How I caught my wife cheating :Chapter 1 Before we met

I don’t know where to begin, I am Chuck a 53 year old married man with a bit of a belly I am 5’9” and weigh 245 lbs. at least 10 years ago the hair on the top of my head parted company never to be seen again. My wife Kim is 47 years old a little over weight but I never noticed she is 5’4” and weighs about 210 lbs. Her measurements are 44-30-46 her hair color is the flavor of the week and moderately short and usually spiky. We have been married for about 19 years I thought they were good years even though we had some hard times I never stopped loving my wife. Don’t let me make you think everything was rosé we had our moments but sometimes making up makes fighting worth it.

Let me start at the beginning I met Kim while I was working in a Physical Therapy office in the city of Chicago. I had been working there for about 3 years prior and had established myself as a person who could handle about any situation that I was placed into. The front office was staffed by three young girls 18-20 years old; the clinical staff was made up of four very pretty therapists one who was the office manager and I. When I started here I promised myself that I would do the best that I could and advance through the ranks in to a management position. So I buried myself into my work this started the entire adventure. I drew the late shift since I was the last hired so many nights I would escort the girl that worked the front desk to her car. The harder I worked and focused on work and not the people I worked with the more attractive I became to these women.

It was a hot August night when Jenney who was 18 the youngest of the front desk girls, she was no empty headed kid, she had graduated high school two years early and was taking pre-med classes in the mornings , kept making trips from her work station the treatment area soon after the others left. I thought it was my tired mind playing tricks on me but each time she came back her dress was getting shorter. By the time we were ready to close the hem of her dress was almost to the point you could see her black lace panties. She had the legs that could pull off a short dress like that. I was developing a hard on that was getting harder and harder to conceal and forget about concentrating on work as she crossed the room. After the last client left and I was putting equipment away Jenny came walking back to find out what I was doing. She was rubbing her neck and shoulder so I asked her what happened and she said she pulled a muscle lifting files and if there were any thing I could do the help her out.

I told her to hop up on the treatment table in the booth while I finished putting things away, she stated that she locked the door after the last client left and turned off the lobby lights. When I came into the booth Jenny was face down on the table with a towel across her slender buttocks all her clothes were neatly folded across the chair. When I came into the booth she must have sensed my shock as to her state of dress or lack of. She quickly stated that laying on the tables make her sweat and she did not want to get her silk dress wet. Once I got past the initial surprise I got to work massaging out the knots in her shoulder and neck. Within a few minutes she was cooing and AH-ing with each stroke. Her breathing was becoming more rapid and deeper she asked me to work onto her lower back , so I gradually moved from her shoulder to her mid-back adding warm massage lotion as I started working on her lower back. With each stroke along her spine she would begin to rock her pelvis, grinding her hips into the table. As I worked on her lower pack the towel shifted reviling she had also removed her panties allowing me an unobstructed view of her well muscled buttocks. Her response to my massage was having an effect on me as well; I could feel my cock straining against my boxers and a wet spot forming at the tip from pre-cum. I was just hoping that my dress pants would not start to form a wet spot as well. I readjusted the towel to properly cover her and with that I heard jenny let out a frustrated sigh. I moved to her feet applied a few drops of lotion to my hands and began to work the bottoms of her feet and toes with each stroke she would giggle and wiggle because she was ticklish. As I moved from her feet to her calves I noticed the towel had shifted again but this time I was afforded a clear view of her glistening pussy clean shaven.

When I looked up I saw jenny looking down at me starring at her pussy she just smiled and winked at me. What was a minute of terror thinking I was caught unprofessionally peeping changed to excited erotic sensation. To this point I didn’t know if what was happening was a 34 year old male imagination or reality. As I gradually work my ministrations up first the left leg then the right Jenny would take a deep breaths followed by low moans. She moved her legs further apart making it impossible not to see that her juices were flowing and that her lips of her labia were parted and the delicate pink opening was exposed. I slowly reached her mid thigh when she said “higher”. I continued working my way up to the crease of her buttocks she arched her back and repeated “Higher”.

I began to stroke her upper inner thigh and ever so gently brushed her Labia Minora with the back of my hand, and with that she pushed down against my hand with her pussy. I turned my hand over and allowed my middle finger to probe inside Jennies opening. Jenny instinctively raised her hips up into the air and as she did the towel fell away. I removed my finger and inserted my thumb allowing me to follow the slit of her cunt slightly further up to the hooded head of her clit. With each thrust of my thumb into her pussy I rubbed her clit until it was engorged and fully exposed. Then I drove my thumb deep into her and held it there as I gently stroked her clit bringing her to a convulsive organism.

She crumpled to her side with her pussy still clamped down on my thumb. Her breathing was still heavy panting as I ever so softly caressed her cheek with my free hand. Her eyes remained closed as though she were dreaming. I slowly brought my hand down her neck until it came to rest on her small but firm breast. I placed her erect nipple under the center of my palm as I gradually applied pressure and rubbing her breast in small circles. The stimulation of her breast caused involuntary contractions of her pussy on my thumb. This action started her second wave of shuddering organisms. She clamped her knees together trapping and holding my hand still with my thumb buried within her. Jenny ran her hands through her hair on either side of her head until the organism started to subside. I softly kissed first her right knee then her left I slowly kissed the inner side of her knee progressing up her thigh until I was able to slip my thumb out of her pussy and spread her leg wide fully exposing her pussy sopping wet with her own lubricating fluids as I bent to place a soft kiss to the lips of her pussy she reached down and pulled my face deep into her cunt. I repeatedly dipped my tongue as deep as I could possibly penetrate her as I lapped up her sweat nectar. Then without warning she grasped her knees and curled up as if she were doing a sit up. I was shocked as I was sprayed with a clear fluid from deep within her pussy getting my shirt soaked as she had her third and strongest organism yet.

Jenny was just weeping and sobbing I am thinking that things had just gone too far. Jenny removed her hands from her face to revel not tears of pain or sadness but joy and happiness. By this time my erection is so hard that it hurts to stand straight up. Jenny with a smile on her face as though she just swallowed the canary drops to her knees in front of me pushing my buttocks against the table. She opened my belt and she deafly unbuttons and lowered my fly, dropping my pants to my knees with one clean motion my boxers are at my knees and jenny was licking my nuts. I can feel the head of my cock begin to pulse and bob on its own in sync with Jennies actions. She begins to suck the length the length of my 7 inch cock until she reaches the mushroom head of my penis only after a few tongue lashings of the head; I began to shoot a large jet of cum onto her face. Jenny takes her finger and scraped the cum, from her face and sucks it off her finger, then proceeds to clean out any remaining in my penis. I was embarrassed because I only lasted a few minutes after she started licking the head of my penis. Jenny said not to think twice about that, she has known all evening that she was getting to me, that’s why she kept rolling the waist of her skirt higher and higher all night.

Jenny proceeds to take my now limp dick and suck it into her mouth. With each stroke my dick starts to come back to life. Finally she is able to get me hard again she pushes me back onto the table and lay flat on my back she proceeds to straddle me and is about to impale herself on my erect dick, when I come to my senses and stop her telling her I can’t I don’t have a condom she smiles and reaches under her clothes and pulls out several colored ones. I started to reach for one when she says” NO it’s my turn”, she removed the condom from its wrapper and places into her mouth. I am wondering what the hell is she doing, she then places her mouth over the head of my penis and slides down over it unrolling the condom as she deep throats my penis. Jennie resumes her cow girl position slowly lowering herself on my penis. Once I got past the opening of her vagina I began to feel pressure against the head of my penis and obvious discomfort on jennies face I ask her if everything was ok when she tells me she has never gone this far before with a guy. She said that she lost her virginity to a brush handle while masturbating. She gets this determined look on her face and allows her body to just settle onto my penis as she pushes through what is left of her hymen. Once buried to the hilt jenny starts to slowly rock forward and back reacting with pain with each stroke. After about five to ten minutes the pain diminished and it was replaced with a tingling sensation building to a final organism together. After holding each other for about a half hour we gathered our clothes and made our selves presentable I walked Jenny to her car and saw her off while I walked to my car.

The next day I entered the office and Jenny and Carmen were deep into conversation I said hello and get smiles and knowing glances from the Carmen all day. I didn’t ask jenny not to say anything to the others I just assumed her silence now I have to worry if Barb the manager finds out I will get fired. But this starts the next chapter.



Let me know what you think be gentle it’s my first attempt.

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How I caught my wife cheating Chapter 2

The next day I entered the office and Jenny and Carmen were deep into conversation I said Hello and got smiles and knowing glances from Carmen all day. I didn’t ask Jenny not to say anything to others I just assumed her silence since the was an office policy about office relationships.
Carmen was a throwback to the 60’s. She was about 5’5” and weighed about105 lbs with bleach blond shoulder length hair her typical choice of clothing was a designer t-shirt and floor length skirt and sandals. Today I noticed for the first time that Carmen did not have anything on under her t-shirt because her nipples were fully erect. Carmen is what I call a clinger. She does this with almost everyone. If you are sitting she comes up behind you leans her left arm on you right shoulder and plasters her body up against you, for someone who didn’t know her very well you would think she were throwing herself at you. Today though it was different, today instead of just standing there she began to ever so gently slide up and down rubbing he small but very perky tits against my back.
All day long I kept trying not to stare at her but it was difficult as she would cross the office I would absent mindedly watch her walking the we would make eye contact smile then that awkward would occur where you look at a spot on the wall like it’s the most important spot in the world. At that very moment it was. Carmen would just grin and keep going. This went on for most of the day the problem for me was I was becoming aroused and it was getting uncomfortable for me and embarrassing when I would stand up.
I was glad that this was my early day since I closed the night before. I knew that Carmen wasn’t really flirting with me because she was getting married in just a few weeks. It had to be that my mind was stuck on sex since what happened last night. As I was leaving I stopped by jenny’s desk in the reception area an left her a note since there always seemed to be patients around her area. The note said “I am staying on my sailboat tonight come to Jackson Park Harbor we will take it out for a sunset sail” I saw her tale a quick look at the note and stick it into her pocket with a smile. Leading me to believe I was in for an encore of last night.
I got to my boat which was moored to a can out in the harbor and brought it along the dock. I changed from work clothes to shorts and a t-shirt and proceeded to prepare my boat for what I thought would be an evening of love making. An hour later, no Jenny and it was only about a ten minute walk from our office in Hyde Park to the harbor. I was just about to give up hope for some female companionship and take my boat out for a sail and clear my head. I was thinking what was going through my mind I was not the kind of guy who woman threw them self at what happened last night was a fluke never to happen again. Just then I hear a female calling my name, my heart began to race thinking it was jenny but when I looked around it was Carmen instead of Jenny.
Carmen came trotting over with a big smile on her face and asked if she could go instead of Jenny since she had to study for a college test the next day. I said sure come aboard. As Carmen stepped from the dock onto the boat she caught the hem of her dress and fell into me. In the excitement of the fall my right hand caught her left breast . I could feel the surge of electricity between us and her nipple become hard under my palm. I probably left my hand there a little longer than I should have since there seem to be another awkward moment immediately after that. Once she got her sea legs it became obvious the a floor length dress was just too dangerous on a sail boat so I told her to go below to my cabin and change into a pair of gym shorts from the drawers on the right. Carmen went below while I proceeded to shove off and motor out of harbor. We were just leaving the mouth of the harbor when Carmen came from the cabin; she changed from her long dress and silk t-shirt to a pair of my boxers and one of my tank top t-shirts. She said that she changed shirts as well since she was afraid that the spray form the boat could ruin her silk shirt. I told her what ever made her comfortable. It rapidly became apparent that the clothing that she chose was significantly big on her. With every breeze her shirt would inflate and completely expose her small pert breasts with half dollar size nipples fully erect. The boxers she chose even though they were new were three sizes too big for her. The waist band would ride low on her hips showing off her flat stomach and the creases of the front of her hips stopping just inches above her pussy. I wasn’t sure but I thought I could see a tuft of dark hair peeking out over the top o the waist band.
I had Carmen hold the rudder still on a course slightly off of directly into the wind while I set the sails. As I raised the main sail the boat began to accelerate with a surge of power from the sail. Carmen not having been on a sail boat before became nervous and pulled the tiller catching even more wind and accelerating even more at the same time I had just finished un furling the genoa sail the boat began to heel over to about 50 degrees not dangerous but if you don’t know this it feel like the boat is turning over so Carmen is screaming for me to come back. As I reached the cockpit area I noticed Carmen on the lower side of the boat getting sprayed each time the bow of the boat struck a wave. The t-top was flapping in the wind and the white cotton boxers were becoming transparent. I took the tiller from her and helped her to the high side which was much dryer it was at this point she realized how little the top was concealing and asked if it would be OK for her to just take off the top it was more of a nuisance than anything else. I said sure we were about a half mile off shore of Lake Michigan heading out. I did not want to seem like a letch staring at a friend almost naked body knowing I would be attending her wedding in a week or so. I could almost control my eyes but another part of my body had other ideas to the point of embarrassment.
As Carmen returned I had moved to a standing position on the side bench so I could better see what was in front of the boat. The boat lurched and she lost her balance and started to fall. She reached out to me and caught me at my waist with her hand firmly grabbing hold of my very erect penis she held on for a lot longer than was necessary and with a smile on her face she said now we were even. We settled in for a nice smooth sail sitting close to each other cheek to cheek as you would say because as the sun began to set it started to get cooler. Carmen’s nipples were becoming fully erect with the cool breeze on them which in turn was having an effect on me. I put my arm around her which was welcome for the warmth. My hand absent mindedly my right hand came to rest on her right breast her nipple lightly brushing the palm of m hand with that touch she took a deep breath and raised her breast firmly into my hand. My fingers instinctively began to caress her breast and nipple. A low moan came from Carmen as she responded to the rhythm of my caress along with the natural rhythm of the boat.
Carmen turned, looked into my eyes and without saying a word parted her lips and we kissed. I at first tentatively dipped my tongue into her mouth and reached the tip of her playfully toying with each other. I gradually began to withdraw teasing her tongue into my mouth then sucking her into a deep kiss. We broke from kissing just long enough to set a course on the auto-helm and attach it to the tiller. Now my hands were free and I was able to explore Carmen’s body. We resumed kissing as my hands played with each of her breasts. Carmen responded with moans and arching of her back pushing her breasts firmly into my hands. Her hands were not idle during all this she managed to unbutton my shorts opened my fly and slid her small delicate hand down my member giving it a gentle squeeze. I remember how her small hand made my 6 inch penis look larger. This action spurred me on to investigate what lied beneath those boxers. I slid my thumbs inside the waist band of her boxers and began to slide them down off her hips. Carmen sat upright and put both her hands on my chest and pushed us apart . I thought oh no I had gone too far and pissed her off. The Carmen said whatever happens on this stays on this boat I am getting married in a week and a half and I love Roger. With that said I grasped the sides of her shorts and pulled them to the floor. I placed my hands on her hips and pulled her belly towards my face as I sat with her standing in front of me in front of me. I began to start a chain of kisses the started at her navel and progressed down to the left crest of her hip. I continued down that delicate cease between her belly and thigh Carmen began to moan and roll her hips. I slid my left hand between her legs and slowly caressing her inner thigh until I brushed the outer lips of her pussy. She was dripping wet, Carmen placed her left foot on the bench next o me affording me easier access to her I placed my right hand around her backside and grasped a handful of he left buttocks while my tongue and left explored the valet of her mound. Her pussy was clean shaven with the exception of a patch of dark hair shaped like a hart.
I turned Carmen and had her sit on the bench with her back against the cabin wall I placed her left ankle on my right shoulder and began kissing her ankle working my way down her lower leg to her thigh until I reached her pussy and parted her lips placing light touch kisses as I progressed eventually I reached that pink opening and slipped my tongue in as deep as I could, taking time to suck her clit. I moved the hood back with my lips exposing a small glistening tip that when I sucked n it Carmen exploded into an orgasm that shook her entire body. After a few minutes Carmen had me lean back and raise my hips so she could remove my shorts. She kissed genteelly the tip of my penis. Then rolled her tongue around the head of my penis while she massaged my testicles she slowly began to slide her mouth over the head and down the shaft, about two thirds the way down she would gag and pull back and try again within a few seconds. I could feel the head of my penis reach the back of her throat and shortly after that I came in shot spurt after spurt until cum was leaking from the sides of her mouth. Carmen licked me clean and with her finger caught the dribble that leaked out the sides of her mouth swallowing it all. For about 15 minutes we gust laid there caressing each other as Carmen’s caresses focused on my penis I started to become excited again. I changed our position so that I was now kneeling on the floor of the cockpit with Carmen sitting on the bench with both her ankles on my shoulders. I started to rub my cock the length of her pussy causing her to become very excited and wet. I positioned the head of my cock at the opening of her vagina and slide the head of my cock past her Labia when she screamed NO! I was afraid I had hurt her and withdrew before I had a chance to penetrate her.
Carmen was sobbing at this time when I asked her what’s wrong she told me that her and Rodger had never gone this far and she had never been with another man before that she was still a virgin. She said that she wanted to save that for her wedding night but she did not just leave me hanging. She said this night was the most sexually stimulating night in her young 22 years and wanted to bring me to completion not only for me but for her. I hugged her and said Rodger was a lucky guy. Then I started to chuckle she said what’s so funny thinking I was teasing her but in reality it had occurred to me that there still was one other orifice that we had not considered yet! At first Carmen look at me with a puzzled look on her face then all the sudden her mouth dropped open in shock. She said “you mean back door don’t you”. I got this chasseur cat smile on my face “I have never had anything go in before just out. Will it hurt?” I told her in a week she will be married that she should try as many things as possible before the big day (hoping to convince her with this lame excuse). She shocked the shit out of me when she said “OK” I took her below deck we laid a beach towel across the table for padding. I had Carmen bend over the table which created a perfect entry target I grabbed some KY from my cabin and lubed up my cock then I placed some on my finger . I placed my finger against her little brown button and slowly made little circles around her anus until the sphincter muscle relaxed and allowed the tip to penetrate. Once I got one finger in and kept massaging the opening until I was able to insert a second finger when the second finger entered her Carmen let out a low moan and she started to push back against my fingers in a rhythm to match my massages. I applied more KY to her anus and placed the head of my cock at the opening. I could feel the opening pulsating and timed my penetration of this other virginal opening. With the entry of the head of my penis her muscles tensed and I thought she was going to pinch it off or crush the head but she relaxed and the pressure subsided with every centimeter I entered she would either moan of take a deep breath I was about half of my length in her when I told her to take a deep breath and blow it out and as she did I pushed the rest of the way in. Once she recovered from that I began to rock in and out slowly build speed increasing how far I pulled out and pushed back in. Soon I was pounding as fast and as hard as I could Carmen was only repeating three words at this time “OH MY GOD”. All the sudden she arched her back and breathing quickly all this time she was massaging her clit vaginal fluids were running down the insides of both legs. As she reached climax so did I baring deep inside her several spurts of cum enough so that it was leaking out as I pumped away. As I slid out so did some of my cum mingling with her fluids running down her leg.
I grabbed a towel and proceeded to clean Carmen up as well as myself. I laid her on the bunk and went topside to see where we were. I changed course an set sail for home when I came back down Carmen was a sleep so I placed a blanket over her and returned to the helm.

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