Learning To Swing Both Ways Ch. 07
PRELUDE
Craig Sanders and his girlfriend Trudy had planned to attend a swinger's get together at an all-inclusive resort in the Caribbean. At the last minute Trudy backed out but Craig decided to go without her. He decided that there would be plenty of other single swingers there and the trip was already paid for. Craig left for the Caribbean Island on a Friday afternoon and checked into the resort that night. Most other people would be arriving on Saturday the normal transition day for the resort.
It was nearly 10:00 PM when Craig decided to walk around and check out the grounds. The bar in the main building was open 24 hours so he stopped there first and got a Mudslide his favorite island drink. Craig then walked around the property and located all the pools and Jacuzzis. He walked along the nude beach which by then was vacant but the action in the nude Jacuzzi was something to behold. He didn't stay long as he didn't want to appear conspicuous but he stayed long enough to watch several naked couples engage in sex.
As Craig passed the pump house near the Jacuzzi he heard some voices and spotted some movement behind the building. Suspecting that others were having sex Craig's curiosity got the best of him. He quietly peered through the bushes to see who was behind the building. Craig was shocked to see three guys together with their bathing suits pushed down to just above their knees.
A cute almost pretty blonde haired guy was standing between two dark haired guys. The blonde had a cock in each hand and he stroked them both. The dark haired guys each had one of the blonde's buttocks in their hands as they kissed his neck and toyed with his nipples. Craig watched as the two dark haired guys maneuvered the blonde onto all fours. Then the blonde sucked on one cock as he got fucked with the other. Craig had never seen gay sex even in porno movies and he was mesmerized by the act. The three guys were so good looking with smooth hairless bodies that Craig found the scene to be very erotic. Craig watched them until the all ejaculated.
The guy fucking the blonde pulled out of the blonde's ass and shot his load onto the blonde's back and buttocks. Then he put his cock back in the blonde's ass and fucked him until his cock softened and slipped from the blonde's asshole. The other guy pulled his cock from the blonde's mouth and shot his load past the blonde's face onto his back and shoulders. Then the blonde took the cock back in his mouth and sucked it dry. Finally the blonde rolled over on his back and one of the dark haired guys jerked the blonde guy's cock. The blonde shot an enormous load onto his own body covering his chest and pubes.
At that point Craig moved away from the threesome and headed to his room stopping at the bar on the way to get another drink. Craig realized that he had a boner and he was surprised that the gay sex had got him so excited. Still he had seen enough for one evening. He hadn't even been there for two hours and he had witnessed multiple sex acts. Craig returned to his room and stripped off his clothes. Craig got in bed and slept in the nude. He eventually fell into a deep sleep as he was tired from the trip but not before wondering what was in the cards for him that week.
SATURDAY THE START OF A NEW ADVENTURE
Craig woke up Saturday morning with a raging hard-on. He was tempted to jerk off because he was so stiff but he resisted the temptation. Craig decided that he would save himself for later just in case he got lucky. He took a shower, dressed and made his way to the breakfast buffet. Craig was impressed with the variety and quality of the food. The fruits were so very fresh and delicious. Craig dined with some other people and learned that they were from Toronto Canada. They were very pleasant and attractive. Craig couldn't help thinking about the three couples after breakfast. Did they all come here to fuck each other, he wondered?
After breakfast Craig worked out at the fitness center, and then he showered again and had a light lunch from the buffet. Craig then decided to work on his tan lines and headed for the nude beach. He was well tanned except for where his bathing suit had blocked the sun. Craig had been warned about the Caribbean sun and he liberally applied sun block to his entire body. Craig stretched out on one of the lounge chairs and began to read a book that he had been intending to finish for some time.
Pardon me but do you mind if we sit here," a sweet voice asked.
Craig looked up and saw a very cute naked couple standing just a couple of feet from him. They looked like brother and sister. They were both about 5'6" tall with blonde hair and slender bodies. The woman had a cute figure with tiny breasts, shapely legs and a very nice ass. The man looked just like her except that he had a cock and he didn't have tits. Craig was convinced that he had seen them somewhere before but he couldn't remember when or where.
"Of course, please join me," Craig replied and smiled at them.
They set out their beach chairs next to each other and sat facing Craig. The man then spoke, "I'm Blake and this is my wife Sandy."
"I'm Craig, pleased to meet you," I replied.
"Are you here by yourself?" Sandy asked.
"Yes, my girlfriend bailed on me at the last minute," Craig replied.
"We are from Canada and have been her for several days. We're leaving on Monday," Blake replied.
"I am thirsty. Does anyone want anything? I am going to the bar," Sandy asked.
Blake and Craig both opted for vodka slushes which Sandy was having. She got up and walked over to the bar and Craig could not help but watch her as she walked away. Her cute ass swayed and rolled as she walked on the sand. Craig was embarrassed when he realized that Blake was watching him as he watched Blake's wife.
"Sorry, I am still not used to nudity on the beach," Craig apologized.
"I understand and she is beautiful to watch isn't she?"
"Yes she is," Craig replied embarrassingly.
It was just as bad when she returned carrying the three drinks. Craig looked at Sandy and took in her shapely legs, luscious thighs and very pretty blond pussy. Craig was afraid that he was going to get an erection if he kept looking at her. Sandy arrived and handed Craig and Blake the drinks. Craig took his and casually held it in his lap for a few seconds to cool his jets before he raised his cup and toasted the couple.
"To a great week for you," Blake said as they both raised their cups.
The three of them chatted for quite sometime that afternoon and we got to know each other very well. Craig learned that they were both 28 years old even though they didn't even look 21. Craig shared the story about his girlfriend and they both applauded him for vacationing without her. They suggested that Craig hang out with them since he was by himself and that he could sit with them at dinner and the evening entertainment. The next time they needed drinks, Blake went to the bar to get them. As he walked away from them Craig couldn't believe how much he resembled Sandy from behind. He was just as shapely and he had an ass that looked just like hers. With his blonde hair covering the nape of his neck he looked like a woman from the back.
It was then that Craig remembered where he had seen Blake and Sandy the first time. It was last night. Blake was the blonde guy with the two dark haired guys. Blake was the one sucking cock and getting fucked. Craig couldn't believe that Blake was married to a hottie like Sandy and he was having sex with other guys. Craig then remembered Sandy from the nude Jacuzzi. She was the blonde who was eating pussy and getting fucked at the same time. Craig realized that they were both bisexual and obviously very active outside their marriage.
Blake returned with the drinks and they talked some more and eventually Craig got very comfortable with the two of them. It was Craig's turn to get the drinks next and as he stood up both Sandy's and Blake's eyes went right to his crotch. It was obvious that they were both checking out Craig's package. Craig went and got the drinks and as he did he wondered where things would lead with Blake and Sandy. Craig returned with the drinks and handed them to Blake and Sandy. Sandy stared at Craig's cock as he leaned over to hand the drink to her then Craig handed Blake his drink and sat back down.
When it was time to go and get ready for dinner, Blake told Craig that they would meet him at the restaurant and that they would sit together. Blake and Sandy walked ahead of Craig as they left the beach and again Craig marveled at Sandy's ass. Craig was also watching Blake as he walked along side his wife and it was hard to tell them apart from behind. Craig felt his loins stir as he watched this sexy pretty couple walk across the sand. Craig then returned to his room to get ready for dinner.
Blake, Sandy and Craig dined together that evening and then they hung around for the entertainment. That night the resort had an Elvis impersonator who was quite good. The three of them enjoyed listening to all the Elvis songs and then the dance floor was opened up during his second set. Sandy wanted to dance to the slow songs but Blake said he wasn't in the mood. Sandy asked Craig to dance with her and they stayed on the dance floor for five straight slow songs.
During the third song Sandy moved her leg between Craig's and they danced so close that a ray of light couldn't have passed between them. Craig loved holding her close and he was tempted to hold her by her ass but he reminded himself that it was Blake's wife. Sandy rubbed her leg into Craig's crotch and he could not help but get an erection. Craig knew she could feel it against her thigh and she drove him crazy as she pressed into him. During the fifth song she slipped her hand between them and rubbed Craig's erect cock through his pants.
"Wow did I do this to you?" she teased.
"You know damn well you did," Craig whispered in her ear.
"I'm glad that I was able to turn you on," she whispered back.
They finished the dance and then returned to their table. Blake was smiling and sipping his drink when they sat back down. Sandy smiled and nodded at her husband as if giving him permission to do something. Then he shocked Craig with an offer.
"Craig, Sandy and I are not up for the nude Jacuzzi this evening and we would like you to share our bed with us tonight," Blake bluntly offered.
"I don't know what to say," Craig replied somewhat stunned as he had not expected that.
"Say yes, I love to be with two men," Sandy coaxed Craig.
"I have to tell you that I am not interested in another man's cock, if that is what is on your mind," Craig stated firmly looking at Blake, remembering him with the two dark haired guys.
"That is not a problem, but have you ever let a guy suck you or have you ever fucked a guy?" Blake questioned.
"No, I have not," Craig stated firmly
"Craig, just go with the flow and if you are uncomfortable with anything we'll understand," Sandy added.
"Let's go back to the room then," Blake invited him.
Craig followed Blake and Sandy to their room when once inside Blake and Sandy undressed and hung up their clothes. Craig stared at the two look alikes and he was still amazed how much they resembled one another. Except for Blake having a cock and Sandy having a pussy they were almost identical. They both had slim curvy bodies that were virtually hairless and they both had smooth unblemished skin. Sandy had very small tits and she was almost flat chested. They both had blonde pubic hair that looked more like peach fuzz.
At that moment Craig felt a little foolish standing there fully clothed. So he took his clothes off and folded them neatly in the nearby chair. Then it was Sandy and Blake who stared at Craig and they admired his body and complimented him on his fitness. Then they approached Craig and they both ran their hands over his body. They enjoyed feeling his muscular torso and they ran their hands over his washboard abs. Craig was hard in an instant and then Sandy cooed.
"Oh Blake, look at his lovely cock. It is beautiful," Sandy gasped as she took a hold of Craig's 8" erection.
Sandy told Craig to get in bed and lay on his back. Then she knelt between Craig's legs and took his cock in her mouth. Sandy sucked Craig's cock and caressed his achy balls. Sandy was a very accomplished cock sucker and she was able to take Craig deep in her mouth. Craig was convinced that he could feel his cock at the back of her throat. Sandy seemed to have the ability to massage Craig's cock head with her throat muscles and she soon had Craig racing toward an orgasm. Craig held her head with his fingers entwined in her blonde hair as he began to face fuck her.
Craig looked over at Blake and saw that his cock was an average size of about six inches. Blake knelt behind Sandy and slipped his cock into her. Sandy never stopped working on Craig's cock while her husband fucked her. Sandy reached under Craig's scrotum and lightly touched his perineum which sent Craig over the edge. Craig blasted loads of cum in her mouth. Sandy rapidly swallowed all of his cum and continued to suck and milk his cock dry and drain Craig totally.
Craig lay back on the bed as he recovered slowly from the fantastic blow job and watched Blake fuck Sandy until Blake's body stiffened and he announced that he was cumming. Sandy leaned back against Blake as he came in her pussy which caused her small tits and hard nipples to stand out. She definitely had cute tits even though they were small. Her nipples stood out like little dicks they were so hard.
Craig was already starting to get hard again when Sandy asked if Craig would like to fuck her. Craig's cock was now rock hard and he moved it toward her. Sandy lifted her legs and presented her pussy to Craig and he pushed his cock against her labia allowing it to slide into her warm passage. Sandy gasped as Craig's cock nestled into her vaginal passage.
Blake moved up to Sandy's head and stuck his dick in his wife's mouth. Craig fucked Sandy slowly at first and then he picked up the pace. Sandy used her vaginal muscles to tighten her pussy and she massaged Craig's cock by clenching and unclenching them. Craig felt his second orgasm travel from his balls up through his dick as he shot wads of cum deep into Sandy's pussy. Craig leaned over her body and grabbed her small firm tits and let the rock hard nipples slip between his fingers as Sandy continued to use her vaginal muscles to milk Craig's cock dry of every drop of cum.
"Oh Blake, I'm going to cum," Sandy suddenly cried out.
Blake pulled his cock from his wife's mouth and slid down Sandy's body to her pussy just as Craig's softening cock slipped from Sandy's pussy with an audible pop. A trail of semen trickled out of her just before Blake got there to suck Craig's seed out of his wife's pussy. Blake covered his wife's pussy with his mouth just in time to catch all her love juice. Sandy's body thrashed around as she orgasmed and came in her husband's mouth. Sandy lifted her hips off the bed as Blake sucked every drop of the combined juices from his wife's pussy. Sandy had been fantastic as Craig had just received a world class blow job and fucked her very hot pussy. The three of them remained silent and rested for several few minutes and then Sandy said she wanted two cocks in her at the same time.
Sandy worked on Craig's cock until it was erect again and then she mounted him lowering her pussy onto Craig's shaft. Sandy cooed as Blake worked his fingers in and out of her asshole lubricating it for his cock. Then he lined up his cock and slipped it right in Sandy's hot ass. That answered Craig's earlier thought about whether she took it in the ass or not. Sandy sighed as the hard cock entered her ass and Blake fucked her slowly. Craig could feel Blake's smaller erect cock through her membrane and it surprisingly turned him on. Blake didn't last long and he soon came in his wife's ass.
"Your turn," Sandy whispered to me.
Obviously Sandy wanted Craig in her ass so she lifted off of him and then she got back on all fours. Blake handed Craig the lotion and he put an ample amount on his cock. Craig added his own saliva to his lotion coated cock making it as slippery as possible. Craig eased his cock into Sandy's ass and she tensed up when she felt Craig's larger cock at the entrance. Craig was excited to be fucking his very first ass. Craig held Sandy's hips and slowly pushed his cock in her rectum.
"Oh easy, go easy, let me get used to you. Not too deep at first, please," Sandy begged.
Craig was inexperienced in anal sex but he didn't want to hurt Sandy so he slowly fucked her ass with about half of his cock in her. Sandy loosened up gradually and as she did more of Craig's cock slipped into her bottom. Soon with patience and steady strokes Craig was fully imbedded in her ass. Sandy grunted as Craig picked up the pace and drove his cock home with each stroke. Craig looked at her beautiful ass as he fucked her and he couldn't believe that he was really fucking her cute ass. Craig excitedly watched his cock slide in and out of Sandy's tight bung hole and he felt his orgasm building in his balls. Craig shoved his cock in as far as he could and unleashed a torrent of cum into Sandy's rectum. Sandy was surprised by the force of Craig's ejaculation and the amount of semen that he shot into her ass since it was his third time that night. Craig kept fucking her slowly and Sandy's sphincter muscle contracted around his cock involuntarily milking every drop of cum from him. Craig wanted to stay in Sandy's beautiful ass forever but he felt his cock soften in her rectum. Craig's cock slipped out slowly and made an audible popping sound when it cleared Sandy's anus. Craig had just experienced one incredible ass fuck. It was his first but at that moment he knew it would not be his last.
Sandy was in need of an orgasm and she reached between her legs to finger her own pussy. Craig rolled her over and told her to let him take care of that for her. Craig knelt between her legs and lowered his face to her pussy. Sandy had a quick orgasm and humped her pussy up into Craig's face. Sandy coated Craig's face with her pussy juice as she thrashed about on the bed. Craig was hard again so he moved up and slipped his cock back into Sandy's pussy and fucked her through multiple orgasms but he didn't cum again. Sandy finally begged Craig to stop fucking her as she couldn't cum anymore. When Craig rolled off of Sandy he looked over at Blake.
Good job Craig, she needed that," Blake said.
"Bring that delicious cock over to me Craig," Blake requested.
"I've got nothing left Blake, Sandy drained me of every drop," I replied.
"That's okay I just want to nibble, you don't have to cum again," Blake told Craig.
Blake sucked on Craig's cock and although Craig was at least semi-hard he knew that he wouldn't cum again for quite awhile. Blake kept sucking Craig's cock and Craig realized that even though it was a guy, Blake was every bit as good as his wife at sucking cock. Blake got Craig hard again and then asked Craig to fuck him. Craig watched as Blake got on all fours and lubricated his asshole. Craig didn't know if he could go through with it at first but when he looked at Blake's shapely ass it looked just like Sandy's. Other than his ball sac hanging down he looked just like Sandy waiting to get fucked. Craig lubed his cock again and then eased his cock into Blake's ass and fucked him with long deep steady strokes. Sandy got in front of her husband and took his cock into her mouth. Craig fucked Blake until Blake came in his wife's mouth but Craig could not cum again and he pulled out after Blake ejaculated in Sandy's mouth.
It was time to get some sleep so Sandy and Blake invited Craig to stay with them that night. They all stayed naked in the bed and pulled the covers over their tired bodies. Craig had no trouble falling asleep with Sandy in the middle between her husband and him. Sometime in the very early hours Craig was awakened by the bed moving. When his head cleared he realized that Blake was fucking his wife. Somehow Blake had gotten in the middle and he had his back to Craig as he fucked Sandy from behind. Craig didn't know if Blake was in Sandy's ass or pussy but Craig was overcome with desire and he decided to get in on the action. Craig's cock was hard so he moved it to Blake's ass and touched Blake's anus with the head of his cock. Blake reached back and guided Craig's cock into his ass and then he resumed fucking his wife. Craig didn't have to move much since Blake's fucking motion caused his ass to slide back and forth on Craig's cock.
Craig felt Blake stiffen and Craig knew that Blake was cumming in one of Sandy's holes. Blake's asshole tightened around Craig's cock as he ejaculated into his wife. Then Blake relaxed but Craig was not done so Craig picked up the pace and fucked Blake with more urgency. Then Craig ejaculated for the first time in a guy's asshole. Blake cooed and moaned when he felt Craig's semen shoot into him. Craig's cock eventually deflated and slipped from Blake's ass. The three of them then fell back asleep and Craig dozed off wondering what else could possibly happen that week.
SUNDAY WAKE UP CALL
Craig woke up the Sunday morning with his customary piss hard-on. Craig looked over at Sandy lying on her back with an angelic smile on her face. Blake was already out of bed and Craig assumed that Blake was in the bathroom. Craig eased his body over Sandy and slipped his morning erection into her sweet pussy. Sandy moaned softly and then she opened her eyes and smiled at Craig. Sandy wrapped her arms and legs around Craig's body and they began to fuck. Craig had done this many times with his former girlfriends and he knew that he could fuck Sandy into submission without cumming himself.
Sandy didn't expect the ride that she was in for that morning. Craig fucked her with long steady strokes keeping his cock in constant contact with her clit. Sandy went wild as she repeatedly orgasmed. Her orgasms seemed to be continuous and her body squirmed under Craig as one after the other rocked her petite body. Craig stopped fucking her when she collapsed on the bed. Her arms and legs left Craig's torso and flopped along side her body. Craig eased his cock from Sandy's pussy; it was still hard and looked ominous as it glistened with her juices.
Blake had come out of the bathroom and he was standing in the bedroom watching as Craig fucked his wife. Blake was stroking his own cock as he watched Craig and Sandy. Craig moved off the bed and Blake dropped to his knees and sucked Craig's cock clean of Sandy's pussy juice. Craig told Blake that he had to pee and that he would be back after he relieved himself. Craig went into the bathroom took his morning piss and then returned to the bedroom. When Craig returned to the bedroom, Blake was in bed on all fours and Sandy was lubricating his asshole.
"Blake wants you to fuck him again," Sandy said sexily.
Not near as nervous as he first was, Craig climbed up on the bed and Sandy took his cock in her hand and applied the lube to it. Sandy had Craig hard in no time and then she guided Craig's cock to Blake's ass. Craig eased his cock into Blake's snug opening and Blake groaned as his asshole was stretched again. Craig fucked Blake slowly at first and then Craig picked up the pace. Sandy had moved under Blake and she was sucking her husband's cock as Craig fucked him. Craig felt his balls tighten and he knew that he was only seconds away from cumming in Blake's asshole. Then Craig felt the surge of cum rifle through his cock and he flooded Blake's ass. Blake groaned aloud and announced that he could feel it.
"Oh yes, I feel it, shoot it into me," he called out and then, "Oh Sandy I'm cumming too."
Craig felt Blake body stiffen as Blake shot his wad into his wife's mouth. Blake's asshole tightened around Craig's cock and squeezed any remaining cum from Craig's shaft. Blake fell forward on the bed and Craig's dick slipped from Blake's asshole. Craig looked at Blake and saw traces of cum seep from Blake's anus. Sandy smiled at Craig and looked at his still hard cock. Then she got on all fours, tossed Craig the lube and patted her ass in an invitation for Craig to fuck it. Craig was ecstatic with desire as this couple had him really turned on.
Craig lubed Sandy's ass and he fingered her asshole and pussy at the same time. She cooed and told Craig how much she liked his fingers in both her holes at the same time. Then Sandy begged Craig to stop teasing her and put his cock in her ass. Craig eased his cock into her and he was still amazed how the both of them were able to take his cock in the ass. Craig fucked Sandy for a long time working up to his second ejaculation. Blake had recovered and he moved under his wife in a 69 position. Sandy took her husband's cock in her mouth and he began to lick his wife's pussy.
Blake also played with Craig's balls as he licked his wife's pussy. With Blake caressing Craig's balls and tickling his perineum Craig's ejaculation was accelerated. Craig held to Sandy's shapely ass and drilled her as his cock fired a barrage of cum into her rectum. Sandy cried out that she was cumming too as she lifted her mouth off her husband's cock. Her body shook with a violent orgasm dislodging her husband's mouth from her pussy and Craig's cock from her ass. Sandy collapsed next to Blake and she was still quivering and gasping from the intensity of her orgasm. Blake was still hard and he reached down to jack himself off as Sandy was done for awhile. Craig watched as Blake's balls tightened and he shot a stream of cum on his abs. They were all done for the morning and they remained motionless on the bed.
The three of them eventually got up, showered, dressed and went to breakfast. They got there just as the buffet was being removed so they grabbed what they could and ate breakfast together. Blake and Sandy were scheduled to go on an island excursion that day so they Craig that they might see him later. As it turned out later that day when Craig spotted Blake and Sandy on the nude beach they were with another couple. Craig did not see them that night and he assumed that they had hooked up with the other couple. He remembered that they were leaving Monday so he knew he would not see them again. Still it had been two incredible days of sex with them and several firsts for Craig.
That night after dinner and a few drinks Craig decided to go for a late swim. Many of the guests were at the disco but Craig had opted to be alone. He had had a full morning of sex with Blake and Sandy and he wasn't up to chasing pussy that night. Craig returned to his room and changed into his bathing suit. He then went back to the regular pool area to swim and relax in the cool water. Craig loved the fact that there was always a bar open at the resort. After his swim he got another drink and stretched out in the lounge chair. Craig dozed off and then he was awakened by a rustling sound and whispering voices.
"Hurry I have to get back to the party. My husband will be looking for me soon," a female voice said in an urgent whisper.
Craig turned his head in the direction of the voice and he could just make out a woman with two men. Craig strained his eyes to see and then he realized that the two men were black, the woman was one of the group from Canada that he had met at breakfast one morning. She had apparently slipped out of the disco building with two resort staff members.
Craig watched as the two men lifted up her bra top baring her tits and lowered her panties to he knees. Then the woman leaned forward and took one of the black cocks in her mouth as the other man fucked her from behind. Both of the men had impressive cocks from what Craig could see and he watched as they worked over the pretty woman.
"Oh this is a quick one mum," the one man whispered as he ejaculated in her mouth.
"I'm cumming too mum," echoed the other as he apparently came in her pussy.
"I need to get off," the woman said urgently and then she stripped of her panties and lay on her back.
The two men remained hard and switched positions. One got between the woman's legs and slid his cock into her pussy while the other fed his cock to her mouth. It took them much longer to cum this time and they had the woman in a frizzy by the time they did. She had had multiple orgasms by the time the Jamaicans filled her holes with their seed a second time.
Then a voice rang out, "Rachel, are you out here?"
"Shit that's my husband. He'll have a fit if he knows I fucked black men," she whispered urgently.
The two black men moved quickly shoving their cocks back in their pants and then disappearing into the darkness. The woman grabbed her panties and ran toward the pool. She eased into the shallow water and seemingly douched her pussy in the pool. She got out quickly; dried off with a used towel that had been left on the lounge, she put her panties back on and sat in the lounge chair. Then she spotted Craig sitting in his lounge and she looked at him with pleading eyes as if to secure his silence.
"Rachel," the voice called out again.
"Over here David," the woman called out.
Her husband then arrived on the scene and asked, "What happened?"
"I felt a little light headed so I came out to get some air. I'm okay now,' she said and stood up.
The two of them walked away. The husband had never noticed Craig sitting there in the dark and Craig had kept a low profile. Craig just smiled to himself as he continued to be amazed by the happenings at the resort. Craig felt a renewed sense of sexual desire and decided that he would visit the nude Jacuzzi that night. Craig entered the nude Jacuzzi area around 11:00 PM and people were just beginning to make their way to the nude Jacuzzi from the disco. Most of them did not bother to change and showed up in their clothes. They just stripped off their clothes and entered the Jacuzzi.
Craig noticed that most of the regulars were back. One woman was pleased to see Craig's cock and she welcomed him in her pussy as she sucked her husband's cock. Craig had recovered adequately by then and he was able to shoot a good size load into the woman's cunt. As soon as Craig had pulled out of the woman there were other guys waiting to take their turn in her pussy and mouth. Craig got out of the Jacuzzi and decided that he had had enough for that moment. Craig saw a guy with his monster cock get behind the woman and Craig was glad that he had fucked her first. The woman gasped as the huge dick wormed its way into her pussy but she encouraged the guy to fuck her. Craig was amazed that the petite woman could handle such a big cock.
Craig decided to walk around as he was curious as to else might be having sex in public. He checked out the area where he had first seen Blake sucking cock and getting fucked. Sure enough there were six guys in the area engaged in sex. Three guys were on their knees sucking the cocks of three other guys. Craig decided to watch them for awhile to see what happened. It wasn't long before the three guys standing ejaculated as the guys kneeling jerked them off. Craig watched as cum shot all over the necks and shoulders of the cocksuckers. Then the three guys that were standing walked away and some other guys showed up.
The three guys kneeling were than positioned so that they could be fucked while they sucked cock. Craig watched as six more guys entered the area and double teamed the three guys on all fours. In was a gay orgy and Craig was aroused as he watched one guy cum after the other. It was obvious that they were all gay as they all took turns getting fucked and sucking cock. Craig had never seen so many guys shoot cum on each other. He was hard again so he decided to get his cock sucked before he went back to his room. Craig presented his cock to a cute young dark haired guy who gobbled it right up and had Craig cumming within minutes. The guy was every bit as good a cocksucker as any of the women Craig had been with at the resort. Craig had announced that he was going to cum which seemed to be the thing to do. The guy then jerked Craig off aiming the cock so that Craig would cum on the guy's shoulder and chest. Craig shot several ropes of cum onto the guy's chest. The guys jerked Craig dry and wiped Craig's cock across his chest. Craig then walked away from the group and headed back to his room. He was dead tired and he had a planned dive the nest day.
DIVING IN THE CARIBBEAN
The next morning Craig paired up with a very attractive young woman named Sally as his dive partner. One always had to have a buddy on a dive as it was a regulation. Sally by far was the prettiest dive buddy with whom Craig had ever dived. Craig spotted Sally right away on the dive boat. Craig's cock began to swell as Sally walked onto the dive boat. Craig's gaze traveled over her body, drinking in the sight of her. Sally had light brown hair, which hung down to her tan shoulders. Her full red lips looked like they were aching to be kissed. She wore a pink bikini that seemed to caress her full young breasts and her nipples hardened and swelled as they were chilled by the Caribbean breeze.
Sally had an incredible smooth flat stomach. The snug fitting bikini bottom accented the swell of her hips and the smooth round cheeks of her firm ass. Craig's gaze continued down Sally's long firm tan thighs, to her smooth strong calves and very sexy feet. His hard-on ached in his bathing suit as he watched Sally prepare her gear for the dive. He stared at her as she pulled the Lycra suit over her bikini hoping that one of her tits would pop out. Craig thought he would cum in his dive suit when the dive master announced Sally as Craig's dive buddy. Craig and Sally looked at each other and exchanged mutual warm smiles.
The dive went extremely well as Sally was an excellent diver and very easy to get along with. They took their time on the dive and returned to the boat when their air reached a low level. They made the required safety stop at 15 feet and allowed the Nitrogen to escape from their blood stream. Once back on the boat they secured their gear and drank a bottle of water together. They talked about the dive and then about the resort. Craig was surprised to learn that Sally was only 19 years of age and that she had come to the resort with her girlfriend Terry. Craig learned that Terry was 22 years of age and that she did not SCUBA dive. The boat ride back to the resort seemed short but it was mainly because of the conversation between them that made the trip go faster. Craig and Sally agreed to meet at the buffet for lunch and then hang out at the regular beach. Although Craig would have much preferred the nude beach he did not want to scare Sally off by suggesting it.
After lunch they met on the beach and Sally wore the same skimpy pink bikini that she had worn on the dive boat. They located two lounge chairs together and turned them toward the sun. Craig applied sun block to his skin while he watched Sally apply sun tan oil to her body. Craig watched Sally as she removed her bikini top, stretch out on her back on the lounge and begin to coat the swell of her breasts and her firm flat stomach with a glistening coat of oil. Raising each leg in turn, Sally smoothed oil onto each of her long tan legs. Watching Sally's sensual display drove Craig crazy and he felt his loins stir again.
"Is something wrong?" Sally asked catching Craig staring at her.
"No I was just admiring you. You're beautiful, sorry for staring," Craig replied
Turning over onto her stomach Sally asked, "Would you put some oil on my back?"
Craig shuddered at the thought of touching her warm soft skin. He poured some oil into his hands and began to gently massage it into Sally's taut shoulders. Sally purred with the feel of Craig's strong hands kneading her shoulders. Encouraged by her moans, Craig moved his hands lower down her back and he gazed longingly at Sally's sweet firm ass and those long heavenly legs. Sally sighed softly and Craig stroked across her upper back and around to her side, almost touching her breasts. Craig's cock throbbed in his bathing suit as he massaged the oil into her naked back with firm long strokes.
Sally continues to make low contented moans and sighs as Craig's fingers massaged her warm skin. Sally shifted her body slightly as she began to squirm with pleasure. Craig's hard cock grew to its full length creating an uncomfortable bulge in his bathing suit. Reaching behind her, Sally guided Craig's hands down to her ass and Craig realized he was the one being seduced that he was not the seducer. Looking around to be sure no one was watching them Craig moved his trembling hands down to her firm ass and massaged her firm ass cheeks through her bikini bottom.
Throwing caution to the wind Craig slipped his hand under the bikini material and slid a finger between her ass cheeks. Then pouring a generous amount of oil directly onto her ass, Craig slowly massaged it into her ass cheeks and the back of her thighs. His cock was straining to be released from the confines of his bathing suit. Craig continued the massage as he traced his hands down each leg and then back to her ass. Craig was beside himself with lust as Sally writhed pleasurably beneath his touch. Then Sally rolled over on her back and Craig stared at her naked firm young breasts.
Sally looked at him and spoke softly, "I think we should take this to your room don't you agree?"
As she said that she let her hand slide along his leg up to his bulging cock and gave it a gentle squeeze through his bathing short. Craig groaned when she touched his throbbing cock and his eyes were glued to Sally's hardening nipples. Craig nodded his agreement and they both stood up to leave the beach. Sally simply threw her bikini top over her shoulder and walked topless in front of Craig across the white sand. As Craig followed her across the beach his gaze burned into her ass. Her bikini was wedged between her cheeks displaying her two round firm golden brown globes. It was all Craig could to keep from pulling her bikini bottoms down and burying his face between those gorgeous mounds.
Once they were inside Craig's room Sally asked him if she could take a quick shower. While she showered she purposefully left the bathroom door open as she intended to give Craig a show that he wouldn't soon forget. As Craig stood watching he began to stroke his cock through his bathing while Sally slipped her bikini bottoms from her hips. Baring her fine ass to Craig, Sally intentionally bent at the waist as she pulled her bikini bottoms slowly down her long shapely legs. Craig gasped to himself as he saw her gorgeous ass in its full naked glory for the first time and then he groaned softly as she bent before him, displaying her sweet young pussy to his lustful gaze. Sally continued her seductive teasing show in the shower. Craig was treated to the incredible display as Sally soaped her firm young body. She caressed her ripe breasts and her fingers strummed across her nipples. Then she turned towards Craig and slowly soaped across her belly to the tops of her thighs, spreading her legs slightly. Sally then began sliding her fingers across her lust-swollen pussy lips, occasionally dipping them inside before pulling out to stroke her throbbing clit.
The erotic display was having exactly the affect that Sally had hoped and Craig stripped off his bathing suit and he was about to charge into the bathroom and join when she turned the water off and stepped out of the shower. Sally licked her lips, enjoying the view of Craig's hard cock and the frantic condition to which she had driven him. Sally obviously loved driving men crazy with her sexy body. Sally told Craig to get in bed on his back and Craig raced to his bed and awaited the 19 year sultry teenager.
Sally glided seductively across the floor and upon reaching the bed she bent forward and nuzzled Craig's throbbing cock. Sally brushed her full moist lips against the stiff shaft and she lightly grasped it in her warm hand. Then she began to rub the sensitive, pre-cum covered cockhead across her lips and against her smooth tanned skin. Craig threw his head back and groaned again as he arched his hips trying to shove his cock in her mouth. They had not even kissed as he would have expected at this point. Sally then slid her body slowly up his already steamy body and lets his hard member nestle between her full breasts. Craig's hips thrust uncontrollably just at the feel of Sally's warm tan skin as it caresses his throbbing shaft and the swollen sensitive head of his cock.
As if she knew that she could push Craig over the edge at any time, Sally toyed with Craig awhile longer and teased him with her sensual body. She pressed her warm pussy against his rigid cock and she began to slowly move her hips against him. Craig knew Sally felt the familiar throbbing in her clit as her pussy gushed in anticipation of his hard cock penetrating her. Craig's trembling fingers searched out Sally's hard puckered nipples and lightly began to strum and tease them. Sally threw her head back as electric shocks seemed to shoot from her nipples straight to her throbbing clit as she grinded her pussy against Craig's raging hard on.
"Oh, yes, I love that. You love my tits, don't you Craig?" Sally gasped.
Craig groaned in reply, "Yes Sally, you have the most beautiful tits I've ever seen."
Sally smiled at Craig's response and then Craig replaced his fingers with his hot lips and teasing tongue. Sally's nipples, already rock hard, began to throb and ache from Craig's sensual assault. With a gasp, Sally pulled her breasts away from Craig's hot lips and cried out, "I need you inside me Craig. Give me your big hard cock."
Craig reached between her legs and slipped his fingers along the crease of her pussy, nuzzling between her swollen lips to search out Sally's swollen clit. Sally grasped Craig's shaft in her long soft fingers and pushed his hand aside. Then she began to rub the head of his cock against her dripping pussy, easing her lips apart as she inched it inside her treasure. Craig, out of control with lust, tried to thrust his hard cock into Sally's warm wet hole. However Sally maintained control and countered Craig's desperate thrusts with skillful twitches of her hips. She continued to tease him until he was ready to burst. Craig desperately reached for Sally's hips and she let out a deep throaty groan as she surrendered and plunged her hot pussy down on his straining cock. He warm wet pussy easily swallowed his cock inside her hot moist hole.
Giving herself up to her own imminent orgasm, Sally began to ride Craig's cock. She fucked him slowly at first, but then with mounting intensity as she stared down at Craig through lust filled eyes. Craig's eyes were locked on her firm breasts as they bounced up and down with each thrust onto his cock. His mind was lost in a cloud of sensation as every nerve in his body seemed to center in his balls and run right up to the swollen head of his cock.
"Oh yes, that's so good Craig, fuck me just like that," Sally groaned. "Do you like fucking me?" she panted.
"God yes, you're so fucking hot," Craig gasped.
Sensing that Craig was about to cum, Sally clamped her tight young pussy down on his throbbing cock. "Do you want to cum in me Craig?" she asks. "Do you want to fill this tight young pussy with your cum and feel me milk it from your hard cock?"
Craig was surprised by her language but he was lost in his passion. "Please, don't stop, I'm going to cum soon." Craig gasped. "I want to fill that hot pussy so bad, fuck me Sally. Keep on fucking me."
With a satisfied smile, Sally's hips began gyrating faster and faster, driving them both towards an earth-shattering climax. Her hands were now on his chest and her fingers sought out Craig's nipples and she pinched each one. Sally then wailed out with the beginnings of her orgasm. That was all it took for Craig and his hips began to hammer out of control as a massive climax started deep in his balls and raced up his shaft, exploding from the head into Sally's hot tight pussy. Both of them were grunting and groaning with their shared orgasms as they continued to grind against each other's body. Sally's wails continued as her orgasm wracked through her body, causing her whole body to twitch uncontrollably as the spasms raced from head to toe and back again. Craig, with his hips arched deep into Sally's pussy, continued to shoot stream after stream of hot sticky cum deep into his new found lover.
Finally, Sally collapsed on top of Craig; with their bodies in a sweaty tangle as they both tried to recover from their orgasmic bliss. Slowly as they both recovered, Craig looked up at the gorgeous nubile teenager, still straddling his hips, with his softening cock inside her pussy.
"My god, that was the best sex I've ever had,' Craig gasped as Sally slipped off of him and nuzzled up beside him.
"Let's rest for a few minutes and then I want you to fuck me in the ass. Would you like to do that? Would you like to fuck me in the ass?" Sally asked as she ran her finger the length of Craig's shaft.
"Oh my God, yes, I would love to fuck you in your ass," Craig moaned almost in disbelief of the teenager's request.
Sally then rolled over next to Craig and smiled at him. Craig looked at Sally's ass and he could not resist running his hands over her shapely cheeks. Her ass was so amazing that he felt his loins stir with desire. He had never seen such a perfect ass and he desperately wanted to fuck it. Craig got to his knees behind Sally and kneaded her gorgeous ass cheeks. He then began to kiss her cheeks and run his tongue lightly in the crack of her ass. Sally wiggled her ass feeling very wicked as he tongued and kissed her cheeks and got dangerously close to her nether hole.
Craig lifted Sally by her hips so that her ass was perched in the air. Sally's head was still on the bed and she turned it to one side and let out a gasp as Craig's tongue licked close to her asshole. Craig ran his tongue from her pussy to her ass causing Sally to tingle in anticipation of what might be next. Craig spread her ass cheeks with his hands and dipped his tongue into the crack locating her nether hole. His tongue slowly circled her anus and she flinched at the contact. He then pushed his tongue as far as he could into her asshole and he found himself needing to fuck her up the ass. He continued to ass fuck her with his tongue and she was at his mercy. Her desire grew as he worked her ass to the point that she really wanted more in her ass.
Craig sprinted to the bathroom and was back in bed in no time with a lubricant in his hands. Sally arched her back and pointed her beautiful ass back at him. He coated her asshole with a generous amount of cream and slid his thick finger in her hole. He took his time preparing her ass relishing every moment. He then coated his entire cock with the cream and placed the head at the entrance to her anus. Craig pushed forward and the thick cock head squeezed into her tight asshole.
Sally winched in response as her asshole was stretched wide and she gasped, "Go slow let me open up."
Craig withdrew his cock head and then pushed it back in this time causing more pleasure than pain. He pushed until a couple of inches were in Sally's ass. He could feel her sphincter muscles surrounding the first 2-3 inches of his cock. Sally found herself holding her breath and her body were covered with goose bumps. Craig slowly slid his dick in and out of her each time going a little deeper. The initial discomfort had subsided and was replaced with a feeling of fullness.
Sally relaxed a little and then felt more of his cock slide into her asshole. She grunted out loud as she felt fuller and then a wave of pleasure through her body. Craig kept feeding more and more of his cock into her ass. There was slight cramping then fullness and then pleasure each time he went deeper. Sally would tense, relax and then enjoy it. This pattern continued until Craig had all seven plus inches buried in Sally's ass.
"Oh my God, you feel so big, I feel so full," cried out Sally and then, "Uh, uh, uh oh yes, it's so good," she cried out.
Craig reached around and played with Sally's clit as he pounded her ass. Her pussy and asshole were on fire as the big cock reached the sensitive areas in her passage. Sally was on the brink of another huge orgasm as Craig methodically fucked her in her tight anus with his sizeable cock. He loved watching his big cock slide out of her shapely ass and then plunge back in as his hips slapped against her curvy ass cheeks causing them to jiggle with each thrust. He loved watching her ass impaled on his cock. Sally looked so submissive and vulnerable on all fours as his cock filled her asshole. Her orgasm surged within her as he fucked her ass harder and faster.
As Sally had a string of orgasms her entire body went into spasm. Her pussy convulsed and clamped around Craig's fingers coating them with her cunt juice. Sally's asshole pulsated as he drove his big cock in and out of it. Her ass involuntarily squeezed and released his huge member as he fucked it causing him to finally lose it. He slid his pecker deep into her rectum as his cock spasmed and sent a thick stream of hot cum into her channel. Craig kept fucking her as load after load was fired into her ass as his cock kept twitching and spurting inside the impaled Sally.
Sally was so full of cum and there was no where for it to go as it was blocked by Craig's swollen cock buried in her ass. He slowed his pace and eventually stopped, allowing his cock to remain buried in Sally's ass. He did not go soft right away and he gently moved his hips pushing cum around in her ass. Some of it trickled out and ran down over her pussy lips.
Sally could not take any more fucking and she pleaded, "Please no more, I can't take any more, please stop and let me rest."
Reluctantly Craig stopped and slowly withdrew his cock from her loosened asshole. He marveled in the sight of his cock sliding out of her shapely ass. The man seed flowed from her asshole and ran like a river down over her pussy and between her sweet thighs. Craig and Sally stayed in the same position for awhile and he massaged her beautiful ass as she remained on her knees with her ass perched in the air. Craig pushed down lightly on Sally's back causing her to accentuate her ass even more. He loved looking at it and playing with it as she cooed into the bed sheets. His cock remained hard and looked menacing around Sally's asshole. It was hard to believe that his cock had just fucked such a beautiful tight ass. Sally looked magnificent with her just fucked curvy ass in the air. Craig now knew why he had to have her ass. It would be impossible for him to keep his cock out of her fantastic ass from now on. He could not resist sticking one of his fingers in asshole and Sally just wiggled her bum slightly in delight.
Craig and Sally then showered together and he loved washing her incredible body. They then dried off and Sally put her bikini back on. They agreed to meet for dinner and then go to the Reggae show that evening. Sally left Craig's room and Craig flopped back on his bed. He was ecstatic that he had just fucked an incredibly beautiful shapely teenager. It was almost as if it were a dream. Craig still had a difficult time believing his good fortune and he still had three more days on the island to be with Sally. He hoped that he would be able to get Sally to stay with him that night in his room. What Craig didn't know was that Sally and her girlfriend were leaving in the morning.
DISAPPOINTMENT FOLLOWED BY MORE SEX
Craig learned at breakfast the next morning that Sally had left the resort. He was disappointed but he was also grateful for the great sex that they had the day before. After breakfast Craig decided to sign up for the tennis tournament at the resort. As it turned out the tournament wasn't very popular that week and it was only Craig and another guy. Craig easily defeated his opponent named Ricky who was gracious in defeat. The two of them ate lunch together and got better acquainted. It was over breakfast that Craig remembered that he had seen Ricky with the other gays sucking cock and getting fucked,
"What are you up to after lunch?" Ricky asked.
"I'm going to sunbathe on the nude beach and read," Craig told him.
"Can I join you? I have wanted to hit the nude beach but I haven't yet."
"Sure, it always good to have company," Craig replied.
The two of them finished lunch and then later met on the beach. It was so hot that day that frequent dips in the sea were required. Craig watched Ricky closely when he walked around the beach. Ricky's golden tan body glistened with the sea water and Craig admired the young man's shapely legs and curvy white ass. Craig thought to himself that many a girl would love to have an ass like Ricky's. Craig found himself starring at Ricky's bubble butt and desiring to fuck him in the ass. Craig had learned that week that it wasn't any different than fucking a girls' ass particularly with effeminate guys who had a hairless body with flawless skin. Craig found himself getting an erection just thinking about Ricky's ass.
Ricky came back to the lounge next to Craig and he lay face down with his round curvy ass sticking up in the air. Ricky had one of those asses that just begged to be grabbed and fondled. Craig's cock hardened again as he thought of butt fucking the younger man.
"Craig, would you mind putting some lotion on my back?" Ricky asked interrupting Craig's erotic thoughts.
"No not at all," Craig replied as he swung his legs around to sit up on the lounge.
Craig moved over to Ricky's lounge and he was aware of his raging hard-on. He took the suntan lotion and poured in all over Ricky's back. Craig rubbed the lotion in as his hands moved over the smooth skin of Ricky's shoulders and back. Craig stared at the twin hillocks of Ricky's ass as his hands moved to Ricky's lower back. Unbeknown to Craig, Ricky was struggling to keep his own emotions under control as his cock had hardened as well.
Craig asked, "Want your legs done too?" even though he knew that Ricky was capable of putting lotion on his own legs.
"Sure, if you don't mind," Ricky said his voice cracking noticeably.
Craig applied the lotion to one leg at a time and the two of them became increasingly excited. Without asking Craig then applied the lotion to Ricky's shapely ass. Ricky moved his hips slightly in response to the erotic massage of his buttocks. Ricky looked over at Craig and saw his erect cock. Ricky could hardly contain himself when he realized that Craig had a hard-on.
"I wanted to make sure that your lily white ass doesn't get burned," Craig said as he caressed the lovely buttocks.
"Craig have you ever had sex with another guy?" Ricky asked softly.
"I think that you know the answer to that question," Craig whispered.
"Let's go over the area by the pump house," Ricky suggested in an excited tone.
Craig knew exactly where Ricky was referring to as he had witnessed many guys having sex there over the past several days. Craig was a little nervous since it was daylight but then it would be unlikely that anyone would be there then. They got up and pulled on their shorts and walked past the nude Jacuzzi to the area behind the pump house. Once there they removed their shorts.
Craig let Ricky touch him. Craig liked the feeling of a hand different from his own on his cock and he closed his eyes as Ricky stroked it. Ricky slowly stroked the big dick with one hand and cupped Craig's bloated balls with the other hand. Craig sighed as Ricky's hands moved over the genitals. Craig closed his eyes as Ricky's lips kissed the engorged cock. Craig's body tensed as Ricky's lips moved up and down the shaft and then Craig gasped as Ricky's mouth engulfed Craig's cock.
Ricky was a very good cocksucker and in no time he had Craig ready to blow his load. Craig tried to prolong his orgasm as long as he could. Ricky knelt down and drew Craig in toward him. Ricky caressed the back of Craig's legs and cheeks of his ass as Ricky's warm, wet, wonderful mouth sucked on Craig's cock. Ricky massaged the head of Craig's cock against the roof of his mouth. He circled Craig's cock with his tongue and Craig felt the light scraping of Ricky's teeth. Craig's dick felt harder and longer than it ever felt in his life and he knew he was going to shoot soon.
Ricky took Craig's cock out of his mouth and looked up at him as he stroked the entire length of it and massaged Craig's bloated balls. Ricky then put it back in his mouth and took it out again then he gently blew on it as his fingers continually massaged Craig's balls. Ricky tickled the cock head with his tongue and teased Craig's pee slit. Ricky had Craig close to cumming a few times. Ricky seemed to know when Craig was getting close, and he would do things making him last longer, torturing Craig in the process.
Ricky looked up at Craig and smiled as he stroked the slick cock. Then he asked, "Ready to cum Craig"?
Craig just nodded frantically. Ricky then took Craig's cock all the way into his warm wet mouth. He swirled his tongue around the length of the shaft, nibbled on the cock head and sucked Craig hard. Ricky reached under Craig's balls and rubbed the hardness between his balls and anus. Craig felt his cock thicken and he knew he was going to cum. There was no stopping Craig this time.
Ricky grabbed Craig's ass cheeks with both hands as Craig exploded in his mouth. Craig fired round after round of cum into his mouth and Ricky sucked as fast as he could, letting the semen run out of his mouth. Rope after rope of semen shot into Ricky's mouth as Craig seemed to have an endless supply. Finally the barrage subsided and Craig stopped cumming in Ricky's mouth. Ricky sucked on the thick firm cock until he had drained every drop from Craig's dick.
"I need to get off I am so hot!" Ricky said in an excited tone.
Craig watched Ricky jerk off. Ricky's hand flew rapidly over his hard cock in search of his own release. He then turned slightly just before he came and Craig watched as Ricky ejaculated. Ricky shot his load and the first couple of blasts must have traveled five feet before landing on the ground. Ricky seemed to cum for at least 30 seconds as stream after stream shot out of his dick. Craig watched as Ricky's buttocks tightened and then relaxed as he fired his load. Craig admired the young man's bare ass as it was white compared to the well tanned body. Ricky had a beautiful ass and Craig felt his loins stir and his cock harden as he once again thought what it would be like to fuck Ricky's ass.
Ricky looked over at Craig and saw that Craig had another boner. "Craig would you like to fuck me? Would you like to stick your big thick cock in my ass?" Ricky asked as he wiggled his shapely ass in Craig's direction.
Ricky knelt on a towel and raised his ass in the air. Craig looked at him in this position and decided that he looked just like a girl with his smooth hairless body and his great looking bubble butt. There wasn't a blemish of Ricky's curvy ass. Ricky reached back and lubed his asshole with suntan lotion. Craig saw this and applied a generous amount of lotion to his own cock. Craig stood behind Ricky and stared at the incredible ass that he was about to fuck. Craig then spit on his dick making very slippery and eased into Ricky's asshole.
Craig was gentle with him allowing Ricky to adjust to the size of his cock. Soon he was buried to the hilt in Ricky's ass and he fucked the young man royally. Craig held on to the pretty twin cheeks of Ricky's ass as he fucked him thoroughly. Ricky felt Craig tense and then fill his ass with cum. Craig continued to fuck Ricky's ass and the semen backed out of his ass and ran down over Ricky's balls. Ricky fired a blast of cum onto the towel this time without ever even touching his own cock. Craig eased his soft cock out of Ricky's ass and Ricky turned around took it in his mouth and sucked him dry and clean.
"Can we go to your room?" Ricky asked hopefully.
"Yes we probably you have gone there first," Craig agreed.
"But this was more exciting," Ricky said sexily.
Craig and Ricky walked naked into the room and Craig decided to shower first. Craig relaxed under the hot water as he thought of Ricky and how good it was to fuck his ass. Craig loved watching his cock slide in and out of the shapely ass. Craig had learned that week that it was no different being with a guy then with a girl when it came to getting a blow job or butt fucking. Craig felt his loins stir again just thinking of Ricky's ass. After the soothing shower, Craig dried himself off and walked back into the bedroom. To his surprise Ricky was in bed on all fours with his curvy bubble butt stuck up in the air. Craig felt his cock twinge as he looked at Ricky's hot ass. Ricky's body was delicate, hairless and flawless. He really did look like a girl in this position.
"Would like you to fuck me again?" Ricky said in a sultry voice. "You would like to fuck me again wouldn't you?" he asked.
Craig's cock hardened as he approached the bed. He knelt behind Ricky and began to caress Ricky's beautiful ass. Ricky handed Craig the lotion and asked Craig to get his ass ready. Craig put an ample amount of lotion in his hands and rubbed it all around Ricky's bung hole. Then Craig inserted first one finger then two fingers preparing Ricky's ass for another ass fuck. Craig sawed his fingers in and out of Ricky's anus and Craig was turned on by the thought of burying his cock in Ricky's shapely ass one more time. Craig moved closer to Ricky and lined up the head of his cock with Ricky's anal opening. Craig eased his big dick into Ricky's ass.
Ricky reminded Craig, "Not too deep at first, then deeper."
Craig spat on his hand and rubbed his saliva all over his cock which made it very slick when combined with the lotion. Craig's cock head cleared the sphincter and he fed it to Ricky a little at a time. Ricky's ass chute was warm and tight as Craig went deeper and deeper into him. Soon he was all the way in Ricky's ass and he started a slow fucking motion. Craig continued to pump Ricky's ass with deep, long, deliberate thrusts. Craig caressed Ricky's smooth round ass as he fucked it.
Ricky asked Craig to fuck him harder and quicker. So Craig picked up the pace and he pounded Ricky's ass faster and faster. Craig's balls started bouncing off of Ricky's balls and Ricky moaned with each thrust of Craig's cock. Craig could feel his climax building and he knew that any moment he would shoot his seed in Ricky's ass. Craig tried to make it last as long as possible but once Ricky contracted his anal muscles Craig lost it.
Craig fired a barrage of cum in Ricky's ass filling it to overflowing. Craig couldn't remember when he came so much. As Craig continued to fuck, his cum backed up in Ricky's rectum and oozed out flowing over Ricky's balls. Ricky used his talented anal muscles to milk Craig's cock and drained it dry. Ricky's milking action weakened Craig and sent tingles through his body. Craig pulled out of Ricky and collapsed on the bed next to him. Ricky rolled over on his back and jerked off once again. Craig watched as Ricky stroked his cock. Ricky fired another round of spunk into the air. The first blast landed on Ricky's face, neck and chest. The remainder of his load landed on his abs and pooled around his pubes.
Craig decided that he needed another shower and this time Ricky showered with him. Even though Craig had nothing left it was still fun to wash Ricky's shapely ass and play with it. The two of them dried off, dressed and then Craig sent Ricky on his way. Ricky thanked him for a marvelous afternoon and said that he hoped they could get together some more before Craig left the resort. Craig was drained and as much as he would have liked some female company that night he was done.
That evening Craig ate dinner at the main building and took in the entertainment. He returned to his room and sacked out in bed. He looked up at the ceiling and thought that he only had one more day at the resort and he was leaving Friday morning. The time had flown by and he had had more sex in one week than he had had in a month at home. Craig decided that he would have to make the most of Thursday and at that point he didn't care whether he would be fucking girls or guys.
THE LAST DAY
Craig went diving again Thursday morning but it was uneventful. The dive was great but he didn't meet anyone that he would have liked to hook up with. He thought back to Sally and how fantastic that day had been. He returned to his room after washing and stowing his dive gear and then headed to the nude beach. That particular day the nude beach had nothing going on and Craig did not meet anyone. He packed up his things and put on his bathing suit and headed over to the regular beach.
That afternoon he met Ingrid a pretty middle aged blonde with a nice figure. She was topless when Craig sat next to her and she was easy to talk to. Minutes later she asked Craig to put some lotion on her back and in a sitting position she turned her back to him. Craig covered her back with the suntan lotion and as he did he let his hands touch her sides. Not hearing a protest Craig caressed the sides of her tits and Ingrid looked over her shoulder and smiled at him.
"Could we go to your room?" she whispered.
"Absolutely," Craig said and they both gathered up their things.
Once they were in his room they wasted no time. Craig ate her pussy and Ingrid doused his face with her nectar. She recovered quickly and looked at Craig's raging hard-on.
"Now bring that big dick up here and fuck my brains out," Ingrid ordered.
Craig slid between Ingrid's legs and pushed his big thick cock into her tight pussy. She was snug at first but she soon loosened up and Craig began to pound her cunt.
"Sweet Jesus, I have never been so full of cock in my life," Ingrid exclaimed as Craig filled her pussy.
Craig kept fucking her, keeping his cock in contact with her clit and Ingrid was going wild. She thrashed around and humped her cunt up at Craig. She had multiple orgasms and the last was vocal and violent as Craig creamed her pussy with his seed. Ingrid screamed for Craig to hold her as she thrashed around and seemingly lost her breath.
Craig kept fucking Ingrid slowly and amazingly he stayed hard. Ingrid pleaded to give her clit a break so Craig rolled her seemingly lifeless figure over on all fours and began to fuck her doggy style. Ingrid laid her head on the bed and had an absolute look of bliss on her face as Craig screwed his cock in and out of her pussy. Craig lubed and fingered her asshole and Ingrid felt as if she had two dicks in her.
Ingrid was going wild and she was approaching another mind blowing orgasm. As Ingrid impaled her cunt on Craig's cock he diddled her clit and she moaned in ecstasy. As Ingrid thrashed around in orgasm, Craig removed his cock from her cunt and positioned it at her asshole and it slid in easily. With Craig's pushing and Ingrid's thrashing, his cock was soon buried in her ass. Craig began to slowly fuck her in the ass and he continued to finger Ingrid's twat. Ingrid adjusted well and was soon enjoying the feeling of his big thick dick in her asshole.
"Oh yeah, fuck my ass, fuck it good. I want to feel you shoot your load in my asshole," Ingrid exclaimed.
Ingrid felt Craig bury his cock in her asshole, stiffen tense up and then fire a barrage of cum into her ass. "Oh I feel it, I can feel it, I'm so full," Ingrid carried on.
Craig's cock slowly softened in Ingrid's ass and eventually slipped from it and Ingrid's ass made a popping sound as the cock cleared her asshole. Craig's cum trickled down between Ingrid's ass cheeks over her pussy lips finding its way to her inner thighs. The two of them collapsed on the bed and lay cuddled together for several minutes before the silence was broken.
"I would love to stay here and fuck some more but I need to get back. Suzie will be looking for me," Ingrid whispered.
"Who's Suzie?"
"She's my girlfriend who came with me. She's Japanese. You would like her," Ingrid shared.
"Will I get to meet her?"
"Sure, after dinner and the entertainment tonight we're going to the disco," Ingrid told him.
Craig wondered what Suzie looked like and if she would be willing to fuck him as Ingrid had. "I'll see you later then."
Ingrid put her bikini back on and then left Craig's room.
True to Ingrid's word, Craig caught up with them that night at the disco and he was greeted by the two girls. He sized up Suzie and she was a very pretty Japanese girl with jet black hair to her shoulders. Her eyes were dark adding to the mysterious oriental look. Suzie stood at about 5'6" but couldn't have weighed more than 100 pounds. She had smallish tits but her mini skirt showed off her shapely legs and accented her curvy bottom. Craig liked the girl and decided that he would like to fuck her.
They danced a few times and then stopped for a drink. Craig was standing between Ingrid and Suzie as they sipped some wine and chatted. Craig slipped his hand under Ingrid's skirt and cupped her ass. Ingrid who was wearing a thong panty giggled and told him not to ignore Suzie. Craig reached under Suzie's tight miniskirt and began to stroke her ass and legs. Suzie, also wearing a thong panty was immediately turned on and she had trouble maintaining her balance as Craig started to diddle her twat. The three of them left the disco and went to Craig's room.
Once they were Ingrid grabbed Craig's pants and pulled them along with his underwear down to his knees. His big erect cock sprung up as the elastic top cleared it. Suzie's eyes widen in total awe of his manhood, she had never seen a cock that big and certainly never this close to one.
"Go ahead and touch it Suzie," urged Ingrid.
Suzie took the monster in her tiny hands and stared at it. Ingrid knelt down in front of Suzie and pulled her panties down and off her legs. Craig eased Suzie to the floor so that she was on her back with her mini skirt pushed up to her waist. She was begging Craig to fuck her with his big dick. Craig leaned over and pulled her skirt down and off her body. Then he removed her top to get a look at her hot little tits. Ingrid had already removed her clothes and was kneeling next to Suzie.
"I can't wait until he fills your cunt with his meat, you have never felt anything so big, it will fill you up," said Ingrid.
Craig knelt between Suzie's legs and slowly slid his cock into her tight pussy.
"Wait until he shoots in you he is going to fill up your Jap twat to overflowing," Ingrid continued.
Craig had worked his cock all the way into Suzie and began to fuck her slowly. He made sure to keep his cock in constant contact with her clit. He began to use long deliberate strokes with his cock coming almost all the way out of her cunt and then filling it again. Suzie was going wild she had multiple orgasms and was in the process of her most intense one yet. Ingrid was tweaking her nipples and playing with Suzie's tits.
Ingrid yelled, "Oh yeah give it to her, fuck her, fuck her good."
Ingrid was getting turned on watching him fuck Suzie with his big dick as it disappeared and then reappeared in her tiny cunt. Suzie was out of control she was thrashing and screaming to be fucked. She tensed up and had a violent orgasm as she sat up and grabbed Craig begging him to hold her.
She screamed, "Yes, yes, yes."
Craig blasted his load into her cunt filling it easily. Suzie felt stream after stream of his cum hit her vaginal walls. Suzie lay back down and Craig slid his still erect cock out of her pussy. Ingrid just stared at Craig's cock and Suzie's stretched pussy.
"Clean him up you Jap cunt," teased Ingrid.
Craig straddled Suzie's chest and offered her his cock, which she took in her mouth willingly. Suzie sucked the remaining juices out of Craig's dick and her sucking kept him hard.
"My turn," yelled Ingrid as she flopped over on her back and spread her legs.
Craig moved to her quickly and buried his meat in her pussy. Ingrid was hot and humped Craig for all she was worth. It would be a while before Craig could cum again but he remained hard and fucked Ingrid until she begged him to stop.
Suzie smiled at Craig as she got in bed and lay naked next to Ingrid. There were no preliminaries Suzie just wanted Craig to fuck her again with his big dick. Craig got between her legs and slid his dick into Suzie. She was sopping wet just from anticipation so he entered her easily filling up her twat with his rod. Craig fucked her royally keeping his cock in contact with her clit the entire time. Suzie went wild imploring Craig to fuck her forever. She had multiple orgasms again and again until she pleaded with Craig to stop. Suzie was exhausted and could not handle any more contact on her clit.
Craig rolled her almost lifeless figure over on all fours and entered her pussy from behind. Suzie liked the feeling of his cock sliding in and out of her without touching her engorged clit. Ingrid moved her pussy to within range of Suzie's mouth and encouraged her to lick her pussy. Suzie gladly sucked on Ingrid's cunt as Craig fucked her from behind. Craig stared at Suzie's beautiful ass and then began to caress her lovely ass cheeks. Suzie cooed into Ingrid's twat as Craig lovingly stroked her ass. Craig tickled her asshole and then inserted his little finger into her asshole.
Suzie liked the penetration and Craig's pinky finger was about the size of a small cock. Craig grabbed some lotion that Ingrid kept nearby and coated Suzie's asshole with it. Craig then put a bigger finger in her ass this time and although Suzie uttered a little grunt she went along with the anal probing. Craig played with Suzie's clit as he fucked her doggy style and fingered her asshole. Craig's middle finger was buried in Suzie's asshole as he tweaked her clit and fucked her. Suzie could feel another orgasm coming on and she started to tremble and shake her hips. Suzie began moaning in Ingrid's pussy as Ingrid held Suzie's face to her cunt. Suzie's hips were thrusting with the intensity of the orgasm.
Craig took advantage of Suzie's state and slipped his cock from her pussy to her asshole. Between his hardness and Suzie's gyrations, Craig's cock cleared her sphincter. As Suzie started to recover from her orgasm she realized that Craig's cock was in her asshole. Suzie panicked a little and eyes her widened with fear. She tried to dislodge his cock but Craig held her hips firm and continued to feed more and more cock into her asshole. Ingrid held Suzie by her ears so that she couldn't move her face from Ingrid's pussy. Ingrid was turned on as she watched Craig slide more and more of his cock into Suzie's tight little ass.
"Yeah fuck her, fuck her tight little Jap ass, stretch that asshole and fill it up with your cum," Ingrid urged.
"Please no you're too big, too big," pleaded Suzie, her voice partially muffled by Ingrid's cunt.
Craig continued to fuck her and soon his entire cock was disappearing into her asshole. Craig could feel his orgasm building and he knew he would blow his load soon. Suzie felt him tense up and she knew he was about to cum in her ass. Craig fired a barrage of cum into her tight asshole and Suzie's ass almost with a will of its own milked his cock dry. Suzie could feel his cum backing up in her ass and running down over Craig's cock and over her pussy lips.
Craig and Suzie rolled to their sides with Craig's cock still buried in her ass. He slowly fucked her as he softened and his cock slipped from her ass with an audible pop. Suzie felt the cool air fill her passage that had just been unplugged. Craig reached around Suzie and stroked her tits and rock hard nipples. Ingrid took one of the tits in her mouth.
Craig was kissing Suzie on the neck and Suzie was cooing and murmuring, "Thank you, thank you."
Ingrid and Suzie showered together, dressed and left Craig's room. Craig noticed that Suzie was walking gingerly and he knew that her ass had to be still tingling. He had never fucked a tighter ass that week and he loved it. Craig turned in as tomorrow he was on his way home. It had been quite a week at the resort and he was now into anal sex more than he ever expected he would be. Craig would return home a changed man with an entirely new outlook on sex.
THE TRIP HOME
There was a guy on the shuttle bus that looked vaguely familiar to Craig but he couldn't place where he met him. The guy turned around several times during the ride to the airport as if he was checking Craig out but never said anything. The bus arrived at the airport and a horde of young native boys chased the bus to its stop. They were all looking to assist with the luggage and earn a tip. They were almost ruthless grabbing at the bags as there were more boys than luggage. Craig let one of the boys carry his bag inside the terminal and then tipped the happy youngster.
Craig made his way through re-entry and departure checks and then sat in the waiting area. The young guy who Craig saw on the bus sat next to Craig in the waiting area and struck up a conversation with him. As it turned out they were on the same flight. The young guy introduced himself to Craig.
"Hi my name is Jerry, we met at the resort," Jerry said extending his hand.
"Hi Jerry, I'm Craig," Craig replied shaking Jerry's hand and then said, "I apologize for not remembering where we met. I don't remember you."
"Oh that's okay, it was late at night when we met and it was pretty dark," Jerry told Craig.
Craig thought that it must have been on of the nights at the nude Jacuzzi but Craig still could not place the young man. Then Jerry leaned over and whispered in Craig's ear. "We met behind the building near the nude Jacuzzi. I sucked your cock one night."
Craig turned beet red with embarrassment and stared at the guy next to him. Jerry just smiled back at Craig and then Craig forced a smile. Craig remembered that night as Jerry had given him an excellent blow job. Craig looked closer at Jerry and decided that he was a cute guy, in fact more pretty than cute. Craig then relaxed in Jerry's presence and they actually had a pleasant conversation before boarding the plane.
When they were on board the pane, Jerry got the passenger seated next to Craig to change seats so that Jerry could sit next to Craig on the flight. Once the plane reached cruising altitude and the seat belt sign was turned off drinks were served on the plane. Craig and Jerry had their tray tables down waiting for their drinks.
Jerry whispered in Craig's ear, "Are you a member of the mile high club?"
Craig had heard about it but he had never had sex on a plane before. "No, I'm not," Craig replied.
"Do you want to join?" Jerry whispered sexily as he moved his hand under the tray tables over Craig's crotch.
Craig jumped when he felt the hand grope him but then he felt his loins stir again. Jerry smiled at Craig's response and he squeezed Craig's semi-erect cock through Craig's pants. Craig just nodded signaling that he would do it.
"Follow me," Jerry whispered.
They both walked toward the lavatory in the back of the plane. Jerry told Craig to go in first and then Jerry waited a few seconds and came in behind Craig. "I wanted to be sure that we weren't spotted coming in here together," Jerry said.
Craig nodded indicating that he understood. "This is the best time during the service as everyone is preoccupied," Jerry told Craig.
Then Jerry smiled and dropped to a squatting position. He reached up and unbuckled Craig's belt then he unzipped the zipper and unbuttoned the pants. Jerry pulled Craig's pants down to Craig's knees and stared at Craig's briefs. Craig was hard by the time Jerry took a hold of the underwear waistband and pulled them down slowly. Craig's erect cock caught in the waistband and Jerry purposely paused a few seconds before pulling the underwear down. Craig's cock sprung out almost hitting Jerry in the face and then it bobbed in front of Jerry.
Jerry took Craig's cock in his hand and gently lifted it to his lips. Jerry placed light kisses all over the thick hard shaft and Craig cringed as electric charges ran through his body. Jerry reached between Craig's legs and stroked Craig's perineum and tickled his ball sac. Jerry then finally took Craig's cock in his mouth and began to swirl his tongue around the head of Craig's cock.
Jerry caressed the back of Craig's legs and cheeks of his ass as Jerry's warm, wet, wonderful mouth sucked on Craig's cock. Jerry massaged the head of Craig's cock against the roof of his mouth. He circled Craig's cock with his tongue and Craig felt the light scraping of Jerry's teeth. Craig's dick felt as hard and long as it ever felt in his life and he knew he was going to shoot soon.
Jerry took Craig's cock out of his mouth and looked up at him as he stroked the entire length of it and massaged Craig's bloated balls. Jerry then put it back in his mouth and took it out again then he gently blew on it as his fingers continually massaged Craig's balls. Jerry tickled the cock head with his tongue and teased Craig's pee slit. Jerry had Craig close to cumming a few times. Jerry seemed to know when Craig was getting close, and he would do things making him last longer, torturing Craig in the process.
Jerry looked up at Craig and smiled as he stroked the slick cock. Then he asked, "Are you ready to cum Craig"?
Craig had his eyes closed and he just shook his head to answer Jerry. Jerry then took Craig's cock all the way into his warm wet mouth. He swirled his tongue around the length of the shaft, nibbled on the cock head and sucked Craig hard. Jerry reached under Craig's balls and rubbed the hardness between his balls and anus. Craig felt his cock thicken and he knew he was going to cum. There was no stopping Craig this time.
Jerry grabbed Craig's ass cheeks with both hands as Craig exploded in his mouth. Craig fired round after round of cum into Jerry's mouth and Jerry sucked and swallowed as fast as he could. Rope after rope of semen shot into Jerry's mouth as Craig seemed to have an endless supply. Finally the barrage subsided and Craig stopped cumming in Jerry's mouth. Jerry sucked on the thick firm cock until he had drained every drop from Craig's dick. Craig felt weak from the intense orgasm so he leaned back against the sink in the tiny lavatory.
"I need to get off I am so hot!" Jerry said in an excited tone and then asked, "Do you want to suck my cock?"
Craig stammered as he replied, "Sorry, I'm not into cock."
"I thought not," Jerry said and then asked, "Would you fuck me while I jerk off?"
"Sure, I'd love to fuck you," Craig accepted.
Craig watched as Jerry pulled his pants and underwear down displaying a nice ass. Craig lubed his cock with something that Jerry handed him and then slipped his cock into Jerry's receptive asshole. Jerry jerked off toward the toilet. Jerry's hand flew rapidly over his hard cock in search of his own release. Craig watched as Jerry ejaculated. Jerry shot his load and the first couple of blasts splattered against the back of the toilet seat. Jerry seemed to cum for at least 30 seconds as stream after stream shot out of his dick. Craig felt Jerry's buttocks tighten and then relax as he fired his load. Craig admired the boy's bare ass as it was lily white compared to his tanned legs.
"I would love for you to cum in me but we can't do it here. We need to get back to our seats before other people need the lavatory," Jerry whispered and the directed, "You go out first and then I will follow you in a few minutes."
Craig tidied himself up and then left the lavatory and returned to his seat. Minutes later Jerry was back in his seat with two drinks in his hand. "Here I got this for you since we missed the drink service."
Craig took the drink and then Jerry toasted him, "Welcome to the mile high club."
Craig raised his drink in reply and then took a sip. It was vodka on the rocks and Craig was fine with the selection. The two of them chatted during the meal service and had a few more drinks as if nothing had happened between them. Before the plane landed in Atlanta where they both would pick up different connecting flights, they exchanged contact information. Craig didn't think at that moment he would ever contact Jerry but then again he might. Craig briefly reflected on Jerry's shapely ass and knew that he would fuck it again given the opportunity.
After they deplaned Craig and Jerry parted and made their way to their connecting flights. Craig had over an hour before his next flight. He sat in the gate area and thought back to his week at the resort. His friend Bill had told him that it was a wild place but Craig never expected to do the things he did. Up to that week he had been an oral sex and vaginal sex guy but his life changed forever. He had had anal sex for the first time and he had had gay sex for the first time. Craig had great anal sex and he knew now that his was addicted to it.
In the years to come Craig looked at both women and men differently than he had prior to his week at the resort. He checked out asses all the time and he continued to have anal sex with girls and guys whenever he could. Craig and Sandy saw each other many times over the next three years. They went on several dive trips together and Craig traveled to Sandy's town and spent several long weekends with her. The dive trips were incredible as the two of them would dive everyday and fuck each other senseless every night.
Craig also had several visits from Jerry since Jerry traveled in his line of work. Craig liked the blow jobs he reached from Jerry and he liked fucking Jerry in the ass. Eventually things waned with Sandy and Jerry and Craig focused on the locals in his town. However, Craig felt that he needed another boost, another jump start in his sex life. Craig then decided to book another week's vacation at the all inclusive resort during the swinger's week.