Disclaimers: This story is pure fiction. It only resides in the deepest recesses of my mind. Even though the names of the main characters are familiar to my readers, this story about my wife and I never happened! This is more like a what if...
In now our 51st year of marriage, and with our time reading stories, on this site, there are a certain group of stories that catch our attention. Mine more than my wife, Deb.
These stories take place in the Caribbean, involving white women, sometimes older women, getting involved with local, black men. Having been in some portion of the Caribbean on five different cruises, over the years, we've never been tempted to duplicate those urges. At least my wife has never been approached, like the women of most of those stories have.
Yes, we both have interacted with several men on each of the islands we've stopped at, but we've never stayed longer than six or seven hours, doing some sort of excursion.
After reading a group of stories, here, and conversing with the author of one group, via email, we convinced each other to try telling a what if, story.
So, here goes.
In early 2011, we started thinking of something special for my 65th birthday, coming up in early October. Also, my wife's birthday is only six days after mine, and our anniversary our, 41st, was just four days before my birthday. We could have all three celebrations on one great vacation.
All we had to do is find a location. The couple of series we read took place in either Jamaica or Barbados. The one very interesting island we've visited is St. Maarten. The most interesting political entity anywhere in the world.
Split right down the middle, one half belongs to France, and the other half to The Netherlands. No border crossing, no customs to pass through, just a small sign telling the visitors when you've left one side and entered the other.
In the Spring, we started our planning. We found flights to and from Seattle, found really nice accommodations, and planned an extended vacation.
We talked at length about what we wanted to do, aside from our primary aim of relaxing and celebrating our three big days. Not once did we discuss anything about any sexcapades.
Soon enough, our vacation was here. Off to Sea-Tac airport, and the long flights to St. Maarten. With a stop in Atlanta, we were off to our final destination.
By the time we finally reached our hotel, we were exhausted, and after a quick snack, we fell into our bed, and tried to relax. Yes, we were excited, but at our ages, tired overtook our excitement.
The next morning, we woke to a phone call asking what we wanted for breakfast. When it arrived at our room, it was served by a very proper looking waiter. A young man, very polite, serving us our breakfast. Introducing himself as our attendant for our stay, Edward. He told us anything we wanted, just ask him.
He was on the thin, but muscular side, maybe 6' tall, looked like he never shaved, even though he told us he just turned 20 years of age. Oh, yes, his skin was as black as coal.
Just as he was getting ready to leave, the other person assigned to us, knocked on our door. Simone came in, looking like a schoolgirl, but told us she was, in fact, 21 years of age. Fairly tall, on the thin side, too, with small, firm looking breasts, also with very dark, beautiful skin.
As they left together, they let us both know they would serve us virtually anything we requested.
Deb looked me in the eyes and silently nodded at the now closed door, and we both started to plan our what ifs.
We spent our first day exploring our entire hotel. Each and every bar, restaurant and every other amenity. We saw signs telling us what our 'all inclusive' meant. Food, liquor, and, much to our surprise, couples massages.
After scoping out the entire resort, we had a magnificent dinner, topped off with an island dancing floor show. It really got our blood pumping with the very scantily clad dancers. The men in just a loin cloth, of sorts, and the girls in similar loin cloths and nothing else. Three absolutely gorgeous women, with their perfectly shaped breasts on display.
We noticed both Edward and Simone in the dance troupe, and they both noticed us looking at them, closely.
Walking back to our room, Edward stopped us and asked if we wanted a couples massage, anytime the following day.
We glanced at each other, while Edward told us they only danced every third day, making them both available the next two days. Before we gave him our answer, Simone joined him, still topless allow us both to admire her perfect B cups, topped by small, very dark nipples.
Nodding to each other, we set an 11:00 appointment, wondering a bunch of what ifs.
After our typically delicious breakfast, we got a phone call, telling us where to go for our couples massage. We were also told to allow one full hour for our first treatment, as they called it.
Wearing our bathing suits with a bathrobe, off we went.
Entering the cabana, we were met by a very distinguished looking gentleman, who directed us to the next room.
Seeing two, side by side, massage tables, looking more like soft beds, we took off our robes, and our bathing suits. Getting on each table, and placing a towel over our backsides, we rang the bell, telling our masseuses we were ready.
In they walked, Edward in just some sort of loin cloth that allowed Deb to see his very large, soft cock moving back and forth as he walked.
Simone wore just a very skimpy cloth that barely covered her nearly bare pussy. With her skin being so dark, her very black hair barely shone.
Walking to each of us, with Simone lightly touching my legs, as she moved to my feet. Taking a warm bottle of oil, she poured a bit on each leg and slowly moved up and down both legs, one at a time.
I could hear Deb humming, coming close to moaning.
I turned to see Edward removing the towel, and massaging up each leg. From her heels all they way to her butt cheeks. I saw each hand move her legs apart and moving both hands to her inner thighs. I could tell from her reaction, that a finger, or two touched her treasure spot, causing the moans I heard.
Just watching my wife of 41 years having another man's finger, or fingers touching her pussy, got me a bit hotter. Just as my breathing picked up, I felt her soft hand rubbing my back door. Moving a bit farther, I felt an oiled finger enter my backside. As she moved her finger in a bit farther, I lifted up off the table, allowing her other hand to start rubbing my cock.
I turned my head just in time to see Edward's head between Deb's legs, with his tongue moving up and down her butt crack. With her moving onto her knees, he moved onto his back, with his head right under her very aroused pussy. I could see his tongue moving in and out, eliciting even more moans. I looked down to see his loin cloth pushed aside by his now very large, fully erect manhood now being touched by Deb's hands.
Moving around, she took his cock in her hands and slowly put it in her mouth. Sliding his foreskin farther down and started licking all around the massive head.
