Country Club MILF

I attended college in Buffalo and was on the swim team. It was a great experience and the training paid off as it gave me a slender physique with broad "Swimmer's" shoulders, which my experience says, women love. There were a lot of great times at school, but the real memories came from my summer job as a lifeguard at a local country club. Our swim coach helped us get summer jobs and I was lucky enough to work at one of the more exclusive clubs in the area. There were a number of multi-millionaires among the club's members and it was easy to see they were more than just very well off. It was not just the fact they drove high-end cars, the quality and style of clothes they wore, or the way they carried themselves, but they were all good looking. I guess one of the prerequisites to be rich is you have to be good looking first. It was a dream come true for a college guy as I was treated to a fantastic array of beautiful women who seemingly had little else to do with their lives than come to the club, play golf, and bask in the sun. Fortunately, most of the women that regularly came to the pool were not snobbish and very easy to talk to. I guess they felt they were relaxing with "Their own" so they were very open. I was able to chat with many them as well as enjoy the skimpy swim suits and ample flesh that was routinely displayed.

The most remarkable woman, by far, was a tall brunette named Mrs. Pearce. I found that fact even more amazing as she was a 40ish mother of a 10 and 12 year-old. Little did I know how special the summer was going to be.

The First Meeting

The pool had been open for a week when I first met Mrs. Pearce. I was at the sign-in table at the entrance when she walked up. It was the first time she had been at the pool that summer so she introduced herself and her two children. She offered her hand and we shook politely and chatted a few moments. She was a sight in a pair of very tight white jeans that fit low on her hips and short black tee top with deep V neckline offering a lot of her cleavage, which I surmised was enhanced by a push-up bra and a view of her flat tummy and naval between the top and her jeans. Her kids ran off to the pool, but she stayed to chat a bit longer as she seemed very interested in the fact I was on the college swim team and asked several questions about it. I told her I would also be coaching the club swim team. As we finished our chat she said, "Welcome to the club. I hope to see a lot of you this summer," then headed to the changing room as my eyes followed her. I could not help but watch the sway of her slender but very shapely hips and ass. As she turned towards the ladies dressing room she looked back at me and must have seen my gaze as she smiled and waved again.

She was good to her word about seeing her a lot as she came to the pool almost every day. She often wore a one-piece maillot, with a rather deep neck line, but she would also wear a bikini from time to time. Her suits were easily the most revealing of all the women. I loved manning the sign-in table when she arrived as she was always impeccably dressed, frequently in a mini skirt and loose fitting blouse or form fitting tee, both of which showed off the fact she frequently did not wear a bra so I got to enjoy what looked to be very firm 34C tits. She always greeted me with a big smile and chatted for a few minutes and she would move as if to show off more of her body. She always took a lounge chair right by the lifeguard chair, something I was grateful for every time it was my shift to sit up there. When I was making rounds walking around the pool she usually spoke as I passed her, asking how I was doing and hoping I was staying cool in the heat, or inquiring how my summer swim training was going. She was just very easy to be around. Well, except for one thing. I'd start fantasizing about what I like to do with this beautiful woman and my cock would start stirring. I frequently had to snap myself back to reality or take a quick dip in the pool so as not to end up with a full hard-on. Once home I could let my fantasies run wild and often jerked off to visions of Mrs. Pearce stripping and offering me her body.

Swimming Lessons for the Children

The following week Mrs. Pearce called me over and asked about private swimming lessons for her children. She indicated she had been active in sports including swimming and wanted her children to improve their skills so they could join the club's swim team. The lifeguards were all allowed to give private lessons during the day which was a great opportunity to earn extra money. Mrs. Pearce said she would gladly pay extra (under the table) saying she had watched me swimming and could see I had a great technique and that a college students could use the extra money. Normally I would jump at such an opportunity, but in the brief time I had seen her kids they struck me as absolute brats. I wasn't sure I wanted to put up with them even for the extra money. Mrs. Pearce saw my reluctance and, speaking softly, said she knew her kids were difficult to control, but she thought with a goal of being on the swim team if they improved, they might be better behaved and actually try. Since she spoke so softly I had to move closer to her. I couldn't help but take in the lovely fragrance of her perfume. Her alluring scent and words of encouragement, coupled with her lovely smile, sparkling eyes, and the way she bent forward allowing more of her tits to be visible, tipped the scales and I said yes (and also snapped back to reality to avoid getting an erection). We set an appointment for their initial lesson the following day and a number of additional appointments over the next two weeks.

When she arrived the following day I noticed Mrs. Pearce did not change into her swimsuit, but I did not mind as she wore an attractive denim mini skirt and rather revealing white blouse that showed off her jiggling tits. She brought the children to me on the deck of the pool and explained she had an appointment shortly after the lessons so she would just sit out of the way and watch. Each child was to have a half-hour lesson and Katie asked if she could go first. Brian liked the idea as he seemed to want to just go splash around anyway. Mrs. Pearce went to get a cool drink and returned to a nearby table where she could observe. I was very surprised, as Katie was much better behaved than I had seen previously and really concentrated on trying to learn. We finished the lesson at the side of the pool right where Mrs. Pearce was sitting and she came over to congratulate Katie on how well she had done. As she did this she knelt down which allowed a generous view of her shapely thighs. Katie quickly got out of the pool and ran to join her brother. Mrs. Pearce smiled broadly and said, "You are absolutely fabulous." I'm sure she saw me looking at, or rather up her legs as she hesitated before going to get Brian for his lesson.

Brian's lesson was a different story, in short, it was impossible. I managed to get through the half hour by continually thinking of the extra money I was earning. I glanced over at Mrs. Pearce several times and she smiled and shook her head knowingly. I again ended the lesson at the edge of the pool by Mrs. Pearce's table and she came to the edge to offer her encouragement, but Brian was already scrambling out to get back to his friends. This time when she knelt down, not only did she show off her legs, but I also enjoyed a wonderful view of her panties stretched tightly over her pussy. She noticed my gaze, but made no effort to adjust her position or block my view. She complimented me and said she really appreciated my efforts and said she hoped she was compensating me adequately for my efforts. As I got out of the pool she called to Katie and Brian saying they had 15 more minutes, then glanced back at me and laughingly indicated that meant they would probably be out in a half hour and she would still be able to make her appointment. I could not keep my cock from stirring so shoved off and swam a few laps until my mind regained control.

When I had climbed out of the pool and dried off I returned to my lifeguard duties and was slowly walking around the pool watching all the activity. As I approached Mrs. Pearce's table came over to me and explained her husband had called her just after getting to the office that morning to say had to go out of town on business for several days so she had packed for him and she and the children were going to the airport to give him his suitcase and see him off. After a pause, she told me he had planned to leave his car at the airport but she thought since he would be gone at least a week and actually wasn't sure when he would be back, it would be better to bring the car back home. After another short hesitation she asked if I would be willing to go back to the airport with her later that afternoon and bring the car back to the house and she would pick him up when he returned. "Would you be mind driving his Mercedes back to the house," she asked?

I told her I had never driven an expensive car like that and although I thought I was a pretty good driver, I certainly did not want to have an accident. Mrs. Pearce said I was being overly cautious and it really shouldn't be a problem as it was only a 20 minute drive and the roads were not busy. As she spoke she flashed that sexy smile of hers and placed her hand on my arm as if to calm me. I relented and she said she would stop by at closing time to pick me up.

Picking the Car Up At the Airport

Five minutes before closing Mrs. Pearce walked in and waved. The pool was already empty and I told her I was just locking up. She asked if she could walk around with me as I made my checks. I said sure and we chatted easily. She certainly had a way of making me feel at ease. Everything all secured, we headed to her car. She put her hand around my elbow as if I were her escort, which was a very nice feeling and we strolled to her Mercedes SEL 500, which looked quite new. I opened the driver's door for her to get in, but she said, "Why don't you go ahead and drive, that way I can see how you handle the car." I said OK and escorted her to the passenger side and opened the door for her. She saw I was watching her and she made sure I saw plenty of her legs as she got in. I got in the car and as I was adjusting the mirrors and controls, Mrs. Pearce made herself comfortable and I certainly enjoyed the expansive view of her thighs as her skirt had ridden very high. She saw me looking and apologized, indicating it was difficult to keep her skirt pulled down when she sat down. I said, "You have very lovely legs." She thanked me for the compliment and smiled as she softly touched my arm. Now it was my turn to get adjusted in my seat, not so much to be comfortable, but because my cock was stirring and I didn't want my hard-on to just stick straight out. Not only would I be totally embarrassed, but I really did not know how she would react.

Fortunately, our conversation flowed easily, which helped take my mind off the stirring in my shorts such that it subsided. Mrs. Pearce began telling me about her husband's work as a mall developer and how it kept him away from home a lot. Although the business did very well she was the one that brought the money to the marriage. Her parents had been very successful bankers and, as the only child, they left her everything when they died, making her worth in excess of $30 million. She had provided much of the front money to help her husband set up the business. After a period of silence she continued, this time expressing her frustration with her husband being gone so much, but she understood what it took to be successful. However, as she went on it became obvious that he didn't pay much attention to her when he was home either. I sensed her frustration was deeper than just her words. She was still a young, very attractive woman and obviously was not being satisfied.

I remained silent for a few minutes, finally saying, "You're a very beautiful woman and always dressed very attractively, and I would even say sexy. I can't understand why he doesn't pay attention to you." I knew I was taking a risk with my choice of words and hoped she would not be offended.

"Wow. That's quite a compliment. I'm very flattered you find this old lady beautiful. I must be twice your age." She hesitated then continued, "I guess you are right though, I suppose my clothes could be considered provocative." As she said that she put her arm on the back of my seat and began gently caressing my neck as she continued talking. With a soft smile she said, "You have made my day. At least there is one man who gives me attention." As she spoke she shifted in her seat, which allowed me a view of even more of her legs as well as more of her lovely tits. "Enough about me tell me more about you. All I know about you is you are on the swim team. What are you studying? Do you have a girlfriend?"

I gave here the run of the mill stuff about school and swimming, but as I started to ramble on a bit she interrupted asking, "Do you have a girlfriend? The girls certainly must flock to a good looking guy like you. Do you have a steady girl?" I told her I dated regularly and have gone out with a number of different girls. Since I had just finished my first year and school and swimming were my priorities, I wasn't at the point where I really was looking for a serious relationship. She probed further asking if I had any "Intimate" girlfriends, emphasizing the word intimate to make sure I knew she was really asking if I was having sex.

I came right out and asked with a smile, "Are you asking if I've gotten laid?"

Chuckling, Mrs. Pearce responded, "I'm not trying to pry, but yes, I am curious," again flashing her sexy smile.

"OK, yes I have."

She responded that there is nothing to be ashamed or secretive about and there is absolutely nothing wrong with casual sex between consenting friends. More inquisitive now she asked, "You said you dated regularly. Do you, ah, get laid regularly?"

"You really are curious," I laughed. "I am not trying to be secretive, but I am just not used to questions like this, so let's just say I'm satisfied."

Mrs. Pearce apologized, indicating she was just curious about what college life is like today and her curiosity got the best of her.

Of course all this conversation about sex and having a beautiful woman who was showing off a lot of her charms and caressing my neck was certainly causing a reaction as my cock was making a tent in my shorts. I'm sure she noticed it, but seemed to let it pass.

Fortunately, we arrived at the airport without incident, much to my relief. I opened the door for Mrs. Pearce and as I was handing her the keys for her car she said I should keep driving her car as I seemed to be very comfortable with it. So I helped her into her husbands big Mercedes and again enjoyed the view as she spread her legs wide getting into the car. I again saw her panties stretched tightly over her pussy as I had earlier in the day.

As I followed her back to her house, she suddenly pulled into a small pizza joint. I pulled up next to her and as she was jumping out she said, "I thought I'd pick up pizza for all of us tonight, you will join us won't you?" I quickly responded sure, as any night a college guy doesn't have to cook is a good deal.

As we sat waiting for the pizzas, Mrs. Pearce said she was very pleased with how well Katie had done in her lesson today. I told her I was surprised at how she focused on what I was trying to get her to do, given the distractions around. She responded that the distractions were probably why Brian didn't do as well. She told me she was thinking it might be better if I could give the lessons at the pool at the house. She said she understood I would need to see the pool before answering and that she could show me after dinner tonight. I told her I thought it was a good idea, but I really would like to see the pool first.

As I followed Mrs. Pearce into the driveway of her home I was amazed. The place was huge, not a mansion, but certainly a large estate. There was a circular driveway in front, but we pulled through the covered entry way to the back where there was a large guest parking area and the garages. She motioned for me to pull into one garage and she pulled in next to me. I took the pizzas out and we headed into the house. She pointed out things along the way. I mentioned to her that the rear of the "Estate" (the only word I could think that really described it) was very secluded. She added she enjoyed it tremendously as it was a very quiet and tranquil setting. She quickly showed me the pool and it was every bit as big as the one at the club so I quickly told her this would be great for the lessons.

She responded with a big smile, "Great, then we can tell the children at dinner."

I followed her into the house, enjoying her sexy walk ahead of me. We went into the kitchen, which was huge like everything else, and put the pizzas on the table in the dining area off the kitchen. There was another woman there, whom Mrs. Pearce introduced as Patricia, the kid's Nanny, fixing drinks as Mrs. Pearce had called ahead to inform her. She stepped out and returned shortly with the children, and they were happy to see me as well as to learn they were having pizza, obviously a favorite. Dinner was a flurry of activity and a lot of excited conversation, with everyone telling about their day. Just before she got dessert, Mrs. Pearce told the kids that starting in two days, their swim lessons would be right here at home. At first, they looked puzzled, but Mrs. Pearce said they would still be able to the club and play with their friends. That cleared up, all was fine. After dinner, I helped Mrs. Pearce clean up and it was an obvious break for Patricia, which she appreciated. I didn't mind either as it was nice spending time with this lovely lady. We stood very close as she washed and I dried the dishes and she pointed out where everything went. She seemed to always make sure we touched hands as she handed me each item. We finished very quickly and she gave me a brief kiss on the cheek, telling me it was very sweet of me to stay and help her, something her husband didn't do. I smiled and said she was very welcome.

Mrs. Pearce asked, "If you have time we could go out back for a stroll around the pool and I can show you more."

"I certainly don't have anything else to do that would be more important that spending time with a woman as lovely as you."

My comment was not lost as she slid her hand around my elbow and snuggled next to me as we walked out. "You are such a gentleman and I really appreciate all your compliments about my being beautiful and sexy," she said softly, "They are very special coming from a young man."

The underwater lights in the pool and a few other accent lights around the grounds created an intimate atmosphere. Enough light to see, but also plenty of shadows. We strolled in silence for a bit until Mrs. Pearce apologized again for probing so hard earlier about my girlfriends and that she did not mean to upset me. She then asked, "I suppose your girlfriends have gone home for the summer, is that right?"

I told her that was correct, but there were a couple girls on my summer swim team that were fun to be with.

"Well, if you are ever in need of any intimate companionship, I think I might know someone who would really enjoy your company."

As we approached the pool house Mrs. Pearce asked if I'd like a drink as she was going to have one. I said fine and she poured a small amount of Scotch in two tumblers for us and raised her glass and offered a toast, "To a new friend and an exciting summer." I smiled as I touched my glass against hers and said she had already made my summer very exciting. She responded quickly by saying, "OK, to a hot summer," providing special emphasis on hot.