I was indecisive about writing about this date or not. Not because it's a bad story but because it made me feel wrong at the time, even through all the Cuckold stuff that I was doing. But now that it's been a couple years since, and I've "evolved" as a cuck I thought why not?. It's the last big story that I've been apart of that I can remember so I hope you enjoy.
This happened within a year of my first time cucked and a couple months after I got engaged. (This is kinda important to the story)
I think this was my third time in general and the first one where I was actually about to become a husband. I'll explain.
CuckoldPlace.com
As I've told you in my early stories, my wife Patricia cucked me for the first time with a friend of ours Andrew and it was the best we got since he was a virgin and not that physically fit to be a bull. We loved it anyway. We had one other date with a guy that didn't go well at all but the important part it that I proposed to her not long after.
I did it in a very romantic way at sunset, she of course said yes. She absolutely loved it, specially the ring. It wasn't anything too expensive but it was enough, with little diamonds around a blue safire in a shape of a heart in the center.
In the following weeks we didn't want to turn to the cuck fetish again since our lives became a lot more.. romantic? We were always a very close pair even after I told her about my fetish.
So in those weeks we stopped the naughtyness and focused on planning the wedding.
Easier said than done, planning a wedding is stressful but since we had finally enter the water of actually doing it with other men and not just teasing with strangers online, I didn't want to stop now. She hinted that she wanted to do it again but never had the courage to say it to me.
I was the one that broke the ice and asked if she wanted to do it one last time before we got married and the stop completely. (As you know, we didn't stop completely after that hehe)
She said yes and we did it.
What I've told you before was that we stopped after our second time and I just continued by myself watching cuckporn online and we grew apart after that. Well the real reason why I didn't talk to her about it was because I didn't know if I wanted do it again. I was very torn between fellings and my pleasure and I knew that she was against the idea. All because of that day.
So, like I said, we stopped planning for the wedding and she used her online fake profile to look for dates and she found one relatively quickly.
It was a older man in his 40s or 50s. He had a very kind face and said that he was looking for a one and done thing. She talked to him for a few days trying to get to know him well since our second time Cuckolding turned out bad because of the guys personality. So this had to be good to strip away all the Cuckold desires we had before our marriage.
We'll call the guy Frank for this story. Frank was very new to the idea of doing it with a guy watching, he had heard about it but never knew that people on our island actually did it. (Not many do it here to be honest)
Anyway, he got the picture and he was the one asking us all the big questions like if he had to use a condom. He didn't.
If she was about to anal, she wasn't.
If he could cum inside or in her mouth. Yes.
And if I was going to touch him. We told him that I was only going to watch her and maybe jerk off in the corner.
He agreed. The day came and we drove to his place since. He was at the door when we got near his house and he waved at us.
There was no transit behind me so I stopped and he told us that there was a place to park at the end of the street.
I started moving but he interrupted us and asked if she wanted to just get in while I parked the car. We froze, I didn't want her to get to his place alone for her safety but he didn't seem like a bad guy so she hesitantly said sure and got off the car. She turned to me all nervous and gave me a half smile and a look that said to hurry the fuck out.
I did. I parked way down the street and almost ran to his house. In the way there I saw this guy that I knew from school and he wanted to catch up. I really didn't want to respond but he asked about Patricia and about the awesome proposal that did. I told him that she was good and yada yada.
He then asked me if she was working right now. Just to make conversation and I told him that she's working right now and that I had to go pick her up. (That answer made me blush) He said goodbye and I thought to myself that I hoped that she wasn't "working" right now, because I wanted to watch. That felt
I got there and knocked at the door. He opened the door and she was sitting at his living room couch with a full glass of wine in her hand. I sat next to her and he sat on the small couch on her other side.
He explained that they were just talking about us and how we were just engaged last month and how I did this romantic thing, she showed him the ring and he found it very romantic and he talked about how his marriage before the divorce was wonderful in the beginning.
He joked about it not ending that well and that it was his fault and the cheating she caught him doing. He said that he wasn't a bad man but he was a bad husband even if his wife was also at fault sometimes.
We started to feel bad for him and didn't know what to say to that so Patricia put her hand on his knee and he got his hand on hers. They shared a look and he switched topic and told her that she was way more beautiful that his ex wife and that I was only lucky man to marry this angel.
She blushed and as I looked closer to her cheeks and shy smile I saw her lipstick was torn. Like she had already done something with her lips.
I later knew from her that in the time I was away she got inside his place and he asked her politely if she was sure about doing this and she said yes, that she was just nervous and he asked her if he could just give her a kiss to see if she wanted this or not, she nodded yes and they kissed on the lips while they held hands.
She told me that it felt right to her then. She then asked him for a glass of wine to calm her nerves and he served her one passing his hand on her waist. She got on the couch and they started talking about doing it with her being engaged, that's when I came in.
So there we were, Frank got up and told me to pull up a chair from the kitchen to his bedroom and he extended one hand to her and a gentleman and she took it, she got up went to his room. I was close behind and as I sat down and looked at them, he had already gotten his arms around her and looked at her very passionately like he knew her for a long time.
He slowly went to kiss her and he did so very gently and caring, passing his hand on her hair and behind her head.
She had her eyes closed and her face turned red again like she had just kissed her crush from school. I was so hard seeing that. He then passed his fingers on her chin and finally stopped kissing her and whispered:
-Sweet girl… I want to see you naked.
She had her eyes glued to his. It wasn't like Frank looked like a Hollywood star but it was his way of talking and body language that made her fall for him.
Her eyes didn't leave his after he said that and she continued glaring at him while he slowly pulled her dress down from her shoulders.
Until her cleavage turned from a naughty peeking look to full on only nipples covered. He paused before her dress showed her nipples to tease her and she grabbed it right between her boobs and took it down to her waist and jumped to kiss him more.
She was now aggressively making out with him and he grabbed her boobs with both hands until he gasped:
Aww..my God.. they feel so nice… You feel so nice…
He said as he got his hand under her panties making the rest of the dress now completely fall from her waist to the ground revelation her sluty naked body with that man.
Suffise to say she was wet and longing for what was next, she grabbed his pants pulling it to her while she turned to the bed.
Frank took them off as well as his shirt while she took her panties off. He looked at me before taking off his boxers like he was embarrassed so I looked away for a moment.
I got hit with them in the chest.
I looked at him and he just said:
-Hold them for me.
I saw his older girthy penis and she was already on her knees on the bed also looking at me with a surprised laughing look. I said ok and holded his big boxers around my hand while I groped my dick over my pants.
He was standing next to the bed telling her to get confortable on her knees on the bed and he grabbed his half hard dick in her direction.
She got her face close to it and gave me a side eye as she opened her mouth and started to suck the tip. She started to get into it more and he just cleared the hair from her face to look at her eyes while she did it. It was all so simple am but so hot to me.
I wanted them to start fucking and he must've read my mind because he was now looking at me while she choked on his dick and then asked:
-Young man.. your fiance is the best cocksucker I've ever had. I can't wait to see how she feels down there.
She heard it and took his cock off her salivating mouth. He then extended his hand once again to her and she grabbed it like before and he pulled her off the bed and gave her a kiss on her fingers where she had the engagement ring.
-Truly a beautiful ring for a beautiful woman.
She couldn't hide her smile and he turned her around by her hand like a dance move and pushed her into the bed getting her in all fours.
He kneeled on the floor and got his face in front of her pussy. He grabbed her fat ass cheeks like a burger and spread them open and started to eat her pussy.
He knew what he was doing because she didn't fake a moan even once. It was all pure pleasure. He started to also spit and lick her asshole, she didn't stop him as it felt too good.
He turned her upwards and her eyes looked so damn fucking sluty towards him. He pulled her by her thighs to the edge of the bed and she said:
-Oh, go easy on me, I've never been with a big man like you..
-I can't promise anything my angel, I've never done it with a engaged girl either.
I couldn't hold it anymore I had to jerk off to that. It was so hot but that comment about her being engaged left a stain on my mind and things were about to turn on my part.
He got his penis on top of my wife's pussy and I could see her as also very hard. He tapped her wet pussy with his dick as she holded her legs apart so he could get it inside. And he did.
They started fucking fast, as he pushed his dick inside her whole body moved away and her tits jiggled so much while she moaned softly.
-Thats it girl, you're making me so hard..
He looked at me and continued:
-..as well as your future husband over there.
I was in the middle of pulling my pants down and getting to my dick.
She looked my way and then smiled and looked back at him.
-You sure you want to marry that boy?
He said as he lowered his body closer to her without skipping a beat on his rythom.
That was starting to make me a little uncomfortable, yes I was there to watch my future wife getting fucked by another man but talking about our future marriage like it wasn't that serious turned me off psychologically.
She didn't respond and he got even closer and gave her a kiss on the lips and asked again in a more serious tone.
-Would you rather marry him or me right now?
She responded with a innocent smile:
-You.
She was taking it as a joke but as soon as she glanced at me and looked at my face she knew that she just crossed a line without thinking.
It was too late to take it back to Frank as he got full of himself and started snickering.
-Shit, I would treat you better than him for sure. We could've just got married and this is our first night in bed.
Patricia didn't even look at him this time. She wanted to give him a hint to that not being ok.
-I can satisfy her for good so you wouldn't need to try that hard when you get married hehe
He was becoming different from what he was before we started and me didn't want what happened last time to repeat. I had to say something or else we would get hurt again.
-Hey hum.. can you keep our marriage out of this?
-What? Does that hurt your feelings?
-Yeah man..
He stopped fucking her completely now
-I thought you liked that.
-I thought I did but I guess not.
We three felt the room get a heavy uncomfortable vibe. I didn't know how to proceed, my mind blanked on what to say, I never was one to speak up about things and neither was Patricia but she took the lead.
-What he means it that he doesn't like to hear you talk about it, you can still do me as you want.
-He can cover his ears can't he? C'mon sweetheart, you're not married to him yet. I saw that you were liking what I was saying..
She didn't look at me. I spoke again.
-Hey, we are engaged tho, please..
-Don't listen to him Frank. Look.
She cut me off as she took her ring off her finger and threw it in the bed in my direction and show him her now ringless finger in a naughty gesture.
I couldn't believe how she just did that against my will..
He smiled in a proud way and started to kiss her boobs and neck.
Her eyes met mine and she turned away and hugged his head and moaned as he bit her nipples.
The whole thing was all wrong to me now. This was almost cheating if I hadn't started it. I didn't even want to jerk off even tho my dick was still hard as a rock.
I noticed that I still had his boxers in my hand so I let them him hit the floor and thought about leaving the room. I looked at them and he was looking at me while he fucked her pussy and had his hands grabbing her big tits.
He didn't say anything to me. He just told her to get on top of him.
She started riding him as they switched between holding hands and him just squeezing her boobs. He was hitting her sweet spot and started to move her hips faster back and forward.
He told her:
-Get those beautiful breasts on to their owners mouth.
She got lowered herself and her big tits covered his whole face, he began slapping her ass and grabbing it to move it even faster on his cock, her tits bounced up with one of them still in his mouth, he didn't let it go even as he moaned and sounded like a dog not wanting to let go of the bone.
She gave a whimper and stoped as she climaxed and he gave her a kiss on lips and told her to get on her knees on the floor.
He stood in front of her, I was on their side so I could see her begging eyes very cleary. I wasn't even looking properly now.
He started to masturbate in front of her face and told her to get her ring.
I looked to see why the fuck he asked her that and he grabbed it and told her to get her mouth wide open.
She did and he played the ring on top of her tongue and told her to leave it there and don't move.
She stood still and he started masturbating again, faster then before and not a minute later he came.
His cum fell right on the ring and jaw got full of it until it started to run to her chin. She had this tired look but I could tell it was very hot to her. Which pissed me off.
She closed her mouth to swallow and he quickly told her don't! To put the ring back on still covered of cum and she did. It slipped right in with a drop of cum running through the back of her hand.
That woman couldn't stop smiling.
-Take it as my blessing to get married hahaha.
She snickered as she cleaned the cum from her chin and swallowed it all.
I couldn't take it anymore. That was too much for me so I got up and got my pants back on and walked to the door.
Before I left he told me to throw him his boxer. I picked them up and threw them to the bed and told me that I had been very obedient. That it was a good sign for her in the future. They started laughing and I left the room and waited on the living room.
My heart was pounding over my anger, sadness and horniness. The house was all so quiet once I calmed down and I could hear them talk on the bed.
-Why did you cheat on your wife?
-It was stupid, I was just bored and didn't feel like that woman was the one for me anymore so I didn't care about keeping our vows and it eventually we got divorced.
-You should've got divorced before hooking up with another girl.
-It wasn't that simple at the time. Besides it was for the best because now I ended up here with you. What did you think about your party? hehe
-I'm happy that it was with you.
After that I heard them kiss for a while and then they got dressed. Once they got out of the room I just opened the front door and waited for her outside. I didn't want to be in the same room as him ever again.
She followed right after me and before she left he took her hand and gave it a kiss and said "I had a great time" and then she said goodbye and walked next to me.
The walk to the car was very quiet and in the ride home she told me that she the whole thing was wrong and stupid. She just wanted one last cuckolding fuck before getting married to me and didn't want it to get screwed up like the last time. I totally understood but still it hurt like a motherfucker seeing my future wife act like she didn't care about it.
Only when we got home and she went to the bathroom to clean her hands was when I realized that she still had cum on her ring and that felt like a punch to the stomach..
We never spoke about it ever since, we did talk from time to time about our very first time but not that much. We got married and well.. like I've written in other stories, you know things got really bad and then really good and we started to do it again but never involved anything the our ring ever again.
The reason why I'm only telling you about this particular date now is because it hurt me personally and not in a cuckold way. Now if that happened I would absolutely love it as a humiliation punishment but that wasn't the case back then, I was still pretty new to cuckold.
Also, the ring has always been sacred to our relationship but that will change on my next experience in a few weeks.. I'll explain in a next post.
So I hope you enjoyed my emocional torture, I still have mixed feelings about it but I've thought about it and I should've written this when I told you all about my past in order. Oh well please leave a comment or say something about it so I don't get sad lol.
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