The story of how Jane Martin became obsessed with her young co-worker and with his cock is told in Anything for Him: at Work, and you can read it there. At the end of that story, he tells her that he will be going on a honeymoon in the Caribbean, and that he expects her to follow him there so that she can continue to serve his special needs. She agrees joyfully to follow him. This is the story of the trip.
Day 1
His instructions had been clear and exciting. He and his brand new wife would be staying in a beachfront suite at an adult resort on a small island in the Caribbean. Jane was to book a poolside room at the same resort in one of a suite of rooms that had particularly secluded entrances, around the corner from most of the pool traffic. She was to fly down early in the day, check in as soon as possible, and be out on the beach waiting for him by the time he and his wife made their first appearance in the late afternoon.
As for her wardrobe, he had given her guidelines, but left her to pick the clothes for herself. Three or four bikinis: not thongs—he didn't like the dental floss look—but cut on the back so that a good part of her ass cheeks would be showing; minimal string or tie sides; and very, very low in the front, so that she'd need to shave or wax her pussy.
A couple of beach cover-ups that shouldn't really cover anything—maybe mesh or something gauzy. Then, for evenings, several different outfits for dancing or bar-hopping—short, clingy dresses; tiny skirts and low-cut tops, some sexy sandals. And nothing else. No shorts, no pants, no bras, no panties.
She had loved shopping for the trip, loved it so much in fact that she kept having to sneak off and rub herself to a dizzying climax in the midst of browsing and trying things on. She found a few things in stores and specialty shops, a few things online, and to her surprise a few things in the teen department of a regular mall department store. It was incredible what young girls were wearing these days. Of course they were probably wearing those things in the right size and with underwear.
The visit to the waxing salon had offered its own special thrill. She decided on waxing instead of shaving partly because she thought it would last for the whole trip and partly because it seemed more exciting to have her pussy worked on in public and by somebody else, than to do it herself at home. She wanted to find a place where it would be done by a man, because that seemed even more exposed and because she thought that He would enjoy hearing about it.
But all the male-staffed places seemed to be gay-oriented, so she contented herself with an attractive young girl—she couldn't have been more than 20—who gave her an almost flirtatious smile when Jane told her that she was getting bikini waxed for the first time so that she could wear a super-small suit for a super-special and very young man. When the waxing was done, the young woman gently grazed the just waxed area to make sure that it was smooth and then smiled again at Jane and said, "I think your special young man will love it. Anybody would." She let her fingers linger lightly, a second or two longer than necessary, on Jane's just waxed and sensitive skin, a few millimeters above her clit. And there was no question at all that this time the smile was flirtatious.
Nothing happened; Jane knew without being told that she shouldn't have sex with anybody else unless he told her to. But even though nothing more happened, even though Jane had never been with a woman or even thought much about it, she almost came from the excitement of the encounter. Somehow everything having to do with him, and now everything having to do with this trip, was so incredibly charged with sexual feeling that it turned her on intensely.
She had been giddy and distracted the whole month before the trip. Now that she found herself actually there, in the lobby, then briefly on the beach just to check it out, and then finally in the room where she knew that she'd be serving him again and again; now that she was actually, really here, she was almost frantic with pleasurable anticipation.
The truth is that she had been in almost the same state for the whole last six months, the whole time since she'd met him and then, just a week after that first meeting, starting kneeling before him two, three, and four times a day to suck his wonderful cock, or bending down on all fours to take it deep into her pussy or her asshole. Every single encounter with his cock brought her to new levels, or at least that's how it felt to her. And now, here she was, thousands of miles from home under a hot tropical sun, and getting ready to expose herself in ways that she'd never exposed herself before.
It's not as if Jane had never worn a bikini before, or even dressed a little bit sexily. And since she met him, she had been dressing more daringly then ever, and at his command she had more than once taken the thrilling risk of being naked outside. But the sexy dressing at work was still just sexy dressing at work, well within the ordinary limits of what a lot of women were wearing these days. And the public nakedness had been fast and anonymous, more like flashing than like really, truly exposing herself to the gaze of strangers. This was going to be different.
That's what Jane was feeling, powerfully, as she stood in front of the full length mirror in her room looking at herself in the first of her new bikinis, a pure white suite made of a clingy thin material that hugged the outline of her tits—she was no Dolly Parton, but they were full and soft and real—and did nothing to hide the hard little bullets of her nipples. You could see a little of the curve of each tit spilling from the outsides of the top, which gathered together to create a deep full cleavage in the middle.
Jane had never worn such a revealing top before, but it was still no more outrageous than many others. It was the bikini bottom that was really daring, just a tiny triangle in the front, covering the absolute legal minimum and then a slightly larger triangle in the back, from which about half of her shapely ass cheeks protruded invitingly. If she stretched or moved or tugged at all on the bikini bottoms, her moist and swollen pussy lips would come into view. And even if they didn't, the outline of the pussy lips clearly showed through. Also, Jane knew, it would take no time at all for the bikini bottoms to be soaked through with her pussy juice, which would then begin to glisten obscenely on her exposed inner thighs.
It was a little bit scary, but it was also incredibly exciting, and as she looked in the mirror Jane loved what she saw. Her 34 year-old body looked very good, she thought proudly. She had always been lucky with her figure, and she had stayed in pretty good shape, too. Her belly wasn't super-flat like some hard-body young underwear model. But its very slight soft roundedness only made it look more inviting, she thought, and the tiny bikini was actually kind of flattering as it invited the eye to follow the gentle curve downward from her belly to the barely covered pussy below.
It was a suit that begged people to look, to notice her full tits and hard nipples and to stare hard at that pussy. Wearing it, Jane looked like exactly what she was, a sexually alive woman who was fucked deeply and often and who loved it. She shuddered with pleasure, threw a towel over her shoulder, and walked out of her room, down the walk, and out to the beach.
It was just a one-minute walk to the resort beach. As Jane rounded the corner of her building to glimpse the water, she was first thrilled by how beautiful it was—a half moon-shaped little bay, filled with blue-green water and lined by a secluded ribbon of beach, filled with little dips and twists and turns and rows of tropical vegetation that made for smaller and more private little sub-beaches. She was a little dismayed, too, though, to see that the moderately full beach was almost all couples, ranging in age from their 20s to their 60s, but not looking at first glance like an especially daring crowd.
When she had heard "adult" resort, she thought at first that it might be a place for especially sexy vacations and even for swapping or group sex like she'd read about in her pornographic stories. But all that "adult" seemed to mean here was that there were no children or families—just lots of quiet couples and a few, a very few, other singles here and there. Most of the women were in bikinis, but nobody was topless, as she had half expected, and she couldn't help noticing that though many of the bikinis were pretty small, none of them was nearly as daring or extreme as her own.
She also couldn't help noticing the looks of interest that she was getting as she sauntered slowly down the beach, looking for a good spot to spread out her towel. Men's heads were turning as she walked, trying not to look too obvious or to let their wives see how they were looking. And women's heads were turning, too, less embarrassedly, more appraisingly, as if they were just curious and interested to see what another woman might be getting up to and getting away with on vacation.