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Our Hotwife Conversation - Ch3 - Jamie plunges into hotwife revenge.
Chapter 1: Hotwife idea was brought up to my wife Jamie. Initially a 'no,' but curiosity is aroused.
Chapter 2: A year later, Jamie, after losing weight, feeling better about her appearance, and reading more about hotwifing online, is open to being more of an exhibitionist. She agrees to visit a swinger resort with me in the Caribbean and show her sexy side but does not want to play. I considered offering her a financial incentive, but I never present the idea to her over concerns about her potential reaction.
A week prior to leaving for the Caribbean for ten days, Jamie teases me as she gets herself ready for bed telling me, "I have been reading more online about hotwifing. I can almost see myself in the situation and am surprised at how many couples are into this. It all sounds really hot and makes me tingle a bit. I still can't believe you would want me doing something like that."
Laying on the bed naked, clearly getting more aroused as she talks about it, I replied, "It's how we are wired as men. So long as we feel safe in our relationship, we want the woman we love most in our life to have the ultimate experience, including a world of incredible pleasure. It's something we strive for."
I then told Jamie how sexy and hot she looked. Our intimacy that night was again unleashed, raw, and passionate, but our deepest thoughts of what was possible were still held back, and the depth of that desire, quiet.
The day of the trip arrived! We boarded the plane for the long flight to the Caribbean all excited for our sexy vacation adventure.
What I never anticipated was that while we were on the airplane, Jamie would be browsing more hotwifing websites. More specifically, she stumbled across my Literotica stories on Hotwife Conversations and saw my writing about us. She further saw that I made mention of rewarding her financially to encourage hotwife activity. Even with a pseudonym, she knew full well it was my writing.
Not yet aware of what Jamie was reading, about halfway through the trip I began noticing her silence along with a pissed, angry, look on her face. She said nothing on the plane, and nor did I actually know what had gotten her upset. It wasn't until two hours later when we got off the plane that she began opening up.
When we got to a secluded area of the airport waiting for baggage and Customs, Jamie snapped at me, "I saw what you wrote online about our hotwife conversations. Why the fuck have you been writing about me? Who gave you the right to talk about us, and me, that way? And who the fuck do you think you are, thinking you can actually buy my willingness to do something like that? Do you really think your wife is a whore for sale? Is that what this is all about where you really want a whore that you can pay to get your balls off?"
I replied, "Look, I am sorry. If you truly read all of it, you will note that while I had the thought, I didn't act on it in large part because of your very concern. You know full well I don't think of you as a whore, and I never want you thinking that I think of you like that."
Before I could finish, she cut me off saying, "And you honestly think I would be willing to sell my body, even to you, for a price like that? This isn't about me or my pleasure as you say. Instead, it is more about you and you getting off watching me! I wouldn't be a bit surprised too if you have been lying to me saying you have no interest in fucking other women. I am willing to bet that's been your real goal all along and you don't even know yourself well enough to admit it!"
While I denied the accusation, in part it was true to a degree, but only if the opportunity presented itself. But it was not something I was looking to actively pursue. That said, the more pissed she became, the more the thought crossed my mind. I honestly never saw her getting this upset, and then I was feeling like shit, like I just pressed reset on the entire process of her getting excited. All I could think about at this point was how to salvage this vacation we spent months planning.
The two-hour ride to the hotel from the airport was silent and uneventful. As her anger persisted I felt more like a jerk for not understanding why she would react as emotionally as she did, and over something I only thought about, yet never enacted.
When we got to the hotel, the lobby staff was very friendly just as the brochures and websites described. It was a relief to have some respite from the eye darts stabbing me in the chest the entire trip.
While we were at the check-in counter, two handsome, well-chiseled single guys were also checking in. While checking in, they were also checking out.... Jamie. Their obvious looks and flirting did not go unnoticed, with Jamie savoring their attention. I just ignored her show.
We got to our room, and as one might expect of a swinger resort, there were mirrors on the ceiling and erotic art on the walls. The bath and shower had transparent glass walls, and just as we expected, the hot tub was right off our veranda. Jamie seemed to relax a little as she stripped off her clothes to jump in the hot tub, staring distantly at the ocean.
As she undressed, I also began undressing thinking I would join her. She immediately read my intent, and said to me, "Don't even think about getting in here with me right now! And if I have to explain why, then you are thicker than the cocks I saw bulging in the lobby wanting to fuck me!" I changed to my bathing trunks and continued unpacking.
After about thirty minutes relaxing in the hot tub, Jamie got out and dried off. I have to admit, even angry she looked fucking amazing standing there confidently and fully nude! All of her work on her physique had clearly paid off, and it was as if she knew it.
She then said to me, "You know, I am still angry with you that you would think of me as a cheap slut for sale." As she talked, I was thinking to myself $55,000 was anything but a "cheap"! And if cheap, what was her idea of an expensive slut? As fortunes would have it, I was about to find out!
Jamie continued, "I was actually starticalng to get into this idea of hotwifing for you before I read your true thoughts. And now I am thinking why do I even care what you think? The longer I think about it, the more I realize it is something I might want to do. Not because you want it, but because I might enjoy it, a lot! Even a lot more than you could imagine!"
Well now she has my full attention, in every way possible! Jamie went on to say, "You were so wrong to think I could be bought for money like that! I don't need your money. I can get along fine without your tribute. I AM going to accept your offer though, but for a lot less money than you were thinking. Starting today on this vacation, I just decided to become the hotwife you think you want."
I said, "okaayyyy....," waiting for her to go on.
Jamie said, "You were right in believing I want help with my credit cards. But you will only have to pay off the amount I owe, that is all the money I want from you. Money to you is not the same value as money to me. So don't even think for a moment that you can buy my sexual pleasure for a $10,000 price tag, because that is nothing to you."
I then asked Jamie, "What are you thinking then?"
Jamie then put her cards, and effectively her pussy, on the table! She said, "The reason I have hesitated is because I don't believe you can control yourself, and you have shown me that now with your writing. Starting this week, this very night, I am going to enjoy amazing sex with a good-looking gentleman other than yourself, and you are going to watch me have multiple orgasms close up. Those guys in the lobby, they got me wet, and I really liked it."
At this point, my cock is uncontrollably springing to life! I am getting so hard!
Jamie continued, "I am going give you the benefit of the doubt that it is MY pleasure you want, and not your own. So, this will be an unforgettable week of me pursuing the most intense erotic and sexual pleasure any woman can imagine! And trust me, over the past months, my imagination has been very much alive! But this IS going to cost you something you actually value... a lot. Something you value far more than money. I am going to test your word."
I said, "Okay, what do you want."
Jamie said, "Over the next 10 days, you will watch me have sex with as many men and women as I want. But you will NOT have an orgasm for the entire time we are here. Not with anyone else and not with me. And most of all, not with your hand! And don't think for a moment you can sneak away into the glass-walled bathroom to jerk off! Starting right now, if you have so much as one orgasm, we will leave here immediately and anyone in the future I decide to have sex with you will never watch. But if you can demonstrate to me this week was truly for my pleasure and my pleasure only, while taking care of my credit card debt, then I will agree to fulfill EVERY sexual fantasy you have for the rest of our lives!"
Jamie continued to explain, "As the 10-days progress, I expect the price of my hotwifing is going to get very, very, expensive, and difficult, taking every effort you can muster to meet it. This is far more costly for you than giving me a measly $10,000. I expect to test the limits of your discipline, discarding every ounce of my dignity to maximize the agony you pay, so I can trust it is truly valuable to you. Do we have an agreement?"
With a rock-hard boner, already aching to get orgasmic relief, I told Jamie, "Seeing you pleasured forever is worth that price of 10 days to me. We got a deal." While reaffirming just how dedicated I am to her, I am panicking, wondering how I am going to accomplish this, how I will not somehow explode in orgasm even in a wet dream. Obviously, my ED meds will be bypassed this week!
Jamie then looked relieved, becoming less angry. She told me she expected me to remain by her side all week, which I agreed to, and she apologized for getting so angry earlier, mentioning that my willingness to work with her on this went a long way towards helping her know I was serious, and just how important this was to me and our relationship.
Jamie quickly kissed me, and we hugged. She then told me, "Now, drop those trunks, we are going out to the nude pool."
I said, "But I have a wicked hard on!"
She replied, "You want me giving up my body and every ounce of my dignity, putting my intimate pleasure on display for not only you, but others? If you want that, you can certainly walk around with a hard-on in public at a swinger's resort. You'll get over it. Besides, I want to see how excited you get every time I get wet." As she said this, the hole of embarrassment in my chest was now feeling bigger, but if that was the price, then so be it. Fortunately, I didn't know anyone there.
It was about 5pm by this time, and as we arrived at the nude pool and took a dip, Jamie immediately noticed her two male friends from the lobby. She rapidly zeroed in on the reason their pants bulged earlier, since now both of them were also nude! While not particularly long, at a respectable seven inches, they had thicker cocks than I had ever seen of a white guy! Images of penis perfection! And yes their physique was nothing short of amazing, clearly having spent more than their fair share of training time in the gym!
Jamie immediately said hi after recognizing them, ensuring her 36D tits were out of the water fully on display. She introduced us, and they introduced themselves as Scott and John. A little younger than we were, around 40-years old, they both treated us quite well. We learned Scott was already hooked up with a single woman he met earlier, but John was game. Jamie had a better connection with John anyway. After the conversation, we parted ways and agreed to meet for dinner and get to know each other even better. Scott and his girl also agreed to join us.
Over dinner, Jamie turned on the charm for John, and he showed equally strong interest in her. Making sure to touch each other exactly right, the flirting was non-stop. We all went dancing later. The two of them ground into each other to the music, while they let their hands roam over each other's bodies, which was especially hot with Jamie wearing her new revealing minidress, with no thong under it. I didn't even realize this until she twirled exactly right, and I caught a glimpse of her trimmed landing strip.
When I asked about her not wearing a thong she said, "I told you earlier I intend to ensure this will not be easy on you. You want me being a desirous slut wife, getting pleasured and pampered in every way possible? Well, here I am, completely enjoying it just the way you wanted! I really do love you, and I want you more than anyone to see how good all this feels. I hope you are able to keep your end of our agreement, because I am absolutely LOVING this! If you could only feel how wet I am right now, you would love seeing me get licked clean to orgasm, making you cum in your pants! In fact, that's all I can think about right now!"
With my heart racing, my boner now painfully aching, I replied, "I love you too. I am really happy to see you enjoying yourself!"
We soon found ourselves back in the room. As Jamie and John began to passionately kiss each other, Jamie told me to strip and sit in the chair so I could watch.
Soon, Jamie asked John to sit on the couch, and told both of us how wet she was, and that she wanted to perform a striptease for John. Jamie had obviously practiced her moves! In just her heels and minidress, she worked the top of her dress down first, and with a little nudge let the rest of it drop to the floor stepping out of it while handing the discarded material to me.
Jamie then took her middle finger and rubbed her pussy, inserting it a bit dipping into her nectar pooling at the opening. Withdrawing her hand, the string of sweetness clung to her finger and clit, glistening like a heavenly rainbow of pleasure. She spread her lips apart sharing with both of us her wet arousal and asking John to lick his way to paradise, which he promptly did.
With each flick of John's tongue, Jamie moaned more loudly. Soon, he picked her up, threw her on the bed spreading her legs wide providing a full view. John then placed his full mouth over her pussy and clit moving his tongue faster and faster. Jamie began groaning in pleasure like I had never heard her moan and groan before, louder than ever.
Not long after, Jamie is screaming, "Fuck me! Fuck me as hard as you can!"
John plunged his hard erect cock into Jamie's soaking wet pussy, gliding it in deep on the initial thrust. She let out a grunt that seemed like pain but was nothing but fulfilling stretched pleasure from his thickness. As John's rhythm continued, Jamie reached for her bullet vibrator and held the buzzer to her clit. In just moments, she is screaming in pleasured agony ordering him, "Don't stop!"
Jamie must have orgasmed for five full minutes! I could not tell if she experienced just one, or many in such rapid fire they blended together. I had just witnessed the most amazing, beautiful, and exciting pleasurable moment of my wife's life, seeing on her face a look I could instantly become addicted to! Then it got even better!
Just as Jamie was finishing, John exploded putting his own seed deep in her pussy, during which Jamie looked deep in his eyes.
John and Jamie continued kissing and caressing each other after he finished, and before we left for the pool Jamie looked at me and my raging boner and said, "I am happy you are this excited. That tells me I am doing something right."
She then turned to John and said, "That was amazing! I love your cock, but I am not sure it will be enough for this trip. I want to do this with you again tomorrow evening, except with one condition. You need to bring a handsome friend. If Scott can make it, he would work well."
Now looking at me Jamie continued, "Hubby wants to see me experience all the pleasure I can this trip, and I can think of no better experience than enjoying your two thick cocks at once."
The following evening, Scott was able to join us in the room. The guys began by stripping Jamie topless leaving her in just her tiny black bikini thong bottom.
Standing between these two images of masculinity, Jamie began by passionately kissing Scott while John kissed the back of her neck. After five minutes, she turned around giving John her attention while Scott kissed and caressed her from behind. With each kiss, her breathing got heavier.
Jamie then sat back on the bed and spread her legs wide for all of us to see. She then teased the side strings of her bikini loose and pulled away the material throwing it across the room. With her legs spread wide, I could already see her pussy glistening with wetness.
I breathed deeply trying not to get my excitement building too high. Day two was hard enough watching her like this, and we still have eight more days to go, with each day getting exponentially more difficult holding off an orgasm.
Scott then went down on Jamie, teasing her clit with his tongue while John kneeled on the other side of the bed near her head to feed her his thick cock. Her moans of pleasure getting louder were muffled behind the sounds of her eager slurping.
After a few minutes, Scott and John flipped Jamie to her knees and began to spit roast her. I handed Jamie her bullet vibrator which she promptly began using on her clit.
With Jamie locked on cocks from both ends, only a minute passed before her body began to convulse and buck in pleasure as she let out a primordial moan signaling her approval. Neither Scott nor John missed a beat fucking her mouth and pussy into orgasmic agony.
Jamie's pleasure lasted several minutes, and soon after she started, Scott and John also came in her from both ends. Jamie loves when a guy cums in her mouth while she orgasms and wasted no time swallowing every drop.
When they were finished, we all talked for a while, and then Jamie approached me, ran a finger around my cock and said, "I really hope you are enjoying watching me like this! At the end of these ten days, I am going to want your cock in me like none other!"
Jamie then turned to Scott and John and said, "You know what? You two were amazing, and I really want to see you both again tomorrow night. But Hubby thinks I don't get enough cock besides his own, and now that I have yours too, I agree with him. I want you both to bring two other athletic gentlemen like yourselves to our party. And since there will be four of you, I will make sure we spend no less than two full hours together."
She then added, "Oh, and under no circumstances are their cocks to be any smaller than yours!"
Scott and John both agreed they would find two others, athletic and well-hung, to join in the fun of pleasuring Jamie the next night. At a popular swinger resort, this wasn't a difficult ask.
That third night Jamie was fucked in every hole at once. Every one of the four cocks had his turn in every one of her holes. Her orgasms grew in intensity, as did her screams of pleasure. And when finished, Jamie again passionately kissed me while stroking my cock trying to test the depth of my desire to see her inner slut released.
After each encounter, she tested me, "Do you still love me as a highly pleasured slut?" to which I would reply, "More than you will ever know!"
Jamie then said, "Good! Because I expect to fully test the limits of your desire!"
Each night for the remainder of our trip, Jamie added more men, more cocks, and more time. By our last night, she coordinated her own gangbang of fifteen men, all built like men's fitness magazine models whom she entertained for no less than five full hours! They all ran trains on her from both sides and Jamie experienced at least ten orgasms.
After ten days immersed in my wife's personal porn shows, Jamie again kissed me passionately while teasing my cock to attention. I had all I could do by this time not to explode in orgasm by the mere thought of her wanting me to fuck her.
Jamie then said to me, "Honey, I am amazed you made it this far. I doubted you could. The minute we arrive home, and you pay off my credit card, I am going to fuck you senseless! I am going to suck your cock dry like never before! Do you think you can hold on that long? You said wanted a dedicated slut for your wife? Well, you have now proven to me you do, and I hope you like her! Welcome to the new me!"
Pausing, Jamie then continued with a vixen grin on her face, "In a way, I am happy you mentioned this whole idea. I really love getting all this attention. It feels so good! To be honest though, I am a little afraid I won't ever want to stop. Like I am addicted or something. I still can't believe you want this, but I promise I will never again deny my pleasure from you. I am trusting you to ensure I have as much pleasure as is humanly possible."
And with those comments, my cock was nearly throbbing out of control. I quickly jumped in the shower to take my mind off it.
The following day we arrived home, and I immediately jumped on the computer to pay off Jamie's credit card. While hitting submit, she hugged me from behind kissing my neck. She then performed a brief striptease, making my cock as hard as is humanly possible, before spreading her legs wide inviting me home. Home sweet home! We must have fucked for four straight hours with each of us cumming at least 5 or more times!!
As we snuggled together into the evening, I felt more attracted to her and connected to her than I ever had in our 25 years together.
Jamie then said to me, "Honey, I want for you to let your imagination run wild. From here on out, every night is a fantasy night just like on our vacation. You choose the fantasy, and no matter what it is, I have to make it happen for you. And since I know you love to see me pleasured, I am getting wet just thinking about what you might imagine! Deal?"
Realizing my hotwife dream finally came true, I replied, "Deal. I promise to share with you daily my sluttiest fantasies sure to pleasure."
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