18 comments/ 84575 views/ 18 favorites Two Weeks in Jamaica Ch. 01 By: Jess4LadiesOnly No cell phone? Check. No laptop? Check. No Crackberry? Check!" Carolina Guerra once again perused the "to-do" list her friends had given her. The prospect of actually taking two weeks off from work was daunting enough, but to do so without the three devices her world revolved around was already eliciting mini panic attacks. She hovered over her sturdy new Samsonite and lovingly fingered her Blackberry, turning over and over in her head the ways she could hide it's presence from the girls for fourteen long days. "God I'm pathetic," she sighed, zipping up her luggage, regretfully device-free. By the time the flight to Montego Bay actually took off, she'd no doubt be a mess. Six months ago her friends Nevaeh Robinson, Aldabella Ricci, and Bianca Henry had first proposed the trip to her, and from the start it was obvious to Carolina that they were simply not going to take no for an answer this time. In the past five years, she'd been invited on excursions to Hawaii, Cuba, Europe, Australia and Brazil and used her hectic work schedule and/or familial or relationship issues as excuses to stay close to home. There were several reasons she had allowed her girls to at last break her down. For one, she feared they'd stop asking her, or worse, stop calling her altogether, and she couldn't have that. "Rarely do you find friends that will love you as unconditionally as my buddies," she thought. Carolina had always been the most ambitious of the quartet, and that ambition had earned her a myriad of career and financial successes, but had also hindered her romantic relationships and periodically alienated those close to her, friends included. Yeah, yeah, a familiar refrain to most of us I'm sure, and Carolina and her friends were determined to prevent her from spiraling even further into that cliché. At the age of 29 and without a boyfriend or a real day off for going on two years now, she was worried when people would begin to use her name and the word "spinster" in the same sentence. She certainly didn't fit the mold physically, what with her long legs, perfect round butt, perky boobs and pretty face. All the reasons that guys love Latinas, she was it and then some. She hated the size of her nose, but even she knew that was being picky, and her face was the last thing guys noticed, despite a dazzling smile. She had played volleyball in university and the only thing she worked as hard at as her job was maintaining the body she showed up at the University of Toronto with. Which brings us to reason number two she'd agreed to the vacation. To be blunt, she was incredibly, mind-alteringly, jaw-droppingly horny. And the more she thought about it, the more ridiculous her condition seemed. She was a hot, successful, rich, smart, funny woman who was able to measure her sex life with a calendar and sundial she got laid so infrequently. When a couple of her recent masturbation sessions climaxed with her crying into her pillow instead of biting it while she orgasmed, she knew enough was enough. The "exclusive" new resort the girls had arranged for everyone to visit was just what she needed on the surface. All-inclusive, 21 year age limit, accommodations for 1000, great restaurants, beaches, events...and it was singles only and clothing optional on the beaches and around the pools. She needed to let loose, and Carolina couldn't imagine any better setting for that. Also, she had the three PERFECT amigos to help her attract some great men. Nevaeh had been her volleyball teammate at the U of T and had done an equally good job of maintaining her appearance. She was tiny and compact, drawing even more attention to that stereotypically amazing big black girl booty. She had smaller breasts than Carolina did, but more than made up with that with flawlessly gorgeous mocha skin, perfect white smile and striking and exotic features no doubt owed to her beautiful Kenyan mother. "Nev" had gotten divorced about 3 years ago and it had been her idea originally to head to Jamaica during her Christmas break from Ryerson University, where she taught Women's Studies, Philosophy and History. Carolina had known Aldabella since grade school and been best friends with her since playing soccer together in high school. "Belle", as she called her, still had that perfect compact soccer player frame and put it to good use as a successful personal trainer in the city. From the top of her head, where her dark black curls cascaded down elegantly, perfectly framing her olive-skinned face with it's brilliant smile and dark blue eyes, to her toned muscular legs, she was built to break men's hearts. And that she did in earnest, sometimes shattering the same guys dream over and over again. But it surely was nice while it lasted, and one more look at her washboard abs and huge, firm tits was all they needed to get right back in line again. Bianca Henry's long blonde hair, huge breasts, tiny waist, fashionable appearance, and high-pitched, lilting voice belied the fact that she was one of the most intelligent, compassionate, but fierce women Carolina had ever come across. She was a Toronto real estate mogul, and didn't allow those that perceived her as "Bambi-esque" to stick around her office very long, no matter how much money she thought they may be able to throw at her. Carolina often marveled at her perfectly assembled facial features and was hoping that the busy, but laid back, fun atmosphere of the trip would mean that, even for a couple of weeks, she'd stop hiding it behind so much makeup. "Bee" and Carolina had become quick buddies about 7 years ago when she'd brokered the deal on her house. She'd invited her to her housewarming and her friends became Bee's instantly. Despite having just turned 40, her youthful appearance and easy-going nature fit her 30-ish girlfriends like a glove. So, as was mentioned earlier, all seemed in place for an amazing two weeks, and Carolina had no doubt she'd have a blast. The worry wasn't the girls, it was the boys. She had no qualms about finding a fuck friend or two for her time away from home. After all, she wasn't saving herself for marriage. Nonetheless, she was certainly picky about who she'd allow into her pants. She imagined that, by-and-large, the resort would be a glorified dance bar with basically a load of frat-boys down there to stare at tits, get drunk and then get laid ASAP. And after Bianca's car service stopped by to take her to the airport, she'd repeated her fears to her blonde friend. "Listen, you're not going to believe me until you get down there and actually experience it for yourself, but I'm telling you you're wrong." Bee knew that Carolina's concerns were not to be taken lightly, as she had a lot invested emotionally in this trip and if it didn't go well, she'd be extremely upset. Taking her friend's hand, she attempted yet again to quell her fears. "I've been to places like this many times, and yes, there are certainly guys like the ones you just described, but there are also plenty of respectful, mature, intelligent, funny, and MOST importantly, gorgeous men at these places. And we are paying a pretty penny to be among the first of those to get to experience it. Average frat-boys can't afford it sweetie!" Carolina did feel better, but Bee was right, she wasn't going to relax until she actually saw it for herself. Belle and Nev also attempted to calm her fears while they awaited the boarding call at gate 176, but Carolina insisted that they leave her alone about it until they arrived. "You're building it up too much and trying too hard," she exclaimed. Nevertheless, she couldn't help but smile. "This is the role I fill in this group," she thought to herself. "I'm the emotional cripple that the rest have to rally around." But she kept smiling, knowing they'd never steer her wrong. Take the "list" her friends had made for her in advance of the trip. If left to her own devices, she'd have packed everything in her closet into two suitcases and her carry on, arrived at the airport in a parka protecting her from the Ontario weather and forgotten things like condoms, hitting the tanning booth a couple of times before the trip, and Jamaican money. As it was, she emerged from the car service decked out in warm weather clothes, carrying one bag that she could carry on, and already sporting a healthy tan. Her friends knew from experience that afew tank tops and belly shirts, a few pairs of underwear and shorts, her bikinis, sandals, flip flops, 3 or 4 formal outfits and ONE pair of shoes along with suntan lotion and a little makeup were all she would need. Anything else would be ready and waiting in the room or could be purchased at the resort. Carolina was gazing at the other passengers as boarding was called and was thrilled to have received the girls advice. The poor saps with their jeans and jackets and too many bags could have been her, and she turned to thank her girls for watching out for her. An "excuse me" from her left stopped her short and as she pulled her bag aside to allow the woman to pass, she glanced up. "Thanks," the girl said, as their eyes met briefly, and for a second, Carolina thought she noticed a flash of recognition. She imagined that the stranger was thinking the same thing since she was sure she'd seen her before, but she sure couldn't place where. Carolina took a place in line directed behind her as they both waited to assume their spot in first class. It seems the stranger had followed the same packing instructions that she had as she was clad in a pair of white shorts with "Spartans" blazed across her tush and a white tank top, an outfit that did little to hide the fact she was already sporting a bikini underneath. "Wow, you don't plan on wasting any time hitting the beach, huh?", Carolina offered, eager to ascertain where she had seen this girl before. "You know it," her mystery friend replied, shooting Carolina a brilliant white smile. With her red hair and pale, lightly freckled face, she put her age at 22 or 23. She was absolutely adorable and Carolina instantly had the inclination to adopt her as a little sister. "It's been forever since I had any sort of vacation and I don't plan on wasting a second trying to add a little color. I'll be floating over to the swim up bar about 30 seconds after we get there I'm sure." "I hear you there! Where are you headed on the island?" "The new place in Negril that's just opening this week, I don't know if you've heard of it." "Oh, I certainly have, we'll be your fellow resort mates! On break from school are you?" With that the redhead turned all the way around and giggled. "School? Well aren't you just a dear? You're my new best friend. No, I just haven't had a break from my law practice since I started it with two friends about five years ago. I can't believe I have two weeks to waste doing nothing. I don't know if I even remember how to relax. How about you, what are you escaping from?" Carolina had to shake off the shock of this pixyish creature being old enough to operate a law practice, but she held it together pretty well. "I work on Bay Street...," she began. "Ah, the Canadian Wall Street," her new friend shot back. Listen, on second thought, don't tell me what you do, I wasn't planning on sleeping through the flight." She giggled adorably again and playfully punched Carolina's shoulder. Carolina was about to offer up her best crooked lawyer joke, but the voice came over the airport loudspeaker asking for first class passengers to begin boarding. "Look I was just joking, I look forward to talking more on board. I guess I have a lot you to catch you up on Carrie." It took a moment or two for it to register with Carolina what she'd just heard. Stunned that this nameless "stranger" knew her name, and her nickname no less, she glanced up quickly, just in time to see Red give her the wink and the gun. She turned, presented the agent with her boarding pass and passport and shuffled off, leaving Carolina struggling to comprehend what was going on. "Hey Carrie, what are you waiting for?", Nev asked, playfully pushing her friend toward the agent herself. Carolina passed through uneventfully and waited for the black girl to catch up to her on the other side of the check-in desk. "Nev, did you see that girl I was talking to?" "Yeah, making friends with the younger crowd, nice. Nothing wrong with partying with the university girls, they're fun." "Yeah, I thought she was a young'un too, but she's a lawyer and she knows me from somewhere. I recognize her too and it's gonna drive me NUTS until I figure it out." "Oh girl I know what you mean," Nev replied, "I'm worse with names than just about anyone in this world. Well, good luck with that," she offered, and laughed at her friends plight as she showed her boarding pass to the stewardess. Carolina and the girls all had seats in the second row. As she guided her bag into her overhead container, she glanced around the cabin. Her as yet nameless friend was seated about 7 rows back in a window seat surveying the cabin. At the moment, it seemed to Carolina, the woman was surveying her bare torso where her shirt had lifted up. When the latch on the bin snapped shut, it seemed to snap Red out of her trance and she seemed to blush slightly when she saw she had been noticed. If she was, in fact, embarrassed, she held it together pretty well and Carolina even noticed her wink at her once again. The Latina shot a smile back at her, waved, and settled in for her flight in between Nev and Belle. Bee was just across the aisle from Nev and was already half asleep. Carolina saw the logic in catching a few Z's as well, and as the plane lifted off the runway, the last words she heard were Nev and Belle discussing which of the resort's 8 restaurants they should hit for dinner. When she awoke, 3 hours into the flight, Carolina had an overwhelming need to hit the ladies room. She nudged her older friend to her right and Belle paused her New York Times Crossword to stand up and let her out. As she exited the bathroom, Carolina saw that Red had an empty seat next to her and seized the opportunity to fess up. "Ok, ok, I admit," she began, visibly startling her new friend, "I've forgotten where we've met. I hope you're not taking it personally, I have a terrible memory." Red straightened her tank up and brushed her hair out of her eyes. "Oh Carrie, I'm not taking it personally. It's got nothing to do with memory and everything to do with the drinky-drink." She reached out and touched Carolina on the arm, shook her head and rolled her eyes. The Latina loved that this woman behaved as if they were old friends already, it really put her at ease. Carolina really enjoyed people who were quick to laugh, had fun and enjoyed playful teasing. "Unless I was AWFUL to her when I was drunk, I think I have a new friend on my hands here," she thought. "Wait a second," she then offered aloud, "I tie one on once in a blue moon, and the only time recently was my birthday a couple of months back..." "...At the Flirt Lounge on Adelaide, where you were with your second row friends up there along with about 10 more well dressed ladies and a few guys. You were drinking mohitos by the pitcher and you were wearing a tight, black, strapless cocktail dress . Let me tell you Carrie, there's nothing more attractive to a man than a hammered birthday girl who looks ready to go home with the first warm body at any second. You were lucky to get out of there alive." She had this way about her that kept me from being offended by her straight talk. I knew from her tone that she wasn't judging, she was just mischievously mocking my birthday struggles. "Ok, I give in, how do you know all of this?" "Well, you and I ended up talking at length that night. I was the designated driver for my friends, feeling loose-lipped as usual, and you would have talked to ANYONE at that point and instantly been best friends." Carolina shook her head in mock embarrassment. "Well don't go thinking that, I'm sure I would have talked to you anyway. But how did our convo get started?" The redhead smiled broadly, and Carolina really noticed for the first time what a very attractive girl she was. "I told you that you had great tits," she said, and went back to gazing out of the window at the eastern seaboard below. Carolina was taken aback and didn't know what to say. "Well thank you, but..." The lawyer turned immediately back around. "Carrie relax, the story goes this way. I walked into the bathroom very late in the night and you were staring intently into the mirror adjusting your bra and pushing your breasts around trying to keep them from popping out. I commented that they were great tits and if they happened to fall out, bonus for the rest of us. You laughed for the better part of an hour and then brought me back to your table where your last two friends were, and we shared the last couple of drinks of the night. Your friends asked you whether or not you were going to try and break your losing streak and you commented that the only good-looking people left in the place were females. The blonde girl..." "Stacey," I interrupted, laughing, "she's a frightening bisexual. She believes that ALL women are predisposed to WANT to sleep with other women." Red nodded knowingly, as if she understood exactly where I, or Stacey I suppose, was coming from. "Well Stacey said 'why would that stop you' and you collapsed in a laughing fit. When you were done, I volunteered to be your guinea pig, but you waived me off." By this time, my new friend was barely suppressing waves of laughter and I was actually beginning to piece together a memory or two. "Wait a second, how did I get home that night?" "I drove you, you moron. Your friends lived on the opposite side of town that you and I do, so I offered to take you home after I dropped off mine." "Oh my god," started Carolina, operating on sudden recall, "do you have a large guy friend who can't stop talking about the Coen Brothers and smells like onions?" Red openly bellowed at this point, slapping her knee and pressing her forehead into Carolina's shoulder. "Good ol' Reggie. He can't understand why he doesn't get more dates." "Yeah, we dropped him off last and then you and I got into a discussion about OUR favorite Coen flicks. I droned on about Fargo, you LOVE Miller's Crossing and....." "We both discussed how much we liked for No Country For Old Men," Red finished. "That's right! We sat in front of my house trying to remember where we'd seen the little actress in that from before! Then you remembered seeing her boobs in Trainspotting and we had our problem solved!" "And you compared my body to hers, thanked me and went inside." Red was still smiling, but her enthusiasm for the story seemed to have gone away and Caroline sensed something was distressing her. She knew that was NOT the end of their talk that night. "Oh come on now, I probably said something entirely embarrassing. Listen honey, before we go any further, this is driving me nuts, WHAT is your name?" Red paused slightly...."Rebecca...B..Becky Lipton." For a second Carolina didn't know what her cause for hesitation was and then she was overcome suddenly with a wave of panic. A vision came to her of the inside of a car with the redhead sitting opposite her, the air thick with an uncomfortable silence. Then she closed her eyes and it came to her. "Oh my God Becky, I said something about how you reminded me of that actress, but I'd have to see you naked first to make sure. Oh I must have made you SO uncomfortable! I'm so sorry!" Becky smiled a bit painfully and sighed. "Oh Carrie, you're not quite there yet. There's something else you haven't touched on" "Ok, I give up, what?" Becky stood up slightly and glanced about the first class cabin. They were in the last row and no one ahead of them seemed to the playing the least bit of attention. She sat down, leaned back toward the window and motioned for Carolina to lean in as well. Better hidden from the cabin, Becky leaned in close and whispered, "Does this sound familiar?" She cleared her throat and started whispering in a slightly deeper voice I recognized as very close to my own. Two Weeks in Jamaica Ch. 01 "Becky I know I'm drunk, but I really want you to come inside. I wouldn't be asking sober cuz I'd be chicken, but not for any other reason. You're so cute and I SO need to be touched...badly!" Becky lifted her head to gauge Carrie's reaction, the broad smile still plastered to her face. Carolina couldn't decide whether or not her new friend was playing with her some more, and wasn't sure she liked it if she was. "Listen Becky, we're getting to be friends a little here, so if you're joking about this, just stop now and tell me, because it's making me a little uncomfortable." "Oh that's a load of bullshit Carrie," Becky shot back in a hushed voice. "I'm a bit of a frightening bisexual myself and I've spent a ton of time around lesbians, trannies, bi girls, bi-curious girls and those pretending to be lipstick lezbos to be cool or to attract men. Liquor does funny things to people. Sometimes it makes them do things they'd never normally do, and sometimes it makes them do exactly what they've always wanted to. That night, I looked it your eyes and saw a genuinely bi-curious girl that would do anything for me to touch her and I think you know it's true." Carolina sensed a touch of anger in Becky's voice and wasn't sure where it was coming from. "Hey, I never claimed I was a flaming heterosexual. I freely admit I have thoughts of other women from time to time. So congrats, you read me correctly that night. Why are you getting hostile?" Becky hesitated. "Do you remember what you did with my number?" Ok, Carrie was really being thrown for a loop now. But Becky rescued her for the moment. "YOU asked ME for it just to be clear, and since I liked the drunk you, I wanted to know if I'd like the sober you. And I knew the moment I saw you at the gate that you didn't recognize me and I know you didn't mean to disappoint me and not call, but you did, so that's why I'm a little worked up." Becky had lost her composure a little and realized some pent-up feelings were being let out. "Sorry for the run on sentence, but....," she trailed off. Carrie realized there was still one more hole to be filled in from the story and ignored the apology. "Becky I'm sorry about that, I don't normally act quite so wacky in those situations. Well I guess I've never been in EXACTLY that situation, but I swear, I would have definitely called you if I'd had any recollection the next day." She stopped and momentarily debated avoiding the elephant in the room, but quickly realized she couldn't. Breating deeply she forged ahead. "Ok listen, what happened after I asked you to....ummm...you know?" At that moment the stewardess tapped her on the shoulder and requested she return to her own seat in preparation for landing. "Just one sec, sorry," she replied, and turned to Becky for the answer. She motioned her closer once more and whispered softly and matter-of-factly in my ear. "We kissed and played with each other's breasts for awhile and then I took your thong off and touched you until you came on my hand. Would you like that thong back by the way? It's still in my car." She giggled and kissed Carrie lightly on the cheek before Carrie hesitatingly straightened up and staggered back to her seat where Belle noticed the look of shock on her face. "What's wrong Carrie?", she managed sleepily. "Suddenly develop a fear of heights?" The term "mixed emotions" scarcely could describe what she was feeling at that moment. Was the overriding emotion embarrassment, excitement, panic, attraction? She knew where to turn when confused. "Listen Belle, I'm going to need to talk to the four of you when we get to the resort ok?" "Sure sweetie, are you ok?" "Oh I'm fine, there's just something I need to get off my chest." The customs lineups, luggage distribution and bus ride to Negril were all painfully long under the circumstances. For one, Carrie kept looking around for Becky, but never saw her and figured she'd gotten through customs much quicker and was gone. For two, it was a GORGEOUS day in Jamaica and they were wasting it indoors! Her three friends pestered her about the mysterious stranger and her request for a meeting throughout the 90-minute drive to Negril, but the bus was packed and she wasn't about to talk about it there, particularly not with the sudden appearance of the redhead herself at the front of the vehicle. When the bus pulled into the majestic driveway of the Wyndham Plains Negril they forgot all about it anyway. The palm trees, lush flowers, perfect white buildings and perfect weather made for quite the postcard moment. When the bus stopped, each of the girls tipped the driver 500 Jamaican dollars and hopped off. Their luggage was already being toted away, to be waiting for them in their rooms. After checking in and sipping from the complimentary champagne brought to the front desk for them, they embarked on a short tour to get their bearings. The piazza area in the middle of the resort contained a seating area flanked by a brick fire oven to prepare food 24 hours a day on one side, and the "Tree Bar" on the other. Through the Piazza there was one pool to the left with one swim-up bar and one about a half mile down the piazza to the right with another. In between there was a walk up bar and walk up eatery preparing chicken, burgers, fries, etc, again for 24 hours a day. They walked all the way through the Piazza to the beach and strolled down to the other end, taking note of the warm white sand, beautiful blue water and wide variety of amazingly attractive people. It took them 30 minutes to walk to the far end of the resort's beach and back again and, on their travels, had at least 20 shirtless, sexy men introduce themselves. "Oh girls did we choose well or did we choose well!?" Bee was walking double time now toward their building, anxious to get a bikini on and get right back to the beach. Nev threw an arm around her friend's shoulders. "You speak the truth my fellow hottie, just make sure you're not old enough to be anyone's grandmother before you take them upstairs ok?" The girls shared a healthy laugh. All except Carolina that is. Her attention was centered on the pool passing by them on their right. Standing at the edge of it on the far side, sporting her simple white bikini and adjusting the ties on either side of her bottoms, was Becky. "Wow," thought Carrie, "she's got a sexier body that you imagine she does at first sight." Her stomach was perfectly flat with the beginnings of 6-pack abs outlining it, and her breasts were small but very perky and sitting high on her chest. Her body in general was outstanding. Toned, with the beginnings of some significant muscles all over her back, legs and arms. Carrie was really drinking in the sight when suddenly Becky looked up and smiled knowingly. She pirouetted once on the edge of the pool deck, giving her new friend a 360-degree view. After the brief show, Becky dove into the pool and didn't pop her head up again until she was within arms length of the pool bar. She ordered up a rum drink, plopped on one of the barstools poking out about a foot out of the water, turned and addressed Carrie. "Sweetie, I'll be right here if you need me." Carrie couldn't take her eyes off of her. It wasn't so much the attraction, though that certainly was part of it. She simply couldn't stop thinking that the woman in front of her had actually had her fingers inside of her. A woman! And she couldn't remember! It was an indescribably odd feeling. She also felt relieved that the tense nature of their last exchange seemed to be forgotten for the moment. "Awesome Becky, we'll be down ASAP." She reluctantly tore her gaze away, turned heel and ran off after her friends. The girls had 4 single rooms in one corner of the main building of the resort, each one stunning and huge, with a private balcony, seating area and full bar included. Each king sized, 4-poster bed begged to be slept in. They all unpacked quickly, changed and met in Belle's room to talk to Carrie. "Ok, so here's the story," she began. "Do you remember my birthday when you guys all asked me how I got home and had a healthy laugh at my expense when I told you I didn't remember? Well it seems that she's how I got home." I paused, let it sink in, and awaited the inevitable reaction. Nev was the first one to realize what she was saying. Slowly a broad smile spread across her face and she sank back on the bed. "Oh my God, you crazy bitch, you actually did it. We've talked about it for years, and now you've actually gone and done it! How could you not tell us this?!" "Talked about WHAT for years?", exclaimed Bee. "I'm not following." Nev was REALLY enjoying herself now. "This girl you see here has been living her life vicariously through me forever and she just got jealous and had to have some for herself." She turned and addressed Carrie directly. "I am so proud of you girl!" Belle hopped to her feet, a look of realization dawning on her face. "Do you mean to tell me that you got it on with a woman on your birthday and didn't tell us?" "Ok, everyone just take a breather and listen to me for two minutes because I didn't hide anything from anyone." Starting off with when she met Becky at the bar, Carrie ran down the entire story for the girls, right up until her revelation to her on the plane about the fun in her car. "Wow," Nev began. "I like this girl already. She's down in the pool right? So what are you doing here, go get her!" "Easy for you to say, you're a bit of a veteran at all this." Since university Neveah has been a practicing bifem in her own right, and a prolific one at that. "Meanwhile I just found out I'm officially bi about 2 hours ago. Can I let it sink in a bit first before I go down on her?" Belle laughed. "Absolutely my dear, you just talk it out, that's what we're here for." Carrie knew she'd get empathy from her side. She and Carolina had shared the same feelings on the topic for a couple of years now. Nev's forays into the lifestyle have initiated many a discussion on the topic and the two of them had talked endlessly about being attracted to women, being interested in maybe experimenting, but not really sure how to go about it or even if they genuinely wanted to. They'd even shared some uncomfortable silences during these discussions when they'd both been quite tempted, but ultimately, they'd lacked the courage to go forward. "Well," she continued, "what does your gut tell you to do?" That was a great question. "Well there's no doubt I find her attractive. I couldn't take my eyes off her down at the pool just now. Whether I'm able to remember it or not, the knowledge that I've already gone there with her removes the doubt of whether or not we'll do it again. And that actually makes me MORE frightened. If I'm going to do this, I'd like to move at a slow pace, but I've already fucked that up with her." Bee now took her turn to chime in. "Well dear, I hate to sound old fashioned, but if she's not willing to move at your speed then she doesn't deserve you. Also, you shouldn't feel like you HAVE to get with her again just because you did once. Maybe it was a drunken thing and her Zen-like observations aren't as spot-on as normal." This is just the point of view that Carrie expected to get from her older friend. Whenever the girls had asked her what she thought about fooling around with another woman, she said something like, "I'm an old dog, and that sounds like a pretty new trick to me." It wasn't that she thought being gay or bi was wrong at all, it just seemed like it wasn't for her. Besides, she was anything but uptight. Carolina don't know how many times her hands had been on her and the other girls tits through the years while shopping, hanging out at the pool, etc. It was her thing for some reason, especially with some wine into her. Then Nev, as always, summed up everyone's feelings neatly. "Listen Carrie, we're here for you through whatever. So just do what makes you happy ok? But if you're done talking about your lezbo transformation for now, I'd like to get some rays." Carolina couldn't help but laugh at Nev no matter what came out of her mouth and besides, she was dying to get down to the pool too, both for the rays and to begin the great experiment with Becky. She was shaking a little, both with excitement and with fright. But her decision had been made. She was going to jump in with both feet and see if Becky made her want to swim. She found her on the pool deck near the swim up bar. She was on her stomach tanning and reading as Carrie walked up. Her suit bottoms had bunched up slightly and almost her entire right cheek was showing. "Oh my," thought Carrie, "do I have a quarter I can try bouncing off of that?" Becky didn't notice her coming until Carrie's shadow crossed over her body. After all their travel it was already getting late in the day and tanning time was getting short. "So you girls huddled up and divided up the men of the resort into 4 groups of your own did you?" "Very funny smart ass. Actually we talked about you." "I figured as much. I did take your cherry, and without you even knowing! What a bitch I am." "Jeez, can't you stop the sass for one minute, I'm dealing with a lot of stuff here." "Ok, ok, sorry, you're right." Becky reached over and pulled the nearest lounge chair closer to her. "Here, sit down, catch the last of the rays." "Thanks," Carrie replied and removed her wrap, revealing her red mesh bikini. She thoroughly enjoyed the "holy shit" look that came across Becky's face as the wrap fell. Carrie didn't quite have the taut body that her counterpart did (though it was close), but she easily had one of the best racks on the whole resort and Becky was obviously a boob girl. "Hey Pervy, my face is up here!", Carolina lit up, reveling in finally being able to poke a little fun at the redhead for once. Becky didn't even flinch. "Hey, can you blame me, those are amazing specimens you have there professor." "Well apparently you've seen them up close and personal so you should know." With that, the tone of the conversation grew more serious. Carrie was nervous about telling a girl who was obviously attracted to her, and who'd already finger-banged her, that she wanted to take it slowly. However, to her mild surprise, Becky didn't even flinch. "Listen Carrie, you're new to this, so you set the pace, and if we never get there again, then that's fine. What did you think I was going to do when you said that? Storm off pissed because you won't fuck me? Sulk like a guy would do? I think you're great, I know we'll be friends, and everything else doesn't mean a thing right now. What, do you think I fell in love with you that night? I said I liked the drunk you, I haven't decided on the sober you. Besides, I made YOU cum. If anyone should be infatuated it's you my dear." At this point, Carrie wasn't sure she wasn't infatuated. Every time Becky opened her mouth she got sexier and sexier. "Yeah, that had to suck for you, sorry about that. God, I just got mine and took off huh? I am SUCH a man!" "Ok Carrie, being a lezbo and all, I'm no expert, but the fact that the only thing that can hang between your legs is one of the plastic friends in my room, I'm pretty sure that exempts you from the male world." Carrie felt silly, but until that very second, she hadn't thought of Becky as a lesbian. She'd foolishly assumed in her mind for some reason that she was a bifem like her. That, and the mention of toys added to her level of apprehension, but also added to the excitement level. Carrie had a friend or 2 in her bedroom at home and even had one hiding out in her carry-on as we speak, but she was nervous that those weren't the type of toys being referred to. For a long while they sat in silence, just concentrating on soaking up the last of the day's light. When it was finally sundown, Carrie sat up and looked around for the girls. Nev and Belle were on the beach playing volleyball with 10 or so other people and Bee was chatting to 2 guys by one of the bars. Her stomach ached with hunger and she was tired from the long day. The girls had agreed that they'd probably make their first night an early one to make sure they didn't get behind on sleep right away. She asked Becky whether or not she'd made plans for dinner and when she said no, Carrie asked her to stay put for the moment and she'd be right back. She ran and told the girls she'd planned to ask Becky to dinner and asked them whether they cared. To a girl, they all said to go ahead and, in the worst-case scenario, they'd meet at her room for breakfast around 9 the next morning. Returning to her chair, she addressed Becky. "How about dinner?" "I thought you'd never ask," came the reply. Twenty minutes later they were sitting at a table ordering their appetizers at the resort's Italian Restaurant, anxious for a substantial meal after a day of snacking. "You've gotta love a place where you can have fine dining in your bikini," said Becky, and Carolina nodded, her mouth full of warm ciabatta bread. "You pig," Becky continued, "where are your manners?" "In Toronto," Carrie mumbled, and they shared another laugh. They sat silent for a few minutes, sharing the basket of bread and surveying the restaurant. Every few seconds, their eyes would meet and they'd look away. Finally, Becky broke the tension by saying what they both were thinking. "Ok, we obviously both have questions for the other, so why don't we just ask them? It's not like we're ones to hide our feelings." "Very true. So, who's going first?" Becky didn't hesitate. "So do the two of us have a chance, or are you thinking this is probably just a flight of fancy for you?" "Wow, you got right to the point didn't you?" Carolina awaited a comment, but the redhead just smiled, not backing down. "Becky, when I said I just want things to go at my speed, I didn't mean that to say I'm not sure I want you or I'm waiting for a girl with bigger boobs, it just means it's new and I need to be sure before I go forward." She uttered the words in a defensive manner that felt awkward as soon as they left her lips. "Carrie, I'm not pressuring you, I just wanted to catch you off guard there to get a real answer and not a prepared one you'd written on a cheat sheet. Like I say, I've dealt with all kinds of women and I don't like falling for ones that end up with husbands. So before I even start to engage in a relationship, I like to be sure I at least have a chance." "Ok, well you stand a good chance, how's that?" Becky threw her hands up in mock frustration. "There, was that so hard? Now, what do you have for me?" "What the hell is a single lesbian doing spending two weeks at a hetero singles resort alone?" Carolina was pleased to see she'd finally managed to shock her new friend just a little. "Holy shit Carrie," Becky whispered, "is my directness rubbing off, or were you holding back until now?" Carrie replied as Becky had, by simply smiling. "Well the gay cruises and resorts aren't for me. Too many butches, trannies and so forth. There's nothing wrong with them, don't get me wrong, they just aren't for me. At these places, I just always seem to meet people and have fun." "Fun meaning.......sex? Or just fun?", Carrie asked. "Oh I always find a lady interested in kissing my freckles," Becky exclaimed, "and not the ones on my face." "You goof! So I'm just the latest in a long line of potential conversions or are there a whole network of you resort-penetrating lesbians bent on converting all us mostly straight girls to the life?" Becky howled with laughter at that one. "It's nothing so mysterious. I've been coming to these places for 8 years and I've found myself in all sorts of relationships. I've met gay women exactly like me, experienced bifems travelling with friends, I've snuck off with attached ladies looking for some fun away from the man they brought with them, and I've even been an inexperienced girl's first time." With that, she reached over and grasped Carrie's hand. When their eyes met this time, it was entirely different. A little of the apprehension was gone, a little of the tension and nervousness. Carrie actually felt for the first time an intimacy with a woman and it momentarily freaked her out. Becky must have seen the panic in her eyes, let go and apologized. Two Weeks in Jamaica Ch. 01 "Oh Becky please don't apologize, you didn't do anything wrong!" Carrie explained the significance of the moment to her friend and her smile returned. The rest of their meal was a delight. They spoke of their families, school years, etc and found much common ground. Most of all, they just laughed and touched and grew comfortable. After 2 desserts each and a few bottles of Merlot, Carrie glanced at her watch. "Omigod, it's almost 10, we've been sitting here forever." "Well time flies when you're having an excruciatingly horrible time I guess." "Ugh, you can be such a brat!" "I know, that sucks for you. One more for the road?" Carrie nodded, they grabbed one last glass of wine and walked along the beach in the deepening moonlight. "Listen Carrie, I know you're here with your friends and I won't be upset that you don't spend all your evenings like this ok?" "I know you won't, and I appreciate that. But I want you to know that you can feel comfortable around my friends. A couple of them are even a little queer themselves." They shared another laugh and after a couple of more minutes, found themselves in front of Carrie's building. "So listen," Becky began, "I'm in building 'C' over there, so I have to leave you here, which means we now have the difficulty of deciding whether to kiss and if so, whether there will be tongue, a butt grab, whatever. So, if it's ok with you, I'd like to request clearance for a kiss starting with mouths closed and proceeding to French, but only briefly to avoid calls of 'get a room', with a finale of a sexy moan with simultaneous butt grab." Carrie was beaming. "Clearance granted." And it went just as scripted, except that it lasted plenty long enough to have elicited catcalls if anyone had seen them. As the kiss broke, Carrie let out a whimper and, knowing how turned on she obviously was, Becky nearly pushed to come upstairs, but thought better of it. "I'm in room 3376 if you want to drop by or call tomorrow, but don't feel that you have to." "Ok, well I'll be hanging with the girls for awhile, but I'm definitely going to contact you at some point Becks, thanks for everything....oh and I'm in 1984." "Thanks, and it was my pleasure, I'll see you tomorrow." And with one last peck of the cheek, she was gone. For a moment, Carrie thought about chasing her, but thought better of it. "I need to sleep on this, I've had a lot thrown at me today," she thought, and she was proud of herself for being so in control. She made an immediate beeline for the elevator before she could change her mind. The four girls rooms were all on the top floor with ocean views. Carrie let herself in, grabbed a Red Stripe beer from the fridge stock, and headed directly for the balcony. She settled into the padded chair and tried to take in all that had happened that day. She had barely taken a sip of her beer before a familiar noise from next door made her sit up straight in her chair. "Hmmm, the room to my left, that's Nev," she thought. "Wow, it didn't take her much time." Chuckling to herself, she figured she may as well eavesdrop as much as possible. The noises were female and unmistakably Nev's. Carrie had been privy to several of her friend's lovemaking sessions throughout the years and she didn't have trouble recognizing her dirty talk. "Oh my God, it's soooo good, don't stop," Nev moaned. "Keep that tongue right there. Oh that's it! Ok, now use those fingers baby and you'll make me cum. Come on!" "Oh great," thought Carrie, this is exactly what I needed to hear right now. She'd been going to bed horny for months and months, but it wasn't often she'd had to do so in QUITE such a heightened state. Carrie found herself wondering what the guy looked like so she could make a mental image of what was going on in her mind. She had leaned back in the chair and was unconsciously rubbing her inner thighs with her hand. "I'll just bet it's one of those fine young things she was playing volleyball with," she reasoned. "They were all cut, tanned and gorgeous. "Fuck, fuck, fuck, fuck!" Carrie heard a barely muffled Nev cursing over and over again. She imagined that Nev was running her hands through the guy's tousled hair and his big hands were running all over her body......which is exacly what Carrie's hands were currently occupied with on her own body. "Holy shit, I'm gonna cum all over your face if you keep this up!" Carrie pictured her pulling her knees back behind her ears to give him the best access. He probably had her clit in his mouth while 2 fingers worked their way in and out of her. "God, who am I kidding?", Carrie thought, and caved to the inevitable. She stood up and pulled the ties on either side of her bottoms. Spreading her legs slightly, they slipped to the ground. Keeping them spread, she sat back down again and propped them up on the table in front of her. She began the way she always did, with one hand tugging lightly at her nipples while the other traced circles around her lips. "Oh sweetie, I'm SO close," Nev exclaimed and Carrie imagined the guy increasing the pressure slightly on her clit and pounding his fingers in deeper and harder. With that, she broke with tradition and eased 2 fingers slowly into her own pussy. The other hand she brought immediately to her clit. She was even wetter and harder than she'd imagined and that only heightened the pleasure. "Oh God, can you feel it sweetie, can you feel it coming? Oh shit it's right there, I feel SO fucking tight! OH FUCK!" Nev screamed the last part and Carrie hoped no one came to her rescue right now, because she needed it to continue as much as Nev. She could already feel it building inside of her. The next noises from Nev were muffled more and Carrie realized she had grabbed a pillow to scream into. It certainly didn't muffle everything. "My goodness you can lick a pussy! You're about to find out just how...goooooood....YOU......ARRREEEE!!!! Oh my fucking god! LICK MEEEEEEE!!!!!!!!!!!! And Carrie could hear the sounds of Nev's palms slapping the bed, attempting to gain some control over her body. And then suddenly there was nothing. But she had all those pictures in her head and since her own orgasm was building, she had no plans to stop. "My goodness, things never happen THIS quick for me ever," she thought, as she spread her lips apart with her left hand and frigged her clit over and over with her right. Suddenly the voices returned and Carrie realized they were approaching. Panicked, she got up and slid the chair back inside the room out of sight. The first voice was Nev's. "Oh honey, mama's gonna treat you JUST like you treated me, you'll see. Now sit that fine ass down." They were no more than 15 feet away from Carrie now and she was DYING to see what the guy looked like. Still stoking her clit with her right hand, with her left she pulled back the curtain and peered around the corner of her balcony to Nev's. All she could see was Nev's back and bare ass while she stood in front of someone reclined on the chair in front of her. Carrie felt a shiver of pleasure radiate through her. "My gosh Nev's ass is incredible," Carrie thought. "Ok honey, you ready for me? What would you like me to do to you first?" She said it in a mothering, sexy manner that gave Carrie yet another tingle as she stood there bent at the waist, peeping and stroking her soaked pussy. "Play with my big tits sweetie," came the response as Nev knelt down, revealing a breathtaking mid-20's Caucasian brunette, her eyes closed, Nev's juices still glistening on her lips in the moonlight. "Holy shit," Carrie thought, and nearly came on the spot. However, she also nearly fell over into the table on HER balcony and needed both hands to steady herself. She stood around the corner inside her room, afraid to be caught looking. But soon, her curiosity and raw passion won out. She positioned the chair just so in a spot that was hidden from Nev's friend, but allowed her to lean sideways and see all she wanted. Spreading her legs wide, she slowly peered around the corner. The brunette was licking her lips, kneading her breasts with one hand and scratching Nev's back with the other. She wasn't the dirty talker Nev was, but she let her know how she was feeling. Whimpers and guttural moans escaped her lips constantly and Carrie could feel their passion from where she sat. She was frantically running her fingers over her clit now, DESPERATELY trying to cum. For a second, just a second, she closed her eyes and pictured it was herself kneeling on the ground worshipping Becky's sweet pussy. She gave her head a shake and when she opened up her eyes, the brunette was staring directly at her. She was thrusting her hips into Nev's tongue and biting her lower lip. Their eyes stayed locked for a minute in that position when all of a sudden the brunette blew Carrie a kiss. Carrie, feeling more brazen than she had her entire life, got to her feet, stood on the balcony in full view of Nev's friend and proceeded to prop her foot up on a chair and plunge her fingers back into her pussy. With that, the brunette grabbed the back of Nev's head with both hands and pulled her close. Staring directly into Carrie's eyes she licked her lips and smiled. "That fucking did it baby, that's what's gonna push me over the top! Keep strokin' it, come on, keep going!" About 30 seconds later, her eyes rolled back in her head, she kicked her feet in the air and grunted loudly, cumming long and hard into her friend's face. The knowledge that the brunette had been talking to her as much as Nev had done it for Carrie too, and she was this close to blowing her top when suddenly....her phone rang! It startled all 3 ladies and Nev was about to turn around and find her friend spying on her when Carrie crouched down and crawled off of the balcony and over to the phone. "I can't believe my fucking luck! I'm not going to cum that hard tonight now!" she thought. "HELLO?", she said sharply into the phone, strugging to catch her breath. "Ummm, hi? I'm sorry sweetie, I was just heading off to have a bath and go to bed and wanted to say goodnight again. Did I catch you in a bad way or something?" "Oh, Becky, I'm sorry, no. It's just that....oh, never mind, long story." "Well tell it to me." "My goodness," Carrie thought, "maybe I should just tell her to get the fuck over here and bring those toys." Again she bit her tongue. "Oh, it's just Nev, she picked up and she's not shy about....umm.....being vocal." "Ahhhhh, so her and the young man are making whoopee?" "Oh yes, and it's actually a young woman." There was a lengthy pause. "Carrie," Becky began, "how do you feel about overhearing that?" "Well I didn't just overhear, they brought it out onto the balcony." "Really? And you stayed around to watch? Hey, good for you, get any tips?" Carrie laughed. "Yes, I may have picked up a couple of things here and there." "How long were you watching them?" Carrie wasn't sure where this was going to go, but she had no plans on lying to Becky. "About 20 minutes I suppose." Becky whistled. "And this was after having listened to them for awhile?" "Yes." Again there was a lengthy pause. Carrie knew what was coming. "Carrie, were you playing with yourself while you listened and watched?" "Absolutely." "Tell me what you did." "I played with my clit and used two fingers on myself the way I always do." Carrie heard Becky exhale long and slow. "Did Nev and the girl ever see you?" "The friend did. We stared right into each other's eyes for a full minute and I stood up so she could see me. When I did, she came really hard." "Oh my," sighed Becky. "So is that when you came too?" "N...no, I actually didn't." Another long pause. "Carrie, were you about to cum when the phone rang?" "Yes." "So you're naked, wet and on the verge as we speak?" Carrie's mouth was incredibly dry. Such was the state her mind was in that she hadn't noticed that she was sprawled on the bed with her fingers buried in her pussy once again. "Y..yes," she croaked. She could hear Becky let out a whimper. "B.....Becky, are you touching yourself right now?" "Uh-huh." "Were you before you called me?" "Uh-huh. I've never had a date go so well. It was hard to break our kiss." Carrie could hear the squish of her fingers passing through her wet lips on the phone and the heaving of her chest. "I...it left me so wet and I couldn't take it." "Have you cum yet?" "Yes, once," Becky whimpered. "Well do you want to again?" "Oh fuck yes, soooooo badly!" "What were you thinking about while you were touching yourself? Carrie could hear Becky's breathing become even more labored. "Y...you." "What about me?" Becky wasn't trying to hide her impending orgasm in the least. "Oh Carrie, I've been working out how I want it to be with you all night. I'd want us to shower off together and get to know each other's bodies by washing and drying each other off. Then, I'd to get YOU worked up with MY tongue first, then lower myself onto you for a 69 before breaking out my toys and showing you how it's really done. Oh god I'm so close!" Carrie's mind was swimming, but she wanted her soon-to-be-lover to know she'd been thinking of her too. "Well would it interest you to know that while I was sitting there watching Nev lick that girl's pussy, I closed my eyes and pictured that it was you sitting there, my tongue buried in you, and my fingers playing with your nipples and your clit." Carrie heard the phone hit the floor in Becky's room. From what sounded like far away she heard "Ahhhh...shit...oh my god!" For about the next minute, Carrie could hear Becky breathing, moaning and whimpering as the orgasm wracked her body. When she picked the phone back up and said hello, Carrie was so close she could scream. "Oh fuck Becky, those were some of the sexiest sounds I'd ever heard!" Becky was struggling to regain her normal breathing but after a minute or so she'd collected herself. All the while Carrie stroked her pussy, reveling in what she'd accomplished. Becky interrupted her reverie. "Carrie listen, I know you said what you said about moving quickly and I respect that, but given what's going on, don't you think..." But Carrie never let her finish. Her chest was heaving, her pussy was aching, she'd never been so in need of an orgasm in all her life. "Becky for fuck's sake, if you're not in room 1984 in 5 minutes, I'll be in 3376 in 6. And bring something you can REALLY fuck the shit out of me with would you! For god's sake, break out the toy chest!" To be continued...