It was probably going to be the last family vacation we ever had, just amongst the seven of us anyway. Yeah, we had a rather large family as it eventually turned out. Early on, my father had come to meet my mother with two kids of his own by a previous marriage. His wife had died a couple of years earlier, so he brought into the relationship my two half siblings, Chrissy was six at the time, and David was four. Mom had gone through a divorce around the same time, and brought with her another stepsibling, Jessica, also four years old, same age as David. A year after they were married, I came along, named after my father Brad, though early on everyone called me "junior". That wasn't so bad, except that later "junior" became "B.J." which at the time as a young kid, I didn't associate anything with. That came later, much to my chagrin. Last but not least was Stacy, my sister, three years younger than myself, and totally unexpected as she was the only one who hadn't really been planned for. Needless to say, with such a diversity of characters and personalities we all had our moments trying to get along. Frankly I'm surprised that as kids, we didn't kill one another.
As we all grew and matured however, it seemed that as young adults, we'd finally managed to outgrow our petty differences. If anything, many of us actually growing closer to our step, or half brothers and sisters, which had certainly been the case for Chrissy and I. Now a striking twenty seven year old woman who was starting to make a name for herself as a realtor. She had in fact taken a position with the company that she was working for out of state. As such, it was either now or never that we took this vacation, as a family while everyone was still close enough to home in order to do so. Even Stacy, the youngest had plans for attending college a goodly distance away, though still living in the same State, though it would be a long six hour drive in order to actually see her.
As diverse as we all were in our characters and personalities, the same held true for looks as well. Quite naturally, Chrissy and David looked a bit more alike with fairly dark brown, almost black hair, though somewhat fair complexions. Jessica, like mom was a very typical blue-eyed blonde, and also like mom, fairly large in the chest bust-wise, something that Chrissy wasn't. Much smaller, almost petite, at best sporting a full sized "A" cup, I know...because I had had an opportunity here and there to have seen her. Even then, I always had enjoyed seeing her tits, and as a young boy, had even fantasized about them whenever I masturbated. More on that one later.
As for myself, I was a bit more like dad. Same dark brown hair that he had, and lots of it. We shared pretty much the same build and height as well, with me just an inch below six feet and around a hundred and eighty, solidly built pounds as I'd always been active in various sports and activities all through high school. And now again while attending college myself, though at a closer, local university than the one my sister Stacy had intentions of attending.
Stacy, my true sister was more like mom. Dishwater blonde hair, just under five and a half feet, and though her bust wasn't quite as large as moms or Jessica's was, she was still amply endowed in that department too. Yeah, once again...I know, because I'd had a few opportunities to take advantage of that one as well.
Early on, while dad was still an up and coming stockbroker, we had been forced to live in a small three bedroom home. Mom and dad having one room of course, the girls the largest one...and then David and I sharing a much, much smaller bedroom with bunk beds. As kids, we never did get along. And had it not been for my size, even being four years younger than he was, I'd have been taken advantage of every step of the way. As it was, my size and build eventually put the two of us on more equal footing, though all that did was ensure one or the other of us came away with an occasional black-eye as we seemed to be constantly fighting with one another back in the day. At one point, it had gotten so bad that they'd eventually (and just temporarily) moved me into the sitting, or living room on the couch just to keep the two of us apart. As it turned out, I loved sleeping there as I'd caught more than one late night excursion from my sister, Chrissy. Turns out, she was a sleepwalker, and very often did so. And usually, naked to boot.
By the time dad finally made it big as an investment counselor for several large firms, we finally moved into a rather nice, and very large home, with each of us actually having our very own bedrooms. Though even then, we still managed to stumble into one another while getting dressed or ready for school. Stacy, Jessica and I being assigned one bathroom on the floor we slept, and Chrissy and David sharing a bathroom on the floor just below us.
The bottom line was, we got used to seeing one another in various stages of undress, sometimes purposely, sometimes teasingly, just annoying one another as siblings very often do. There really wasn't anything untoward going on amongst us, not really...not at the time anyway, though again, we all had to some extent taken a more personal confidence in our various brothers and sisters one way or another. As I had done with Chrissy, now Chris...as things turned out. For whatever reason, she had taken me under her wing perhaps as a kid, especially during the rough times I had with David, and then later...when girlfriend problems eventually came my way. That's when things got really interesting between us. Chris was the first one to actually tell me all about sex, and everything that encompassed. She had even gone so far as to let me have a "look" at it, just so I'd know what a woman's pussy actually looked like long before I ever really did anything. That was the sort of relationship we had together, though David and Jessica had much of the same thing between the two of them, as we would all eventually learn later on. Only Stacy seemed to be left out of that personal bonding, still the kid, still the youngest, and thus took haven more with our mother than anyone else. When Chris began spending more and more time outside the home, eventually moving into her own place in fact, was when Stacy and I seemed to quite naturally gravitate closer to one another. I was after all her "real" brother as she so aptly put it, and she being...my little sister, and someone I began looking out for, and protective of. She and I had the same interesting conversation about sex that Chrissy and I had had. But that was also when I discovered a shared secret she confided in me about. My younger, sweet, sexy little sister...had a thing for girls. Not that I minded, that was her business and personal preference, but you'd never have known it or suspected it to look at her. She was about as girly-girly as you could ever get, and even managed to keep her secret away from the others. Hell, she even went so far as to date boys once in a while, so it wasn't as though she was a hide-in the closet lesbian necessarily. She just simply preferred women.
But again, as I said in the beginning, the bottom line was...we were all about to venture out into our own lives, and the last opportunity we had to take advantage of one last family vacation was now. After that, we all knew we'd be calling those times something else..."family reunions" as we began bringing others into this close-knit little family. As such, mom and dad wanted to do something special, something extravagant even, especially as dad had had one of those banner years. Mom and dad spent a great deal of time thinking about it, planning it...and then came up with what they thought would be the ideal vacation get-away. At first, I wasn't too sure about it myself, but eventually the idea grew on me, along with everyone else. Mom and dad had managed to secure our own island getaway! We would figuratively, and literally be staying on our own private little island for two weeks! Though we could of course take our private launch over to the main resort island for more extravagant dinner affairs as well as shopping. The thought of spending two weeks in a tropical island paradise suddenly seemed like a dream come true, even if it would be just the seven of us sharing a small tiny island together for the majority of the time there. Mom and dad would have the main bungalow, which was much larger and had more "family" type accommodations whenever we felt like being together as a group. Thankfully, David and I would have our very own, much smaller units, though the girls were well pleased with sharing one medium sized unit amongst the three of them. All in all, everyone was well pleased and excited at the prospects, especially when the day finally came and we found ourselves winging out across the blue Pacific in search of paradise.
No one had any idea at the time, what Paradise would eventually come to represent. We would soon find out.
**
We had flown into the larger island by a small plane. Something that David and I both found exhilarating, though the girls...mom included, where quite nervous about. After we had landed and checked in, we were then escorted over to our very own private little island, which was actually less than a mile away from the larger island, yet far enough to give us a sense of welcome seclusion. Needless to say, the brochures hadn't given this place justice. It was simply unbelievable!
Each hut or bungalow basically had its own small private beach. Tall thick palm trees tended to naturally separate the view of each unit from one another, in a more or less circular pattern, though there was one area almost right in the middle of all of them that served as an open-pit fire area, and gathering area for outdoor cooking should we desire it. Beyond that, there really was plenty of privacy, and even a few hiking trails that led further into our own dense little paradise, complete with a small water fall at the far end of our two mile long little strip of ecstasy.
The first surprise came after we'd all checked in and dawned our swim-ware, mom and dad asking us to come over to their unit once we'd settled in, so that they could lay out some simple ground rules with us regarding the resort, and our stay here. Needless to say, my siblings and I were in for quite the surprise when we did. Gathering together after first checking out one another's digs...we soon headed over as a group back over to mom and dad's spacious little hut, though it certainly wasn't all that little. Extravagant to the extreme with a fully stocked bar, pantry...should we decide to cook there on the island, along with various other sundry amenities.
The thing was...they were both sitting there naked when we came in.