Sex in the Business World

"I already douched and lubed my ass for you," she whispered.

"Always thinking ahead," Walt said as he stood up and dropped his trouser pants and boxer shorts.

The affair with Cathleen started three months ago and since then a business day didn't go by that Cathleen didn't have Walt's cock in her mouth, pussy or ass. Some evenings it would be in all three holes and Cathleen loved it. Walt's cock was hard by the time his trousers and shorts fell to his ankles. He stepped up behind Cathleen and eased his cock into her well used ass. Cathleen loved anal sex and she liked the way Walt's shaft filled her chamber.

Every time they had sex together in his office they were exceptionally quiet which was very difficult for Cathleen. She was always vocal when she orgasmed and she always muffled her moans and groans in the crook of her elbow joint. As Walt fucked her in the ass he put his fingers in her pussy and quickly located her g-spot. Cathleen would shiver, shake and drench his fingers when she orgasmed and her sphincter muscles would tighten around his cock. Walt would cum in her ass and fill her rectum with his seed and Cathleen would orgasm again when she felt the warm liquid fill her passage.

They used the paper towels to clean up and then they dressed. "Can I come over tonight?" Cathleen asked hopefully.

"Sure, I have no plans for this evening,"

"Should I bring anything?" she offered.

"No, I have it covered. I have wine and I picked up new massage oil," Walt told her.

Even though they just had sex in the office, Cathleen felt tingles run through her body again just thinking about the evening ahead of them. She loved the routine when she went to Walt's condo. First they would soak in the Jacuzzi tub and play with each other. She loved to play with Walt's cock and he loved fingering her pussy and anus. Then they would dry off and Walt would massage her body. He always did the front first massaging her tiny breasts and then her abs and legs. He would kiss her breasts and suck on her nipples before he worked his way down to her vulva.

Walt would then lick and finger her pussy. He was always so good with his tongue and locating her g-spot. Cathleen would have a massive orgasm and then Walt would fill her womb with his large stiff shaft. They would fuck until Walt ejaculated in her and in the process she would have multiple orgasms. Then Walt would turn her over and massage the back of her body. He would begin with her shoulders and work his way down to her lower back. Then he would bypass her ass saving it for last. He massaged the back of her calves and worked his way up to her thighs.

Finally Walt would massage her buttocks and he spent a long time on them. His hands would also slide between her thighs and graze her pussy working her into another desirous state. Then he would lift her by her hips so that her curvy ass was in the air. Cathleen would turn her head to the side and watch him as he prepared her ass for anal sex. Walt would apply some lubricant to her anus and then he would finger her anus and vagina at the same time. The index finger and middle finger would be in her rectum while his ring and pinky fingers were in her pussy.

Once Walt began fingering her holes, Cathleen knew it would only be minutes before his big dick entered her ass. He was always very gentle as he gradually pushed into her forbidden passage. Cathleen would groan with pleasure as the rod entered her and filled her to capacity. Then Walt would begin his methodical steady thrusts in and out until he was ready to cum in her. Cathleen always looked forward to the final thrust when he would stop moving and ejaculate into her bowels. She loved the feeling of the warm creamy substance filling her passage and surrounding his member. Cathleen then would use her sphincter muscles to milk his shaft dry of his seed. After the anal sex they would return to the Jacuzzi tub to relax and cleanse their bodies.

Cathleen's thoughts were then interrupted, "Penny for your thoughts?" Walt whispered.

"Oh, just thinking about tonight and looking forward to it. I have my overnight bag packed, is it okay if I stay the night?" she asked.

"Absolutely, I would like that and then we can enjoy some morning sex," Walt agreed.

"Oh by the way, how were the flight attendants? Were they good in bed?" she asked.

"They were okay but no one is as good as you in the sack," Walt lied. Actually the two flight attendants were super in the sack and did everything Cathleen did.

"That's good to know. I try to be the best," she replied with a sultry smile.

"You are," Walt lied.

Cathleen then left the office still thinking about the evening ahead and tomorrow morning. She loved sex in the morning when Walt would fuck her with his piss hard-on until she begged him to stop. Then she would suck him off usually in the shower. She loved drinking down his first load of the day. Cathleen returned to her desk and updated his calendar for the week. Walt returned to his duties and returned phone calls the rest of the day.

Tuesday after a great sex session in the morning with Cathleen, Walt had a full day beginning with his staff meeting and then a series of one on one meetings with his direct reports. He worked late that Tuesday evening and then relaxed at his condo taking a break from sex at least he had planned to. He had kicked back with a scotch dressed in only his workout shorts and a tee shirt and listened to music. Walt dozed off thinking about the past week of great sex with four different women.

On Wednesday he was back in early at the office and put the finishing touches on the upcoming Board presentation. After lunch he had a very full agenda which include a meeting with JCN computing. Chip and Al entered Walt's office at 3:00 PM sharp and Walt was surprised that Demi was not with them.

Chip began the discussion and got right to the point. "So where do we go from here?" he asked.

"Well first of all let me thank you for the executive conference and your hospitality. I appreciate the information you gave me but nothing I saw has changed my mind," Walt replied.

"So you will be moving away from our software products and you are not interested in our development plans," Chip confirmed.

"That's correct. Look you have a good product line but it doesn't fit with my objectives. I am taking the environment to a distributed system using the best of the breed approach. There will be a number of vendors who are players including your company. But our eggs will not all be in one basket," Walt explained.

"What's the time frame for your implementation?" Al asked.

"The transition will be made over a two year period and we will gradually decrease our use of your software," Walt responded.

"We will be cutting back on technical support. Demi will no longer be assigned to your company," Chip stated firmly.

"I understand but I still expect the products to be supported under the maintenance contract," Walt replied equally firmly.

"They will," Chip replied obviously annoyed.

"That's it then. Thank you for coming in," Walt said dismissing the two of them from his office.

Chip and Al stood up to leave and then left without any further discussion and purposely not shaking hands. Walt shut his office door as they left and thought, "Fuck them." Then there was a soft knock on the door and Cathleen stuck her head in. Walt motioned her in and she entered his office closing the door behind her.

"Wow you weren't kidding when you said it wouldn't take an hour," she offered.

"Well the decision had been made and it didn't really require any more explanation. I'm glad to be done with those guys," Walt told her.

By the way Demi called while you in the meeting and she would like you to call her," Cathleen told him.

"Okay thanks, I'll call her right now."

Cathleen then left closing the door behind her leaving Walt to catch up on some things. She was hoping that since he had some time that she would at least get to suck his cock but she recognized his demeanor and left him alone.

Walt called Demi right after Cathleen left his office. "Hi what's up," he asked.

"Hi, I wanted to tell you that I had a marvelous time in Arizona. Also I want to see you again," Demi told him.

"That's not possible Demi. Not as long as you're working with JCN," Walt replied.

"That's the other thing that I wanted to tell you. I am handing in my resignation today and I start my new job in two weeks. It is with a consulting firm and I know that you don't use them," Demi said surprising Walt.

"Wow! Do Chip and Al know yet?"

"No I will tell them when they return."

"They are not in the best of moods."

"I'm sure they're not. So when can we get together?"

"What about your boyfriend?"

"We had a huge fight and I am moving out?"

"Really, where are you going to go?"

"Well I was hoping that I could crash with you until I find a place."

Walt thought about it for a few seconds and then offered, "Okay you can stay at my place. When do you want to move in?"

"Is this weekend okay?"

"This weekend is perfect. Do you need any help?"

"Sure if you're offering."

"Okay I'll see you Saturday about 9:00 AM."

"Thank you Walt, see you Saturday."

Walt hung up the phone and thought about the possibilities with Demi now that she was available. Walt stayed at the office late again and he was pleased that he was caught back up. He needed the week away last week but work had piled up in his absence. When he arrived home at his condo that evening the phone rang just as he walked in. It was one of his neighbors Barbara.

"Hey I so that you just arrived home. Want some company?" she asked hopefully.

"Sure, come on over," Walt accepted.

Barbara was a strange but exciting woman. She loves to live out fantasies when she and Walt got together. She and Walt live in the same detached condo complex. The condos are really like small two and three bedroom homes that are built very close to each other. There is only eight feet between each of the condos. Walt lives in the section that backs up to a cove which has a waterway out to a large lake. Each of those condos has boat slips and Walt kept a deck boat and a wave runner at his slip. The condo community also has clubhouse, fitness center, swimming pool and tennis courts. All the grounds are maintained by the association so it is a perfect setup for active people.

Walt had met Barbara playing tennis in a social one time. Barbara asked him if she could be his mixed doubles partner for the upcoming tournament at the complex. Walt agreed and the two of them got together on Saturday's to practice and prepare for the tournament.

Barbara was a very fit 37 years old. She was a natural blonde who stood at 5'6" and weighed about 115 pounds. Barb had very small breasts but she had beautiful legs and a very shapely ass. She was an excellent tennis player and it appeared that she and Walt would do very well in the tournament. Their affair started one Saturday after a match.

Barb basically invited her self back to Walt's place for a drink after the tennis match. Once they were in his condo and had their first drink Barb told Walt about her fantasy. She said that she had always imagined being taken on a tennis court by another man. She described in detail how the man would push her to her knees, throw up her tennis skirt, yank her panties down to her knees and fuck her in the ass. Walt couldn't believe that she was sharing her fantasy with him. Then Barb told Walt that she wanted to live out the fantasy with him.

"Barb that sound really hot but I am not about to fuck you on a tennis court," Walt told her with a loud laugh.

"Not on the tennis court silly, right here on the floor. I want you to take my ass right here in your condo," Barb said in a raspy voice.

Barb then turned her back to Walt and dropped to her knees. Walt decided to fulfill her wishes so he moved behind her. He did just as she described. He pushed her over so that she was on all fours and he flipped up her tennis skirt baring her panty covered shapely ass. He pulled her panties down to her knees and stared at her magnificent ass for a few seconds. He then pushed his own tennis shorts and jock down to his knees allowing his erect cock to spring free. Barb looked over her shoulder and she was pleased with what she saw in Walt's cock.

"Use the sport cream to grease my ass and get me ready," Barb told him her voice cracking in excitement.

Walt took the sport cream from her tennis bag and then applied an ample amount to her asshole and his cock. Walt then moved in behind her and slid his big dick into her ass.

"Oh, oh, oh my, you really know you have something in your bottom when you're in there," Barb gasped.

Walt fucked her slowly allowing her to get used to his cock. Barb cooed as the thick long shaft touched areas never touched before. Walt knew that he wouldn't last long as he was turned on by the whole scene. She really did look hot with her skirt tossed over her back and her panties down around her knees as his cock slid in and out of her curvy ass. Walt felt the surge in his loins and seconds later he was cumming in her ass. Barb felt the power and volume of his ejaculation as her ass was filled as never before. She milked his cock with her anal muscles draining every drop of semen from his shaft. Before he eased his cock out of her ass, Barb spoke again.

"Get my towel and hand it to me," She gasped.

Walt handed her tennis towel and Barb covered her ass with it as he pulled out. Then Barb got up and made her way to the bathroom holding her skirt up and then towel over her ass. She looked funny in her way as she moved with her panties still down around her knees. Barb cleaned up in Walt's bathroom and when she came out she was completely naked.

"Let's go to your bedroom, I need you to take care of my pussy now," she directed.

Walt kicked off his clothes and joined Barb in his bed. The two of them ate each other and fucked each other for hours before they rested. Walt suggested the Roman bath and Barb was all for it. They enjoyed the bath and played with each other as the warm water caressed their hot bodies. After the bath they dried off and went back to bed, Walt ended up fucking Barb in the ass again that day before she left. Walt loved to fuck women anally but he never forced the issue. If they wanted it, he was more than happy to accommodate them and Barb was one who loved it in the ass.

After that day Barb lived out a number of fantasies with Walt. The outfit changed but the action remained the same. Flip up her skirt, pull down her panties and fuck her in the ass. They always had anal sex with their clothes on before they would strip and get in bed. Barb had all the outfits for each of her fantasies.

There was the private school girl uniform complete with plaid skirt, blue blazer, white blouse, knee high white socks, saddle shoes and cotton panties. Once again the skirt was flipped up over her back, her panties were pulled to her knees and Walt plowed her ass with his cock. Barb also wore a cheerleader outfit with panties that matched the uniform. And the same routine was followed. Another time she wore leotards as if she had just finished her workout. The leotards were pulled down to her knees and Walt fucked her in the ass with his shorts and underwear around his knees.

One day Barb showed up wearing a cotton dress and told Walt that her fantasy was to be butt fucked in the back seat of a car in the shopping mall lot. Walt instead took her into his garage and fucked her ass in the back seat of his car. She was on all fours with her head down on the back seat as Walt flipped up her cotton dress and pulled her panties to her knees. He lowered his pants and underwear, lubricated her asshole and drilled her hard and fast. He fucked her fast as if he was in public and needed to cum quickly before they got caught.

Barb normally packed the outfits in a duffle bag so that she could change at Walt's place. Then after the anal sex they both got undressed and spent hours having sex in Walt's bedroom. Barb never tired of her routine nor did Walt. He liked the fact that she was creative and he didn't know which outfit she would wear. As he waited for her to arrive, he wondered what type of outfit she would bring over that evening. His cock got hard thinking about it and he smiled to himself. It had been a very active ten days and he thought life was good. Between Cathleen and Barbara there was no shortage of sex in his life and neither one of them were looking for a commitment. Now Demi would be moving in with him for awhile. Yes, life was good!