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My Story, A Newbie Cuckold

  • Thread startercuckhold69
  • Start date

cuckhold69

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Aug 9, 2008
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I have been part of this forum for a while, but I have not done a lot of posting because my relationship is fairly new. My girlfriend and I have only been together for eight months, but I have told her about my cuckold fantasies from the beginning. The first time I told her she cried saying "Why would you want me to have sex with other guys?" I explained to her that I just wanted her to be happy and since I have a small penis I knew I could never please her the way she deserved to be. She listened and to my surprise within the week she began downloading books on Female-Led Relationships, FemDom, and Chastity.

She is very intelligent and voracious reader. Needless to say, she has been a quick learner. She told me she initially was shocked, but she always new females were superior to males and the only thing that could have broke us up down the road would have been her fucking someone else because she was bored with me. "Now," she said. "That is not an issue."

I agreed and told her if she ever felt attracted to another man she should not worry about me and follow through on her desires. She said she was not ready for that, but as a bartender flirting with the customers comes with the job. I guess wearing tight jeans and revealing tank tops is part of her job as well. Not to mention for ten years prior to bartending she was a stripper that reveled in teasing other men and dressing slutty.

Sounds too good to be true, right? Well it gets better.

Immediately she began my training. The household chores became my duty. It began with taking out the trash, then the dishes, and then the laundry. She told me once I got the hang of those chores I was to have bathroom duty complete with written instructions on how it was to be cleaned. Next the floors. I also had projects like organizing the pantry, organizing her closet, and picking up after her. She said I was to do all this naked, while she would be clothed. She said while I was home I am not supposed to wear clothes.

She began orgasm denial. She was still having sex with me and having multiple orgasms, but only giving me permission to cum about once or twice a week. Shortly after she bought me a CB-6000 with my credit card to make sure I would not touch myself behind her back.

We were now talking about her fucking other guys every time we had sex. It was so exhilarating! Here I was fucking the hottest girl I've ever been with and she was telling me how she missed her big exboyfriends cock or she's thinking about fucking the handsome young stud who keeps hitting on her at work.

She loves to fuck hard and I get winded quickly so I think a young guy would be perfect for her. The sex trailed off and she admitted to me she began masturbating more because sex with me wasn't worth it. I was a little hurt, but also turned on as I imagined her touching herself while I am in bed alone. She told me she likes to touch herself while watching guys play with themselves on the internet. That is so hot. In fact, one of duties is to download male masturbation videos on her computer for her so she has plenty to choose from. One time when she was mad at me she touched herself thinking about another guy fucking her with her foot in my face. That is also one of my ultimate fantasies. I love worshiping her feet and her ass. I love licking her tight little asshole. It tastes so good!:D

I moved into her place about a month ago and she bought me a collar from the stockroom to commemorate the occasion. She said I am to wear it while performing my household chores and she added grocery shopping to my duties. I often cook as well. She also has begun my feminization and she has this little pink skirt she makes me wear when I am acting too masculine. I am wearing it now while I am writing this and she is out on her second date without me.

I just wanted to give you guys so background on us. I hope that some of you enjoyed reading about my new life. I know I am enjoying living it!

More to follow.
 
Cuckold69,

Thanks for your interesting description of your avant-garde relationship with your adaptable fast-learning woman friend.

cuckhold69 said:
My girlfriend and I have only been together for eight months, but I have told her about my cuckold fantasies from the beginning. The first time I told her she cried, saying "Why would you want me to have sex with other guys?"

Presumably she thought that meant you didn't love her.... or you were an aspiring pimp.... or perhaps both.

cuckhold69 said:
I explained to her I just wanted her to be happy, and since I have a small penis I knew I could never please her the way she deserved to be pleased. She listened, and to my surprise, within a week she began downloading books on Female-Led Relationships, FemDom, and Chastity. She is very intelligent and a voracious reader.

Sounds like she made a quick recovery. This also sounds like trouble.... I imagine you began feeling concerned. But, you must have found it a pleasure to realize your woman friend knew how to research new ideas (at least, ideas she may not have thought about before) on the Internet, and was fully open to the concepts you were talking about.

cuckhold69 said:
Needless to say, she has been a quick learner.

Cool....

cuckhold69 said:
She told me she initially was shocked, but she always knew females were superior to males and the only thing that could break us up down the road would be her fucking someone else because she had become bored with me. "Now," she said. "That is not an issue."

Awright.... that must have made you feel good.

cuckhold69 said:
I agreed and told her if she ever felt attracted to another man she should not worry about me, and should follow through on her desires.

That's very progressive. It must have made her feel good....

cuckhold69 said:
She said she was not ready for that....

Well, she was still your (at least relatively) new woman friend. But, in time.... well, actually, your post suggests she embraced that idea in very little time.

cuckhold69 said:
....but as a bartender, flirting with the customers comes with the job. I guess wearing tight jeans and revealing tank tops is part of her job as well. Not to mention for ten years prior to bartending she was a stripper that reveled in teasing men and dressing slutty.

Whew. Although she may not have "seen it all," it sounds like she's seen a lot, experienced a lot, and almost certainly understands a lot about men.

cuckhold69 said:
Sounds too good to be true, right? Well, it gets better. Immediately she began my training.

Ah.... so she immediately saw the benefits to herself of a woman-led relationship with you....

cuckhold69 said:
The household chores became my duty. It began with taking out the trash, then the dishes, and then the laundry. She told me once I got the hang of those chores I was to have bathroom duty complete with written instructions on how it was to be cleaned. Next the floors. I also had projects like organizing the pantry, organizing her closet, and picking up after her.

Very good! You were right. She learned fast, moved fast, and expected the same of you....

cuckhold69 said:
She said I was to do all this naked, while she would be clothed. She said while I am home I am not supposed to wear clothes.

Excellent! She also perceives the benefits (to her) of a CFNM relationship with you.

cuckhold69 said:
She began orgasm denial.

Oh, oh....

cuckhold69 said:
She was still having sex with me and having multiple orgasms, but only giving me permission to cum about once or twice a week. Shortly after she bought me a CB-6000 with my credit card to make sure I would not touch myself behind her back.

So, how does it feel, physically? I mean, beyond not being able to jack off, is it comfortable or does it gradually chafe more and more as you wear it?

cuckhold69 said:
We were now talking about her fucking other guys every time we had sex. It was so exhilarating! Here I was fucking the hottest girl I've ever been with....

Well, sometimes, anyway....

cuckhold69 said:
....and she was telling me how she missed her big exboyfriend's cock or she's thinking about fucking the handsome young stud who keeps hitting on her at work.

As one would expect, of course, of any attractive young woman.... and your woman friend sounds exceptionally attractive.

cuckhold69 said:
She loves to fuck hard and I get winded quickly, so I think a young guy would be perfect for her.

Oh, oh.... maybe you should suggest to her she incorporate regular workouts in your training program.

cuckhold69 said:
The sex trailed off and she admitted to me she began masturbating more because sex with me wasn't worth it. I was a little hurt....

Jeez.... I would think so.

cuckhold69 said:
....but also turned on, as I imagined her touching herself while I am in bed alone. She told me she likes to touch herself while watching guys play with themselves on the internet. That is so hot.

Hm.... maybe she thinks about all the guys who watched her lasciviously during her stripping days, and they wanted to jack off, but couldn't (or at least, I imagine they felt constrained not to jack off....).

Maybe you should suggest she purchase a strap-on harness with a vibrating dildo of suitable size, and pleasure herself by using it on you (see the DVD, "Bend Over Boy Friend," and Internet info on this subject). Or, she could purchase a strap-on harness with a suitably-large vibrating dildo for *you* to wear, over your chastity device, so you could pleasure her by fucking her with it for as long as she likes. I mean, they have the advantage of staying erect indefinitely, ya' know....

cuckhold69 said:
In fact, one of my duties is to download male masturbation videos on her computer for her so she has plenty to choose from. One time when she was mad at me she touched herself thinking about another guy fucking her with her foot in my face. That is also one of my ultimate fantasies. I love worshiping her feet and her ass. I love licking her tight little asshole. It tastes so good! :D

Excellent, on all counts! (By "touching herself," I assume you mean masturbating....?).

cuckhold69 said:
I moved into her place about a month ago and she bought me a collar from the stockroom to commemorate the occasion. She said I am to wear it while performing my household chores and she added grocery shopping to my duties. I often cook as well. She also has begun my feminization and she has this little pink skirt she makes me wear when I am acting too masculine. I am wearing it now while I am writing this and she is out on her second date without me.

Ah.... your woman friend has continued moving you forward. Good for her, and good for you. It sounds like you are now her full-fledged submissive cuckold — or would be, if she and you were married.

cuckhold69 said:
I just wanted to give you guys some background on us. I hope that some of you enjoyed reading about my new life. I know I am enjoying living it!

Well, you've given us some background, all right. Thanks again for your interesting and erotic account of your experiences with — or rather, I suppose I should say your subjection by — your fast-learning, fast-moving, adaptable and intelligent woman friend.

Do you see your relationship leading to a FemDom marriage in the foreseeable future, or are you "trying this out" as an experiment during a limited time period, after which you and she will likely go your separate ways?

—Custer
 
hey man, wow!! She has come a long way from when we first spoke.. seems like she is taking to this lifestyle very well.. also seems like she is more open.. I'm definately interested in speaking with you again.. same place? - left you a pvt msg - you can also email me..

Congrats!! You're living the life you want!

Peace,

MT
 
Newbie Cuckold further ******* Part I

Custer, you made so many good points. I wanted to elaborate on a few.

Custer Laststand said:
Cuckold69,

Sounds like she made a quick recovery. This also sounds like trouble.... I imagine you began feeling concerned. But, you must have found it a pleasure to realize your woman friend knew how to research new ideas (at least, ideas she may not have thought about before) on the Internet, and was fully open to the concepts you were talking about.

Exactly! Her spending so much time reading about the FemDom lifestyle was a little frightening at first. She went from not knowing anything about it to reading everything about it. One of the books was about a woman who keeps her husband as her slave 24/7 and the woman does not have sex with him. I told her that we can't go from A-Z overnight and I was concerned. Part of me thought she was going to lock me in the closet permanently. She told me she might be into the Cuckold lifestyle, but she had just never been ******* to it so she wanted to learn as much as possible. Also, I thought about all the time I spent researching the FemDom and Cuckolding and thought it she should be given a chance to learn a little bit. It was also such a pleasure to be with a woman with an open mind, at least, enough to acknowledge my ideas and do her own research before judging me. I thought I have nothing to lose from being myself. Then when she had questions we would talk about it.

Custer Laststand said:
Awright.... that must have made you feel good.

She told me she could not Cuckold me as long as she thought of me as her equal or "boyfriend" in the traditional sense. That made a lot of sense to me.

Custer Laststand said:
That's very progressive. It must have made her feel good....

Thank you, but it’s what I've always wanted. I just did not know what it was called until recently. Special thanks to this forum for help with defining who I am and that I am not alone. I believe it did make her feel good. She did not have to worry about a jealous boyfriend bothering her at work, criticizing the way she dresses, or keeping her from being herself.

Custer Laststand said:
Well, she was still your (at least relatively) new woman friend. But, in time.... well, actually, your post suggests she embraced that idea in very little time.

Why have we progressed so fast? Four things our love for each other, her acceptance of me, her open mindedness about exploring together, and her ability to learn so fast.

Custer Laststand said:
Whew. Although she may not have "seen it all," it sounds like she's seen a lot, experienced a lot, and almost certainly understands a lot about men.

Yes, she has been around. She is a beautiful, sexy, intelligent, and dominate female. Men hit on her all the time and she uses to her advantage. She told me she has always been a strong take charge person.

Custer Laststand said:
Ah.... so she immediately saw the benefits to herself of a woman-led relationship with you....

Yes, it did not take her long. As I said she is very intelligent. I believe she looked at it and thought "Wait a second you will do all the housework, buy me all the shoes and clothes I want, and actually listen when I tell you ask you to do things."

Custer Laststand said:
Very good! You were right. She learned fast, moved fast, and expected the same of you....

Of course, I did not want to discourage her. She was being so open minded and showing so much interest. It was hard at first to go from not doing any chores, except once in a while taking out the trash to doing all the chores, but I had read that the submissive has to submit, otherwise it won't work. So I did. This point seems obvious, but it is sometimes easier said then done. I think especially at the beginning. If I was my stubborn self and not my sissy self all the momentum would have stopped immediately. Don't get me wrong their were times when we argued, but I always backed down and it became easier and easier to just trust her. There were signs at the very beginning she was smarter than me and better at trusting her instincts, but I have been a stubborn ass in some of my past relationships. Even if I was wrong I would claim to be right. In this case, I saw the signs and just kept telling myself to trust her, especially with big decisions in the relationship. Eventually, I began to submit.

Custer Laststand said:
Excellent! She also perceives the benefits (to her) of a CFNM relationship with you.

In our relationship CFNM is just another way of her showing her superiority to me. It is humiliating and makes me feel ******* and vulnerable. All essential qualities in a Cuckold relationship.

Custer Laststand said:

This I was not ready for.

Custer Laststand said:
So, how does it feel, physically? I mean, beyond not being able to jack off, is it comfortable or does it gradually chafe more and more as you wear it?

Well, I tried it on a couple times, but more than chaffing it is very tight. Some of the skin comes out the holes. I don't understand why because I am small and every picture I look at on the internet does not show skin sticking out the holes. I would like some feedback from anyone else that has a CB-whatever. She has been very understanding and doesn't lock me up often, but works both ways because it is so tight all she has to do is threaten locking me up and I immediately submit.

Custer Laststand said:
Well, sometimes, anyway....

Yes, exactly. Since she has not found a suitable bull yet she still has sex with me, but I only cum when permitted. In addition, she humiliates me the whole time making me feel very inadequate.

Custer Laststand said:
As one would expect, of course, of any attractive young woman.... and your woman friend sounds exceptionally attractive.

I know I have not revealed any description of her. I just had so much to say. She is 5 foot 8 inches, athletic build, and natural 34DD's. She has an exotic look as she is mostly American Indian with some Irish and African-American mixed in. She is in her early 40's, but looks like early 30's with out any wrinkles.

Custer Laststand said:
Oh, oh.... maybe you should suggest to her she incorporate regular workouts in your training program.

Yes, I am sure that is the next part of the training process. She since is in great shape and I could lose a few pounds.

Custer Laststand said:
Jeez.... I would think so.

Yes. It hurt, but I knew it would she would say this eventually as I said I have a problem with stamina and I am not well hung. That's one reason why I think she should take a bull I love her so much I just want her happy in every way.

Custer Laststand said:
Hm.... maybe she thinks about all the guys who watched her lasciviously during her stripping days, and they wanted to jack off, but couldn't (or at least, I imagine they felt constrained not to jack off....).

Yes, she said the guys couldn't touch her and she did not get naked only down to the underwear or bathing suit. So basically she was a full time tease more than anything else. I think it was very good training for a dominate gf. As teasing me and other guys is a daily occurrence.

Custer Laststand said:
Maybe you should suggest she purchase a strap-on harness with a vibrating dildo of suitable size, and pleasure herself by using it on you (see the DVD, "Bend Over Boy Friend," and Internet info on this subject). Or, she could purchase a strap-on harness with a suitably-large vibrating dildo for *you* to wear, over your chastity device, so you could pleasure her by fucking her with it for as long as she likes. I mean, they have the advantage of staying erect indefinitely, ya' know....

Actually, I left this out because my first post was so long winded, but recently she has begun suggesting buying a strap-on so she can use it on me. I have thought about using one on her and if we get one I'm sure I will. She has a couple vibrators that we purchased together for her, but she says she enjoys using her hand at this point. I encourage her to use the vibrators just to wean her off my cock.

Yes, in addition to getting tired I don't stay erect for that long so I'm sure it is frustrating for her. Just last week we were having sex and when I lost my erection she asked if I would like it if she fucked my ass. I said yes. She wanted to use the vibrator, but my ass is so tight it would have killed me. So I asked her to use the butt plug we have. I felt like such a sissy girl on my back with my legs in the air while my hot gf stuffed my ass. She was calling me a "fagot" and making me say "I liked to get fucked in the ass." I played with my little peepee while she fucked me and within minutes I was so hot I came all over myself even shooting a little hot jizz on my face. It was one of the few times she saw me cum on myself. The whole thing was very humiliating. She had a big smile on her face the whole time. I'm sure she was thinking "This sissy girl will do anything I want." Thank you for the DVD information I will check it out. Maybe she and I will watch it together.

Custer Laststand said:
Excellent, on all counts! (By "touching herself," I assume you mean masturbating....?).

Yes, I use the terms congruently.
 
Newbie Cuckold further ******* Part II

Continuing my response to Custer,

Custer Laststand said:
Cuckold69,

Ah.... your woman friend has continued moving you forward. Good for her, and good for you. It sounds like you are now her full-fledged submissive cuckold — or would be, if she and you were married.

Yes, that is a good point. I guess by definition you are right, but since fewer people in my generation get married I use the term to describe myself. Technically, even if we were married I would be a wannabe since she has not had sex with another man yet. Although we are most certainly moving in that direction maybe she will wait until our wedding night to Cuckold me. I think that would be very hot!!!:p

Custer Laststand said:
Well, you've given us some background, all right. Thanks again for your interesting and erotic account of your experiences with — or rather, I suppose I should say your subjection by — your fast-learning, fast-moving, adaptable and intelligent woman friend.

Your welcome and thanks for your input. Your are one of my favorites on this forum and you always have good advice.

Custer Laststand said:
Do you see your relationship leading to a FemDom marriage in the foreseeable future, or are you "trying this out" as an experiment during a limited time period, after which you and she will likely go your separate ways?

I guess I hinted about this earlier, but if we keep progressing like we have over the past eight months I think definitely we will get married down the road. If that is what my Mistress desires.:)
 
Cuckolding is For Me!!!!!

AngleBaby said:
I suggest you read the True Story threads, so you are given a preview of how things can go wrong.

I read them. Thanks for being protective of me, but I know what I'm getting into. I have been involved with open relationships before and I have read extensively on the good, bad, and ugly of open relationships and cuckolding. Believe me if it's for you. You know it! Had I known about cuckolding I would have been doing it a lot sooner.:)
 

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