Why I am a sissy cuckold…
I am a married sissy, here is my story…
I have known I like to wear women’s clothes since I was in puberty. I really didn’t know why, since I am very attracted to women and not men. What I mean is, when I look at women, I get that feeling inside… The feeling of attractiveness. When I simply look at a man, I don’t get that at all.
However, sex wise, even at puberty, I would fantasize that I was a girl and what it would be like to have a man fuck me like one.
Fast forward to when I was 21 years old, I met the most amazing woman in the world. We dated for about six months and then we got married. We have two wonderful children.
About five years into our marriage, on our way home from an amusement park, I confess her that I felt like a woman inside…. That I have always enjoyed women’s clothes, and that I have had gay sex several times while I was growing up. I explained that I love her dearly and look forward to growing old with her. But at the same time, I wanted to know how she felt about me, exploring my feminine side. I was extremely nervous to tell her all this. I did not want to divorce as I am madly in love with my wife.
To my surprise, she was totally into it. On the way home we stopped at Victoria’s Secret, and we bought several pairs of panties for me. Then we went to Macy’s and bought some women’s clothing (Guess jeans and girls tops).
The next six months seem like a whirlwind. She went on the website and started me on testosterone blockers and bought female hormones. I took these for almost a year.
I loved how the hormones made my body feel. I grew breasts and love them. The only downside… It made my penis about half the size, and gave me serious erection issues. Even after I stopped taking the hormones, the size never came back and my erections are almost always small and VERY hard to maintain for more than a few minutes.
Sex with my wife, came to you and far between. Obviously I had a small penis, and I was able to get hard, but the second I put my penis into her vagina, I would go soft. I confess to her that when we were having sex, in order to even try to stay hard, I would have to imagine that I was the woman, and she was the man fucking me.
This led to a serious conversation about her sexual needs. We decided that cuckolding was probably a great way to go. Her first date was amazing.
If we’re talking to this guy online for about a month, and on the phone, for about a week, we decided to meet him at a restaurant. Yes, I went along For her safety. We got a table for three, and she sat next to him. They talked and flirted, for it seemed like two hours. Then he invited us back to his house.
Within minutes, they were all over each other. Watching them kiss… Made my little dick hard as a rock. Then it happened, she reached out and pulled out his cock and started sucking it. I have to admit I was in heaven. He was easily 3 times my size and so much thicker. I knew right there, and then that he could give her something that I would never be able to, ever. And that she would be hooked.
Then, when he finally put his dick inside of her vagina, oh my God I had never experienced anything like that emotion in my life.
Watching her get fucked by another man was better than having sex. I sat there and jerked off my little dick off with two fingers, while his 8 inch dick was sinking in and out of her.
She did not humiliate me, in fact, I truly believe she forgot I was there. The interesting part is when she asked him to take off the condom. And then begged him to cum inside of her fertile pussy, something I have not been able to do for a very long time. It was very few times I was allowed to penetrate her, I was always made to use a condom, even though I am fixed.
Initially, sex with her after she had had sex with someone else was amazing. I reclaimed her like a pro even with my small penis. Then starting to change a little more.
First, she started having me eat her after a man had come in it. Again, I was hesitant… But after a while, I came to seriously enjoy it.
Traditional penetrative sex with her became less and less. Then, it pretty much stopped altogether. Even my eating her out became less than less. Ultimately, she suggested maybe I tried to find a guy to have sex with instead of constantly begging to be with her.
Here we are, years later. My dick is locked up in chastity and rarely comes out to say hello. The only sexual stimulation I get will be if I am able to find a man to fuck me, which, so far, I’ve been unlucky finding anyone. I’ve had a few opportunities… But I’ve always backed out out of embarrassment. Someday I really hope to change that. I long to be fucked like a girl by a real man. Every time I back out I feel so stupid. I have not had an orgasm in years.
I am now pussy free, for the rest of my life. That’s OK since I sincerely love, sucking my fake sildo cock. And I love having my ass penetrated by it.
The orgasms that I have when im fucking myself in the ass, blows away anything I ever had when I was having sex with a woman. The orgasm is no longer located in my penis when I have an orgasm, my whole body.
I still wear women’s clothes under normal men’s clothes. When I am at home, I pretty much wear women’s clothes all the time. Sadly, I’m not at all passable as a woman.
My wife and I are very much in love with each other. Other than the sexual element, you would never know that we were not a typical husband and wife, other than the fact I dressed like a girl.
We are still go out together every day, hold hands, kiss and hug, and truly do all the things that a couple does. The only difference is at night we cuddle and watch TV, but when it’s time for bed, we go to our separate rooms. Lots of time her boyfriend shares our marital bed with her While I am in the next room over. I love listening to the sounds of them. She orgasms with him, like she never did with me. She makes sounds with him, like she never did with me.
I love being a sissy cuckold. My only wishes that I started doing it earlier in life, and started fucking men exclusively earlier in life. My sex life is truly amazing. And I am quite sure my wife would say the same thing about her sex life.
Anyhow, that is our story!
PS: Are you in NE Ohio and want a nice sissy to train to meet your sexual needs? Message me!
I am a married sissy, here is my story…
I have known I like to wear women’s clothes since I was in puberty. I really didn’t know why, since I am very attracted to women and not men. What I mean is, when I look at women, I get that feeling inside… The feeling of attractiveness. When I simply look at a man, I don’t get that at all.
However, sex wise, even at puberty, I would fantasize that I was a girl and what it would be like to have a man fuck me like one.
Fast forward to when I was 21 years old, I met the most amazing woman in the world. We dated for about six months and then we got married. We have two wonderful children.
About five years into our marriage, on our way home from an amusement park, I confess her that I felt like a woman inside…. That I have always enjoyed women’s clothes, and that I have had gay sex several times while I was growing up. I explained that I love her dearly and look forward to growing old with her. But at the same time, I wanted to know how she felt about me, exploring my feminine side. I was extremely nervous to tell her all this. I did not want to divorce as I am madly in love with my wife.
To my surprise, she was totally into it. On the way home we stopped at Victoria’s Secret, and we bought several pairs of panties for me. Then we went to Macy’s and bought some women’s clothing (Guess jeans and girls tops).
The next six months seem like a whirlwind. She went on the website and started me on testosterone blockers and bought female hormones. I took these for almost a year.
I loved how the hormones made my body feel. I grew breasts and love them. The only downside… It made my penis about half the size, and gave me serious erection issues. Even after I stopped taking the hormones, the size never came back and my erections are almost always small and VERY hard to maintain for more than a few minutes.
Sex with my wife, came to you and far between. Obviously I had a small penis, and I was able to get hard, but the second I put my penis into her vagina, I would go soft. I confess to her that when we were having sex, in order to even try to stay hard, I would have to imagine that I was the woman, and she was the man fucking me.
This led to a serious conversation about her sexual needs. We decided that cuckolding was probably a great way to go. Her first date was amazing.
If we’re talking to this guy online for about a month, and on the phone, for about a week, we decided to meet him at a restaurant. Yes, I went along For her safety. We got a table for three, and she sat next to him. They talked and flirted, for it seemed like two hours. Then he invited us back to his house.
Within minutes, they were all over each other. Watching them kiss… Made my little dick hard as a rock. Then it happened, she reached out and pulled out his cock and started sucking it. I have to admit I was in heaven. He was easily 3 times my size and so much thicker. I knew right there, and then that he could give her something that I would never be able to, ever. And that she would be hooked.
Then, when he finally put his dick inside of her vagina, oh my God I had never experienced anything like that emotion in my life.
Watching her get fucked by another man was better than having sex. I sat there and jerked off my little dick off with two fingers, while his 8 inch dick was sinking in and out of her.
She did not humiliate me, in fact, I truly believe she forgot I was there. The interesting part is when she asked him to take off the condom. And then begged him to cum inside of her fertile pussy, something I have not been able to do for a very long time. It was very few times I was allowed to penetrate her, I was always made to use a condom, even though I am fixed.
Initially, sex with her after she had had sex with someone else was amazing. I reclaimed her like a pro even with my small penis. Then starting to change a little more.
First, she started having me eat her after a man had come in it. Again, I was hesitant… But after a while, I came to seriously enjoy it.
Traditional penetrative sex with her became less and less. Then, it pretty much stopped altogether. Even my eating her out became less than less. Ultimately, she suggested maybe I tried to find a guy to have sex with instead of constantly begging to be with her.
Here we are, years later. My dick is locked up in chastity and rarely comes out to say hello. The only sexual stimulation I get will be if I am able to find a man to fuck me, which, so far, I’ve been unlucky finding anyone. I’ve had a few opportunities… But I’ve always backed out out of embarrassment. Someday I really hope to change that. I long to be fucked like a girl by a real man. Every time I back out I feel so stupid. I have not had an orgasm in years.
I am now pussy free, for the rest of my life. That’s OK since I sincerely love, sucking my fake sildo cock. And I love having my ass penetrated by it.
The orgasms that I have when im fucking myself in the ass, blows away anything I ever had when I was having sex with a woman. The orgasm is no longer located in my penis when I have an orgasm, my whole body.
I still wear women’s clothes under normal men’s clothes. When I am at home, I pretty much wear women’s clothes all the time. Sadly, I’m not at all passable as a woman.
My wife and I are very much in love with each other. Other than the sexual element, you would never know that we were not a typical husband and wife, other than the fact I dressed like a girl.
We are still go out together every day, hold hands, kiss and hug, and truly do all the things that a couple does. The only difference is at night we cuddle and watch TV, but when it’s time for bed, we go to our separate rooms. Lots of time her boyfriend shares our marital bed with her While I am in the next room over. I love listening to the sounds of them. She orgasms with him, like she never did with me. She makes sounds with him, like she never did with me.
I love being a sissy cuckold. My only wishes that I started doing it earlier in life, and started fucking men exclusively earlier in life. My sex life is truly amazing. And I am quite sure my wife would say the same thing about her sex life.
Anyhow, that is our story!
PS: Are you in NE Ohio and want a nice sissy to train to meet your sexual needs? Message me!
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