasant, but… Not sure how to put it… Abrupt.”
“By abrupt you mean he has been short with you, impolite?”
“No, not that, sorry, this is difficult.”
“Listen Rebecca, let’s skip talking in riddles. Be blunt and speak your mind. Woman to woman. You have my confidence, okay?”
“Okay here it is, the dates with Sam are wonderful. Always treats me like a lady, like I’m special. He takes me to the nicest places. Then we return to his place, and we start getting more intimate.”
“By intimate?”
“We undress, slip into his hot tub. There is some romance, kissing and touching. Then some oral sex. Oh Rosa, its all so very nice.”
“Sounds like a wonderful evening, where’s the problem?”
“That’s when it gets ‘abrupt’, the evening comes to a crashing end. We hit the time limit, I know that’s my fault, but I’m still ready for more.”
“More?”
“The evening ends while I am aching to be fucked.” Rebecca said, almost a whisper as they were now in the restaurant.
“I see. Let me ask you a few questions, okay?”
Rebecca nodded.
“Does Mr Denton take care of you sexually, other than not finishing the evening the way you want?”
“Yes, he makes me have two or three orgasms for every one I give him.”
“Financially, you being compensated to your expectations?”
“Better than I imagined.”
“Okay, so where is the problem? I know you are wanting more, but the arrangement as I recall, was gift’s for companionship. Sounds like that is being fulfilled. Did Mr. Denton promise anything else that I’m unaware of?”
“No I guess not. I was just expecting our dates going all the way to the end… sexually.”
“So, we agree, the terms were companionship for a few hours and a gift to repay the kindness. One more question Rebecca, when you leave, is Sam happy and content?”
“Yes, I make sure he’s been pleased and throughout the date, I’m a good companion for him.”
“Well from everything we discussed, the terms of the arrangement are being met. I know you want more, but that was never promised. Keep in mind, Mr. Denton is an old fashion gentleman. Things happen at his determined time and place. The fact you’re having oral with him after just two dates is pretty good. I can tell you Mr. Denton does best when he has control, and really doesn’t like his partner to be the one initiating things.”
“In the meantime, I go home frustrated and horny.”
“Horny after multiple orgasms, wow you’re more of a sexual woman than I would have guessed.”
Rebecca blushed and averted her eye’s.
“Rebecca, you’re free tomorrow evening, so am I. Let’s go out as friends and really let loose. Who knows maybe we’ll find some guy to scratch your itch. What’s the worst that can happen, we both blow off some steam?”
“I don’t know.”
“Sure you do. As I see it, you have a couple options in front of you. An evening with a friend, drinks, and blowing off steam, or an evening at home dealing with self pity. I know what I would choose, and deep down I think you do too.”
“Okay send me your address, I’ll meet you at your house. It’ll keep the book club appearance going for my daughter.”
“My homes off limits, having some work done. You know the Homewood Suites over on Franklin?”
“Yeah that’s not too far from my home.”
“Great, what do you say we meet there in the lobby around six? Dinner and the first round of drinks on me. In the meantime, I’ll see if I can come up with a solution to your issue with the current arrangements.”
******* Friday with Rosa *******
“I’m telling you Vicky, its just a book club. I’m meeting Ms. Martin tonight and we’re going together. You’re more than welcome to join us, I’ll even buy you a copy of the book we’re readying, it’s a sexy romance.”
“No that’s okay. You just really seem to enjoy this club.”
“Good friends, laughs and wonderful companionship. What’s not to like?”
*****
The drive to Rosa’s hotel took less than ten minutes. And it was nice not to stop anywhere to change. Rosa was sitting in the lobby waiting on her companion. They had dinner at a steakhouse and laughed like old friends. After dinner Rosa took them to a bar not too far from the hotel, where they began to drink in earnest. Rebecca was drinking rum and cokes and margaritas. Rosa was alternating between slowly sipping margaritas and virgin cocktails. Rosa wanted to make sure she didn’t get too drunk.
They laughed like lifelong friends. They would point out different men for the other to take to a dark corner of out to the back seat of Rosa’s car. The drinks had them loosened up and the suggestive talk was priming Rebecca.
“Your know Rebecca, I’ve been thinking about your problem with Sam.”
“Yeah, any solutions?”
“Well to be crude, if he doesn’t fuck you, find someone who will.”
“I’m not the type to just pick up a guy for a one night stand.”
“Okay, make it a couple nights and walk into work funny on Monday. Really get a good banging. Maybe even a couple guys.”
“You’re bad Rosa.” Rebecca said now feeling the booze.
“Just a thought, sexy guys that want to fuck are easy to come by.”
“Where would I find these easy hookups? I’m not the flirty type.”
“I could help, but… Never mind. Forget it.”
“No you started this, you could help but… what?”
“Forget it, Sam told me how… lets say bitchy, you got when he brought up the current arrangement.”
“I was kind of a bitch about it. But that worked out well.”
“Come on Rebecca, lets head back to my place. It’s getting loud in here, and I don’t think either of us want to be talking loud about sex and the guys we want to bang.”
*****
Rosa stopped to grab some drinks for the room on their short drive. She led the buzzed Rebecca up to her room on the second floor.
“Thank you Rosa. What did you have in mind. Should I just tied Sam to a chair and have my way with him?” Rebecca said when handed a drink.
“Most guys would like that, hell a know many girls that would too. However, Sam isn’t one of them. Remember he’s old fashion. That approach wouldn’t work. No I was thinking of other opportunities. Keep playing with Sam, at his pace. However now and then we have out of town visitors that you could spend time with. I’m sure they would love to have your companionship.”
“That is basically becoming the company slut. Not sure that’s for me.” Rebecca replied after the thought sunk in.
“This is why I said never mind earlier, I though you would think of it that way. If you were open minded about this, I’m sure we could get you some compensation for your time, and these guys would be all over you Rebecca.” Rosa said, placing her hand on the other woman’s leg as they sat on the sofa.
“Company whore? Yeah that’s better.”
“Honey, we could hire a whore for much less than you would make. No, not a company whore. You would be Rebecca, the pretty woman from data entry, who would accompany a client for some companionship. Besides the client may even be a woman, or a couple. These people don’t want to spend time with call girls, not even high class call girls. They want real companionship with real people, not working girls. Just like with Sam, the companionship may not lead to the bed. It probably would, but might not. Remember how tentative you were with the arrangement with Sam, and now just a couple dates later how do you feel? You’re climbing the walls wanting him to pound your pussy. At this point you probably wouldn’t even care if he pays you, as long as he fucks you. No dear, this is not about being a company whore. You’ve met Mr. Goldman from A&A Corp. Nice looking guy. If he met you in the hall, chatted you up and asked you to dinner, you’d probably go. Nice evening, you might even wind up in his bed. You need to be fucked just as much as those you would be with. This arrangement gives you a financial benefit.” Rosa said as her hand softly stroked Rebeccas leg.
“But this is different.”
“Is it? How? Companionship for a gift.” Rosa countered, allowing her hand to move more to Rebeccas inner thigh.
“For one, I don’t know these people.”
“Did you really know Sam a month ago?” Using her other hand, she casually brushed Rebeccas hair from her face.
“No, I guess not. But you also said women, or couples.”
“That’s right, women want and need companionship when they are out of town on business also. Besides, haven’t you been with another woman before.” Rosa said gently touching Rebeccas cheek.
“Not like that, well not since foolish sorority days.”
“Ohh Baby. You’re even more sheltered than I thought.” With those words hanging in the air, Rosa leaned in and brushed her lips across those of Rebeccas.
“I’m confused Rosa.”
“About what dear.” She said before giving the woman another soft kiss.
“This, tonight, what you proposed, and now your touching me.”
“I’m trying to help you with your situation. You said you needed someone to fuck. I’m presenting men that would love to enjoy your body and fuck you. You said you haven’t been with a woman, I’m offering to help you explore that possibility.” Another gentle kiss between the women.
“But I’m not a lesbian.”
“Neither am I baby. I got fucked hard just the other day. But I take the chance to enjoy other people when I can. I like to give and receive pleasure from different partners.” Another kiss, now with Rebecca reciprocating.
“Rebecca, do you find me attractive?” Another kiss.
Rebecca replied, “Tanned skin” A kiss, “Classic beauty” A kiss, “Tall” A kiss, “Curvy” A kiss, “What’s not to like.”
The two women were now sharing a passionate embrace. Kissing became deeper, hands began softly exploring.
“Wait. I can’t do this. It’s not right.” Rebecca pulled back.
“There can’t be anything wrong with two people who want to love one another. Where is the harm with enjoying another person. Baby, I want to love you to sleep and wake next to your nude body in the morning.”
“I can’t. My daughter. You’re getting me horny, and I still need to go home. Damn it Rosa.”
“If I take care of things with your daughter, will you stay the night?”
“Vicky is smart, you can’t fool her.”
“Call her and give me your phone, don’t talk with her, just hand it to me.”
Vicky was surprised when she got a call from her mom at 10:07 on a Friday. It concerned her enough to interrupt her boyfriends lips on her nipples in the parked car.
“Hello Mom, What’s up?”
“Hi Vicky, this is Rosa Martin, your moms friend. Nothing to worry about, she’s okay. I’m embarrassed to say this, but your mom and I blew off our book club tonight. I needed a friends shoulder, and your mom was there for me. Anyway we wound up drinking too much. She’s at my place, but neither of us should be driving. Can you come pick her up?”
“I’m kind of on a date right now. Can you get her an Uber?”
“I hate those, I had a friend that had a really bad experience. She really wants to be back at your house for when you get home. I mean she could stay here, but as a mom, she wants to be there for you.”
“I’m fine, I think she forgets I’m 18. If she can stay there, that works for me. I will be fine a night without her.”
“Okay if your sure, I’ll put her to bed here and let her sleep it off. Sorry about this Vicky.”
“No problem, kiss her goodnight for me, and tell her I’ll see her tomorrow. Thanks for calling. Good Night Mrs Martin.”
Vicky hung up the phone with a big grin. “Let’s go to my house Jeff. Mom is going to be out all night. My bed is much nicer than the back seat. ”
“Really?”
“Yup, Mom is drunk and spending the night with a friend to sober up. The house is all ours. We can make love anywhere we want, as long and loud as we want.”
*****
Rosa handed Rebecca back her phone. “All set baby. Vicky said she is going to be fine and to tuck you into bed and kiss you goodnight. I plan on taking that commitment very seriously.”
Rebecca felt a nervous excitement building within her. It’s been decades since she played with other young girl in the sorority. But Rosa was no young girl, she’s a beautiful woman who (she would guess) is in her late 40’s. This woman had experience, not just two young sorority girls playing and experimenting.
“I guess I’m yours for the night. I’ll have to remember that trick for my next date with Sam.”
“You want Sam calling your daughter to tell her your drunk and need to spend the night with him?”
“I didn’t think of that. Fuck.”
“That’s the plan Rebecca, come with me, lets fuck.” Penny said extending her hand.
Standing at the foot of the bed, the two women sensually undressed one another. Rosa was a full four inches taller of the two, causing Rebecca to stretch upwards when kissing the tall woman.They kissed and touched one another in the dimly lit room. Most of the light coming from outside the big open window. If they had been on the first floor, every passerby would have enjoyed the beautiful sight of these lovely nude women passionately kissing.
Rosa was the first to reach down to the warmth of her partners pussy. Rebecca spread her legs without giving a thought to the fact it was another woman touching her, it didn’t matter, she wanted to be touched. Rosa expertly moved them closer to the window. She had a finger working on Rebecca while she kissed the woman in her suite.
“I can’t believe you’re doing this to me Rosa.”
“Feel good Baby?”
“So fucking good.”
Rosa maneuvered around the back of her latest conquest. Kissing her on the back of the neck, her skilled fingers still stroking Rebecca. She knew how to keep this woman on edge, floating between frustration and release. Building then backing off, getting her passion to climb higher. Rebecca lost all sense of what was happening as she stood with her legs spread, her arms spread on the window and her tits against the cold glass facing the parking lot.
“Hold still, don’t move Rebecca.” Rosa said.
Grabbing one of their stockings, she made a make shift blindfold and covered Rebeccas eyes.
“Stay still a minute baby. Let me get something.” Rosa said kissing her friend on the neck.
Rebecca was blindfolded, consumed with lust and on display for anyone in the parking lot that looked. Most hotel visitors rarely bother to look at hotel windows, Rosa knew this, but the erotic submission by Rebecca, was delightful.
“Here baby, put your right foot up here on the ottoman.” Rosa said guiding Rebeccas foot to the stool. The position completely opening her pussy up.
Rosa smacked Rebecca on the ass. Rosa rubbed some lubricant on the tip of the dildo she just strapped around her waste. Carefully positioning herself, she started rubbing the tip of the dildo on Rebeccas pussy.
“Ahhh. What do you have Rosa?”
“It’s not what I have, it’s what I’m going to do to you.”
With that she slowly pushed the strap on dildo up Rebeccas open pussy. The thick intrude was a welcome invader. Inch by inch filling her pussy. The strap on wasn’t even halfway in when her knees buckled as she came.
“AHHH YESSS! I NEED THIS FUCKING!!! ROSSSA, FUCK MEEE!!!! PLEASE!!! PLEASE!!!”
Rosa reached around and fingered her friends clit as she came on the toy attached to her. Rebeccas hands slid down the window as her body shook in orgasm. With her hands on the ottoman and both feet on the floor, Rosa grabbed her by the hips and pounded Rebecca with the strap on. Rebecca was barely able to stand from the constant orgasms firing off in her body when Rosa slipped the toy out of her.
Helping her to the bed, she had Rebecca in the middle on her back. Rosa climbed over her lover and gave her a deep passionate kiss.
“Feeling better now baby? Did Rosa help satisfy that itch?”
“Fucking incredible. I needed that so bad. Better than any toy I have.”
“Good. Now anytime Mr. Denton leaves you high and dry, you call me and I’ll come fuck you.”
“Sounds great, but Vicky might be home.”
“The more the merrier, I’ll fuck her too.”
“You’re a naughty woman Rosa.” Rebecca chided her lover.
“Maybe we’ll just make her fuck both of us.”
“Bad,bad Rosa.”
Rosa moved down and licked Rebeccas nice tit’s.
“Come on, I want to play too.” Rebecca pouted.
Moving, Rosa got into position so her hanging tits were in Rebeccas face as she licked and sucked on Rebeccas pink nipples, Rebecca could reciprocate the treatment with Rosa’s dark nipples. Rebecca reached between Rosa’s legs and put a finger into Rosa’s hot pussy. This was the first time since college, she touched another woman’s pussy. Moving lower, Rosa licked Rebeccas clit and Rebecca reciprocated. The room was filling with the aroma of two excited women. Their moans of sex echoing off the walls.
Both women came hard and multiple times. Before they turned in, Rosa taught her playmate how to wear the strap on and how to fuck a woman hard and good with one. Rebecca made Rosa cum hard on the strap on. After another brief rest, Rosa, always the aggressor took position between Rebeccas legs. Holding one of the younger woman’s legs, she rubbed their pussies against one another. The feeling when their hard clits crashed together was fantastic. Their wet pussies rubbing each other to a couple orgasms. The bed was soaked when they finished. They ended up sleeping in each other’s arms on the pull out sofa.
They slept soundly that night both women sexually satisfied. The final thought in Rosa’s mind before sleep overtook her, was just how much passion this woman had.
******* Earlier that evening at the Sutherlands home *******
Vicky was nude on her moms bed stroking her boyfriends cock.
“You sure your moms not coming home tonight?”
“That’s what her friend told me.”
“She would kill me if she walked in and found me banging you from behind on her bed.”
Vicky grabbed her phone and pulled up the app to locate her mom. Surprised to see her mom was at a hotel. Not what she expected, but at least she would not be coming home.
“We’re good, at least for tonight. You mentioned doggy.” Vicky said getting on her hands and knees presenting her pussy and round ass to the young man she was with.
This was happened about the time her mom was railing Rosa from behind.
The young couple fucked in several rooms in the house. Vicky gave her boyfriend a blowjob in the living room. He ate her out on the dining room table. They fucked in the master shower after sex in her moms bed.
By morning, both Sutherland women would be well fucked and walking tenderly. Only one of them would be full of cum. The older Sutherland woman will have spent the night in the arms or her first female lover since she was her daughters age.
******* Saturday Morning *******
Vicky was stirred to life by her boyfriends hard cock pushing back into her from behind. At the same time, her mom was licking Rosa back to consciousness. Sam was right, there is something so primal about the scent of an aroused woman’s pussy.
After Rebecca and Rosa both came hard on the other’s fingers and tongue, they took a shower together, washing each other’s nude body. Afterwards they dressed and went to breakfast.
“Have you thought about my proposition at the bar Rebecca?”
“Right, like I could think with you all over me last night.” She replied in hushed tones.
“As I recall, you were not only a willing partner, but a very active one too. You had your turn on both sides of the dildo baby. And you were great too.”
“Let me clear my head, and I will think about it.”
“Promise?”
“Yes. I promise. Excuse me while I call and check on Vicky.”
Vicky appreciated the call, as she found out her mom would be at least another hour. Enough time to have one last quickie bent over on the back porch.
******* Thursday’s Text *******
‘Are you available this Friday to accompany our friend tonight?’
‘Yes I am, and thank you for setting me head straight.’
‘Six PM, nice dress requested.’
The date has been set for Friday. ‘If Sam doesn’t fuck me, I might just call Rosa.’ The woman thought.
******* Friday at the Sutherlands. *******
“So mom, where is it you go for this book club?”
“One of the club members homes, why?”
“And last week?”
“You know Ms. Martin and I skipped it and went out together. What’s this all about?”
“After the call, I got concerned and tracked your phone. I was shocked you were in a hotel. You have something to tell me mom?”
“I see, Ms. Martin is having work done in her home so she is staying at the hotel for a while. We drank too much, and she was kind enough to let me sleep on the pull out sofa. Besides, I’ve been inviting you to join us, you’re welcome to tag along if your curious.”
“Okay I guess. just concerned about my mom.”
******
Rebecca arrived at Sams on time. Sam met her at the door and invited her inside, breaking from the routine of rushing out for dinner. Rebecca was concerned this would delay dinner and screw up the rest of the evening.
“If you don’t mind my dear, I’d like to skip going out tonight. With your approval, We’ll have dinner delivered. I would really like to spend more time with you tonight.”
“That sounds marvelous Sam. A nice evening together, what would you like to do?”
“Lets sit by the pool for a while, it’s a beautiful evening. Perhaps some swimming before dinner. Pleasant conversation.”
“Would you prefer I change into the swimwear upstairs, more appropriate for the evening don’t you think?”
“Appropriate yes, but not nearly as enchanting. For now, you look lovely, when we decide to swim, I think nude again will be nice. Less inhibiting.”
They chatted about anything Sam wanted. Weather, sports, national news, cooking, hobbies, office gossip. Rebecca would talk about anything with him. Sam discovered her real weakness in conversation was stocks and business. Something he knew well and could coach her on.
“Sam, would you mind if I got in the pool for a quick cool down?”
“Not at all my dear, sounds like a wonderful idea.”
Rebecca stood and walked to the pool house to strip. She walked back wrapped in a beach towel. Gave Sam a quick kiss, dropped the towel and jumped into the pool. Sam knew her not undressing in front of him, or allowing him to undress her was part of reverting back to the old fashion game. He sat watching her swim and planned his next move. When she swam close to him, they discussed dinner.
Sam called the only delivery service he ever used. Dinner would be delivered in about an hour. He excused himself while she relaxed in the pool. He set the patio table, when he was done it looked almost as good as one of the restaurants he took her to.
When Rebecca got out of the pool, she discovered Sam removed her towel from the chair.
“You don’t need that. Besides, your nude body, makes the pool area that much nicer. Please, let’s forget about covering up till later.”
Food delivery rang the bell when they arrived.
“My towel!” Rebecca said.
“Relax, it’s just dinner, being delivered. I’ll go get it, you just sit here and relax.”
Sam got up and went into the house. Rebecca tried to relax. It really was a beautiful night.
“Right this way. Just put it on the table by the lady.” Sam said.
Rebecca wanted to disappear. She considered jumping back into the pool. On one hand she didn’t want to be nude in front of strangers, on the other, she didn’t want to displease Sam. ‘What the fuck is he doing, he knows I’m naked’ she thought. Neither fleeing nor flaunting, Rebecca choose to close her eyes, and did her best to conceal her body with her hands and arms.
When they left, Sam sat back down and noticed her eyes were closed to block out the world.
“Rebecca dear, dinner is served.”
“What was that about? I’m completely exposed here. You have fun showing me off like some sort of prize?”
“Actually, yes. I do like to show off what I have. You’re a pretty woman with a beautiful body who should have nothing to hide. Both those guys were jealous of me, and I do like that. Bet they both have fantasies about you.”
“What if they know me? What if they know my daughter? I don’t appreciate it as much as you do.”
“Did you recognize them?”
“My eyes were closed, so no. But they saw me, they might recognize me.”
“I understand. Rebecca, you have my apologies. I will be sure to sweeten the gift to beg forgiveness.” Sam said the words, but they were hollow. He was still glad he did it, something he would repeat again if he got the chance.
Over dinner, Rebecca relaxed and calmed down. She got back in the pool after dinner an Sam joined her. After cornering her in the shallow end, he pulled her into his arms. They were touching and kissing like lovers again. Rebecca feeling his hardness under the water and Sam fingering his date. Rebecca warped one leg around Sam, holding him close. The position had her open and offering her pussy to him. Rebecca held his cock and rubbed her clit with the crown. Looking into his eyes, she lined his hard cock up with her opening. Holding her ass, Sam started to push into her. He stopped after just getting the head into her warmth.
“I would very much like to make love to you Rebecca. We have played, but now I want to be deep inside you.”
Rebecca used her strong leg still wrapped around him to force the cock deep into her.
“Ohh Yes Sam, I want this very much. Please do what you want with me. I belong to you tonight.”
“You need to know something first. I don’t ever wear condoms, and I don’t pull out. Every drop of cum will go into you. You get to decide if you swallow, or I deposit in your pussy or ass. No matter what, your body will absorb my cum loads. I’ll let you know when I’m close, you can swallow if you like.”
“Just fuck me Sam, Please!”
Sam fucked Rebecca for a while then pulled out.
“Come with me Love. Sex in a pool or hot tub may be good porn, but I prefer a bed.”
Taking her by the hand, he led her to the bedroom. Sam was back inside her as soon as she got on the bed. There was no foreplay to lead up to Rebecca getting fucked. She didn’t care one bit. Rebecca had the cock she’s been wanting, fucking her hard, and she was loving it.
“SAM, OH SAM… I REALLY NEED THIS. FUCK ME HARD HONEY!!! AHHH FUUUCK, CUMMING ON YOUR COCK, FUCK!!!!! HARD! CUMMING HARD!!!!”
Sam enjoyed every spasm of her cunt grabbing and milking his cock. When Rebecca opened her eyes, they kissed hard and passionately. The plunging cock and passionate kisses, had her body convulsing in another albeit smaller orgasm.
“Ahhh Fuck Sam, I can’t stop cumming on you!”
Moving her to her hands an knees, he started to bang her from behind. He watched the scene in the mirrored closet door. He focused on her swinging tits, and her ass absorbing his thrusts. Rebecca came again. Their bodies slapping together echoed in the big room.
“FUUUCK, CUMMING AGAIN!!!”
He felt her fingers touching his pumping cock as she furiously rubbed her clit. Again Sam enjoyed her tight cunt grabbing him as he pumped.
Rebecca was on her back again, now humping her hips as Sam thrust into her. She slipped into a quivering mess, one orgasm leading the next. Some big ones hit her, and plenty of little ones.
“Rebecca Dear, I’m close. I’m going to cum soon.” Sam told her, really not sure she was capable of comprehending.
“Fuck, Yes. You’re fucking me so good. I want you to cum Sam. My body, Use my body, AHHHH. FUCK, FUCK, CUMMING AGAIN!!! FUCK!!!”
This time the spasms from her pussy, milked the load from the older man.
“FUCK REBECCA, I’M CUMMING IN YOU! I’M FUCKING YOU FULL OF MY CUM! SUCH A TIGHT PUSSY, FUCK!!!!
The room was full of their screams of pleasure. For Sam it was a new conquest. For Rebecca, it was the cock she has wanted to cum on for a month now.
“Rebecca, do you enjoy licking a cock that just fucked you? You know cleaning my cock with your mouth?” Sam asked when he could finally hear over the sound of his own heart pounding?
“I do tonight.” Rebecca said taking the cock smeared with their combined juices into her mouth.
Sam fucked her twice that evening, dumping both loads into her pussy. Rebecca cleaned his cock off both times. On the other side of the wall, Rosa watched the couple on a feed from a hidden camera. She fingered herself to multiple hard orgasms.
Rebecca went home carrying two loads, a bouquet of flowers and a very sizable gift, all from Sam. Tonight she would not need the hidden dildo, nor would she need Rosa’s help. Rebecca was completely satisfied.
She remembered what Rosa said to her the previous week about being ready to fuck Sam even if there was no compensation. Rosa was right about that. Even if Sam forgot the gift, Rebecca would have been satisfied with just a good fucking.
*****
Rosa was laying nude in the bed Sam had just fucked Rebecca on, when Sam returned.
“She everything you hoped?” Rosa asked
“The passion that woman has is contagious. Her excitement and enthusiasm made me want to bang her harder. And while you didn’t experience this during your night with her, the way her cunt milks a cock when she cums… Well it’s nothing short nirvana.”
“You’re right, I didn’t get to experience that, but I got to spend the night with her and she woke me up in the morning with her tongue. My question for you Sam is this…. Did she leave anything for me tonight?”
“You should suck my cock and get me hard, then I’ll show you what this old man has left.”
Rosa crawled to the edge of the bed, laid on her back and waited for Sam to put his soft cock in her mouth.
Sam slept with the beautiful Rosa again this night. Rosa fell asleep in his arms, with a fresh, albeit smaller load of cum deep in her pussy.
*****
Vicky stood quietly outside her moms bedroom door, listening for the soft moans that have become common on book club nights. Tonight however, her mom was already fast asleep.
That didn’t stop Vicky from grabbing her little vibrator, using on herself as she thought about how her date took her at the lake a few hours ago. She wound up being fucked in the back seat of her boyfriends car.
******* Tuesday *******
Rebeccas phone buzzed with a text.
‘Did you give thought to the possible addition to the business arrangement?’
It was cryptic, but she knew it was Rosa talking about the proposition of being a ‘companion’ for executives they do business with. Rebecca had giving it thought over the weekend. The sex with Sam was so good that Friday. She realized sex was something she had been denying herself for years over some social construct. Sure she would prefer to have a regular monogamous relationship, and maybe some day she would again. Right now she had nobody in her life, and why should she continue to withhold loving contact from herself. If she could be set up on safe ‘dates’ with gentlemen that would be safe and lead to intimate contact, that wouldn’t be a bad thing. If she earned more gifts, that would be good.
‘Yes, as promised. I did give it long and careful thought. If the right situation was presented, I believe I would accept such an addition to the current arrangement’
‘Be at your desk for the next 30 minutes. I will contact you again later.’
20 minutes later, Mr Denton was walking a visiting business man around the company. He introduced Mr Bradley Greer to several of his employees. He introduced him to line workers, accountants, managers, and of course, Rebecca Sutherland.
“Rebecca here is one of our data enter people. She has been with us for years and is a valued worker.” Mr Denton said.
“Pleasure to meet you Mrs. Sutherland.”
“And over here we have Connie Poe, she manages this department. Connie has been with us for 14 years now.”
“My pleasure Connie.”
“Let me show you my sales department.” Mr. Denton said leading the other gentleman out of her department.
15 minutes later Rebecca got another text.
‘Approve?’
‘Of?’ Rebecca replied still not catching on.
‘The gentleman you were just introduced to would like company this evening.’
Rebecca sat stunned for a minute. Here she is being offered a date with the gentleman she just met. She gets introduced so often, she barely pays any attention anymore. Her mind was a jumble, ‘What did he look like again? Wait, this is a date, someone who will take me out. Vicky what would I tell her? Will this be a sex date?’ So many thoughts in her head.
Her phone buzzed again.
‘? Need a reply. Interested?’
Why not she thought. After all, she gave it thought, why the cold feet now?
‘Sure, Okay. Details.’
‘Take your afternoon break in my office.’
Rebecca knocked at Rosa’s door promptly at 3:15.
“Come in. Please close the door.” Rosa smiled.
As soon as Rebecca sat down, Rosa started.
“Are you certain your good with this?”
Rebecca nodded.
“Good, Brad Greer, is a wonderful gentleman. We do significant business with his company. When he’s in town, away from his family, he likes to have the company of a nice lady. This will be similar to the time you spend with your usual date. Dinner, followed by a little time socializing. I know its real short notice, but do you think you can make it tonight?”
“I can make it, sure.”
“Here is the tough part, Mr Greer likes his companion to actually spend the night. You can tell your daughter you are being asked to go out of town by the company. Call it, new software training. Pack an overnight bag, and head to the airport, except the airport will be Mr Greer hotel.”
“Sounds good, but there is one problem.” Rebecca said with a frown.
“Problem?”
“Remember your call to Vicky the other night, well she tracked my phone to see where I was. She knew I was at the neighborhood hotel. If she tracks me again, she’ll know I’m not out of town.”
“Disable the tracking app. If she asks, tell her the coverage where you were was horrible. Drive to the airport can call her… make up a reason. You love her, does she have dinner, don’t forget to be home on time, whatever. Give her 30 minutes to track you, then disable the app. That should help set your alibi.”
“Okay I’ll do it.” Rebecca said with a smile.
“Great, take the rest of the afternoon off. From the business side, this is unpaid time. You will give Connie the excuse, family crisis, she will buy that. Don’t worry, you will be compensated more than what you will lose. If you’re good with this, you may collect your belongings and head out. Just tell Connie you have a family crisis, and have to leave. Tell her you chatted with me and I know.”
“Thank you Rosa. I’ll be in tomorrow morning right?”
“Yes, if you and Mr. Greer are finished.”
Rebecca did as they discussed, grabbed her things, spoke with Connie and headed home. She packed a small overnight bag, explained everything to Vicky in a text, and drove to the airport, where she called her daughter. 30 minutes later, the app disabled, she was driving to Mr. Greer’s hotel.
*****
Getting her moms text, Vicky indeed tracked her. She actually tracked her from home all the way to the airport. Confident her mom was going out of town, she called her boyfriend. They couldn’t believe their luck, they had the house to themselves again. Another night of uninhibited sex no cramped car. No empty field, and no concerns of her mom walking in. Vicky smiled through the rest of the day.
*****
Rebeccas thoughts really started to get to her as she drove.
‘Rebecca, you slut. You are actually driving to a strange mans hotel. A man you were barely introduced to. A man who will have every intent on having sex with you and sleeping with you all night. He’ll probably fuck you again in the morning before work. That’s bad enough, but your actually sexually excited by all this.’ Rebeccas thoughts started this way, but before she would get to the hotel, they got even dirtier.
Mr. Greer had a penthouse suite at the nicest hotel on the outskirts of the city. Once there, Rebecca called up to his room and announced her arrival. Mr Greer, came down and personally escorted her up to his room.
“I am so glad you could join me this evening Mrs. Sutherland.”
“Please call me Rebecca. I’m happy to have the chance to spend time with you Mr Greer.”
“I’ll call you Rebecca, if you will call me Brad.”
The penthouse was spectacular. Rebecca had never been in a hotel room this large or lavish.
“Oh my, what a view you have!”
“It’s better at night, you’ll see.”
They sat and chatted on the sofa, getting to know one another before dinner. When the time came, Brad escorted her down to the waiting town car.
“I limo? I could have driven, you didn’t need to spend this much.” Rebecca said. Which drew a hearty laugh from her companion.
Inside the car, Brad pulled her close for a kiss. Her nerves jumped into high gear when he pulled her close, then vanished when their lips touched. The couple made out most of the way to the restaurant. Dinner and drinks were nice, as was the conversation. The ride back was more kissing and touching in the limo. The driver, always professional, never looked in the mirror.
*****
Jeff was waiting for Vicky when she pulled up. He followed her old car into the garage. As soon as she stepped from the car, his lips were on hers and his hands grabbing her nice round ass. Her shirt was off as soon as the garage door closed. Vicky had her hand in his pants as he removed her bra.
“I need to fuck you Vicky. I’ve been thinking about it since you called.”
“Me too stud. Gawd your cock is hard. My bed or my moms?”
“Sofa is closer. Gonna fuck you there.”
The two stumbled into the house and straight to the sofa. There was a trail of close behind them. Vicky sat on the sofa and pulled her boyfriends cock to her mouth. Vicky was giving an eager blowjob, but she wasn’t as polished as her mom was. She was focused on sucking his cock, she never looked into his eyes. The young man was soon fucking the pretty girls face, holding her head in place as his hips thrust.
“FUCK VICKY, I’M GONNA CUM! AHHHH. FUCKING CUMMING!!! SWALLOW BITCH! SWALLOW MY CUM.” The young man was no where near as refined as her moms friends. But this was Vickys first ‘sex’ boyfriend, she didn’t know better.
After dumping his load in her mouth, he was at least nice enough to dive between her legs and give Vicky some pleasure. Had Vicky known how poor his technique was, she would have moved on. However being the only boy she has had sex with, she had no comparison. All Vicky really knew was she loved sex, and they had the house to themselves. She was going to be on his cock anytime she got it hard enough.
“Right there Jeff, Yes, lick me there. Put a finger in me too. Ohhh Yeah that feels good. Make me cum Jeff. Please make me cum.”
The dirty talk from his pretty girlfriend was getting him hard again. He licked her pussy, fingered her and stroked his own cock. Once hard, he got in position to fuck her.
“Noooo Noooo Jeff. Please I want to cum on your tongue first. Please just a little more.” Vicky begged.
Grudgingly he got back between her legs. He wanted to fuck her, but he also knew if she got pissed, there would be no sex.
“Oooohhh. I’m close. There. Yes There. AHHH. FUCK. FUCK. AHHHHH. YESSSS YOU’RE MAKING ME CUM!!! AHHHH!!!” Vicky said as she exploded on his tongue.
Before she could recover at all, Jeff slammed his cock into her still orgasming pussy.
“Ahhh Fuck Vicky, So Hot and Wet. I love your cunt baby.”
*****
Brad was kissing Rebecca in front of the penthouse windows. They were too far up for prying eyes. Brad slowly I dressed his companion, taking his time to undo every button on her blouse slowly between kisses. They worked on undressing one another over the course of 35 minutes. Nothing rushed, they both knew they had all night. Brad stopped taking cloths off Rebecca when she was down to her garter belt, stocking and heals. To Brad she was a vision of pure sensuality. She wasn’t like some of the other women Sam had for him. She was still more innocent, not jaded, and from what he was told, pure passion. He began to experience the passion.
Rebecca slowly got to her knees and took his cock into her mouth. Holding his balls in one hand, she looked directly into his eyes as she sucked on him. Brad loved the way she maintained eye contact while fondling and sucking on him. He enjoyed her oral skills for a bit, then helped his date to her feet.
“Anything wrong?” Rebecca asked him.
“Quite the opposite. You are very good at that. I was concerned I wouldn’t be able to hold back.”
Smiling Rebecca said, “That would have been fine, you could have me again once you recovered.”
“Love your optimism Rebecca.” He said kissing the younger woman and moving them to the bed.
They kissed while climbing onto the bed and as he laid her on her back.
*****
“AHHH. JEFFF. SO FUCKING HARD, POUND ME!!! FUCK THIS PUSSY HARD!!!!”
Jeff was holding her hips and slamming his cock as hard as he could into the begging girl. Vicky was using her one hand to strum her clit while her other hand was squeezing her tits.
“I’m close Vicky.”
“DO IT. CUM IN ME JEFF. PUT YOUR CUM DEEP IN ME.”
“FUUCK!!! TAKE IT YOU HORNY SLUT!!!”
“AHHH FUCK YES!!!!”
*****
Brad kissed his way from the lips on her face to the lips between her legs. He spent extra time time licking and sucking on her hard nipples. Now between her legs, he ate her pussy with slow tenderness. Slowly allowing his tongue to explore and get to know every fold of the pussy before him. In many ways, he ate her pussy better than Sam did, almost as good as Rosa.
“Ohhh Brad, Honey, that’s so nice.”
“I plan on enjoying you and eating you several times before I let you go Rebecca. Damn you are nice and tight.” He said as he pushed a finger into her.
“AHHH I’M CLOSE BRAD. HONEY, YOU’RE GOING TO….. AHHHHH!!! FUCK!!! CUMMING.”
He felt her pussy pulling on the finger he had inside her when she came. Just fucking wonderful he thought.
When Rebecca came down from her orgasm, Brad was laying next to her, kissing her and fondling her tits. She grabbed his face with both her hands and kissed him passionately. Not waiting for his next move, Rebecca climbed over him, took his hard cock and lined up her pussy. They groaned in unison as she lowered her pussy around the cock that was hers for tonight.
Brad Looked up at the lovely woman who was slowly riding his cock, hard thanks to the modern medical technology. The little blue pill was working for him. Holding her tits as she bounced on him. Brad thought how much he preferred this to being with his wife back home. Sue Greer, 64 years old and many pounds heavier than Rebecca, was nowhere close to the sexual creature that was happily riding his cock. Hot wet pussy, tightly stroking him. Soft warm flesh, firm tits, and so pretty.
Brad rolled her over onto her back. He wanted to thrust into Rebecca. He wanted to feel his cock go as deep as he could.
“I didn’t put a condom on, should I pull out?” He asked kissing her.
“Don’t you dare. I want you to know tomorrow, while I’m sitting at working for Mr. Denton, that your cum is being absorbed by me. Still in me. My body will have what you give me, still inside.”
“Gawd Rebecca, you are so hot. Not sure how long I can fuck you before I cum.”
“Don’t hold back, Fuck me any how you like, hard and fast, slow and loving. Just fuck me and fill me Brad.”
“Pretty face, sexy body, dirty talk. I love it.”
“Come on Brad, fuck that hard cock into me, I feel your balls hitting my ass. Balls that will soon pump your cum into me.”
“FUCK REBECCA!!!!”
“YESSSS, GIVE ME ALL YOUR CUM BRAD!!!!”
Rebecca could actually feel his cock swell and pump into her. Brad felt her cunt grab and milk his cock. They both grunted and groaned through the intense orgasm.
“Baby, you just fucked this old man so good. I think I see stars. I hope you will see me next time I’m in town.”
“What next time, you kicking me out? I thought we had all night together.”
“We do, but I’m 63 not 32. I don’t recover like a young stud.”
While Brad was watching, Rebecca reached between her legs, pushed two fingers in and pulled out two sticky cum covered fingers. Looking right at him she licked the cum from her fingers and sucked them each finger one at a time.
“I take that as a personal challenge Mr Greer, and it’s a challenge I accept.”
*****
Vicky was washing the sex off her in the shower, when Jeff stepped in.
“Stop it, I just want a shower.”
“I’m just here to help”. He said as he put some shampoo in his hands and started to work a lather into her hair. He did wash her hair, then conditioner. When rinsing the conditioner out, his hands moved to her tits. Though slightly smaller than her moms, they filled his hands. Fingers playing with her nipples.
“Ohhh Jeff, What you’re doing, fuck, you know my nipples get me going.”
With the shower beating down on them, Jeff fucked the younger Sutherland woman again, ending with his cum running down her leg and into the drain.
*****
Brad held Rebecca in his arms in front of the window as she gazed over the evening city lights. He was nuzzling her neck as he fondled her tits and played with her hard nipples.
“Brad, my nipples are a trigger for me. You keep that up and I’ll be horny again. So don’t do that unless you’re ready for another round.”
Swaying with her to music that wasn’t playing, he moved them back to the bed. He got back between her legs for another round.
“Honey, you just fucked me, I’m full of your cum. Let me clean first.”
“Nonsense. I’m going to eat this pussy and if you get me hard again, I plan on fucking you again.
They played in bed like young lovers, Rebecca did manage to get him hard again around 1:30. Brad lasted longer this time and fucked her in every position he could. In the morning he joined her in the shower, helped her wash, then sitting on the floor, licked her to another screaming orgasm.
Rebecca rolled into work two hours late. Apologized profusely to Connie. She explained there was a medical emergency with her daughter yesterday. Everything is okay now, but it was a late night, and she slept through her alarm. Since nothing like this ever happened before, Connie Poe had no reason to doubt the story.
*****
Vicky and Jeff both called their employers and told them they would not be in today.
*****
At the end of the work day, Rebecca found a envelope under the wiper on her car.
Inside was a small thank you card. Simple words ‘Thank You for helping R.M.’ Rosa left a card with a substantial gift.
Rebecca was making enough cash to get ahead, and for what, enjoying the company of nice gentlemen. Of course there is also the sex, but after her long dry spell, that was very welcome.