Evolving as a cuckold - through the seasons of life

For cuckoldresses and the men who serve them.
The Owl
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Re: Evolving as a cuckold - through the seasons of life

Post by The Owl » Wed Dec 10, 2025 5:30 am

Scarlett's command for me to remove her panties was significant in at least four ways. First, it was her signal to both of us that she wanted the Bull to have sex with her in my presence. Second, my response to her request was a final check to see whether I was still comfortable with her having sex with the Bull. If I was uncomfortable, this would be my last opportunity to pull the emergency brake. Third, it was her way of making me complicit - partners in this sexual adventure that was quickly moving from fantasy to reality. If I was going to remove her panties for the Bull, I was actively participating in her having sex with another man. The fourth point of significance was that Scarlett was using this command to unequivocally establish the hierarchy of dominance and submission in the room. The Bull was dominant by nature. From the moment he entered our room, it was clear he was the alpha. His dominance never felt malevolent or dangerous. Rather, he presented as a confident, athletic, and masculine Bull who knew how to take charge with Scarlett - much to her erotic delight.

I could sense that Scarlett was deeply enjoying being fully submissive with the bull as he confidently caressed her body. Although she was usually submissive with me, at this moment, she felt no need to be submissive toward me. In fact, for the first time as a couple, she found herself in a position where she naturally felt comfortable being dominant toward me by commanding me to remove her panties - for the benefit of the Alpha male in the room. She was not only commanding me to give the Bull unobstructed access to her pussy, she was also letting me know my position in the hierarchy in the room. The Bull was in charge of Scarlett. And Scarlett was in charge of me. If I complied with her dominant command, I would be fully embracing being her submissive cuckold during this tryst
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The Bull could have easily removed her panties on her own. She could have reached down and removed them herself. But for the reasons stated above, Scarlett decided to thrust me deeply into subspace by having me do the work for her, and for the Bull. Subspace was territory I had never previously explored and now I was in the thick of it without any roadmap.

Immediately after hearing her command, I rose from the chair and moved to the bed, getting close enough to take off her panties. The Bull rolled a few inches to the side to make room for me. As my hands found the waistline of her panties, she lifted her hips. I looked upward and our eyes met. Scarlett’s eyes and face were exuding arousal. I had seen this look on her face many times before; the only difference was we both knew that the focus of her desire was the Bull, not me. She. wanted those panties off without further delay. I submissively removed them and retreated to my chair, damp panties in hand. The Bull pulled off his boxer shorts before rolling back toward Scarlett. He rose over her body moving his legs between hers. She didn’t resist, spreading her wings to give him room to move. His large cock was fully erect, looming as he moved between her legs. I felt as if I had no control over either of them at this point. None.

The Owl
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Re: Evolving as a cuckold - through the seasons of life

Post by The Owl » Wed Dec 10, 2025 6:50 pm

Ready to hear more?

The Owl
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Re: Evolving as a cuckold - through the seasons of life

Post by The Owl » Wed Dec 10, 2025 7:40 pm

I sat pensively in the chair, panties clutched in my left hand. Scarlett's pussy was in full view - labia swollen with the sheen of clean fluid in her slit. She was wet and slick - fully ready for cock. As I contemplated what I was seeing, I wasn't feeling like whining, whimpering, or gnashing my teeth as she had feared. Instead, I found myself fully occupying my role - the submissive male in the room. Through my quiet presence, I was passively encouraging Scarlett to let another man give her pleasure in my presence. I had no label for the feelings in my gut, but the feelings were warm and satisfying. I was enjoying the submissive pleasure of subspace.

I continued quietly sitting in the chair as Scarlett had instructed a few days before. She remained on her back. The bull remained poised between her legs. He was positioned with his well-toned torso held upright, his lower legs bracied on the bed, his ass supported by his heels. Her legs draped over each of his - like a submissive in heat. Scarlett seemed so aroused that I began wondering whether she was submissively encouraging the Bull to enter her with his unprotected cock. Thankfully, I observed him reach over to the bedside table for a condom. He deftly rolled it onto his erection while Scarlett watched. I couldn't help but notice that his cock was larger than mine in all regards - about two inches longer with significntly more girth.

Scarlett and I had seen his nude photos but this was 3D. If anything, he was larger than his pictures suggested. Scarlett’s pussy was fairly petit and always gripped my cock tightly when we made love. She had never given birth and had never had sex with a man sporting a large cock. I knew that his erection would be a stretch - literally - for Scarlett. But I also had confidence that she could accommodate him as long as he entered her slowly and gave her time to adjust. I also was certain that her pussy would spring back to its normal petit status after being stretched by the Bull.

After the Bull had donned the rubber, he paused and calmly said to Scarlett, "I am going to enter you now. I want to give you pleasure. I don't want to hurt you. Let me know if anything feels painful." The corner of her lips moved into a Mona Lisa smile. While gazing into the Bull's eyes, she whispered, "Thank you."

His torso remained elevated above her body. He reached down and used one hand to guide the tip of his erection between her labia. His buttocks tensed together as he moved his pelvis forward toward hers. The tip of his cock found its target and he began pushing a bit further into her. Once he had an inch or two of cock inside her, he began supporting himself with both his arms His torso remained elevated above her but their pelvic bones were increasingly entwined.. I watched his pelvis slowly g further forward, then back, then forward again - a little deeper each time. Slowly and confidently the Bull inserted his cock deeply inside inside Scarlett.

Scarlett began gasping with pleasure as his cock moved deeper inside her. Listening to these noises and watching her facial expressions and bodily responses was profoundly arousing for me. Soon her right hand came off his torso and landed on the bed. She used her open hand to grab the sheet as she clenched her fish while gasping. The line between pain and pleasure is sometimes imperceptible. She seemed to be adjusting to the size of his cock. If I was reading the cues correctly, she was enjoying every inch of pleasure he could deliver.

His cock was now fully inserted. Scarlett's eyes opened to half mast and she seemed as if she was in an altered state of consciousness. We briefly made eye contact and then her eyelids closed again. She seemed to be enjoying the nuances of sex with the Bull. She did not seem to be even slightly disturbed by me being present and watching her and the Bull.

guitarman
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Re: Evolving as a cuckold - through the seasons of life

Post by guitarman » Thu Dec 11, 2025 6:02 am

Loving this story and its recounting by you. It helps to see from the side of an evolving cuckold. Keep up the good work!

venus-can99
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Re: Evolving as a cuckold - through the seasons of life

Post by venus-can99 » Thu Dec 11, 2025 6:14 am

Wow!!! Just caught up with the updates Owl. Your descriptions are so vivid that I felt I was in the room watching the three of you. Looking forward to more of Scarlett's further rounds with the bull and both of your reactions afterwards

hornedhubby
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Re: Evolving as a cuckold - through the seasons of life

Post by hornedhubby » Thu Dec 11, 2025 3:22 pm

You've quite a fine memory of this moment, Owl. Obviously, a pivotal one in establishing your cuckold identity and future. It feels to the reader that this is the destination of your narrative from its beginning.

Please continue and thanks for sharing.

Rogueuser1
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Re: Evolving as a cuckold - through the seasons of life

Post by Rogueuser1 » Thu Dec 11, 2025 6:29 pm

Owl - as always another great update, thank you! Love the way you describe removing her panties!
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The Owl
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Re: Evolving as a cuckold - through the seasons of life

Post by The Owl » Thu Dec 11, 2025 9:44 pm

Scarlett's fuck with the Bull was fully underway. Soon, I heard her groan, "Oh God... Oh God..." followed by primitive guttural sounds of pleasure emerging from deep within her torso. She didn't need to say.any words to reassure him about her pleasure. Scarlett was enjoying the tryst. I sat quietly and enjoyed watching her climb the wall of orgasm.

A few minutes later I watched her climax; her toes were curled; her body convulsed; her breathing was intense; and she began speaking in tongues again... "Fuck... Oh. God... Your cock feels so good. Fuck my pussy... Oh Hod... " Her chest was momentarily splotchy red and some beads of sweat were on her brow. This orgasm was as intense as any I had ever witnessed her having before. As she began to plateau on the heels of her orgasm, she reached up and pulled his head. toward hers and kissed him with her open mouth, as if she wanted to extract every drop of pleasure from her orgasm. In a light breathy, and satisfied toe of voice, she uttered, "Thank you... Oh God... thank you... I can't believe..." and her voice trailed off as her eyes closed and she savored his handsome cock moving in and out of her pussy as she slowly descended from the peak of her intense orgasm.

More to cum...

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Re: Evolving as a cuckold - through the seasons of life

Post by Rogueuser1 » Fri Dec 12, 2025 4:06 am

So hot to see the woman you love being given something you could never give her.
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Jujube
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Re: Evolving as a cuckold - through the seasons of life

Post by Jujube » Fri Dec 12, 2025 5:46 am

I think I would have cum spontaneously witnessing that.

guitarman
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Re: Evolving as a cuckold - through the seasons of life

Post by guitarman » Fri Dec 12, 2025 7:26 am

What a wonderful description of an extremely powerful orgasm.

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