Tag: Cuckold

My boss was a cuckold (background and the players) Part 1 [Str8] [MF] [cuck]

[This a repost of a story I put up several months ago. It was removed as Reddit thought is was spam.]

This is a true story. I changed the names of all and many details to further disguise the identities of those in this story. The dialogues are to the best of my memory. It has been more than 45 years since this happened so I hope you will cut me some slack.

There is no sex or depravity in this post, readers. It will give you the background on the players going forward.

In 1976 I became the bull to a hot wife/cuckold couple. I was 25 years old, 5′ 11″, 235 lbs, blue eyes, brown hair. I was working in an office, assigned there for one year, to do some software development.

Derek was my boss, in his mid-30s, about 150 lbs, 5′ 8″, blue eyes with blonde wavy hair. He was a very good dresser and had a very engaging personality. Several women I dated thought Derek was very good looking. Read more »

Me and my wife’s first cuckold experience

So I’ve been into the whole cuckolding idea for some time now. It all started when I found my first pornhub video on the subject and I was hooked. Just the idea of watching someone else have sex with my wife gave me an instant hard on. Like rock hard.

Now up until this point, I’m married to my beautiful wife of a little over 5 years. She’s a brunette, 32 C’s, and an incredible mother to our baby. I slowly introduced the whole cuckolding thing into our lives without really saying the word. At first we started out with vibrators and then occasionally used butt plugs and things like that. Not anything too out there. Pretty tame. But it all started to change when I suggested that we go to a sex shop and purchase a dildo. My wife said she had one years ago before we got together but didn’t really use it and instead used a vibrator. And it took quite a bit of convincing to go to the store but she eventually agreed. Read more »

Claire lets me play with her tits and then sucks my cock as her husband watched from outside his office Part 1 [Str8] [oral] [cuck]

[This a repost of a story I put up several months ago. It was removed as Reddit thought is was spam.]

This is a break from my stories about Darla, the wife of my supervisor, with whom I had a 5 month affair. I am continuing to work on stories about that affair but recently something happened that brought back pleasant memories of my relationship with an absolutely lovely married woman from church. What happened to trigger these memories? I ran into my affair partners husband. Yes, he is still alive. Alas, she passed on several years ago.

This is a true story. I changed the names of all and some details to further disguise the identities of those in this story. The dialogues are to the best of my memory. It has been more than 45 years since this happened so I hope you will cut me some slack.

Tim was an accountant with a one man practice. He and Claire lived three blocks away from my family home in a small town in the Northeast. They went to the same church as did my family. That is where Claire and I started to flirt whenever the two of us were alone. The flirting was very exiting for me as Claire was one of the three best looking married women in our large congregation. Read more »

[MF] Had kinky sex with my amazing new partner for the first time after having only vanilla sex before

I made a post on r/sex but I figured I can go more in detail here. I’m 23 years old. Lost my virginity at 16 to an old friend. Was in a relationship with my HS sweetheart from 16-21. Hooked up with a number of girls from 22 until last May. Everything was vanilla, but I’ve always had urges to try more. Like yeah, I had rough sex with my ex and with 4 or 5 girls I hooked up with. Nothing too rough; a lot of missionary or doggy with some light choking and spanking but that was it. She also got VERY wet and even with my 6 inch girth I didn’t feel a lot of pleasure most of the time. She also sucked at head but could take my dick better than most girls I’ve been with.

I’ve wanted to do more for a while, I think part of it due to porn and part of it just being bored of regular sex with my VERY vanilla ex. We weren’t very sexually compatible which ended up being part of the list of reasons we broke up. Read more »

(Pt 1) Becoming Emma’s Cucked Bestfriend – Literotica by Goddess Alyssa Love 💗

– Part One –

I’ve got a problem. My crush of 5 years now, has absolutely broken me.

Let’s take things slow and start from the beginning. My name is John and I’m pretty much the closest thing to your average guy as possible. Standing about 5’9’, my taller friends sometimes tease me for my height but I feel like I’ve got pretty thick skin from a someone strict upbringing and years in public school. But let’s be honest… you don’t care about me at all. You clicked this story for me to tell you about the most perfect, absolutely stunning girl I’ve ever had the pleasure of keeping company, the girl I’ve been in love with for 5 years now and counting…

Emma.

I’ve fantasized about almost every scenario you can think of with her, sexual or otherwise. Sexually, I mainly fantasize about her with other guys. I’m a cuck, plain and simple, and since I can’t have her to myself, I can’t stop myself from getting off to being stuck in her friendzone. I pay for meals whenever she allows it, buy her gifts, and compliment her constantly. I help her with guy issues and even let her use me as one of her girlfriends to talk about her problems with, often her dissatisfaction with not being able to find a guy good enough for her. Non-sexually, I find myself constantly daydreaming about just taking her on a date, maybe a romantic picnic, and just telling her how much I care about her, maybe just having the chance to hold her hand. Read more »

[M]aking my girl[F]riend’s eyes roll and having coffee with her Mother the next Morning.

My ex had a pretty odd family. Over the couple of years we dated they provided me some odd, funny, and uncomfortable memories. But they also provided some interesting ones as well.

We had been dating a while at this point and she decided to ask me to meet her mother one weekend. She had already met some of my family when they threw me a belated, surprise 21st birthday and that was wild. How bad could it be? I agreed and we drove up the two and a half hours to spend the weekend with her mom and step-father.

By this point we weren’t living together but we had started spending night’s at each other’s house pretty regularly. She warned me that they could be a bit more conservative and didn’t believe in unmarried people sharing a room. They also ran their house as a BnB but they didn’t have any guests this weekend. I pondered briefly how they managed those views and a BnB but kept it to myself. Read more »

[MF] my bf REALLY likes sharing me

We’ve always been in an open relationship. FWB for about 7 years til covid hit and we reevaluated. Now we own a home together, make plans for the future and somehow I’m not even a little bit bored of him.

Probably because of all the sex with other people.

We’ve had a lot of threesomes, mostly with other guys. Bf loves them as much as I do.

But since we got serious last year theres been a different vibe to our openness. Something that makes me want to make him happy by being a little more whorey.

I always knew he had sub tendencies, but this isnt really a cuckold thing. He knows hes the best sex Ive ever had. I dont get off if I think he’s being humiliated in any way.

Anyway, this the long way around to say he’s been setting up dates for me.

It was an occasional birthday surprise. Since we started dating it went from threesomes to orgies. He wanted to watch and participate and when everyone went home we’d lay in our sticky bed and talk about it for hours. Read more »

A Christmas Present from My Wife [FMFM] [cuckold] [hotwife] [swinging]

We had just finished a light breakfast on Christmas morning and were sitting on our couch in our Christmas robes, checking our phones absentmindedly, when my wife Erin told me she had one more surprise for me for Christmas. She reached into our coffee table drawer and pulled out some restraints and a golden bell with a wooden handle and a red ribbon tied around it. She held them up, and asked, “Do you want it?” Wide-eyed and hungry, I assured her that I definitely do.

She set the bell down on our coffee table and tied my wrists to the corners of our couch back so my arms were spread wide and then tied my ankles to the bottom of our couch so I was sitting in the middle of our couch and couldn’t move. Next she opened up my robe, exposing me in just my boxers, which were already starting to tent a little. She stood up, walked around to the opposite side of our coffee table, and pulled off her robe one shoulder at a time, finally holding it outstretched to the side and tossing it over our stair railing. Read more »

[MFM]. Fucked a married girl who made her husband watch us. I’m not a traditional bull in any sense.

Went to a Christmas party without the wife because she has developed intense social anxiety. She has let me play before but I honestly haven’t told her about last weekend yet.

I had some drinks and the weather was really warm so we were all outside. Maybe a dozen people in the house and over 20 outside. I talked to a curvy brunette with big boobs. Like really big for her frame. She had a really cute face and she said her name was Ally. She later made me guess what size they were with only 5 chances and I succeeded on the fifth attempt.

She was wearing a red corduroy dress with a long sleeve shirt underneath that looked innocent and dated. She said it was so 80s after I complimented her on it. I talked to her for 20 minutes and it was getting kinda flirty before she mentioned her husband. He was going to pick her up because an Uber would cost too much because she lived 30 minutes away.

I told her I could just stick to a few beers and take her home since I was heading home along the same interstate. She said maybe and said she was gonna pee and talk to her friend inside. I said ok, let me know. Read more »

Cul de sac fun part 3 – more from Memorial Day weekend [MFM] ]MF]

Previous stories available on my profile.

After the fun with Hope from Saturday night, Sunday was kind of a blur. The hangover was in full effect. Rachel and I woke up around 10 am. We laid in bed with the windows open, listening to the sounds of the neighborhood. It was gonna be another hot one and I contemplated turning on the AC, but figured I’d wait it out a few days since the pool is always so refreshing.

Rachel turned towards me and said “well that was fun wasn’t it?”. I chuckled and smiled, replying with a hearty “yes.” We recounted the concern when I creampied Hope and ultimate relief. Rachel said “that was pretty evil, yet pretty hot. I’ve always wondered how the people who are into breeding handle that, but now I kind of want to know more.” Of course, Rachel was beyond the age for breeding, but I wasn’t!

I admitted to Rachel I did feel pretty bad for what we did to Ben, considering I was new to the neighborhood. Rachel shooshed me and said “it was all Hope’s call.” You just did what any red blooded drunk male would do! Read more »