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Becoming a virgin cuck

In our last update, I mentioned how my wife tricked me into being forcefully locked during NNN. I could get out at any time but the day I would get out on would be the amount of times I get to have her pussy dying the year 2025. So if I got out on day 30, I could get it 30 times!

Well, I am happy to announce that I made it over 30 days (unwillingly) and I also will no longer be having PIV sex with any pussy either… So how did it get to that?

It’s all thanks to my virtual keyholder, Miss Amy (u/playdollamy). I know, we said we were done with 3rd party keyholders and we are actually done now, but Miss Amy helped shape the direction of our flr relationship in the few months that she was my keyholder. She helped my wife and I achieve our dream of making me permanently pussy free, more than any of our previous irl keyholders did. Part of the reason is that she is also into this lifestyle with her cuck.

I met Miss Amy on Reddit during November as we were just casually chatting and sharing our experiences with each other. Since we got along so well, I eventually proposed her, with the permission of my wife, to become my virtual keyholder, since my wife would sometimes get bored of me asking her to unlock my chastity. That way my wife could just reply with “it’s not up to me”.

Miss Amy agreed and after we discussed rules (and safety), we all 3 agreed about how this will play out. She told me that November will be NOvember (so no cumming) and we shall see about December.

December came along and she allowed me to cum as long as I pleased my wife really well beforehand. My wife laughed and asked if I thought I was capable of pleasing her to Miss Amy’s liking. She was of course teasing and I busted a huge load that day after I had pleased her with my tongue.

My wife ordered me a fleshlight which arrived in mid December. I was really excited to use it but I was still locked as per Miss Amy’s orders. As Christmas rolled around, she was really in a good mood and permitted me to cum as many times with the toy. I was unlocked on the 21st and was allowed to remain unlocked until 26th.

I felt quiet and literally naked during that time, and my wife would constantly humiliate me as my penis has downsized so much. It felt worse to be out of the cage than in the cage. Miss Amy suggested permanent chastity as a joke but that didn’t really give me much home. My wife didn’t allow me to use the fleshlight at all, but she told me that I could jerk off to her pussy on the 25th.

So 25th comes around and she tells me it’s the time to do it. She is still fully clothed but is holding the fleshlight in her hand. She says “Jerk to my pussy. You can’t use it but you can see it”. As I jerked off she kept humiliating my size. As soon as I came I felt a little devastated that my size was laughably small. I asked my wife if I could remain unlocked for an extended period of time so that I could grow back, but my wife said it was up to Miss Amy.

Miss Amy locked me back up as expected but she comforted me about my small size. She said it’s ok to be small, and even if I was unlocked and allowed to grow bigger, what difference would it make if I couldn’t satisfy my wife and couldn’t last long inside her.

Miss Amy spoke the truth, there was a reason why I was locked in the first place. I talked to my wife about it and she said that our end goal would be to make me pussy free. I wasn’t really ready for that yet but I said I’d give it a try since both my wife and Miss Amy thought that made the most sense.

As New Year rolled around and I was still locked, my wife asked if she could begin the new year by sleeping with my buddy. Up until that point, they only had sex once. I thought it would be an interesting way to start our “new” lifestyle. One part of me was really excited for that whilst the other part of me really wanted to have sex with her. At that point, the last time I was in her pussy was after my buddy had sex with her the first time. The idea was to reclaim her, but I was just really happy that I could have sex with her.

So I thought I might get lucky and reclaim her a second time. This time, she video called me and showed me what my buddy was about to receive before hanging up the phone. I was so frustrated at home that I contemplated unlocking my chastity to finish, but I couldn’t find the keys. It was only later when I video called her again that I realised she took the keys with her so that I would not be temped to unlock.

This whole idea of being a pussy free denied cuck invoked such a high state of euphoria, one that I’ve never experienced before. The height was there but my heart also started feeling lonely. This is a common feeling for couples who are still processing throughout their journey of cuckolding and denial.

When my wife came home we talked and shared our feelings. These talks went on for 2 weeks. We both agreed that being pussy free was the target, but my heart still missed having intimate sex with her. We started doing more and more face sitting and pussy licking sessions, but since I was never inside her, I still didn’t feel satisfied.

One day we sat down and she asked me about my feelings. I confessed that I feel in a very euphoric state of mind when I am denied pussy, but at the same time I also miss feeling aroused when getting pussy. Rather than saying anything back, she asked me to unlock myself and have sex with her. I thought she was joking but she was serious. So I unlocked myself and sex we had.

Once I was done, she asked how I felt. I told her that the sex was good, but the feeling of me being inside her was not what I remembered it to be. Yes, her pussy felt great physically, but I didn’t get such a mental arousal anymore. It was as if the feeling of being denied pussy was more intense than actually being allowed to have it. When I told her that, she asked me if then it wasn’t better to just remain denied and think of getting pussy as a thing of the past, like something that I wasn’t allowed to have anymore. I thought about it more and more and agreed that it would probably make our relationship more intense and interesting if I was forbidden from getting pussy.

That was on the 18th of January and I’ve been pussy free ever since. As that came into agreement with my wife, the idea of wearing a chastity cage in day to day life started making less sense to us, since I was already committed to being chaste. We informed Miss Amy about it later than month, and since late January, she is no longer my virtual keyholder but is a friend of ours. Thanks a lot to Miss Amy for getting us this far through our journey!

So where is chastity used now? I still wear my cage during sexual encounters (when I lick my wife or she sits on my face), when I’m outside (so that I’m constantly reminded that I’m chaste), and when my wife goes to meet my buddy (so that I am reminded that she is the only free one in this relationship).

It honestly feels great and I am constantly in a euphoric mood. Even when I cum, that mood never goes away. My wife likes to tease me when we go outside together sometimes. We would walk together and hold each other’s hand, and each time we would pass a good looking girl she would tell me “See that girl. She’s nice right? Ah but you’re never going to get pussy anyways so it’s not worth dreaming about what might be under those pants.”

Even at home with me, she sometimes comes to sit on my locked manhood and bounce her naked ass on it. She would then tease me about how I’m her one and only lover but another man gets to use her body.

As for my buddy, he and my wife are sex partners. They both committed to each other and have agreed to not sleep around with anyone else, which is good in terms of safety, and it also solidifies their relationship as intimate partners.

For me one of the most frustrating part is going to work, as I have a few attractive and young women as coworkers, and know that no matter how much my wife can get another man’s cock, I will never ever get anyone’s pussy ever again. (Not even that fleshlight 😭)

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