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The beginning

Rating: 6
cuckoldred

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Posts: 14
#1
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This story is, to the best of my recollection, 100% accurate. This is exactly how I became a cuckold, and while my relationship in this instance didn't last, it set the stage for my future predilections. I really hope you enjoy this!

I will publish the bulk of what I have finished now, and add more as I continue to write it.
cuckoldred

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Posts: 14
#2 · Edited by: cuckoldred
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Well, my life has been anything but vanilla, however until 2010, dual monogamy was always part of it. In 2009 I met a woman named Anne who changed my life.

She was tall, blonde, and built like a swimsuit model. I never felt so lucky before. I loved her; however her love for me was intermittent at best.

Six months into our relationship we were living together. One month later she dropped a bombshell on me. She, being recently divorced a year before I met her, was not convinced she wanted to settle down just yet.

I loved her, and the thought of losing her made my stomach tie itself in knots. She informed me that she wanted to go on a few dates, and stretch her legs a bit. She had no intentions of leaving me, but she wanted to feel like she had made the most of her single life before she gave herself to me.

I said ok, and the next day, I broke down sobbing in the back room of the vet clinic I worked at.
I will never forget the first time she went on a date. I was installing a new countertop in our duplex with her man when she texted me that she would be home in a bit to get freshened up and was meeting a guy named Ryan for coffee.

She looked like an angel when she walked out the door, and with her man there, unaware of what was happening, I couldn't beg her not to leave. I acquiesced and watched her car disappear down the road.
She came back, and her normally serene demeanor was electrified with the undercurrent of what I could only surmise was that 'first date feeling.'

We sat down and talked about it. I asked her how the date went, and she said it was fun, with a smile on her face. I instinctively tried to kiss her, and she moved her head away, telling me that it wouldn't be fair to me or Ryan.

I don't know why, but at that moment, my cock jumped in my pants, ever so slightly. Confused at my reaction, I asked her to tell me about the date.

She said he was a pharmaceutical salesman who used to play third string for the Minnesota Vikings. Immediately I felt like even less of a man.

They joked and drank coffee, and she had a wonderful time. It was all playing out in my head. Finally, I asked her if he kissed her. She blushed, and paused before she said yes.

I asked her if she kissed back, and she again responded with yes. My cock was suddenly completely erect, and I had no idea why. I asked her if she enjoyed it. She answered softly this time, avoiding eye contact. 'Yes.'

I had to have her, I tried once more to kiss her and she pushed me away and said that she would feel weird. That night, I slept in the guest room down the hall. I masturbated myself to relax, feeling the highs and lows of what I would soon discover was a developing cuckold fantasy.

I got up early the next day, and was surprised that Anne wasn't awake. I went to the bathroom that happened to separate our two rooms, and could hear her on the phone with somebody. From the way she was talking, I could tell it was a man. It had to by Ryan.

I couldn't help myself. I listened to her. She giggled and laughed at jokes that I could not hear. Suddenly I heard her say, 'Okay, I'll do it for you.' I heard her bedside table drawer open and shut, followed by a buzzing, and she stopped talking. I thought I could hear her moaning. I ***ly pulled my cock out and stroked it, with tears in my eyes.

I listened to the whole thing. She was a silent masturbator, so my ears strained to hear every sound. Finally, I heard her scoot her butt back on the bed, which means she had just had an orgasm.

I came in my hand.

I heard Anne tell Ryan that she had to go, but before she hung up the phone, she told him she couldn't wait to see him again.

I was devastated.

I went back to my room, shut my door, and tried to will myself to come up with the words to tell her how I felt. To come up with words that would make her forget all about him. What I came up with, however, was a plan to keep her at all costs.

I made her coffee and eggs and asked if we could have a serious chat. She agreed and we sat down at the table together. I told her I didn't mind if she saw other men, but that I wanted her to come back to me afterwards and tell me everything, no matter how painful. I secretly wanted her to see the pain on my face when she told me, so maybe she would come around, and realize that I have feelings too. She agreed, but didn't think I could handle it. I told her I needed to be able to trust her and she agreed to it, but I could tell she still had reservations. I asked her when she would see him again, and she said she didn't know.

Weeks passed, and she never saw him again. Anne was depressed when he stopped texting her, I felt ecstatic! Still, while on some level I felt bad for her, a little part of me, deep in my reptilian brain, was disappointed.
That is when I found out about cuckolding. While Anne played the field, we didn't have sex at all. I turned to my old mainstay, pornography.

One day, while surfing some clip sites, I found a man watching his wife with another man. I was transfixed. I couldn't tear my eyes away.

'This is a kink?' I thought to myself. The caption on the video referred to it as a cuckold porn. I looked it up, and as a result, didn't leave my room for the next five hours.

Later that night, while Anne and I were eating dinner, I swallowed hard and told her about it. I told her it turned me on, and I told her that if she wanted to try it, I would be there for her. She looked at me, almost with pity, but asked to see the video I had seen.

We went to my room and put it on. Anne sat in my lap, and I felt wonderful! It was the closest we had been in months. I clicked play and circled my arm around her, pulling her close. We watched it, and I am sure she felt my cock harden under her legs. My arousal was given away, but I was unsure how she felt about it.
I the video ended. It was only 5 minutes long, but it seemed like an eternity. I was bursting to know what she thought about it.

Anne got up, and I thought she was going to leave the room, but she brushed me off the chair and sat down. I watched in a trance as she scrolled through the list of cuckold videos on the website and picked another one.
This video showed a slender brunette being taken by a large muscular man, while her husband watched from the corner of the room. Maybe it was my imagination, but I thought I could see her nipples harden through her shirt.

We moved from the chair to the bed. Anne spread her legs and rubbed herself through her yoga pants. I, in turn, rubbed my hard cock through my jeans. In short order, Anne wasn't even watching the video, instead she lay back on the bed, her hand down her pants, masturbating furiously. I moved in to kiss her, and she pushed me away, as if she had just woken up. She looked at me with an expression of shock, and left the room.

I sat there on the bed, my cock in my hand, unsure about what to do next. I heard her bedroom door shut, and I didn't see her for the rest of the night.

The next day, we pretended it didn't happen, and went about our day as usual. Anne suggested we watch a movie together, as we hadn't spent much time together at all lately. I happily agreed, and that night we watched the movie 'Bridges of Madimister County.'

The wine was getting to both of our heads, and I could tell she was getting horny. Since our sexual hiatus, when she started exhibiting signs of arousal, Anne would disappear to her room and lock the door for a while, but tonight was different.

She turned to me and said, in a calm, serene tone; like a teacher talking to a student: 'I am going to let you do anything you want to me tonight, but only one thing.' I wanted to jump her bones right there and then, however I couldn't stop thinking about cuckolding.

She seemed surprised, and maybe a little disappointed, when I handcuffed her hands behind her and made her sit, legs spread on the bed, while I rubbed her pussy with 2 fingers. I asked her to recall times she had been with other men. I wanted to feel her emulsify as she relived the experiences. I didn't have to wait long. She immediately moistened.

She told me about the black man she used to date in Ireland, and how his large cock made her want to get a resident visa, she told me about the man she had a one night stand with the day before we met, and how she went to his house and let him inside her before she even knew his last name.

I asked her about cuckolding. She said she liked it, but it would have to be the right time. She told me that one day, when she was properly inebriated, she would ask me to call one of my friends to service her.
I continued to rub her in concentric circles.

'Why not now?' I asked.

Her juices began to literally drip from my fingers. 'mmmmmmm, yes' she moaned. I pulled my fingers away, and watched as her hips followed, trying desperately to regain contact. I brought my glistening digits to her mouth and she opened up. As she sucked her essence from me, I told her that I had someone in mind.

Her eyes grew wide.
cuckold4one

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Posts: 3599 Pictures: 10 
#3
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I'm enjoying your story!
Cuck who loves a creampie.
donna4blackuse

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Posts: 823 Pictures: 11 
#4
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Nice. Please continue.
Loving Wife, Mother, and Bryan's Slut
cuckoldred

Member

Posts: 14
#5
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Thank you for the kind words @cuckold4one and @donna! I will work on the second installment tonight! This is a true story, and I will keep it true to the actual events
kennyboy82

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Posts: 6951
#6
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This is excellent. Even better because it's true! The foundation of your being a cuckold has been laid. More please.
cuckoldred

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Posts: 14
#7
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His name is Dan, and for a few years in college, I had the privilege of being invited to spend evenings with he and his wife on their farm. She, a tall brunette with stunning features, would submit to Dan and I. Dan is older, in his mid forties with an athletic build, and a 7 inch cock.

I described him to Anne, who demanded to see pictures. Fumbling with my phone, I left Anne handcuffed on the bed, and called Dan to explain the situation. Leaving the phone on speaker, Anne was able to hear his deep voice asking for details about her, like a farmer considering the purchase of livestock.

I watched her squeeze her legs together in rhythm, as described her attributes, and I realized she wanted to touch herself. Simultaneously, while talking to Dan, I undid one of the handcuffs. Her fingers dove into her wet pussy.

Dan sent me two pictures, one of him standing shirtless in the mirror, and another of his huge cock. I showed them to Anne, as she fingered herself.

Dan was out of town that night, unfortunately. But I took the opportunity to role play. Taking her vibrating dildo out of her night stand, I lay next to her and whispered about Dan in her ear while pumping the superior sized phallus in and out of her soaking pussy.

Anne climaxed several times, and when she got too sore, she asked me to lick her. I did so greedily, and unfortunately was too rough. She pushed me off, and went to relax. I went to bed with the worst case of blue balls in my life... and I loved it!
cuckold4one

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Posts: 3599 Pictures: 10 
#8
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cuckoldred,

I like the fact that this is a true event. That always makes an adventure hotter!

Thanks for sharing!
Cuck who loves a creampie.
cuckoldred

Member

Posts: 14
#9
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Thanks cuckold4one!
cuckoldred

Member

Posts: 14
#10 
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Will be working on a new installment to the story today!
Rating: 6, 2 votes.
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The beginning
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