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How my Shy Wife made me a Cuckold
10/07/2024
This story is about the lead-up to what I consider to be my first cuckold experience. My wife Kya and I were young twenty-somethings raised conservatively and very sheltered.

Kya is tall, with impossibly long legs, and beautiful, but very reserved. We were trying to figure out who we were and what we liked, and we were in a relatively experimental stage of our lives.

I had an inkling of my budding kink at the time but hadn’t fully grasped what it entailed. I had blessed off on her fooling around with another young woman just before this story, but that eventually fizzled.

However, a man in our friend circle a few years older than us caught her eye and she fell hard. We had a small, tight-knit group of friends who would hang out, drink, and watch nerdy TV on weekends.

One of those friends, Dan, was the tech type: smart, witty, and with a confidence bordering on undeserved. At the time, I would’ve considered him my best friend. And I could tell he had eyes for my wife.

The idea scared and thrilled me at the same time. We hung out often and there was obvious sexual tension between the two of them I would ask her about it at night after everybody went home. At first, she denied her attraction, but one night after hanging out and while I was going down on her, she confessed everything as she was cumming.

“Yes. Yes! I want to fuck him! I can’t stop thinking about him! I get so wet whenever he’s around! I imagine him ripping my clothes off and just fucking me! Oh GOD!”

This revelation stuck in my craw. The next day, she asked me if I was angry about what she had said and that she didn’t REALLY want to do anything. After further prodding, she admitted that she was indeed attracted to him, but it wasn’t realistic for anything to happen. After all, she was married and he was my best friend. I encouraged her to try and flirt and see if he was interested.

During subsequent hangouts, she began to pay him more attention. He started to comment on her appearance and make vaguely lewd remarks. She would respond with her own innuendous comments, and he’d crack a wolffish grin. One night, we stayed over at a different friend’s house and slept on the living room floor while Dan took the couch above us. Kya was particularly worked up and began kissing me as we lay there, which was out of character for her. I asked about Dan because she was normally very reserved about PDA.

She looked his way and whispered, “he’s asleep.” pleasantly surprised, I began to kiss her and let my hands wander. At one point, I glanced over and although he lay perfectly still on his side facing us, his eyes were open and he was watching. I don’t know what came over me, but I worked Kya’s shirt up, exposing her beautiful breasts in the dim light. She closed her eyes but turned her head toward him. Did she see him watching? I made a show of caressing her sides circling her nipples until they were obviously stiff in the glow of the moonlight. I glanced back up and he had that wolffish grin on his face and shot me a discreet thumbs up.

My hand wandered down past the waistband of her shorts and she was soaked. As I circled her clit, I whispered in her ear, “I think he’s watching you.” She let a short-breathed sigh of acknowledgment and shot a glance his way. She came quickly under my fingers. I pulled her shirt back down, kissed her on the cheek, and settled back to go to sleep. As I dozed off, I noticed he still had that Cheshire grin on his face.

Things progressed quickly from there based on her telling me later. The next time we hosted, they sat next to each other on the sofa while we watched our show. They were touching in a way that tried to seem innocent but carried an obvious tension. The time after that, we broke out blankets and they ended up sharing one. At some point, her leg ended up over his, and he had one hand resting on her thigh and the other crossed with the back of his fingers slightly caressing her side.

Eventually, he got bolder and would caress her noticeably under the blanket. One night, I looked over and her eyes were half closed and her lips parted slightly while there was movement around her chest height. Even our friends started to notice and would shoot me questioning looks. I felt sheepish, and would just shrug dismissively or blame the alcohol. Then one night, she told me she had grabbed his dick and gushed about how sexy it was. He had responded by fingering her, but the episode ended and everyone went to bed before it went anywhere. I was intoxicated by the reports and would come so hard as she whispered them in my ear. Maybe that’s why I let it keep escalating and maybe that’s why what happened next happened how it did.

We were hanging out one weekend, but most of our friends either couldn’t make it or went home early, so it was only Kya, Dan, a female friend, and me. Unfortunately, I drank a LOT, so my memory is a little spotty. However, they were all over each other the whole night. Kya kept checking in with me with nervous glances. We played truth or dare at one point before we all settled into the couch to watch a movie. Kya squeezed my hand reassuringly and kissed my cheek as we all settled in with her between Dan and me.

I nodded off relatively quickly. I woke up a short time later to them making out with Dan almost on top of Kya. Her hips had slid down the couch and her head was against my arm. Our friend was still watching the movie, but clearly aware of what was happening down the couch from her. “You two need to get a room!” I said suddenly. Kya startled and sat up, apologizing profusely. Dan retorted, “Can we use yours?” I was drunk, tired, and more than a little turned on. I didn’t know what to say! I just babbled that she obviously wants to fuck or something like that.

He grinned and stood up and disappeared into my room. Kya stood up and paced the living room, panicking, and began to object. I stood and caught her near the door to the bedroom. I guess the alcohol lowered my inhibitions because I reassured her it was hot and she deserved it, gently pushing her toward the door. As she got into the room, she spun and looked at me dead serious, “Babe, are you sure?!” I just smiled dumbly and pulled the door shut. I stood there a moment, shell-shocked at what I had just done. There was a muffled thump against the door and I reached down to open it, but it had been locked.

I stood there stunned. I had not only just given my wife permission to fuck my best friend, but I had pushed her into our bedroom with him and pulled the door shut and now she was alone with him on the other side of a locked door. I stumbled back over to the couch where our friend, Lana was still sitting.

She was smiling but didn’t say a word. I blacked out again… When I came to this time, I was laying across the couch. Lana was crouched on her knees facing me, her face inches from mine, her hand caressing my shoulder. “They’ve been fucking like that for over an hour”, she whispered, “it’s so hot!” Suddenly, I heard it.

There were noises coming from my locked room. There was the sound of slapping flesh, and my wife was moaning gutturally almost to the point of shouting, not seeming to care if the whole neighborhood heard her. “God, she’s getting fucked so good. she REALLY likes that, doesn’t she? Can you hear it?” Lana said, before leaning in to kiss me, “You like that, don’t you?”

I awoke the next morning on the couch, my arms around Lana. My initial confusion gave way to embarrassment and arousal as the memories of the previous night flooded back. My swelling prick pushing into Lana’s ass roused her, and she let out a contented ‘mmmm’ and pushed her ass back on it before saying, “somebody’s awake.”

I chuckled nervously, and she got up and went to the bathroom. I quickly crossed the living room floor to check the bedroom door and it was still locked. After Lana came out, she gathered her things and left. Dan and Kya slept in for hours more. I cleaned up the party mess and paced around nervously. At one point, I heard the shower running. Eventually, Kya finally came out looking sheepish and I crossed the room in a flash to hug her. She looked sheepish and worried.

I kissed her and reassured her that everything was ok. She nodded and we made breakfast together. Dan joined us and acted like nothing had happened. We all hung out until he finally left in the afternoon. As soon as the door was shut, I turned to her and BEGGED her to tell me what had happened.

Why had they locked the door?! Did they really go for hours?! Had she cum?! How did she feel?! Was she ok? The questions rushed out of me in a torrent. We sat down at the kitchen table and she broke out the vodka as a bit of liquid courage before proceeding to tell me everything.

As soon as I had closed the door, he had crossed the room in the dark and locked it. In the process, he had pushed her against the door (which was the thump I heard the night prior) and although the forwardness had shocked her, she let him kiss her and they began to frantically make out like they had been when I had woken up and disturbed them the first time. They desperately fumbled to remove each other’s clothes in the dark while I stood there dumbstruck on the other side of the locked door.

After he had gotten her sufficiently naked, he pulled away and guided her toward the bed, pushing her over backward onto the mattress. He then knelt down and went down on her before working one, then two fingers into her. She said that she came very quickly and was worried, because she is normally one and done, even to this day. After she became too sensitive, they scooted up and lay side by side on the bed kissing and fondling each other again for a long while before he pushed her hips away from him and pushed forward. She rolled over and lifted a leg to give him room to work.

He teased that cock that she has described to me as the sexiest she had ever felt along her slit while he reached around her and held her close.

His was the first cock she had felt against her pussy besides mine, and she desperately wanted it inside of her. As his cock slid into her, she felt something that surprised her. She started to feel that buildup again.

He pumped in and out of her pussy slowly at first before increasing rhythmically. Just before her second orgasm of the night built up, he pulled out, leaving her whimpering and clutching the sheets.

He got up onto his knees and pulled her back by her hips into doggy style. Now, she had already told me several things that made my stomach sink and dick stiffen at the same time. She was typically very reserved sexually, and we usually did some combination of oral and missionary before calling it a night.

Any attempts at other positions for us were met with a lukewarm response. But her story was just getting started. She swigged another shot of vodka and went on.

He seemed to take his time in doggy style, running his hands over her ass, up her back, and pulling her hair while he filled her up with that cock she craved. As his pace slowly increased, his hands and thrusts became more fervent. Eventually, he had her pinned down grasping the nightstand for stability while thrust into her from above/behind in the “prone bone” position.

With one hand tangled in her hair and one squeezing an ass cheek, he thrust into her with everything he had. She came for the second time of the night in that position and described it as so intense she almost passed out.

I think this is also about the time I had come to for the second time and listened helplessly to her guttural shouts from the living room.

Just when she thought she couldn’t take any more, he stopped and pulled back, collapsing next to her on the bed. She rolled over onto her back, exhausted and more sexually satisfied than she had been in years, but he wasn’t done. He kept kissing and caressing her and slowly climbed back on top of her between her legs.

She welcomed him with warm kisses and wrapped her legs around him, determined to get her prize. His dick found her wet pussy again and pushed in naturally. He continued to lavish kisses on her lips, neck, and shoulder as he thrust into her again and again.

For the second time, she found herself surprised by the warm feeling building in her pussy. As his thrusts and grunts grew in fervor, so too did her moans as she built for what was the longest, deepest orgasm of the night. Just as she peaked, he grunted and pulsed inside of her as he flooded her pussy with burst after burst of hot cum. He eventually rolled off of her and they both passed out, completely forgetting about me locked out of my own bedroom for the night.

The next morning, she woke up with a man who was not me in the bed next to her, and she realized what had happened as the events from the previous evening flooded back. She quietly got up out of bed and went into the master bathroom for a shower.

While she was recounting the events in her head, she heard him come into the bathroom and ask if he could join her. She felt awkward, but put on a brave face and said, “sure.” While in the shower, they talked about what had happened and he ended up washing her back, and then her body, and before you know it, he had her bent over, fucking her from behind again.

She took another shot of vodka and told me that although she didn’t come again, it was so hot because it felt like he was just using her for his own pleasure at that point.

After he was done with her, she felt super sheepish and turned off the water, fetching a towel to dry off, and then taking her time getting dressed before opening the door to face me, where she was certain I would be furious with her.

At this point in the story, I stood up, grabbed her hand, and led her back into our room with the dirty sheets on the dirty bed where a different man had just fucked my wife for the first time ever.


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