Cuckold Regret

Cuckold Regret

A few months ago, things began to feel stale in our marriage. My wife and I had been together for over twenty years, and I suppose it was to be expected. I love my wife, Ann. She's still absolutely gorgeous to me. She's forty-six now, a little rounder than when we met, but if anything, it adds to her appeal. I love her curves, her breasts, her ass. I've put on weight over the years too, heavier, greying, not particularly fit anymore.

We've been good at talking about our problems, so when things went south in the bedroom, we had a few discussions about spicing things up and bringing our sex life back to health. We talked about threesomes; the idea of bringing in new blood excited both of us, though we were nervous.

Then one night, while browsing a spicy website for inspiration, the term cuckold came up. We looked into it and it got us both going. We started role-playing in bed, we were too scared to go through with it for real. Ann seemed really into it, maybe a bit too much. That should have been a sign.

One evening, a few weeks after we started the role-play, Ann asked, "How would you feel about doing it for real?"

"You mean, bringing someone in to fuck you?"

She nodded. "Yes, while you... umm... you watch."

Fuck. This was exciting but also a bit scary. It's one thing to fantasize, even role-play, but this was a whole different game.

"Is this something you want to try?"

She looked almost worried to answer. "Yes. I think it could be really hot. It's been years since I've experienced anything new. I mean, it's more than twenty years of the same cock, and don't get me wrong, I love your cock, but the thought of something new is exciting. Plus, the thing I love is that you'll be there watching. That really makes it hot. An experience we can have together."

I listened to her. It did sound hot, seeing her face as she was fucked, but could I do that? "I get it. That does sound hot, but isn't it a bit weird that I just sit and watch?"

"No. That makes it really sexy. You can't do anything, you know. Just watch and give over to it. But if you're not okay with it, I understand. I love you and I don't want you to do anything you don't feel comfortable with."

I could feel how much she wanted this. I didn't want to deny her. Plus, she was right; this would be sexy. "Okay, let's make this happen. I guess we need to find someone. Do you have anyone in mind?"

"No. I don't think it can be someone we know, that would be too weird," she said.

Thank Christ for that. I was worried she was going to suggest a friend or something. That just felt super awkward.

After that, we started looking online. We found a few possibilities in our area, messaged a few to gauge compatibility, but one stood out. A man named Markus, young, about twenty-five, very fit and toned. We messaged back and forth for a bit, seemed to get along, then took the plunge and arranged an evening.

We made arrangements with Markus to come to our house; we thought somewhere familiar would be good. He'd arrive Friday night. For the rest of the week, Ann seemed super excited, almost giddy. I was too, but I was also nervous, and the closer it got, the worse the nerves became.

On the day, I had this feeling I couldn't quite put my finger on, a sense of dread, almost. I put it down to nerves. I also told myself that no matter how nervous I was, I couldn't pull out now. It's happening. I promised Ann. We could at least try this; I had to go through with it.

Ann wore a very sexy black cocktail dress that hugged her big ass and tits nicely. She'd brought special lingerie for Markus, that gave me a twinge. I couldn't remember the last time she'd bought sexy underwear for me in fact, I was trying to remember if she had ever. Probably just overthinking.

Markus arrived. He was taller than I expected, very muscular. I know it was my own insecurities, but standing next to him put me to shame. He came in, made some small talk, and I fetched us all drinks. Ann seemed smitten with him. Something felt off, but I knew I had to go with it. We chatted briefly before he said, "Shall we go to the bedroom?"

Ann smiled widely. "Yes, let's." She stood up, took his hand, and led him upstairs to our bedroom.

Fuck. This is really happening, was all I could think. I felt nervous, almost sick. I thought once things got going, I'd get into it and feel better. We got into the bedroom. I sat on a chair facing the bed, and they started making out. Nothing prepares you for the first time you see your wife making out with another man.

His hands roamed her body, squeezing her ass cheeks. She almost squealed as he did it. Slowly, he removed her dress so she was in her sexy lingerie. He smiled a dirty smile. "Very nice. You have a great body." He kissed down her chest and, in a fluid move, flung her bra off to reveal her big tits, taking them into his mouth to suck and nibble.

She was groaning, loving it. "Fuck yes, suck them. Suck on my big fat tits. Shit, yes." She whimpered. Once he was done, he pushed her forcefully onto the bed so she was on the edge, lifted her legs in the air, and peeled her panties off. I could see how wet she was--they were practically stuck to her.

"Fuck, you're so wet, aren't you? What a naughty girl." He tossed them to the floor.

"Yes, I'm wet for you." Fuck, that stung.

He kissed up her legs and started licking her pussy. Within seconds, she was screaming in pleasure. All I could think: You don't sound like that when I do that to you. He held her hips and ate her pussy, really going for it, and she was in heaven.

"Oh yes, please eat me. Fuck yes. Oh god, that's so good. Shit, yes, please. So good. Oh fuck." Her voice got louder. "Yes, there, right there, right fucking there. Uh-huh, yes. Oh fuck. I'm going to--oh no, oh yes, fuck! I'm fucking cumming!"

She came on his face, and he lapped it up. Her whole body shook. It was sexy to see her like that, but I was thinking: I've never made you come that quickly. Shit, this was a mistake, but there was no way out. Fuck.

She panted for air. "God, that was incredible." She looked right at me.

Markus got up from his knees and kissed Ann. As they kissed, he unbuttoned his shirt and removed it to show his chiseled body. She whipped his belt off and pulled his trousers down. He was wearing tight grey boxers that showed the outline of his cock. Fuck, it looked big. She ran her palm over them.

"Why don't you take it out?" She didn't hesitate and started pulling them down. As she did, his cock bounced free. It was fucking huge. Her eyes went wide, clearly delighted. She looked at it hungrily.

My thoughts again: Has she ever looked at you like that? She kissed and licked the shaft, more or less worshipping it. I didn't feel good about this. Then she took it into her mouth and started sucking him, her head bobbing up and down, making gagging noises. She could barely fit it all in her mouth.

"That's it, suck my big cock like a good girl. Yeah, you can do that. Suck that. Feels really fuck good." He looked right at me with a smile that said, Fuck you. I have your wife sucking my cock.

She was sucking with such enthusiasm, gagging on it. He pulled off. "Now it's time for me to fuck you good and proper. Get on your hands and knees and face your husband."

She did. Her ass hung off the edge of the bed. He stood behind, ready to fuck her doggy-style, rubbing his cock up and down her hungry pussy lips.

"Fuck, please. I need. I need you to fuck me."

He smiled the same smile at me again.

"Ready to get fucked properly by a real man?"

I hated him.

"Yes!" she screamed.

Fuck. I can't believe she said that.

"Fuck. Show my husband what I need, what I've been missing. Fuck me hard for him to see."

He pushed in deep. His massive cock went right into my wife, and her face registered pure pleasure.

"Fuck yes," she looked at me and said. "He's so deep. It feels so good, babe. Fuck, I'm so full. I've never been this full. Fuck yes. I think I'm going to cum."

"Already?" I asked. "He's nearly been in you."

"I know, but fuck, it's too much. I can't--fuck!" She screamed in orgasm. He kept fucking her and she moaned more and more.

"Good girl. You're going to cum on my cock again in a minute. Go on, tell your husband how good it feels. Better than he ever could. That's why you got a real man."

I looked shocked. Surely she wasn't going to say that.

"He's right, love. Fuck, his cock is so good. It's hitting me in places I never dreamed of. Fuck, you've never made me feel like this shit happens again." She gripped the sheets as she climaxed again.

"Cum on my cock, you dirty girl." He was pounding pretty fast now. "Fuck, I'm going to cum. I'm going to fill you up."

"Fuck no," I protested. "Don't--babe."

"Please, babe. I want to feel it. Yes, cum inside. Fill me up. Fucking cum in me."

I couldn't believe it. She was letting him cum inside. Fuck, I hadn't even noticed he wasn't wearing a condom. Fuck, this had got out of hand. I always wear a condom. What the hell was going on?

Markus let out a low, guttural grunt, slammed in all the way, and came inside her.

"Fuuuuck yes. Take my cum like a good little slut."

"Yes. Fill me up. I'm your slut. Fill this pussy with your cum."

She looked up, smiling. "Fuck, I can feel him pulse in me. Fuck, I feel the cum. There's so much. I feel like I'm going to burst."

I was speechless. I couldn't get my head around what I'd witnessed. But at least it's over now, I thought.

I was wrong. I watched him pull out, and a big load fell onto the bed--my bed, where I sleep. Suddenly, Ann's eyes went wide. "What are you doing? You're not going to are you? It won't fit. Fuck."

I was confused for a second, then realized he was trying to fuck her ass now. No, this can't be happening. "Go on, you know you want it. You dirty little slut. Don't you want to feel what this cock feels like up your ass? Don't you want to feel my cum leaking out of you?"

She bit her lip and looked at me. "You're not, are you?" I asked.

She nodded. "He's right. I do. Fuck yes. Take my ass. Make it yours. Fuck yes."

He pushed his cock into her. "No need for lube, it's already covered in your cum. That's it, breathe and take my big dick. Yes, take it right up your fucking gorgeous ass."

As he pushed deeper, she groaned. I couldn't tell if she was in pain, pleasure, or both.

Once he was in, he stopped. "Good girl. You got my cock up your ass. How does it feel? Go on, tell your husband. Don't hold back."

"I'm so full. Fuck, it feels like nothing else. It feels fucking amazing. Please fuck me now. Fuck my ass. Please." She was begging him now.

This was too much. He started pounding into her. He grunted; she moaned. He reached down and started playing with her clit while he fucked her ass.

"Yes. Fuck, that feels good. Fuck me. Shit, shit, it's so good. Fuck. Fuck, I'm cumming. Cumming!"

Her body shook as she climaxed again. I'd never seen her come like this. Fuck, all these years and I never made her feel this good. I hated myself right now. He pounded and pounded until he yelled, climaxing and emptying himself deep inside my wife's asshole.

He pulled out. Cum leaked from her; she fell backward. I could see her stretched pussy--it never looked this big. Cum was running out of it, and I saw her gaping asshole leaking as well. Fuck, what had happened?

Markus started picking up his clothes, but before dressing, he took out his phone and snapped a couple of pictures of my wife lying on the bed, looking used. He put his clothes on. "I best be on my way." We said goodbye, thanked him, I hated saying it, but what else could I do?

Now it's just the two of us. I look at her. I love her, but I feel sick about what happened, and I don't know what to say.