It started one night over a few too many drinks at a small quiet bar in Charleston, SC. My wife Annie and I had spent the day exploring and ended up in this out of the way bar talking – about anything and everything. Per usual the topic turned to sex – having been together for seven years there are few things we couldn't discuss and even fewer things that we hadn't tried. Sex with Annie had always been spectacular – she was a willing and able participant in anything I could dream up. While adventuresome and uninhibited in many ways our exploits were always solo endeavors – in other words it was she and I alone – we had spoken through the years about all manners of things, threesomes, swapping etc. – but to this point had never felt the urge to explore beyond each other. This would all change as we started discussing two of our dearest friends– Jake & Lora.
We had been friends with Jake & Lora for years – going on long weekends and sharing many good times. I had met Lora years earlier in college and there was always this spark between us however nothing had ever come of it as we both grew into happy relationships with our respective spouses. There had been comments made and innuendo tossed about from all of us but nothing beyond the usual flirting and playing. This would soon change as Annie and I delved into the topic with vigor – finally admitting our attractions. We decided that we would invite them down to our place for a weekend and make the proposal.
Once we were all together a few weeks later over wine and a lovely dinner we finally broached the subject – our concerns that they might be offended were quickly diminished when they both laughed and said they had been thinking the same thing but never had the nerve to bring it up – even to each other. From there things moved quickly – they went back to Chicago and I went to work making the arrangements. I have knack for planning trips and took on this task with a smile on my face and a stirring in my shorts. For me it was the fulfillment of two long held fantasies. My beautiful wife was going to fuck another man and come back and tell me everything and I got to spend a weekend with Lora one of my all time dream girls – it all seemed perfect.
I planned it so our 'dates' would arrive and depart at approximately the same time – so each new couple was restricted to 72 hours of free time. My Annie was to land in Chicago on Friday afternoon where Jake would pick her up for their adventure in the windy city, while I was to meet Lora at Miami International for our weekend on Miami's South Beach.
The beauty of our little arrangement was that we were foremost all still friends. It provided each of us the opportunity for a little variety without having to lie & cheat. We were all tested and perfectly safe and we all loved and respected each other. Physically the ladies were on opposite ends of the spectrum both beautiful in their own right - but different. Annie was dark and mysterious with perfect little breasts and perpetually hard nipples. Her eyes and hair were dark and she had an ass to die for. Lora on the other hand was light skinned and blonde with large full breasts and long legs – they were both perfect in completely different ways. Jake & I could not go wrong – their differences only made the adventure more exciting.
Day One
Annie and I made love at first light – slowly and deliberately, without speaking we were able to convey our excitement and apprehension on the journey we were about to take. Afterwards, over coffee we assured ourselves that everything would be alright. As I helped her pack we tried to choose things that would keep Jake on his toes. The weather in Chicago was cool in September and their itinerary called for lots of walking – so comfort and style needed to go hand in hand. In the end there was a variety of skirts and sweaters with the perfect accents of thigh high stockings and camisole tops underneath and her sexy black boots really topped off the various ensembles. For the trip she choose a simple short black skirt with a light gray cardigan sweater held together with just one button – just barely covering her lacy white camisole top and proudly displaying her constantly erect nipples.
As she pulled on her black stockings I couldn't help but notice that she wore no panties – her perfectly trimmed little kitty peeked out at me – despite our earlier lovemaking I was growing aroused and had to busy myself with my own packing so as not to be late. We were both a bit quiet and introspective on the drive to the airport and I held her hand and told her I loved her more than once. Before she left the car I held her tightly and asked if she wanted to back out – winking she looked me in the eyes, guided my hand under her skirt and whispered "I've wanted to jump Jake's bones since the day we met – I hope you warned him that he is for the ride if his life." With that she walked off with a little extra shake in her step – her black boots clapping loudly on the asphalt. Her dark hair and sassy attitude has always caused heads to turn and today was no different. I laughed out loud hoping my pal Jake has ready for some fun. Feeling more at ease I drove off to park the car and wait for my 'date' to arrive.
Miami
Standing outside the security gate scanning the faces of those departing Flight 1233 from Chicago – my head spinning with the reality of what was happening. At this very moment my wife was walking into the arms of another man while I stood in anticipation of seeing his wife's smiling face. While it was all a bit overwhelming, it was even more exciting. I caught a glimpse of blonde hair in the crowd and suddenly there she was - as radiant as I remembered. Her face broke into a wide smile when our eyes met and she ran into my arms – with a great big bear hug and a glancing kiss our weekend had begun.
