Learning To Swing Both Ways Ch. 07

"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.