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Femdom learning that I enjoy being a Cuckquean
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Update on r/PluggedPantyBoy

Yes, u/PluggedPantyBoy is staying Plugged and in panties as always. For over 6 months now he’s wore only women’s underwear (thongs mostly) and one size too small, to make things a little more uncomfortable. He is also keeping his ass plugged daily and has been doing so consistently for over 6 months. He lives daily life as a sub and that’s the way we both like it.

If you read my last post you may have seen that I’ve been struck by some cuckqueen type dirty thoughts. I am usually pretty jealous and territorial but my girlfriends watch him jack-off all the time and have even had a long weekend here where they got to watch him and even spank him a little but the rule was very clear that I didn’t want any sex between my sub and the girls. Then, I became possessed by a tiny thought.

To explain you have to understand this man has such a beautiful cock. It’s the most beautiful dick I have ever laid eyes on and my besties all agree. The strange thing is I’ve been having these thoughts about one of my girlfriends. The prettiest one. I don’t really swing that way but she has such a beautiful face. I don’t know why but I began to think about how pretty she would be with that beautiful cock in her mouth. It feels really weird. I am still jealous but I really want to see it in her mouth. This thought kept getting me wet to think of so I eventually told my sub. I ask his opinion on very little of what i choose to do to him sexually but this was something I felt we should discuss. We are in a relationship. After a little coaxing he was okay with it as maybe a possibility.

I tried to resist this as much as possible but it finally overtook me and we approached one of my really close friends. We both wanted someone we could trust and open to experimentation. I slowly started the conversation with the friend of mine that I previously said would look so beautiful with his cock in her mouth. She seemed to be open to just the three of us for a weekend. I explained that this was new for me and I didn’t exactly know how far I was willing or wanted to take it. She was fine with my unsurity. We set it up and she came for a one on two to see how far I wanted to take this.

We started slowly. My sub, only wearing panties needed to be punished. Something we both enjoy so I bent him over and we started smacking his ass. Quickly, I got it to that pretty pink color I love to see. I could tell by the way he was jumping that it was really starting to sting which means it’s time for me to slow down and inflict pain in a more deliberate and targeted way. My friend was impatiently wanting to try the ‘cat o' nine tails’ so I let her work on him for a bit. I was looking him directly in the eyes and could see how much he loved the pain.

Once I felt like he had enough pain for a while I had him start stroking his cock for us. We both watched as he ran his hand up and down his shaft. I nervously and anxiously worked up the courage to ask my friend to let me watch her suck his dick. She happily obliged. I began to tremble as she slowly worked her way down to it. I still couldn’t believe I wanted this to happen and even more so couldn’t believe it actually was. She tongued it at first, giving me a chance to back out. Then finally parted her lips and slid her mouth over the large cock. It felt so good to watch his dick disappear into the mouth of another woman. I knew from that moment I really wanted this. Just as I had imagined, she looked so beautiful with his cock deep in her mouth. It’s almost like she was made for it. I snapped some pictures as I loved seeing her like this. Watching her begin to gag as she thrust herself further down, taking more of his cock down her throat. I grabbed the back of her head and helped push her deeper. Oh god, already I was starting to cum.

She sucked him off for a good 20 more minutes. I knew she had to be getting sore. My sub was holding back his orgasm until I gave him permission. I asked my friend if she was ready to swallow a load and she moaned “unh-huh”. I told my sub to blow a load in her mouth and as she pumped him harder I grabbed her head, getting ready. He moaned and I knew he was exploding. I kept pushing her head down as he pumped hot loads of cum in her mouth. I said “Don’t you dare spill a drop!”, “Swallow all of it!”. She was a good girl and did as I commanded.

I was loving this so much. I loved seeing him cum in someone else’s mouth. I loved seeing someone else make him feel so good. We had a lot more to do though. I knew we were take this to the next level, after he had a quick little break.

To be continued…

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10 months ago