Learning To Swing Both Ways Ch. 07

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.