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Let’s get right to it, when I was 19 I met this woman online, she was tall and drop dead beautiful. She had a gorgeous set of boobs, about 36D and a great ass. I of course swiped right, the only problem, at least problem I wondered at the time, she was 43. Her name was Jen. About 2 days went by and I was alerted that I had a new match! I opened the app hoping it was something good and when I did I saw not only did I match with Jen, but she messaged me! “Wow! Your are really cute!” I quickly replied “and you are beautiful!” We talked for a few days, constant chatter and the ordinary getting to know each other. I took a shot and asked her if she wanted to meet for coffee sometime. She happily agreed and so we had our first date set. She told me she has so much to talk to me about in person. We met for coffee about 45 minutes from where I live, after all it may be weird if I ran into someone I know and I was on a date with a woman 25 years older. We met in the parking lot, my jaw nearly dropped. She was wearing black tights, a skirt and a blouse, she had just come from her office. She immediately gave me a hug and complemented me. We went inside and began to talk. What started with typical conversation quickly progressed into something I was not expecting; Jen was married. Jen explained to me that her husband and her are swingers, and that his specific kink was being cuckholded. She explained he loved his wife getting fucked by another man, and wanted the man to be young, fit, and tall…I matched all the criteria. She explained that it was somewhat of a new thing for them, perhaps only doing it for a year. She had been on the dating app because she wanted a boyfriend, she didn’t want to meet random guys, she wanted the bond to be special. I was immediately turned on. She asked if I would be interested and without hesitating I said yes. I mean I was 19, this is a fantasy for most 19 year olds; getting to fuck a milf! After I agreed she explained I would have to meet her husband for it to work. He would want to interview me more or less and make sure I wasn’t a psycho. I was hesitant about this part but agreed. She said he’s home now if you’re interested, so I agreed. We drove over separately, she beat me there by about 5 mins because I was slightly unfamiliar with the area. When I arrived, I knocked on the door and she answered and led me to their elegant living room where her husband was waiting. He was an older stocky guy who seemed nice. We got to talking. We talked for about 30 minutes when Jen walked back in. He stood up and said “well he has my approval”. She smiled and gave him a hug. He said “I’ll be back in a few hours, I really hope you stick around”. I was shocked, he left me and his wife in their house…all alone. It was all happening so fast. Jen sat next to me, gave me a kiss and said “I’ll be right back”. A few minutes went by but when she returned she was wearing a gorgeous black lingerie set. It had a black thong with thigh high black tights, and a mesh bralette. I was immediately aroused. She led me to their “playroom” which had a king size bed, a enormous TV and plenty of “toys” she laid me down and began to undress me. She kissed my body all over and finally began blowing me. It felt like I was with a friends hot mom, it was so surreal. I wanted her, so I grabbed her and laid her on the bed, I began undressing her and kissing her body. I sucked on her nipples which were already hard. I kissed her hips and pulled down her thong. There it was, perhaps the most gorgeous pussy I had ever seen. She had a maintained bush, an upside down triangle if you will, one that reminded me of the 1970s playboy magazines. I began to eat her out. She was loud, moaning with every lick of her clit. I continued for a while when she finally tapped out and said “put a condom on and come here” I happily did just that. She started on top, riding my cock and moving her hips. Her boobs bounced with every thrust. She was screaming and moaning. I was worried that I was about to cum and wanted to make sure she came so I asked “did you cum?” “Yes, like 6 times!” She replied. She nibbled my ear and whispered “fuck me from behind” I bent her over doggy style, and before I stuck my cock back in I licked her pussy and her ass. She loved it. I put my cock in and she shouted “ooooh fuck yes!” I thrusted and thrusted. She turned around and said “dont you dare cum, I want you to cum in my mouth.” I quickly spun her back around and ripped my condom off. She grabbed my cock and stuck it in her mouth. I exploded. From that day on we would meet about 3-4 times a week and have the most amazing sex. It progressed after 3 months or so to trying very adventurous sexual acts to her even introducing me to swinger parties. We were honestly in love and having the time of our lives. She taught me so many new things, and introduced me to things I never wondered I’d love. I’m now 29 and married and my wife and I are swingers. The best moment of being a swinger? The time my wife played with Jen. My wife loves her, after all she taught me how to be a great lover. Our relationship lasted for about 3 years, perhaps I should tell more of our wonderful stories.

NSFW: yes

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