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My First Solo Vacation Chapter 5

"Affair takes an unexpected turn"

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Author's Notes

"Based on my personal experience"

John definitely appreciated my pressing against him discreetly in the crowded and very public setting of The Whitney. He wanted to take me to one of the museum's garden terraces for an immediate fucking. But when I hinted that something better awaited back at the hotel, his insistence diminished. But his erection throbbed even harder in anticipation.

As we took the Uber back to the hotel, he was naturally curious about what I had in mind, now that I had helped him forget our earlier hassles and conflicts that started our day. I decided it was ok to confide in him about the roleplaying and games that David and I indulged in over the years to liven up our sex life. John didn't say anything about it one way or the other, but I could tell he was very intrigued by our behavior and how much we got off on it. I worried that maybe I had 'overshared' a bit too much information and he might be thinking I was some sort of pervert or a 'cock teaser', for engaging that way publicly with both strangers as well as men my husband and I both knew.

"Hmm, I think your husband is very interesting. I think he and I have some common interests. I might be able to satisfy some of his needs you don't even know he actually has."

I was puzzled by this remark. How could he know more about my husband's needs than me? The close contact in the back of the Uber was helping both of us stay in the mood. I was already trying to decide between diaphragm and condoms. I did enjoy the sensation of John ejaculating inside me without the barrier of a condom. So John's remark didn't fully register with me in the moment.

When we got to our room I immediately went to the bathroom to insert my diaphragm and spermicide. No barrier tonight when John would cum inside me.

I told John about my husband wanting a phone sex session tonight when I called for our nightly check-in. I wanted John to be part of the action in some way. The most obvious approach was to have John fuck me while I was on the phone with my husband, acting out whatever scenario he wanted me to portray. David would think I was just aroused and masturbating because I was responding to his verbal cues and descriptions, while John would be doing the actual fucking. It would be similar to last night when John began surreptitiously screwing me from behind while I was talking to David. But instead if hanging up we would continue right through to climax with David hearing me right to the end, not realizing John was the one making me cum.

Or John could simply watch me perform for my husband, watching me masturbate as I responded to my husband's narrative. Then John would fuck me for real as soon as the call ended. I knew it would be very intense for me either way.

"Can I suggest some improvements?" John asked. "When you sent your husband the picture of us together at the museum earlier, and you told him I wanted to fuck you and already had my hand up your dress, he sent back an interesting response."

"Yes, a picture of how hard his cock got at seeing us and reading my text. What are you suggesting?" My breathing was getting a bit faster and more ragged as I pondered where this was going.

"I'm just saying that maybe it's time to give your husband more of what he clearly has been wanting for some time." Now I was getting VERY nervous at what might be coming next.

"And what is it you think he wants, exactly?"

"He wants you to make him into a cuckold. He wants you to be fucked by another man. And he wants to be involved at some level."

"That's crazy! I can't imagine that my husband would actually want something like that!" Even I could feel the shakiness of doubt in my own voice. My mind was starting to race through every stage of the role-playing games David and I had engaged in. I was starting see to it all in a new light after John's comment.

"Every husband who is married to a gorgeous looking wife, on some level, enjoys witnessing the attention she gets from other men. I know I did with Miriam. She was beautiful. When I would see her flirting with another man at a party we would always have great sex afterward. It became a game with us. She would laugh about it on the way home and ask if I was going to 'punish' her for being so naughty."

That was the first time I had heard him use her name. I felt a slight surge of excitement at being allowed a bit further into his life, his relationship with his wife and the growing realization of the possible truth of what he was saying about my own life with David.

"We never carried our game playing to the level you and your husband did, but I can't help thinking how far it might have gone if my wife had wanted to escalate things. I was that smitten with her. In your case, your husband has been leading the way. Don't be shocked. He's not a pervert. He just experiences great pleasure in witnessing your pleasure. He's been 'grooming' you for this moment."

David was the one always urging me on, even when I had some doubts, and rewarding me with gifts like jewelry, as well as great sex after each encounter. And then suggesting each escalation, giving me constant reinforcement and raising my self-esteem while urging me on.

I felt like the proverbial patient who had been feeling troubling symptoms for some time, but refused to go to a doctor, fearing the diagnosis she was likely to receive. And John was the doctor delivering that diagnosis as if he had already run the battery of tests that confirmed his judgment. His patient just needed to process the information for the last barrier of denial to fall away.

"We can run one last test to confirm what I'm telling you, if you want. It's up to you." He sounded more like a doctor than ever. I felt more like the doubting patient than ever.

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"What are you suggesting?"

"Take off your dress. Stand over here in front of me, take a selfie of us and send it to your husband." He was already taking his clothes off. I slipped the straps off my gown. It pooled on the floor at my feet in an instant. With only my thigh high stockings on, I felt as vulnerable and naked as ever, realizing I would be fully exposed to both of them at the same time. But also more sexually aroused than ever at the thought of what I was about to do.

I stood in front of John, his arms encircling my waist, his lips kissing my neck, his hard, warm, moist cock pressing against my ass and lower back, a stark reminder of the girth and length that would shortly be entering me. Even standing behind me it was obvious that John was completely naked. I snapped the picture and sent it off to David. I was shaking like a leaf even though the room and John's warm body combined provided all the warmth I could possibly want.

"Now what?" I asked nervously.

"Now we wait. I have a feeling it won't be long." He was right. Already I could see the little dots bouncing on the screen signaling that David was typing a text response. It seemed like an eternity before his message came up. I gasped when I saw the answer.

"How long have you known?"

I didn't need any more confirmation than that. I tapped the button to automatically switch from text to phone call. There was no sound from David when he accepted the call. Neither John nor I said a word at our end. It would just be a mutual listening session from this moment on.

For the next 30 minutes I was no longer a married woman in any sense if the word. My husband existed only as a silent witness to the sounds of John and I engaged in unrestrained sex: my gasps, shouts and squeals of delight; the sucking, licking and squishing sounds of John's tongue, lips and cock working their magic on my nipples, clit and labia; the slapping of flesh against flesh as his cock rammed into me; my shouts of "YES, YES, OH MY GOD, OH MY GOD" as each orgasm washed over me; the rhythmic creaking of the bed and the banging of the headboard against the wall.

The ultimate climax came when John pulled me up to all fours and prepared to enter me from behind. I knew from before that he was going to hit my G-Spot with a fury and I was quivering like a leaf in anticipation. He teased my clit and my anus with the head of his cock, not entering yet but playing with me. When he pressed his cock firmly against my asshole one more time, an explosion of nerve endings shot to my brain. Then he entered my pussy completely and firmly before I could catch my breath.

Usually my orgasms arrive in a predictable and comfortable pattern, like clockwork. I liken it to one of those windup 'Jack in the Box' toys. After a certain number of turns of the crank in time with the music, out pops the little clown head and the climax hits me. I can feel it coming before I cum.

But this time was VERY different. John had already gone WAY beyond the usual number of turns of that crank handle and the tension was building up to a level I hadn't experienced before. It was like a taut wire running from my clit to the base of my brain was being pulled tighter and tighter and soon it was going to snap with a violence I wasn't sure I could withstand.

And then it happened. For a few moments I saw stars, then everything started to go black and then... nothing. When I came to I wasn't sure how long I had been out. John was no longer behind me or even on top of me. He was beside me, a scared look on his face. I could hear him calling my name but in a muffled voice I could barely make out. He must have cum as I passed out, I could feel his warm semen in me and already running out of me.

"Are you OK? Are you alright?"

I knew what had happened. I was alright but still a bit dazed and it would take a moment to gather my thoughts and explain myself.

"Yes. I'm OK. It's happened a few times before. Years ago. Nothing to worry about. La petite mort, that's all" I was more than a little embarrassed.

"La petite mort? The Little Death? I've heard of it but I never actually witnessed it before. You scared the shit out of me! I really thought you had a stroke or an aneurysm. I was about to call 911!"

I laughed, imagining being rushed into the ER on a gurney, with John frantically trying to explain to the doctor that he had no idea he was fucking me into a coma. And my next of kin, especially my husband, being notified I was in a comatose state on life support after a particularly vigorous night of sex with another man.

I had talked to my doctor about it years ago and he assured me there was nothing to worry about unless I developed other worrying cardiovascular conditions. As if there hadn't been enough complications with respect to sex with John in the past 48 hours, now this! I explained that there was nothing to worry about. But I wouldn't blame him for being a bit wary of sex with me after this incident. I sought to reassure him.

"It was just the intensity, the revelation about my husband's cuckold kink, knowing we were doing it while he was hearing all of it. It just built up everything to an unexpected level. I'm sure it won't happen again." I secretly wished I could have another one of those though. They're fantastic!

"Did my husband hear all that?"

"No, I ended the call as soon as you passed out. Well, actually after I came inside you. Then I ended the call."

I checked my phone. There was a brief text from my husband.

"That was incredible. You were amazing. Thank you. Best wife ever!"

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Written by stil41Well
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