The Matrons of Regal Bay
Gloria's Tales
Chapter 1
"Ladies and gentlemen, I thank you for coming and look forward to a wonderful weekend here at the club." Gloria Van Winkle gave the group before her a round of applause, little more than a golf clap really, and smiled to those seated along the sides of the long conference table. The members of the Regal Bay Golf Club and Convention Center board of directors and department heads, men and women whose jobs it was to run the thriving facility with the expected care and attention to detail that Gloria demanded, nodded to their statuesque director as they gathered up their papers, folders, and lap-tops. The group numbered thirteen, with Gloria included, and met promptly every Wednesday afternoon at 1pm to go over the upcoming schedule. As Gloria looked at each in turn, she realized once again that she had seen very nearly every one of them naked at one time or another, and had been intimate with more than half of them as well. That thought always brought a grin to her tanned features, and a tingle to her loins.
Gloria consistently put long hours in at the Convention Center, attending meetings and seeing to every little detail of every social and private event on the schedule, each and every weekend. Gloria was a workaholic, even at her advanced age of 67, and had a very busy social schedule for much of the week. She was one of the leading citizens of Regal Bay; her late husband and his brothers having been instrumental in the rapid growth the area underwent through the sixties and seventies. Hugo Van Winkle had been a stallion of a man, and his sexual prowess was folklore. Gloria had been his second wife, nearly twenty years his junior at the time they had married. Rumor has it that he'd fucked his first wife into the grave.
Gloria had grown up in Sacramento, the child of Howard and Grace Reno. She had a twin sister, Maria, though to look at them there wasn't any resemblance at all. Where Maria had taken their mother's pale Irish beauty, their father Howard had been full-blooded Choctaw, and Gloria retained the classic look of a Native American woman. Her flesh tone was that of caramel, and her dark brown eyes and long, straight hair gave her an exceptional beauty. She had always been a tall, slender woman and moved with sure grace everywhere she went. After Hugo's death, when Gloria had only been entering her forties, she was touted as one of the most sought-after widows in the entire area.
Being one of the most visible and popular of the Van Winkle family, Gloria enjoyed her spotlight by attending most of the important functions of the community, from Christmas toy drives, to cancer research fund raisers, and the annual Memorial Day festivities on the boardwalk, celebrating the opening of the summer tourist season which the majority of the businesses thrived on. Gloria was well known about town as everyone seemed to know her by sight, if not reputation. She had donated large sums of money for the boardwalk expansion as well as the marina rejuvenation. And on several occasions, she declined offers to run for political posts, including a chance to run for mayor following her late husband's death.
Gloria enjoyed the spotlight, but only to the extent that it served her purposes. When left to herself, Gloria was a quiet, even secretive, woman. The private Gloria that only a handful of residents knew about was a sinfully playful, erotically passionate creature. What most of the general population of Regal Bay didn't know was that Gloria Van Winkle had a sexual appetite the equal of her late husband's. Those who did know, who knew of her sexual energy, wondered if she hadn't in fact screwed him to death. Those who were lucky enough to have experienced Gloria in all her true glory bet that she had.
During the expansion years of Regal Bay, when the Van Winkle brothers were changing the very foundation of the small community, their three wives, commonly referred to as the Van Winkle Sisters, though they were in fact sisters-in-law only, began to explore needs within the female community of Regal Bay, At first, with the opening of the Regal Bay Golf Club, they invited wives of the men who were working to reshape the area to form a sorority, and eventually this became known as the Regal Bay Wives Club. During the course as group dinners and get-togethers, it became clear that for all their love for their husbands, many of the women were no longer satisfied with their sex-lives. With their husbands always working, and seldom free for even an evening let along any sort of weekend, the women began to explore other opportunities. And with the three Van Winkle wives, all of whom enjoyed a wide variety of sexual passions, soon many of the women had begun to enjoy the attention of younger, virile men. And with the expansion of the local college to a full-fledged university, the influx of horny young studs filled their needs.
So it came to be that Gloria Van Winkle, along with her sisters-in-law Greta and Gwen, formed the more secretive and sinful Regal Bay Matrons Club. Originally catering to the needs of well-to-do women of middle age, in time their roles expanded. All told over the years, more than one hundred women had become members of one form or another.
During these years, Gloria had mothered five children with Hugo over the course of seven years. Twin daughters Gina and Ginger came along first, and then Gretchen, and finally twins Glenn and Glenda. As it stands, Gloria's line of the Van Winkle family now included five grand-children. When the entire "First Family" of Regal Bay is accounted for, the numbers over three generations totaled more than thirty. With all three of the elder Van Winkle men having passed away, the three "sisters", Gloria, Gwen, and Greta, had taken on the hierarchical roles their husbands had niched out in the community. Greta maintained her position as President of Regal Bay University. Gwen had taken a more prominent role in the community, as director of the community library as well as the Liberal Arts Center. Gloria had taken on the burden of running the Golf Club and the expanded Resort in addition to her duties as a member of the Board of Directors at Regal Bay University. She was also a member of the board at the new Regal Casino. All in all, Gloria was a very busy woman, always on the go, and seldom at a loss for things to do, either professionally or privately.
Small talk between the department heads standing around the table filled the conference room as each gather up their things and began to file out. "Gabriel, might I have a moment of your time, please?" Gloria asked as the group began to file out of the conference room.
"Yes, Ma'am," the youngest member of the board replied. Gabriel Bryant was her grandson, the oldest son of her daughter Ginger and had recently graduated from Regal Bay University with degrees in management and marketing. Still only 25, he was in line to take over much of the responsibilities from Gloria, when she decided to step down.
Gloria took his hand in hers and waited until the last of the group had left the room, although the door remained open. "I'd like to see you tonight. Come around after nine. I am dining with Natalya and Gabriella to go over our proposal to the LPGA. I'd like to discuss a few matters with you, as well. That is, if you're available, and up for it?" Gloria's wicked little grin gave Gabriel all he needed to know about what his grand-mother, and boss, had in mind.
"I do have dinner plans, but I'm free after," he replied.
"I don't mean to take you away from that dear young lady of yours," she smiled apologetically at her grandson. They were the same height, at 5'7", and their eyes were on the same level. She held his for a moment, and then added, "As long as she is tending to your needs, we can meet some other time. Maybe tomorrow morning."
Gabriel felt unease grip his chest, for he knew quite well what was being asked of him by his grand-mother, and he wanted nothing more than to please her, and pleasure her. "As a matter of fact, Ma'am," he stammered, "Krystal and I were looking to call it an early evening. She does have early classes in the morning. I can free to stop by sometime after, maybe nine would be good?"
"That would be splendid, Gabriel," she smiled warmly, and then gave him a light kiss on the cheek. "It's a date, then," she added in a whisper, and gave him a quick kiss across his lips as well as a lingering swipe of her open palm across the front of his slacks. She found that she still had quite the influence over her handsome grand-son.
Gloria was well aware that by the time Gabriel had graduated from high school, he had been having sex not only with his own mother, Gloria's daughter Ginger, but for several years that the young stud had been having sexual relations with several of his relations, including at least two of his aunts, as well as a couple of cousins. However, Gloria had the honor of having been his first true lover, an afternoon both of them would never forget. After all, they had a very close, uniquely open, and sexually affectionate family.
Gloria arrived at her mansion of a home, which sat along the golf course, shortly after eight that evening. She pulled her two-year-old Cadillac CLR into the open garage, activating the door as she shut off the engine. She recovered her cigarette from the ashtray and her purse from the seat beside her, and then passed through into her quiet home. Gloria still lived in the massive house Hugo had built along the fairway to the first hole of the golf course, some forty years before. She lived alone now, with the exception of a young housekeeper who lived in the above-garage apartment, though few weeks went by that some out-of-town relative or other was staying with her. And when her family wasn't visiting, Gloria had friends, very close friends, who would gather for delightful dinner parties, casual evenings, or the occasional orgy. As the matriarch of the Matrons Club, Gloria often hosted gatherings of the members, at times hosting up to a dozen or more women, for dinner, drinks, and story-telling. At times, a young man or two would be invited as well, to provide a little side entertainment, either for the group or privately for an individual. Gloria had a Rolodex full of young, willing men who enjoy nothing more than to provide sexual services to the Matrons of Regal Bay, and her grand-son, Gabriel, was one such young man.
Upon his arrival at just a few minutes past nine, Gloria greeted her grandson warmly, with a hug followed by a lingering kiss. She had no issues with showing such sinful affection to her family members. She was also on her second cocktail since returning home.
"Come in, Gabriel, darling," Gloria insisted. "Can I get you something to drink?" She led him through to a side room overlooking the expanse of front lawn that was used as a sitting room.
"A beer would be nice," Gabriel replied as he pulled off his suit jacket and hung it on the hallway rack. Following his grand-mother's household rules, he quickly stepped out of his loafer shoes.