A Cuckold Story Ch. 01-07

That night we made love and it was fantastic. However, I'm embarrassed to say that the entire time we were in bed I fantasized about Cheryl and her former lovers. I felt guilty about it, but every time I pictured her with her legs up over another guy's broad shoulders or giving one of her lovers a surreptitious blowjob, my dick would stiffen and we ended up screwing three times, a feat to be celebrated even at that young age.

For the next several months Cheryl and I didn't discuss her indiscretions and as fate would have it, my wife decided to move to a new firm and her business travel was dramatically reduced. This meant that Cheryl wouldn't be tempted to meet up with her former lovers and to say I was pleased with this situation would be an understatement. However, knowing that my wife had slept with so many other men kept me in a constant state of arousal and if we weren't making love, I was sneaking off to masturbate to visions of Cheryl fucking these other guys.

I eventually gave in to my morbid curiosity and one night as we were lying in bed, I shyly asked my wife to tell me a little about her last tryst with the guy she called the "Colorado Guy". You see, when Cheryl was confessing her past infidelities, she never actually named the men other than the ones I knew. She developed all sorts of nicknames for her lovers such as the "Gold's Gym Guy", the "Security Guard", the Basketball Coach" and, of course, the "Colorado Guy". The Colorado Guy had been the man she had been with when I caught her, and I was curious to hear something of what they had done together.

Cheryl looked at me with a mixture of fear and uncertainty as she said, "I don't know Mike. I thought we weren't going to bring any of that up."

"I'll be fine, Sweetie. I'm just curious", I replied as I gave my wife a broad smile.

"Okay, but remember, you asked for it", cautiously responded my wife as she then began to tell the story of her last get together with the Colorado Guy. She began by first describing this guy and I felt a shiver of anxiety as she said he was well over six feet tall and built like a linebacker, not surprising since he'd been one in college. He and Cheryl had been seeing each other for about a year and they had met when he had asked my wife out for a drink after meeting her at a conference in Denver. Cheryl sheepishly admitted that after just one drink he had invited himself up to her room for a second round and once there, within minutes he had stripped off her clothes and fucked her for the next several hours. It had been an erotic tour de force and from that point on whenever she was in Colorado they would get together. Cheryl admitted that he was her favorite boyfriend and in a statement that brought chills to my spine, she said he was the best lover she'd ever had.

Hearing my wife describe how easily she succumbed to the Colorado Guy's masculine charm had me sporting an erection almost immediately. And as she went on to describe their most recent encounter, I couldn't help but snuggle up next to Cheryl making my arousal obvious to her. "You like hearing about how naughty I was, don't you", giggled my wife as she reached over and felt my throbbing penis. Given that the hard evidence was in her hand, I could only agree as my wife continued to tell me how the Colorado Guy was really forceful in bed and how he typically fucked her to several orgasms before he unloaded deep in her pussy.

I needed to ask Cheryl to stop playing with my erection as I would have come hearing these naughty details and when she had finished her story. I moved up between my wife's legs, inserting my dick into her pussy. Recounting her tryst had obviously excited Cheryl, too, as I slipped right in and was soon pounding away. However, unlike the Colorado Guy, within less than a minute I spurted my load into my wife's sopping pussy. As I lay on top of Cheryl, I whispered, "I'm sorry I didn't make you come. I got too excited."

"That's okay, Mike", consoled Cheryl as she ran her hands over my back. She then giggled, "You liked hearing about me and the Colorado Guy, didn't you?"

Now that I had come, I started to feel guilty and ashamed at being turned on by my wife's infidelity, but at the same time I was grateful that Cheryl had shared some of the naughty details. And so, in answer to my wife's question I merely mumbled, "Yeah, it was pretty hot", before quickly getting up out of bed and heading to the bathroom.

After that night, hearing my wife describe her many encounters became standard foreplay for our own lovemaking sessions. At first, I was a little shocked to hear some of the raunchy things my wife had done with other men and I knew that Cheryl was purposely toning things down to make me more comfortable. But over time, Cheryl became much more graphic in describing her trysts and I overcame my own inhibitions and began asking questions. "How big was his cock? Do you remember how many times you came? Was he better than me?", were all part of my standard inquiries. Cheryl answered my questions with the same sense of brutal honesty that she had exhibited when she first confessed, and I learned that pretty much all my wife's lovers were sporting cocks that were much larger than my slim 4 and a half inches. I also learned that most of her encounters were lengthy passionate sessions where my wife would be brought to a series of orgasms before her partner would climax. But when I apologized to Cheryl about my smaller endowment, or that I always seemed to come too soon, she clucked, "No, Baby don't worry. Sex isn't everything. I love you the way you are. And when you come right away. It just shows how excited you are for me."

Hearing about my wife's escapades was intoxicating and I couldn't believe some of the naughty things she'd done over the years. Cheryl described how she had snuck off with Jerry at her company Christmas party and he had fucked her in a storage room while she bent over several boxes of files. Or how Brad had insisted that she give him a blowjob at our friends' Liz and John's party. This triggered my own recollections and I remembered searching for Cheryl at her Christmas party only to be told later that she had felt a little light-headed and had gone outside for some fresh air. I also remembered that Cheryl had disappeared at Liz and John's party too, and I now pictured her on her knees, Brad's thick cock filling her mouth while I naively made small talk with the guests. And when Cheryl told me how Brad had propositioned her at our wedding reception, I acted the outraged husband, but secretly I wished she had succumbed to his advances, letting him be the first man to fuck my sexy bride. I know that most men would be horrified to have been cuckolded so thoroughly over the years but I quickly learned to eroticize these events and whenever my wife would tell me of a tryst or share another naughty detail, my dick would become harder than steel.

In addition to becoming obsessed with hearing my wife's dirty stories, I was also becoming inured to what would normally be humiliating and shameful experiences. I knew that cuckolds are frequently the butt of jokes or thought of as less than a man, but honestly, I didn't mind being cuckolded by Cheryl. And in some ways, I was proud of my wife's promiscuity and outrageous sexual escapades. The fact that I had married a woman who could attract men of the caliber of her lovers was evidence that she really was a "catch" and truly showed how lucky I really was.

I think Cheryl and I both knew that our exploration of this kink was not truly over but neither of us was willing to make the first move. Cheryl's stories had become the prelude to virtually all our own sexual encounters and my wife had taken to continuing the narrative while we made love. She learned early on that I was aroused by teasing comments and she would often make comparative remarks such as "Oh my God, Dave was so much bigger than you", or "Brad liked to spank my ass when we fucked. He's really aggressive in bed, not like you." Hearing these comments, I would invariably blow my load and Cheryl knew that while these sorts of comments might appear hurtful to an outsider, for us they were just a form of playful teasing.

I suppose it was inevitable, but one night after my wife had just described a particularly steamy encounter with the Colorado Guy and I had then ejaculated almost immediately after entering her pussy that I asked, "Do you ever think about seeing him again?"

Cheryl seemed surprised by my question, but I did note more than a hint of excitement as she replied, "Sometimes, I think about it. But I wouldn't want to hurt you."

"Well, I've been thinking maybe we could try something different. I think I could handle it if you had sex with other guys so long as I knew about it in advance and you didn't do anything behind my back", I declared while giving Cheryl a sheepish smile.

Cheryl dropped all pretense of caution hearing my offer as her face lit up in unbridled joy as she enthusiastically burst out, "Really! You wouldn't mind?"

"Yeah, really. I think I'd be okay so long as you tell me everything", I confessed as I kept my eyes downcast in a mixture of shame and fear that my wife would think less of me for making this unusual proposal.

Cheryl was silent for quite a while before she replied in a serious tone, "You're not thinking you would get to be with other girls, are you?"

To be honest, the thought hadn't even crossed my mind as I assured Cheryl that I had no intention to seeing other women. Ironically, Cheryl has always been the jealous type and from the very first, she would seethe with anger whenever she thought I'd flirted with, or even just ogled, another woman. With that in mind, I promised Cheryl that I would always be faithful to her and I even went so far as to remind her that it would be ridiculous for me to seek out other women when I couldn't even satisfy my own wife. Cheryl seemed pleased with my assurances as she smiled before continuing, "I know it doesn't sound fair, but I'd go crazy if I thought you were with another girl. You're too nice and I just know you'd fall in love. Besides, I love that you've never been with anyone other than me. It makes me feel really special."

After telling Cheryl that I, too, was glad she was the only woman I'd ever been with, we set up some ground rules for Cheryl's dating. No friends, coworkers or even acquaintances. She was to always tell me in advance and had to give me a recap when she got home. Cheryl insisted that she wanted to continue to play the role of cheating wife as she had no interest in me watching or participating in her encounters. To be honest, that suited me just fine as I wasn't sure I could handle being openly cuckolded by my wife and the thought of interacting with Cheryl's lovers sent shivers down my spine. And finally, the most important rule of all, Cheryl was to never, ever fall in love with any of her partners. If she even started to develop feelings for a guy, she was to break it off then and there.

When we finally hashed out all the rules for Cheryl's extramarital affairs, I had to ask, "Who do you want to try first?"

Cheryl looked at me with a naughty grin as she said, "Well, the Colorado Guy's my favorite and he's been after me to get back together. I told him I'm working on my marriage, but maybe I'll let him know that marriage or not, I need his big cock."

We both laughed at my wife's explicit statement as she then looked over at me and said, "Seriously, I think maybe I should plan a couple of days in Denver. Would that be okay?"

Yeah, sure" was all I said as the reality of the situation hit me. Here I was approving my wife's infidelity. Before, I had been an unwitting cuckold but now I was going to have advance knowledge of her extramarital relations and she would be fucking another man with my complete and total blessing.