Paradise Prison Pt. 03

[Part 3 of a 5-part story.]

The next morning Kris woke up happy. "This is our day!" she whispered in my ear. I smiled and gave her a squeeze. Immediately she bounded up and over to wake Syd.

"Syd, is it OK if I take my turn?"

"Sure Kris. Go ahead," Syd said sleepily.

And just like that, with a blessing of sorts, Kris and I walked off, hand in hand. That's the way she liked it. It felt right with her. We walked down to the big beach, and then started walking on the narrow beach that ringed the rest of the island. We talked as we walked.

"I hope I'm okay for you, Ben. I mean Lena's so sexual, and Syd is blonde, and so confident, Jade is just wild, Kari is so sensuous. I'm just me."

"Oh my god, Kris. You're as beautiful as any of them. You're so natural. And you're sweet too. Please don't feel like you need to change anything about yourself. You're perfect just the way you are."

"You really think so?"

"I really do. Really. I love that you're you, and not like the others."

"But I'm not as sexy as them, right?"

"Oh god no! I didn't mean it like that at all! There are so many ways to be sexy. Some girls might go straight for a man's cock. Some girls might get to his cock by going through his heart first. I get the feeling like you're that kind of girl. That's the kind of girl that gets a man, and keeps him."

"The other girls are all so much more experienced than me. I've only had one boyfriend, and that was in high school. Since then I've been working and I haven't really had time. I've learned a lot since I've been here, but that was all just from practicing on girls."

"Seriously Kris, you are incredibly beautiful. A guy could cum almost just from looking at you, but that's your inner beauty shining through as much as anything. I'll do anything with you that you want me to. I mean it, anything. Or nothing. We can just talk. Whatever you want."

"I really am glad I found you, Ben. I know it sucks being here. But it's nice having you here, if that means anything."

"Thanks, Kris. I know what you mean."

Kris stopped walking, and turned to face me. "Can you kiss me?"

I brought my hands up so the left was at the side of her face, and my right was just under her chin. I lifted her face to me and kissed her. For a moment I felt like I was eighteen again. No, it was better than that because this time I was doing it right, tasting the lips of a beautiful, sweet, and sexy young girl, with our whole lives in front of us.

I resolved then that I had to get off this island. I didn't need it for myself. I was in pussy paradise. Sure I knew that would probably wear off at least a little eventually, but it hadn't worn off yet. And frankly, there wasn't anything about my life back in New York that seemed worth a whole lot more than what I had here. I had to get out for Kris. This girl deserved a life, a real life, not to be trapped here forever. Somehow I was going to have to figure out a way to get us out of here.

Kris gave herself to me in that kiss. And I knew it was wrong. It shouldn't be me. It shouldn't be here. It should be someone closer to her own age she could take that journey with. But she kissed me again, and again, and I knew there was no one else, there was nowhere else, at least not now, and maybe not ever. And I was weak, because she was what I always wanted, and had never had.

I knew all that in a moment. In a fucking moment it was all clear to me. And there was nothing to do but stand there naked in the sand, with the water lapping at our feet, seemingly a million miles from nowhere, possibly a billion miles from Earth, there was nothing to do but stand there, and kiss the girl.

And the girl kissed me back.

A tear ran down my cheek. She noticed. "Why are you crying?" She asked.

"It's all too perfect," I said. "You're too perfect."

She looked puzzled, but amused by me.

"You're too perfect for this place," I said. "But we can make the best of it."

"Yes we can." She kissed my tear away. "Salty." She laughed. Her joy was my joy, together it was ours.

I grabbed her hand and we walked some more. We had circled the entire island. She stopped and turned to me again. "Ben, will you make love to me?"

"I would love to make love to you, or maybe it's better to say, to make love with you. Do you know a place?" She led me to the very same spot where Kari and I had been the day before.

A beam of sunlight found its way in through the canopy of foliage to shine on Kris's hair. At least I think it did. She was so fucking radiant it was hard to be sure. I kissed her and in her lips the world was new. It was new and there was nothing in it, nothing except she and I. And we were new too. Her body was perfection. There wasn't a mole I would change. Her pussy was heaven. I couldn't imagine anything better.

I knew that pussy needed a cock, and that woman needed a man. It just so happened I could supply both. Sometimes a guy feels like he's not the most important thing, like his purpose in life is simply to do right by the girl. This was one of those times. I did as right by Kris as I could. I'm pretty sure she came. I know I did. Mostly it's just that I was there for her in the moment when she needed me. I felt unworthy, everything about her was so perfect, but I gave my best.

Kris and I stayed there together almost as long as Kari and I had the day before. When we got back to the camp, Kris was positively beaming. Of course they all couldn't help but notice. I was not surprised that Syd was waiting for me.

"Hey Ben, let's take a walk."

"Sure." We headed off down the path away from camp.

"So how's it going?"

"Look. I know what you're thinking. You want to keep everything harmonious. So do I. You're worried about jealousies. I am too. It's only natural that as I get to know each of you better, I'm also spending more time. I really like Kris. I really like Kari too. But I've spent the most time with each of them. I want to spend time with you and Elena too. My one on one time with you two wasn't private. Let's just give it a little time. I think things will even out."

"And Jade. You forgot Jade."

"Jade wasn't exactly in a talking frame of mind... and that's OK, isn't it? I don't think Jade's unhappy with me, is she?"

"You've gotta be careful. There are a lot of emotions here under the surface. You don't know these girls like I do."

"OK. I'm listening. What don't I know?"

"Take Kris. I know she's a sweet girl, and she's the youngest. But it's not just that. She's sweet in the way the rest of us aren't. Kris is the kind of girl most guys really want, and every one of us knows it. Kris is the kind of girl we've lost out to for the men we wanted all our lives. And every one of us can see it happening again, except Kris, of course."

"She is really sweet. I know that. But she knows I can't play favorites. She knows I have to pay attention to each girl."

"Knowing and dealing with it aren't the same thing. It's gonna get harder for her, and maybe for you too. We're fucking trapped together here. There's nothing we can do about that. We're all trying to make the best of it. But do you have any fucking idea how vicious this could get? Do you know women at all? It's a fucking powder keg, Ben. You need to know that, and act accordingly. You don't know the history here. We've all shared a lot. We all know a lot about each other. Please, please, please be careful."

"Okay. I gotcha. Really, I'm not sure I needed this talk, but you're probably right to give it. And it didn't hurt me to hear it. Maybe it helped. You're quite the girl, you know that, Syd?"

"Don't try to flatter me to get me off your back. It won't work."

"No. I really mean it. You're a hell of a leader. Trust me, I've seen a few. This group is lucky to have you. Where'd you learn it? You're all about the team. Let me guess, point guard, team captain. Am I close?"

Syd smiled. "State champs. Also soccer, volleyball, you name it. Played four years at Rice, full ride. Got a tryout with the Liberty, but didn't make the cut. Did you hoop?"

"I made high school varsity as a sophomore, started two years, 5A, so I wasn't bad, but nothing like you."

"Too bad we don't have a ball, a basket, anything. I miss it every day. I'd love to kick your ass."

"I have no doubt you could."

"I won't let this team go down, Ben, even if I have to turn every girl against you to keep 'em together. We're all each other's got. And I figure you can take care of yourself, if it comes to that, emotionally I mean."

"I hear ya. But I don't think it'll come to that... it would be fun to go one-on-one with you for a little while, though. Even though you could probably kick my ass, I might be able to give you a game."

"You think so, old man?" She was teasing me now.

"I've still got a few tricks."

"Well maybe you can show me some time."

"I'd like that. I really would, Syd. And you don't have to be the tough girl all the time, either. Not all the time. I want you to feel like you can let go with me, if you want to. I know I'm a lot older. It's kind of like a different game, when you get to the senior leagues, like me."

"Thanks, Ben. We'll see."

"So I'm not sure what you want. Like, I know Kris wants love, and Jade just wants a good, hard fuck, and Kari I think wants love too, but in a much more complex, nuanced way than Kris. I don't know about Elena yet, and I also don't know about you, aside from keeping us all together. But I can promise you I will try to give you what you need too."

"Sounds like somebody has a pretty high opinion of himself..."

I laughed. "I said try. I didn't say I'd succeed. Look, all I can do is try. I want to be in this with you. I want to be the guy you can rely on." I looked at her and decided to lighten my approach. "Look, if the clock's running down, look for me in the corner, I can hit the shot, or I can come set a pick if you want to drive." I paused. "Am I talking your language now?" I teased her.

She smiled. "Nice. But trust has to be earned, playa. Show me what you can do."

"Fair enough." We were almost back to camp. "So do you think they're gonna think we were doing anything out here?"

"Kris and Lena will. Jade knows better. Kari I'm not sure about."

"Just so you know, I'll back up whatever story you want to tell, if you feel the need to tell one. You and I can go off and talk anytime. We don't have to have sex one-on-one. I'm getting plenty as it is, and I'm not sure how long I can keep it up. But if you do want to have sex, I would love the hell out of the opportunity to try and get to know you better that way too."

"Even if you can't get it up cuz you're too worn out? You're not doing too good a job of selling it, Ben."

"For you, trust me, I could get it up."

"Did anyone tell you yet about our theory that they're putting something in our food to keep us horny?"

"Yes. Kari did mention something about that. And I gotta say, limited sample size, but I think it's definitely possible that's true."

"Well it affects me too, same as everyone else. And you're a good looking older guy, Ben, I'm sure you know that. You've kept yourself in good shape, you've got a nice dick, so yeah, I enjoyed fucking you the other night and I'd like to do it again sometime, probably sometime soon, okay?"

"I'll look forward to it." We were back at the camp now. "You said everyone's heard everybody's history. Well nobody's heard mine yet. Do you think this would be a good time?"

"Yeah. I think so." Then she got louder. "Girls, what do you all think about hearing Ben's life story?"

"Tell us, Ben!" They started to gather 'round.

"But please leave out the boring parts!"

"Yeah. Please no 'investor' talk. Boorrrrrrrrriinngg!"

"Tell us about your love life."

"Yeah. Millionaire playboy in the city."

"OK. I'll try and hit all the high points. But I'm warning you, there's going to be some boring stuff too. You deserve to know the real me. Plus it would be too much work for me to try to fake it all the time. I like to think I'm a pretty good guy, on balance, but it hasn't always been pretty."

Syd leaned in and whispered in my ear. "Go light on family, too. That's kind of a sore spot for some of us."

I nodded and quietly replied, "Will do."

Kari said, "Didn't you say you were married? Why don't you start there?"

"Good idea," I started. "I was married, for eight years, but now I've been single for nine. It hasn't all been pretty. You all deserve to know who I really am, so I'm gonna keep it real here... It wasn't because I cheated. I didn't, actually, meaning I didn't fuck anybody outside of my marriage, but in a way I kind of did cheat because I chose to spend time with my job instead of her. She might have cheated. I don't know. I wasn't around enough to know. We wanted different things. She liked all the things my money could buy. I'm not bitter about that, it's just a fact. Then after a while when I was around it seemed like I just got in her way. She built a separate life with her friends, her charities, her activities. We drifted apart, until we didn't seem to have enough in common anymore to keep us together."

I paused to see if everyone was following along or if anyone had questions, but they all seemed to just be listening, so I continued.

"She'd grown up a rich girl. Her family money was mostly gone, but money and the things money can do were important to her, important to the kind of life she wanted. After the first three years I suspected she didn't really love me. She just loved the lifestyle. We sort of went through the motions for 5 years after that. She eventually confessed, told me she didn't love me anymore, and she wasn't sure if she ever had. So we called it quits.

So that all sucked, and I didn't really know how to deal with it, so I just threw myself harder into my work. I dated some, but I didn't really feel too good about me and relationships. To be honest I started using escorts for events where I needed a plus one. Had an arrangement with a couple of semi-regulars. I'm not proud of that. It was just simpler that way, cleaner, no baggage. No muss, no fuss. But in the last year I even let that go. The job didn't hold the same thrill for me that it used to either. I'd been kind of looking for something different before I woke up here."

Jade broke in. "Okay, girls, since it seems like this is confession time... there is one thing I haven't told you about myself. Ben, you're not the only one. I went out on a few escort dates, five to be exact. I think most of us who have done modeling in the city know it's always an option. I had a girlfriend who hooked me up. The money was good and my bookings were down. I had to make rent."

Elena spoke up. "Me too, Jade. I did it twice, for five K each time. Only slept with the guy once, though. And Ben, I don't know if this was what it was like for you, but the thing I remember about the guy is it seemed like the whole time he was fucking me--we did it doggy--he kept talking about how his buddy was so jealous, cuz he knew his buddy wanted to fuck me, but I was his little slut now."

I answered, "I don't think I was ever quite that bad, but I definitely know the type. It gets to where it's all about competition with those guys. I've been there. In some ways that's who I was. I didn't particularly like myself, and eventually I had enough. That's not me anymore."

Everyone looked around, but nobody else spoke up, either to confess or to condemn or be judgemental. After a few moments of silence, Syd said, "Please continue, Ben."

"So that's the lovelife part of my story, in a nutshell. I hadn't had sex in over 8 months before I woke up here. Not to make excuses, but mostly I used the escorts only when I had a social event to attend. I'd have a few drinks, and then after the party we'd end up at my place and have sex. A couple of times when I was lonely I called on one of those girls I'd met too, outside of a party. But it was never really personal. Mostly it was just depressing. I never felt good about it. And yes, in case you're wondering... and you have a right to wonder, I have been tested since the last one, and I'm clean."

Syd said, "Thanks for letting us know. We're all clean too."

"In the last year, I've taken my sister or her daughter, my niece, out for those 'plus one' social occasions. I had kind of given up on sex, and given up on love, at least for a while. I thought that maybe someday I might try again, but I wasn't in any hurry. I actually have a PhD in statistics, from back before I got into investing. I thought I might get out of the investment game and try to get into teaching."

"You should totally do that." Kris was encouraging me. "You'd be good."

"Could you really walk away from the money, though?" Elena had reservations.

"I think so. But it would be a big change, for sure, and it was a decision I hadn't made yet. Then this all happened, and now who knows what the future will be." I looked around, "for any of us."

Syd answered for everyone. "Yep. We're just here in our little 'island paradise' prison, trying to make the best of every day, trying to have the best time we possibly can today, and not think too much about tomorrow. But if one day we could just wake up here, then tomorrow we might just wake up somewhere else. Who knows?"

"We do have hope, we just try not to dwell on it," Kari added.

Kris said, "But you showing up the other day was definitely a big pick me up, wasn't it girls?"

Syd added, "For sure, Ben. And this is a 'no judgement' zone. Everybody gets a clean start."

There were nods and sounds of agreement all around. "Good. Thank you. I'm sorry there's only one guy here to go around, but I'm going to do the best that I can to try and help everyone... and to try and keep up with you all. Honestly, I don't know how I've been able to keep up as well as I have so far. I think it all has to be just because you are all so beautiful. But I promise I will do my best."

Kari said, "You've been doing great so far."

Elena added, "I tell ya, they've gotta be putting drugs in our food. I mean, I liked sex before, I'm not gonna lie, but it was never anything like this."

Everyone laughed and agreed.

Syd continued, "So I'm sorry, Ben, there's probably going to be a rollercoaster of emotions you'll have to deal with around here, both yours and ours, but I think you have seen that we're also going to do our best to make it worth your while."

I laughed. "Yes, I appreciate that. You've been doing great, too. Oh My God!"

Everyone laughed.

Jade asked, "So if we had another guy here, would you go back to super-competitive Ben and try to 'stake your claim' on us or something?"

"I really don't think so. Been there, done that, you know? Plus if there were another guy, you'd still have us pretty severely outnumbered. Now if it was five on five, that would be the real test. Then things would be back to much more like what it's like in the real world."

Syd commented, "Yeah, that would suck!" Everyone laughed again.

"What about you girls? If there was another guy here, how would that change things for you?"

"Gee, we spent so much time thinking about and wishing we could have just one guy here, we never even dared to dream about two!" Kris observed.

"Depends on who the guy is," Kari added. They all laughed.

Elena said, "For sure. I mean, he could be 9 or he could be 90."

Jade seconded, "Something to think about, though..."

"But for now, we've got Ben, and we're happy to have you, Ben, aren't we girls?" Said Syd.

They made universal noises of agreement. I asked, "So what does everybody want to do today? More checkers? Any other games we could play? How do you usually decide?"

Syd answered, "Sometimes we take a vote. Other times it just sort of happens. Anybody can make a suggestion. Do you have a suggestion, Ben?"

"Who, me? Not really. I'm good with whatever."

"Does that mean sexy times or other?"

"Uh... either."

Jade made a suggestion. "I think it would be fun to cut Ben off, and watch him suffer until he begged for it."

"I could always just beat off."

"And then we could watch." That was an interesting suggestion from Kari, who had already watched me.

"Yeah. Put on a show for us, Ben," Elena encouraged. They all laughed.

Syd spoke up. "That might be fun, someday. But right now, there's something else I've always wanted to try. I want to know what it feels like to have somebody eat me while I've got a cock inside me."

"Ooooh!" Was the reaction. You could tell they all then started thinking about it.

Jade confessed. "Okay. I've done that. But I gotta say... recommend." The rest reacted with squeals of delight.

Syd said, "What do you think, Ben? Are you game?"

"Do I just sit there, or do I get to be a little more... active?"

"Why don't we just figure that out as we go along?"

"Sure. Okay by me." My cock was starting to get hard, and there was no hiding it.

"Looks like somebody's looking forward to this..." Count on Elena to always be sneaking glances at my cock.

"Ben, who do you want to start with?"

"Well... it was Syd's idea. I think Syd should go first," suggested Jade.

"And Jade, since you've done this before, you can help show us the best positions and stuff."

"Sure. I can do that."

"If he cums inside you, do we get that too?" Asked Elena.

"Ben, you won't cum too quick, will you?"

"Ben can hold out pretty good." It was great how Kris was always in my corner.

"Maybe the girl with Ben inside should try and make him cum, as much as she can, while still staying still enough to get eaten." And Kari was in my corner too, in her way.

"Have you been doing your Kegel's, Kari?" Syd asked.

"Always. Every day."

"Let's see how it goes. Mr. Cock, are you ready?"

I stood up, hard cock waving in the air, and moved over to what looked like a better place to sit/recline for what they had in mind. "Ready."

"I think this will work best over here," Jade motioned, "with you leaning back, Ben."

Syd followed me. She looked at me, raised her eyebrows, and smiled. I returned her look, and she came in close to kiss me. I liked Syd's kisses. They were relaxed, nice, not especially passionate, just the right amount of horny. "Let's have fun." She whispered to me. She rubbed her body against me as we kissed.

I dropped my hand to reach for her sex. Syd was only starting to get wet, but she cupped her hand over mine and pushed it into her as she ground against me. We continued to kiss. Our tongues found each other. It wasn't long until we both knew she was ready.

I laid back on the slight incline, with my legs down over the step, so Jade would have a place to kneel. Syd swung over me, reverse cowgirl, and then sunk down to plunge me into her depths. She rocked back and forth to get me in deeper until I was all the way in, and so deliciously snug. She leaned back, and then Jade knelt down in front of her, in-between my legs.

This was not really the best position for me. I couldn't see Jade. My feet were on the ground, so I still had a little leverage, but only to push for short strokes. I put my hands on Syd's hips, to help feel the motion and encourage her to roll a little with my short strokes. I could really only see Syd's back. And then I felt Jade's tongue at the base of my shaft, and her hand on my balls. I felt Syd clench as Jade licked up and found her clit. We fell into a sort of rhythm.

"How is it, Syd?"

Syd struggled a little to speak. "It's different. But I think I could get used to this. Mmmmmm."

I had enough stimulation to stay hard, but I was thinking that I could easily go like this for a very long time without cumming.

"Ben, do you need something? Syd, is there room for me?" I heard Elena's voice, and then I saw her standing over me. Syd leaned forward a bit to give her room. I smiled and she brought it down to sit over my face. Now I couldn't see anything, but I did have something to taste. My tongue went to work. Now the sounds of two girls getting a tongue lashing filled the air.

I don't think anybody had cum yet, but I heard Syd say, "rotate," and then Syd and Elena got off me. Syd got between my legs, Elena sat down on my cock, and Kari sank down on my face. Elena was a lot more vocal. "Mmmmm. This does put a nice little twist on things!" and "ooooh that's it!" were things I heard. She bounced on me a little more than Syd had too. Syd liked the grind and rotate. I felt Kari's hands on my head, helping to guide me to just the right angle. She dug into my scalp a couple times too. That let me know I must have been doing alright.

Then it was time to rotate again. Kari turned around to sit down on my cock, while Kris sat on my face. It wasn't a big difference, but Kris just seemed to fit my mouth a little better. Her clit was either a little longer, or maybe a little harder. I really felt it on my tongue. I really made great contact, and her gasps let me know it. Kari's pussy was also doing a fantastic job of squeezing my cock. Did she really have that much muscle control, to milk me like that? Either way I was in heaven.

It came up on me sudden. I started to feel it and then Kris's gasps distracted me so I couldn't think to try and hold off. Kris was starting to spasm, actually cumming on my face, and that thrill was enough to set off my cock. I erupted into Kari. She stopped to squeeze it out of me. Kris stopped moving while she finished riding hers out. And Elena noticed I was leaking out. "Oh!" She exclaimed in surprise and then started lapping hungrily around my shaft.

I was feeling a little bad to have cum before everyone got their chance, but when Kris got off my face I turned my head and saw that Jade and Syd were locked in a pretty heavy side-by-side 69, and they weren't paying much attention to us. Kari pulled off me. Elena cleaned us both up. Kris leaned back over to kiss me. Syd's kisses promised fun, but Kris's were so sweet they melted my heart.

I kissed Kari and Elena too. Elena tasted like me. She was happy. Kari, as always, left me wanting more, and thinking I could never get enough. We all sat and watched Syd and Jade finish up. They were both fingering each other as they licked for the finish. Jade came first, drenching Syd's face, and rendering herself temporarily unable to continue. Then Syd rolled off and urgently took care of herself with her own hand, taking herself just the last couple of steps. She had already been so close. Both bodies relaxed. Both faces showed total satisfaction.

After a minute Syd said, "Well... that was fun." Everybody laughed.

"We'll have to try that again sometime," added Elena.

Jade asked, "Well Ben... what did you think?"

"I think I'm the luckiest man in the world." Everybody laughed again.

Next: The pressure cooker