Wrestling Kathleen

This happened when I was 32 years old. I'm a male and my height is 6'0 and my weight is 190 pounds. I have been involved with wrestling since I was in high school and have wrestling in college vey competitively with a good winning percentage.

My two older sisters were selling their townhouse and had a mature lady as a real estate agent. My sisters became friends with this lady.

The lady was a very professional looking real estate agent that dressed in very well tailored suits and slacks, usually of neutral colours either light grey or tan, that fit her tall, statuesque frame most attractively. She stood about 5 foot 10 inches. Only a few inches shorter than me.

The lady was 53 years old and had short grey hair and looked like a quiet librarian when she wore her glasses. Her face was a little tan in colour which gave her a more youthful appearance. No doubt she visited a tanning salon occasionally. She talked in a very intelligent and mild manner.

This lady seemed like the epitome of grace and mature style. She had a lot of class and I was on my best behaviour when I spoke to her as I chose my words carefully to sound intelligently when I spoke.

At this time I will tell you that this lady was a lesbian.

My two sisters were out on a shopping trip with this lady and her mother who was about 74 years old. The four of them visited my parent's house later in the day and I was still living there at the time. I was working out in the basement as I was still into wrestling and keeping in shape.

My sisters gave the real estate agent and her mother a tour of my parents house while I was still strenuously lifting weights. They came down to the basement and entered my workout room where I was dressed in only gym shorts and most of my sweaty body was exposed.

I said hello very sheepishly as I was a little embarrassed having the real estate agent and her mother seeing me in this state. I explained to them that I was conditioning myself as I was heavily involved in wrestling.

The real estate agent saw my discomfort and started talking about her own workout regiment, which consisted of a lot of aerobics, cardio, strength training and yoga. She also said that she just started learning Brazilian jiu jitsu and her instructor said she was a very quick learner.

It was not hard to believe that she followed through with the workouts that she stated as her form fitted business suits, as I have stated, did little to hide her magnificent physique even for an older woman of 53 years. I have to confess that I thought it was a shame that this lady was a lesbian as I found her attractive.

I continued with my workout as they all walked away. I did notice that the real estate agent's mother had her eyes fixated on me the whole time.

She was dressed very elegantly as her daughter but in a much more feminine style as she had on a light purple blazer and skirt combination. She wore coloured pantyhose of the same colour and had four inch high heels to match.

I could tell she was used to walking in the high heels as her calve muscles were well toned from many years of practice and she balanced herself very gracefully on them. She wore a lot of jewelry and her hair was immaculate, cropped short like her daughter's, as if she had spent $200 at the salon. She had her hair dyed blonde.

In contrast to her daughter she wore a lot of makeup I guess to hide her wrinkles and had bright red lipstick on. With her heels on she stood just a little shorter than her daughter, who wore more sensible one inch flats, so I guess the true height of this woman was about 5 foot 6 inches.

This very well dressed and manicured older lady was staring at me with much admiration and delight, and she also had a very strange smile on her face as if to say she knew something that I didn't. I felt more than a little uneasy after seeing this look and smile on this lady's face.

At this point I will tell you the names of the real estate agent and her mother to make things easier. The real estate agent's name is Kathleen and her mother's name is Elizabeth.

Later that night when I was about to go to bed one of my sisters called and I picked up the phone. She was a little hesitate to say what you had to say She shocked me when she told me that Elizabeth was very attracted to me and loved my young muscular body.

I didn't know what to think or say as this made me very uncomfortable as the woman was more than forty years older than me. I was definitely not interested in her to say the least. My sister went on to shock me more as she almost knocked me out when she told me that Elizabeth is going to want to have sex with me very soon.

A lot of sex my sister added!!! I almost shouted out "ABSOLUTELY NOT". I thought the audacity of this older lady! Who did she think she was suggesting and almost demanding such a thing from me and expecting me to comply to her wishes and wants.

This older lady was obviously used to getting her own way to be so bold. My sister went on to explain that Kathleen anticipated this was going to be my response and reaction and had offered a proposal.

This statement took me back a bit as I was surprised that Kathleen, this prim and proper professional would have anything to say in this matter, never mind something to its preservation and it's actual coming about. I was extremely interested in what this very intelligent lady had to say.

I listened most intently as my sister related Kathleen's proposal. She said that Kathleen has challenged me to a wrestling match and if she defeats me then her mother gets to have sex with me as much as she wants for two months! I almost bit my tongue when I heard this, and I immediately cringed at the thought.

My sister then continued, in return Kathleen said, if I win the match then Kathleen will omit the service fee that she will get when my sisters townhome is sold. Also that I will get to massage her body for one hour!

My sister related to me how Kathleen was well aware of my ogling of her body and of all the looks that I would steal when I thought she was not noticing. I felt a little embarrassed to know that this sophisticated, professional lady knew this about me. I always wanted Kathleen to think highly of me for some reason.

Before I could say anything my sister pleaded with me to take Kathleen up on her challenge as this would save her and my other sister several thousands of dollars. This whole conversation with my sister shocked the hell out of me! The idea of wrestling with a mature and sophisticated lady like Kathleen blew me away.

And the fact that it was Kathleen's idea was surreal to say the least as I thought she didn't stand a chance against me, a woman her age would not have the strength to last to long on the wrestling mat. But I did love the fact that I would be in close contact with her gym body.

I would have to try hard to concentrate on wrestling and not let her physique distract me.

A decisive and quick win against Kathleen would be the best way to approach the match and not let my lust get in the way. My sisters would save a lot of money, not to mention wiping that very confident smile off Elizabeth's face and replacing it with disappointment. I shuddered at the idea of having sex with this older woman.

Elizabeth will have to learn a hard lesson that she can't have everything she wants in life and I was more than eager and willing to teach her this. She cannot use people to her advantage and then toss them aside when she pleases. She was going to have a bitter pill to swallow very soon.

As I admitted I was also enticed to get my hands on Kathleen's body which was a mystery to me hiding behind those expensive suits. The idea of massaging her well kept physique was not the least of the reasons that caused me to decide to wrestler her.

My sister was so happy to hear that I accepted Kathleen's challenge and was already thinking about how she was going to spend the money that her and my other sister were going to save. My sister called up Kathleen very quickly and then called me back a little later again that night.

My sister sounded a little surprised that Kathleen had already booked a time for our wrestling match. It was if she knew what my answer would be. The match would take place at Elizabeth's house three days from today at 8pm. Over the next three days I continued with my workouts as if I was training to wrestling a serious opponent.

The stakes were very high so I did not want to take any chances.

Three days later at Elizabeth's house at about 7:45pm. The weather was very nasty outside as thunder and lighting were filling the skies. The rain was coming down hard too.

Inside, I was in what looked like a study room on the ground floor, changing my clothes and putting on my wrestling attire. I chose my usual navy blue wrestling trunks. I then walked into the living room which was next to the study, a 15 X 15 foot blue wrestling mat was laid out.

All the spectators were already assembled and waiting on three sides of the mat. They sat right next to the edge of the mat so they were practically right in the middle of the action, as this seemed a very close and intimate setup. Their crossed legs and feet were even dangling a good foot over the wrestling mat.

They were that close.

On one side the spectators consisted of Kathleen's colleagues from the real estate office that she worked at, about eight women in total. I noticed one of them looking at me very intently, not the way Elizabeth had stared at me, but more like she was studying and inspecting me.

She was dressed in a royal blue business blazer and skirt and had tan pantyhose that complimented her long legs as she sat with them crossed. Her hair was long and raven black in colour. My guess is her age was about 40 years old. My two sisters were also here too.

On the other side of the mat was Elizabeth and a large group of her very well dressed, distinguished and fashionable friends.

There was about a dozen women all together, and their ages were around that of Elizabeth's. In the centre of the wrestling mat was a very young woman of about 20 years old. She looked very cute and had a quiet demeanour. This was the kind of girl that I always wanted for a girlfriend.

She had on a vertical black and white striped one piece swimsuit. She looked very nice in it. Her height was about 5 foot 7 inches and she had long light brown hair that was tied together. I was told by one of my sister's that she was the referee. I thought it strange that she should be chosen to referee the match.

I mean how much wrestling experience did she have? Her body was very slim in build like a model, and I doubt very much that she had wrestled at all. While waiting for Kathleen to arrive Elizabeth and her friends were eyeing me up and down and speaking to one another.

Elizabeth had her eyes fixed on me as she apparently approved of my looks in my wrestling trunks. Some Elizabeth of friends seemed to be very envious and others congratulatory of Elizabeth of what was expected to happen between her and me. Elizabeth was definitely gloating and feeling high and mighty with her friends.

When I looked directly in her eye she licked her lips in a sultry manner. At this moment my blood started to boil as I wanted to get this match started and finish it to have Elizabeth's and the rest these old ladies expectations squashed.

Just then someone was approaching from the opposite direction, and the crowd of ladies cheered as it was Kathleen. I could hardly recognize her as she stepped onto the mat. She was clad in a tight fitting black sports bra and gym shorts like that of a female mixed-martial arts competitor would wear.

Her tall body was well conditioned and toned. Her arms looked strong and she had a tight stomach and her long legs were thick and looked very dense and muscular. This mature lady was not kidding when she said she spent a lot of time in the gym. She definitely had a body to back up that statement.

She was very tanned and had a tattoo that covered her entire left leg. All at once she was transformed from the graceful, mature, professional business woman into that of a serious female fighter.

The cheers coming from Elizabeth's friends and Kathleen's colleagues continued on for sometime as there saw her as their champion that was about to wrestle a man. All the ladies were very excited to see Kathleen looking so empowering in her wrestling outfit and wanted to see this mixed wrestling match very much.

It was now time to start the match and the cheering died down. The referee called Kathleen and I to the centre of the mat and she explained the rules to us. Despite what I had thought earlier this was a very intelligent girl that knew her way around a wrestling mat and she went over the rules very thoroughly.

I knew at that moment that I could not get away with anything, if I wanted to, with this girl officiating the match. She was certain to call a clean match. The match would be 45 minutes long and the referee set this time on a digital timer that sat on a little table on the open side of the mat.

Kathleen and I shook hands and then the match was started.

We locked up and I could feel the strength of my opponent right away which surprised me a little. Right away I tried to take her down with a hook to the arm and to gain a quick submission, but to my surprise she deflected my attack very well. Over the next 15 minutes I had tried several times to gain a submission.

All were thwarted by her very effectively. Her Brazilian jui jitsu instructor was quite right that she was a very quick learner of the sport. This professional female real estate agent was making things very hard for me on my familiar grounds, the wrestling mat. I then had my break and I was able to muscle her into a cross body pin.

Just at the moment when the referee should have started counting Kathleen out for the pin the lights went out due to the storm outside. The power outage lasted for about 20 seconds and all the while I had Kathleen pinned very thoroughly and I should have scored a point.

When the lights finally came back on the referee told me to break the hold and release Kathleen as she said the audience could not see what had happened. I could not believe it!

What kind of rules were these! I worked so hard to get the pin only to have it taken away from me. I started to argue with the referee but she warned me to stop or else she will award a point to Kathleen. I immediately obeyed the young referee and released Kathleen from my well applied pin.

The match was tough enough and I did not want to make it easier for my opponent. We both got back to our feet and resumed the match by locking up again. I knew I had to stay focused on my well prepared opponent and not let the lost opportunity bother me.

We struggled on for the next 5 minutes, as I constantly looked for a weakness in my opponent's defence. I was able to control her to the ground again and I got on top of her and I was able to hook one of her legs with my right arm and my left arm was applying pressure to her chin to keep her shoulders down.

I waited again for the referee to start counting but again she told me to release the hold. She said I was applying an illegal choke hold on her and gave me a warning. Another warning she informed me would result in a point for Kathleen. I could not believe it, the hold was legal, I had my arm across her chin and was I not choking her.

The referee did not want to hear my arguments and I released the hold. I got to my feet and could not believe we were now 30 minutes in the match and there was still no score. Kathleen was certainly making this wrestling match very competitive to my surprise. I had my chances but I could not penetrate my opponent's defence very easily.

We were both sweating profusely at this point and our bodies were very slippery which made things harder. I was beginning to tire and my strength was depleted greatly, while my opponents stamina was still very strong due to her cardio and aerobic workouts. This mature lady was indeed in excellent shape.

Over the next 10 minutes we went back and forth on offence and defence, as she was starting to attack more as she noticed I was slowing down a lot. Despite this I managed to find the strength to put her in a cradle hold on the ground that I was sure would score me a point.

I was no where near her neck this time and the storm outside had died done so the lights would stay on. Just when I thought that she would tap out, my opponent stretched out one of her long and shapely legs and found the edge of the wrestling mat with her heel. The referee immediately called out for me to release the hold.

I was literally using all my strength to maintain the hold so it was very difficult for me to exclaim my displeasure and even more difficult to demand to know why. She pointed to my opponent's foot and said "out of bounds".

I couldn't believe I was not going to be awarded a point again for all my efforts, and on account of something so minor. I was so exhausted mentally and physically. It was very late in the match and I did not want to get another warning from this very strict referee so I released the hold right away.

There was less than 5 minutes remaining in the match and I knew I did not have the strength again to mount an offence to try and score a point, if I could just last long enough and hold off my opponent from her attacks I could then hope for a draw. Kathleen on the other hand had other ideas.

She was well aware of my very weakened condition as I was literally red in the face and grasping for breath. In contrast her breathing was quite normal as her aerobic workouts were paying off in dividends. This is a lesson that I could certainly learn from my female opponent, to work on my cardio and not just my strength.

She knew this was her chance and immediately pounced on me and put me in a very tight headlock that cut off my air supply a little. Surely this very alert referee would recognize the choke and tell my opponent to release the hold.

No such instructions from the referee were given and my mature opponent continued to weaken me with the illegal hold. My opponent noticed that my resistance was down to almost nothing and quickly she dropped to the floor still holding me tight. She released the hold but by that time I had no strength to effectively continue.

My opponent then showed some of her jiu jitsu training by putting me very quickly and effectively in a very secure armbar. The pain was immediate and very excruciating. I was literally in agony. Just then the digital timer went off and the bell rang signalling the match had ended as the 45 minutes had expired.

I did not tap out yet so the match should be over. I was thinking this while I was held in place by my opponent's torturous but legal hold. My elbow was extended so far that my shoulder was beginning to feel a lot of pressure. Where was the young, competent and proficient referee?

And why did she not stop the match and call it a draw!!?? I began to have tears in my eyes as the pain was so great. My opponent's well toned legs were keeping my head down quite easily. I began to sob quite loudly and I had to tap as I had no choice. I tapped my opponent's tanned and firm calve but the referee did nothing.

Kathleen continue to apply the pressure and the pain was beyond imagine. My image of Kathleen as the mild manner, prim and proper business professional was now replaced by an extremely motivated, tattooed and dangerous wrestler that seemed to enjoy punishing her opponents.

I tapped repeatedly now and Kathleen still continued with the hold! Where was the referee?? Finally the swimsuit clad referee appeared. I immediately tapped again to show her I submitted. She asked me if I concede the match?. I shouted YES! She then asked me if I had lost the bet? I shouted YES!