2 comments/ 84344 views/ 19 favorites My Dare Ch. 01 By: Chuck_etal I was standing on the lanai staring out at the greatest view in the world. My second floor condo was on Napili Beach on Maui, facing the island of Molokai. Beyond the small lagoon was an open waterway that was a favorite playing ground for humpback whales migrating back North this time of year. I should have been happy; after all, it was the Christmas holidays, and I was in Paradise. But I was alone for the first time in 30 years. My wife had left me for another, younger man, and the one thing that I insisted on in an otherwise-amicable split of assets was the Hawaiian vacation we had scheduled (and which I knew she would love to take her new "boy-toy" on). So here I was, with 15 days to kill in "our" favorite spot in the world. I don't want to dwell on the past. Suffice it to say that I had gotten past the shock, anger, hurt, and "oh, poor me" stages and was ready to start the rest of my life. I had maintained more than $2 million in the assets split, was on good terms with our 22-year-old daughter who now worked in Denver, and had a consulting job that allowed me to work when and where I wanted. I had worked hard to take off 30 pounds of middle-age fat and was in better shape than I'd been in 20 years. I was determined that I was going to enjoy this vacation. I didn't realize just how much it would define my life. Besides the shirts, shorts, and sandals that are all you need to go anywhere on the island, I had brought a digital camera, a dozen paperbacks, my MP3 player, and plenty of running clothes. I stopped at a local snorkel shop for mask and fins and was now ready for two weeks of sun, sand, and sea. Since it was mid-morning, the first thing on my agenda was a 5-mile run. I walked back into the condo and had just put my jogging shorts on when I heard voices coming from the unit directly below me. Great, there goes the neighborhood! Water running, doors slamming, flip-flops flopping. I grabbed my shoes and followed the noises out toward the beach. Looking over the railing of my lanai I saw three ladies appear below, heading toward the beach a few yards away. OK, there couldn't be many more in that 1-bedroom unit, and at least they weren't grade school kids. I sat on the lounge chair to put my shoes on, checked that my key was tucked away in my hidden pocket, and stood up to go back inside. I glanced out at the beach and saw my downstairs neighbors at the water's edge, all shading their eyes and staring out to sea. Maybe they see whales, I thought. Grabbing a pair of binoculars (conveniently provided by the condo owners), I started scanning in the direction they were looking. Sure enough two spouts appeared several hundred yards out. "Good eyes!" I yelled to the trio. They turned and I gave them a grin and thumbs-up. They waved as one and turned back to watch. Whale watching from the beach is tough, especially at water's edge. I had the better view from the second floor, particularly with the high-powered binoculars. I could see the size and regal beauty of the largest whale and recognized the second as a much smaller animal. "It's a mother and calf," I yelled to the girls. They obviously heard me since the middle one started to jump up and down in excitement. I aimed the binoculars down at the movement, and was rewarded with a view of a spectacular pair of legs-runner's legs, if I wasn't mistaken. No, three great pairs of legs, all slightly tanned like they had just arrived like myself. Since all three had cover-ups on, I could only guess at ages or shapes beyond the legs. A passing lecherous thought, and I returned to watching the whales. They eventually sounded and the show was over. Turning to head back into the condo, I thought to myself, "This is a good start to the vacation. Whales in the first hour, and I've kind of broken the ice with my neighbors." I assumed they were attached, gay, old, or out of my league; but at least they wouldn't look at me like a freak if I spoke to them again. I headed out of the condo complex on my run. Napili is an isolated community but is right next to Kapalua at the western edge of the "tourist" part of Maui. So it wasn't more than a mile before I was running on roads that were mostly for local and a few surfers' use. For 45 minutes I listened to music and thought about filling the companionship gap during my stay. First, I needed to find out more about my downstairs neighbors. Then there was a cute girl (mid-twenties) who worked in Lahaina and had attracted my attention the last time I was here with my wife. Back then I just passed it off as flirting-now I could see if it was more than that. And if none of that worked out, I'd check the beaches in Kannapali and Kehei, where I knew that at least the snorkeling and bikini watching were worth the drives. I had turned around and was nearly back to Kapalua when I saw another jogger approaching. It was clearly a woman. As she came nearer, I recognized the "bouncer" from the beach. She was about 5'4", late 30's, about 110 pounds, with dishwater blonde hair pulled back in a ponytail. A black sports bra kept very nice B or C tits squeezed in for jogging, wrap-around mirrored sunglasses hid her eyes, and her skimpy running shorts highlighted those legs I had noticed before. I took out my earbuds and said "Hi, neighbor," as we passed. She glanced at me, quickly smiled then turned immediately to join me as we jogged along the sea wall. "Hi-you're the guy in the condo above us, right?" she said as she caught up on my right. Not surprisingly, she wasn't even breathing hard since she had just started out. "That's me-Steve Riggs. Are you heading back already?' I asked. "Jenny Hendricks," she said as she held out her left had palm up. I slapped it in greeting. My sweat didn't seem to bother her. We ran back toward the condo, even though Jenny had just started. She said that she just needed to loosen up after the trip from the mainland. As we talked, it turned out that Jenny, Susan, and Amber were all from Seattle and were in Hawaii to celebrate Amber's 30th birthday as well as Susan's recent divorce. I took that opportunity to give Jenny the short version of my story, without sounding bitter. While I hadn't met the other two ladies, I didn't want to kill all chances with Jenny by coming across as someone needing a shoulder to cry on. No one comes to Maui for that. Jenny asked me how far I'd run, and seemed impressed with my answer. I pointed out that I was in the best shape of my life and that I normally ran at 6000 feet, making sea level seem easy. Her eyes looked me up and down as we ran; I assumed she was assessing my comment about being in shape. We reached the condo complex, stopped, and stretched for a few minutes. It was now my turn to more thoroughly take in the charms of my "running mate". Jenny had spread her legs apart, bent over at the waist and was pushing on the ground. The shorts pulled up to expose her taut inner thighs. The globes of her ass were clearly defined by the nylon shorts, and the small of her back was sexy as hell. She caught me looking at her tight butt and thighs as she looked up between her legs. I smiled and said, "Let me help." I walked around to her front and gently pressed on her shoulders. I could tell this girl was limber as her head nearly touched the ground. We stayed that way for about 30 seconds, as Jenny rotated her head slowly to work out the back and neck muscles. I realized that she also was able to see up my legs and under my running shorts as she turned her head. Oh well, fair is fair I reasoned. I let up on Jenny's back and helped her stand. As my hand left her arm, it occurred to me that she hadn't said a word since she'd caught me looking at her ass. "I apologize for staring at you, but there is no way that you could be 30 with those legs and that butt," I said. "Actually, I'm 35, thank you, and there's no need to apologize," she said with a smile. "We all came to Hawaii hoping that we would still be noticed, so my bending over and sticking my ass in your face was not exactly an accident." "Well then, nice ass," I replied. We laughed and began to walk back to our units. "After I cleaned up I was going to make some coffee," I said. "Would you and your friends like to come up and join me?" "Amber and Susan were heading into Lahaina when I left," she said. "But I'll be up in half an hour." We agreed to meet and headed our separate ways. ***** Jenny couldn't believe her luck. Steve was just what the doctor ordered for her, and probably for her girl friends too. He seemed like a great guy, was unattached, and not afraid to joke around. They had checked him out at a distance as they stood on the beach and he had been on his lanai. Amber had commented to the others as they pretended to concentrate on the whales, "Nice. Our age and hopefully alone. I get first dibs when we get back from shopping." They had all laughed, knowing that the guy was probably there with his wife and two kids. Now Jenny was chuckling to herself for another reason as she stepped out of her running shorts and pulled the sports bra over her head. Steve was definitely eligible and, she hoped, willing. She had seen a nice bulge when he was helping her stretch, and with a little encouragement, she was sure he would show her more. Jenny stood in front of the bathroom mirror admiring her still-perky breasts and trimmed reddish-tinted bush. All three women had gone to the tanning salon in Seattle a few times so they weren't completely white in Hawaii, and all three had gotten bikini waxes as well. Susan had hinted at something more, but no one had seen the others naked yet. Jenny ran her fingers lightly over her pussy lips and through her close-cropped pubic hair. Her outer lips almost hid her prominent clit poking out the top. She used one hand to spread herself open and ran a finger none-too-gently along her inner lips to scratch the itch that had suddenly started in her pussy. She realized that she was wetter than she had been in weeks. Bringing her hand to her face, she sniffed the musky aroma. She reached down with both hands, opening her cunt with the left and shoving two fingers in as deep as possible with her right. She watched herself in the mirror as she pistoned in and out, juice starting to splatter the sink top. Just as she felt herself cuming, she grabbed her clit with her left hand, her tits with her wet right hand, and leaned back. Spray flew out as she came, hitting the mirror four feet away. She continued to tweak her clit as she came down from her high. With a final shudder, she tweaked her nipples one final time, quickly wiped up her squirt with a Kleenex, and climbed into the shower. As she shampooed her hair and soaped her body, she recalled why they were here. Jenny, Amber, and Susan had come on this trip not only to excise some demons, but also to get laid. All three had been "off the clock" for several months; Amber was the most vocal about her need for cock, but Jenny knew she had almost as much desire but wasn't willing to say it out loud. While the three were good friends and admired high points of each other's bodies, they hadn't fooled around. At least as far a Jenny knew. Climbing out of the tub, she grabbed a towel and turned to look back at her high point in the mirror-her ass. She ran for one reason only and that was to keep her buns and legs taught. Face, tits, and tummy seemed to be holding up by themselves. So while Amber did crunches to preserve her hourglass figure and Susan spent hours on her face and hair, Jenny ran. Running the hair dryer quickly over her head, she opted for the wild, wet look and turned to dress. Cotton shirt, no bra. Thong and short, schoolgirl skirt, both black. She wanted to keep Steve interested and even thought about leaving the panties at home. No, too much. As she slipped on her sandals she checked herself out one last time. "Not bad for 35," she said out loud as she turned to walk out the front door. ***** I went in, ground some beans, and started a pot of coffee. I then jumped in the shower, quickly cleaned up, shaved, and was ready when Jenny knocked at the door. She cleaned up well--yellow flip-flops, bare legs, a short black pleated skirt, and v-necked white knit shirt. I felt underdressed in my baggy shorts and muscle shirt, even though both had subtle Hawaiian prints. "You are now getting your second official admiring stare," I said as I let her in. She slipped off the flip-flops and left them at the door as she entered, flashing me that gorgeous smile. "I smell coffee," she said as she scanned the place. I had unpacked earlier so the condo met with her expectations. "Looks just like ours only no ladies' underwear lying around," she added as she walked toward the lanai to check out my view. Funny she should mention it, since she had clearly left her bra downstairs, probably in that mess of ladies underwear she was talking about. Her shirt wasn't tight, but there was clear sign of nipple-I'd estimate 34C now that the sports bra wasn't hiding her chest. Her hair was down, shoulder-length, damp and curly. I liked the fact that she had hurried to get here, but I wasn't going to insult her by saying so. I grabbed two mugs, quickly filled them, and followed her outside. I figured since she was from Seattle, she didn't need sugar or cream (I was right, by the way). Setting the mugs down on the table, I joined her at the rail. "Your view is better, but we can get to the beach easier," she commented. I casually put my arm around her waist, glanced at her and said, "Tell me about yourself and your friends." Jenny seemed a bit surprised that I asked, but had no problem with my arm. In fact, she subtly inched closer so that our hips were just touching. She talked about her job at Boeing, her failed marriage that ended seven years ago, her small house near Lake Washington, and her golden retriever named Sleeper. Jenny seemed comfortable on her own; she didn't mention a man in her life and I didn't ask. As she talked, I reached back to the table to retrieve the coffees, set hers on the rail, replaced my right arm around her waist, and sipped my Kona with my left. Jenny lifted her mug, sipped, and commented, "Great coffee." She continued with her description of her roommates. She had known Susan all her life; they had both moved from Northern California to attend the University of Washington or UDub as she called it. While there, they had met Amber as a new pledge at their sorority during their senior year. Following college all three had stayed in Seattle to take high-tech jobs; Jenny and Amber worked at Boeing and Susan was the brains behind a startup that had been recently acquired by Microsoft. Needless to say, Susan was paying for the trip; her ex-husband had gotten more than he deserved of the $20 million from the sale, but she still was set for life. Both Jenny and Amber were more than comfortable as well-paid engineers, but Susan was now in a league of her own. I was intrigued by Jenny's matter-of-fact description of the three women as computer engineers. I explained that I consulted on electronic subsystems myself and had found that my career field had very few females. An idea was forming in my mind as Jenny described her areas of technical interest; I'd need to meet the other two before I said anything. In the mean time, I had moved my arm from Jenny's waist and was holding the mug with both hands as I stared out at the bay. As Jenny talked, her left hand had casually moved to touch mine, and her fingers were gently running across the top of my right hand, down my wrist, and back up. It was almost like she was unaware of her actions. As I listened, my eyes were drawn to her light touches, and I felt my cock stir. I turned my head as though hanging on her every word, but in reality I was checking out her body language. As she continued to glance between me and the sea and describe their preparations for the trip to Maui, I became mesmerized by her full lips, flashing eyes, and cleavage that had appeared as she leaned forward on the railing. "...so we flew First Class thanks to Susan, got here about 4 hours ago, and found this helpful guy before we could even unpack!" she concluded, turning to face me. That was my cue to lean over and gently kiss Jenny. She responded by grabbing the back of my head, mashing her open lips to mine, and probing with her tongue. I broke away after a few seconds of our feverish lip lock and turned her toward the rail. As she leaned over with her breasts pressed to the rail, I knelt behind her and ran my hands up those incredible legs. Jenny lifted up on her toes, not to avoid my wandering hands, but to make herself more accessible. I pushed up under her short black skirt, and it followed my hands over the curve of her taut butt. I laid it on her lower back and slid my hands back down over her ass cheeks that were divided by a narrow strip of black thong. I caressed up and down, kneading the firm flesh, watching the thong slide deeper into the crack of Jenny's ass. I leaned forward first kissing and then gently biting the fleshy globes as my hand continued to wander over the sides and backs of her legs. When her skirt slipped back down, I reached up and pulled it over her hips and down her legs. She lifted one foot at a time to step out of the skirt, then planted her feet further apart. The thong had crept between her outer pussy lips, and as I ran my fingers up the inside of her thighs to touch those invitingly soft folds I was surprised at the juices I encountered. I touched the her again, running my fingers gently over the hairless skin, pushing the thong further in to her pussy. Jenny moaned, then reached back to slide the thong down over her hips. It stopped at the bottom of her butt, dangling from the crotch wedged between her inner cunt lips. Again I kissed and kneaded her butt, pulling the cheeks apart to expose her puckered asshole. Holding her cheeks apart with my left hand, I Dipped my index finger in the juices below and slowly circled the rosebud, then slipped the tip of my finger into her ass. "Oh my God, what are you doing to me?" she moaned. I answered by leaving my finger lightly inserted in her clenching butt as I pulled her panties down her legs. This time they stretched between her lower calves as she had neither the strength or desire to move her legs. ******* Jenny was turned on more than she ever remembered. Suddenly, she heard her roommates below as they walked out of their condo downstairs. They looked up, saw Jenny and waved. She called down in a shaky voice, "Hi. How was the shopping?" Susan replied, "Hey Jen, it was great. Check out our new bikinis." Amber was posing in a fluorescent pink micro bikini that barely covered either her tits or her pussy. She turned to demonstrate that the thong was even smaller in the back. Susan turned around in a lime green number that showed off her ample chest while covering more of her lower body. Jenny wasn't surprised because she knew her friend was still self-conscious of her weight. "We got you one too," Amber added. Since the railing hid them from Steve, he couldn't see who was talking or how they were dressed. Amber continued, "What are you doing up there? Something naughty I hope." Jenny surprised Steve by saying, "I just met our new neighbor, Steve Riggs. Right now he's got my panties around my ankles and is doing unmentionable things to me behind this rail. Come on up so he can see your new outfits." She turned to him without dislodging his finger and said loudly, "I'm sure that's OK with Steve." Steve nodded and grabbed one final handful of Jenny's ass, as she heard two sets of running feet heading for the stairs at the front of the building. Steve's finger slipped out of Jenny's asshole, and she reached down to pull her undies off as Steve stood to welcome her roommates. My Dare Ch. 01 Jenny stood before in the middle of Steve's condo in her white cotton shirt and nothing else. She watched as he inspected her shaved pussy lips below a small patch of medium brown pubic hair. She could feel that her prominent outer lips, which dangled almost and inch between her legs, were wet and swollen. She posed with her hands on her hips, smiling at his obvious arousal. Steve's shorts were bulging, and he blatantly shifted his shaft so it was less apparent and more comfortable. When they heard a knock at his door, Jenny ran to get it. She opened the door and Amber and Susan quickly entered. As Jenny scampered back to Steve's side, she knew that both girls were staring at her naked butt. Jenny possessively took Steve's hand and introduced her friends, "Steve, these are my best friends Amber...," as she pointed to her cute, curvaceous brunette friend wearing the bright fluorescent pink micro bikini, "and Susan." Susan was a stunningly beautiful blonde, and Jenny really wanted to help her get her self-esteem back on this trip. "What happened to your clothes, girl?" asked Amber. As Steve held up Jenny's panties, Amber continued, "I thought we'd be underdressed in these suits, but you've got us beat." Jenny turned to Steve and said, "Someone is clearly overdressed. We have to do something about that." She quickly unsnapped the front of his shorts, grabbed the sides, and pulled them to the floor. Standing, she firmly gripped his swelling cock as she again faced the girls with an innocent look on her face. Susan and Amber stood there staring. Jenny thought it might be the size of the rod she held, which had surprised her when she first saw it. Clearly they were amazed instead at their friend's action. Steve stepped out of his shorts and broke their reverie by saying, "You two are knockouts! And the suits are great. Since we're quickly becoming acquainted, it would be really nice to see what they are hiding." Susan put her fists on her hips and glared back at him, "Hold on Buster! Just because the two of you look like you're within seconds of rutting on the floor, what makes you think we want to join you?" Amber laughed and added, "Yeah, if Susan is embarrassed to be seen nude by a strange man, who are we to force her?" Jenny watched as Susan now turned her attention (and ire) on Amber. "Who says I'm embarrassed? I just think we may be rushing things. Don't tell me you're comfortable with this?" Steve held up his hands, trying to make peace. "Look, despite appearances, I'm not a pervert. I didn't pull my pants down and put my dick in Jenny's hand. I'm just a fellow engineer surrounded by three beautiful, barely-clothed women. I suspect that Jenny and I will be exploring carnal possibilities" - she squeezed his hand for that one - "and if one or both of you want to stay, that's fine. I'm sorry if any of this made you uncomfortable." Jenny let go and walked over to hug Susan. "Sweetie, I'm sorry too. I was just so excited to find out that Steve was everything we talked about when we were dreaming of this trip, and I wanted to break the ice." Susan hugged her back and said to Steve over Jenny's shoulder, "OK, I've got to learn to trust men again, and I can start by trusting my friends. If Jenny can be with you for less than two hours and surrender her panties, I guess I can accept you into our group." She pulled away and held Jenny at arm's length, "My only problem is that my two best friends have such perfect bodies and mine is showing the ravages of work and time." Steve laughed, "You've got to be kidding me! You look great in that suit. Tell you what-let's have a contest and I'll be the judge. Line up with your backs to me." The girls giggled but stood as he ordered. "Now take off your tops." Jenny pulled off her shirt without hesitation and now was completely nude; she looked to her right to see Amber untie her top at the neck and behind her back with equal speed, while Susan looked at her companions, shrugged, and unsnapped the catch on her bikini top. All three dropped their garments as Steve announced, "I'm going to first judge by feel." With that, he stepped up behind Jenny. She felt his cock pressing lengthwise between her ass cheeks, and then felt him reach around to gently caress and squeeze her tits. "Hmm, B size, firm, good-sized aureoles, and perky nipples. Oh, getting perkier," he noted as he pinched them to hardness. He next moved behind Amber. Jenny saw that the small strip of cloth covering her butt crack kept Steve's dick from repeating itself as it had with her. Again he reached around to caress Amber's tits. "Hmm, bigger, I'd say C cups, nice handful." Jenny saw his fingers twirl Ambers nipples, "but wow, those nipples must be at least a half inch long." He pulled away as Amber turned to give him a smoky look and reached out to run her hand under my dick to gently squeeze his balls. Steve moved to Susan. It was apparent to Jenny that he didn't want to scare Susan off, so he only lightly brushed his cock on her ass and ran his hands first from her neck down the sides of her arms, back up and down, working his way toward her front. At first Susan tensed up but then relaxed as he took his time getting to his targets. When he finally ran his palms over her breasts, she moaned and leaned her head back. "Oh my," he whispered, "These are fantastic! C, maybe D size." He hefted one then the other, "natural handfuls." He scratched at the nipples, evoking another moan, "and super sensitive." ******* I backed away from Susan, trailing my fingers along the sides of the breasts and down to her lower back. I stood back and announced, "I am completely unable to determine a winner. I have to move to the next event with a three-way tie. Amber and Susan, please take off the rest of your suits." Amber quickly pulled her high-hipped thong down over her butt. She shimmied a bit and it fell to the floor where she stepped out of it. The other two looked at her and gasped. Amber was completely bald with a tiny heart tattooed an inch above her clit. Susan again was slower, biting her lower lip as she got up the courage to slowly lower her bottoms. She squatted down to lower them to her feet, then stood with legs together and worked them to the side and all the way off. Her dark blonde muff was trimmed in a bikini cut, with a small amount of hair trying to hide her pussy lips. Now all three ladies were totally naked, facing away from me. I walked up to Amber first this time, gently grabbing two handfuls of butt as I caressed her neck with my lips. I murmured, "firm yet pliable, moderately wide hips, probably 36 inches around and" running my hands up the sides to her waist, "a narrow waist, probably no more than 23 inches." I dropped my hands down to quickly stoke her smooth skin between her belly button and cunt. Moving to Susan, I stood behind her and spent an extra few seconds gently kissing the hollow at her neck. "Beautiful, sexy, full bottom," I said. "Smooth skin with just the right amount of cushion. Probably a nice 38 inches." As I moved my hands up to her waist, Susan flinched. She had nothing to be embarrassed about however. Her waist was still well defined, again a with baby-smooth feel, and a barely-perceptible tummy bulge. Not mentioning the latter, I complimented her on all her high points and moved on to Jenny. I had seen this ass close up, so I extolled her bottom's virtues (tautness, slim hips flat tummy) as I worked my hand up, down, and around her rear hole. I'd trail my fingers south to pick up some fluid from her protruding nether lips, then spread it up her crack. Neither Susan or Amber could see what I was doing, but Jenny's writhing and sighs were clues that something was going on. I finally backed away, nonchalantly sniffing my fingers that were now slick with Jenny's pussy juice. "I'm at a loss. You all have really great bodies from the back. I need to move to the final event." I sat in a kitchen chair, pulled off my shirt and tied it around my head. "As you can now see if you look, I am blindfolded. This is the taste test event. You each get to direct my head to as many places as you'd like. I'll then lick, suck or bite - you tell me which. We'll go in alphabetical order." I was pushing the game to a new level beyond the mostly-innocent disrobing and groping that occurred so far. I was taking a chance-the girls could bolt and I'd never know it. Worse yet, Susan could get her revenge on men by hauling off and kicking me in my fully exposed nuts! I waited for ten seconds and heard nothing. Just as I was about to give up, I sensed something near my face. "Stick out your tongue as far as you can," Amber ordered. I did as she asked. My tongue, I'm told, is one of my best assets. I can't quite lick my eyebrows as some women have accused though. I held my tongue in place as I felt first the smooth skin where her pubic hair should have been and then the soft lips of Amber's cunt. "Hold still," she reminded. She obviously was rotating her hips in a circle as I felt her impale herself little by little on my tongue. "Amber!" I heard Susan exclaim as she watched her friend grind on my face. Amber finally pulled away and again I waited. "Open your mouth," ordered Jenny. I obeyed, opening as wide as possible. I felt a breast enter my mouth and I involuntarily closed my lips around the stiffening nipple. "Open back up and use your tongue only," Jenny said. I did as she asked and lathed her tit with my tongue. She took it away and replaced it with the other, so I repeated the process. She again pulled away. "Kiss my ass," she snickered as I felt her cheeks on either side of mine. I sniffed the slightly musky scent of her butt as I puckered up and planted a wet one on her puckered butt hole. She released her butt cheeks a moment before pulling away. I waited to see what Susan would do. "OK, but I'm not doing THAT!" she said as I felt a breast nestle against my lips. I opened my lips slightly, sucking the nipple into my mouth. Susan said nothing as I gently bit down on the nubbin. I flicked the tip with my tongue as I gently chewed on her tender flesh. I felt it grow in my mouth, hardening quickly. Susan could stand the sweet agony no longer and pulled away, gasping as I bit down harder and stretched the nipple as she moved. The fun was over, so I removed the shirt from around my head. The girls stood in front of me. While Amber rubbed her bare cunt, Susan held her right breast. Both had a slight look of wonder on their faces. "Well, what's the verdict?" asked Jenny. I wasn't going to make anyone jealous, so I said, "Amber has the tastiest cunt, Jenny has the sweetest ass, and Susan has the greatest tits." I added, "But of course, I hope to continue to refine my assessments; there are other ways to judge, but we'll hold off for future contests." The girls laughed (even Susan). I offered to make lunch for the naked ladies, but after a glance from Jenny, Amber and Susan both said they had to do some unpacking. I loaned them two of my t-shirts and they headed downstairs. ****** Jenny wasted no time at all, grabbing Steve's still-aroused cock and leading him over to the sofa. She pushed him down, straddled him with her knees on either side of his legs, and reached down to pump his cock to complete fullness. "You have been driving me crazy with this thing. We'll start with a quick fuck, but that tongue is next. Are you going to have a problem with me if I squirt?" she asked. That last one appeared to catch him by surprise. Steve looked at her delicious body. Jenny pulled on her tits that were harder and a darker shade of red than ever before. She rubbed her cunt against his balls as she manipulated his cock, preparing it for entry. "You can squirt all you want. If I have to, I'll go out and buy a new couch," he said. "I've got a mask and snorkel if you really get going," he joked. "You may need them," she murmured as she eased herself down on his cock. She was so wet that she slipped completely on to his cock with a squishing sound. She sat for a moment, savoring the feeling. His cock felt cool in the heat of her cunt as his balls cradled against her inner thighs to catch the wet coolness of her drippings. She grabbed his hands, placed them on her tits so the nipples poked his palms, and began to move her hips in a small circle. She felt her insides spasm a moment before she raised up off his cock and sprayed his belly with two long squirts of clear liquid. She threw her head back and yelled, "OH GOD, YES, YES, YES. THAT FEELS SO GOOD!" She slowly came back to earth and resettled on his soaked cock. Steve had maintained his hold on her tits throughout her orgasm. He now gently pulled upward, using her stiff nipples to raise her off his cock and to her feet on the couch. He continued to lift her, running his tongue between her breasts, and over her stomach as she stood on shaking legs. He licked at the juices that had splattered off his body onto her front. She knew what she tasted like--salty, but not at all unpleasant. He continued to lift as his tongue moved over her soaked pubic hair. She now stood straight-legged on the couch. Since her feet were planted on either side of his thighs, her cunt was wide open. Steve looked at the swollen inner lips and the red opening beneath her partly shrouded clit that was now at eye level. He licked over that swollen nub, then down along one side of her open gash. He released her tits and grabbed her thighs, pulling her onto his tongue. His nose bumped her clit, and he reached up to more fully unsheathe it with his thumb and forefinger. Again, he licked it, but now it was beginning to throb. "Suck it," she hissed. He worked it between his lips, and she felt it grow and fill with blood. "Bite it," she ordered. He gently bit Jenny's clit and played with the exposed end with his tongue. She grabbed his head, held it in place, and again wailed as she came on his face. One, two, and three jets of juice soaked his lower face. She saw that he held his breath to avoid choking as the clear nectar sprayed in his mouth. ****** Jenny released my head and fell over on the couch. She was still shaking, but obviously didn't have the strength to move. "Wow," I said, "you weren't kidding! I've never seen a woman squirt that much. Are you OK?" She looked at me with the most amazing satisfied smile, her eyes hooded. "I surprised myself that time. I've never cum that hard twice so close together. I even got myself off downstairs before I came up here." "I'm really happy you liked it. I'm afraid that your roommates and half of Maui heard you though, so expect some questions later," I said. "That's another first for me," she added. "I usually am really quiet, but everything was so intense that I lost control." She looked down at my lap and put her hand to her mouth. "Oh, oh. Someone needs some relief." I looked down to see my stiff cock, still wet and slippery, poking up as hard and red as I've ever seen it. Jenny found the energy to squirm around on the couch and lower her mouth. She started sucking as she went up and down on my cock. Her hand found my balls as she took about half my length in her mouth again and again. When she lifted her head to concentrate on just the crown and stroked up and down on the shaft, I lost it. I wasn't surprised or disappointed when she pulled away and watched my jism spray into the air and land in my lap. My own thoughts were lost in intense moment as she continued to jack my rod. As the last white cream eased out of the tip of my cock, she tentatively lowered her head and stuck out her tongue, tasting. As the string of cum followed her tongue into her mouth, she said, "That's the first time I've tasted any guy's cum." She ran a finger through the mixture on my stomach that included her fluids. After licking the finger she added, "I can tell yours and mine. Next time I'll try to keep the mess down." "Yours or mine?" I asked. "Yours. I'll let you work on mine," she stated. My Dare Ch. 02 Jenny wore another of Steve's shirts as she left to join her roommates. She carried her other clothes and a bottle of wine that Steve had given her to welcome them to the island. She felt like she had just finished a marathon, even though she hadn't run far that morning. Steve had said that he would make reservations for dinner, so she figured she had time for a nap. When she walked into the condo, Amber was doing her toenails on the couch and looked up with a leer. "We thought maybe he'd killed you," she joked. "Are we going to share, or do you want to keep him all to yourself?" "I think there's plenty for all three of us," Jenny replied. "Speaking of which, where's Susan?" "In here," Susan yelled from the bathroom. "I just finished my shower. It's free for anyone who stinks like they just had sex. And leave me out of the equation. I'm not ready for casual sex, even if Steve is a hunk." "From what we heard, there was nothing casual about that sex," laughed Amber before Jenny could take offense. "My Dare-Susan will fuck Steve within two days!" Since they were in college, the three women had played a game they called My Dare. When one of them dared one or more of the others, they had two choices. If they complied, the one who issued the dare had to wait on the others for a 24-hour period of their choosing. If they didn't, then they had to be her slave for 72 hours. The three had gotten pretty good at being Masters, so dares were always followed through on; no one wanted 72 hours of slavery. Jenny still remembered the three days she waited hand-and-foot on Amber, wearing nothing but a short French maid's outfit with crotchless panties. Amber chose that time to have several of her male engineering classmates over for study sessions. Amber had taken great pleasure in having Jenny pick up strategically placed books across the room. Besides, when a new dare was issued by any of the three before the darer paid the price, it took precedence. So there had been only rare occasions when any of the three had actually had to be a slave over the last few years. Now My Dare was used as a way to say "Loosen Up, Do Something Risky." Susan turned beet red and stormed back into the bathroom. Jenny knew that Susan would comply, and hoped that secretly she wanted to. "That reminds me," Jenny said, "Steve is taking us to dinner tonight. He said we should dress however we wanted, but he would be disappointed if we wore too much. I told him that Amber would take that as a challenge, but Susan might look like she was in Alaska in February." Susan had come back out of the bathroom. "If I'm going to fuck Steve in two days, I'm going to need help from you two. Jenny, you can't wear him out; and Amber, you've got to wait your turn." "Not if you wait too long," Amber replied. "We only have a couple of weeks and I want my share of that cock. And oh yeah, that tongue!" After some discussion they decided to all wear sundresses. Amber wanted to go without panties and Jenny agreed. Susan wasn't ready for that so the other two didn't press the issue. Jenny jumped in the shower, cleaned off, then put Steve's shirt back on before lying down for a short nap. Amber and Susan put their suits on to spend some time on the beach. ****** I had made a reservation for four for 7 that evening at a nearby seafood restaurant. Jenny said she needed another shower and also needed to unpack. My last request before she left was to get first and last names for all three women under the guise that we needed to know each other better. After Jenny left, I placed a call to a colleague in Denver, gave him the names, and asked him to get background checks on each. I had a business idea in mind, but wanted to make sure that I was getting involved with legitimate women. As I finished some other business on the phone, I heard squealing outside. I went out on the lanai as Susan and Amber ran back toward the condo from the ocean. Both were soaked and looked great in the same suits they wore for the short time in my living room. Amber saw me and waved. Susan saw me and didn't. "Hi, Steve," Amber yelled. When she was close enough to lower her voice, she continued, "What the hell did you do to Jenny? We thought you were killing her up there and now all she wants to do is sleep." I laughed and replied, "A gentleman never tells; you'll have to ask her." I wanted to make sure that they knew of the dinner plans, and Amber assured me that they did. As they departed and headed into their unit, Susan surprised me by waving goodbye quickly. I had rented a Mustang convertible, and we all piled in for dinner. I had worn khaki shorts, loafers, and a Hawaiian shirt-standard fare for Hawaii. All three women had worn short dresses with island prints. While Jenny's and Susan's had spaghetti straps holding up the tops, Amber chose a strapless style that exposed her shoulders and much of her upper chest. All three wore fancy flip-flops and had their hair down. Jenny sat in front with me, Susan sat behind me, and Amber sat behind Jenny. We put down the top since the evening was perfect. Jenny quickly slipped off her shoes and put her feet up on the dash. As we left the Napili area and turned onto the main road, we picked up speed and the wind started whipping through the car. Jenny's dress quickly blew toward her chest, revealing that she was not wearing panties. She spread her feet on the dash, allowing the breeze to caress her sparse pussy hair. I reached over without taking my eyes off the road and placed my hand on her mound, trailing my middle finger down the top of her slit to nestle in the folds. I looked in the rearview mirror to see Susan and Amber exchanging whispered comments. Suddenly Amber's bare foot was poking at my arm, forcing me to remove my hand from Jenny's warmth. "I'd say to get a room, but then we never would eat," Amber shouted over the wind noise. "I get to ride up front coming home." With that she raised her foot to the top of Jenny's headrest, and I quickly glanced back to see that she too had left home without panties. Her bare pussy literally glowed in the afternoon light, and the little heart was quite fetching. I couldn't see Susan, but hoped she had been persuaded to follow along with her roommates. We arrived at the restaurant for dinner during which the girls behaved themselves reasonably well until the second bottle of wine. I learned more about them, and they learned that I was, like them, an engineer. Like Susan, I too had sold a business and was "between jobs". I didn't tell them that I had more money than I knew what to do with-I was not anxious to find out that any of these women were gold diggers. I sat next to Jenny and watched as she occasionally exposed her pussy when I was the only one who could see. Amber, across from me, kept running her bare foot up my leg. At one point, I slipped off my own shoe and climbed her leg with my toes, thinking I'd get her back a little. Instead, she reached down, grabbed my foot, and slid forward in her seat enough to insert my big toe in her cunt. Susan was witnessing this lewd act and almost choked on her mahi mahi. "Amber," she hissed, "stop that! Remember what we talked about." "Oh, don't be a spoil sport," Amber answered. But she released my foot and straightened up in her chair. I wondered just what they HAD talked about. The rest of the meal went uneventfully; I paid and we returned to the car. The sun had gone down and a few clouds threatened rain. We left the top up and Amber sat in front. As soon as she got in the car, she pulled the hem of her dress up and over her head and tossed it in the back seat, where it landed across Susan's and Jenny's laps. She turned to look over her shoulder and said to her roommates, "My Dare-get naked." I looked at her curiously as Jenny pulled her dress over her head like Amber had and Susan pushed the straps off her shoulders before pushing the dress down and over her hips. Jenny was naked while Susan still had on light blue panties that she was now sliding off. All three dresses and the panties were thrown behind the back seat. Amber explained My Dare-how they had played it for years and what the penalties were. "Sounds fun-can I play?" I asked. "Sure. Get your clothes off," she ordered. I was still in the restaurant parking lot, so I unbuttoned my shirt, pulled it off, then unzipped and pulled my shorts and underwear down. After some effort, I was as naked as the ladies and my shirt, shorts, underwear and shoes were in the back. Since Amber had been "helping" me get undressed, my cock now touched the steering wheel. "Let's go," I said, and we pulled away. Instead of going home, I headed the other way. There were some less-traveled roads that I wanted to find. As we saw fewer cars, the weather started to clear. I pulled over and only one car whizzed past as I lowered the top and windows of the convertible. As I pulled back onto the road, I purposefully traveled at a slower speed. As the occasional car came up from behind, their lights would illuminate the naked shoulders of Jenny and Susan. Then they would pass as the darkness hid the four of us. At first, the girls would slink down in their seats as cars would pass, but soon all three were sitting up and waving, knowing that they were protected by a certain anonymity as island tourists. As the evening wound down I turned toward our condo, and we eventually pulled into the parking lot and found the last stall. As Jenny was reaching over the seat to retrieve our clothes I said, "My Dare-we all walk naked to my condo for a nightcap." Jenny asked, "Can we carry our clothes?" "No, leave them here. I'll get them in the morning," I said. We got out of the car, and I led the girls on a leisurely stroll down the middle of the parking lot, along the sidewalk in front of several condos with lights on, and eventually up the stairs to my unit. I thought, "If only our neighbors knew what they just missed!" Entry to my condo was a code key, so I let us in, holding the door like a gentleman. I watched the three beauties walk past. I was secretly pleased that Susan had gotten into the swing of things. In fact, I could swear that she purposefully touched my thigh as she brushed past into the room. I made margaritas with the blender in the room. Amber and Jenny took the two chairs in the room, leaving Susan and me sitting on the sofa. I was a little surprised that neither girl sitting across from us flashed their cunt at me, rubbed their tits, or otherwise lewdly displayed themselves. On the other had, Susan was nervously fidgeting with her drink and giving me sidelong glances as we quietly finished our margaritas. When I got up to refill glasses, Amber and Jenny quickly sprang up to excuse themselves-both claimed to be "really tired." When I turned to Susan, assuming she would join them, she held out her glass expectantly. As the other two walked out I saw them exchange a knowing look with Susan. I refilled her glass as Susan returned to the couch. "All right," I said, "what's going on?" Susan stared into her drink for a moment before looking up at me with tears in her eyes. "I'm supposed to seduce you; Amber dared me earlier today. But I'm really not ready." I looked at this gorgeous creature before me, wearing nothing but the moisture dripping off her glass. I hated to ask the question but I had to. "Susan, tell me how the rules work for My Dare. You said that everyone accepts the dare and that the 'darer' owes unless another dare is issued. But what if the dare hasn't been performed before the next dare is issued. Wouldn't that negate the dare?" Susan jerked her head up in surprise. "I'm not sure-our dares are always carried out immediately. This is the first time a dare has been given for a longer period, and this is the most dares that we've issued so close together. I suppose that if the 'darer' is off the hook, the 'daree' should be too." "Well, I hate to consider myself 'the hook'," I laughed, "but that's what I'd say too. So the pressure's off; enjoy your drink and we'll call it a night." Instead of gratitude, I got a look that could kill. "If you think I'm ugly and want me to go, you don't have to come up with clever excuses," she spat. "I know I'm fat, but I still have my dignity!" She jumped up before I could stop her and stomped into the kitchen to toss away her perfectly good margarita. I stood up and quickly followed her into the kitchen. It was clear that she needed reassurance and a firm hand. As she stood at the sink I grabbed her upper arms to hold her and wedged my hard cock hard between her ass cheeks. "Does this feel like I don't want you?" I growled in her ear. I pushed her forward so she was leaning over the sink, which shoved her ass back at me. I moved my hands down her arms, pulling her wrists together behind her back. Grabbing them with my left hand, I reached around to her dangling tits and roughly massaged them with my right hand. At the same time, I raised and lowered my body to run my cock up and down her crack. Susan moaned and shook her head from side to side, struggling half-heartedly. I released her tits and lowered my hand to her thigh, pulling her leg up to the count top. Her heel hooked over the edge, and her right leg was now straight out to the side. As I pulled back, I released her hands and sank to the floor, bring my face even with her now wide-open pussy. Taking an ass cheek in each hand, I pulled them apart to expose her more fully and roughly licked and bit at her cunt and asshole. As I held her by the ass and noisily slobbered, she pulled herself further over the sink. She now was stretching on her tiptoes of her left leg, so I reached down and lifted that leg toward the counter as well. When her left heel found the counter, I sat back to enjoy the most amazing view I'd ever seen. Susan was stretched from one end of my counter to the other; her ass was slightly below counter level as she held on to the sink faucet. Her wide-open ass cheeks showed my handiwork on her holes, which glistened and dripped. I had never seen anyone do the splits like that and I told her so. "Shut up and fuck me," she groaned. I stood and placed my hands below both thighs, helping her to maintain her position. My cock easily slid into her gaping pussy, and I slammed forward and up in one stroke to bury myself. Susan hissed, then howled as she came. Her inner muscles throbbed on my cock as I held myself in her. I began to pull back but she reached back with her left hand and held me in place. "Just move up and down," she commanded, so I squatted slightly and straightened several times to work my cock over her clit. After a second orgasm ripped through her, she pulled forward enough to release her heels from the counter. She maintained her position over the sink as her legs pulled back and I held them at my sides. I was still buried in her and began to move back and forth, holding her like a human wheelbarrow. Her tits hung in the sink, and since I was now supporting and holding her by the legs, she was able to push off the sink edge and lift her abdomen off the counter, easing the pressure on her ribs. Her back glistened with sweat as I moved in and out of her. When she tightened up with her third orgasm, I lost it. My cock slipped out of her as I shot my jism over her but cheeks. I moved her legs up and down as I rubbed my cock with her cunt, spurting upward and finally changing to a dribble. I eased Susan's feet to the floor and helped her to stand. She gingerly turned to hug me as we kissed. I stroked her ass, rubbing my cum in as though it were lotion. My cock was nestled against Susan's pussy, and she swayed to let her pubic hair caress my softening member. We both were dripping from our workout, which added to the erotic nature of our embrace. I finally pulled back and looked Susan in the eyes. "You've just set the bar at a new level for me, so I hope I never hear you berate yourself again," I said with total honesty. "You are an amazing woman with a perfect body. I'm making it my mission for the remainder of this trip to make you forget your ex-husband." "What ex-husband?" Susan replied, smiling. I suggested we cool off in the ocean and was glad to see that Susan unabashedly joined me as we scampered downstairs and ran across the sand to jump in the water. We copped feels as we jumped in the waves, then quickly rinsed off under the cold water shower before kissing goodnight and heading to our units. ***** Susan quietly let herself in the girls' condo and was immediately confronted by her two eager roommates. Amber and Jenny had put on Steve's shirts, and Susan was still damp from her quick shower. "Hope that means you've been 'rode hard and put up wet'," Amber laughed. They both could see a different glow to their blonde friend. Susan sighed and smiled, "I almost blew it. I told Steve that I had been dared to fuck him, and mister nice-guy found a technicality in our dare game that let me off the hook. So I played the 'You think I'm ugly' card. Boy, did that work!" Susan described the action as Amber and Jenny listened with rapt attention. At one point, Jenny asked Susan to demonstrate her position, so the girls cleared the sink counter. With some help from Amber, who was only too glad to hold Susan's ass in place at the sink, she was able to show them how she first took Steve's cock, then Amber and Jenny held her legs as she demonstrated the final position. "I've never cum three times so fast," Susan admitted as she finished describing her evening. "Now we know Steve likes circus acts," Amber laughed. She knew that she was less limber than the other two, but that wasn't going to stop her from being next. She reminded her friends that it was now her turn, and all three hugged in agreement as they headed to bed. Jenny found herself tossing and turning as she imagined the scene with Susan upstairs. She found herself focusing less on Steve than on Susan and that wide-open pussy she had witnessed in replay. She would have been surprised to know that Amber lay in the next bed with similar thoughts. My Dare Ch. 03 I cleaned up the condo and went to bed, dead tired and jet-lagged. As I drifted off, I pleasantly reviewed my first full day of vacation. I mentally pinched myself at my luck to have so quickly met three obviously willing and eager women. Jenny appeared to be a normal, hot-blooded woman that enjoyed many of the same things as I; Susan clearly had issues that I was going to have to work on; and Amber, while an unknown, seemed to be the wildest of the three. I still wanted to check on a couple of other women I had met on the island, but a man could do a lot worse than spending the next ten days with the trio downstairs. I woke early the second day, still on Denver time, and quickly dressed for my morning run. I went down to the car, collected all the clothes, and, after dropping mine off, headed to the girls' room. We hadn't made any plans but I hoped Jenny would join me on the road, so I knocked on their door. It was 6:00am and still dark out, but Jenny answered in her running clothes as well. When we both said, "Great minds think alike," we laughed and I handed her the girls' clothes. She turned and tossed them at an already-cluttered couch. We quickly walked to our favorite stretching area on the side of the condo and discussed how far we wanted to go as we limbered up. As we headed out, I slowed my pace only slightly to accommodate Jenny's shorter gait, and we both left our earbuds out to talk and listen as we ran. Three miles out and three miles back brought us home just before 7:00am as the sky was starting to lighten, both of us sweating freely in the high humidity. We cooled down in the side yard of the condo; I ran my hands over Jenny's back and ass as I "helped" her stretch. She made sure my cock was "positioned right" when I bent over. She had thanked me for servicing her friend, and I couldn't help but laugh as I insisted that, while it was rough duty, I was only willing to make such a supreme sacrifice for my really close friends. So when she was doing her final stretching, bent over touching the ground with her legs four feet apart, I wasn't surprised that she pulled her shorts down over her hips and asked from between her legs, "Are you ready to make another sacrifice?" "OK," I said. "This is for my close friend, umm, Amber." Her pussy and puckered asshole were aimed directly at me just below the waistband of her running shorts, and my cock was quickly hard and in my hand. True to form, Jenny was already dripping. I looked around to make sure we were relatively private; bushes on all sides protected us, and no one else seemed to be up yet. I moved forward to pull her shorts down slightly and ran my rod through her wet cunt lips to coat the shaft with nectar. In this position, that action felt so good that I continued to dry hump (in this case, "dry" wasn't the right term) Jenny as my crown slid back and forth over her clit. Her shorts pushed up against the underside of my cock, increasing the pressure on her pussy. I held her hips and even pulled the shorts up on the sides. The underside of my shaft was starting to feel irritated by the time Jenny fell forward, collapsing in a clitoral-induced orgasm that left her twitching on the ground. I rubbed her juices over the dry underside of my dick to sooth the burn then pulled my shorts back up. Jenny slowly rolled to her knees then pulled her own shorts up as she got to her feet. Holding hands, we silently walked back to her condo door. She lightly kissed me and said with a wink, "Thanks for the workout," before slipping into her unit. "Same time tomorrow," I reminded her. "Oh, Yeah!" she mouthed with a grin as the door closed. ***** Amber rolled over as Jenny closed the door. "Whew! You need a shower and not just because you ran," she laughed. Jenny stuck out her tongue at her friend and swung her hips comically as she headed for the bathroom. "Steve's worked up and ready for you; you can thank me later," Jenny said as she pulled her workout bra over her head. She was sliding her girl-cum-soaked shorts over her hips before she realized that Susan was already in the bathroom with the door closed. Shrugging and turning, she leaned over, pulled the shorts off and walked back naked to the refrigerator to get a bottle of water. Amber watched her friend with growing arousal; the three had never spent so much time around each other unclothed, so furtive glances in the locker were being replaced with frank appraisal. Jenny was nonchalantly pushing up and down on her tiptoes as she drank, stretching her calves. Amber could feel her own pussy tighten as she looked at those great legs. Gazing upward, Amber could clearly see a trail of dampness running down the inside of Jenny's right thigh, nearly to the knee. She thought, "If I don't get some of that cock soon, I'm going to attack one of these two." Without taking her eyes off Jenny, she rolled out of bed and stood. Grabbing the hem of her shirt, she quickly stripped and walked naked into the kitchen. Susan had made coffee when she got up, so Amber filled her cup and leaned against the counter facing Jenny. "Am I going to get "floppy" seconds?" she asked her roommate. "I checked to see if Susan wore Steve out last night," Jenny answered. "I can say for sure that he's fine, just fine." "I couldn't help but notice that you're leaking," Amber said as she reached down to run a finger across the middle of Jenny's inner thigh. Holding up the evidence under Jenny's nose, she looked at her quizzically. "Oh, that!" Jenny said dismissingly. "He helped me get off, but I left him as hard as a rock." She went on to describe the morning. The description didn't help Amber's horniness and it was all she could do to keep from sniffing her slowly drying index finger. Finally, as Jenny turned to put her water bottle back in the fridge, Amber stuck her finger in her mouth to taste the salty residue. When Jenny turned back, Miss Innocent was sipping her coffee. Susan came out of the bathroom wrapped in a towel, but seeing her friends nude in the kitchen, pulled it off to wrap around her blonde hair. Jenny said, "It's about time! Hope there's some hot water left," as she headed for the shower. Amber poured coffee for Susan and relayed Jenny's story. As they talked, she picked up her discarded suit and slipped it on. She quickly packed a beach bag with towel, lotion, and sunglasses, putting on a floppy but stylish straw hat. "I'm going upstairs," she told Susan, winking. "Don't forget we have scuba lessons this afternoon," her friend reminded her as Amber walked out the door. ***** I walked upstairs and jumped in the shower. As I soaped up, I checked my cock for damage and breathed a sigh of relief when it seemed fine. After quickly toweling off, I fired up the computer and checked my email. I learned from my investigator that Jenny, Susan, and Amber were exactly as they had said, but they had left out a few important details. First, Susan's company had won a prestigious small business award for the Greater Seattle area for both innovation and customer service. Second, Amber and Jenny were both seen by their management as fast risers; they had worked on several internal programs requiring strong electrical engineering background and group leadership skills. Now if I could find a way to convince them, I believed I could put us all in the position of never having to work again. I had to appeal to their engineering skills first, but the fact that they were beautiful, sexy women was going to provide the key to our success. As I finished up another note to a colleague in Seattle, my front door opened. Amber stuck her head in; she had quickly picked up on my door code. Showing off her pink barely-there micro, she asked, "Are you up to driving me to a nude beach?" I closed the computer and jumped to my feet, showing her that I was more than ready. But just in case, I put on a Hawaiian print swimsuit and a tank top, picked up sunglasses, a beach towel, and the keys, slipped on sandals and followed her downstairs. She wore a cute wide-brimmed hat and looked like she had just gotten out of bed. Her suit was practically invisible from the rear, and I purposefully stayed back a few steps so I could watch that bubble butt. I knew there were isolated beaches on Maui that were "clothing optional", but my ex-wife had never shown an interest; so I didn't have any idea where I was going. We drove to a nearby coffee house, and I picked up muffins and Kona coffee. We sat in the parking lot and ate as we waited for the sun to rise. Amber explained that she had done a web search before leaving home and pulled out a Google map. We headed west from the Napili area, quickly leaving civilization (at least the tourists) behind. The top was down, and Amber spent her time trailing her nails up and down my right thigh, occasionally dipping under my suit leg to stroke my cock through the nylon mesh. We passed beyond the point that Jenny and I had run, and the road began to get rougher. Finally we came to a steep canyon switchback and pulled into a small, unpaved parking area. We collected our gear and headed down a faint trail toward the ocean. A few hundred yards later the view opened up to a small, secluded bay with a sandy beach. "I think this is it," Amber said with some doubt, since there was no one else there to give us a clue. We walked to the far left side of the beach and lay our towels out for maximum sun exposure. Amber quickly took off her hat, suit top and thong, handed me the tanning lotion, and faced me expectantly with her hands behind her head. Her tits jutted out, and I squirted lotion on them then rubbed all around, paying particular attention to her white parts and nipples. She turned and I repeated the process on her back and ass. Turning around again, she pushed me to my knees and said, "Now the rest." I loaded my hand with lotion and rubbed it all over her smooth pubic area, up and down her inner and outer thighs. As I got lower, she put her hand on my shoulder and lifted one, then the other foot for me to finish. She turned so I could lather the backs of her legs. I stood to view my handiwork; Amber was now shining from head to foot. With her smooth pussy, she was a vision of sexuality. Since I was now rock hard, I stripped out of my trunks to a girlish giggle. Amber grabbed the lotion and knelt on the towel to make sure my cock and balls were completely covered, then turned me around to knead my white butt. I think she took advantage of the situation because I felt her greasy finger slip in to my asshole at least to the first joint. I didn't object and may have even groaned, I'm not sure. Our towels were side by side, and we lay down on our backs. Amber placed her hat over her face, so she was unaware when someone joined us on the beach. I was gazing at her, admiring that flat tummy and smooth pussy, when a movement caught my eye. A young girl was exiting the trees; she appeared to be in her twenties and was clearly a local. Her long dark hair was pulled into a ponytail. She automatically headed our way before she saw us; then must have decided that it would be impolite to turn around. ***** Niki smiled at the cute haoli staring at her as she walked onto the beach. She expected to see someone here when she saw the convertible in the parking area. The man and woman clearly knew that this was a nude beach, since they both had taken off their swimsuits and were glistening with sunscreen. The woman appeared fairly young, but a straw hat hid her face. Niki was pretty sure the woman wasn't aware of her presence. The man was propped up on his side, casually stroking a nice-sized cock. She stopped about twenty feet from the couple and began laying out her towel. She wore a short wrap that she untucked at the top, revealing that she was completely naked underneath. Niki watched the man watch her as she laid the wrap aside. He took off his sunglasses to scan her up and down; her body was dark all over, with no visible tan lines since she came here at least twice a week. She knew that her breasts were fairly small, smaller than the other woman's, but she was proud of her dark, prominent nipples. When she wore a bikini, they always showed, making men think that she was constantly turned on—not far from the truth. Her sparse pubic hair was shaped in a small triangle above her shaved pussy lips. The man looked from her pussy to his companion's bare pussy, and Niki looked from his nice-sized cock to the woman's exposed cunt lips. She exchanged another smile with the man, and he put his finger to his lips to indicate that she should remain silent. Niki lowered herself to her towel; her feet were facing toward them and she held herself up on her elbows. Niki gazed out at the ocean, trying to draw the man's eyes from her. When she looked back, she saw him continue to stare at her so she moved her feet apart allowing him a full view of her puffy lips. He began to lightly stroke the woman's upper thigh, moved up her torso along the side of her breasts, then down her arm. Reversing the path, he moved lightly back and forth, closer to her bare cunt and closer to her nipples with each pass. The woman responded with a moan; Niki traced a similar path on herself with her left hand. When he brushed the woman's nipple, Niki watched her reach up to pinch both to hardness, clearly enjoying his tickling. Twenty feet away, Niki did the same, pulling on her nipples to extend them to at least three quarters of an inch. There was a direct connection between her nipples and her pussy, and she felt her cunt contract and her juices begin to flow. Niki was no stranger at playing with herself, and she particularly enjoyed it in public. The nude beaches on Maui generally were for sun worshippers, but Niki had found several opportunities to show off for friends and strangers. She looked around to see if anyone else was watching; it would be pretty obvious what was happening to anyone emerging from the forest. The man saw her and smiled. He gently reached down under the woman's thigh to raise her leg, then pulled her knee toward him opening up her pussy. While Niki could only see the hairless pubic area of the woman's pussy, she slid her foot toward herself and moved her knee to the side to mimic the position; she felt her cunt lips part and the man could clearly see her clit and inner passage. He put two fingers in his mouth, wetting them thoroughly; Niki did the same. He ran them down over the woman's shaved tummy and dipped them into her cunt. Simultaneously, Niki slipped her two fingers into her wet channel. ***** I watched the naked girl in front of me mimic my movements. She now had two fingers running in and out of her splayed cunt. Amber was moaning as my fingers tried to keep up with the island girl's. I leaned down and whispered, "My dare. Close your eyes. I'll take off your hat. Taste whatever I put in your mouth." I lifted the hat and Amber had her eyes closed. Her lips were ready for my cock, but I had other ideas. I motioned for the girl to come over quietly. She removed her fingers and rose to her feet, walking the short distance between our blankets. I pointed to Amber's face and mouthed the word, "Sit." ***** Niki stood over the couple. The woman had her eyes closed and mouth slightly open while the man was looking up at her with his fingers buried in his companion's pussy. The man clearly expected Niki to sit on the woman's face. Niki again turned to look across the small beach then mentally shrugged and stepped over the woman's head. She slowly squatted facing the forest with her back to the man and the ocean. Just before her open cunt met the woman's lips, Niki's scent must have reached her nose. The woman's eyes flew open and a squeal was muffled as Niki lowered herself the last inch. She looked down at the wide-eyed haoli, then back over her shoulder at her companion. The man was moving to position himself between the woman's thighs, lifting her hips. His hard cock was replacing his fingers as he knelt in the sand, and he entered in one push. Niki looked back down as she felt a tongue enter her vagina; the woman's eyes were now closed as she lifted her hands up to grasp Niki's hips. Following the woman's two-handed guidance, Niki began to lift and sway, rubbing her cunt on the woman's mouth. Occasionally she could feel the tongue poke at her asshole as she rubbed faster and faster. The woman was moaning from the pussy beating she was getting from her partner. Her hips were off the blanket, supported by the man's thighs. No words were spoken as the three began a steady sexual rhythm. The man would thrust, the woman would moan and lift her head, and Niki would grunt as the tongue would spear her. The man would pull out until just the head of his cock was encased, and the woman's tongue would retreat with Niki's juices. After several minutes, the woman clearly came first as her scream was transmitted directly into Niki's cunt, sending her over the edge as well. ***** I held myself still as Amber's cunt milked my cock. It was all I could do to hold on as Amber clenched my shaft in a surprising rippling motion. This had to be one of the most talented pussies I'd ever experienced. I couldn't see her reaction—it was hidden by the heavenly ass cheeks of the young girl sitting on her face; but she continued to rotate her hips as her inner spasms gradually decreased. I reached forward and gently grasped the island girl's beautiful little tits to pull her back toward me. As she leaned against me, I could now see over her shoulder, and I looked into Amber's eyes. The girl's pussy lips moved away from Amber's face, dragging against her chin, and the glistening combination of girlcum and saliva coated Amber's nose and mouth. She smiled up at me and licked her lips. "Aloha," I whispered in the girl's ear. "I'm Steve and this is Amber." "Aloha, Steve. I'm Niki," she answered as I pulled lightly on her very prominent nipples, still buried in Amber's cunt. Amber ran her hands up Niki's body to dual with mine at those perky tits. "You're my slave now, Steve," she reminded me as we fought to pinch and pull Niki's breasts. "You were bad and tricked me. I expected to taste your cock but instead got this," she emphasized by lowering her right hand to brush Niki's puffy pussy lips. "You're going to be a busy boy. I want you to roll over on your back; Niki is going to sit on your cock and I'm going to sit on your face. You are not allowed to cum until we have both cum twice." Niki obviously didn't understand what was going on, so as I let go of her and got up to reposition a towel for myself, Amber quickly explained "My Dare" to her. When she mentioned that we had all met while staying at the same condo, Niki giggled and said that her brother was the maintenance man for the complex. "I'll bring him by; it sounds like you and your two girlfriends are going to wear something out pretty quickly," she stated as both women looked at my half-hard cock lying across my stomach as I lay beside them. I shaded my eyes, smiled and said, "If your brother is as fun as you, I could use the help. I'm afraid I'm getting myself into trouble with this game. Now get me hard so I can make you girls come." Amber and Niki quickly knelt on either side of me. Niki pointed my cock straight up and started licking it like a lollipop while Amber gently sucked on my nut sac. As I quickly hardened fully, Nikki bent to lick around the head of my swelling dick, tasting Amber's juices that had dried there. Seeing that she was no longer needed, Amber moved up my chest with her kisses until her lips were plastered on mine. She was on all fours with her ass pointing up the beach, so I reached under her with my left hand to her hairless cunt and ran my middle finger through her folds, then slipped it easily in her fuck hole. With my right hand I moved Niki's ass so it was more accessible and found a similar target in Niki's saliva-drenched pussy. My Dare Ch. 03 I began to insert a ring finger in both girls, spanning their cunts with my index and little fingers. I was searching for both G-spots to quickly knock out an orgasm. Since I hadn't come in Amber, I knew that I would never be able to hold off while each girl came twice. I found Amber's subtly textured area first. I looked up at her face, her eyes squeezed tightly shut. "Damn, you—that's not fair!" she panted, having abandoned any attempts to concentrate on kissing me. When I located Niki's most sensitive spot, I felt her abandon my cock as well. I was now awkwardly working both girls—pulling on Amber with a "come here" motion while pushing on Niki with a "bye, bye" motion. I was determined to get them off, and it took all my concentration—like rubbing your stomach and patting your head at the same time, only better. Niki came first, howling, "Ohmygod!" as she pulled away from my hand. She rolled over on her side and curled up in a fetal position while the orgasm ran its course. I was hoping for a squirt, but had to be satisfied with her milky residue on my fingers. I could now concentrate on Amber. I brought my free hand up to her face and placed my middle two fingers under her nose and then into her mouth. I pulled harder with my left hand and was rewarded with a painful bite on my right hand. Amber's cunt muscles began their pulsating action, but now I could feel that it really started with a contraction of her deep inner muscles that quickly opened and closed her cervix, pinching then tips of my fingers. Then her cunt literally pushed my fingers out as Amber's spray shot out onto the sand. I had the presence of mind to yank my injured hand out of her mouth before she did any more damage and it was a good thing. She could have bitten through steel as her jaw locked up and her eyes rolled upward. She lost her balance and collapsed, and my arm was now trapped the full length of her torso. The last of her juice was spurting into my open hand as she jerked. Niki had recovered but was still on her side watching Amber twitch. She now sat up, and I could see her whole left side was caked with sand. She could care less, as she grabbed my cock, stroked it to fullness, threw her leg over me, and mounted facing me in one smooth move. My finger work had lubed and stretched Niki's cunt, but she was young and resilient, so the "velvet glove" felt nice and tight around my cock. At least now I felt like I could let her ride for a while. And with Amber pinning my left arm down, there wasn't much else I could do anyway. Niki sat perfectly still and looked down at me, then glanced to her right to watch Amber's cum drip of my hand. Amber was recovering fast and looked up at the native girl. She reached out to run her fingers through the short dark pubic hair, then down to Niki's exposed clit. Niki gasped and rose up slightly, exposing most of my shaft. Amber traced her finger down the outer lip to our union, then circled the base of my cock with her thumb and finger. She pulled my cock forward until it popped out of Niki's cunt, then rubbed it back and forth across her clit. Niki lifted up so that Amber could reinsert me. As Niki lowered herself again, Amber let go of my cock and pushed herself up. She leaned forward to kiss Niki as she scooted around to straddle my head. I had lost much of the feeling in my hand and arm but didn't have time to worry about it as my vision was blocked by Amber's sopping pussy. For the next few minutes I tried to concentrate on burying my tongue as deep as possible in that pussy while Niki bounced on my cock. I sensed that the girls were kissing and fondling each other as bodies shifted position above me. I reached up to grasp Amber's tits and found Niki's there before me. We made a good team as I squeezed the orbs and Niki pulled on the nipples. I was rewarded with more juice to lap up. I actually lasted longer than I thought—probably because I had to concentrate on Amber. As before, Niki came first; she went from bouncing to sliding back and forth on my cock. Her clit was now rubbing in my pubic hair and no doubt Amber's hand was helping as well. I heard the island girl yelp each time she pulled forward and thought, "Three down, and one to go." Amber was ready, but her perverse nature came out as she pushed Niki off my cock and started to stroke it like a maniac, leaning forward to suck on the head. It now was a test of wills as I used her movement forward to grab her ass cheeks with both hands and lick like crazy between her cunt and puckered asshole. We grunted and groaned around our respective mouthfuls. I edged my hands inwards until I could insert my thumbs in a hole each, at which point Amber exploded a final time. As she screamed around my cock, I lost it and sent blast after blast into her open mouth and final onto the towel. I pushed Amber off my face with my thumbs still in her and watched as Niki scooped up what she could on her finger and fed it to Amber, then leaned forward to kiss her. They traded my cum back and forth for a few seconds as Amber recovered. After basking in the afterglow for a few minutes, we all languidly stood and walked to the water, where we washed off sweat, sand, and sex. Amber reminded me that we needed to get back so the girls could get to their scuba lesson. We exchanged hugs and kisses and cell numbers with Niki, promising to have her over later in the week and reluctantly prepared to leave the beach just as two more couples arrived. Amber made me carry everything (including her) back to the car as part of my slave duties, and we began the drive back to Napili.