CUCKOLD STORY — Their First Cuckold Experience on a Trip to Madrid

In this gripping chapter of cuckold stories, I bring you the reflections of a member of the community who contacted me by email:

Image 1 from the cuckold story: CUCKOLD STORY — Their First Cuckold Experience on a Trip to Madrid

After that email, I asked him whether he would share his story with everyone. He agreed to send me some very kinky photos of his hotwife, and here I share his reply verbatim:

Image 2 from the cuckold story: CUCKOLD STORY — Their First Cuckold Experience on a Trip to Madrid

“They were the best pieces of advice and recommendations I have ever been given. Following every guideline you gave me at the beginning produced results I could never have imagined. As you will remember, in our first conversation I told you that I had a terrible need to see my wife enjoy herself and feel completely satisfied, because I sensed she needed more. And I was happy to do whatever it took to be a good cuckold so that she could be happy and fulfilled in her sex life.

In our first conversation, I told you that whenever we had oral sex, we used a fairly large vibrator (21×5 insertable). She would be on all fours on the bed while I stood beside her, fucking her with the vibrator as she sucked me, simulating a threesome, which drove her wild. But once that moment was over, if I suggested having a threesome or using a real cock of that size, she would avoid the subject.

The Road to Her First Time

I began following your advice to the letter. I started whispering to her about it being a real cock that size fucking her while we had sex. Or, instead of one, both the one in her mouth and the one in her pussy could be that big. Other times, I would casually turn on the television if we were having sex in the living room and a threesome or cuckold porn happened to be scheduled. Little by little, I made her understand that I wanted her to truly enjoy herself and make me a cuckold.

Our conversations during sex became more exciting each time, and she got into the role, enjoying the thought of having a real threesome or being fucked by a well-endowed, active man. Gradually, she was the one bringing it up more often and wanting to try it more, while I, of course, was overwhelmed with pleasure whenever I heard her talk about it or fantasize.

And finally, the day arrived!!

Image 3 from the cuckold story: CUCKOLD STORY — Their First Cuckold Experience on a Trip to Madrid

It was last autumn. The two of us went to Madrid alone for a few days and stayed in an adults-only hotel. Throughout the trip, she kept bringing it up, telling me we could visit a swingers’ club or look for something online… So we started looking into options for the trip, and things grew hotter and hotter. We saw several clubs and some ads for guys who really turned her on.

When we arrived at the hotel, there was a gorgeous young trainee at reception with a great body. They seemed to connect, exchanging looks and talking very naturally. When we went upstairs to the room, she told me she had loved it and was incredibly horny, and that she would love to have sex with him! From her expression, I knew she had made up her mind and that she was finally going to make me a cuckold. What I never imagined was what would happen that night.

When she drinks, it is amazing how uninhibited she can become and how she turns into a complete slut, although of course it had always been with me. But she knew exactly what she wanted and who she wanted, and I suppose her mind kept fantasizing at full speed after all the moments we had spent imagining and acting it out together. So she got undressed and told me to order a bottle of MÖET. While they brought it up, she wanted me to get the vibrator ready (we had brought two: the EL BIG BOSS by Fun Factory and another realistic, rotating one, the larger R10 Natural by VIRGITE)—the biggest one, of course, haha. She wanted me to masturbate her hard while she was on all fours, but only that: she wanted to imagine the guy fucking her. That was what we did. She got on all fours, switched off all the lights, left the room completely dark, and said, “Come on, handsome, come in and fuck me the way I need so badly.”

Image 4 from the cuckold story: CUCKOLD STORY — Their First Cuckold Experience on a Trip to Madrid

She was completely uninhibited and determined to enjoy herself. So I came up without saying a word and began penetrating her slowly, but very, very deeply, until I saw her squeeze to feel all of me inside her. Then I started fucking her very fast, until she began moaning like crazy and shouting that it was the best thing anyone had ever done to her, that she loved the way I was fucking her, how much she needed it, and that she wanted me to leave her pussy full of cum. It was an incredible experience. I had an orgasm and came enormously just from hearing her and feeling her as I pushed the entire dildo inside her and squeezed her as hard as I could at an incredible speed. Suddenly she had an unbelievable orgasm and could not stop talking, as if the guy really were fucking her. Then she surprised me again, calling me and saying, “Come on, darling, I want you to clean me very well and collect all the cum this guy has given me. I know you are dying to do it, love, and I want us both to enjoy it while we kiss.”

The Night at the Madrid Hotel

That was how we had the most realistic simulation of making me a cuckold. Above all, it helped us feel more relaxed and calm about everything waiting for us that night. After that, without showering and with a slutty, wanton expression that could be seen from a mile away, she told me she was going downstairs to speak to him so he could give her all the information about what the hotel offered. But really, she was going downstairs to tell him she had loved it and that, if he wanted, she would love to spend the night with him. She went downstairs, and I stayed in the room, stunned by everything I had just enjoyed, with my cock harder than ever because I was so aroused.

She went down without her phone or anything else—and by anything else, I mean she was wearing only a dress and espadrille wedges. She did not put on any underwear; she was completely determined and out of control. And as she took her time—more than 40 minutes passed before she came back upstairs—I could not stop thinking that they had already gone off together. But to my surprise, she returned to the room with a face and expression I had never seen before. Whatever had happened during that time, it was clear it had been—or was—spectacular for her. Imagine my reaction when she told me what happened: when she went down and spoke to the guy, he realized what she intended. He told her to wait a moment because his shift was ending, and he would be happy to show her all of the hotel’s facilities and official offers, together with a friend and colleague who worked in public relations for the night parties held outside the hotel at several clubs. I do not even want to imagine how she looked at them or what she said to them.

Image 5 from the cuckold story: CUCKOLD STORY — Their First Cuckold Experience on a Trip to Madrid

The plan he offered was for her to spend the night with both of them. When she told me, I was stunned, because she had told him everything—that was why she had taken so long. She said it would be her first time after a long time, explaining that she wanted him to make me a cuckold, that she had just simulated one of them fucking her mercilessly and leaving her full of cum, and that I had cleaned it all up. So, of course, he said yes. And she told them something she had never told me. She is a teacher, and over the last few years she had been teaching courses to adults and people in their twenties. She said she had long wished that one of them would get her drunk at a dinner or something and trick her into having sex with her. And they were going to make her greatest fantasy come true and enjoy it.

Have a threesome with two real cocks, make me a cuckold, and above all have them be younger, very handsome, and in great shape. But what she did not know was how big the real cocks would be. Those two guys were something else. Besides being incredibly kinky, insatiable, and active, they both had enormous cocks. And by enormous I mean as large as—or even thicker than—the R10 vibrator we had used shortly before. The guys told her that, for the occasion, there were several connecting rooms on the top floor and that it would be ideal to do it there for discretion and privacy. Aida thought it was a good idea and suggested that, if I was comfortable with it, since it was the first time and she did not know how I would react, she should be alone with the guys while I stayed in a room next door. That way, she would feel calm in case any problem arose and, above all, would not feel strange or bad about doing it in front of me. I thought it was a great idea: besides turning me on completely, it was incredibly kinky to be able to listen to her and masturbate while imagining what was happening. She gave me a huge kiss and got down on her knees to suck my cock.

Afterwards: A New Life as a Cuckold

Just as I was about to come, although I had never done anything like it before, she stopped and told me to hold on; she wanted me to come while listening to her truly enjoy herself, satisfying her fantasies as two real men gave her the best experience of her life. I could spend a thousand hours telling you what happened that night. I think I have every second, every sound, every moan stored in my memory—each time she begged for more, each time she asked for cum, told them it was the best thing in her life and that she loved them. I could not stop getting more and more aroused and coming without touching myself, just by listening.

They were together for six hours—and by six hours I mean six hours of fucking. Six hours without stopping. They each came five times, everywhere. More than once, it seemed as if they were synchronized, both coming at once: one filling her mouth while the other filled her pussy or ass. It was incredible how she kept asking them for more and more, telling them they had turned her into a woman and that she had finally experienced real sex, real orgasms, and the pleasure she deserved. When the three of them decided the experience had been more than satisfying, the guys knocked on my door, told me I had an incredible, wonderful wife, and said it had been a pleasure to make her enjoy herself as much as she deserved.

Image 6 from the cuckold story: CUCKOLD STORY — Their First Cuckold Experience on a Trip to Madrid

They thanked me and, before leaving, told me she was waiting for me to join her. And imagine what it was like when I entered the room and saw her: naked… exhausted… with a face and body language I had never seen before, with the look of someone who had enjoyed herself like never before. She had done it, and above all she was completely covered in cum everywhere. Her face, hair, neck, breasts, stomach, pussy, and ass, all filled with the smell of cock and sex that covered her body and the room. She only said: “Thank you, thank you so much for telling me what you liked and needed so much, and for all this time you spent making me try situations that led me to take the step and enjoy something I needed so badly. Something we both needed! Come on, enjoy yourself and clean me all over, because you have finally become a cuckold. And after everything these two guys made me enjoy and experience, I can assure you today that this will not be the only time. You will be a cuckold many, many times, because this is what I needed so very much and I had never told you. After the way they fucked me today, the number of times I came, and the way I moaned and enjoyed myself, I want to experience this forever. And by forever, darling, I mean that I am going to make up for the ten years I needed it, and then some. I want to enjoy what I felt today every day.” From the first word she said to the last, those were her exact words.

Since then, it has not been every day, but almost. But always by mutual agreement, asking what I thought and, of course, not with just anyone. And, as you can imagine, it has happened in every way you could imagine. Like the first time, but with me watching; her calling me, making a video call, telling me about it and then recounting everything while I cleaned her; in the car, in our bed, out in the countryside, in a park… In changing rooms, each time kinkier and more depraved, but always with very decent people and after discussing everything thoroughly and making everything clear. The only thing I can tell you is that it is the best thing that has ever happened to us. I have incredible orgasms and ejaculations when I see her, hear her, or when she tells me about it, and she is the happiest, most fulfilled woman I have ever seen. It has changed everything for her, and she is incredibly radiant and attractive. Thank you for every piece of advice and every guideline you have given us. Above all, thank you for making it possible for so many couples like us, thanks to your wisdom and experience, to fulfill such a huge need and fantasy and gain so many benefits from it. Congratulations on your work, your professionalism, and on making the world a little better. A very, very, very big hello. I do not know whether we will ever have the chance to do it, but more than once she has told me that, since thanks to you she is enjoying something as incredible as feeling like a woman and enjoying sex, it would be a pleasure for you—the person responsible for everything she is feeling and enjoying—to spend a night with her.”

More Cuckold Stories

Last updated: March 2026.

Scroll to Top