Literotic asexstories – Island Surprise by EroticFriday,EroticFriday
Megan had proven to be surprisingly useful as a deckhand over the past few weeks. While I can easily manage my ten metre yacht, ‘Midnight Surprise’ myself, I occasionally pick up a decky to help out, and sometimes just for company. Megan was a Belgian backpacker in her mid twenties with absolutely no yachting experience, but we had started chatting in the pub and then had the bizarre experience of having some guy, an American, trying to chat her up, and when she politely told him she wasn’t interested, he had immediately turned to me and used the exact same chat up line. I had been less polite, we had a good laugh, and when I heard she was heading north, I had offered her a ride via the barrier reef islands.
She had been a bit hesitant at first, explaining that she would love to experience that but, just to clarify, she let me know that she wasn’t into having sex with other women. I guess I had been vaguely disappointed. As we had talked, I was aware of her sexually, but we hadn’t really been flirting, but it had obviously been on her mind. While I prefer to sleep with men, Megan was stunningly beautiful, with an incredibly sexy accent, and she wouldn’t have been the first woman to share my bunk. We agreed to set off in two days.
As I motored through the gap in the reef, into the lagoon, two weeks later, Megan was forward and easily snagged one of the public moorings. Over lunch and a beer we checked out the information on the island. Eighty percent of the island was a national park, with the other twenty percent at the northern end, where we were moored, taken up with a mishmash of private holiday houses. We decided that in the morning we would take lunch and our masks and snorkels and do a ten kilometre walk that circumnavigated the island.
It was low tide when we pulled the dinghy as far as we could up the beach, then, in the absence of anything more solid, dug the anchor into the sand. We were both wearing shorts and a tee shirt over our bikinis. Living in close quarters with Megan it was impossible for us not to have seen each other naked a few times and topless regularly. It had been good for my ego to realise that even though I was ten years older than her, my body was still in damn good shape. I had been living on the ‘Midnight Surprise’ for three years now, since my divorce. During that time I had had a number of lovers, some just for a night, some for longer, none for more than a few months. I had married Pete straight after finishing uni and I hadn’t slept with many guys before we got together. Now I had discovered how much I enjoyed fucking. How much I enjoyed feeling a guy’s energy as he drove his cock into me, their sense of urgency, the look of lust on their faces and the grunts of satisfaction as they emptied themselves into me. But I especially loved the look on their faces when I came. Maybe they were inside me, or their tongue was dancing over my clit, or they were just watching me get myself off, but I believed I could tell a lot about a guy from how he reacted to my orgasm.
The walk was well marked and we made a point of swimming at every beach. We would strip down to our bikinis, grab our mask and snorkel and explore the reefs and headlands. After the first couple of beaches, to keep our shorts dry we just stuffed them in our packs and walked in bikinis and tee shirts.
We were most of the way around the island and approaching one of the final beaches when we heard male voices ahead. We looked at each other and we shared a look of concern. During our weeks together we had shared life stories, including our experiences with men. We had agreed that the bulk of men tried to be good, and most were somewhat successful at that. Then there were men who were just arseholes, mostly because they thought only of themselves or liked to put others down. Then finally there were men who were dangerous, mostly because they were just angry at the world and everyone in it. Here we were, two women wearing bikinis approaching a group of men on a remote beach on a remote island. We weren’t going to just walk up to them.
We crept up along the track until we could get a look at them. There were four of them. All appeared to be about Megan’s age. They were wearing swimmers and I have to admit to myself that they were a well built bunch of guys. Fit, lean, but with the broad shoulders, strong thighs and tight arses of swimmers. There were a few empty beer cans lying around. They didn’t appear to be really drunk, but we had agreed previously that alcohol tends to quickly move guys from the ‘good guy’ category to the ‘arsehole’ category.
We headed back down the track to discuss our approach and decided that they appeared to be harmless, but that we wouldn’t stop for a swim with them. Besides, we half joked, we were wearing shoes and they were barefoot so we could probably outrun them over the rough path of the track.
But then Megan commented.
“Though it’s been a while since I’ve been with anyone, and that guy in the blue swimmers is really hot. If he wanted to chase me, I might have to fein a sprained ankle”.
We both giggled.
“It’s been a while for me too,” I agreed. “Fingers and toys are fine, but eventually I need some male energy”.
We both giggled again.
“Should we put our shorts on,” Megan asked?
“Probably,” I replied. “It would be safer”.
We looked at each other for a moment.
“They look harmless,” she told me.
“And they are damn good looking,” I replied.
“Do you have any earplugs on the boat,” she asked, “because tonight we are both going to be imagining ourselves fucking one or more of these guys and I have heard you come before and it spoils my own concentration”.
I laughed.
“Yeah, it’s not like you’re quiet either”.
She blushed.
We were at the guys beach now, so we put on our most confident faces and strolled up to them. They looked up, surprised to see us, which is understandable in such a remote location.
“Hi,” I announced.
The guys proved to be quite civilised. They had been part of a water polo club before going their separate ways to uni and then pursuing their various careers. But they caught up once a year on the island where the family of the guy in the blue swimmers, whose name was Jamie, owned a house.
They offered us a beer, which we accepted, and we chatted while we ate our lunch with them. The guy in the camo swimmers, Mike, tried to encourage us to have more beers, but we declined. The other two, green swimmer’s guy, was Steve and red swimmer’s was John.
While I felt safe with them, I was conscious that they were checking us out. Feeling their eyes roam over my body and I am sure Megan was experiencing the same. This happens to any semi-attractive woman from when they are a teenager, but I was never comfortable with it, even when it is from four very bonkable young men. I wondered what they were thinking. Were they thinking about fucking me? Almost certainly I decided, after all, they were men in their mid twenties, it’s all they thought about. Which position would Steve want me in, would he want to share me with Jamie? I could feel myself getting wet, contemplating possibilities. I could see that John was definitely contemplating the possibilities as he pulled a towel onto his lap to hide the erection in his tight swimmers.
After lunch I stood up, pulled my tee shirt over my head and announced I needed to cool down. I watched as the eyes of all four guys settled on my breasts, nestled in my bikini top. I let them look for a long moment.
“Oy,” I yelled. “Were you all bottle fed? Eyes on mine please.”
There were some embarrassed comments and general shuffling. Then Megan stood up and pulled off her tee shirt. All eyes shifted to her breasts, which I must admit are quite stunning. While mine are a perfectly respectable 34B her’s are probably closer to a 36C.
“They can’t help themselves,” Megan laughed.
“Its pavlovian,” I laughed back at her as I ran to the water and dived in.
Soon the six of us were floating around, and I suspected it was not just me that needed to cool off.
It was getting late now so the six of us packed up and followed the track to the beach where we had left the dinghy. As we walked Mike suggested that Megan and I come up to their house for dinner. It was tempting, but I declined. Megan gave me a disappointed look, but didn’t disagree.
“Bugger,” I said.
“Verdomd,” Megan agreed. Which I assumed was a Dutch curse.
The dinghy was fifty metres from shore, still angered, bobbing on the high tide.
“I’ll swim out and get it,” I told Megan as I started stripping back to my bikini.
“Oh shit, maybe not,” said John as he pointed to a spot about twenty metres left of the dinghy.
It was a bloody big fin, probably a tiger shark. We watched it patrol along the beach for ten minutes, sometimes visible, sometimes not.
“We aren’t getting back to the yacht tonight” I told Megan. “It’s not low tide till tomorrow morning”.
“We can still offer you dinner, and there is a spare bed, but you would have to share” Jamie offered.
“Share with who,” asked Megan, looking a bit startled.
“I meant that you two would have to share the bed” he said with a big smile. “But if you have another suggestion…”.
“Are we going to be safe with these guys” Megan asked me? Clearly within earshot of the four of them.
“It’s either them or we sleep on the beach with the sandflies,” I pointed out to her, swatting one of them off my cheek.
“Well, we are off to cook up some steaks and open a couple of Barossa Valley reds. Enjoy your sandflies” Jamie said. But he stood there looking at us, waiting for us to make the sensible choice.
It was a great meal, the wine was amazing and all the guys proved to be intelligent and funny and the gentle flirting started early. But everyone seemed to be very careful about how much they drank. Finally, Megan took me aside.
“I’m as horny as all fuck,” she told me. “I really need to fuck at least one of these guys. Do we have to arm wrestle or something to see who gets Jamie”.
“Arhh, the pretty boy. You can have him tonight. Have you seen the bulge in Mike’s pants? I want some of that,” I told her.
“What do you mean tonight” she asked?
“How about we swap for breakfast?”
“Damn,” she responded, a bit shocked.
“Are there any of these guys you wouldn’t fuck,” I asked.
“I guess they are all fuckable, Jamie is just the pick of the bunch I guess,” she answered.
“I can feel my inner slut coming out,” I told her as I explained my plan.
“I’ve never done anything like this,” she told me, looking a bit flushed.
“Neither have I,” I remonstrated, sounding a bit miffed that she thought this was a common experience for me, but showing a huge smile.
We walked back into the living area where the guys were chatting. We were both naked and I was carrying a mixing bowl from the kitchen.
The look on their faces was priceless.
“I’m going to ask each of you two questions,” I told them.
They hadn’t said a word, but they all nodded as their eyes played across our exposed bodies.
“Mike, if I wanted to have sex with you, would you agree” I asked?
“He’ll yes” he replied standing up.
“Sit down,” I told him. “Not yet”.
“And Mike, if Megan offered herself to you, would you want her”?
He looked a bit confused but answered.
“Oh yeah…” then he thought for a moment. “Do I have to choose”?
“Nope, we get to choose” I told him.
“John, same questions. Would you say no to either Megan or I”?
“Yes, sorry, No, shit. I’d fuck either of you” he finally clarified.
“Steve”?
“Yes and yes” he responded.
“Jamie”?
“Very definitely yes and yes” he told me.
“Our problem” and I indicated Megan, “is that we think you are all equally bonkable”. This was a lie, but guys need to have their egos stroked sometimes. “Our options seem to be that we bring some mattresses down here and we have a good old fashioned orgy, we all roll around and see who comes out on top. Alternatively Megan and I each pick two of your names out of this bowl and we both have a MFM threesome, or lastly Megan and I just draw a name each from the hat and fuck that person till neither of us can walk straight for maybe two hours, then we get to fuck whoever missed out in round one.
I watched as the guys all shifted around, Jamie was very open about re-positioning his cock in his pants, and they all had noticeable bulges.
“So we each only get to have one of you” Mike asked.
“Once you have had me, you will never want anyone else,” I told him with my sexiest grin, while letting the palm of my hand slide over my very erect nipples.
“Bitch,” Megan responded in mock protest. “I think we should all swap around in the morning.” She stroked one hand up her leg, invitingly, letting her fingers stroke through her well trimmed landing strip.
“If you don’t choose someone soon, I’m just going to bend you over that lounge and fuck you until you decide,” MIke told me, pulling off his shirt and dropping his pants to the floor. His erection was certainly impressive.
I stood up and moved to the back of the lounge and bent over it, spreading my legs apart as I looked back over my shoulder at Mike.
“Orgy it is then”.
“Fuck” said Megan. Then, after a moment, “OK. But I have one rule, sorry, two. My arse is off limits and I hate it when a guy comes on my face. I think it’s really disrespectful.”
“Good rules,” I agreed.
I stood up from where I had bent over the lounge and walked over to Mike, who was stroking his cock gently, watching me approach him. I dropped a cushion on the floor in front of him and knelt, looking up at his face with his cock in front of me.
“Can I suck your cock please,” I asked, giving him my sexiest smile, as I pushed his hand away and wrapped my own hand around his manhood. It felt fat in my hand, but looked to be a comfortable length as I started to stroke him gently.
“Huh huh,” sounded like consent as he started to thrust into my hand.
I looked over at Megan and the other guys. She had pushed Steve back onto a lounge and had straddled his lap, leaning down to kiss him as his hands naturally found her hips, then slid up to her breasts. After a minute of passionate kissing, she broke the kiss to allow herself to pull his tee shirt over his head, then she slid to the floor and told him to lift up, while she pulled his shorts and underpants off his legs.
I lowered my mouth to lick the tip of Mike’s cock, then took the head in my mouth. I heard an appreciative groan as I let my tongue play around the head then took more and more into my mouth. I was setting up a steady rhythm, and he had one hand gripping my pony tail and was thrusting his cock against my hand, which I had around his base to stop him pushing too far into my mouth. My other hand was resting on his arse, when I felt someone take my spare hand and place it on their cock. I wrapped my hand around it, not sure whose it was, while I continued to fellate Mike.
“Come on Mike, come already,” I heard someone say, whose voice I recognised as being Jamie.
“Fuck her mouth feels good,” Mike responded.
Keeping my hand stroking Jamie’s cock, I lifted off Mike and looked up at them both.
“Come in my tits. I want to watch you spray over me,” I told them, then lowered my mouth to Jamies cock and increased the pressure and speed with my hand on both of them.
“Tell me when you are close,” I mumbled past Jamie.
Bobbing my head on Jamie, whose cock was shorter and narrower than Mike, but still a mouthful, I used my hand firmly around the base of Mike, who was sounding as though he was close. After a minute, I swapped Jamie for Mike, then a few minutes later, I swapped back again. Both were leaking pre-cum and I was licking it up hungrily. Both guys were thrusting forcefully, either into my mouth or hand when I let Jamie slide from my mouth and I let go of Mike.
“Come on me,” I told them. “I want to watch.” I sat up straight as they both grabbed their cock and started stroking hard.
“Cover my tits.” I told them again.
I loved the look of concentration on their faces as they stroked. Their eyes never leaving my body, mostly my tits, but also straying across my belly and thighs as I remained on my knees.
Jamie came first. Making primal grunts as his first load of cum shot from his cock and landed across my breasts. Seeing Jamie come, triggered Mike, who sent a larger load across my nipples that dripped down to my belly. Soon both had five or six loads of cum dripping off my breasts and from the contented smiles on their faces, they certainly seemed to have enjoyed themselves.
I sat back on my heels and looked up at them.
“Very impressive,” I told them, as I used my finger tips to spread their cum over my skin, then brought them to my mouth to suck them clean.
I looked over to Megan to see that she was now straddling Steve’s thighs, riding his cock while trying to take John in her mouth, which appeared to be difficult with the way Steve was thrusting up into her. I crawled across the floor and took John’s cock in my hand, pulling him towards me. Megan gave me a thankful look, as she moved one hand down between her legs to play with her clit, while Steve continued to thrust up into her. I know I like to be able to fully concentrate when I am fucking, and having a cock in my mouth as well as in my pussy, while sort of fun, is just a distraction.
“On your back,” I told John, pulling him down to the floor and watching as his very hard cock fell back against his belly. I ran my tongue along his length.
I guess he was expecting me to ride him
“Eat me,” I told him, as I shuffled up his body and straddled his chest, holding my pussy over his mouth.
He looked disappointed, but I guess he decided that this was an investment in fucking me later.
I lowered my pussy to his mouth and he lifted his head to meet me. I felt his hands grip my hips, as he rested his head back and pulled me down onto his tongue, which he ran expertly along my slit, opening me gently. After fellating Jamie and MIke, I was as horny as hell, and I knew I would already be really wet and John had no problem spreading me open with his tongue. He quickly moved to my clit, letting his tongue dance over it, as I started stroking my breasts and pulling on my nipples, in just the way I had been doing since I was a teenager.
John proved to be particularly skilled with his tongue, varying the intensity, and using his hands on my hips to keep me exactly where he wanted me, as I tried to grind down against him.
As he licked my clit and alternated sliding his tongue deep into me, I watched as Megan continued to ride Steve. His stamina and control was impressive, and I could hear Megan’s breathing change from gentle moans to panting which gradually increased in intensity as Steve drove his cock into her, combined with her fiddling with her clit. Soon I watched as she climaxed, calling out something incomprehensible as she collapsed against Steve panting against his ear as the orgasm consumed her. This set Steve off, and he grunted through his own orgasm, and I imagined his cum flooding Megans pussy as he pumped into her.
I was so close from John’s expert attention to my pussy, and after watching Megan and Steve climax, I felt a rush of warmth through my pussy as my own orgasm took me, almost by surprise. I fell forward, holding myself over John, panting, as he continued to tease my clit with his tongue, until it became all too intense and I rolled off him and fell to the floor beside him, resting my hand over my pussy, just enjoying my own gentle touch as the last few spasms took me.
I was aware that John was watching me, as I lay beside him, recovering my breath.
“Say when you are ready,” he told me. “We need to fuck now.”
“You will need to be on top,” I smiled back at him after a few slow breaths. “My knees are stuffed.”
That was all the encouragement he needed as he rolled on top of me, taking his weight on his elbows and using his knees to spread my legs apart. I was a bit worried at first that my pussy would still be too sensitive, but as I felt his cock slide along my slit, my body responded and I brought my knees up beside him, opening myself to him.
He had proved to be expert with his tongue, and he proved to be equally skilled with his cock. He entered me slowly, aware I may still be recovering from my earlier climax, watching my face all the time, assessing my reaction as he pushed into me. His cock spread me open deliciously, sensually, erotically. It was not what I had expected from an orgy and I responded by pulling his mouth down to mine and we kissed deeply as he withdrew, then pushed deeper into me the second time. On his third thrust, I pushed up to meet him, spreading my knees further apart, determined to get him as deeply into me as possible.His cock felt wonderful, fat enough to stretch me open just the right amount, long enough to maximise my pleasure as we slowly fucked. As he increased the tempo, he pulled back till just his head was inside me, and then drove the full length into me, leaving me panting with lust.
Then he did something I had never experienced before. Holding himself deeply inside me, he started to massage my clit with his pubic bone. Holy fuck. His little short thrusts, as his pubic bone brushed over my clit sent electricity through my body. I had just come, but I felt another orgasm rising quickly.
“Keep doing that” I panted.
“I’m really close. Sorry” he panted back.
He gave three or four more of these little short thrusts, and I felt I was really close, and then he gripped under my shoulders, held himself deep inside me, and emptied himself into me, grinding his pubic bone against me which sent me over the edge for my own orgasm.
We lay there for a minute, John holding himself over me as I felt his cock softening inside me.
“Yum,” I said.
“Mmmm,” he responded.
He rolled off me, and we both let out a sad, but contented sigh as I rolled on my side. I looked over at Megan, to make sure that she was alright, and saw that she had swapped Steve for Jamie and was lying on her side on the lounge, snuggled in behind him. They had obviously been watching John and I intently as she had draped her arm over his waist, and was stroking his very hard cock firmly.
“I’ve never watched someone else fuck,” she told me, as she played with the head of Jamie’s cock, rubbing pre-cum around the tip.
Then talking to Jamie. “I need you to fuck me now.”
He didn’t answer, he just rolled onto his feet, and looking down at Megan ordered her to get on her knees. From the look in her face, she was happy to comply. She knelt on the lounge, resting her chest on the back and pushing her arse back towards Jamie.
‘Like this?” she asked with a smile.
He stood behind her and positioned his cock at her entrance, then slid it along her slit a couple of times, getting the tip wet with her juices. I moved across the floor a bit so I could get a better angle to watch.
“Stop teasing,” Megan told Jamie. “Just fuck me. You won’t break me.”
Jamie’s cock wasn’t the longest of the group, but he was probably the fattest, and I moved closer to watch him push into Megan, stretching her pussy around him. He was balls deep on his second trust and Megan was crying out with pleasure as he drove into her.
“Harder,” she grunted back at him. “Use my pussy.”
As I watched Megan and Jamie, Mike came and sat beside me on the floor and placed his hand on my leg. I looked down to see a half hard cock.
“Only half hard,” I asked. “Watching this isn’t a turn on for you?”
“I have been trying really hard not to touch myself,” he told me.
“Why?”
“Because I want you. I want to make sure I’m really hard when we fuck.”
“Nice thought” I told him, as I wrapped my hand around him, feeling him jerk gently.
“I want you on the lounge, kneel beside Megan,” he told me.
“Naughty,” I thought to myself as I moved to the lounge, spread my knees and smiled over at Megan who was being driven hard from behind.
I don’t know how long Megan had been playing with Jamie while they watched John and I, but he was obviously incredibly horny. I was a bit worried that he would bruise Megan’s hips, the way he was digging his fingers into her, as he pulled her back onto him. But Megan was a big girl, and I knew that she would say something if she didn’t like how he was using her.
I pushed my arse back, and felt Mike run his hands across me, then slip a finger into my pussy. I had already fucked John and was a bit nervous whether I would be sore, but my body was ready and I relaxed as MIke slid his cock deep inside me, gripping my hips and controlling my movements. He set up a steady rhythm and was very vocal about how much he enjoyed my body, how beautiful I was, how sexy, how tight I was, how horny, how he needed to fill me with his cum.
I was lost in the sensation of a wonderful fuck, but still conscious of Megan beside me. I looked across at her and our eyes met.
“Fuck this was a good idea.” she told me with glazed eyes, lost in the moment.
“Want to swap,” I asked her? I felt Mike pause, holding himself deep inside me.
“OK.”
I looked back over my shoulder. Two stunningly good looking guys with their cocks deep in their woman of the moment.
“Do it,” I told them. “Swap.”
Megan and I both looked back over our shoulders as the guys pulled out. Their hard cocks glistening with our pussy juices and pre-cum as they swapped places.
My pussy was already really wet and open, but I still felt stretched as Jamie pushed into me. From the sounds Megan was making, she also wasn’t complaining about the result of the swap.
I realised that Megan was watching me so I turned towards her, and drew her face to mine, kissing her for the first time as the guys continued to take us from behind. She gave me a slightly startled look, but didn’t resist.
Neither of them lasted long after they swapped. Mike came in Megan first, crying out some indistinguishable words that may have been our names. Jamie lasted a minute longer before I felt him hold himself deep inside me and started giving quick rapid thrusts as he filled me with cum.
It was very quiet for a few minutes. The guys pulled out of us and collapsed onto other chairs, leaving Megan and I with our stretched pussy’s on display to everyone, until we both rolled over and curled up on the lounge.
“Wow” Steve said. He was sitting across from us, watching us intently.
“I need a beer,” I announced to the room, and John obediently grabbed six and passed them around.
“I really need to sleep now,” Megan informed us.
I looked up at the clock above the stove. It’s well after midnight.
“So, who gets to sleep with who,” asked Steve.
“So I’ve fucked John and Jamie, and sort of Mike,” I announced with an element of pride in my accomplishments.
“And I’ve fucked Steve and Mike, and sort of Jamie,” Megan responded.
“So I should spend the night with Steve, if he wants me.” I looked over at him expectantly.
“If you insist,” he smiled back enthusiastically.
“By that logic, I get John for the night,” replied Megan.
John stood up and held out his hand to her.
“I’m not sure how much sex you two are going to get tonight, I’m exhausted,” I told the lucky two guys.
Then looking over at Megan.
“Low tide is about 10 in the morning. We’ll have time to swap men before breakfast.”
“Yes please,” she responded with a smile.
Looking over at Jamie and Mike.
“Now you two are going to get to have us for breakfast. The walls in this old house are really thin and you are going to hear headboards hitting walls as we fuck Steve and John. You are going to hear us making all sorts of noises as we come and as the guys come in us and on us. You may hear giggling and laughing as well as expletives and calls to various deities. What I need you two to do, is to not touch yourselves. Megan and I want you hard and your balls fully loaded in the morning. Can you do that?”
“Unlikely,” said Jamie.
“Maybe,” said Mike. “I think I’d have to sleep on the beach with the sandflies.”
I walked over to Steve and took his hand and let him lead me towards his bedroom while John led Megan to his. I looked back over my shoulder to Jamie and Mike.
“Try.”
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