4 comments/ 140499 views/ 9 favorites Caribbean Sun By: seadiver Jake Wesson had grown up sailing and diving and was a master diver and dive instructor by the time he turned eighteen. His father had rented a boat and took the family on a two week trip through the Caribbean. Jake's favorite memories were for that trip. He was trying to decide whether to get out of the Navy after six years as a SEAL. He decided to rent a sailboat out of the US Virgin Islands and invited his family to go along. Everyone declined except Glenna, his sister. She had been coped up a the law office working on real estate law, handling closings and property management issues. Glenna wrote articles for a local real estate investment association and for a trade magazine. She had also recently broken up with her long time boyfriend, Phil, who had moved to Seattle. She saw the trip as a chance to escape and jumped at the opportunity. Jake left Norfolk on a Space A flight to Puerto Rico on Military Assistance Command (MAC) flight. It was free for military personnel to fly and Jake liked free things. Puerto Rico was night and day difference from the cold, dreary winter of Norfolk and Jake was glad he had traveled in baggy cargo shorts and a loose fitting, button up, short sleeve shirt. From Puerto Rico, he hopped a small charter plane to the Virgin Islands and checked out the boat. It was a sleek forty foot boat with a single mast and beautiful white hull and sails. He checked in with the rental company and verified his credentials as a sailor and mapped out a route to take. From there it was time to wait on Glenna to arrive. He hadn't seen his sister in three years preferring to stay on the Atlantic side of the United States and not return home. Their parents had died shortly after he graduated from BUD/s and he wasn't on good footing with Bill, his older brother by six years. Bill had taken over the family business and thought Jake was a traitor for striking out and doing his own thing. Bill had graduated from auctioneering school and settled in working and eventually married his high school sweetheart. They had two children by the time Jake was a junior in college. Glenna stepped off the plane, walked the short distance to the terminal and was soaked with sweat. She was glad for the air conditioning and fanned herself with a magazine. She spotted her brother immediately and threw her arms around him. "Let me look at you!" She cried pushing him back a step. She took in the six foot tall frame and the bulging, rippling muscles. His dark hair was cut short and his green eyes danced. His smile was devastating and it captivated many women's attention, hers among them. Jake let his eyes roam her body. She was lean with a generous swell to her bosom and long legs on her five foot eight body. Her straight blonde hair fell below her shoulders and her own green eyes sparkled with enthusiasm and life. They retrieved her luggage and struck out for the boat. After getting her settled, she changed into shorts and a bikini top. Jake was able to get an even better look at his sister. Her stomach was flat and toned, well defined under taut, tan skin. Her D cup breasts practically spilled from her bikini top and her legs were lean and well defined. Jake let out a low whistle and shook his head. "What?" She said self-consciously. "If you weren't my sister, I'd be hitting on you." "Same here, stud." He was without his shirt and his stomach rippled with a hint of six pack abs. His shoulders were broad and powerful and his arms thick and round like a professional wrestler. She always thought her brother was handsome but after seeing him for the first time in three years, she found him downright sexy. "I brought some supplies on board earlier. Why don't you look them over and they we can pick up whatever you want in the morning? Right now, I'm starving, lets get something to eat and more importantly, I need a drink." "I'm see you already started." She motioned to the bag with four empty beer bottles in it. "I needed something to do while I was waiting for you." "Let's go, I could use a drink myself." They found a little restaurant and dined on seafood fresh from the ocean and drank Red Strip beer. From there, they found a bar on the beach and drank margaritas and Coronas well into the night. One of the bartenders leaned across the bar and told them what a nice couple then made. Glenna blushed and was about to spill the truth when Jake leaned over and planted a kiss on her cheek and told the man thanks. Her stomach did flip flops and her cheeks turned a crimson red. Early the next morning, Glenna awoke to the rolling of the boat as it plunged through the waves. When she came up on deck, Jake had the boat under full sail and tacking south again towards the island of Dominica. It had rained and there was a slight chill in the air. Jake was dressed in cargo pants and a light long sleeve t-shirt. Glenna rubbed her shoulders and settled in beside Jake on the cushioned bench. She propped her long legs on the wheel housing and wrapped her arms in her sweat shirt. They sailed for most of the day before dropping anchor on the south side of Dominica. Jake lowered the small boat and they rode into town and ate hamburgers washed down with cold beer. After they ate, they explored the town and made plans for hiking and kayaking the next day. When they returned to the boat, Jake went snorkeling again and Glenna lay out on the deck. Jake returned in about an hour and slipped up on the boat. Stealth and cunning were engrained traits from SEAL training and Jake used his powers to climb the ladder and creep across the deck without disturbing his sister. She was topless, lying on her stomach with a skimpy thong bikini bottom exposing her firm, well shaped buttocks. Jake ran his hand over his hair and then flung the water onto Glenna's back. She startled, turning to see what had caused the water to fall on her. Jake was laughing at his sister's plight. She was mad but laughed when she saw him and rolled over to expose her large breasts. Jake's heart skipped a beat as he looked at the large brown auroras and hard nipples. His cock leapt in his shorts. "I don't know about you but I'm pretty hot." She raised her legs and slipped off the thong. Jake got a glimpse of her well shaven pussy before she stood and dove headfirst into the water. She surfaced and taunted him. "What's the matter Jakie? You don't want to go skinny dipping with me anymore?" It wasn't the first time they had been skinny dipping together but the last time they had, was when Jake was ten and she was twelve. He had no idea about sex and certainly didn't find his sister sexy then, now was a different story. He shrugged, stood and stripped off his shorts before joining her in the water. They played, tried to dunk each other and flirted. Jake couldn't hide his hard on and after a while didn't worry about it any more. Glenna climbed back on the boat and stretched out on the deck. Jake joined her and they lay side by side drying off. Glenna let out a long sigh and rolled on her side, snuggling up to Jake. She rested her head on his shoulder. Out of habit, Jake kissed her on the forehead and ran his hand up and down his sister's side from the firm rise of her ass to the dip if her side and up to her rib cage. Her skin was warm and smooth and his cock was hard again. Jake wondered how far Glenna would let him go after all she snuggled up to him and they were naked. Glenna herself wondered how far Jake would go. She wondered how far she would let him go. She wondered how far she would let herself go. Right now she was enjoying being close to a man. Since Phil left nine months ago, she hadn't been on a date and when Jake called about the sailing trip, she jumped at the chance to get away from home. She nestled her head and felt her brother's warm lips on her forehead again. His hand felt good stroking her skin and she was warm and content. Glenna opened her eyes and looked down Jake's stomach at his erect penis. It was throbbing and standing away from his belly. Her legs rubbed together involuntarily scratching the itch of her pussy. Jake saw her legs rub together and knew the tell tale sign of a horny pussy. He ran his hand up to her shoulder and then trailed his finger tips along the outer edge of her breast. He wanted desperately to roll her over and take her but he knew that she was delicate and needed to be seduced. His hand moved down to her ass and gently cupped her cheek in his hand. He squeezed it and then ran his finger along the crack of her cheeks before rubbing the small triangle where her back and cheeks meet. She let a small moan escape from her lips and Jake rolled her onto her back. He rose up on one arm and ran his hand along her stomach and down her leg. Her pussy lips were round and swollen begging to be licked and fucked but Jake wanted to wait, to drag out the seduction and make her beg for him. She was his sister and sex was a taboo subject between siblings. Here on a boat in the Caribbean, it didn't seem to matter. Glenna moaned and readied herself for him to mount her and satisfy himself. Phil had rarely engaged in foreplay and was always eager to satisfy himself before her. Glenna rarely had an orgasm and after they had sex, she often finished the job when she was alone. Jake kissed her stomach from her breasts to her mound and then down the inside of her left thigh. His hand rubbed the inside of her knee and then he kissed up her thigh again. His lips almost touched her pussy lips and could taste the juices soaking her skin. She moaned when he moved away and kissed up her belly again. He had shifted so he was over her, his mouth was devouring her body. His hand lifted her breast and he kissed underneath it where the breast meets her ribs. She moaned again. Her loins felt like they were going to explode and she wanted to feel him deep inside of her. Feel his lips on her nipples that ached from being so hard. Never in her life had she been so aroused. She hoped she could find a man that would satisfy her and pay as much attention to her as her brother. His tongue was drawing circles on her breast getting smaller and smaller converging on her nipple. His penis was rubbing against her thigh and occasionally the head bumped her pussy causing her to jolt and gasp. He moved forward and drug his cock and balls across her stomach and sat up. He never touched her nipples with his tongue and that seemed to infuriate her. He was teasing her and her body needed release and satisfaction. She looked at his cock. It was bigger than any she had seen. It was eight inches long and thick, the head oozed pre-cum and the balls and skin around the shaft were shaved smooth. What hair remained was trimmed very short. Her hand wrapped around the thick shaft and Jake let out a moan. That first touch always sent a jolt through his body and was a sense of relief from the dull ache. Glenna stroked his length and her fingernails tickled his ball sack. Her finger wiped away the pre-cum and she licked it from her finger tasting her brother's seed. He bent over and kissed her forehead and down her neck. His body slid back down and his cock rested against her thigh. She lifted her hips to position his cock head and he shifted his body with hers making the length of his shaft run along her wet lips. She let out a loud moan and begged him to put it inside of her. Jake gave her a wicked grin and kissed down her shoulder to her breast and then gently flicked her nipple with his tongue. She moaned thrusting her tit into his open mouth. He devoured it greedily sucking on her nipple kneading her other tit with his hand. She was moaning and groaning loudly now, her hips bucking into his and her body ached for release. "Please, Jake, please make me cum." He arched his hips and used his hand to rub his cock head along the length of her lips and around her clit. Her hips were bucking and thrusting as he stroked her clit. He moved the cock lower and the head slipped gently into her pussy. She gasped as he slid his cock deep inside if her. Glenna had never felt her pussy stretch so wide and with each stroke of Jake's cock, her body trembled. A few strokes later and she went rigid feeling the built up passion release from her body in one of the most intense orgasms she had ever experienced. She was disappointed because she came so early. Never in her life had she cum more than once and she wanted to last for her brother. He wasn't disappointed because he kept stroking looking to satisfy his own needs now that she had cum. His movements caught her off guard and she could feel the heat building once again. She moaned and groaned thrusting her hips to find the right position to release her pussy from the tension and eventually, she felt the crushing wave of orgasm wash over her. Jake reached under her and grabbed her ass pulling her up against him and captured her legs straight underneath his making her pussy even tighter. He stroked again and again into her tightness feeling her body react and listening to the satisfied moans of his sister. Glenna felt the intense friction of his cock in her pussy with her legs straight and his hand on her ass felt incredible. Jake was groaning from exertion and feeling his orgasm building inside his balls. Glenna came again under his menstruations and then she felt him pull out. She let out a dissatisfied moan and felt him rub his cock against her mound as thick, ropey spurts of cum covered her from her tits to her pussy. It pooled in her belly button as Jake stroked against her and caught his breath. Eventually, he rolled off her and they held each other close. The rest of the trip was spent naked whenever they were away from other people. They made love often but they enjoyed each other's company even more, cuddling, fondling and kissing. Caribbean Surprise This is a fictional incest fantasy story. I hope that you enjoy this story. Special thanks to Nala Cayenne for your help with the editing. * Hello. Let me introduce myself. My name is Steve Taylor and I had the most "Erotic Vacation" that any man could ever have. First of all, I come from an upper class family. My father is an airline pilot and my mother is a successful attorney. I'm a 19 year old student studying for law school. I have an older sister, Michelle, who just turned 23, and decided to go to Beauty School to become a hairdresser. She and I are as different as day and night; I'm more serious minded and focused, she likes to "live for the moment" which makes her a lot more spontaneous than me. In my opinion, Michelle is the most gorgeous woman on this planet! She's about 5'6", has blue eyes, shoulder length, straight brown hair, a fantastic body with ample tits and an incredible bubble shaped ass. Because we live down in South Florida, she always has a perpetual suntan. Her main character flaw though, is choosing the right guys to go out with. They are either drug addicts or married men and some of these guys are down right mean to her. It makes me angry, because most of these idiots do not appreciate her. She seems to be a magnet for rotten men! One of the perks of having a gorgeous sister as a hair dresser is that she gives me free haircuts. Since our parents are hardly around the house, and the weather is usually pretty warm year round, she likes to dress in her skimpy spaghetti strap tank tops and tight short shorts. I often notice that when she's cutting my hair, she does not wear a bra, so her nipples are constantly perky! It's hard to look up at her, when she tells me to, while she's cutting my hair, because I'm too distracted looking at her incredible tits. After she finishes cutting my hair, I always ask, "How much do I owe you?", and then she responds, "Just a hug will do!" When we hug, I can feel her breasts against my chest. As she walks away from me, I can see her beautiful ass moving in those tight short shorts of hers. It bothers me that I'm thinking this way, because after all, she is my older sister. I was in a relationship with my girlfriend for 2 years, and we were talking about becoming engaged. All this changed when I found out that she was sleeping with another guy. I can home very upset, and my sister was home early from work that day. "Did you have a bad day?" she asked. "I don't want to talk about it!" My caring sister came over and hugged me. "I can read you like a book. Your girlfriend must be causing you a lot of pain." I usually don't cry, but I started to then. She comforted me and said, "I wish I could find a guy like you. You are so sweet, sensitive and understanding. There are not too many guys like you out there. I have an idea that would cheer you up! Let's talk to Dad and get some flight tickets to the Caribbean. Then we can relax and have some fun." The thought of seeing my sister in a bikini did turn me on to the idea, especially since this would be a vacation without the parents. Michelle talked to Dad when he came home and he thought it was a good idea too. Michelle went on the internet and found a website that mentioned "Caribbean Surprise" for a discount. The catch was that since there were several resorts owned by this company, it would be the luck of the draw of where you were going to stay; the place could be nice or a dump! We went to the airport to catch our flight, only to find out that there was a long delay. Finally after 3 hours of waiting at the airport, we were on our way to Paradise! When we arrived at the destination airport, a gentleman was holding a sign with "Taylor Party" on it- this is where our adventure began! We rode the tour bus down a very bumpy road to the resort. The tour bus stopped suddenly because there was a big pot hole in the road. I accidentally grabbed Michelle's leg when this happened. I felt so ashamed at what I did that I apologized but she just looked at me like it was no big deal. She was dressed very sexy in a yellow tank top and a blue jean mini-skirt. Just feeling her leg was giving me an erection. We arrived at the Resort and it was absolutely breathtaking! Michelle and I were so excited that we finally made it. When we got to the reservation counter to check in, the man behind the reservation counter said "Congratulations Mr. & Mrs. Taylor. You have been upgraded to the Honeymoon Ocean View Suite!" I started to say something about us being siblings when my sister turned around and said "Darling what a nice surprise." I jokingly asked the guy behind the counter "Does it come with a sofa just in case my wife and I do not get along?'' He smiled and said "Don't worry mon, there's a sofa in there, but remember, you are on your honeymoon!" I looked at Michelle and said, "Don't worry. I'll sleep on the sofa.." When I was looking at the layout of the property, I noticed that it had a nude and non-nude side of the resort. Neither of us was expecting that! When we reached our suite, it was absolutely awesome! It had a 4 poster king-sized bed with a mirror on the ceiling, a separate living room area, and a large 2 person whirlpool bathtub. When Michelle opened the curtains to see the ocean, there was a rather large fat man walking around naked. She started laughing and said "Guess which side of the resort that we are on?" With that, we both broke out in a fit giggles! Since we have arrived so late, we decide to go to bed early. I was so was miserable on that little sofa. My sister on the other hand was enjoying her big king-sized bed! I turned the TV on and I noticed that most of the TV channels were showing X-rated movies. Michelle just laughed and said, "I guess that's to get the honeymooners in the mood." Then she said,"It's OK with me if you want to watch, I'm going to sleep anyways. As I was watching the TV, I noticed that Michelle was taking a bath, then she walked out wearing a very sexy and skimpy piece of red lingerie. I didn't know what to think! Should I watch the X-rated movies or enjoy the view in my own suite! She hugged me goodnight and went to sleep. At this point, I was going nuts.... literally, so I went into the bathroom and jacked off thinking about how sexy she looked. The next morning we went out to eat breakfast. Since it was an all-inclusive plan, all of the meals & drinks were provided. We ate breakfast with a beautiful view of the ocean. After breakfast, Michelle said "I'm going to the non-nude side to start on my tan. Do you care to join me?" "Sure, why not!" When Michelle changed into her black thong bikini, I was in total bliss! Not only does she have a nice ass and tits, she also has a fantastic looking flat stomach. She asked me to rub some suntan lotion on her, and I eagerly agreed to do it. I was in heaven rubbing her soft skin, and thought I was going to cum in my swimsuit right there. As I rubbed the lotion on her, I was admiring her nice ass in her thong. "Don't forget my legs. I don't want to burn!" After a while, we started to hear some music playing and people laughing. Michelle said "This non-nude side is too boring. Why don't we go to the nude side instead?" I looked at her and said, "Hello. You are my sister, remember?" "Not according to the man at the front desk. We are a Honeymoon Couple remember? Besides, no one knows us here, and I want a full body tan." She had a good point.. Who was I to argue with that? My heart was beating fast knowing that I would be seeing my gorgeous older sister completely nude! We went to a locker area, and, with me being kind of bashful, I walked out with my towel wrapped around me. But there was Michelle in her full glory! Wow! She was completely nude and I could see her nicely trimmed pubes. She looked at me and said "OK. Off with the towel. We are now in the nude section of the resort." I was so embarrassed because I could feel myself getting an erection. Michelle looked at my penis and smiled. "Not bad little bro!" She then took my hand and said "Remember that you are now my husband. I want you to stay close to me because I don't want any naked perverts after me." We found a place to lie down and there were naked people all around us. Michelle was holding my hand the whole time. A man who worked at the resort said "O.K. Are you ready for some games? We will be giving away a bottle of rum for the prize. "Michelle perked up and said "Let's go and play because I want to win that bottle of rum." The game started with 6 couples including me and Michelle. The rules of the game were that the guys were to sit at the edge of the pool, in the shallow area, and the girl's job was to cause her man to have an erection the fastest without actually touching his penis. I looked down at Michelle and said "Are you sure about this?" She winked at me and said "Just relax Steve. You are on vacation. Remember?" The man blew his whistle and all of the girls started to play with their tits, including Michelle. Out of the blue one of the girls said "To hell with the bottle of rum. I'm going to suck my man's dick." After that, all of the girls were doing the same, except for Michelle. Then she looked up at me with those blue eyes and smiled and said "I hope you enjoy this honey!" There I was getting the best blow job of my life from my own sister. I was in pure heaven as she started bobbing up and down on my very erect penis. She started to deep throat me, and by then I was blasting globs of sperm down her throat. I could not believe that this was happening. One thing was for sure, I wasn't planning to sleep on that small sofa tonight! When she finally finished, she got out of the pool and kissed me. I asked her "Why did you do that?" "Because you are the only man in my life that's been good to me. But don't worry. We are not even yet!" Michelle ended up winning the bottle of rum after all. I would say that she definitely deserved it after that wonderful performance! Later that evening we went back to our Honeymoon Ocean View Suite to get ready for dinner. Michelle came out in a tight white tank top dress and I complimented her on her tan. She smiled and said, "Thank you. The best part about it is that I'm now tanned all over." It was so relaxing listening to the ocean and the soft calypso band as we dined under the candlelight. I felt so lucky to be with the most beautiful girl on earth. "Let's dance to the next song. After all, we have to show them that we are on our honeymoon!" she said. I told her that it would be a pleasure! We slow danced and I could smell her sweet perfume. I was totally hypnotized by her. "Do you want to try out our whirlpool bath together?" She whispered. "Remember. You owe me one!" We left the restaurant and walked to our suite hand in hand, like new found lovers, joking along on the way. When we got there, we opened the bottle of champagne and stripped off our clothes, climbing into the whirlpool bath together. Michelle grabbed me and started to French kiss me. I was so confused, but at the same time, I was consumed with lust for my sister. She sat on the edge of the tub and said "Remember that I said you owed me? Well I was wondering if you would eat my pussy now. "I could not believe I was hearing this from my own sister, but it was so erotic. I leaned over and tasted her heavenly pussy, licking the sides of her outer lips and gently using my tongue to tease her clitoris. She was moaning very loud and kept saying, "Oh yes!!! Oh yes!!!" She was cumming like crazy! When she was done, she said "OK lover boy, it's time to go to bed now." I was confused now. Had I not turned her on? I started walking over to the sofa when she said "Well are you going to sleep in my bed or what?" We both climbed into her bed naked. "Are you ready for the night of your life?" "You bet sis!!" She proceeded to give me another fantastic blow job. "Now I want you to cum inside my pussy." "Wouldn't that be incest?" She just laughed and said "Duh? Remember, we are a Honeymoon Couple in a Honeymoon Ocean View Suite. " "But I didn't bring any protection. After all, I wasn't planning to have sex with my own sister? " "Don't worry little bro, I'm on the pill! You can fuck me all night long if you want to!" I was convinced now so I slid my cock deep inside of her. She felt soooooo good!!! We made love for hours and I eventually came inside the most beautiful girl in the world: my very own sister!! The rest of the vacation was spent giving each other erotic naked massages, dancing, taking long walks on the beach, tanning in the nude and playing sex games at the pool area. Best of all, and my favorite, we fucked in our 4 poster bed, in our own Honeymoon Ocean View Suite! We tried every sexual position imaginable! She is by far the best lover that I have ever had! When it was then time for us to leave the resort, I felt very sad. "Didn't you have a fun time with me?" Michelle asked. "Yes. Very much so!! But, I'm just bummed out that our trip is really over." She winked at me and said "Don't worry little brother. Remember, our parents are gone most of the time." I laughed and said " I guess this means I still get free hair cuts? " She chuckled. "Don't worry little brother. You will get more than free hair cuts when we get home!" Caribbean Surprise After 30 years of ups and downs as a married couple, my wife Anne and I had decided that we deserved a special vacation to celebrate our anniversary. After weeks of talk and research we finally settled on the Dominican Republic as our destination and we found the perfect resort on the eastern shore of the island. The hotel we picked was the flagship of a four hotel complex that offered a wide array of restaurants and night life, all available for our use at an all inclusive price. Best yet, Anne and I loved the beach and the beach at this resort was know to be world class. The day of the trip we had flown to Atlanta from Newark and were waiting in line to board our second plane to the Dominican Republic. As Anne and I stood in line, my eyes fell on a woman just ahead of us. I had noticed her earlier sitting with her husband, and our eyes had connected briefly. She and her husband looked to be a good ten years younger than us. She was pretty, in a soccer mom kind of way, and I remember thinking to myself, "now that's a mother I would love to fuck." As we stood in line to board, she turned around to look to see if her husband was coming and she noticed me looking at her again. I smiled at her and she smiled back. It was all innocent and if Anne noticed I doubt she thought anything of it. I didn't really think about her again until after we had landed in the Dominican Republic. As Anne and I were being herded through Customs I spotted her in a different line, some distance away, and I swear she was looking directly at me. There had to have been hundreds of travelers there, but she had picked me and it was quite flattering. She smiled at me again and I started to return the gesture when Anne interrupted the moment by asking me questions about the Customs forms we were filling out. We made it through Customs fine and went off to find our baggage, all the while my new friend and I seemed to be having a little game of harmless flirtation going on. It was subtle and I don't think anyone noticed but us, including our spouses. She and her husband located their suitcases much faster than us and that's when I finally lost her. Anne and I took a shuttle bus to the resort and, after check in and orientation, we found ourselves standing in an amazing hotel room. The bedroom was beautiful and the bed was enormous, and after a "finally we're here" kiss, I impulsively tried to guide her to it. It was late afternoon, however, and Anne wanted to see the beach in the worst way. I suggested we pull out our bathing suits and unpack the rest after a visit to the beach. Anne had packed our suits where they were easy to get to and soon she was stripping off her travel clothes. At 53, Anne had grown more attractive to me than ever. Her dark, brown hair fell just below the top of her shoulders and formed a natural frame around her pretty face. Her soft full lips and her pretty brown eyes always drew my attention, and the attention of other men too, although I doubt she ever realized it. At 5'6" and 155 pounds, she was no fashion model. She was definitely developing a little bit of a belly on her medium frame, but she carried it well. Her breasts were just the right size to cup in your hands around, and her hips, perfect round ass and smooth, sexy legs all helped her look great in a bathing suit. We spent an hour or so on the beach, which was indeed world class as promised. I brought the camera and got some great shots of the ocean, the beach, and of Anne. The lighting was perfect in the late afternoon sun and I wanted to take a few more, but it was getting late and we were both pretty hungry so we returned to our room, unpacked and dressed for dinner. At this resort you are assigned a table for your stay for dinner in the hotel restaurant. There's no obligation to eat there - there are several other choices on the complex - but if you do eat there you are assured of having the same waiter or waitress throughout your stay. Of course other people would be assigned to your table, but there was a good chance they'd eat elsewhere or at a different time. It looked as though we were going to have the table to ourselves. I had just finished going through the buffet line and was headed back to our table when I noticed Anne, who was ahead of me, talking to a man and a woman who looked familiar. They had been seated at our table. I stopped dead in my tracks when I realized it was the same couple from the airplane. My first impulse was to hide but, of course, I knew I had to go over and introduce myself. I soon discovered that I had nothing to worry about. Other than a hand shake that lingered a little longer than necessary, both my airport friend and I played it cool. Her name was Sarah and her husband's name was Dan and we soon discovered that we had much in common. Dan and Sarah were both teachers, as was my wife. Dan taught high school Honors English and my wife taught high school AP Math. Sarah taught fifth grade. It turned out we both had daughters, their two still in elementary school, two of ours in high school and a third in college. We also discovered that Dan had grown up in the same city as my wife and they had actually gone to the same high school, though several years apart. While Dan and my wife talked about teachers and places they both remembered, Sarah seemed fascinated to learn that I owned a small book store. She pumped me with questions, occasionally putting her hand on my wrist to emphasize a comment. In hindsight I would say that Anne was quite taken by Dan. He was pretty good looking, about 6' tall, perhaps 180 pounds, definitely a man who worked out. His brown hair and brown eyes contrasted my blond and blue. He had that "Jim Halpert" from "The Office" look that I knew Anne found sexy. More than that, he was very easy to talk to and Anne loved to talk. We ended up conversing and drinking wine for long time after we'd finished eating. The age difference didn't seem to be a factor, and I could feel a genuine budding friendship developing as time flew by. We finally said our good nights and agreed to look for each other on the beach the next day. In the elevator Anne told me she really liked them and I told her I agreed. We were both looking forward to seeing them again. Once we were back in our room my mind shifted gears and I started thinking about fucking Anne. I grabbed her from behind and started kissing her neck as soon as she started unbuttoning her blouse. Anne had a different idea though. Sleep. Actually it had been a very long day and I didn't argue with her. When we woke up the next morning Anne began kissing me and before I knew it she was on top of me humping away. Back home Anne almost never initiated sex and the last time she dry humped me was before we had kids. After thirty years of marriage, our sex life had become very routine, so I was moderately surprised by what was happening. It only took her a few minutes to cum hard and then she rolled over on her back, exhausted. I helped her out of her night gown and pulled off her panties and fucked her missionary style for some time, thinking about Sarah as my cock slipped in and out of her cunt. She finally urged me to finish and I had a nice, stong release deep inside her. Later that morning we meet Sarah and Dan on the beach. They had saved us lounges under the protective shade of a palm grove. Sarah was wearing a yellow bikini that looked really hot on her. She was more petite than Anne, a couple inches shorter and at least twenty pounds lighter. Her breasts were larger than Anne's but not so large that they dominated her nicely proportioned frame. Her shoulder length brown hair (a little shorter and a little lighter than Anne's) was pulled back into a ponytail. After figuring out when Dan had graduated from high school from our conversation the night before, I calculated that Sarah was probably around 38 years old. We spent a lot of time with Sarah and Dan over the next couple of days. They were fun to be with and I believe they thought the same of us. We explored the other hotels and their restaurants and pools and went to a couple of shows together. We also ate together, trying out new places for lunch and coming back to our hotel for the dinner buffet. The attraction between Sarah and me had morphed into a kind of harmless group flirtation between the four of us. It seemed like it was all in good fun, but deep down I felt that it was becoming more that just a game between Sarah and me, and I worried about our spouses catching on. I was certain Anne would bring up the open flirting and say it was making her uncomfortable. She didn't and that surprised me. What surprised me more happened in our room that second night. Not only did Anne let me have my way with her, she let me indulge in a fantasy involving her and one of the black men who served us drinks that evening. She never let me talk about my fantasies back home. I rubbed her clitoris as my story unfolded and she climaxed as I described his large cock pumping semen into her wet vagina. If that wasn't shocking enough, the next morning she wanted to fuck again! I told her another fantasy about a college kid we know who accidentally finds her home alone in the shower. She came hard before I could get to the end. On the third day Sarah and I were alone on the beach for a few minutes when Anne went back to the hotel to use the bathroom and Dan went back to get his camera. Sarah asked me to help her put on some sunscreen. After I finished with her back, she turned around and I had an overwhelming desire to kiss her. I know she felt the same, but we both just stood there staring at each other. Finally she touched her fingers to my mouth and sat back down on her lounge. Shortly afterwords Dan appeared and my opportunity was lost. The fourth day of our vacation began with some pretty feisty morning sex. Anne rode me to a strong orgasm and I finished a little bit later by rolling her over on her tummy and masturbating all over her pretty ass. I was just headed to the bathroom for a towel when I heard a knock on the door. I had forgotten that we requested fresh coffee be delivered the night before. I quickly pulled on some shorts and a tee shirt, closed the door to our bedroom and walked through a little bar area to the outside door where a nicely built black man was holding a serving tray of coffee. I expected he would hand me the tray and I would give him a tip and that would be it. I was surprised when he pushed right past me and headed for the bedroom. I tried to tell him to just leave the coffee with me, but he pretended he didn't understand me and pushed his way right into the bedroom. Anne was completely naked and just barely had time to pull the covers up over her breasts. We both watched in silence as he set the service tray down and poured out two cups of coffee. He had his back turned to Anne but I could see him checking her out in the mirror. I pulled some money out of my pocket and he took it with a polite nod. Then he smiled at Anne and left. Dan and Sarah had reservations for para sailing that morning, so Anne and I decided to check out an avenue of shops between two of the hotels on the property. We met them for lunch later on and we all had a good laugh about our coffee story. Dan said he'd deliver coffee to us for free next time. After lunch we decided to go pool hopping. Each hotel on the property had it's own unique pool and we thought it would be fun to visit them all in one afternoon. My favorite pool was the last one we visited. It had a great swim up bar and large hot tub area that resembled a little lagoon. It was surrounded by natural looking rocks which lent a sense of privacy. You could get to it without ever leaving the pool. Sarah had promised her daughters she would call them after they got home from school that day and she excused herself to go back to the room. Shortly after Sarah left, I offered to grab some beer for us. I left Dan and Anne alone and made my way out to the pool bar. The bar was mobbed and after a couple of minutes of waiting I decided it would be smarter to come back after it thinned out some. As I was coming around the rocks that led into the lagoon I paused. Something wasn't right. Anne had a serious look on her face and that puzzled me. She didn't see me standing there and Dan had his back to me, so I stood still and watched. Then my heart stopped. As I stood there, Dan leaned over and kissed Anne on the mouth. It was a gentle, tentative kiss. I fully expected Anne to pull away, but instead she put her hands around the back of his head and kissed him back. Hard. In thirty years of marriage I never once suspected my wife of cheating. Now I wondered if she held secrets from me that I was never intended to know about. I stood there immobilized. I was definitely angry but I could feel my cock stiffening at the same time. When the second kiss broke, Dan took two fingers and traced them down her chest to the top of her swim suit. He slid the fingers inside her suit and traced the upper parts of her soft tits. Anne gently pulled his hand away and I thought she was coming to her senses. But, instead of backing off, Dan slid his hand down her tummy, under the bubbling water and out of sight. I watched as Anne bit her lower lip and slipped lower into the pool. Though I couldn't confirm it, I was pretty sure she had opened her legs and Dan was rubbing her cunt. I had no idea what I wanted to do. There were other people in the lagoon, but it didn't seem as though anyone noticed what was going on. Then I saw an older man looking on with great interest. His hand was hidden under the water too, and the look on his face told me he was stroking his cock while he watched. He looked over and saw me and quickly looked away. Finally I decided to do nothing. I went back to the pool bar and waited my turn to be served. When I returned, Dan asked me if I had gone to Cuba to for the beer. I mumbled something stupid and then did my best to pretend everything was normal. We drank our beers and headed back to our rooms to get ready for dinner. When we were back in our room and Anne was changing out of her swim suit, I probably could have told her what I saw and we would have talked about it. Instead I groped her. I wanted my hands to touch the same places Dan's hands had been. I kissed her gently, like Dan had done with her, and she kissed me back hard, like she had done with Dan. It was pretty weird and erotic at the same time. When my hand slid down her tummy and started to touch her hairy pussy she started to cry. She pushed my hand away and told me she had done something bad. I listened to her tell me about her encounter with Dan. I didn't let on that I actually saw most of it happen. At first she left out the part about Dan's wondering fingers, but she described the kissing part just as I had witnessed it. I told her I loved her and I wasn't angry. I told her that she wasn't a bad person, that she was only human. I held her naked body tight to my own and I told her I wasn't about to leave a good marriage over a kiss. Then guilt seemed to get the best of her and she told me there was more. I listened intently as she confessed to the rest of what I had seen. I was a little surprised when she revealed that, not only did Dan touch her pussy, he actually slipped his fingers inside her. She said she broke it off when she saw an old man staring at her from across the pool. I was silent for a minute and then I said, "It's alright, Anne. This still doesn't change anything." Then, I don't know why, but I asked her if she liked feeling Dan touch her. She immediately said, "no" ......and then she looked down at the floor and whispered, "yes". My cock was as hard as a rock. We talked about what to do next and finally decided to keep Anne's confession just between us. I convinced her that I had no ill feelings towards Dan, and thought that he was a good and decent person. I honestly didn't want to end our new friendship, but more truthfully I was thinking this could be my free pass to pursue Sarah. I didn't say that to Anne. Instead I said, "Who could blame him for wanting you so bad, most of the boys in your math classes walk around with hard-ons all day thinking about what they'd like to do to you!" She didn't appreciate that comment. We composed ourselves, dressed for dinner and met Dan and Sarah at our usual table. We were late but they didn't mind. Anne was quieter than usual while we ate. I knew she was nervous because she practically guzzled her first glass of wine and consumed two more glasses before dinner was over. After dinner we walked down to the beach to see the moonrise and then we went to a comedy show at an outdoor amphitheater. When the show was over, Dan invited us up to their room to watch a video he had taken of Sarah para sailing that morning. As Dan set up his laptop, I volunteered to mix up some gin & tonics, keenly aware that when Anne gets drunk she often loses her inhibitions. I'm not sure what I wanted to happen, but I was horny enough to take a risk. Dan set the laptop up on a coffee table in front of a small couch. Dan and Sarah sat on the floor and, after bringing out the drinks, I joined Anne on the couch. After the video we looked at photos Dan had taken of the vacation so far, and then some other pics from a trip to Cancun. I went out to fix more drinks and when I came back Dan had moved up to the couch with my wife, so I sat next to Sarah on the floor. It was hard for me to see the screen at that angle, so I put my arm behind Sarah and leaned in to her a bit in order to get a better view. I think we were all feeling the alcohol by this time. Sarah snuggled into me and I put my arm fully around her as we watched. Neither Dan or my wife said a word. Dan got up to get the third round and I could tell from the first sip that he'd made them extra strong. There is fine line between getting drunk and losing your inhibitions and getting drunk and not being able to function. When Anne started slurring her words I was afraid we'd crossed the line. We were discussing logging on to Anne's facebook account to look at some of our kids pictures when Anne abruptly announced it was time for her to go to bed. She tried to stand up and almost knocked the computer over. I realized that I had to get her up to our room and that any chance of fucking Sarah from here on in was highly unlikely. I was just drunk enough myself that I failed to get Anne off the couch and Dan and Sarah had to help me. After we got Anne standing, Dan took one arm and I took the other and we pointed ourselves towards the door. Sarah said, "come back soon," and I wasn't sure if she was talking to her husband or me, or to both of us. We made it up the elevator and to our room and I planned to just lay her down in bed and let her sleep it off, but Dan asked, "shouldn't we take her clothes off?" I went to pull out her nightgown but it wasn't where I thought it was. By the time I got back, Dan had removed her shirt and was undoing her bra. Anne stood up on her own power and unfastened her shorts and began to pull them down. She stumbled into Dan and they both fell onto the bed. I pulled her shorts off and was suddenly aware that Dan was groping Anne's left breast. She looked at me as if to say, "I can't help myself", and then turned her face to him and they kissed each other, right there in front of me. I laid down the nightgown on the bed and sat down in the chair and started to rub my penis. As they kissed, Dan moved his hand over and around Anne's tits, squeezing her nipples one at a time. Then he moved his hand down between her legs and rubbed her cunt through her panties. Anne opened her legs slightly, pulling her right leg up so that she could push her pelvis in rhythm to his strokes. After three of four minutes of this, she was breathing pretty heavy and started to cum. Dan pressed on and she came in waves. When she was finished Dan sat up and began undressing. Caribbean Surprise I'd never been in a situation like this and was beginning to get uncomfortable, but I kept watching. He took off his shirt, then pulled down his shorts. He had quite an impressive erection. Anne sat up and pulled down his underwear and he kicked them aside with his shorts and stood there before her completely naked. Dan's cock was much thicker and longer than mine and was glistening with pre-cum. I was shocked by what happened next. Anne slid down from the bed and took his cock in her hand and began giving him a blow job. Not once in over thirty years could I ever convince her to do that to me. She kissed the tip and licked the shaft, then took the whole thing in her mouth as far as it would go. Dan said, "Jesus," and looked at me. I smiled weakly and gave him a thumbs up. She didn't suck him for long, if that was any consolation. Dan helped her stand and for a minute they just embraced and kissed, her hands around his neck, his hands on her back and ass. Dan broke the kiss and started pulling down the bed covers. Anne came over to me, sat on my lap and kissed me. I could taste Dan's pre-cum on her mouth. She said, "thank you." Then she stood up and wiggled out of her underpants. Dan led her to our bed and she laid down on her back and spread her legs. Dan mounted her and she let out a small gasp as he pushed his large cock into her waiting cunt. I heard a tap on the door and I jumped. I had forgotten all about Sarah. I went to the door and opened it with my finger on my lips in the universal "don't talk" sign before she could ask what was going on. She looked puzzled as I took her hand and led her through the little bar area and to the bedroom. Dan was now fucking Anne pretty hard. His upper body was raised above her and he had her hands pinned down on the mattress. Anne's legs were wrapped tightly around his thighs pulling him deeper inside her. Sarah reacted by turning to me and putting her hand on my erection. She gently pushed me back through the bedroom doorway and kissed me in the bar area. She took my hand and led me to the elevator where we kissed some more. When we got to her room our clothes came off in a hurry we began what turned out to be over two hours of torrid lovemaking. Sarah was a dream fuck. She did everything that Anne wouldn't do and she did it very well. I squirted on her tits and face early after an incredible blow job, but quickly recovered. She came four or five times, loudly enough that I was sure the people on either side of us could hear. After my second orgasm, deep inside her as I looked down on her beautiful smiling face, we both fell asleep. It was just after one o'clock in the morning. Around four thirty the phone rang. It was Dan saying my wife wanted to see me. I put on my clothes, kissed Sarah and left with great apprehension. When the elevator door opened, Dan was standing there. We talked quietly for a minute. He wanted to know if I was okay with everything that had happened and went on to tell me how lucky I was to be married to such a hot woman. I returned the compliment about Sarah and we shook hands. When I got back to our room Anne was awake and sober. She had her silk night gown on now and we held each other in bed for a long time without saying a word. Finally she started to apologize and I quieted her with a kiss. I felt my cock getting hard again and thought for a moment she was going to let me fuck her. Instead she pulled away and we talked about what had happened, eventually falling asleep. The next day was weird to say the least. We didn't see Sarah and Dan until after lunch. It was awkward at first, then Dan broke the ice by asking us how we slept. Sarah was more serious and suggested we go back to their room and talk. We did, and we had a good honest discussion about what had happened. It turned out that we weren't the first couple Sarah and Dan had exchanged partners with. They had been having discreet sex with another husband and wife on and off for two years, back where they lived. They way they described it, it sounded natural and healthy. No one wanted the last few days of vacation to end on a sour note and, as we talked, we admitted that we all had liked what had happened the night before. I was mildly shocked when Anne said she would do it all again if she had the chance. So a deal was struck: for the last days of vacation we would enjoy the sun and surf as two couples, but when it came time for bed we'd trade partners with no restrictions. It worked to perfection. As I write this nearly a year later, we have remained good friends and have met twice since for sex. Once in Mexico for a week and just recently at a hotel in the city where Anne and Dan had grown up, when we were both visiting relatives. In the meantime Anne has become a different person in bed and we've reached a level of sexual happiness I never dreamed possible. God bless the Dominican. Caribbean Surprise Caribbean Jen left her boyfriend's house early. Like usual. She enjoyed the sex they just had but was going to miss him on his business trip to Puerto Rico. She got in the car and drove away. By the time she got on 66 she noticed a note under the windshield wiper. That's odd, people never left annoying flyers on her car when she stayed over. She grabbed it before merging onto 66 for the ride home. It wasn't a flyer though. It was an envelope with her name typed on it. She was intrigued. She wanted to open it right now but was driving her usual 70 mph on 66. Speed made her wet and it helped that the wetness was mixed with the cum Steve just shot into her while they said goodbye in bed. She loved the feel of his cum in her panties. And how his cock fit into her so perfectly. It was a great way to start the day. She pulled over in a parking lot for Harris teeter on 50. And opened the letter. In it was type written instructions on a single piece of paper. It said: Surprise Mission. Today at 2 PM you will shower and shave carefully. You will then pack a bag with sundresses for four days. Heels, sandals, and two bathing suits. You are to report to Dulles Airport by 4:30 pm and board JetBlue Flight 2317 to San Juan PR at 600 pm. Your confirmation number KYXZUL. However prior to boarding the flight you are to use the women's room next to gate B6. Go to the handicapped stall and open the panel on the right wall. You will receive further instructions then. You giggle and think he has lost his mind. But this is such a romantic move. You have to go. And the thought of a resort with Steve in the Caribbean?! You immediately text Steve for details. He immediately writes back . . . "Follow the instructions. No panties. No bra and looking forward to our little adventure. " So Jen makes arrangements to meet the deadline. She tells her family that the store she works for selected her for training. And she has to go. She then follows the instructions, shaving herself as smooth as she has ever been and plays with her swollen clit. The anticipation has made Jen feel so naughty. She throws her favorite sundresses in a carryon and picks her sexiest most comfortable shoes and heads to the airport. She breezes through security and heads for the bathroom. The handicapped stall is empty. And as the note described there is a panel. Jen pries it open. In there is a sealed box with her name on it. She opens it. "What's your game Steve?!?!" In the box is another letter. And also a vibrator. And lube. The letter says: "To ensure you have a good flight, I bought you this vibrator. Please insert it. Also please connect to the plane's WIFI. The code is "SteveSmiles". This vibrator is controlled by an app on my phone. While I am preparing witnesses I will be sending you pleasure. Can you be a good girl? Also a car will pick you up at the airport. He will have your name. Love you Fire." Jen was impressed and soaking wet. A four hour flight and Steve was in control. God she was horny. Would she cum on the plane? She immediately removed the vibrator and turned it on. It felt good. She turned and left as they boarded her flight. As she waited in line the vibrator slowly started to work. And her legs became weak. A text came in from Steve. "Ready for your flight?" Jen settled into seat 8A. Window. The vibrator in her pussy had stopped. She was relieved. It was going to be a long flight. And her lust was already maximized. She was going to see Steve and spend a few days in the Caribbean. And he had surprised her now. Twice. First with the trip then with the hidden remote control vibrator. Jen was already wet with anticipation and the hum of the vibrator nestled nicely in her pussy and up against her g spot was a nice distraction. Jen was seated next to a business man who looked her over twice and warmly smiled. He was in a very expensive suit. Has dark hair and gray eyes. The plane started to taxi and Jen logged into the wifi network. Jens phone immediately vibrated. She received an IM from Steve. "Speed gets you wet doesn't it?" The plane began its run to takeoff. The planes speed exponentially increasing with the thrust of the engines. And the vibrator came to life. Strong hard pulsations resonating deep inside her pussy which seemed to be increasing with the speed of the plane. Jens nipples were immediately hard as the sensation from her pussy set each of her nerve endings on fire. Jen gripped the seat rest as the plane went faster and the vibration in her pussy increased. Jen was on the verge of having an orgasm, here in seat 8A. She ran her fingers down her bare legs adding to the pleasure as the plane left the runway. Beads of sweat rolled down her chest and down to her heaving breasts. The vibrator intensified. And Jen bit her tongue as she ground her how into the seat. The businessman looked over at her. "Are you ok?!" Jen could barely breathe. "I'm fine" she said breathlessly. "Just a little tense on take-off". "Do you want to hold my hand?" He said with a grin? As he said it the vibrator increased its speed. Jen's juices were coating the vibe and were running down her pussy's swollen lips. Jen just nodded. He reached his hand over and brushed her extremely hard nipple which was visibly poking through the flimsy fabric of the sundress. Jen moaned. And ground into seat to meet the intense vibration. Once the businessman's hands met hers it became too much and Jen started to cum. She bit her lip as the waves of pleasure tore through her body. Her clit was swollen and her juices poured from her pussy as the pleasure overcame her. She stifled the moans and ground further into seat and rolled her eyes back. She gripped his hand tightly as the orgasm continued to roll over her. The vibration stopped at that point. And she was able to catch her breath. The stranger smiled and said "see flying isn't that bad!" He had no clue that he just helped Jen have her first orgasm of the trip. Jens phone buzzed. An IM from her most evil boyfriend "I do hope you were able to keep quiet. You will be picked up at the airport by Marcos and Christina. They will have a sign with your name. Please be nice to them. They are looking forward to meeting you. They might take you sightseeing for a bit while I finish up my work here. Have fun with them." Jen fell asleep wondering what was in store next. And was a little upset that Steve wouldn't be meeting her at the airport. But this was a work trip for him and so she couldn't be too angry. As Jen drifted off the cool air from the plane dried her sweat. She was roused from her sleep by a light throbbing from the vibrator. Like a heartbeat. And a text from Steve. "You are landing soon. And I can't wait to see you later tonight. Have fun on your tour! " What was he planning next? Her anticipation was growing. And her pussy started to moisten as the vibrator continued to pulse. She was going to fuck Steve so very hard when she finally got to his room. Jen exited her flight at San Juan precisely on time. It was 9 PM and the Caribbean air felt good on her skin as she entered the terminal. She was a little high from her orgasm at the beginning of the flight and the vibe was sporadically driving her to the edge. Steve was learning her body so very well. Just then Steve texted her. "Please remove the vibe before you meet Marcos and Christina." Jen needed to visit the restroom anyway and went and did as she was told. She exited security and saw an extremely attractive couple holding a sign that simply said "Jen". Christina was brown skinned, with striking green eyes and long flowing brown hair held in ponytail. She was about 5'6" but in the black Blahnik closed toed pumps she was wearing she was easily 5'10". She wore a short black pencil skirt cut high above her knees a white shirt and a black men's tie. She had high cheekbones, beautiful teeth and was wearing black trendy glasses. Her body was beautiful. Full hips, long legs and ample butt and 38D breasts. Her nipples were hard as Jen always noticed such things. Marcos was equally hot. Lighter skin, about 6'3" in black slacks a white button down shirt. He was well toned with a boxers build with a solid jaw, light brown eyes and an infectious smile. Jen thought these two would be fun to play with. She'd have to talk to Steve about that. Both Marcos and Christina warmly greeted Jen like they knew her. "How did you know it was me?" Jen asked. "Because Steve said his girlfriend was smoking hot" said Marcos. "And clearly you are hot." Added Christina. Jen was taken aback about the dual compliment. Christina bent down to pick up Jens bag at her feet. And while getting up inadvertently ran her fingers across Jens sopping wet upper thigh. The touch sent shivers down Jens spine and immediately sent her into arousal. Was that on purpose? Christina just smiled and Jen thought she might have winked at her. Jen made small talk in the back of the town car with the two divers sitting up front. their questions were pointed and mostly about Steve and her relationship. The first stop was to a beautiful bar overlooking the Caribbean. Next to the bar was a very dark portion of beach. No one from the bar could see onto the sand as it was surrounded by dunes. Marcos went to drinks and Christina asked Jen to dance as salsa pulsed over the bar speakers. Jen complied. Christina grabbed her hand and brought her to the dance floor. Christina pulled her very close and immediately pressed her body and breasts against Jen as they danced rhythmically together. Jen was completely turned on. She hadn't been with a woman in a while. And Christina seemed like she would make her cum in seconds. Jen moved her hands from Christina's back down to her ass and pulled her body closer. They were rubbing their sex against each other. Christina let out a soft moan as her hands started to move to Jens breasts and nipples. She expertly began to tease Jen's nipples and make them rock hard through the sundress fabric. Jen let out a soft moan when she felt two more hands around her waist. Marcos was dancing behind Jen and was grinding his now hard cock against Jen's ass. He had a large dick and Jen knew that as long she told Steve every detail he would love for her to fuck them. So Jen deeply kissed Christina. Her tongue, soft and yet powerful, darted into her mouth. Christina nibbled on Jen's lower lip and Jen moaned. Marcos kissed Jen next from behind while Christina attacked Jen's neck. Jen was on fire. Her pussy was sopping wet. She had to see their bodies. Feel them. Christina seemingly read her mind and placed Jen's hand under her skirt. Christina was smooth and dripping wet. Jen inserted two fingers into her new friend and Christina moaned loudly, her juices soaking Jen's hand. Marcos grabbed Jen's hand and licked it clean. Marcos expertly took each of Jen's fingers into his mouth and lightly sucked Christina's nectar from those fingers. Christina feverishly kissed Jen's lower neck and chest while grabbing Jen's breasts. She clearly knew what she wanted. Christina grabbed Jen's hand and Marcos and led them both away from the dance floor. Christina walked first and Jen loved to see the sway of her ass with the athletic toned legs and the red bottoms of the Blahnik pumps. Christina led the three of them out to the dock. And over to the isolated part of the beach. Except a double king sized blanket had been laid in the sand and tiki torches lit up the area. No one was around but Christina and Marcos likely had this planned. Was Steve in on this? Christina kicked off her shoes and picked them up with her free hand. Marcos did the same. Jen followed suit. When the arrived at the blanket Jen immediately pulled Marcos close and kissed him deeply. His muscled arms pull her close to him. He had rock hard abs and based on the swell in his pants his cock would feel very good filling her pussy. Christina came up behind Jen and grabbed her sundress by the arms. Marcos grabbed the dress at the bodice. And Marcos and Christina violently pulled, tearing the sundress off of Jen's body, leaving it completely in tatters on the sand. Jen let out a long lustful moan as the cool Caribbean air kissed her body. She was now completely naked in front of her new friends. As Marcos and Christina fervently kissed and licked Jen's nipples Jen grabbed for Christina's clothes. Jen popped the buttons on the white shirt Christina was wearing and unzipped the skirt. Christina was beautifully shaped and she wore a gold thong bikini bottom and lucky gold Victoria secret push up bra. Jen noted that the front of Christina's panties was noticeably wet. Jen needed a taste but first Marcos. Jen and Christina attacked Marcos. Each of them kissing his lips, his neck and pulling at his shirt and pants. Once they removed his clothes Jen took in his body. He was chiseled. Had a military tattoo on his right arm, and had a long thick cock that was throbbing and probably about 10 inches. Did this guy do porn? He was hot and Jen decided right then that this would not be an encounter using condoms. She wanted to taste that cock and have him shoot his cum all over her face. The flames from the tiki torches danced with the ocean breezes. The shadows created seemed to dance. Jen was thrown to the blanket by the two of them. "You are going to cum for us" they said to Jen. Marcos and Christina immediately attacked Jen's body with their hands and lips and tongues. The two of them explored every inch of Jen's skin causing her to writhe in pleasure, to moan asking for release. Marcos and Christina held each other's hands as the started to lick Jen's pussy. Christina hit Jen's clit first and Jen moaned loudly and grabbed Christina's hair holding her head firmly at her clit. Marcos had his tongue deep inside Jen's pussy and he began to fuck her with his tongue. Both Christina and Marcos we using their hands to play with Jen's completely erect nipples. The sensation was amazing. Jen was bucking her hips and moaning loudly. She started talking dirty "you are both going to make me cum! I'm so fucking close, don't you dare stop!!" But they did. They disengaged and and smiled and said she couldn't cum yet. She needed to be filled with Marcos cock while eating Christina's pussy. Jen attacked Christina and removed her bra and panties. Christina was hot. Her body was very womanly. She had beautiful curves in all the right places, a pin-up model fantasy. Her nipples were small and very hard. Jen took one into her mouth and Christina immediately began moaning loudly and bucking. She was extremely excitable. She moaned and swore in Spanish as Jen started to finger her. Marcos laid them both down and took his huge cock and started to rub it along Jen's sopping wet pussy. Jen could feel the heat from his cock and the blood flowing through his cock. She needed to feel that cock inside of her. Christina straddled Jen's face and Jen tasted Christina for the first time. He nectar was sweet. And her lust was undeniable. She immediately ground her pussy into Jen's face, which was now soaking wet from Christina's juices. As Christina's first orgasm mounted Marcos stuck his massive cock into Jen's pussy. He was huge but Jen was so wet that she could take it. She felt so full. As he began fucking her she moaned deeply into Christina's pussy which drove her further toward her orgasm. Jen was out of control. Marcos was pounding her and Christina was grinding and Jen wanted to cum. Marcos pulled out of her pussy. "I need to cum in your ass". Jen moaned loudly as the salacious prospect of having that monster cock fill her ass with cum. He laid down and Jen laid on top of him with her back on his stomach. He then pushed his cock into her tight ass, the wetness from fucking Jen's pussy easily coating him and making it easy to slide into her asshole. She moaned loudly as that huge cock slowly started fucking her ass. Christina got on all fours over Jen's head so Jen could taste her pussy in between her screams of pleasure from having such a huge cock fucking her ass. Jen began to moan "I need to cum and I want some cum in my pussy." Christina dutifully complied and began to lick Jen's clit. Expertly. Jen was on fire. She closed her eyes as her orgasm built. While her eyes were closed she felt a hand in her hair and cock slowly brushing her pussy and then exquisitely entering her pussy. She was being double penetrated. But she knew based on the hand in her hair who it was. She opened her eyes. Steve was looking back at her. Smiling and lustful. He whispered in her ear, "surprise". And he began to fuck her. And Marcos continued to fuck her ass. And Chrustinas tongue was firmly attacking Jen's clit. Jen began screaming. She was cumming. Jen screamed "I'm cumming oh fuck I'm cumming". Marcos and Steve both sweating profusely picked up their tempos. Steve was thrusting, his balls hitting Jen's ass and his shaft being licked by Christina feverishly working Jen's clit. Jen started to cum. And she dug her nails into Steve's back. And kept her legs locked around Steve's waist. And she screamed as everything went white. Her orgasm overtook her. Flowing over her like the cool night air. As her orgasm began to subside Steve and Marcos tensed up and each came shooting their hot cum deep into Jen's pussy and ass. Jen could feel both cocks cumming at the same time and she immediately had a second orgasm, she shook and screamed as she was filled. The sweat dripping down her body onto Marcos and Christina. All of them collapsed on the blanket. "Surprise Fire. Welcome to paradise." Steve said with a smirk. The end. Caribbean Swap Over the years he'd run into a couple of old classmates here and there but only once had the contact been anything more than a couple of awkward minutes. This time however he'd been on vacation in St. Martin with a current girlfriend, Amy, and run into one of his old basketball teammates and his wife, Andy and Michelle. They'd met the first night at the orientation dinner and even though Mike hadn't wanted to, his travel companion and his former teammate's wife decided they should all go snorkeling the next day. It turned out to be more fun than Mike had expected but being on the boat and in the water all day had led to his date getting more sunburned than she'd wanted, even though he'd continually warned her to apply more sun screen. That night she'd skipped dinner and when Mike arrived at the hotel restaurant Michelle waved him over to sit with them. After two glasses of wine, and being in the sun all day, Andy was ready to crash but Michelle wanted to dance at the nightclub two blocks down the main drag from the hotel. Explaining during dinner what had happened to Amy, Mike figured it would be an early night for him too, albeit one where he wouldn't be getting any of the fantastic sex he'd gotten the night before during his first night on the island in a strange bed. Well, it turned out that he needn't have worried about no sex that second night. The dance club was filled with young college-aged kids and Mike and Michelle stood out as a somewhat older, yet pretty hot couple, especially when Mike took Michelle out on the dance floor and the two showed the youngsters what dancing was all about. Years before Mike had taken a dance class in an effort not to be embarrassed at a wedding reception and over the years his dancing prowess had gotten him laid just as much as his quick wit and great smile. Dancing for the younger crowd had brought out an almost competition-like intensity to the two 30-somethings and after an hour of dancing and drinking the two were more like seasoned lovers moving in synch than mere acquaintances. The more they danced, the more the younger kids admired them and the more the buzz in the club became about them than anything else. After a while they both needed a rest, the tropical humidity had made them both sweaty and tired and besides a drink they needed some air, fresh air outside the club and away from the rest of the eyes upon them. Taking their drinks out on the terrace, Michelle suggested they walk on the beach back to the resort and as tired as he was from the day's exertions, Mike never thought to argue. The sounds of the main drag quickly faded away and the light fog that had formed from the humidity in the air proved to be a liberating factor for Michelle. Running ahead of Mike playfully, she darted into a small grove of palm trees and ducked in and out of them, playing a grown up game of peek-a-boo with her new friend. Mike just didn't want to lose her and when she jumped out in front of him and he ran into her, they both spilled over and fell to the cool, soft sand. Mike tried to extract himself from on top of her but Michelle had other ideas and locked her hands and feet around him and pulled him in for a passionate kiss. Not totally surprised, Mike responded in kind and soon sported an impressive erection that began to bore into Michelle's midsection. On breaking their lip lock, Michelle couldn't resist commenting. "I kept feeling that bulge all night long when we were dancing and now I want to feel it where it was meant to be," she said. Moaning, Mike just reached back down and kissed her again and rubbed his hardening phallus into her in a sinuous motion that just reminded her of his impressive dancing. "I knew you'd be a great lover by the way you danced," said Michelle. "I've been wet ever since our first dance and now I want you to fuck me with that hard cock of your." Knowing he'd get to that soon enough, Mike took advantage of the situation and peeled back the thin shoulder straps of her dress with his teeth and licked at her heaving breasts. The moan that escaped her lips was eerie, a perfect blend to the fog and waves lapping at the shore. Her hips undulating under him, Mike knew what she wanted but he was going to make it last. Using his greater weight and position on top of her, he loosened her grip and made his way down her sweat-soaked body, licking up the salty beads of her perspiration as they rolled down from the undersides of her breasts. Using his tongue, he licked up and down the firm orbs and brought her nipples to hard points in the cool, moist air of the Caribbean night. By now, Michelle had been on the brink of orgasm since her first dance and was almost on a sexual overload. So, when Mike lowered his aim and made his way down her belly, with a quick detour into her navel, and then down to her soaking wet panties and the treasure therein, she exploded into orgasm at the first touch of his tongue on her clit. The almost electric jolt he felt when she went into spasm told Mike not to stop but to increase his attack, licking her clit hard while inserting two of his fingers into her moist womanhood and finding her g-spot on the front wall of her vagina. This sent Michelle into orbit and she did something she'd never done before with Andy, she squirted a massive load of cum all over Mike's face, neck and chest. Panting in heat, Michelle was about to tell Mike to fuck her but he was already there and placed his impressive shaft into her, and before she even realized it she'd had another massive orgasm when he finally bottomed out in her pussy, deeper than any man had ever been before. Using the same muscles he had to move her around the dance floor, Mike thrust into her deeper and deeper, alternating his strokes and depth and taking Michelle on a ride she'd never had before, providing her with four orgasms before he shot what felt like a quart of semen far up into her. When he'd finished, sweating and panting, Mike told her it was the best sex he'd had in a long time and Michelle went him one better by telling him it was the best sex she'd ever had as she'd never had an ejaculatory orgasm before. Thinking they both needed to rinse off before they got back to their respective mates, Mike was going to suggest a dip in the water until they both heard clapping coming from behind one of the trees. "You two are the hottest couple we've ever seen," said one of the girls who'd been in the dance club with them. But when Mike explained they weren't really a couple and they had to get back to their own partners, the girl and her friend offered to let them rinse off in the shower inside the hotel they were outside of. Michelle was embarrassed, but that didn't stop the two of them from taking the girls up on their offer and then taking advantage of the situation by going for round two in the shower of the girls' room with the two college girls listening through the door.