Cuckold Archives — Page 189 of 200 — NSFW story

Discovery of a Cuckquean – Part 1 – [MFf] – Female Cuckolding

This is a story about me being an asshole to a young woman. She was a an asshole to me first, but still, fair warning. It is not always a nice story and I don’t think any of us come out looking unstained. It is a story about my being an asshole and her discovering that she loved it and that she was a cuckqueen.

To understand how this came about, you have to understand my past with Mel. Mel was my first love. My stupid, ridiculous, teenage love. We were off and on all through high school with a very serious senior year. We decided to be LTR going into college and spoke on the phone almost every day with regular phone and cam-sex sessions.

Winter break was to be our first face-to-face since we had left for college. I had saved my pennies to buy her plane tickets to come stay with me over the break and then, the night before her flight, she dropped the hammer. She had been dating someone seriously for months and at that point considered ME to be the other man and was breaking it off with me. Read more »

Drinking With The Enemy [cuckold]

Darker things [femdom]

Joe tried to push me into kinky sex since we started dating. Curious as I am, I very often indulged. But nothing ever seemed to be enough for him: once slapped in the face, he wanted to be paddled; after spending an evening at my feet, he wanted to be my “slave” for our vacation trip. I never pushed him into it, even if I gradually came to enjoy being cruel to him.

After a while, however, this continual insistence on making every moment a submission fetish thing began growing old. We could never seem to go out as a normal couple, for example; I could never just lose control in bed.

Things came to an impasse when he came up with chastity play. The cock cage did look sexy on him, but he never was any good with his tongue – and now what with this “serving me” I wasn’t getting any pleasure at all!

After two weekends of this new game, I decided to go out and leave him locked. This was the kind of abstract kink he loved, and although we never said it out loud, our pregnant silences told me that he wanted to be made feel inadequate. Read more »

Late 40’s [F] and the college boy [M]: A first for both of us

Just discovered this subreddit recently and I’m a total nube to writing about my experiences–so hopefully these won’t be a waste of your time. Please be gentle!

Should probably start with a little explanation. As I was growing up I was tall, gawky, had glasses and an overbite. Then I was a wrestler throughout high school, got contacts, and dental work fixed my alignment to where I’m actually a pretty good looking guy (I’m told I look like the senior in Sixteen Candles), but I still have the perception of myself as a gawky kid with glasses and can still be somewhat shy until engaged and alternate between overconfidence and no confidence.

I remember hearing my dad and his buddies laugh about how ridiculous and unrealistic “I can’t believe it happened to me” letters that were in Penthouse (or Playboy? Both?) and that’s kind of how I feel about the experiences I’ve been fortunate enough to have–I don’t consider myself overly sexual or deviant, but I’ve somehow managed to have a lot of encounters that, upon reflection, are large in volume (everything from college girls to probably an unusually high amount of milfs/cougars) and kind of unusual (in semi-public rooms, fingering under the covers in front of the girl’s family, threesomes, with food, tying up, and so on) and seem like bs. Read more »

A Bully Bounced My Girlfriend On His Lap: [cuckold]

Slutty Girlfriend, Perverted Uncle [cuckold]

Accidental Camgirl Cuckold [Fm]

https://m.imgur.com/gallery/yci1I

I had been doing cam shows for Xavier for weeks and he was by far my favorite customer. Always paid well. We always had fun mostly due to his sense of humor and muscular body. We would play and talk dirty and I’d strip for him. Make videos of me twerking, fingering myself.

And he would strip for me and always always deposit money into my account right on time. Then it started becoming less about the money as I would look forward to it.

My husband, Garth, 26 (of 3 months, newlyweds) already hated the fact that I, 19 had discovered doing Skype shows for cash. He is sorta the jealous type anyway.

But then he found out my clientele had been reduced to the one customer and he got curious.

So i told him bout X, the attractive as fuck black guy who was overseas playing semi pro basketball right now.

& I showed him pictures as Garth demanded, he stayed quiet as & my stomach was in knots. My pussy was low key throbbin by the time I got to the pics of X measuring his giant black cock. Read more »

Introverted Friend [cuckold]

[21M] how I entered a brief open relationship

I have another story on this from events more recent than this if you are interested in reading (but I’ll tell you now, nothing else transpired from this later experience besides what I posted). Here is the link: https://www.reddit.com/r/gonewildstories/comments/50onz1/21m_a_return_to_voyeurism_and_some_cuck/

A year ago in September of 2015, my girlfriend had only a few months living in North Texas with me and knew no one except for a handful of my relatives and me. At the beginning of September, she met a friend and neighbor who is tall, blonde hair, blue eyes, and skinny. I have no idea how they met but I did tell each of them about the other casually for months on end. The following paragraph may be a bit sketchy as it is around my girlfriend’s and friend’s recollections from what they told me. Read more »