Cuckold Sissy  

HeSuks 61M
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2/19/2022 7:28 am
Cuckold Sissy

My spouse got into the sissy hubby fantasy and started putting estrogen into all my food. She then just told me to take estrogen tablets. She bought me a complete ladys outfit from panties and sports style bra, blouse, and short skirt. I objected to crossing that line. She insisted that it was just once to see how I looked. Just the two if us privately, one time. I agreed. One time, just us. I got the panties on okay after a bit if adjusting to get everything in and not hanging out, she helped me get the bra on. It was pretty flat. So she shoved some if my socks in to give it shape. I did the blouse and the backwards buttons were tricky and she helped with the skirt since it zippered in the back. She then made me sit down and she applied some make up to my face. POOF, a transformation was completed.
Looking in the mirror even I was amazed at the difference. She loved it. She got out the phone camera from her purse and started taking pictures. I demanded she stop and that she can never show them to anyone. She promised she would not. We had sex while I remained dressed that way. It was hot. She did ask if I would dress that way again for her but I flat out refused. She did however insist I dress up a few times - I did while she was with a partner but it always ended with a compromise. I would wear the panties only and no other item. She always made it a point to show off my panties to her bulls. Some of which who thought it OK to rub their hands over them.

The progress she felt she was making with me was ongoing. She started calling me over to get closer to her when she was sucking in some cock. Close to see it better she told me. Close enough where she started suggesting I help her. I refused at first but after a few times she managed to get me to just put my tongue on it. I obediently followed her instructions. Then I licked her clit while getting fucked, and it was no big deal if I licked his shaft a bit too. That all changed when one time when I was helping her with her blow job, somehow she managed to get me to the head of his cock while she worked lower on the underside of his shaft. Just as I was licking the head of his cock she pushed my head down over it. I tried to lift my head but she and he held it there. She ordered me to suck it. It was kind of deep and choking me a bit so I had to do it. I did for a couple minutes hoping constantly that he did not cum. He did not, and they let me up. She started calling me a faggot cock sucker. I hated that because she forced me.

Over time that all led to showing my dress up pictures to her partners. Threatening me that she would let them fuck my ass if I ever got out of hand and did not follow her directions. Sex for me came to an end with her - except for masturbation and that was limited because she would always promise sex and so I would wait. The sex would never come. I was now reduced to a cock sucking, do as you are told, prop for her enjoyment and my humiliation. Still, she was not finished with me. She had a goal. Total humiliation of me was her plan while staying married to finance her existence and to hold up to my promise if always taking care of her.

Her plan continued and she felt victory the night she had me remove my panties and pull my ass cheeks apart so one if the two males she played with that night could finish in me. My ass would be the completion of giving over my body for her pleasure. I bent over and spread my cheeks exposing my pucker hole but I never refused. I was beyond resistance that at this point. I just did whatever she says. He walked over to me, makes me suck his cock for a minute and then goes around me and looks at my ass. He asked if this ass is a virgin?
My wife tells him he will be the first. Fortunately he announces that it looks really tight so he better use some lube. My wife hands him a tube and he squeezes it on my pucker and then sticks the tip if the tube into my ass and gives it a good squeeze. I could feel the cool gel go into me. Then, as my wife and the other guy sat and watched, I felt the head of my first cock in my ass circle around in the lube on my virgin hole. I felt it start to push in. I felt my hole expanding. The head of that cock felt bigger than anything that has ever come out of there and it was a stress in my hole. He kept moving it in slowly. I felt the stretching and the sting that came with it. I already felt like it was going to rip me. Then it really hit me. I no longer felt the sting, just excruciating pain as he got to the muscle. I know I screamed in pain but others laughed. It was the worst pain I had ever felt in my life. Then, he broke through it and while there was less pressure, the pain remained. I could feel every bit of him pushing up into me. Then, finally he stopped. He mentioned how great I felt. I did not reply. The pain was getting less as he set still, but then he started pulling back. The pain returned. Not as much but still painful. I was tightening up with the sensation but then felt a hard slap on my bare ass cheek. I yelled out and it hurt enough a tear came to my eye. Then, another slap and this time even harder and it stung bad. Tears started flowing down my face. The thing is, feeling those slaps made me not think about what was happening inside my ass. When the cheek stings subsided, I felt him easily moving back and forth in my ass with no more pain. He was moving slowly but he started moaning and quickened his speed and his cock was finally going all the way in. I could feel every bit in me and it felt it was in my<b> stomach. </font></b>Then, with one hard somewhat painful thrust, he was shooting deep inside me. When he finished he pulled out and when the head passed my muscle it hurt again but just for a second. He pulled away saying what a great ass I had and hoped he could fuck it again soon. I heard clicks of a camera and my wife saying she needed to have these to show me my gapping ass hole. Then they all started laughing and one of the guys saying, cream pie. My wife stated with the pictures again and I could feel warm liquid run down the back of my balls. I saw the pictures later of my still open hole and there was cum dripping out my ass and down my balls. It made me excited!

So, here I am, 3 years since the beginning. An obedient cock sucking, cum eating, Sissy who was ass fucked, for my wifes entertainment.


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