Insecurities…

Insecurities in cuckolding are quite common, mostly for the cuckold.  There are so many different reasons to be insecure!  Your lady is going out to find a hot man to fuck because you can’t please her at all, or she’s just insatiable – you aren’t enough for her!  Perhaps you’re too feminine, a sissy cross dresser.  No wonder she doesn’t even want to see you naked!  If you were man enough she wouldn’t need the others, right?

Some things you shouldn’t be so insecure about, though.  You need to be 100% certain, absolutely positive that you want to start a cuckolding lifestyle before you ever bring it up.  It’s so hard to go backwards once you’ve started down this path.

You should be sure of your personal feelings regarding the subject.  Why do you like the idea of cuckolding?  Have you done it before?  If so, on what levels?  Will you share some of your experiences?  Some cucks (or cuck wannabes) are too afraid to even talk about the subject of their fantasies.  They’re too busy dreaming about how it would be  AND being afraid of it, to want it to truly happen to them.

So here’s a question… why hide it? When you meet a woman for the first time and have some interest in her, why hide this side of you? I’m not saying be rude with it (“Oh, hi.  Are you the type of woman to fuck men that she’s not in a relationship with just for satisfaction? If not, then I’m sorry we can’t get to know each other“)… I’m saying when the time comes to talk about sexual fantasies or even past relationships, why try to keep this side of you hidden?  You want to be a cuckold.  Perhaps you have been cuckolded in the past. Don’t talk about it as a negative thing (“My ex girlfriend had so many other men while we were together, and never had sex with me” “Oh you poor thing! What a horrible woman she was to you!”) — try to bring it up as a positive (“My ex girlfriend had so many other men while we were together and never had sex with me, but I thought it was incredibly hot and she always talked to me about her experiences afterwards. We had such a great time talking about her times with these other men, it turned both of us on!“) .  The longer you keep this a “secret” or hidden, the harder it may be to finally talk about it.  Then you may also have to deal with her feeling like you weren’t completely truthful, or that you were even dishonest.

It’s always best to say it, even if it’s difficult.

  • junior

    Great advice. I know for a fact that revealing such a big fantasy is a very hard thing to do. I finally got up the courage to ask my wife five years into the marriage. But if we as men could be open up front about it, we will have more success finding our true match.

  • wrmr987

    Intelligent advice. It is correct and fair to be upfront with a person about their kink at the top of the relationship. Reality proves that, unless you are meeting in a “scene”, kink might not be the best opening card to play going forward…

  • wrmr987

    Intelligent advice. It is correct and fair to be upfront with a person about their kink at the top of the relationship. Reality proves that, unless you are meeting in a “scene”, kink might not be the best opening card to play going forward…

  • Douglass293

    This is that kind of advice where you read it and it makes total sense…and then you get back to your relationship and that fear takes over. This is definitely that case with my relationship. My girlfriend and I have been together for over 5 years. Cuckolding fantasies are a regular part of our sex and she seems to take a particular interest in humiliation – mainly insulting my abilities and penis size. We don’t always do this but she seems to really enjoy it when we do it. Recently, during sex, she asked me if I really wanted to see her with a ‘real man’. I said yes. No thought in my head how she would process this. I just said yes, because I do want to see that.

    The following week, she went out twice. She didn’t say where, or what she was doing. She just went out. When she arrived home, she would not have sex with me and made me masturbate for her while she insulted me. Honestly, I was ok with that. She likes seeing me masturbate and I like hearing her insult me. So, good on both counts.

    This has now been going on for a few weeks. She goes out, doesn’t tell me where (and the nature of our relationship is I never ask her so it’s not like she is lying to me). She comes home and makes me masturbate and tells me she deserves a ‘real man’. Sex has trailed off in lieu of this new activity.

    So, Jinxy, I read this post the other day and got up the nerve to ask her. She admitted she is now seeing someone. I wasn’t angry. I asked her why she was hiding it and she said she didn’t want to hurt me but all of our roleplay got her thinking about it and she could not help herself. She said she had no intention of leaving me, but she did say she would like to have partners on the side. At this time, she has not said she will let me watch but she did say she will share her experiences. Since me watching was always a part of roleplay, should I press this issue? I really want to see her with a man.

  • http://twitter.com/ElohimUgarit PG King

    You need to leave this woman immediately. Why should she have all the fun and you sit back and let her humiliate you like that? If she truly cared for you, at least she would tell you where she is going. What if something happen to her. I don’t care how small your penis is, I don’t care if you don’t last long in bed. You don’t deserve to be treated this way by anyone. My advise to you is to start taking care of yourself and go out and meet women. Let her be jealous of you for once.

  • Mitch254

    Three years ago I met my current wife. Though our meeting was nothing unique (we met at a bar), we quickly became exclusive. I had always wanted to be in a cuckold relationship but it was nothing I’d ever revealed for fear of how it would be received. My wife is one of those ‘talkers’. She wants to talk about things all the time so when the subject of sexual desires/fantasies came up about two months into our relationship, she asked me, point-blank if there were any fantasies I had. And unlike me, I just told her I wanted to be in a cuckold relationship. She actually had never heard the word so I had to explain it to her – which, I admit, was a pretty weird discussion. But she didn’t reject me. She listened intently and asked a lot of questions. Over the course of the next couple months, the questions continued and it was pretty obvious she was interested in the idea. About 6 months into our relationship, we went on vacation to the caribbean. Unbeknownst to me, she had booked us at an ‘adult friendly’ resort. It was pretty obvious the first night this was a swingers retreat. We were on the beach and she turned and asked me if I was sure I wanted ‘this’. I kissed her and said I did. And with that, she got up and walked over to the bar and began mingling with several men. About an hour later, she walked over – hand in hand – with this young guy and announced we were all heading up to the room. And that began my cuckolding relationship with my wife. Today, we are happy and still together. She has several lovers and is open about her relationships in front of me. Though I am denied sex often (it’s part of our kink), we still do have a great sex life.

  • Subkenny2000

    Like the article. My girlfriend has Domme tendencies. She likes me on chastity cause I’m attentive to her. She says that she needs more sex, but she says I’m too cocky if I get sex. She’s swinger in the past, but not lately. Cause I want to please I’m thinking the occasional cuckolding would not be so bad. But I’ve never been down that path and not really sure what to expect. Ken

  • Her sis

    I admit, it was really hard to be upfront about it and just admit it. You love someone and don’t want to lose them. This is a lifestyle that is ridiculed by some and derided by others. So, yeah, I went through a lot of struggles in admitting it, especially since I lean more towards the sissy side of the spectrum. But my wife is very open and has an evil twin (well, that’s what we call her). During a very drunken night, it all came out. The next day, I was mortified, expecting the worse. My wife came downstairs and said she needed to go shopping and insisted I go with her. Nothing was said.

    When we got to the mall, she went to Victoria’s Secret. She took a pair of panties off the shelf that were clearly too big for her. She held them against my crotch and said, “what do you think”? I’ve never been so embarrassed and instantly rock hard in my life. Needless to say, I am now cuckold to her.

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