Cuckold Archives — Page 166 of 200 — NSFW story

He’s Here! [MMF] nsfw?

I called into the bathroom.

“He’s here. Are you ready honey?”

“Almost,” she said. “Just give him a glass of champagne or something,” she said. “I’ll be ready in five minutes.”

He had texted from the lobby and was heading up. We had met him only once, at a bar last week, for a meet and greet. It had gone well. At the end, Lizzie had given him a wet kiss goodbye which seemed to knock his socks off. Afterward, we arranged via email to meet here at the Weston Hotel downtown.

He knocked on the door and I let him in.

“How’s it going,” I said.

“Great,” he said, with a bit of a grin. He was about to fuck my wife, after all. His day was going pretty god damn well.

“It’s Raymond, right?” he asked me.

“That’s right,” I said. “You’re Ken.”

“I am,” he said.

We laughed.

This was the first time for my wife and I. We were both nervous. But we had role-played it and arranged it and flaked out and chickened out so many times — we were done fooling around. I was going to become a cuckold tonight. A real cuckold. And this guy, Ken, was going to fuck my wife. Read more »

He’s Here [MMF]

I called into the bathroom.

“He’s here. Are you ready honey?”

“Almost,” she said. “Just give him a glass of champagne or something,” she said. “I’ll be ready in five minutes.”

He had texted from the lobby and was heading up. We had met him only once, at a bar last week, for a meet and greet. It had gone well. At the end, Lizzie had given him a wet kiss goodbye which seemed to knock his socks off. Afterward, we arranged via email to meet here at the Weston Hotel downtown.

He knocked on the door and I let him in.

“How’s it going,” I said.

“Great,” he said, with a bit of a grin. He was about to fuck my wife, after all. His day was going pretty god damn well.

“It’s Raymond, right?” he asked me.

“That’s right,” I said. “You’re Ken.”

“I am,” he said.

We laughed.

This was the first time for my wife and I. We were both nervous. But we had role-played it and arranged it and flaked out and chickened out so many times — we were done fooling around. I was going to become a cuckold tonight. A real cuckold. And this guy, Ken, was going to fuck my wife. Read more »

Reciprocation – Devil’s Threesome [MFM]

As I said in my last submission: Here is the story surrounding the Devil’s threesome, I arranged for my girlfriend, Ivy, after she arranged a MFF threesome, with her friend for me.

It took us a while to find someone. Ivy has a colleague at work, his name is Thomas. I didn’t want to volunteer a friend or something, because I wasn’t sure I would be able to compartmentalize anger, jealousy or awkwardness as Ivy, when she let me fuck her friend.

Thomas had always had the hots for Ivy. He was ogling her ass, anytime they crossed paths. So when I offered him the opportunity to join Ivy and me for a threesome, he was hesitant at first, smelling some kind of trap, but when I explained the situation, he jumped on the opportunity. (Needless to say, I work as a private investigator and spent some time stalking his ass.)

We set up things and invited Thomas to dinner. After a light meal and some drinks, we moved to the living room. I think he was more nervous than me, and I could tell Ivy didn’t have a clue how to get started. Read more »

How I became a cuckold or how my roommate made my fiancee join them [MF][MFF]

So the recent weeks have been crazy. Without knowing it from day to the other I am a cuckold and what is far more concerning I am starting to like it.

It all started with my roommate Karel and a party we were visiting. My fiancée, Sophie, was also accompanying us with her best friend Eve.

Karel is European and pretty athletic. Sophie is a petite redhead with C-Cups. Eve is blonde, wears hipster glasses and has what I guess amounts to D-Cups. But my eye measure isn’t the best.

The four of us went to a big party on the local university campus, to celebrate our success in the semester’s last exams. Drinks were plenty, the music was loud and everyone was enjoying their time dancing. Karel and Eve have not hung out before to my knowledge, but that evening something clicked between them and they were dancing with each other pretty much groping each other the whole night. Sophie and I were just as eager in rubbing our bodies together and pawing each other as Karel and Eve. Read more »

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Tonight was the night. I slowly walked up to him, gazing into his eyes. “See something you like?” I asked. “I see something I love,” he retorted. He grabbed my ass firmly and squeezed with his large hands. I let out a soft moan. My eyes made their way to his crotch where I saw an outline of the biggest cock I had ever seen. I reached for it and realized it wasn’t even hard! As I rubbed his cock, it pulsed and grew with every stroke until it was the size of my arm. I could feel my panties get wetter by the second. I pulled his shorts down as his dick jumped out and was towering over my head. I grabbed it with confidence and shoved as much of I could into my mouth. After struggling to get half of it down my throat, he threw me onto my back and ripped my pants off. Pulling my soaked panties to the side, he slowly inched his massive cock inside me.

Update: How swimming in [m]y underwear got me a handjob, sex, and now a sleepover with my friend’s g[f]

Hey, me again! Had a great sleepover with Melissa that I wanted to share with you all. A couple people reached out and asked if I could make a chronological link list of all the previous posts of mine and Andy’s, so here goes it:

The pic I posted right after I went swimming with friends in my underwear that fateful night: https://www.reddit.com/r/Bulges/comments/5xhjqr/just_swim_in_your_underwear_they_said/

The recap of the handjob Melissa gave me and the leadup convos with Andy:

How swimming in [m]y underwear got me a hand job from someone else’s girlfriend [xpost from r/truebigdickstories] from gonewildstories

My recap of convo with Andy where he told me he is thinking about letting me fuck her:

UPDATE: How swimming in [m]y underwear got me a hand job from someone else’s girlfriend [xpost from r/truebigdickstories] from gonewildstories

Andy’s first reddit post where he asked for advice:

May let my gf sleep with a male friend, advice needed please from Hotwife

His recap of the threesome we had:

Update to my previous post about letting my gf sleep with my hung friend.. we had a threesome! from Hotwife Read more »

Wife’s side of the last submission [Group][Cuckolding][Long]

This won’t become a regular thing, but I convinced my wife to share her side of events. I have been asked that a lot. [Here](https://old.reddit.com/r/gonewildstories/comments/9iwdqf/my_wife_becomes_his_slut_and_is_passed_around/) is the link to my last submission, for those who haven’t read it. I tried to translate her words as faithfully as possible.

Let me start by saying this. I am happy with and love my husband, let’s call him Patrick. We swing and have even more adventurous escapades sometimes. And our sex is very good, but sometimes I like a man to be forceful with me and Karl doesn’t shy away from using me rough and hard, when I am in such a mood. Read more »

My wife becomes his slut and is passed around [Group][Cuckolding][Very Long]

I hope you can forgive bad formulations and mistakes, English is not my native language.

I have shared some of my cuckold experiences here before. As I mentioned before, I was fine with my old friend Karl cuckolding me, after he beat me and won a bet on our usual sparring matches. Karl is an army buddy, who I can trust, otherwise I never would have suggested it. I never wanted a group of guys fucking my wife in front of me. Well It happened anyway. And here is how we ended up there.

So my army buddy Karl and I sometimes bet on our sparring matches, once in a while we even bet nights with our SOs. Karl is better at hand to hand combat than me, has been since our army days. But he is not that much better, so I can’t beat him. It just seems like whenever we bet our SOs, he gains extra motivation or drive. I have not been able to beat him, whenever we bet. As time went on Karl grew more dominant in our cuckolding sessions and my wife enjoys his rough and dominant approach very much once in a while. She also enjoys new experiences however. That is how we started swinging/ partner swapping and drifted into cuckolding in the first place. Another thing I have not mentioned before, Karl and I train with some people from our army days and even do group sparring on occasion. Read more »

The Arrangement [MF – MF][MFF][SWAP][CUCKOLDING]

So after my girlfriend at the time, Lisa, essentially cheated on me and cuckolded me as described [here](https://old.reddit.com/r/gonewildstories/comments/9e48g2/my_first_cuckold_experience_mff/), we had a huge fight. As much as the cuckolding had turned me on in the moment. I was pretty angry the next day.

So Lisa and I had enjoyed the situations in different ways. But we had to find a sort of balance, because I wasn’t comfortable with simply sharing my girlfriend. After weeks of talking it out with her and my roommate, we came to a sort of arrangement. Charlie was a pro at picking up girls at his work as a bouncer and barkeeper. He brought a lot of new girls home. The arrangement was that, if the girls he brought home agreed, we would swap partners sometimes.

So when Charlie brought home a new girl, called Lilly some months later, she agreed when Charlie broached the subject. Not the very first day of course, but after we got to know each other better.

We started pretty awkwardly. We had some drinks and put on some music to fill the awkward silence. Charlie was sitting beside Lisa and I beside Lilly in our flat’s living room Read more »