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Where Did My Fascination With Cuckolding Originate From?

Discussion in 'Ask SandyWho!' started by iann, Oct 7, 2017.

  1. iann

    iann New around here... Beloved Member :)


    As the title of the thread suggest, I developed this fascination and obsession for cuckolding a few years ago, and I have no idea how it began. It took me years, and lots of courage, to "talk" about it once when out-of-nowhere my fiancée wanted to know my deepest fantasies. At first, she seemed shocked but soon enough we used this to spice up the sex life. She knows my desires, but I want give her time to decide because I really want this to happen, provided she feels the same way For now, I keep my obsession under wraps and really try to think about the repercussions of this lifestyle and what it would entail for my relationship (pros and cons). I know my question is charged and complex, but would you give me your insights on where this fascination and/or obsession originates from? Thank you.
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  2. SandyWho

    SandyWho Not quite a lurker VERIFIED! Beloved Member :)

    You do know the old expression "Be careful what you wish for" ?

    I think all men --and all women--have fantasies about multiple sex partners and certainly we all masturbate to them as well. I am not the best person to speak to the cuckolding origins but I understand where the strings come from. When you are in a strong relationship and proud of it, you like to test the limits. With women, we flirt all the time but that doesn't mean we would leave our current partner--but it also says we understand our sexuality. But it does make for some sexual tension with my boyfriend when he knows I am attractive to other men and they want what he has. So how far is he will to test that and how far am I willing to go to excite him? It is a bit of give and take that can escalate into a relationship where one partner obtains pleasure from their partner enjoying sex with another person.

    All that said, I wouldn't suggest you push this since your fiancee may take this as "condition" for you future marriage or continuing relationship.
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  3. itsmeagainmikey

    itsmeagainmikey New around here... Beloved Member :)

    I've tried to figure this out and I'm surprised how little there's any useful research.

    My guess would be that it can originate either from some younger years GF/crush relationships. Even some subtle feelings that made you feel like you are incompetent might do it, hell it might not even have to be anything with women. It might be triggered just overall feeling of incompetency in childhood in your social circles, for example being bullied.

    Or my other guess would be that it could be something related to you mother. For example if you had to watch your mother being abused in any way while being powerless as a child, would probably cause cuckold fantasies later.

    Then again, I would like to know how many men don't really have cuckold fantasies if they just let their mind free. Fear of losing your woman is one of the biggest fears for man naturally through the evolution and fear/anxiety seems to be quite big trigger for our fantasy world.
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  4. mr.Her's

    mr.Her's New around here... Beloved Member :)

    Anecdotal observation but a history of feelings of inadequacy, difficulties with assertiveness and accepting humiliation brew a powerful punch. Those alone however may lead to submissive fantasies, cuckolding being just one possible fetish. What I believe tipped the scales for me was each of the mentioned came from sexualizing several experiences early on.

    I was a sickly and feverish child who had regular visits with a stern old pediatric nurse which I dreaded but mostly conceded to quietly. Insult to injury was having to go through testosterone therapy between 8th and 9th grade. During that difficult age for everyone, in school I suffered losing the attention of boyish crushes to friends, bullies over and over. Both ongoing experiences were humiliating to the point I started to sexualize them. By the time I had my first kiss it was with a confident high school senior (I was a junior) who had previous boyfriends and healthy dating experience. That's when I remember the cuckold fantasies starting regularly.
    Last edited: Apr 15, 2018
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  5. old fred

    old fred Not quite a lurker Beloved Member :)

    My theory on my case is that it started when I caught my high school sweetheart getting fucked by her girl friend's brother. I was not fucking her yet and I actually saw his dick going in and out of her, it was excruciating pain at the time. Later, when I was masturbating, that image would come up on my mind's screen and I would cum. I think that I made pain into pleasure without thinking about it and later, when my first wife went off with her ex boy friend for the week end and I caught her, we talked and I forgave her and I fucked her to "cancel his sperms", fucking her I was thinking about him fucking her and it was the best sex I ever had with her. We later divorced and I spent a lot of years fucking prostitutes, many of them on a regular basis, I think that got me used to fucking women that were fucking other guys. My wife was a virgin and very reserved when we married, but some years into the marriage I asked her what her fantasy was and she said a 3some. she noticed that my dick got hard and we pursued the conversation, until finally, we went to a sex club and she was like a kid in a candy store and I found that I just loved watching her suck cocks and fuck guys. She is now in an arrangement with a guy where he pays her to not fuck anyone but him and he is taking her on vacation. He taught her to deep throat and just bought a set of butt plugs to get her ready for him to fuck her in the ass. I can't wait to see that. Ask your girl friend to suck on a cock dildo and see where that goes, you guys might love it.
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  6. 2wheel

    2wheel Slut Lover! Beloved Member :)

    I don't know from where I got the desire - but I do know when.

    Back almost 30 years, soon after we met. In a moment of weakness she told me about her sexual past, that she was a slut having had sex with more than 300 different guys probably closer to 500. At that moment I had an orgasm filling my shorts with a full load of cum.

    I never told her. But at that moment I knew what I wanted, her to be the slut she once was. And what I was, a pervert (didn't know the term cuckold at that time). Now, 30 years later, I see how mainstream it is. Hell, more than 70% of married women have had sex with other men during their marriage.
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  7. CuckoldEurope

    CuckoldEurope New around here... Beloved Member :)

    For me it was originating from ex girlfriends which were cheating on me and I believe I have erotised that and slowly became cuckold switching from jealousy to excitement.
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  8. Span

    Span New around here... Beloved Member :)

    One of my girlfriends at 14 was known to be a slut with the boys, so I targeted her for sexual pleasures. She will tell me about all the boys she had been with and I loved it.

    Later on in the years, I licked out a girl who had freshly been creampied by another guy, so I licked her out :)
  9. cravingheruse

    cravingheruse New around here... Beloved Member :)

    I think it started with my mom, which can be a deeply affecting thing. Her and my dad split when I was almost 2, and she had a long string of boyfriends and lovers for a long time after. As early as I can recall, I remember being able to hear her with her boyfriends in her room at night. Back then I'd just rub a pillow against my cock, having no idea what I was doing. She was a very serious and with-it woman. She worked as a chemist at a laboratory for a certain large corporation, and was a fairly dominant personality...though I don't know if she was sexually. She was very loving with me but also very strict and controlling, which I'm sure also resulted in my submissiveness. I took showers with her until I was 9, and had a lot of memories when I finally started masturbating seriously when I was 10...and she was my first fantasy.

    Later, when I met my ex, she was much the same way, as far as extroverted and a strong personality. I pretty much crumbled right away and let her run almost everything in our relationship. She wasn't as loving as my mother, though, unfortunately. I also don't think she really respected me deeply, since she did end up cheating on me multiple times. She's a complicated person. But I'm pretty sure it all started with my upbringing by my mother.
  10. old fred

    old fred Not quite a lurker Beloved Member :)