Evolving as a cuckold - through the seasons of life

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

Unread post by scarlettscuck » Sun Aug 11, 2024 7:31 pm

Great read. Please continue!
14th year in the lifestyle
Her pics: viewtopic.php?f=9&t=43375
KiK: ScarlettscuckD
Please say hello!

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

Unread post by The Owl » Thu Oct 31, 2024 3:38 pm

My apologies for taking a break from writing my saga. I'm going to jump a long way forward to my first marriage which ended 25 years ago. We're still friends and good mutual parents to our adult children. The marriage could have evolved into a hotwife-cuckold marriage but neither of us had the emotional tools to get there. Her agenda and my agenda were somewhat at odds. It would take me too long to explain what that means in this post. As in all relationships, there are many nuances to the story. I will call my ex-wife Caroline... sweet Caroline... which she was... which she is.

Early 30s... three young kids... suburban house... professional career for me... stay at home mom for her. Hard work for a young woman.

A nationally-renown professional in his mid to late 40s came to our city to be the keynote speaker at a conference I had organized. We had a limited budget for the conference and offered him the guest bedroom in our house. He accepted our offer. He spent about three or four days in our home and things went well at many levels. He was divorced, handsome and very engaging. Caroline and Peter (the name I shall give him for this story) hit it off nicely and had some very good conversations about life, love, and what it means to be a young mother. Caroline felt heard and appreciated by Peter - the ingredients of emotional intimacy for a woman.

We went out for a group dinner on his last night in town. Wine flowed. I kept my consumption limited because I knew I was going to be driving the baby sitter home later that evening. A friend of mine from work - a young single attractive female (Rachel) - was the driver of the vehicle that took us to dinner about 40 miles north of our town - a destination restaurant in a quaint setting. When we were driving back, Peter and Caroline got in the back seat, quickly and playfully. Caroline clearly wanted to maximize the pleasure of being close to Peter during the long ride home, on his last night in town. I was relegated to the front seat, next to Rachel who was driving. Peter and Caroline were both two sheets to the wind in the back. Peter was quite talkative. Caroline was naturally quiet. But she made supportive comments in response to Peter's stories and observations. About halfway home, Caroline said, "Let's be quiet and just enjoy the moment."

I heard some shifting in the back seat. Peter was unusually quiet. I remained quiet and dared not look back. Rachel could feel the tension in the air. Rachel reached over with her right hand and touched my thigh, in a reassuring way - almost flirtatious. The touch of a woman on a man's leg always has a hint of erotic energy associated with it. Rachel asked, "Are you ok?" I glanced over at her and said, "I'm fine... and thank you for driving Rachel." She slowly pulled her hand back, put it on the wheel and kept her eyes on the road. We were all quiet.

The sounds (and lack of sounds) from the back seat, left me with the assumption that Peter had has arm around Caroline and that she had snuggled in closer to him. It didn't sound as if they were kissing or otherwise petting but there was a lot of erotic energy in air. Rachel felt it and had lightly flirted with me, in part to support me. She knew my wife was in her back seat cuddling with another man. There had been some attraction between Rachel and me at work. I wondered if she might be hinting at creating what was then called a wife-swapping, foursome evening. If Caroline and Peter were going to enjoy an erotic evening, Rachel was giving me some signals that she may be open to enjoying a bit of skin on skin time with me. But all of this was unspoken. There may have been some hints, but nobody took the Bull by the horns, with the exception of Caroline.

Rachel drove us to our house. She got out and hugged each of us and drove herself home. If I would have invited her in, I felt like she would have accepted. But the moment was too confusing to me. So I just said, "Good night" to Rachel and she drove off. The three of us went inside. I drove the babysitter home. The kids were fast asleep.

When I returned about 15 minutes later, I entered the front door. As I stepped in, I looked up at the glass that reflected light from the kitchen. Peter and Caroline were in the kitchen in an intimate embrace. They obviously did not hear me open the door. I did not want to startle them but decided to make enough noise to let them know I was entering the house. In the reflection, I saw them pull away from their embrace. They both looked a bit discombobulated in the reflection. I felt aroused, but also unsettled - cuckold angst. I kept my composure, walked to where they were and behaved as if I hadn't seen anything. We exchanged some brief and slightly awkward small talk. Moments later, Peter went to his room and we went to ours.

I can't recall exactly what happened in bed but I think Caroline and I both fell asleep fairly quickly. About an hour later, I woke up momentarily and rolled over. Caroline was also wake. I embraced her and she was unusually receptive to my touch. We kissed. I reached down and touched her between her legs. Her labia were fully engorged. She was extremely wet. She moaned with pleasure when I ran a finger between her swollen labia.

I knew her arousal was not caused by being in bed with Mr. Familiar - me. I told her, "Caroline, if you want to go downstairs to Peter's bed I understand and support you." I could tell that she was giving my offer serious consideration. I would not have been shocked had she rolled out of bed and gone to him. After a long quiet pause during which I could tell Caroline was contemplating her options, she turned to me, kissed me again, and pulled me on top of her. I was fully erect. She was wetter than she had been in years. I entered her and we shared an unusually intense fuck. Her level of desire was unusually high. We both intuitively knew she was imagining Peter's peter inside her. I was imagining that I was enjoying silky seconds, which I am sure I was not. There was no evidence that she had already gone to him during that time we were both asleep. And, she would have told me had she been with him already.

The next morning, everything seemed normal. Peter, Caroline, I, and the kids all enjoyed breakfast together and I gave Peter a ride to the airport to catch his flight home.

Peter's visit was a very close brush with being cuckolded by Caroline. She was seriously considering going to Peter's bed, but decided she would not. He wanted her. She wanted him. I had given her permission to follow her urges... to go to his beds and to enjoy his body. I'm not 100% certain why she declined my offer given the intensity of her lust at that moment. But she opted to stay in our bed and to seek release with me.

It was an intensely erotic night... full of sexual energy. I wonder if Peter gave himself relief that night with his hand while fantasizing about Caroline. Perhaps he did... if not that night... at least after he got home. They both wanted to fuck but the overlapping roles among us and the "rules" of marriage prevented Caroline and Peter from following their instincts that night, so many years ago.
Last edited by The Owl on Fri Nov 01, 2024 7:09 am, edited 1 time in total.

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

Unread post by guitarman » Fri Nov 01, 2024 6:43 am

Delighted to have you resume this well-written story. I've been following your commentary on a number of different threads wondering if you were ever going to get back to your evolution as a cuckold. Thank you so much. A very small edit, if I might suggest. In your fourth paragraph you mentioned that Larry and Rachel got into the back seat and you immediately changed that to Peter later in that same paragraph. Keep up the wonderful work.

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

Unread post by The Owl » Fri Nov 01, 2024 7:12 am

Thanks for the feedback. Error corrected. It is sometimes difficult to keep pseudonyms straight. I don't want to violate anybody's privacy by using their actual names. Plausible deniability is key.

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

Unread post by venus-can99 » Fri Nov 01, 2024 10:34 pm

Thanks for this exciting post Owl. A wonderful background to your evolution….

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

Unread post by shadowtantra » Fri Nov 22, 2024 1:48 pm

Hi Owl, I have really enjoyed this thread of your journey. The vignettes you are sharing are fascinating and remind me of my own experiences as many have shared here. This last story was wonderful. I have a similar memory of my wife. We have been married for 30 plus years and like anyone have had ups and downs over the years. We have not ventured into the cuckold /hotwife world but came to OHW as part of my own journey when I found out that my wife had an affair with her boss. Another story! I look forward to hearing your next when you have time!

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

Unread post by The Owl » Sat Nov 23, 2024 4:34 am

Hi Shadowtantra: Thanks for the feedback. How did you learn about her affair? You wrote that she "..had an affair..." That use of language suggests it is over. Is it? If so, how long ago did it end? How long did it last?

Most importantly, how did it make you feel?

As long as she did not experience too much guilt, I'm sure she enjoyed the sex, NRE, etc. Women love sex as much, if not more than men. But there is a vulnerability for women. They are entered. Men do the entering. For a woman, a moment of sex can translate into pregnancy, delivery, and years of parenting! Men can disappear into the jungle after the moment of sexual bliss. Again, women are putting much more on the line when they open their legs to a new man.

Feel free to tell you tale on this threat or start your own. Either is fine.

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

Unread post by The Owl » Sat Nov 23, 2024 5:25 am

(I posted this story last night, but decided to edit it heavily this morning to better capture the essence of the experience... If you read it already, you may want to read it again. It was half-baked. Now it is not.)

The following event occurred one night at our home about two years after Peter's visit.

A very close friend of mine (let's call him Brad) spent the night at our house. Brad and his family live in another State. He needed to do some work in our city. The trip involved flying in one morning, and flying out the next evening. We were all in our 30s. Caroline and I invited Brad to stay with us the night he was in town. Brad is married and has three kids about the same age as our kids. Brad is handsome and has a history of being somewhat of a "womanizer." Women like Brad. Brad likes women. Brad's wife is famous for her temper. She confronted him each time she suspected him of straying. Their relationship endured, despite Brad's penchant for occasionally jumping the fence to sample the grass in another pasture now and then. Brad

After dinner, Caroline got our kids tucked in bed, read them a short story, and then came upstairs - announcing they were fast asleep. The three of us decided to enjoy some beer while soaking in our hottub - naked, Caroline was one of those mothers who had taken very good care of her body before and after childbirth. The hottub was hot, and so was Caroline's body. The hottub was circular with a flat circular bench to sit on in the water. We were each seated spaced out equally around the tub with the jets turned on. The water was bubbling as we all settled into the soak. The bubbles frothed the water so much that none of us could see below the surface. We could see each other's heads and naked shoulders but nothing else was easily seen. If Caroline rose up to grab her beer, her perky breasts rose from the water, and then disappeared once again as she settled back in her seat. We drank a couple of beers and told each other stories about this and that. Small talk.

At some point, Brad slid over on the circular bench very close to Caroline. I didn't move immediately, and felt a bit of angst - cuckold angst, but I had no word for it at that age. I didn't want to tell Caroline or Brad what to do... or what not to do. I felt uncertain what I should do. At some point, I decided to move as well, closer to Caroline's other side. If I did nothing, I was tacitly giving Brad permission to do as he pleased with Caroline. He had moved in on her, and she had not moved away. After I moved in on her as well, she seemed to savor both of us both being closer. There was no evidence of discomfort on her part, and Brad was clearly enjoying pushing the limits a bit with Caroline. If I recall correctly, she brought both arms out of the water and hugged our shoulders. While doing so, he breasts were slightly raised in the foamy water, nipples visibly wet.

She lowered her arms and we continued enjoying our soak. A bit later, Caroline sank down a bit further in the water and put her head back on the upper wooden ledge of the hottub. She sighed with pleasure. I interpreted the noise she was emitting from her throat and mouth as an expression of the pleasure she was enjoying as a result of soaking her body in the hot bubbling water.

Brad continued talking about this and that. His style is always somewhat Alpha, without being creepy or obnoxious about it. I laughed at some of Brad's funny stories. Caroline giggled a few times as well. Then, a few more moans of pleasure expressed by Caroline. She was enjoying the soak, the beer, and the company. Other than Brad being a bit Alpha in the tub, I had no idea that anything else was going on in the tub.

We finally reached the point where we had soaked long enough. It was time to get out or turn into cooked prunes. We all got out of the tub stood close by - completely naked - using our towels to dry off. Brad moved his body very close to Caroline, as if he was preparing to do the Tango with her. His naked body moved into contact with hers - face to face. He shifted one of his feet between her feet. His leg naturally found it way between her legs, his thigh nudged between her thighs - touching both of them, again... as if they were establishing the frame of two dancers preparing to Tango... naked. His pelvis was skin to skin with hers. Belly to belly - his chest pushed firmly against her breasts.

He had put his arms around her and held her firmly in a naked hug - a hug that lasted longer than the typical hug between friends. Caroline loves to hug. She didn't pull away and he didn't break the hug quickly. My mouth felt dry as I watched Brad having his way with my naked wife - hugging body to body, skin on skin. I knew in my gut just how erotic their hug must have felt for each of them. As Brad broke the hug, he gave Caroline an affectionate kiss on the lips. It wasn't an open mouth kiss and it wasn't a lengthy kiss. But it was a firm kiss, on the lips. After the kiss, Caroline continued drying off her body as if nothing unusual had occurred.

Brad quietly headed downstairs to the room in which he was staying and we went to our bedroom.

As we lie on the sheets, still cooling down from the hottub, I asked Caroline, "What was that about? The hug and the kiss?"

"I'm surprised you're asking me about the hug and not the tub."

"What do you mean?"

"Couldn't you tell Brad was having his way with me in the tub? I thought you knew. You weren't doing anything to stop him. You were laughing at what he was saying. So I figured you were enjoying what he was doing. Everything he did felt good to me so I wasn't going to stop him if you weren't."

"All I knew is that he moved over closer to you. What was he doing?"

"You heard me moan in the tub didn't you? I only make those noises when somebody is arousing me physically. You know that. After Brad and you had moved closer to me in the water and I hugged both of you with my arms, he put his hand on my thigh. I felt safe and you didn't seem to mind that he was so close to me. He must have felt emboldened when neither of us protested. His next move was to move up my thigh. His hand felt good. Next, he moved his hand under my thigh and up toward my butt. His fingers started gently exploring up between my legs - from below. The tips of his fingers found the bottom of my pussy. That's when I moved my butt forward on the seat and leaned my head back and let out the first sigh of pleasure. Brad kept talking and continued to gently massage my pussy."

"I had no idea what was going on below the bubbles."

"I thought you could tell by how aroused I was."

Caroline could tell from my erection - and the dab of clear lube that was starting to ooze from the tip - that I found her story highly erotic. So she continued.

"His fingers began exploring inside my labia. He slipped one finger inside my pussy and moved it around inside me for quite a while. He kept talking while he was pleasuring me. He even stroked my clitoris briefly. I think he knew that if he continued, I was going to cum. He may have been worried about how you would respond if all of a sudden I erupted into a spontaneous orgasm. I thought you knew everything that he was doing to me. I interpreted your laughter and playfulness as unstated permission for him to continue. Perhaps he knew that you were unaware. I have no way of knowing. I had no idea how far Brad intended to take it. But I figured if you were uncomfortable with anything he was doing that you would have spoken up. I enjoyed what he was doing and thought you were enjoying it too."

I was speechless and aroused. She decided to continue.

"After a few passes over my clit, he pulled his hand away from my crotch and reached for my hand underwater. With an air of confidence, he guided my hand to his cock. I allowed him to have his way with my hand. I just relaxed and let him place my palm on his erection - which felt quite large and hard. I felt like he wanted me to wrap my fingers around his cock and to pleasure him like he had pleasured me. But I decided not to take it any further. I didn't grasp his cock in my hand. I just let him rub himself for a moment with my palm. A few moments later, he let go of my hand. I moved my hand back to my lap. Brad continued talking as if nothing had happened. Then we all got out of the tub. Brad's hug and kiss were nothing compared with him touching me in the tub."

I rolled on top of Caroline and entered her easily. We made love slowly. Caroline was very receptive... and responsive. Brad had gotten Caroline's engine running... and I was the beneficiary that night. I'm certain we could have invited Brad to our bed that night, and he would have joined us. But it didn't happen. Had I known what had already happened in the tub, it might have turned out differently.

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

Unread post by The Owl » Sun Nov 24, 2024 7:55 am

And now... jumping backward in time. Before kids but after wedding...

Caroline was more reluctant than me to get married. I wanted marriage. She liked the idea of being a free agent, rolling into the hay with whomever she pleased (male or female - although I'm not sure she ever made it there with a F), whenever she pleased. But I think her biggest desire was independence, rather than the constraints of marriage. With pressure from me followed by pressure from her dad, she finally relented and married me - not to say I was a bad catch. Just saying, at that point in her life, she was more into casting the hook than catching the fish. I wanted to lock down intp a marriage. Insecurity from my earlier abandonment by my mother probably contributed to my desire for commitment and structure in our relationship. LET'S GET MARRIED. Finally, she said yes.

About 8 mos later, we were living in a rough and tumble Island town somewhere between Vancouver, BC and Haines, Alaska. It was a one-year training placement. We knew we would not be there more than a year. We were both adventurers at heart - long-distance hiking, biking, etc. One day, I spotted a bicyclist in town. He had panniers and was fully loaded for long-distance travel. He had arrived on the ferry and was exploring the Island on his bicycle before moving further north. We were 27 yo and he was in his early to mid 20s. He had bicycled from New York to Seattle and was now headed north. He was in excellent shape, handsome, full head of curly dark hair down to his shoulders, piercing eyes, and an Alpha edge to his presentation. I approached him and asked about his bike, his trip, etc. I asked him where he was going to stay for the night. He asked about camping spots near town. As a fellow adventurer, I invited him to spend the night at Caroline's and my apartment. I mentioned Caroline so he wouldn't think I was hitting on him. Just a friendly invitation - one adventurer to another. We would feed him dinner, give him some company, and a dry warm place to sleep - with no worries about bears pilfering his food. He quickly accepted my offer. An apartment was much better than sleeping in a rain forest.

When I got home and told Caroline, she reminded me that she and some of her female friends had already planned for a girl's night out. As crazy as it sounds, that was the night a group of male dancers (Chippendale knock offs) were dancing at a local bar. By the way, the bars in this town did not close until 6 am and reopened at 7 am. Did I say "rough and tumble"? I wasn't kidding. In any case, the girls were going out for a Hen Party. Just the girls... and the male strippers. The event had been heavily advertised and a lot of the local women were going in various groups to have fun with one another.

Despite her plans later that evening, Caroline was game to host the visitor. Caroline, the biker, and I enjoyed preparing and eating a meal together. I could sense that Caroline took a liking to the young man. He was her type. His independence as a solo bicycle traveler was especially attractive to Caroline, not to mention he was fit, handsome, and very confident. He was dominant without being obnoxious about it.

Caroline went out for her girls night out. I got the biker arranged for the night in the living room of our one-bedroom apartment. I went to bed in the only bedroom in the apartment. I heard him settling into sleep in the living room. I slipped off into the land of nod as well.

Several hours later, Caroline quietly entered the bedroom and slipped in bed beside me. I emerged from my slumber for a moment and asked her how her night had been. She cuddled close and said, "I had fun." I could smell the hint of alcohol on her breath. She said, "Goodnight. We can talk tomorrow."

"Is our guest asleep in the living room?"

"Yes. I could see him on the floor in there. He looks like he is doing fine. I left the nightlight. on for him in the bathroom. Now... goodnight."

We both fell asleep quickly. The next morning, we fixed breakfast for our visitor and he rode off on his bike, never to be seen again.

The next day, Caroline and I debriefed about her hens party. She said it got pretty wild but that there was no direct audience-dancer interaction, at least not with her group. She saw a few large cocks flopping around on stage but found the muscular dancers' bodies much more enticing and arousing than looking at their junk. The girls all had a few drinks each and were feeling daring as a group, but nothing too wild happened beyond slipping $1 bills into the banana hammocks worn by the dancers. Young women behaving like young women at a male stripper show where sex was not on the menu.

When Caroline quietly opened the door to the apartment, in the dimly lit room, she saw the young biker on the floor, fast asleep on his back. He was on top of his sleeping bag and was only wearing a pair of jockey shorts. He may have been in the middle of a dream because it looked like he was sporting an erection inside his shorts. If not, she thought to herself that his cock must be massive when erect. Caroline quietly went to the bathroom to relieve her bladder. When she reached down to wipe herself, she realized how engorged and wet her labia were. She lightly touched her clitoris and felt a tingle rush through her pelvis and belly. She was slightly intoxicated from the drinks and was feeling quite frisky from the activities of the evening.

While debriefing the next day, Caroline told me that she seriously considered going to the living room and enjoying a zipless fuck with the stranger. She told me that If she would have had a condom available in the apartment, she might have seduced him right there on the living room floor. She was fertile and was not on birth control. That was when we were working on her getting pregnant the first time (fun work). She felt fine about having my baby but was not keen on being impregnated by a stranger. But she certainly was keen on the idea of slowly waking him up with her naked presence and having a zipless fuck with him.

She told me that when she was thinking about approaching him, she was worried that I might wake up, discover them going at it, and then freak out in some way. I told her that if she would have come into the bedroom and whispered in my ear what she wanted to do with him, I would have probably given her the green light to enjoy herself. Of course, one can only speculate about such moments. Maybe I would have given her a hall pass. Maybe I would have freaked out. At a purely erotic level, I know I would have been intensely aroused by knowing she was going into the living room to fuck him. I know that the sounds of skin thrusting against skin, and the heavy breathing, grunts, and moans of pleasure that would have been generated by the beast with two backs would have been profoundly arousing for me.

And when she returned to our bedroom, if she had spread her legs for me with a pussy full of his cum, I know I would have wanted to reclaim her with vigor. I might have wanted to perform clean-up duty with my lips and tongue. Even though I had no name for that activity when I was that age, I think clean up and reclamation are hard-wired into the warp and weft of the erotic preferences of most cuckolds.

Do you agree?

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

Unread post by dnic » Sun Nov 24, 2024 9:05 am

Thanks for continuing telling of your experiences.

Caroline and you were so close to crossing over did it ever happen? Guess we'll have to wait and see.

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

Unread post by dnic » Sun Nov 24, 2024 9:20 am

I also enjoyed the description of the geographic location of your most recent story of you Caroline and the cyclist.

Rough and tumble island forestry town brings back memories of mid 70 family trips to these towns.
I'm assuming the dessert bar town or less probable CR or PA.
Thanks for sparking great childhood memories.

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

Unread post by The Owl » Sun Nov 24, 2024 1:01 pm

dnic wrote:
Sun Nov 24, 2024 9:20 am
I also enjoyed the description of the geographic location of your most recent story of you Caroline and the cyclist.

Rough and tumble island forestry town brings back memories of mid 70 family trips to these towns.
I'm assuming the dessert bar town or less probable CR or PA.
Thanks for sparking great childhood memories.
To protect the guilty, I shall never narrow down the location with greater specificity.

I'm glad it brought back memories. Wouldn't it be something if the biker read this thread!!! He would remember his side of this story, for sure. But he probably had no idea that he almost got laid that night. One more drink at the bar or one condom conveniently tucked away in a drawer could have swayed Caroline's decision in the other direction. Life is full of what ifs.

Regarding the question about Caroline and me crossing over, I guess you will just have to wait for... the rest of the story.

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

Unread post by dnic » Sun Nov 24, 2024 1:14 pm

The Owl wrote:
Sun Nov 24, 2024 1:01 pm
dnic wrote:
Sun Nov 24, 2024 9:20 am
I also enjoyed the description of the geographic location of your most recent story of you Caroline and the cyclist.

Rough and tumble island forestry town brings back memories of mid 70 family trips to these towns.
I'm assuming the dessert bar town or less probable CR or PA.
Thanks for sparking great childhood memories.
To protect the guilty, I shall never narrow down the location with greater specificity.
:up: :up:

I'm glad it brought back memories. Wouldn't it be something if the biker read this thread!!! He would remember his side of this story, for sure. But he probably had no idea that he almost got laid that night. One more drink at the bar or one condom conveniently tucked away in a drawer could have swayed Caroline's decision in the other direction. Life is full of what ifs.

So often such a fine line between what if's and great memories.

Regarding the question about Caroline and me crossing over, I guess you will just have to wait for... the rest of the story.

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

Unread post by shadowtantra » Mon Nov 25, 2024 1:10 pm

The Owl wrote:
Sat Nov 23, 2024 4:34 am
Hi Shadowtantra: Thanks for the feedback. How did you learn about her affair? You wrote that she "..had an affair..." That use of language suggests it is over. Is it? If so, how long ago did it end? How long did it last?

Most importantly, how did it make you feel?

As long as she did not experience too much guilt, I'm sure she enjoyed the sex, NRE, etc. Women love sex as much, if not more than men. But there is a vulnerability for women. They are entered. Men do the entering. For a woman, a moment of sex can translate into pregnancy, delivery, and years of parenting! Men can disappear into the jungle after the moment of sexual bliss. Again, women are putting much more on the line when they open their legs to a new man.

Feel free to tell you tale on this threat or start your own. Either is fine.

Hi Owl,

I will briefly share here since you asked! She had an affair with her boss about 10 years ago. It ended after about six months and I found out about it around the time it ended. It nearly caused her to have a breakdown. In finding out about it, I was angry at the betrayal, the lying and the inability to come to me and talk it through with me. At the time I was still in the social paradigm of marriage is possession and sexual exclusivity. the work to recover and rebuild took a few years but the guilt and shame she carries for her affair remain to the point that she has lost interest in sex as a fun opportunity for connection. I have taken a different path and have apologized for my behavior at the time and knowing what I know now, would have handled it in a very different way of support but also around areas of trust which is the key. She was afraid that I had she told me that I would leave her and take our children -- the same thing that had happened to her mother. She is seeing a therapist and we are working on finding the fun in sex and connection! I look forward to more of your stories and who knows, I may be able to share a story here one day - unlikely but may be.

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

Unread post by tosaintsfan » Mon Nov 25, 2024 3:27 pm

Great story Owl. I really like hearing about people's true experiences and how they shaped their lives going forward. I tried doing something similar but there was insufficient interest to carry on any further.

I hope you continue. I also wish others would share some of there earlier backgrounds. I would love to know how some hotwives were before marriage. We're they always sexual or did this happen later in life. How guys became cuckold. Your tales are some of the better on this forum. Thanks for your writing, I know it takes time and effort.

TO
Our story so far, "continuation of Marla and me":
http://ourhotwives.org/forum/viewtopic. ... 33#p689371

jenisonherway6

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

Unread post by jenisonherway6 » Sun Dec 01, 2024 7:36 am

Owl,
you write beautifully. your story is reassuring, educational, enlightening, and often hot.
thank you so much for you and thank you for your sharing.

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

Unread post by The Owl » Sat Dec 28, 2024 11:09 am

I"m in the mood to write a bit more...

Twin Cities... almost 50 years ago... It was about three months after Caroline and I were married. Caroline had stayed in touch with her youth minister from the small town in the midwest where she had grown up. I'll call the youth minister Herb. Herb had attended seminary and had become a youth minister to avoid being drafted to serve as a grunt in Viet Nam during the late 60s. Once the war was over, he and many other yoiung "theologians" moved on to other pursuits. Caroline and Herb grew close when she was a teen. He was never sexually inappropriate with her when she was a teen but he influenced her world view tremendously. She grew up in a tiny conservative farming community. Herb opened her eyes to the larger world, women's liberation, different values, etc. He encouraged her to "find herself" rather than being defined by her community. No question in my mind, Caroline had a teen crush on Herb that never got acted out sexually.

Fast forward, I was in the Twin Cities for a one year training program living with my wife - Caroline - in a tiny apartment near downtown. Purely by coincidence, Herb had come to the Twin Cities the same year to work at a hottub/spa store that a guy had decided to open. The owner was about 35 yo, and a reformed investment banker who left a very high paying position to open this spa hottub store. If I recall correctly, he also sold water mattresses... those were a thing back then. His store was very hip in its time. Caroline told me that we were invited by Herb to join him, the owner, and a couple of other people after hours at the shop where we could enjoy a soak, a sauna, a massage, whatever we wanted. Caroline was game and so was I. It sounded like an enjoyable evening. My life philosophy has been to accept as many offers as possible if given the chance to experience something new. An afterhours gathering in a hottub store was "something new."

The shop was closed to the public and was dimly lit. The owner was handsome, trim, and sported long-hair and a beard. He had invited his married lover (a hotwife) to join him. She was drop-dead gorgeous and was very comfortable being naked and interacting erotically with her Bull - the shop owner. I knew nothing about the hotwife lifestyle at that time but I was told "on the down low" that her husband (who wasn't there) knew what she was doing that evening. He apparently approved but because of my background in life, I couldn't make sense out of her arrangement with her husband. Now, it makes perfect sense and I have labels to describe it.

Caroline and I were quick to get naked in order to begin soaking in a large hottub with the owner, his hotwife girlfriend, and Herb. After soaking for a while, Herb offered to give Caroline a massage on a table near the hottub. She gladly accepted. I sat back and watched her body - front and back - being rubbed by a naked man. Herb had been soaking long enough that he didn't become fully erect while massaging Caroline. It is also possible that Herb had already enjoyed orgasm fairly recently and wasn't quick to become erect again. I have no way of knowing. In any case, the massage was generally focused on muscles, not erogenous zones. He wasn't rubbing her labia or nipples, but he was otherwise touching her entire body Caroline was clearly enjoying feeling Herb's hand firmly massaging her skin. Eventually, the massage ended and they both climbed back into the tub.

The owner and his hotwife girlfriend were undoubtedly feeling itchy to fuck. Caroline and I - and Herb - picked up on the cues. We all thanked the owner for sharing his shop with us after hours, dried off, and went our separate ways. As we were preparing to emerge from the hottub, Herb leaned in and kissed Caroline - naked - full on the lips, an erotic kiss. The length of the kiss and fullness of the lips, suggested there may have been some tongue involved. Then, much to my surprise, Herb leaned over and kissed me on the lips. He didn't try to insert his tongue in my mouth but it was a full on, moist, lip-to-lip kiss, with him holding the back of my head with his hand to pull me in for the kiss. I didn't protest but had not encouraged such a kiss either. It felt strange to have male lips on my lips but it wasn't revolting or disgusting in any way. The kiss was over as fast as it had begun. The hotwife (the shop owner's girlfriend) sitting close by sported a Mona Lisa smile, as if she was feeling vicarious pleasure from watching this male-male kiss. Caroline was all smiles as well. Perhaps she felt like now I couldn't be upset about her passionate kiss with Herb given that he had kissed me as well. Who knows the reasons. But the vibe was friendly, pleasant, and propitious. At the same time, the moment came, and the moment passed - as quickly as a surprisingly warm wind descending off the slopes of a mountain range.

Although it is possible that Caroline snuck away one day in the Twin Cities and fucked Herb, I doubt it. She did not hide much from me nor me from her during our relationship.

That evening while soaking in the large hottub, I learned through observation about the hotwife lifestyle from the young hottie who left her husband at home to come play with her Bull at the hottub shop. I didn't have labels for that relationship but I found it both arousing and perplexing. Her relationship with her husband (whom I never met) didn't fit into my somewhat rigid youthful view of married and "happy ever after" at that point in my development.

Likewise, I enjoyed the hints of cuckold pleasure (again, a term for which I had no label at that age) by watching Caroline being massaged by an older man who gave her pleasure with his hands - not orgasmic pleasure - but hedonistic pleasure nonetheless. Each experience of this nature planted more seeds of the eroticism of being a cuckold in the landscape of my consciousness. That evening, I also had a first hand experience of being submissive to a potential Bull when Herb kissed me on the lips. I don't think Herb was bisexual but he was certainly very open-minded. And, I think he was using his lips to assert his dominance over me in the presence of Caroline, without being overtly aggressive. There was an erotic dynamic to his kiss. It didn't make me feel aroused and did not make me feel like I wanted another kiss or some other sexual contact with Herb. But on the heels of his kiss, if Herb had returned to kissing Caroline and began seducing her, I would not have protested. In some odd way... when Herb kissed me it defanged me from protesting anything further he might have chosen to do with Caroline. He was implicitly free to take her for his (and her) sexual pleasure. And, I think Caroline would have been submissive to Herb had he decided to take it to the next level right there in front of everybody else.

The defining factor at that moment was that the shop owner and his married girlfriend seemed to want some privacy so they could fuck. They were done being social. They both wanted their alone time... to fuck. I'm guessing she was looking forward to taking a creampie home to her husband, so he could savor with his tongue how well her Bull had fucked her at the hot tub shop. She was gorgeous, elegant, and clearly felt very comfortable being a hotwife.

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

Unread post by venus-can99 » Sat Dec 28, 2024 12:10 pm

Thanks for the update Owl. As always very erotic, reflective and sexy with minimal description of sex. Very well written.
Wish you the very best in 2025.

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

Unread post by dnic » Sat Dec 28, 2024 9:50 pm

Thanks for the continuation on your story.

Must have been a heady experience watching your young wife in that situation.

Looking forward to your continued story.

All the best to you in 2025.

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

Unread post by The Owl » Sun Dec 29, 2024 6:36 pm

jane wrote:
Thu Jul 25, 2024 6:33 am
another interesting piece of your story. keep them coming :)
The question has been asked whether Caroline ever cuckolded me... the answer is "yes." At least a couple of times.

The first time was before the Twin Cities. My apologies for telling the story out of sequence. But memories are not all perfectly sequenced. They bubble up at different times in different ways.

Before the Twin Cities, we lived in a university town in the Rocky Mountain region. I needed to spend each summer away from that town as part of my academic program. Caroline decided to stay put in our apartment the first summer. She got a part time job and enrolled in a summer class in which she met a handsome guy. He flirted with her and asked her to go hiking with him. She was quick to accept his invitation. I came home for a weekend visit about six weeks into the summer. When I first saw her, Caroline had a spring in her walk and a grin on her lips. We embraced and kissed.

Soon, we were in our apartment, naked, beginning to enjoy each other's bodies. My cock was erect and begging for action. Caroline stopped and pulled away momentarily. She said, "I want to tell you something."

"Yes... What is it?"

She ran her hand along my chest, then. down my belly, and then caressed my cock while saying, "You know how we have talked about giving each other room to enjoy other people? Well, after you left, I went hiking with Sam... the guy in my class I told you about."

"That sounds nice."

"The next time we went hiking, we decided to go overnight... camping. We slept in the same tent. In the morning, we had sex."

I was shocked but also aroused, and asked "When?"

"I was with him a couple of days ago. But the camping trip was about three weeks ago. It's just sex... well, and some hiking."

"Are you planning to continue seeing him?"

"Yes. He's a very good lover. I would like to enjoy his company until you're back at the end of the summer. At least that's what he and I have talked about."

I began digging for more details. But Caroline didn't want to talk.

She said, "I want you inside me. Make love to me."

And I did...

When I left a couple of days later, I knew that she would welcome Sam between her legs again.

When I was back on campus in September, I was walking across campus one day and spotted Caroline talking with a handsome rugged guy. She saw me approaching and greeted me with a smile.

"This is Sam. Sam, this is my boyfriend." We shook hands. He was very friendly and engaging. I was polite but kept my distance. I wasn't ready to accept the cuckold role at that point in time.

Their fling had ended by the time I met him, but I had been cuckolded by Sam. He was strong, handsome, and undoubtedly bedded many women before and since. He was a natural Bull. I was an evolving cuckold.

Two summers later, I was made a cuckold again... do you desire to hear the details?

hopper469
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Re: Evolving as a cuckold - through the seasons of life

Unread post by hopper469 » Sun Dec 29, 2024 7:04 pm

Please do!

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

Unread post by hornedhubby » Sun Dec 29, 2024 7:07 pm

Absolutely.
"I wanna lick the platter. The gravy doesn't matter."

Neil Young, Saddle up the Palomino

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

Unread post by venus-can99 » Sun Dec 29, 2024 8:03 pm

Very nicely written owl… please do share additional escapades

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

Unread post by The Owl » Mon Dec 30, 2024 7:29 am

The Owl wrote:
Sun Nov 24, 2024 7:55 am


Caroline was more reluctant than me to get married. I wanted marriage. She liked the idea of being a free agent, rolling into the hay with whomever she pleased (male or female - although I'm not sure she ever made it there with a F), whenever she pleased. But I think her biggest desire was independence, rather than the constraints of marriage. With pressure from me followed by pressure from her dad, she finally relented and married me - not to say I was a bad catch. Just saying, at that point in her life, she was more into casting the hook than catching the fish. I wanted to lock down intp a marriage. Insecurity from my earlier abandonment by my mother probably contributed to my desire for commitment and structure in our relationship. LET'S GET MARRIED. Finally, she said yes.

What I wrote previously (above) was a very important dynamic in our relationship, in our marriage, and in our eventual divorce. After our divorce, I went on Mr. Toad's (The Owl's) Wild Ride. After a couple of years, I became inolved with a woman who was a self-avowed submissive who understood me, understood my cuckold fantasy, and submissively walked with me hand in hand down the path of her submission to a Bull, for our mutual pleasure. She took to being a hotwife (hot girlfriend) like a duck takes to water. More on that later.

Back to the quoted paragraph, from the beginning of our romance, Caroline would tell me that she was pulling out. I would use my charm to pull her back. Rapprochement with Caroline gave me a huge dopanine rush. In some ways I was addicted to the rejection-reunion cycle in our relationship. In part to appease Caroline's desire for autonomy and in part to satisfy my cuckold desires, I agreed with her suggestion that we should have an "open" relationship. If she wanted to have sex with another man (or woman... although she never did to my knowledge), then I agreed that she could. She encouraged me to have sex with other women if I wanted. I suppose her motivation was to maximize her autonomy, her independence as a free agent. If I found another woman whom I wanted to be with more than Caroline, that would have liberated her from the confines of our relationship. I needed our romantic connection more than she did. Of course, she needed it too... and liked it... but she deeply valued her autonomy in her 20s.

Like me, Caroline had grown up in rural America with very traditional, conservative, Christian parents who taught her that sex outside of marriage was bad... a sin. The Youth Minister who gave her a massage at the hot tub store in the Twin Cities years later helped her see through the propaganda that she was being fed as a child and adolescent. She became a child of the 60s, a young woman who believed in women's liberation, who wanted to explore her sexuality without feelings of guilt. She certainly did not want to lock down in a traditional marital relationship. When she said "Yes" to a marriage proposal, she cried. They were not tears of joy. Rather, she was grieving the dream that she was giving up. The dream of becoming a free-lance journalist moving from country to country, bedding whomever met her fancy, living the liberated life.

I write this not to focus on Caroline or to blame her for the eventual failure of the marriage. She was/is a very good woman... a good mother... a fundamentally good person. We've become more supportive of each other following divorce. We're not close friends now. But when we interact, we are both respectful and supportive of the other.

Rather than blaming Caroline or trying to arouse you by disclosing what Caroline did with other men, I am providing context for how and why she so comfortably joined Sam in the same tent while camping, and got naked with him. For her, it wasn't about cuckolding me. It was all about asserting her freedom to fuck when she wanted with whom she wanted. As long as I could tolerate her need for autonomy, she would intermittently remain within the relationship. Then she would pull away. I would consistently use my charm to pull her back. On and on the merry-go-round proceeded, pulling both Caroline and me into its orbit. She remained ambivalent about being in a committed romantic relationship, and I remained addicted to the cycle of rejection and rapprochement that happened intermittently within our relationship.

If Caroline had been firmly committed to our primary relationship, I had enough latent desire to be a cuckold occupying subspace that we could have developed a sizzling hotwife-cuckold dynamic between us. As I have written, we toyed with that dynamic but were always derailed by our respective issues. She was interested in her independence, not deepening our connection through cuckolding. When she flew the coop and found herself a Bull with whom to enjoy a flirtation or a tryst, she played her hand such that it brought out my abandonment fears rather than the arousal of subspace. For me, cuckolding depends on an underlying commitment to the primary relationship. With that foundation, then full exploration of subspace can occur. Without that commitment... hotwife behavior driven by a desire for autonomy and independence stirs up my fear of rejection - at least that was the case in my relationship with Caroline. Yes, I felt deeply aroused when she played with others - even if it was just flirting. But typically, there was fear of abandonment insofar as her motivation had little to do with deeping the connection between the two of us.

Does any of that make sense? Does it ring true? For those who enjoy reading, for those who enjoy reading what I write, I'm guessing the pieces of the puzzle are fitting together nicely. For those who just want to read raw porno while they wank over their keyboard, I'm guessing what I have written fails to satisfy. Then again, the largest sex organ in the body is the brain. If your sex organ is functional, perhaps you are deriving pleasure from my prose. I hope so. As one of my favorite singer-songwriter's wrote in a lyric, "What is real but compassion as we move from birth to death." Ok... ok... so passion (and lust) feel pretty real too. But what I wrote above is designed to create understanding and compassion - for The Owl, for Caroline, and perhaps for yourself to the extent you can see some of yourself in what I have written. We all need a dollop of compassion to ease the aches and pains of everyday life. Not sympathy... but compassion.

To be continued... Any thoughts? Any questions?

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

Unread post by JeffBingham » Mon Dec 30, 2024 8:55 am

I am loving your story. I come to this site to learn, not for wank material so your writing is exactly what I hope to find here. Thank you for making the time to recount your experiences.

Jeff

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