A Wild Week in Paradise - Part 3

Click here to read the previous parts of the story.

The sun had just come up when Oliver got out of bed and slipped out onto the deck of their bungalow. He sat in the padded bamboo chair and watched the waves crash against the shore as he tried his best to stave off the encroaching sense of panic he felt at the things he’d done – at the things he and Julia had done – the day before.

Oliver hadn’t objected in the moment. He’d been so caught up in the thrill of going along with what the sexy, seductive couple wanted that he hadn’t stopped to think that he and Julia had haphazardly crossed a host of boundaries they’d never even considered, let alone talked about. Julia had fucked Santiago three times yesterday. Oliver had given another man a blowjob and spent quite a bit of time sucking Santiago’s balls, too. He’d consumed two loads of Santiago’s cum. In the quiet of the morning, he couldn’t help but wonder if he’d made a mistake that would forever change his marriage.

Oliver was lost in those thoughts when the sliding door opened. He looked over his shoulder to see Julia step out with a blanket wrapped around her. “Hey,” he said.

“Hey. I woke up and your side of the bed was empty. Is everything okay?” she asked.

Oliver reached out and Julia took his hand and let him pull her into his lap. He wrapped his arms around his wife and held her tight.

“Oliver, are you okay?” she asked.

“I was just thinking about yesterday,” he said. “About everything we did. About everything I did.”

“It was fun, wasn’t it?” Julia replied.

Oliver was a little surprised that Julia seemed unabashedly happy about what they’d done with Santiago and Leilani, though he quickly noted that he had no reason to believe she’d have any regrets, as she’d seemed quite thrilled to go along with everything the day before.

“It seemed like you enjoyed yourself,” Julia said. “Is that wrong? Were you unhappy yesterday?”

“No, no, I wasn’t,” Oliver replied. “I…I did enjoy myself.”

Julia reached up and caressed his face in a remarkably tender manner. He stared into her eyes and she leaned forward and pressed her forehead against his for a few moments before softly kissing him.

“Oliver, I’m not sure what’s going on in your head, but I don’t think any less of you after yesterday,” Julia said. “If that’s what you’re worried about. We both indulged in a bit of bisexual play. We both played with someone else – Leilani seemed quite fond of playing with your cock and obviously I fucked Santiago – and we both had orgasms that were out of this world. To me, I really don’t see anything wrong with what happened yesterday.”

Oliver felt a sudden surge of gratitude towards his wife as he realized that the source of his anxiety had been a concern that Julia would see him differently, that having her husband get on his knees with her so they could suck someone else’s cock together would have done great harm to their marriage.

“So, the fact that…well, that I did those things to Santiago, none of that bothers you?” Oliver asked.

Julia smiled and kissed his neck. She moaned just a little – very much like she was getting turned on – and said softly, “Do you mean the fact that you sucked Santiago’s cock with me, that you sucked his big balls while he was inside me, or that you licked up his cum as it leaked out of me?”

Oliver moved his hands under Julia’s t-shirt and up her smooth, warm stomach until he found her perky breasts. She shifted her ass until it was seated directly over his crotch and moved in slow circles as her head turned and their lips met for a deep kiss.

“Oliver, that moment when you got on your knees next to me, that moment that Leilani clearly wanted to make happen, that moment when we sucked Santiago’s cock together…I can’t explain it, but that moment turned me on like I’ve never been turned on before,” Julia said as Oliver played with her breasts. “Even thinking about it right now has me turned on.”

“Me too,” Oliver said. It felt strange – and perhaps a little dangerous – to admit it, but it was true. His arousal was undeniable and it had taken the form of a rather stiff erection that Julia could almost certainly feel pressing into her ass. “I want you, Julia. I want to fuck you.”

“Mmm, I’d enjoy that, baby, but Leilani asked me not to,” Julia said.

“What?” Oliver asked. “What do you mean?”

“Last night, after Santiago fucked me in their bungalow,” Julia explained. “Leilani and I were alone for a little while you cleaned up in the bathroom. She asked me not to fuck you. She said it would be more fun that way.”

“What would be more fun?” Oliver asked.

“Whatever they have planned for us today,” Julia answered.

Oliver couldn’t help but smile. “They want to see us again?”

Julia stood and moved to the other chair on their little deck. She lowered her panties, spread her legs, and said, “Of course they do. We’re not the only ones that had fun yesterday, Oliver. They had a great time, in case you didn’t notice.” She reached down and slipped a finger into her pussy and said, “She didn’t say anything about you going down on me, though. How would you feel about tending to your wife’s needs with your tongue?”

Oliver slipped off the chair and crawled towards Julia’s pussy. When he got close enough she put a hand on the back of his head and guided him to where he needed to be.

“It was so hot when you did this for me last night,” Julia said as Oliver tended to her clit. “You knew I was dripping with Santiago’s cum and you crawled between my legs and went down on me anyway. I might be crazy, Oliver, but I think you loved it. I saw that look in your eyes while you were doing it. I saw how much you enjoyed it. There’s no reason to feel guilty about something you enjoyed that much, especially when I loved it too. We said we’d do something different on this vacation and we’re sticking to it, baby. We’re going to have fun with our new friends.”

Oliver offered his agreement by licking his wife’s pussy until she climaxed. She was fairly loud, too, but there was nothing wrong with a woman expressing her joy at her husband’s eagerness to go down on her after a night of the kinkiest sex of their lives.

Oliver spotted Leilani and Santiago at a table in the corner of the resort’s open air restaurant and raised his hand to wave. “There they are,” he said.

Their new friends were seated on opposite sides of the table and they both stood as Oliver and Julia approached.

“Thank you for joining us for breakfast,” Leilani said as she took Oliver into her arms for a surprisingly tight hug. He looked over to see that Santiago had done the same with Julia, only they also shared a shockingly romantic, lingering kiss that filled Oliver with a mixture of jealousy and incredible lust. “Sit, sit,” Leilani said.

Santiago pulled out the chair next to his for Julia and so Oliver sat across from his wife and the man she’d fucked three times the day before.

“So, how are you two doing this morning?” Leilani asked.

“Well, Oliver was feeling a little insecure,” Julia said. “I think I managed to cure him of that, though.”

Santiago reached over and ran his fingers over Julia’s arm as he asked, “Insecure? Why, Oliver?”

Oliver suddenly felt a little foolish for how he’d felt, given that no one else seemed to think that anything they’d done the day before was even slightly out of the ordinary. “Well, the things we did yesterday, or the things I did…I’ve just never even considered doing any of that, let alone come close to even doing it. And…you know, they’re not things a straight married man is supposed to do.”

Leilani took Oliver’s hand, squeezed it tight, and brought it to her lips to kiss the back of it. “Oliver, you’re far too serious. You shouldn’t spend any time thinking about what people think you’re supposed to do. You should only think about what you want to do, and when you’re on vacation you should really only think about doing what feels good.”

“I agree,” Julia said.

“Is that right?” Santiago asked.

Julia smiled brightly at the handsome Brazilian man sitting next to her. “Yesterday taught me that there are pleasures far beyond my imagination available to me and that I’d be a fool to turn them down when they’re available.”

“And what if I wanted to kiss you right now?” Santiago asked. “Would that be a pleasure you’d turn down?”

Julia answered by leaning in and kissing Santiago with a level of passion that was unquestionably inappropriate for a hotel restaurant. No one seemed to care, though, and Oliver watched in utter fascination as his body responded with yet another surge of lust.

“Passion is a beautiful thing, isn’t it Oliver?” Leilani asked.

“It is,” he answered as he watched his wife welcome another man’s tongue into her mouth.

“You can see the passion she feels for him, can’t you?” Leilani said. “You can see it in the way her body responds to him, in the way her mouth opens for him. I’m certain you could feel if your fingers managed to find their way into her panties, too.”

The kiss – which had bordered on a make out session – ended and Julia stared into Santiago’s eyes for a few moments before turning her attention to Oliver and Leilani. Her chest was flushed red and she seemed to have a little difficulty sitting still at the table, as if her body was humming with an excess of energy.

“The moment you kissed him, you felt everything your body experienced yesterday, didn’t you?” Leilani asked. “You felt an immediate desire to reach those heights of pleasure again, didn’t you?”

Julia nodded and Santiago took her hand in his. “I felt a little of it the moment I saw the two of you. But it was like a dam broke when he kissed me.”

“Can you still feel it?” Leilani asked.

“Yes. It’s stronger now,” she admitted.

Leilani glanced at Oliver’s crotch, smiled, and said, “Your husband feels it too.”

“Do you?” Julia asked.

Oliver nodded. He still felt a little embarrassed about admitting his desire, but he was hard. It was more than just an erection, too. He was in the midst of that same kind of full body lust experience that Julia seemed to be having.

“Santiago,” Leilani began, “why don’t you take Julia back to our room. Tend to her needs. Tend to them multiple times if you need to. Give her what her body craves. You can have breakfast delivered the room afterwards.”

Santiago smiled and stood. He offered his hand and Julia took it. She stood, looked at Oliver for a moment, and then walked out of the restaurant with another man.

Oliver’s head turned as he watched his wife leave. “Should I…”

Leilani interrupted him with a kiss. Her lips were warm and impossibly soft. A delicate, tropical scent filled his nose – from her shampoo, perhaps – and she reached up to caress his face as her tongue gently entered his mouth, shifting every bit of his focus to her.

“Wow,” he said. “What was that for?”

Leilani smiled. “You’re a good kisser, Oliver. You have lovely lips, and your tongue is quite talented. Also, you deserved a reward for letting your wife pursue her pleasure without letting your insecurity or selfishness get in the way. In fact, what would you say to leaving the restaurant and taking me back to your bungalow?”

“I’d say that sounds like a great idea,” Oliver replied.

Leilani stood and offered her hand. Oliver took it and they left the restaurant together. They held hands all the way back to their bungalow and Leilani kissed him again the moment they were inside. She was a little more aggressive than in the restaurant and Oliver was certain he was about to have sex.

“Take your clothes off,” she instructed. “Lie down in the bed. Face down.”

Oliver stripped and climbed into the bed as instructed. He looked over his should to see Leilani pull off her floral print sundress and reveal a total lack of underwear. She crawled on top of him, straddled his ass, and ran her hands up his back, offering a massage that sent him into an instant place of relaxation.

“Santiago is almost certainly doing the same thing for your wife right now,” Leilani said. “She’s naked, on her stomach in our bed, and getting a gentle rubdown. He’s naked too, of course, and she can feel his cock brushing against her thighs, her ass, and her pussy lips. He wants to make her feel good, but he also wants to tease her a little. He wants her desperate for him by the time he slips inside her.”

Oliver pictured his beautiful, naked wife in bed with Santiago. He pictured the Brazilian man rubbing her and luring her into a place of wild lust. He knew it would work, too.

Leilani continued to rub his back with one hand as the other moved between his legs and played with Oliver’s balls. “You enjoyed yourself yesterday, didn’t you Oliver?” she asked.

“Yes,” he admitted.

Leilani repositioned his cock so it pointed downwards and she teased the underside with her fingers as she said, “I could see it in your eyes. I could see how much you enjoyed being on your knees with your wife. I could see that I’d helped you go to a place you’d always wanted to go. I could see that you just needed a little bit of a push to embrace an entirely different kind of pleasure. The kind of pleasure that comes from offering your mouth to a man like my husband.”

Oliver groaned as his cock reached an intensely stiff state. Leilani dropped her body on top of his and her breasts pressed into the bare skin of his back as she kissed his neck.

“Did it feel good to suck cock with your wife, Oliver?” she whispered.

“Yes,” he admitted. Even admitting it felt good, which felt like a revelation.

“I was right about you,” Leilani said. She kissed his neck and then her lips made their way down his back until she reached his ass. She kissed his cheeks and then spread them wide. Oliver felt her breath on his asshole and looked back to see Leilani press her face between his cheeks.

“Oh, fuck,” he said as her tongue moved back and forth over his anus, offering the first rimjob he’d ever received. “Oh my god, Leilani.” It was an experience unlike any other, in part because it was so spectacularly naughty and in part because it felt so fucking good.

“Does that feel good?” she asked.

“It feels spectacular,” he replied.

Leilani rimmed him a little longer and then kissed her way towards his balls and up the shaft up his cock, which was still pressed into the bed. She licked the head as her fingers danced over his asshole, offering continued stimulation that Oliver suddenly felt was certain to make him cum.

Then Leilani pressed one of her fingers against his asshole. The rimjob had left him wet and relaxed and she slipped inside him with ease. Oliver groaned, but it didn’t hurt. It felt a little strange, but there was something quite pleasant about it.

“Santiago is inside your wife by now,” Leilani said as she kept her finger in his ass while crawling forward to lie next to Oliver. She resumed penetrating him and he and remained still as it felt shockingly good and he didn’t want it to stop. “She’s still on her stomach. He loves fucking a woman in that position. He loves how deep he can get. He loves how he can reach her g-spot with his cock and make her tremble with pleasure.”

Oliver closed his eyes and thought of Julia taking Santiago’s cock in that position. He thought of the hard Brazilian body on top of her, of the big cock moving in and out of her pussy, of her moans of pleasure. It was such a strange thing to have someone else’s finger in his ass while he pictured those images, and yet it was unquestionably arousing. Leilani pulled her finger out and Oliver said, “Please don’t stop.”

She kissed his neck and slipped two fingers inside him. “I don’t intend on stopping. My husband is fucking your wife and I’m going to fuck you. I’m going to hit your g-spot just like he’s hitting hers. I’m going to show you that it can feel good to get fucked, Oliver. I’m going to show you that it can feel so much better than you might expect to expand your sexual boundaries.”

Oliver felt an electric charge of pleasure as Leilani’s fingers hit something inside him. It must have been his prostate. That must have been the g-spot she was talking about. He wanted more.

“You looked so good with Santiago’s balls in your mouth, Oliver,” Leilani said as she vigorously finger fucked his ass. “You looked like an eager little slut, to be honest. You were slobbering all over them, like the only thing you cared about was making him feel good while he was fucking your wife like she deserves to be fucked.”

“Leilani, fuck, I’m close,” Oliver said.

“You cleaned up his cum like an eager little slut, too,” she said. “I like that about you, Oliver. I like that you’re willing to let yourself go when someone pushes the right buttons. I like that I know how to unleash your naughtiest side, the side you’ve always kept secret, even from yourself. You like that too, don’t you?”

“Yes…fuck, Leilani, yes, oh, fuck, I’m cumming. Holy shit, I’m cumming!” he cried out.

Oliver had an orgasm unlike any he’d ever experienced as Leilani worked his ass expertly with her fingers. His toes curled and his legs trembled as cum spurted from the tip of his cock and spread over the comforter, making an absolute mess. The pleasure pulsed outwards from inside him, from his prostate, and it slowly filled his body with an incredible sense of relaxation, as if she’d offered the finest happy ending to a great massage.

“Did you enjoy that?” Leilani asked.

“I did,” he said. “I loved that. You’re incredible, Leilani.”

She laughed. “I know. You are too, though. Most men aren’t willing to embrace what actually turns them on. Most men are too scared of it. You’re not, though, and I like that about you.”

“Can I make you cum?” Oliver asked.

“You certainly can,” she said. “Let me wash my hands. Then I’ll sit on your face and you can make me cum. After that we’ll joined Santiago and Julia in our room. We’ll all order breakfast, and perhaps you can start yours by cleaning my husband’s cum out of your wife’s pussy.”

Oliver smiled and watched the beautiful naked woman walk away. His day had gotten off to a very good start and he couldn’t wait to see what else their new friends had planned.