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Monogamous Ruth's Transformation

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This happens to be my first story, ever. It may be one of very few, if not my only one. There are some very strong cuckolding themes to this story. I've tried my best to push the limits of the jealousy and self-depreciation that, as I feel, drives to the root of cuckolding's eroticism. For many, this may not be your cup of tea. Or, for many still, you may not be into cuckolding altogether. If this is the case, if you do choose to read my story, please refrain from any nasty comments or ill-ratings. I appreciate all of your feedback! I'm very excited to post this story!

Chapter 1

"Ah.... ah... ahh.. Charlie! Oh my god Charlie.. fuck me baby.. fuck me!"

I did. I fucked her and fucked her. She was laid out on her back, legs opened wide, up in the air, bent at the knees. For some reason, I loved to look behind me to see those legs bounce up and down as I fucked her. There was just something so erotic about seeing those legs so willingly parted for me, to let me shove my dick as far inside her as possible. That's what they were doing at this moment, bouncing away, as I looked back and enjoyed the sight. What Ruth didn't know, however, is that I also often loved to look back at those parted legs and imagine them not parted for me, but for a lover. The idea of her legs being parted to let someone else in so willingly, bouncing about, drove me to climax. I let it all out, filling up the condom separating me from my lovely Ruth.

"AAaaahhh.."

With that, we stared at each other with looks of satisfaction, both panting from a long round of fucking. I slid my dick out, condom full of my seed, and plopped down next to her with an exhale of gratification.

After a few minutes of recuperation, I mentioned as I oftentimes did, "I wish we didn't have to use these condoms," and after a brief pause, continued, "I wish you were on some sort of birth control, already."

Ruth and I are both 22, engaged, and have been together since we were 15. In fact, we are the only people either of us has ever been with. It took us 2 and a half years before we ever even had sex, and it has been nothing but absolutely responsible and preventative sex ever since. That is, it has been condoms and nothing but condoms for 5 years. Not to mention, whenever you read up on failure rates for condoms, we wouldn't be the "typical use" condom users, we would be the "perfect use" condom users. Really, we are quite stringent about it, and I was getting a bit sick of them, personally.

Ruth replied, "You know I don't want to mess with any of that stuff. They mess with your hormones, make you gain weight, and all that. Not to mention many of the failure rates for those things are worse than with condoms. We've already discussed this, Charlie. We both agreed that condoms would have to be the best option."

"I know.. We agreed. Don't you ever want it though! I mean I don't know what your bare pussy even feels like!"

"Of course I want it. But you know where I stand, Charlie. It's a no," She continued, "While we're on the subject, however, that was our last one, don't forget to buy another box tomorrow."

"Ugh.. fine." Defeated, I jested, "I guess we'll just have to start using the pull-out method."

She replied flatly, "You're funny."

The conversation was apparently over. As we lay there, I thought more about my secret fantasy. In fact, I had been thinking about my fantasy a lot lately. The more I thought about it, the more I came to terms with the fact that I would love to actually watch another man fuck my fiancée. There was no way she would go for it. But I just couldn't get the thoughts out of my mind. For a brief moment, my thoughts betrayed me, escaping into words, "You know.."

shit, now it was out in the air.. "Eh, nevermind.."

It was too late. I wouldn't be able to take the words back. Ruth could read me like a book, and when she knew there was something on my mind, she wouldn't ease her inquiry before she wrestled the thought out of me. I could already feel the headlights on me.

"What is it?" She began.

"Oh, it's nothing. Forget about it."

"No, what is it?" She continued.

She wouldn't let this go. Her grip was ahold of me. There was no fooling her.

I gave in, "Well.. I want to see you fuck someone else."

It was out.

There was a pause.

"Wait.. Charlie.. You'd like to see me.. what?"

"Well, I know you won't think much of this, and I respect that, but I have this fantasy of watching you.. with another man.."

By now we were both upright and facing each other. She had a surprised and bewildered expression on her face.

I threw up my shoulders, "I know, I know. It's weird. Don't ask me why, but the idea of seeing you with another man is.. well.. a real turn on for me."

Ruth continued to stare at me with a puzzled expression, waiting to hear more. I could see she could not understand the appeal.

"I don't know.. I can just imagine sitting across the room, watching you just lose yourself with someone else.. watching the heat build between you and a whoever else you want.. undressing one another.. watching him put his dick in your aching pussy. Who knows? Maybe his dick is bigger than mine. In my mind, you never even look at me, holding this intense eye contact with him as he enters you. You gasp as he slowly shoves all of it in.. and you're just fucking him like he's the only thing in the world at that moment, shoving your hips into each of his thrusts. God, I'm getting all hot again just explaining this to you.."

I could feel butterflies in my stomach; my heart felt like it was about to beat out of my chest. It was a rush to spill something I thought I might never share.

To my relief, she gave an amused smile, though still taken aback from the unexpected confession, "Oh.. Well that is rather odd. I don't know if many men would like to see their partners with another man like that.. I have a weird fantasy or two, myself, so I guess I understand." Her support and acceptance has always been something I've loved her for.

Still, I knew Ruth all too well. Even if she might be understanding of the fantasy, she wouldn't be too receptive of the suggestion; she was far too monogamous for that. Yet, because I had pushed myself this far as to actually admit to such a thing, I knew I would regret it if I had not at least let her know I would seriously go through with such an arrangement.

"I do want you to know, in case you ever eye down an attractive man you would be interested in, and if the idea even passes your thoughts, that you would be more than welcome to bring him home."

There was an uncomfortable pause.

Now she was notably troubled, "Charlie, I can understand that this is a fantasy of yours, but that is just something that I cannot do. Do you know what you would be asking of me?"

Defeated, I shifted away from her as though in retreat.

She continued, "I don't just fuck random men, Charlie. You know that. I would have to have real feelings for this man." Ruth paused for a moment to analyze my feedback, and then persisted, "I would have to have a fiancé and a boyfriend, Charlie. That's just fucked up."

I wasn't going to press the issue further. "Ok. Ok. I understand. You're right. That's fucked up. It's just a fantasy, ok?"

"Ok."

It was late. The conversation having come to an end, we laid back down. She got under her covers and closed her eyes. I did the same, but not before I said "I love you, baby."

"I love you too."

. . .

That next morning, we went off to work. Seeing as we are both only 22, our jobs aren't so great. We both work in retail. It was a Wednesday, which isn't Ruth's favorite day to work, to say the least. Her store gets a whole truck of merchandise every Wednesday and Sunday, and it's these days that she helps unload it. As for me, it's just another day of processing merchandise for the sales floor. I won't bore you with the details, but I will tell you that I don't have much more company than my thoughts. Needless to say, I couldn't help but think about last night. Despite the direction the conversation had turned, I couldn't help but feel relieved that I had told her. It also didn't stop me from imagining my fantasy...

4 o'clock struck, the end of our shifts. Pleased to finally get off work, I was already out of the building and beside my car door before I realize what I had forgotten. Me being in a parking lot for a shopping center and right next to a Wal-mart, I walked over. Glad I hadn't forgotten, I checked out with my box of condoms and headed on home.

Once I got home, I found Ruth, already lounging in the living room, in a better mood than she usually is after a Wednesday shift, "How was your day?"

"Good", she replied enthusiastically.

"Well, what happened", I asked, genuinely curious.

"Eh, nothing, same old same old."

"I thought you had a truck today, right?"

"Yeah."

The conversation could have very well have ended there. However, after a brief pause, she continued with an afterthought, "Oh, I unloaded the truck with this guy Will. He's new. Apparently he'll be helping us unload the truck from now on. He's a pretty cool guy, talked to him a lot. He's better conversation than everybody else at work, that's for sure."

"Oh, well that's cool. Sounds like your truck days won't be so bad anymore, huh?"

"Fortunately", She replied pleasantly.

At the time, I hadn't thought twice about Will, but I would find that he would play the most crucial role of my fantasy, soon enough...

Chapter 2

That night...

It was 10:07 P.M. I closed the door behind me, already beginning to strip. Ruth was ahead of me, stripped down to just her panties already. She knew I liked to take those off myself, and I did. Like every time, I slipped her panties down, watched her lift her legs and, once the panties were off, she spreaded them wide open. I loved seeing the pussy just inviting me in. However, what I never miss to do is to take care of her first (Ruth never could come during sex), I start from the neck, kissing and biting, until I make it down to her DD breasts. I give them all the attention they need: sucking, biting, pinching; just enough to get her that much more worked up. I work my way down her curvy form until I reach her glistening pussy. My tongue all too experienced at this by now, it isn't long before I have her coming. Only once I I've done that do I roll on the first condom of the box and shove my dick inside her.

"Aah!" she moaned.

I shove it as deep inside of her as I can. It's always so nice to feel my dick completely inside. Only then do I begin my thrusts, shoving in and out. I'm watching her face as her head is thrown back in pleasure.

"Ruth.."

She didn't bother to even look at me, her head still thrown back, "Ah... ah.. Yes.. Charlie?.. ah.."

"Don't call me that.. Tonight.. I want you to call me.." I thought for a second, saying the first name that came to mind, "Will.. ah.. call me Will, baby, say it! Call out his name!"

"WILL! AH!.. Fuck me Will! Fuck that pussy! Yessss... Just like that!"

"Oh my god, baby!.. ah!"

"Yes!.. AHhhh... OOOoohh yesss Will! Yes!"

I pounded it inside of her harder and harder. She was going with it, and i was in utter ecstasy. Looking into her eyes, I imagine her looking back not at me, but at Will. I couldn't take it any longer, this was driving me over the edge. I started shooting my hot load inside of her. I could feel every spurt shoot out of my rock hard cock with such passionate force, my dick pulsing inside of her, the condom filling to the brim with my hot sperm. I moaned in release.

Knowing that I'm supposed to pull out immediately after ejaculation, I was quick to do so, as always, so not to let out any of my sperm. But I just stay there on top of her, looking at her in astonishment. "That.. was.. amazing, Ruth."

"I'm glad you liked it", She said with a grin, a look on her face as though she knew she satisfied her fiancé's wishes. I could see in her face, however, that this was all for me.

"I love you, Ruth"

"I love you too, Charlie. Good night." She replied, a loving smile on her face.

After that night, I decided to give the fantasy business a rest, at least in the bedroom. This wasn't something that I wanted to push Ruth too far with and risk a stern discussion of some sort. That being said, we fucked straight through the week with no mention of Will again. That was, until Sunday...

. . .

It was Sunday morning, looking ahead to another day full of work for the both of us. We both make it off to our respective establishments. Throughout the day, again mostly with just the company of my thoughts, I imagine my lovely fiancé with another man. "Mmm..." I can't help but make audible my desire. I knew that she would be unloading her truck today. Thinking on it, I reminisce on Ruth's night with "Will" last week. I imagine her with him now at work, pulling him off to the side, stripping this man's pants, and sucking his dick right there, as though she just has to have him in particular, "I just have to have it Will. I need your cock," I imagine her saying as she grabs hold of it and, as she shoves it in her mouth and moans with pleasure, "MMmmm..". I begin to imagine her stripping and spreading her legs wide for him, but the time catches up with me. It was 4 o'clock already; I broke out of my trance. It was time to head home.

I walk into our apartment and, not too long after, Ruth makes it home too. We both plop down on the living room couch. As I looked over at Ruth, I could tell that she had another good truck day, "Had a good day, huh?"

"Oh, yes, actually." She responded, pleasantly.

"Well, go on, tell me about it."

"Same old truck stuff of course, but I was talking to Will all day again. You know what? He and I really get along," she began to trail off enthusiastically, "We talked about so much today. I wouldn't even be able to touch on all of it, but we have a lot in common. He has such a stimulating outlook on the world and on life.. I don't know. He's just cool, I guess."

"Wow, that's great! I know you don't particularly like your job. Not to mention truck days were the worst before now. I'm glad to see you a bit happier working there." I was genuinely happy for her. However, I couldn't help but think on what I was imagining her doing with Will at what happened to be the very same time that she was actually getting along with him so well. Of course, I decided not to mention it.

The night progressed. Both of us having had a busy day, we kicked back, watched some t.v., ate dinner, and so on. Here and there, however, Ruth would remember something interesting that she discussed with Will earlier that day, and would have to share. In truth, this Will did sound like somebody Ruth could get along with. I could tell that the two of them must agree on a lot of subjects. It was typical for Ruth to have plenty of acquaintances, but few close friends, so I was happy to see her so enthusiastic. I couldn't help but think I had chosen the right name for her to call out that night.

Finally, it was time to hit the sack. We head off to the bedroom. As I walk into the bedroom behind her, he shoves me back against the door with a slam and forcefully presses her lips against mine. Her tongue forcing its way into my mouth, we stand there, pressed against the door, kissing each other deeply, as I begin to grab and feel her body hungrily. It's not long before she starts to get down on her knees and jerks my pants off, revealing my now rigid cock. As she grabs it, she looks up, straight into my eyes, and with such shocking passion and certitude, said to me, "I just have to have this cock, Will!" With that, she forced her mouth down to the very base of my dick. Overwhelmed by her completely unexpected and intense conviction, I could not help but slam my head back against the door in euphoria. She sucked my dick with such ferocity, her tongue writhing about fervently. With a pop, she relieved my dick from her mouth, lifted it upwards and, from the bottom of my balls, would lick with a broad, flat tongue, up the shaft until the very tip, where she would hungrily force my cock back into her mouth.

I couldn't believe this was happening. She was taking me on, Will on, so eagerly, completely without suggestion. I couldn't wait. I pulled her off of me, shoved her onto the bed, stripped her violently, and shoved my mouth against her pussy.

"Ah!!.. Will! Oh my god, baby. Eat that pussy, Will. Make me come!"

I lapped up her soaking pussy, thrashing her clit with my tongue.

"OHhh... AH... Will, baby! Will!"

Guttural moans escaped my mouth as I continued to give her the pussy eating of a lifetime.

"Oh my fucking god, Will. I'm gonna come! Fuck!..... ah..... aH.... AAHHHhhh!!...."

Her body tensed up in pleasure filled climax. I could feel her pussy throbbing in orgasm. It wasn't a second after that she grabbed my hair, pulled my head up, and looked me straight in the eyes once more. I was certain that she wasn't looking at me, but her Will, "Give it to me, Will. I need to feel your cock inside me." Obediently, I got up on my knees. She was already ripping the condom out of its package and, once she did, impatiently rolled the condom onto my dick. With that, she grabbed my cock herself, guided it to her hot opening, and shoved it in.

I pounded and I pounded, looking into her eyes the entire time. The connection was electric. I saw within her lustful gaze and within every "Will!" she shouted, that she was making love, not to me, but to Will. I lasted for as long as I could. Ten? Fifteen? Or even five minutes? I don't know. Time was but a blur, my mind lost in a wild haze. What I do know, however, is that once I had reached my peak, there was no stopping it. Her pussy was too wet - too hot. Her calls were too intoxicating. Her glare was too intense, her face full of craving for Will's seed. My hips thrusted forward uncontrollably.

"Do it, Will! I want to feel you shoot your hot load inside me! Please!"

That was it. There was no stopping it now. I moaned in climax, "aaAAHH!"

Ropes of sperm erupted from my pulsing cock. Cum filled the condom violently. With every spurt, my dick enlarged and pushed up against the inside of her pussy forcefully.

Until, finally, the pulsing subsided.

With sweat trailed across her face, her hair a gorgeous mess, she let out a strong exhale of relief, "Yesss...."

I slid out of her.

With that, she brought her head up to mine and kissed me lightly but passionately on the lips. She lied down, rolled to her side, and went to sleep right then and there with a look of satisfaction on her face, without even another word.

In a daze, I lied beside her and stared up into the ceiling, processing everything I had just experienced. Eventually, my eyelids sank, and a blissful sleep overtook me.

Chapter 3

Sunday night wasn't the only night that this happened, either. Come Monday night, she wanted Will as fervently as she wanted him the night before. There was no mention or suggestion that this would be the case from the looks of how the day was going. We ate lunch together normally, played our games together normally, and so on. The day was a normal, loving day spent between Charlie and Ruth. We never even really discussed the events of the prior night. However, once it was time for bed, when we entered that bedroom, I wasn't Charlie anymore; I was her lover, Will. The very same thing continued on to Tuesday. It began to feel, more and more, as though this was as much her real desire for Will as it was my fantasy. The sex was simply amazing. That was, until Wednesday.

. . .

Once more, we both headed off to work. I could not help but think, now, how Ruth's truck days were somewhat of an event. It was Wednesday again, a week since Ruth ever even met Will. Only a week, yet somehow, I feel that Ruth has developed some real feelings for this man. I wonder if Will felt the same about her, the thoughts of my lovely fiancée and another man sharing a mutual connection filling me with a puzzlingly pleasant amalgam of jealousy, unease, and. . .

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