1 comments/ 36655 views/ 0 favorites Caribbean Awakening Ch. 01 By: cnba Michael still tingled all over from the afternoon massage. He yearned to take the novel sensual experience to the next level and knew deep down that Laurie would be fully supportive of him meeting Roberto the masseur again that evening. While he had never done anything like this before and had never even imagined that his body would react this way, over the last year, he had learnt to trust his feelings and to sexually do whatever felt most natural to him. He had not seen Laurie since mid-day but knew that she and her company team were planning a wild time at the disco tonight. In the meantime, Roberto, smitten with Michael's submissiveness and attractive lady-boy looks had eagerly agreed to Michael's suggestion to meet him at the same club. Michael therefore decided to go all out for the evening and to transform himself into a stunning beauty for Roberto. In the back of his mind he hoped to make Laurie a bit jealous as well. He took his time getting himself looking his best to maximize his excitement from the afternoon. He carefully shaved himself with a fresh blade even though he had done so in the morning. Then after brushing his teeth he rinsed with a mouthwash several times. Stripping off the oily bikini bottom, he stepped in the shower and used the cold water to clean himself all over. He carefully shampooed and conditioned his sun streaked hair. He soaped himself paying special attention to his penis and his behind, making sure he cleaned everywhere. Gingerly he probed his still sensitive ass with soapy fingers to make sure that he cleaned off the massage oil from the exciting afternoon interlude. The jet of cold water rinsed away all the soap. Despite the cold, his erection was stiff all through the bath but in keeping with Laurie's wishes he did not relieve his need. Shutting off the water, he dried himself vigorously. He applied the expensive skin lotion on his freshly scrubbed body making it smooth and soft all over. Combing out the water from his long wet hair he waited for it to dry a bit. He used the large curlers to help bring some more body to the hair. In the meantime, he started on his face, putting on the darker liquid foundation to match his now tanned face. The eyes took some time as he penciled in the mascara rather heavily for a smoky look and went with the deep brown eye shadow. Then he added long and curled eyelashes to complete the look. He had been to the salon just before their trip and his nails still looked good with the dark red enamel. Now he was ready to style the hair. He undid the large curlers and spraying on some body building conditioner, used a large round brush and the hair dryer to bring out the soft waves and the long fade away bangs and sprayed it into shape. Looking at the mirror he could see a mass of wavy hair in a flattering streaked blonde color. With a matching deep red lipstick and gloss coat he was now ready to put on his outfit. With all of the care he was taking in getting ready, his erection had softened and he was able to slide it inside the tiny black lace thong he had picked out. The top he put on was a black silk halter that was loose with folds on top but tapered into ties that knotted at the back of his slim waist. The back was totally bare except for his long teased hair and the loose drapery on the front flattered his smooth chest well. The low cut black capri pants that went on next were also loosely cut but the silky material clung to his legs and behind as he moved. He put on his black velvet wrist straps and choker. With black strappy sandals encasing his bare feet, he was now ready to go. He quickly sprayed on some Obsession perfume as he prepared to leave the room for what he hoped would be a night to remember for ever. His heart was beating fast and he tingled all over with excitement. Just 24 hours ago, he was depressed about his relationship with Laurie. When she had told him about how she planned to spend the time at the resort, he had worked himself to becoming distraught that he would be all alone while she cavorted with her team and the other men at the resort. He was also unsure where their sexual and emotional relationship was going next. The first day at the resort changed all that. Michael's slim boyish figure was around five and a half feet tall and he weighed around 140 lbs. But his large penis was an exception to his slight frame. Erect it was a good seven to eight inches long with an impressive girth. In the past to make up for his size and build, Michael had sported a straggly mustache and goatee and had long dirty brown hair. But with the help of Laurie's friend Diane, his appearance and his demeanor had been changed to suit his inner self (author's note: please read "Michael, My Sweet Whore!" to learn about this part of Michael and Laurie's life). He loved his new looks and made sure that his clothes and appearance pleased Laurie. Again with Diane's help, their marriage and sex life had both evolved so that they were very comfortable with expressing their inner desires. Michael was now clean shaven and kept his body smooth and hairless. Laurie had taken him to a laser hair removal clinic and as the result his body was always smooth. Frequent visits to Laurie's stylist kept his hair in an attractive light brunette shade to which the sun had added natural streaks and highlights. Nowadays, Laurie only wanted Michael wearing the outfits that she picked out for him at her favorite boutiques or her pants and tops. He had grown to love the feel of the silky, soft and stunning outfits and definitely preferred them to shapeless jeans and t-shirts he used to wear. As an avid yoga fitness fan Laurie had ordered Michael to also follow a strict regimen to keep his body lithe and fit. In many ways Laurie could pass for a clone of Michael. She too was slim and willowy and a couple of inches taller than him but a few pounds lighter. She worked out regularly and had a great figure, pert breasts with sensitive dark nipples, rounded and firm behind and silky soft skin. Her hair was styled in a short and sleek dark brown bob to suit her busy work lifestyle and she usually wore conservative business suits during the week. For this vacation week however, she had packed a completely different wardrobe. Nearly transparent skimpy tops, micro-mini skirts and g-string bottoms with sun streaked gelled hair and lots of makeup should give her a trashy look. This look went with her plan to flirt and fuck shamelessly with the men in the resort. Michael would be seeing her getting groped and making out with her colleagues and other guests all through the week. She had told him that she intended to get her fill of thick hard penis in every part of her body this vacation. Laurie loved Michael's shyness and her natural assertiveness and dominance came through in their relationship, and recently also in their sex life. Michael now was openly her submissive partner and she assumed full control over his appearance and sex life. While they had only enjoyed conventional sex before, they now had moved on to a new and very open lifestyle. Their relationship was now more akin to lesbian lovers, with Laurie enjoying Michael's skillful attentions on her pussy and frequently taking Michael with a strap-on. She had ordered Michael not to masturbate and recently she had also stopped using her hands to help him come when they had sex. Nowadays she let him climax only when she took him with the strap-on. Because of the more prolonged abstinences, Michael was almost in a perpetually aroused state and in a sexual high. Laurie was also open in her relationship with Michael since their chance meeting with Diane. She did not mind having Michael please her friends in the same way that he attended to her needs. For quite a while after the trip to see Diane, she had continued her own monogamous arrangement with Michael even as she encouraged him to have sex with her friends. During this period, she had slowly ceased to enjoy having his penis inside her, preferring just his mouth and fingers instead. She also preferred satisfying herself by taking his lithe body with a strap-on. Since the trip to Napa, this pattern too had evolved a bit as Laurie reacquainted herself with hard cocks. During the trip she had slummed impulsively with their black chauffer and liked the experience immensely. She learnt that she also enjoyed being a slut as well endowed men rammed her every orifice – Michael had watched her fuck the driver and ate her creampie in Napa. Now she wanted to experience more of the same. Michael expected that before this vacation was up that she would be well acquainted with the manly equipment of her male colleagues and several other the bulls at the resort. Laurie had successfully handled a very important assignment for her IT consulting company at a major client in Japan. The Tokyo trip she undertook had extended to nearly two weeks and had been mentally and physically exhausting. During the trip she had made Michael stay with Carol, her friend and owner of a high-end sex boutique. But upon her return from Japan, she became jealous of Michael's sexual experiences with Carol and the intimacy he seemed to share with her. The two of them then took a short trip to Napa when Laurie opened her legs wide to another man, partly to payback Michael for his straying with Carol. Just a week later they found themselves at this exclusive and private Caribbean resort courtesy of Laurie's very grateful company. Her team had been selected as the top performer for the year and the trip was part of the reward package. During this sojourn, Laurie hoped to repeat her Napa experience at the resort and packed accordingly. She was horny for cock and looked forward to sharing more than her work with the men in her team and hoped to find other well endowed men at the resort. Flying to the resort seated next to her in a nearly deserted first class section, Michael first heard Laurie's wanton plan for the trip. She told Michael that she hoped he would find a partner or two at the resort as she was going to be spending most of the time getting soaked with cum from her company friends and strangers. She encouraged him to try out new vistas and experience the resort's amenities and the spa as the company was paying for everything. Hearing this Michael felt a twinge of sadness and regret at having strayed further away from her. He felt guilty about his intimate time with Carol and how in his sexual excitement, he had not really missed Laurie's absence. He hoped that after this holiday, their relationship could get back to the way it was. In a way, he was now weirdly jealous of Laurie's potential sex partners. However, they were holding hands and he felt safe and warm next to her. He snuggled up next to her and she rested her head against his. Soon they had had several drinks each. The heady liquor made them light headed and uninhibited. Laurie squeezed his hand and placed it on her damp crotch indicating her arousal. The lights had long been dowsed because it was a red eye and there did not seem to be anyone around. Michael ever compliant to her need felt himself stir in response to her excitement. He slipped down and onto the bottom half of her stretched out seat. Raising her thighs from the cushion and pushing up her very short skirt with his hands, he began kissing her smooth crotch all over. As his lips caressed her inner thighs, he reached up and slid her wet thong down her legs. He then spread her wide and hungrily kissed her moist bare pussy. He gave her slit a good finger workout pushing in and out of the wet folds. The pussy lips quickly became swollen and flowing with her arousal. Moaning she twisted and stroked her sensitive nipples through her flimsy top, enjoying his services. His tongue licked her fragrant slit in long strokes lapping up her juices. He spent his time slowly laving her outer lips teasing her with his tongue. Her fleshy clit reared up eager to feel his attentions. When his tongue finally brushed all over her clit she grabbed his ponytail urgently and ground his face up and down on her pussy. As he feverishly licked her fleshy knob, she tensed up stiffening her body. She came hard bucking on his face and had to bite down on her lip, clenching her fists in his hair to stop from screaming aloud. Enjoying the afterglow, she started to relax when she felt something new and very dirty. Michael had pushed his hands under her bottom raising it up towards him and his tongue was now laving the area below her pussy and then licking her asshole. She was going to push his head away, but a thrill shot up her spine and she tightened the hold on his hair to hold him steady. His tongue traveled up from her asshole to her clit and then back down again, probing inside the puckered opening like a small cock. She didn't think anything could feel so good but his probing tongue sent electric chills up her spine. Then his fingers began stroking her clit and with his tongue continuing to lick her rear, she climaxed again, this time shuddering into a long and slow orgasm. It must have lasted for minutes before she pushed Michael away, breathing heavily. She pulled him up towards her to kiss his wet face and her tongue invaded his mouth tasting her juices. Michael certainly knew how to use his mouth and fingers to take her to the heights of pleasure. She felt his stiffness pushing urgently against her body but spitefully decided to deny him release. She had realized that he must have learnt the ass licking from his time with Carol and her jealousy took over. Pushing him off to his seat she rolled to her side drifted off to sleep Exhausted Michael too stumbled into dreamland very soon, with his cock still engorged and unsatisfied. At the resort, they spent the first morning in their suite trying to get some sleep and recover from the overnight flight. After a late room service lunch, Laurie put on a wisp of a bikini – a halter top with tiny yellow triangles covering her nipples and a high cut thong with a correspondingly small sized fabric swatch in front of her bare slit. She looked naked from the back. Michael could see that the small front of the panties was already discoloring from her excitement. He knew that she was aching to get some cock from just about anyone at the resort. Laurie gave him a quick peck on the cheek as she grabbed and stroked his cock through his bathrobe. She told him that he should go down to the beach for a while and then head to the spa for an appointment she had made for him at 4pm. She was going over to the bar where she hoped to meet her team for drinks and more. She said that she loved him and hoped that he would have a good time in the afternoon and be up to meet her and the team tonight at the nearby disco for some serious partying. After she left Michael decided to not sit in the room all by himself but make a day of it. The resort looked lush and pretty and he could hear the surf at the beach. The spa too promised to take his mind away and he needed something relaxing like that. Laurie groping had stiffened him again and not having come for a while he needed to do something. He picked up a reasonably conservative bikini bottom to wear. But thinking of Laurie's scanty clothing he threw caution to the wind and picked up a very small g-string bottom that Laurie had packed for him. It was like a piece of elastic black floss and rode high up on his waist with a tiny piece going down between his ass cheeks and expanding into a soft pouch between his legs that concealed held his penis securely. For a top he selected a short white tank top. The thin cotton was cut loose and ended at the top of his trim stomach nicely showing off his belly ring. He put his long hair in a ponytail, applied some lip gloss, put on an oversize pair of dark glasses and a pair of coir sandals and slipped out of the room. Strolling to the beach, he caught the eye of the few guests at the resort and some of the staff. Roberto was one of the staff eyeing him. Roberto immediately coveted Michael's slim body. His mind quickly fantasized about using a compliant Michael. He envisioned Michael's lips wrapped around his stiff rod and pounding Michael's petite frame hard. Roberto enjoyed dominant sex, especially with slim and fragile looking partners. He preferred effeminate boys and the occasional submissive woman. He loved using their mouths and their pretty bottoms for his own satisfaction. The resort provided ideal fodder for Roberto's special lust. As a massage therapist, Roberto had a fairly easy job in getting his hands on the right partners. Every other week, his radar would detect a potentially compliant guest whom he would seduce during the massage and then take his pleasure somewhere else on the island, typically to mutual satisfaction. Today he hoped would be no different. He had last slaked his lust well over a month ago and his cock twitched for something smooth and submissive. He was in heat and needed a silky soft bitch. The attentive waiters plied Michael liberally with rum coladas and he was soon feeling painless. The tanning chairs looked inviting and he decided to take in the sun. Lying on his back he reached for the tanning lotion that was available next to the chairs. Just then the sun was blocked by a large staff member who asked Michael if he needed help with the tanning lotion. Before Michael could reply, the staff member picked up the lotion and was pouring it into the palm of his large black hand. The staff member was Roberto and he grabbed the opportunity to gauge his chances by getting his hands on Michael. Brusquely, Roberto took control and helped Michael lie down on his stomach. He pulled off Michael's tank top saying that tanning oil would damage the fabric and that Michael would not want tanning lines on his body. Sensing Michael's innate submissiveness, Roberto progressed to the next stage and began feeling the rest of Michael's body. Roberto started rubbing the sun block at his neck and moved over his slim shoulders and then down his arms. It felt more like a sensual rubdown to Michael than a quick covering of sun block. Roberto liked groping the smooth and sleek form and enjoyed stroking the compliant Michael's lithe limbs. Roberto did not miss his sides and as he reached around underneath to his front, Michael wondered if he purposely felt up his nipples. Roberto ebony hands rubbed more of the oily sun block onto Michael's pale back and down to his string bottom paying special attention to the two ass cheeks. Michael felt his rod getting excited as Roberto started on the tops of his thighs and the bottom of his ass. Roberto could see Michael's arousal as he made sure the lotion did not miss an inch of his body, leaving Michael panting with desire. Michael had not seen Roberto very clearly but enjoyed the long and powerful fingers coating him with slick oil. But before Michael could take a better look Roberto finished up and walked away. Just then, another waiter handed Michael another rum colada. Soon the drinks and the sun helped Michael doze off on the chair. Roberto had already figured out that Michael was compliant and receptive and he definitely wanted to have his way with this guest/quarry. Having done this many times before, Roberto knew just how to make this happen. Just before 4pm a staff member woke Michael up with a refreshing glass of ice water with lemon and courteously directed him towards the spa. As he was escorted to his spa room and the attendant told him that his masseur should be there momentarily. An hour ago, Roberto had arranged the schedule with the other staff to make sure he would be the one taking care of Michael. Roberto's plan was to further build up Michael's excitement during the massage so that he could arrange to meet Michael away from the resort at night and have his way. Caribbean Awakening Ch. 01 Michael had his first good look at Roberto as he came in. Over six and a half feet tall with wiry muscles Roberto was coal black in color with long sideburns and a matching droopy moustache. Michael's head just came up to Roberto's chest as Roberto towered over him. He had a thick silver chain around his neck that lay on top of wiry curls of dark chest hair. The starched khaki uniform he wore appeared one size too small on him and Michael could clearly see a prominent bulge in his shorts. Roberto again took charge and helped Michael undress. The tank top quickly came off and Roberto helped peel off the string bikini bottom stripping him nude without any towel covering him. This was definitely unusual, but because of the many rum coladas, Michael was too dazed to object. Roberto liked what he saw and his bulge grew bigger tenting out his shorts. He helped put Michael's ponytail into a bathing cap to get it out of the way. Then, Roberto pulled the naked Michael onto the table and flipped him over on his stomach, proceeding to pour warm massage oil on the back. As he moved around the side of the table and leaned over, Roberto made sure that his crotch accidentally brushed up against Michael's face staying there for a bit. Roberto large hands now began to massage Michael's smooth upper back and shoulders kneading his neck and shoulders hard. Michael had had massages before, but it has always been from a female massage therapist. This was the first time that a man had touched him like this and he enjoyed the powerful fingers digging and probing into his body. Roberto's working man's hands were nearly double the size of Michael's and the thick fingers were gnarled and rough. As Roberto hands moved down on Michael's back, he made sure that his bulge landed squarely in the palm of Michael's hand that lay by his side. Michael did not need to move his hand to get a sense for how large this man's equipment was. He shuddered softly imagining how the big organ would look like fully erect and pulsing. The big islander worked the oil into Michael's calves then lifting his legs from his knee to massage the feet. When Roberto was finished with the calves and feet, he moved up to do the muscles on his upper legs. He moved Michael's legs apart with his strong hands to give him better access to the inner thighs. The experience was incredibly arousing with the tactile sensations and the warm slippery oil. Michael's penis hardened and pressed up against his stomach, leaking profusely from his need. Roberto then poured more massage oil directly on Michael's bottom and started massaging the smooth cheeks. His strong hands were working over all of the muscles in the lower back, upper thighs and the ass. He once again moved Michael's legs further apart allowing him freely probe between the butt cheeks. Michael felt just great and wanted the massage to go even further. He was very excited and liked the way his body was responding to Roberto's rough hands and the warm oil. In turn, he could feel Roberto's large erection pressing like a club against his legs and knew that Roberto too wanted to take this further. Roberto poured more of the oil and let it ooze down between the crack of Michael's ass over to his pink sphincter and down onto the shaven balls. He was now moving his hands between the cheeks of Michael's ass with his fingers grazing over the sensitive hole. Roberto took his time and paid special attention to Michael's ass running his hands all around the hole and relaxing Michael. Soon the slippery fingers probed and pressed the entrance. Abruptly, Roberto pushed a long digit in and began rubbing the constricting walls. The oil helped lubricate the way and the puckered entrance opened up to Roberto. His finger invaded Michael's most private hole moving slowly in and out. Roberto then inserted a second digit into the now loosened hole. Michael was in seventh heaven pushing his bottom up to the invading fingers, straining to rub them against his prostate. As he was working both of his fingers into the now distended hole, Roberto slid his other hand under Michael and found Michael's erection stiff and oozing. Roberto oil coated fingers began stroking underneath the swollen head just as his other fingers pressed and kneaded the prostate. Michael twisted and groaned with desire. In his excitement he could not take it any more and he shuddered as his penis shot out white spurts on his stomach and on the table. In a few moments, Roberto helped him sit up. Holding Michael's head steady by his ponytail, Roberto's fingers fed Michael some of the cum that was coating his belly. Michael lustfully sucked Roberto's large fingers as if it were a cock tasting the massage oil and the tart flavor of his cum. Michael was hooked and wanted very badly for Roberto to take him. He already knew that his innate desire was to be compliant to powerful women like Laurie and Carol and had also learnt to love strap-on play. Still Michael had never really thought about a similar sexual relationship with a man before today. Now with Roberto's fingers in his mouth and Roberto's hand grasping his hair and controlling him the next step never felt more natural. Roberto's looming presence and his take charge behavior had helped Michael understand his feelings better. Even though he had just come, Michael's prong stirred in excitement and he tingled with desire to serve Roberto. Sensing that he had played this right, Roberto asked Michael to meet him that night somewhere away from the resort. The eager Michael agreed and suggested the disco nearby that Laurie had told him about. Roberto quickly confirmed that he would be there at 10pm; his seduction plan could not have gone of any smoother so far. In a few hours time he hoped his hard rod would be buried deep inside this compliant slut. Continued in Part 2.... Caribbean Awakening Ch. 02 At the exclusive Caribbean resort with Laurie, Michael had run into a large black masseur Roberto. Laurie preferred to get a fill of big cock from her male friends and left Michael to enjoy the resort's amenities. Roberto had skillfully seduced the compliant and submissive Michael and arranged a late night tryst at the disco. Michael spent the evening getting dolled up for Roberto and rushed out to the club. It was nearly 10pm when the sexily dressed Michael grabbed a taxi from the resort and made his way to the disco on the beach road. The club was a very dimly lit old converted warehouse that pulsed with music was and very crowded. The entire middle of the place was a big open space filled with a throng of energetic sweaty dancers, both tourists and islanders. The décor was the usual island motif. Like some of the clubs in Jamaica, this place seemed to have the same easy tolerance of the people to hedonism. A lot of the dancers were very skimpily dressed and topless and even in the poor lighting one could see quite a few people blatantly groping and making out. The long bar on the side was slightly better lit and had mostly groups of tourists drinking and cavorting loudly, fondling and fingering tanned and bared bodies. Michael anxiously looked for Roberto but the only people he could identify were some of the men from Laurie's company drinking at the bar. One of them was French-kissing a topless brunette and openly squeezing her bare breasts while her hand in turn was busy inside his wide-open fly. Her very short skirt was pushed way up and another company man was fingering her naked pussy. She was certainly having a good time. As she broke off her kiss to down a fresh shot of tequila, Michael looked at her more closely and realized that the girl was Laurie. She was of course doing what she had come here to do and wasting no time getting it on with her team. As he watched, Laurie slugged down the tequila and slipped down to the floor on her knees. She began sucking her office companion's stubby and erect penis while her hand pumped the swollen organ of the second man who had been fingering her. Oblivious to the others at the bar watching, Laurie's hands and mouth greedily milked the two tumescent cocks. A couple of minutes of her attentions were enough to get the two men to climax, as they groaned and began ejaculating nearly simultaneously. Pulling his penis out of her mouth the first one shot right onto her face, while the second one's spurts splattered her hair. She too shuddered in orgasm at the same time with her fingers feverishly stroking her clit. Michael's mood had rapidly soured from actually witnessing what Laurie had told him she was going to do and from not finding Roberto. He went up to the bar and ordered a double shot of tequila and downed it straight up. The alcohol seared its way to his stomach and seemed to make him feel a lot better even though he could see that Laurie had already started to suck off another one from her team. A hand groped his ass and he turned around to see Bill, the head of Laurie's team. Bill recognized him and his eyes grew wide seeing how hot Michael looked. Not wanting to talk to Bill, Michael excused himself saying he had to find the toilet and quickly slipped off. Luckily just then he spied Roberto dancing in the middle of the crowd beating time to the loud reggae music. Like many of the floor, the large man was not wearing a shirt and his torso was dripping with sweat from his exertions. Michael hurried to join him on the floor pushing his way through the dancers. Roberto could not see the full effect of Michael's hot appearance because of the poor lighting and the crowd but what little he saw still made him instantly erect. His large dick obscenely pushed out his loose black cloth pants. Michael came up to him and put his slim arms around Roberto's broad neck. Roberto bear-hugged Michael close to him and his hands gripped the pretty bottom probing the thong at the rear through the flimsy capri pants. Roberto felt Michael's silky teased hair and caressed the naked back getting even more aroused. Michael's face pressed against Roberto's hard chest. He licked the moist springy hairs and felt dizzy from the strong earthy odor. They close danced for a bit with Roberto throbbing organ pressing against Michael. Michael felt incredibly aroused from the liquor, the thumping music and the stiff penis thrusting towards him. Having wanted Michael all day, Roberto could wait no longer so he pushed Michael down on his knees just as the crowd around them thinned a bit. Michael understood the signal and his hands went to Roberto's waist pulling down the loose pants. A huge cock snapped out in front of his face. That afternoon when Roberto had "accidentally" placed the package on his palm he had imagined how large it would be. His imagination seemed to have been limited as the actual physical size was even more than intimidating. The organ was coal black and barely visible in the poor light. The pungent smell of male musk filled Michael's nose and he breathed in the ripe scent like he wanted to inhale this penis. Opening his mouth wide Michael stretched his tongue out towards the bottom of Roberto's heavy balls as they hung under his monster of a penis. Then he moved his face down and Michael licked the hairy balls tasting the fresh moisture that coated them. He shivered with the excitement and the sour salty taste as he sucked on both of them in turn. By now, Michael's left hand had moved up to where Roberto's thighs met the bottom, and he braced himself by holding on to Roberto's steely ass. His slim right hand now went around the pulsing object of his interest and his lips encased the broad purplish head. He licked the glistening precum and the sucked the engorged end of the spongy organ, enjoying the alkaline taste and the smell of arousal. Feeling like such a slut he wanted to be used hard by Roberto and guessed that it might be exactly what Roberto had in mind in agreeing to meet him here. Without any warning, Roberto grabbed Michael's silky curls and pushed himself deep into Michael's throat. The huge cock nearly choked Michael even as he struggled to take it all in. Not caring, Roberto pulled the back of Michael's head hard towards his waist. Black curly pubic hair brushed up against his nose and then his lips. As he strained under Roberto's huge hands and invading cock, Michael's eyes watered in pain. This penis was even bigger than the chocolate brown dildo that Carol had used on him a week ago. But because of that experience he was now able to tolerate this forced deep-throating. The live cock also felt different from the strap-on – warm, odorous, throbbing and somehow much more urgent. The softer head of a real dick hitting his throat felt strangely soothing compared to the hard rubber of a dildo but this was the only pleasant part of the forced oral assault. The giant penis continued impatiently in and out of the mouth as Roberto used his tight grip on Michael's hair to thrust deeper and deeper to match his own needs. Michael could not anticipate the thrusts, which were sometimes short but usually drove deep enough for Roberto's heavy balls to slap hard against Michael's chin. Roberto quickly established a steady rhythm and pulled himself in and out of Michael's hungry mouth taking his pleasure and straining for release. The sensation of the tip of his cock pressing against the back of Michael's throat made him groan in ecstasy. The powerful feeling of using a compliant and sexy slut's mouth right in front of the dancing crowd was a tremendous high in itself. Instead of numbly accepting the brutal assault, Michael's own lust made him strain to pleasure the large organ with reckless abandon, forcing open his mouth and gamely using his tongue even as he was struggling to breathe and not gag. Finally, Michael felt the huge rod swell up even bigger and he managed to take a deep breath just as thick spurts of cream streamed into the depths of his mouth. The jets of cum shot out forcefully hitting the back of Michael's throat. It was now very hard not to choke or retch but Michael desperately swallowed as much of the gushing fluid as he could, focusing on this task to empty his mind of anything else. Some of thick cream just spilled out back down the shaft and around the outside of his lips. With good instincts, Michael continued lapping up the spilt fluids tasting the sour and pungent liquid. Roberto pulled up Michael and fed him the dribbles with his fingers. He had thoroughly enjoyed using the mouth of the pretty slut from the resort. This bitch should be a great lay and knew just how to make this experience complete by raping the pretty ass. The lascivious thought made his cock swell again and he stroked himself erect with glee. The sandy beach near the disco was deserted and dark with the New Moon. The gentle surf and the cool breeze coming in from the sea made it a very comfortable place compared to the sweaty atmosphere at the club. The only sounds you could hear were the waves and the muffled reggae music from the disco. Dragging Michael out of the disco, Roberto brusquely pushed him to the trees near the edge of the beach. The ground was rougher here and less sandy. There were a couple of cut palm tree trunks nearby, arranged like a makeshift bench, and Roberto stopped next to them. Turning Michael around Roberto grasped the front of the flimsy silk top and tore it violently from his body. Then Roberto ripped down the black capri pants so that the tatters flopped around Michael's ankles. The wisp of a bikini came next as Michael was stripped forcefully and readied by Roberto. Michael's clothes were in shreds and he was nude on a public beach moments away from being ravished by a huge black penis. He shuddered with his own raw desire and his freshly released cock jerked up, swollen and throbbing. Roberto was much more physical and rough with him compared to any of the lovers Michael had been with before. The experience was novel and very much more arousing to him. Michael felt the familiar hard fingers stroking his body and he moaned and pushed himself towards to the hot calloused hands. Abruptly, he screamed out as Roberto pinched and roughly twisted his sensitive nipples. Pulling Michael forward by his nipples Roberto grinned as he bit down sharply on one already throbbing nipple. Then his teeth chomped even harder on the other. Tears again begin to run down Michael's face from the physical pain. But despite the pain Michael's strong desire to totally submit to this humbling experience came to the surface. From inflicting pain, Roberto's hands moved back to squeeze and probe Michael's smooth globes but his mouth continued to greedily bite and suck at Michael's neck, the hickeys marking him as Roberto's slut. Pure lust moved through Michael's body and he craved to be used like a bitch by Roberto. After the facial fucking in front of the dancing crowds at the disco, Michael felt completely owned and was ready for Roberto to take him. Once again he was going to experience being penetrated by a dominant lover, not with a strap-on this time, but with a large black penis. Yet, at the back of his mind a little apprehension reared its head as he visualized the humongous prick that had just recently ravaged his throat. Roberto turned him around and pushed him face down on the cut tree trunks that roughly abraded Michael's skin. Michael's hands clutched the side of the tree and with his chest and face flat against the ridged trunks he arched his back slightly upwards to present Roberto with his pale bottom. Michael's knees pressed down on the hard ground for leverage and his back muscles strained to push his bottom even more upwards so that it would come up to the right height for Roberto. Between the spread cheeks his pink rosette beckoned, inviting the big cock. Roberto lusted after Michael's slim body now compliant and waiting for him to mount and take his pleasure. From this morning when he had first seen the sexy bitch, he had had desired Michael. Now Michael's transformation into an attractive boy whore for the disco, his supine submissiveness and the powerful face fucking experience, all combined to make Roberto's simmering desires rise to a peak. With his every need, Roberto wanted to rape Michael hard and take his wantonness. The hard oral rape at the disco had merely whetted his desires and dangerously sharpened this lust. Roberto now wanted Michael to please him with his pretty bottom so that he could shoot hard by fucking the slut. He wanted to maul and slap this pretty body bright red as he took his pleasure. The mounting need made Roberto proceed quickly to take his pleasure from the bent over body. Michael felt himself being readied by Roberto. His extremely vulnerable posture and the anticipation of serving Roberto in this way made him scale the heights of sexual arousal. He wanted this new experience of serving a dominant man in every which way. If he was a bit unsure at first, he was now completely ready to feel this black man inside himself. His organ freed from the stretch thong now swelled under him with his excitement and rubbed against the coarse bark. He could feel the wetness on his thighs from his cock's almost continual secretions. Michael's soon to be rapist positioned himself behind the supine body with his huge hands on the hairless, tanned buttocks. Roberto rubbed his black monster with a lot of spit to make it easier for his own enjoyment and prepared to fuck his new boy whore. Michael felt the head probing between his quivering butt cheeks, and then it rested on the crack, huge, hot and throbbing. Michael whimpered again, writhing, begging Roberto to rape his virgin ass and teasing him with suggestive movements of his hips. Roberto pulled Michael's thighs wide with his hands and pulled back his organ to push directly onto the displayed pursed opening. In turn, Michael felt the probe at his rear entrance and at first electric sensations ran up his back. His spine tingled as the huge bulbous head popped through his tight sphincter. Then Michael screamed as the pain exploded from every nerve on his anus. He felt this black club inch by inch as it dug deep into his hole. The spit barely helped to ease some of the tightness, but Roberto was not at all concerned about hurting this slut. Grabbing Michael's hips Roberto thrust himself forward powerfully all the way until front of Michael's thighs slapped hard against the side of the trunk. The overwhelming feeling of fullness now enveloped Michael and his anus felt like a red hot poker had run him through. Even though Carol's large strap-on had plunged deep inside Michael many times during the week she had used him, it seemed a mere appetizer compared to this gargantuan beast now invading his bowels. Roberto's large hands dug deep into Michael's waist as Roberto started to take his pleasure moving quickly in and out. He aggressively took his pleasure as the oozing precum lubricated the passage enabling his big rod to give this smooth ass a thorough fucking. He was finally fucking this slut hard and the feeling of thoroughly using this pretty boy was fantastic. Being used like this by Roberto brought up all of his submissive desires to the highest level. Michael's desire to be hurt was in many ways also a hidden wish to be punished for straying from Laurie. His chest and stomach were now soaked with the secretions from his organ and the constant scraping of the rough tree trunk was scratching and tearing his smooth skin. Despite the pain, Michael enjoyed the feeling of servicing a dominant companion purely for that person's pleasure. He loved the mental picture of him face down on the makeshift table with his ass held high up and being taken by a very powerful lover. His face twisted and groaned in pain and pleasure at the friction and the pressure of the experience. The pure sensations here and now overwhelmed him. Roberto's rough attentions continued and the pressure on bottom and on his prostate was exhilarating. He moved his ass up and down trying his best to milk the large penis. Seeing how Michael lustily desired the rape egged Roberto on to hurt Michael even further. Whap, whap, whap! In short order, the muscled hands reduced the pale cheeks of Michael's ass into a mass of red bruises and had Michael screaming in pain. The sheer power of taking the slim form and hurting Michael physically overwhelmed Roberto's senses. He enjoyed the tightness of Michael's ass gripping his rod and squeezing it. This slowly built up his pleasure and he sensed that he was nearing his release from the powerful fucking he was giving Michael. To slow down, every few strokes he pulled fully out of Michael and used the extra momentum to bury his rod deep. Slapping sounds from his body slamming Michael's freshly pink bottom filled the air. A continual stream of tears rolled down both sides of Michael's face. Roberto's hands were clawing at Michael's thighs and waist pressing brutally into his flesh. At the same time, Roberto's thrusts were slapping the front of the thighs against the tree trunk while his heavy balls synchronously slapped Michael's ass. Roberto could see that Michael's thighs and waist were bruising to the same shade of pink as his chastised bottom. The visual evidence of Michael's physical pain actually increased Roberto arousal even more and he grabbed Michael's long hair using it to twist and cruelly pull back Michael's face hurting him even more. Michael's screams finally helped push Roberto to release and he shuddered in a tremendous climax. A copious stream of cum filled up Michael and overflowed down between his legs. Roberto shooting inside him and the continual rubbing on his prostate also pushed Michael over the edge. He too ejaculated and a spray of cum spurted from Michael's cock, spraying the log and his thighs. Seeing Michael finally come, Roberto gave one last thrust and pulled out of Michael, releasing his thighs. And with his penis shrinking in size, he pulled it out with a wet popping sound. As Roberto staggered up to his feet, Michael lay collapsed on the tree trunk enjoying the orgasm. His pale naked body was lacerated from the friction against the rough tree trunk at the thighs and on his upper body and his bottom was pink from the punishment. His ass, waist, thighs and chest felt like they were on fire and he was drained physically but he also felt thoroughly sexually satisfied. The anal session was every bit as enjoyable as the strap-on experiences. Roberto had used him purely for his own pleasure and the brutally rough treatment peaked Michael's submissiveness. The novel experience of having a live cock pushing deep inside and spraying his bowels with cum was sensational and Michael could not wait to tell Laurie that he shared her delight in sucking and fucking big cocks. The confusion of the last few days and the jealousy at seeing Laurie with other men vanished in this cleansing act and he longed to be with her again helping to please her with his mouth and his ass. He also knew that from now on, whenever Laurie desired large cocks, he too could join in the experience and share her passions. All in all it had already a memorable vacation helping to bring him closer to his partner in every way.