Chapter 1: Kerrie

Caution: This Erotic Sex Story contains strong sexual content, including Ma/Fa, Consensual, Cheating, .

Desc: Erotic Sex Story: Chapter 1: Kerrie - A widower makes a decision if he should become involved with attractive women, some of which are married

Exiting the airport shuttle, Dan Casey thought he was glad to be in the warm weather of Florida rather than the cold snowy weather of northern Illinois which he had just left. Dan had driven down to Florida in early October, but had flown back up north to spend the Christmas holidays with his son and daughter and their families. He didn’t want to welcome in the New Year there because of some memories and had flown on back to Florida.

Dan was a retired high school principal and unfortunately, a widower. He had married Jenny right after they had both graduated from college. They had a good thirty three years of marriage and were blessed with a son Mark and a daughter Carrie. Jenny had gone back into teaching after the children were in school and was a very popular fifth grade teacher. Dan had progressed on the administrative side of teaching and had been a high school principal for the last eleven years.

Both Dan and Jenny had been planning to take an early retirement when they hit the magic fifty five years of age mark. They had visited and liked St. Pete Beach, Florida, where some of their friends spent their winters. With a depressed real estate market they had purchased and renovated a twelfth floor condo the year before. The purchased price was about half of what similar condos were selling for two years earlier because the real estate bubble had burst. While they had planned on renting initially after they retired, they couldn’t turn down this opportunity and purchased the condo.

Their great retirement plans were shattered one night when a sixteen year old boy decided to steal a car and became involved in a high speed chase with the police. This youngster ran a red light and in doing so he collided with the car that Jenny was driving who was crossing the intersection on a green light. Jenny and the youngster were both killed.

The outpouring of mourners both for the wake and funeral was large. Jenny was a popular teacher and besides their friends, a large number of her former students and parents turned out to express their condolences. Dan’s popularity also contributed to this large turnout. To say that it was a sad affair would be an understatement.

Whether or not to sell the Florida condo was now on Dan’s mind. It would be less expensive to rent rather than own but money wasn’t a problem. With his pension, Jenny’s now reduced pension, and the large uninsured motorist settlement that Jenny’s attorney brother had secured from their automobile insurance carrier as well as some personal savings and investments, Dan could afford the luxury of a second home. He was surprised when Jenny’s brother handed him another large check from the police department’s insurance carrier for their creating a dangerous situation by their high speed pursuit. Jenny’s brother didn’t take a customary one third fee for securing these settlements because he said that this was “family business.”

Dan decided that for now he would keep the Florida condo and accepted the replacement car the insurance company offered to replace Jenny’s car. He would leave the car in Florida as the twelve hundred mile drive would get old pretty quick.

He did enjoy Florida’s warm weather and the activities it afforded. He golfed twice a week by joining a golf association and if he wanted to he could fish right outside his condo complex which was on the water. For a different type of fishing he could do a fifteen mile drive to Fort Desoto and fish from either its shore or off one of the two piers that were there. There were other things he could do during the day which kept him busy but he had to admit that evenings he spent being alone were boring. There wasn’t much he wanted to watch on television. He could only surf the net for so long before that also became boring. Reading the newspaper, magazines and books were his primary evening’s activity.

Because of this lack of evening activities, he accepted an invitation from Marge Stillwell the condo association’s secretary to join the Tuesday night bridge group. Dan enjoyed playing bridge but he was somewhat of a novice at the game since he didn’t know many of the bridge bidding conventions. He discovered that he was not alone at his level of expertise as a number of the other participants were also at his skill level. With that being case he wasn’t embarrassed in playing bridge with this group.

Most of the twenty four participants who played bridge were women either his age or older than him. It turned out that he had a different bridge partner every week. While all these women seemed like nice people, unfortunately there weren’t any women who interested him, let alone any who were also available. One of the women who played bridge did give him some looks and made a comment that indicated she was available. Since he wasn’t attracted to her, he didn’t respond to her comments.

Dan had long ago accepted the fact that he was no Brad Pitt in the looks department. Dan was just over six feet tall and weighed one hundred and ninety five pounds. Being frankly honest with himself, he did think he was above average in the looks department but not by much.

His now deceased wife Jenny was a good lover and would not hesitate to be intimate with him. On the average they made love about three times a week. Dan had started to take Cialis because he wanted to be ready “when the moment is right” as the ads said and the ‘moment was right’ quite often with Jenny. Without Jenny being here now, his love making moments had come to a screeching halt. He wasn’t a bar hopper and even if he was, he didn’t know if he could meet women close to his age by doing that scene. It seemed to him that the bar scene attracted younger people which meant finding women close to his age couldn’t be done at these places.

Dan was also resistive to the blind dates offered to him by his friends because of some bad experiences he had before he met Jenny. He now was thinking about reducing his resistance to these blind date offers because of his lack of success in finding female companionship on his own.

At this Tuesday’s bridge game, Marge told him his partner was a new renter in his building. Her name she said was Kerrie Parker who was already here and sitting at table number three. Dan went over to the table and was pleasantly surprised to see an attractive lady probably some ten years younger than him sitting there. He introduced himself and welcomed her to the complex.

“I understand you are a new renter here.”

“Yes, we decided to get away from the cold weather and the snows of Buffalo.”

“Does your husband play bridge?”

“Yes he does but he is working in Charleston.”

They were joined by two other ladies and the dealing of the cards started before Dan could explore that comment any further.

Dan liked what he observed in Kerrie. She was younger than him and had short brown hair along with a cute face with a few freckles. From what he could see of her figure it appeared to be quite nice. What impressed him the most as they were playing cards was how she conducted herself. There was a classiness to her that was hard to explain but as they say, “You know it when you see it.” He enjoyed being her bridge partner and being in her company.

As with all card games, it helps when you are getting the cards and Dan and Kerrie were fortunate that they were getting the cards this evening. Kerrie was aggressive in her bidding and she bid and made a small slam on one hand. They had the highest point total when the session was over and won the pot which consisted of the two dollars each participant contributed to before the cards were dealth. Dan had enjoyed himself being with Kerry. He asked her if she would be his bridge partner next week. She said she would and Dan informed Marge of the arrangement as they were leaving.

He had had a chance to talk more with Kerrie while walking back from the clubhouse to the condo building.

“What is your husband doing in Charleston?”

“Ralph is a business consultant and was working with a business there. While he was working there the plant manager had a heart attack and died. They didn’t have anyone ready to fill that position so they asked Ralhapter 1: Kerrie

Exiting the airport shuttle, Dan Casey thought he was glad to be in the warm weather of Florida rather than the cold snowy weather of northern Illinois which he had just left. Dan had driven down to Florida in early October, but had flown back up north to spend the Christmas holidays with his son and daughter and their families. He didn’t want to welcome in the New Year there because of some memories and had flown on back to Florida.

Dan was a retired high school principal and unfortunately, a widower. He had married Jenny right after they had both graduated from college. They had a good thirty three years of marriage and were blessed with a son Mark and a daughter Carrie. Jenny had gone back into teaching after the children were in school and was a very popular fifth grade teacher. Dan had progressed on the administrative side of teaching and had been a high school principal for the last eleven years.

Both Dan and Jenny had been planning to take an early retirement when they hit the magic fifty five years of age mark. They had visited and liked St. Pete Beach, Florida, where some of their friends spent their winters. With a depressed real estate market they had purchased and renovated a twelfth floor condo the year before. The purchased price was about half of what similar condos were selling for two years earlier because the real estate bubble had burst. While they had planned on renting initially after they retired, they couldn’t turn down this opportunity and purchased the condo.

Their great retirement plans were shattered one night when a sixteen year old boy decided to steal a car and became involved in a high speed chase with the police. This youngster ran a red light and in doing so he collided with the car that Jenny was driving who was crossing the intersection on a kind of a lover Kerrie was and how she would be in bed. He thought that she would be good and that was because of the aggressiveness she displayed in bridge bidding. She wasn’t hesitant in going for what she wanted.

The golfing and fishing activities for Dan presented some challenges for the rest of the week mainly due to a cold snap and some rain. He was hoping that this was only temporary change in weather. Some of the locals told Dan that January was usually the coldest month of the year in Florida. He hoped that the weather would soon change back to the sunny weather he had become accustomed to.

Dan was coming back from food shopping and was waiting for an elevator on Saturday morning when Kerrie walked into the lobby. She apparently had also been doing some food shopping.

“Hi.”

“Well hi yourself.”

“Is Ralph home this weekend?”

“No, there was some sort of an employee recognition affair at work that he needed to attend. He said he should be able to come here next weekend.”

“Any plans on doing something?”

“Not really, why do you ask?”

“Well, you could keep me company and go out to dinner with me if you want. I just hate going to a restaurant alone. It’s a little embarrassing and makes me feel uncomfortable. I can understand if you don’t want to go with me although you will break my heart as having dinner with an attractive flight attendant has always been a fantasy of mine.”

Kerrie laughed at Dan’s offer of dinner and said, “Sure, why not as it beats staying at home. What time do you want to go?”

“How about six? Because you’re married and some of the busybodies here in the complex would start rumors if they saw us walking out together, I think it would be best if you met me at my car in the parking garage under the building. My parking space is at the south end of the building.”

“You’re probably right on that. How should I dress?”

“Nothing fancy as I thought we could go to the Bonefish. Some of my golfing buddies have been impressed by the food and their service.”

“See you at six.”

Dan’s asking Kerrie to go to dinner was a spur of the moment thing that surprised him. He didn’t know what possessed him to do it. Her acceptance surprised him even more. It would have been embarrassing if she had said no to his invitation. He was glad that he did ask her and now was looking forward to going out to dinner with her.

He gave some thought to Kerrie being married. He had cheated on Jenny once during the marriage and was embarrassed to think that he didn’t regret doing it. Maybe he wasn’t the nice guy people thought he was because if given the opportunity to bed Kerrie, even though she was married he knew he would do it. He however would let Kerrie make that decision if it ever came to that stage.

Dan had showered, shaved, and was wearing a sport coat without a tie as he waited for Kerrie in his car. He was starting to worry that she had changed her mind because she wasn’t there at six. He saw her walking up to his car around six-fifteen and gave her a wave.

He could see that she was wearing a knee-length dark blue dress and high heels. It also looked that she had spent some time putting her makeup on. She was one attractive package.

Dan exited his car and opened the car door for her saying, “You should know that I tell it like I see it and Kerrie you are one attractive lady.”

“Thank you for saying that, it’s always nice to hear those comments.”

Dinner with Kerrie was a delightful experience. While the pre-dinner drink and food were good, the company was even better. She was an excellent dinner companion not only because of her looks but also because of her intelligence. Dan really enjoyed talking to and being with her.

Dinner was over much too soon. Reluctantly Dan drove back to the condo and parked his car. As they were exiting the elevator back at the condo, Dan thanked her for going to dinner with him. He told her that he really enjoyed her company and hoped that they could do something like this again.

In saying good night to Dan, Kerrie said that she enjoyed herself as well and that she would see him Tuesday at bridge.

The weather in Florida had changed for the better but Dan’s fishing and golfing efforts didn’t show much improvement. His highlight of the week was seeing and playing bridge with Kerrie. There was something about her that just attracted him.

Her husband was coming home this weekend which stopped Dan from asking her to have dinner with him.

Dan could sense that there was something bothering Kerrie at bridge the following Tuesday. He asked her about it while walking back from the clubhouse to the condo with her.

“I sense there is something on your mind. I don’t want to pry but is it something I did or is it something you want to talk about?”

She was quiet for a while apparently deciding if she would take him up on his offer.

She finally said, “It’s nothing you did as you’ve been a pretty nice guy. I really don’t want to pour out my problems to you but since you asked I will tell you. My marriage to Ralph has not been that great for the last couple of years. His job with all the travelling and now this plant manager contract is probably causing some of the strain. I thought I noticed some lipstick on his shirt collar in his laundry last weekend. When I asked him about it he denied that anything was going on and said his secretary bumped into him while giving him some letters to sign. I don’t know whether or not to believe him. He will never admit if he is cheating on me but there are other things that I have noticed that make me think he is.”

“I’d like to give you some advice that would solve your problem and put your mind at ease but I unfortunately don’t have any words of wisdom to immediately solve that problem. My only advice would be to talk it out with him. Maybe you should forfeit your rent and go to Charleston.’

“I did mention that to Ralph but he thought it would be best if I stayed here and that has caused me to even wonder more.”

“Is he coming back this weekend?”

“No he’s not.”

Not to let an opportunity pass him by Dan said, “Would you do me the honor of going out to dinner with me Saturday? I would like to have an attractive flight attendant on my arm so that my fellow male diners can eat their hearts out again. Who knows, maybe some of the women diners may also be doing that.”

“Oh Dan you know how to brighten a girl’s spirit. I will meet you the same time as last time at your car.”

Back in his condo Dan thought a little about Kerrie’s concern. Not knowing for sure if Ralph was playing around was obviously bothering her. Dan thought that Ralph would be nuts to be doing something like that unless there was something else going on in their marriage that Dan didn’t know about.

Dan had phone Kerrie Saturday afternoon to confirm dinner and told her he had made reservations at an upscale French restaurant.

When Kerri came to Dan’s automobile, he observed that she had upscaled her appearance as well as she was wearing what has been described as a ‘little black dress’.

She was out and out beautiful and he complimented her on her looks as he said, “You know I tell it like it is and I can only think of one word to describe your appearance. WOW!

“Oh Dan, you don’t know how good it makes me feel to hear you say that.”

Dinner with Kerrie was great again. Dan observed a number of the patrons looking at Kerrie which to him acknowledged her good looks. Dan was sort of proud of himself for her being with him this evening. She was stirring feelings in him that had been dormant.

Kerrie surprised Dan a little when going up in the elevator she asked if he wanted to come to her condo for a drink. She said she needed one as she was a little wired and needed to calm down.

In her condo Dan watched Kerrie as she mixed the drinks. He was appreciating her nice back side which the dress emphasized. She gave Dan his drink and thanked him for a nice evening. The conversation centered on some of the places Kerrie had visited during her career along with some of the interesting things she had witnessed when the plane was in flight.

Dan said that he should be going when the drink was finished. Kerrie walked him to the door. She thanked him for a nice evening again and moved to give him a kiss on his cheek. Dan didn’t expect what she was doing and moved his head. The end result was that Kerrie’s kiss was on Dan’s lips.

It was a short kiss and Kerrie pulled her head back to look into Dan’s eyes. Dan was stunned by Kerri’s soft lips and he didn’t know what to do. That problem was solved when Kerrie put her arms over Dan’s shoulders and brought her lips to his for a very intentional open-mouth kiss this time.

This was more than Dan could have hoped for. He put his arms around her and returned her kiss with as much passion as he could muster. He wasn’t sure where this was going but as his hands roamed over her body without him receiving any rebuke from her he thought all systems were a go. He received confirmation of his opinion when he felt Kerrie’s hands unloosening his belt. Slipping her cool hand on his now aroused shaft almost caused him to have an early discharge. He suggested they go to the bedroom.

He was watching her stepping out of her little black dress as he was divesting himself of his clothes. The sight of her in her black lace underwear presented him with a picture that you would see in a men’s magazine. He joined her on the bed and resumed kissing her while he was removing the last two garments she was wearing.

The kissing went on for a while. Kerrie stopped the kissing and told Dan that she wanted him to make love to her. He told her that she had him so excited that he wouldn’t last long if he did. He started to move down her body instead, first nibbling at her breasts and then proceeding lower.

Kerrie knew where he was going and what he was going to do. She spread her thighs to give him full access to her most precious place.

Dan spent considerable time giving Kerrie’s womanly essence his full attention. He could tell by her reaction that she was enjoying what he was doing. He in seeing her enjoyment was pleased with himself that he could bring her to these heights. Seeing a beautiful woman in the throes of having an orgasm was a wonderful sight.

She finally told Dan that she was too sensitive and asked him to come up and make love to her. He did but as he had predicted he lasted only a short time. He apologized to her for having this quick trigger.

“Don’t worry about it, you will do better next time. It’s a compliment to me that I could excite you that much. If I know my male anatomy as well as I think I do you’ll be ready again in about ten minutes. I will make sure of that because I plan on giving you a little help. I know you will last longer the next time.”

Her saying that gave Dan goose bumps.

After Kerrie had removed her warm mouth from his shaft, he entered her and did last considerably longer than the first time. With her legs and arms wrapped around him she complimented him on how he was making her feel.

He cuddled with her, content to hold her in his arms until she fell asleep. Still thinking about her he shortly followed her into la la land.

Kerrie was up before Dan and made coffee and toast for breakfast. She still looked sexy in the morning even with her smeared makeup. He told her that and she laughed and thanked him for those kind words. One last kiss and he was on his way to his condo after Kerrie took a look and told him there was no one in the hallway.

Dan was having thoughts about Kerrie all that day and into the next. His thought was that this was something Kerrie wanted to happen and he was happy she had chosen him. That she was married raised a concern but it wasn’t something that would stop him from being with her again. He rationalized that if this concern didn’t bother Kerrie then it wouldn’t bother him either.

One of the thoughts he had was about his lovemaking skills because he wasn’t sure that he had sexually satisfied Kerrie. He knew he needed to take Cialis if he was going to be able to make love more than once even with her help. Even with taking that pill his prior experience was that two times was the extent he could make love. He had read stories about men who could go thirty plus minutes while doing the love act. Dan knew he wasn’t one of them and doubted the veracity of this alleged ability but more power to these men if it was true that they could. While the pill helped him he honestly knew he needed more help if he was going to give Kerrie the satisfaction he wanted to give her so that she would want to continue a relationship with him.

Dan came up with an idea that caused him to drive to an adult store only a few miles away. He perused the vibrators in the store and purchased two of them. One vibrator, called the midget-rocket was small enough to fit in his pocket. He hoped it would do what it was touted to do. The other vibrator he placed in his nightstand.

Tuesday couldn’t come fast enough as far as Dan was concerned. He hoped Kerrie would want to continue their sexual activities.

Dan went to play bridge after taking a Cialis and having the small vibrator in his pants pocket. Kerrie was there and in judging from her actions, it seemed that nothing had happened between them. There were no looks exchanged and nothing was said about what had transpired Saturday evening. This coolness from Kerrie continued as they walked from the clubhouse back to their condos.

It was only after they had exited the elevator and Kerrie seeing that there was no one in the hallway said with a smile on her face, “Are you coming in lover?”

“I was hoping you would ask.”

Once inside her condo and the door closed she pressed herself against Dan and gave him one long French kiss. His hands were active as they dropped to her curvaceous bottom and were kneading the globes of her ass.

“Let’s continue this in the bedroom” was her comment as she took his hand to lead him.

With their clothes removed, they reclined on the bed and continued kissing. He slipped down her body and gave her womanly essence its much deserved attention. He could tell by her actions and what she said that she had climaxed a few times. When she told him she was satisfied, he moved in between her spread thighs. She grasped his shaft and positioned it for its entrance into her. He had a thought that it couldn’t get much better than this as he entered her warmth.

He lay along side her after depositing his warm spend into her, cuddling her and telling her what an excellent lover she was. She didn’t verbally respond to him as she was lightly grazing her fingernails up and down his torso.

She moved down to give him head about ten minutes later. Her warm mouth was going up and down his shaft when he reached underneath his pillow to grasp the vibrator he had placed there without her knowledge. He turned it on and reached to place it against her clit. This surprised her and her mouth momentarily left his shaft.

“Where in the hell did you get that? Don’t stop... , it feels good.”

She went back to what she was doing but he noticed that her hips were now moving in a squirming motion. It was evident that she liked the sensations the vibrator was giving her.

She raised her head from his shaft after a few minutes, shuddered and said, “Oh my God!” She continued to shake and tried to resume giving Dan head but it was difficult for her to do so. She finally gave up and just rested her forehead on Dan’s thighs quietly moaning.

“Enough, enough, I can’t take anymore.”

She moved up to where she was almost lying completely on top of Dan and gave him a long kiss with her very active tongue.

Dan thought he had sexually satisfied Kerrie while holding her in his arms and that she would want to continue this relationship he was having with her. He was correct in his assumption. They made love after each bridge night and on the weekends when her husband stayed in Charleston.

It was at the end of March after they had made love that Kerrie told Dan her lease was up and she would be heading to Charleston and later back to Buffalo. Dan told her he would be going back north also to celebrate Easter with his son and daughter.

Kerrie said, “I would be less than truthful with both of us heading north if I didn’t say that I am sorry to see this end. I’ve enjoyed being with you as I think you can tell. You really are a good lover and satisfy me but more importantly, you are truly a nice guy.”

“You know,” she said with a twinkle in her eye, “I may be able to change my flight schedule to where I can periodically have a layover in Chicago.”

“I live only twenty minutes from O’Hare and I could pick you up at the airport. I think we could give a truer meaning to the word ‘layover’, if you did change your schedule.”

Both Kerrie and Dan laughed at that remark.

Because of the success Dan had with the vibrator, he made it a point to stop by the adult store before he left to purchase one to keep at his northern residence. He also wanted to check out what other interesting gadgets that where there.

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Story tagged with:
Ma/Fa / Consensual / Cheating /