Author's note: This episode has a lot of character development in it, and starts off slowly. I hope when you get to the sex you will find it worth the effort. The character development is important to a later story in this arc, and readers will get more out of it if they have read the stories in the original La Playa series. But if getting off is your thing, scroll down and enjoy our heroine as she works her magic on an unsuspecting guy...
*****
Tuesday Morning - Deana's Awakening
It was Tuesday morning at La Playa - Caribbean. While Steve and his staff still slumbered in a tangle of naked limbs in Papeete several thousand miles away, Steve's wife, Deana (or Dee as she preferred) was sipping a cup of strong Jamaican coffee, and squirmed a bit on the bar stool in their home above the original La Playa resort. There was no other word for it - Dee was horny. Steve had been away nearly two months now, and her fingers just weren't meeting her need anymore.
Her horniness was accompanied by a tremendous case of Catholic Guilt, because she wasn't horny for her husband. She had used a couple of different vibrators, and one very life like dildo made from a mold of Steve's cock, but even it wasn't satisfying her. She didn't want to think about the other things she'd done to scratch her itch, like fucking Jeff. Jeff, the swinger's website guru who had fucked her at the closing orgy during La Playa's inaugural week, and who recently fucked her again.
The tall blonde man, whose blue eyes stayed locked with hers while Steve sank his cock into Jeff's ass at that inaugural week orgy. The man whose seven inch cock had pounded her into the cushions with the power of two men's hips as they fucked. The gorgeous stud who had brought her to multiple orgasms out under the stars. The same man who, just three weeks ago, had again fucked her to three marvelous orgasms at a similar Bacchanal, only this time as she was cradled in the arms of Penny, Jeff's wife. And with that thought Dee felt another pang of guilt, because she had found herself attracted to Penny too, and she'd never had the least lesbian inclinations before.
And then Steve made the guilt even worse on their daily call just yesterday. Dee had expressed her feelings, and instead of making soothing noises and encouraging her to be true, Steve suggested she call Marc, the General Manager, and have a tumble! "Remember how good he was when you fucked him and John after that staff volleyball game," he reminded her. She blushed at the thought - the three of them had won the volleyball tournament at the staff barbecue, she had a few glasses of red wine, and the next thing she knew she was flat on her back in a bungalow, being mauled by two men. Steve had kissed her warmly when she came back to him, telling her how proud he was of her and hoping she had enjoyed it. As if she needed more evidence of what an unusual, and wonderful, husband he truly was.
When Steve and the planning team went to Polynesia, Dee went back to their home at La Playa - Caribbean, and spent many days wandering the forests, shores, and grasslands of the island with her camera. Each day she ran or swam for at least an hour. She quickly came to relish the freedom of the island away from the resort, and spent more than one afternoon nude on a secluded beach or by the pool of a stream, swimming until her heart pounded, then taking many pictures of native plants as she hiked back home.
But always in the back of her mind was Jeff. She also regularly went down to the resort's pool bar for an evening glass of wine just to be around other people. In that setting she saw many sex acts, some loving and quiet, many lewd and raucous, and all of them adding to the growing knife-edge of her need. She always imagined it was she being fucked on the little island in the pool, or on the bar stool, or on the bar. And she always imagined it was Jeff doing the fucking.
And now her thoughts went back to that time...
When Jeff and Penny returned to La Playa, Steve had been gone for a month, and Dee had settled into her routine of hiking, swimming, and perving the guests. She really didn't realize that was what she was doing, but more than one wife had complained to a manager about the woman who was looking at her husband so strangely.
Jeff went looking for Dee right away, leaving Penny enjoying three men and one woman on the Isle of Eros. He casually strolled into the patio bar, nude except for the bands he wore on his wrist that identified him as a true bisexual and the flip flops that protected his feet from the scorching concrete. He immediately saw Dee on a stool at the far end of the bar.
Jeff lit up when he saw her, and gave her his winning smile. This guy was the whole package. Tall and blonde, he was carrying a few extra pounds but his frame could handle it. Not a tan line on his body. And that cock, that glorious, deeply tanned cock that stood out against skin that was totally hairless. Like many swingers, Jeff found pubic hair to be more trouble than anything else, and had paid for himself and Penny to get laser treatments as soon as their website was producing enough income to afford it.
Dee blushed as Jeff smiled at her. "Who the hell blushes at La Playa?" he thought.
But he could not deny the evidence. Her face was red, and down her chest he could see bright red splotches emerging. Dee was in her traditional hiking garb, short shorts made from gabardine, sturdy hiking shoes, and a photographer's vest with no shirt underneath, unbuttoned. It was cooler this way, and she wasn't a prude, despite the evidence of the flush that came over her body when that dazzling white smile under that ridiculously blonde hair flashed her way.
"Look him in the eye," she kept telling herself, but her eyes constantly betrayed her and strayed down to the seven inches of heaven dangling between his thighs. It looked half hard as it bobbed toward her. She hoped it was because he wanted her.
Jeff played it cool and slow. He kept up a lighthearted banter, and eventually Dee relaxed into the flow. Within half an hour they were old friends, laughing, people watching, and just enjoying each other's company. A second glass of wine helped her relax, and she noticed that his cock deflated as they talked.
Jeff had been here before. This was a woman dipping her toe into the deep and sometime treacherous pool of swinging. She was struggling with the warring feelings of infidelity and lust. He knew that if he made a move now he would be risking a lot, and this was the wife of a vitally important business ally.
He made his excuses "I need to find Penny," and escorted Dee out of the bar. Kissing her on the cheek, he also put his arm around her and pulled her close, thrusting his hips and his once again tumescent cock against her mostly-bare thigh.
"Can we get together again this week?" he asked. "I've been thinking a lot about you. I would love to make love to you again," he used the softer terms of romance as opposed to the more common, and straightforward, language of the swinger. "And I want you to meet Penny." That last sentence jarred against Dee's sensibilities a bit, and added a touch of reality to the situation.
"Of course we can," she stammered "I've been thinking about you, and..." here she hesitated before using language her mother would have found unbearable "I want to fuck you again." After a brief pause she also blurted out "and I'd love to meet your wife." They parted with a mostly chaste kiss.
"Stupid, stupid, stupid!" she railed at herself as she walked up the hill toward her home. "You've got to realize that these people are real swingers. They've seen and done things that you've only imagined. Oh why didn't you ever let yourself go with Steve to those parties?"
She spent a restless night of imaginings, from Jeff sweeping her off her feet and the two of them sailing off into the sunset (with Steve and Penny finding comfort in each other to allay her guilt) to her getting in to swinging totally, and treating Jeff like just another cock to conquer. Her fingers were busy, but she never came.
The next day a note was delivered to the Residence. "Dear Dee, please join us at the Friday evening celebration. No strings, expectations, or demands. You are an incredible woman. I want to know you better, and I want to fuck you again. Kisses, Jeff"
The change from "make love" to "fuck" stood out like a sore thumb. Dee knew she was married to one of the world's leading swingers, but she was only now beginning to appreciate what that really meant, as she struggled with her own feelings of lust. This note made her realize that she had been infatuated with Jeff like a school girl, but that he didn't see her that way at all. He was looking for a sex partner, a playmate, and for the first time in her life she began to feel the same way. She began to realize that she could have that beautiful cock, and still keep the rest of her life too.
And so came that Friday evening two weeks ago...
She wore the same gauzy toga that she wore at the inaugural Bacchanal, now nearly five months ago. Jeff and Penny were standing outside the portals to the outdoor banquet facility, and Dee couldn't help comparing herself to the other woman. Penny was shorter than Dee, with much larger breasts. Dee knew that her own body wasn't as tight as it once was, and she hated the places that insisted on putting on fat as she aged no matter how many miles she ran or swam. Penny tended toward the voluptuous, as many women in the lifestyle did.
Dee wondered again how women could stand having their nipples pierced. This was because Penny was topless, wearing sunburst nipple shields and diamond studded bars through each nipple. God that had to hurt when it was first done. Was it worth the pain? So many women here at La Playa had nipples, belly buttons, tongues, vaginal lips and even clit hood piercings. Maybe there was something to it. She stored that away for future consideration as the pair approached her.
"Dee, I'd like you to meet my wife and favorite lover, Penny" Jeff gestured. "Penny, meet Steve's wife Dee."
"I've heard so much about you" gushed Penny. "Jeff told me what an amazing experience he had with you and Steve that first time. I want you to know that, for you, Jeff has a permanent kitchen pass." Penny smiled and kissed Dee on both cheeks as she said this.
"Oh, it's nice to meet you too. I'm sorry, I know I've been married to Steve a long time, but I'm still a little new to all this" Dee responded, blushing again.
"I know just how you feel" said Penny. "Jeff is my second husband, and I didn't get into the lifestyle until we married when I was 40. He introduced me to swinging while we were dating, but somehow that first time with a ring on is different."
"The strange thing to me is, it wasn't my first time when I was with Jeff" Dee explained. "I'd participated a couple of times before years ago with Steve, (she left out the fact that she had been double-teamed by two of the male employees of La Playa before it opened - with Steve's knowledge and blessing) and decided it just wasn't for me. Now I'm not so sure that wasn't a mistake, and I've missed out on a lot because of it."
"So you've got a lot of catching up to do, and we need to go take our seats" said Jeff. "Marc is calling for attention to start the party."
The three found their places and listened to the opening remarks politely. Penny very purposefully placed Dee between Jeff and herself. Then the food and the wine began to flow, and the awkwardness slowly subsided. Penny made a conscious choice to engage the couple to her right, winked at Jeff, and turned to give Dee some exclusive time with her lover.