1
Once I crossed the border, the roads opened up and I had plenty of time to live in my thoughts. The guards had accepted my story about going to visit a friend, and I had packed so little luggage with me that, even if they had chosen to look through the car, there was no reason to suspect that I wasn't sure when or if I'd ever be coming back.
With the cruise control and GPS set, I had a good number of hours of driving ahead of me. I put on some music and let my thoughts go where they may. It wasn't long before I was thinking back to the almost unbelievable path I had taken to put me on this road.
I had been with Heather for a couple years and things had been mostly good, but we had both noticed a cooling of the passion between us. I had felt that it was probably natural as we had gotten used to each other and settled in our lifestyle and routine, but she had not been at all ready to accept a life lived at the level of 7 or 8 when she had felt the highs of 9 and 10. She said that things were broken and that they needed to be fixed. I was not in complete agreement with her assessment of where we were, but I cared for her deeply. Our lives were intertwined as well. We had been living together for nearly a year and her friends and my friends had either become our friends or had drifted away from our social circle. It was worth working on.
Heather found the hotel. She said that a getaway was just what we needed and, as soon as I arrived, I felt sure that she had been right. The place seemed like paradise, complete with palm trees, warm breezes and sunsets glittering on ocean waters. Beautiful women greeted us at the reception desk and at every bar and Heather, rather than being upset or jealous, seemed to be playfully flirting with them. Her sexual energy was high from the moment we got off the plane.
The moment we were up in our room she wanted to fuck. We made use of the immense bed before we had even looked out our window. It wasn't just that first day, either. All day long she would wear the sexiest and smallest bikinis, with sheer cover-ups when we were walking or eating and it seemed impossible not to be thinking about her body.
The moments when my thoughts did find a way to wander frustrated me. The little nagging kinks I couldn't quite push away no matter what, or those feelings of a distance between our minds even when our bodies were pressed together. I could never quite find the words to explain it, not to myself and certainly not to Heather. It made me feel wrong, so I did my best to bury those doubts under my honest emotions for her, and the simple physical effect just looking at her had over me.
It was four days into our week there when I saw something strange. Heather and I had followed dinner with a glass of champagne on the terrace, watching the sun set. The pink skies and the bubbles in her drink had made Heather horny and she had said in a loud whisper that she wanted me inside her. She told me to fetch a fresh box of condoms from the gift shop and meet her upstairs and that if I took too long she was going to just start without me. I laughed. She reached under the table, squeezed by cock though my pants and smiled wide, announcing that she was not kidding at all. Needless to say, I moved quickly.
I must have taken a wrong turn coming out of the shop, as I found myself in a hallway I had not been in before. Just when I was about to give up and turn back, I spotted something that stopped me in my tracks. About twenty feet down the hall there was a man dressed in a dark suit holding the end of a leash in his hand. On the other end of the leash, there was a person instead of a pet. This person was dressed in high heels, fishnet stockings, a short skirt, a tight little top and of course a collar around their neck. At first glance they might appear like a woman but a longer gaze like I took then, frozen in my tracks, made it clear that it was a man, dressed in feminine clothes. Something about the obviousness of it made me sure that his outfit was not intended to make them pass as female, but rather to tease them or humiliate them.
I stood there, staring, until the man in front turned his head back towards me. I felt ashamed for intruding on their moment and I turned on my heels and darted away. I rushed back upstairs to Heather, but I couldn't get that vision out of my mind. True to her word, Heather had indeed gotten started while waiting for me. She was completely naked and kneeling on all fours on the bed, reaching down between her legs to touch herself so that her wet pussy was the first sight I had when entering the room.
I poured my confusing arousal into the moment. I had my pants off by the time I reached her and pushed the condom down onto my already-hard cock in a flash. I plunged into her and gripped her hips firmly as I started to thrust. She moaned and gasped appreciatively, which only encouraged me more. Doggy-style was not our most frequent position but it suited the moment perfectly. I felt her hot and wet and tight around me but, as I looked out over the softness of her back and out the window, my thoughts were all over the place. I wondered where this man on a leash was being taken and what would happen to him once he was there. I tried to think back and to determine if the other man, the man in charge, had seen me staring and if his eyes had really been strong.
Heather's loudly approaching orgasm pulled my mind back into the room with her. I thrust into her again and again, my hips rocking and my cock slamming fully into her. The spasms of her pussy around me brought me over the edge along with her and we came together, loudly and well. We were all smiles as we collapsed into the bed together afterwards.
"I'm going to have to start without you more often," she laughed. "You really arrived with a passion!"
"Maybe that's how you should always welcome me home," I joked.
After a lovely shared time of afterglow, she decided to shower before we went out for the evening. I got myself together as she did and once she was finished I hopped in for a quick shower of my own. The sex had been amazing, but as I soaped myself and felt hardness returning already, it was the predicament of that leashed stranger that filled my thoughts.
2
Our incredible trip continued to relax and refresh us both. The days were filled with sun and warmth and good food and good sex. The nights were spent dancing and laughing and drinking and with even more sex. Heather's enjoyment of that night when I'd surprised her by becoming even more adventurous. She started dressing in even more revealing outfits, showing more skin and in more settings.
She also started wanting sex outside of our room, for the fun and excitement, she said. We fucked in the little cabanas by the beach, in the washroom at two of the restaurants, and she made a mess of me with a handjob during one of the nighttime theatrical shows. It was joyful and thrilling and fun, but I still couldn't get those strangers out of my mind.
On our next to last night at the resort, we had gone particularly hard on the drinking and dancing. Heather kissed me and groped me all the way back to our room, especially in the elevator, but when we finally got inside, she only got as far as peeling off her dress and kicking off her heels before she collapsed on the bed and passed out. I laughed alone and tucked her under the sheets. I thought about going to bed myself, but suddenly I was wide awake.
I thought about turning on the TV but I didn't want to wake her. I splashed some water on my face and decided to head back downstairs to the bar for a nightcap. When I stepped out of the elevator, my feet led me in a different direction. I walked towards the gift shop and that lost hallway, just looking around, not quite sure what I was hoping for. I walked to where I was sure those strangers had been, looking up and down the anonymously beige corridor and its array of blank doors until I reached a locked door marked as staff-only.
I stared at the door and I even tried the handle, but it was a dead end. I shook my head, chastising myself for this flight of fantasy and turned around to finally find the bar. I stopped dead in my tracks, face-to-face with the man from before. Just as he had been that night, he was dressed impeccably. He was taller than I was by a couple inches, so I found myself looking up at him. He didn't just look good, he smelled good.
"I had a feeling I would see you again," he said.
"You did?" I asked, blankly.
"Yes," he said simply. "Your need radiates off you. I saw it in your eyes as they lingered on that leash I was holding."
My mouth opened but no words came out. I didn't know what to say and there was no denying the truth in what he had said.
"Come with me," he said.
He slid past me and entered a code on the little glowing keypad beside the door and I heard it click open. He pulled it open and stepped through, apparently confident that I would follow him as he didn't look back before walking down the dimly lit hallway beyond.
My heart was pounding in time with the sound of our footsteps as he led me on without a word. He found his way to a small elevator and pressed the button to call it. After a beat, the stainless steel doors slid open silently. It was only once we were inside that he spoke again.
