It's All About Cumming 04

DAY THREE AT SEA

After the morning with Benny in the shower they dressed at went to breakfast. As they were dining Benny asked Cliff how it went with the two girls the previous evening. Cliff shared his experience with Benny who surprisingly found Gail and Mindy to be very creative. Benny told Cliff that his evening with Cory was enjoyable and that it was nice to have someone to fuck and suck his cock. They finished breakfast and returned to their stateroom. Benny found an invitation in the room.

"We have been invited to sit at the Captain's table this evening. It's the second seating," Benny announced.

"Is that some kind of big deal?" Cliff asked.

"Kind of, it's supposed to be a privilege to be seated with the Captain."

"Probably because you paid for first class accommodations," Cliff offered.

"I suppose so but he has a different group sit at his table each night."

"Any special attire required?"

"No not on this cruise but no shorts for sure."

"Slacks and a dress shirt, then," Cliff stated.

"Perfect," Benny confirmed and added. "I wonder if the Captain and any of his staff are gay or bi."

"They might be. The cruise line might have a special crew assigned," Cliff replied.

"I guess we will find out."

"You will find out. I'm not interested in finding any other gays," Cliff said with a chuckle.

The two of them changed into their swim suits, flip flops and tropical shirt. Benny smiled when he looked at Cliff's package again. Benny knew that Cliff was getting the looks from the other passengers but only Cory had seen Cliff's cock in the flesh. Once they were dressed and had their reading material they headed for the pool deck. It was day three of the cruise and the ship would be at sea all day. Tomorrow they were scheduled to stop in San Juan, Puerto Rico.

Benny and Cliff were fortunate to find two remaining deck lounges when they arrived. A quick look around and every lounge was taken. They applied ample amounts of lotion to their bodies and then stretched out on the lounges. A waiter took their order for Bloody Marys and they were set for awhile. Cliff spotted Gail and Mindy on the other side of the pool and they were seated to two other women. Cliff observed them for awhile and made up his mind that they were hitting on the other women. Cliff returned to his book and he and Benny read until they heard a familiar voice.

"Hey guys, what's up," Cory announced his presence.

Cliff looked from his book and saw Cory standing there with a very pretty oriental girl next to him. Cliff was confused but also anxious to find out about the girl.

"Just chilling out and enjoying the sun, "Benny replied.

"Can you believe this deck today, it's packed," Cory remarked.

"Have a seat," Benny offered and moved his legs off the lounge and sat as if he was straddling it.

"Thanks," Cory said as he sat down on the end of the lounge.

Cliff felt as if he should do the same thing and he made room for the pretty oriental. "This is Lee. We met this morning at breakfast. Lee's companion is sea sick," Cory added to the introduction.

"Pleased to meet you Lee," Cliff responded as he moved his legs apart. He noticed that Lee's eyes went right to his crotch.

"Thank you," Lee said politely sitting down on the end of the lounge.

Cliff called the waiter over and ordered a round of drinks for everyone. "Where is your traveling companion, Cory? I never see you with him," Cliff inquired.

"Oh he was sick too and he and he got off the ship yesterday to fly home. I'm solo now," Cory explained and giggled.

Cliff studied the pretty oriental that was tan all over wearing a shocking pink bikini. Lee had a lovely petite figure with shapely legs, a flat tummy, small titties and a cute curvy ass. Cliff felt his cock twitch in his swim suit and it did not go unnoticed by Lee who smiled at Cliff.

"We're sitting at the Captain's table tonight," Benny told them.

"Oh wow, I wish I were. The Captain and his second officer are hot. I heard they are wild in their cabin," Cory shared.

"Take my seat. Go with Benny," Cliff offered.

"Really, are you serious?" Cory rattled off.

"Absolutely, it's not my thing anyway. Lee would you like to join me at dinner this evening," Cliff inquired.

"I would be delighted," Lee replied sexily.

"Good then it is all settled," Cliff concluded.

Lee got up to use the bathroom, "I'll be right back."

Cory used that opportunity to tell Cliff about Lee. "Cliff, Lee has a dick, a small one but a dick. Lee is a tranny but prefers to be called a ladyboy."

"You're shitting me," Cliff said but then he though back to his time in D.C. when he picked up a tranny.

"No but if you two hook up tonight you will not be disappointed. Lee gives great head and is a great fuck," Cory shared.

"I'll keep that in mind, Thanks for setting me straight," Cliff replied.

Lee returned and was given the once over by Cliff who still had a difficult time believing that Lee was a ladyboy. The four of then chatted some more and then Cory and Lee moved on. Cliff and Benny spent most of the day on the pool deck and then switched to another sitting area to get out of the sun. Later they showered and headed for the dining room. Cliff hooked up with Lee who looked stunning wearing a jade green full length dress that was slit up the side. Lee has his long black hair in a pony tail. Benny hooked up with Cory and they sat at the Captain's table.

Following another gourmet meal Benny and Cory joined the Captain in his cabin for cocktails. Cliff and Lee went to the casino for a short time and had fun at the craps table. Lee was anxious to see Cliff's cock and Cliff was anxious to see Lee naked. Cliff brought Lee back to the stateroom and as soon as they were inside they sprung into action. Lee removed the dress slowly and then the thong panty. Cliff was surprised to see just how tiny Lee's cock was as it could not be more than two inches.

Lee undressed Cliff ever so slowly and by the time his underwear was peeled down his legs, Cliff was rock hard. Lee stared at the impressive cock in for several seconds and then lowered his mouth onto the shaft and began to slowly sucked Cliff's dick. As Lee sucked Cliff's cock, he was anxious to feel it in his ass. Cliff was incredibly turned on and without warning he ejaculated into Lee's mouth. Lee was caught off guard by the volume and force of Cliff's ejaculation but recovered quickly and managed to swallow Cliff's entire load.

Lee stood up and patted Cliff gently on his balls. Lee licked his lips and then said, "Now I want you to fuck me."

Lee took the lubricant from Cliff and applied it to Cliff's cock. Cliff stayed hard the entire time as Lee stroked the impressive shaft. "I like playing with your cock but I need you to fuck me now," Lee cooed.

Then Lee got on the bed on all fours and handed the lube to Cliff. "Get my ass ready for your big cock," Lee whispered.

Cliff took the lube and squirted a gob right on Lee's anus and then pushed it in. Cliff worked first one finger and then a second In Lee's asshole. Lee put his head down on the bed and arched his back further emphasizing the shape of his curvy ass. Cliff was still amazed how much Lee resembled a girl and it served to turn him on even more. Cliff caressed Lee's lovely ass as he lubricated the asshole. Cliff then left his fingers drift over Lee's scrotum and tickled the firm flesh of the perineum. Lee's little cock twitched when Cliff's finger ran over the perineum and again when Cliff caressed the tight ball sac. Satisfied that Lee's ass was slick, Cliff knelt behind him and eased his cock into Lee's ass.

Lee placed his hand on Cliff thigh as if to guide the penetration. "Nice and slow," Lee gasped as his ass was spread wide.

"God you are really tight," Cliff echoed.

Cliff took his time slowly feeding his cock into Lee's ass and then withdrawing it slightly. Each time Cliff would go a little deeper and then stop to allow Lee to adjust. Then Lee felt Cliff's pubic hairs tickle his buttocks and he knew that Cliff was buried to the hilt. Cliff began a slow methodical fucking of Lee's ass and he relished every second he was in the beautiful derriere. Cliff reached around Lee as he leaned over and his hands brushed against Lee's small firm tits. Cliff had momentarily forgotten that Lee had tits but now he held the cute tits and caressed them teasing the nipples as well. Once again Cliff truly felt like he was fucking a girl in the ass.

Cliff that felt that familiar twinge and he pushed his cock all the way into Lee's ass and held it there as he fired a barrage of cum into Lee's rectum. "Oh I feel it, I feel it!" Lee exclaimed as round after round was released from Cliff's cock.

Cliff placed his hands on the smooth curvy ass cheeks and caressed them as he filled her ass with his seed. Cliff stayed hard and continued to fuck Lee slowly until Lee begged him to move to their sides. Keeping his cock deep in Lee's ass Cliff guided them on their sides and then he resumed fucking Lee. Cliff had his left arm wrapped around Lee's waist and he was holding a small firm tit in his left hand. Cliff right hand subconsciously sought out Lee's stiff 2" cock and played with it as he fucked him. "Oh that's it play with my clit," Lee moaned.

Lee came twice before Cliff came a third time. Cliff felt Lee's cum travel through the tiny cock and dribble onto the bed sheets. Cliff then placed both hands on Lee's tits and held them firmly as he drilled Lee's ass until he came again. The two of them then lay in bed perspiring and breathing hard from their sexual encounter. Cliff actually dozed off with lee in his arms. The last thing he remembered was holding on to Lee's titties with his soft cock nestled in Lee's buttocks. Cliff need to pee woke him up and it was then he realized that Lee had left the room. Benny was not back yet so Cliff took his piss and returned to bed.

DAY FOUR - PORT OF CALL - SAN JUAN

Cliff woke up the next morning and Benny was in bed sound asleep. Cliff assumed that Benny had an exhaustive night and he let him sleep in. Cliff moved quietly as he used the bathroom and got dressed. Benny was still out when Cliff left the stateroom. Cliff went to breakfast and decided that he would bring something back for Benny. They had both signed up for the San Juan tour so Benny would have to get up soon. Cliff ate quickly and brought some fruit and pastries back to the room for Benny who was in the shower when he arrived.

Benny was grateful for the food and he ate and dressed quickly so they could make the tour. Benny said that he would tell Cliff about his night in the captain's cabin and that he wanted to hear about Lee. Cliff was not interested in Benny's night but he was polite and didn't let on how he felt. They made the tour on time and would spend the day in San Juan. Cory was also on the tour and hung out with them.

The tour group was briefed before the tour started that poverty and crime are significant issues in San Juan. They were advised to stay together as a group all day. The tour featured the distinctly century old architecture, Spanish military forts, plazas, museums and historic sites. Cliff learned that there were plenty of bars and discotheques all around the city but the group would not be visiting those. Although tempted to check them out later on his own he thought better of it.

During the course of the tour Benny filled Cliff in on his night with the ship's Captain. "The captain and second officer are definitely bisexual like you. They mostly like women but they also liked my ass. They both fucked me twice last night," he told Cliff.

"I can understand that. You do have a great looking ass and when you are on all fours you very much resemble a woman," Cliff responded.

"How did it go with Lee?' Benny asked.

"Good, I liked fucking him and he looks like a woman with a big clit," Cliff replied with a chuckle.

Cliff had seen Lee get off the ship with the tour group but had not seen him since. "Do you know where Lee went off to?" Cliff asked Benny and Cory.

"Yeah lee and his companion are flying home from San Juan. Lee's friend couldn't handle being sick any longer," Cory told him.

"Too bad, we could have had some fun the four of us," Benny said.

"Yeah, too bad," Cliff agreed. He thought of Mindy and Gail but now it seemed that they were back into women. Lee had been a good substitute for the girls but now he was gone. "Well only a few more days on the cruise," Cliff thought to himself.

Following the tour that day there was the customary dinner and show. The bar and casino was also open until the late night hours. Cliff took a break from a night of gay sex and Benny spent the night in Cory's stateroom. When Cliff woke up in the morning with an erection he was pleased to see Benny in bed with him. Benny was naked lying face down and his lovely ass was there for the taking.

As Cliff looked at the lovely ass inviting the intrusion of his cock he reflected on his bi-sexual life style. If it were not for his passion for anal sex, Cliff knew that it would be unlikely that he would be bisexual. Even then he was very selective about with whom he had sex. The gays that he did fuck were always effeminate with slender shapely bodies and killer asses. He had been fortunate on the cruise to have fun with two bisexual women. He also was still enamored the pretty and shapely ladyboy Lee. His cock stirred as the thoughts ran through his mind and he decided it was time for Benny's wake up call.

He applied a liberal amount of lubricant to his throbbing cock and rolled Benny onto his stomach. Pushing Benny's legs apart, Cliff eased his slick dick into the receptive rectum. He moved slowly as he wanted to enjoy every second he was in Benny's curvy bottom. Cliff looked down at his companion and watched as his big dick slid in and out of Benny's ass. It was a sight that Cliff had come to love. His impressive cock would disappear into Cliff's shapely ass and then re-appear again. Cliff would pull it out until just the head remained in Benny's ass and then Cliff would drive it back in causing Benny's curvy buttocks to jiggle. Benny had his head down on the mattress turned to one side so he could watch Cliff fuck him. Benny's back was slightly arched further emphasizing the shape of his marvelous ass. Benny's hand stroked his own cock as Cliff drilled him with conviction.

Cliff felt his ejaculation building in his loins so he pulled his cock from Benny's ass and jerked it off until he shot his load. Cliff aimed his cock so that the first forceful stream hit Benny's anus. The next two jets, almost as forceful as the first, landed in the crack of Benny's ass and trickled down over his anus between his legs onto his ball sac. Three more ropes of semen landed on Benny's buttocks before Cliff pushed his cock back into Benny's ass. As Cliff re-entered Benny, he pushed his semen into Benny's rectum and then resumed fucking him. This time Benny pushed back and moved to his knees.

This had become their favorite position and favorite ways to cum. Benny loved feeling the warm sperm land on his ass and then feel it pushed back into his ass with Cliff's cock. Cliff also loved watching his cock spurt and shoot jets of semen onto his friend's buttocks and anus. Cliff resumed fucking Benny and Benny continued jerking off. They were both capable of multiple ejaculations a day, not atypical for virile young men. Cliff fucked Benny until he ejaculated a second time only this time, he remained in Benny's ass and filled his rectum with a copious load.

Benny wanted to cum so he rolled over on his back and Cliff fucked him missionary style. Benny shot twice and Cliff liked watching Benny cum all over his chest and abs. When Benny ejaculated his sphincter contracted around Cliff's cock pushing Cliff toward another release. Cliff stayed in Benny's ass and shot more semen into his rectum. The final position was on their sides in a spoon position as Cliff fucked Benny slowly. In this position Cliff would reach around Benny's body and jerk his cock until they both ejaculated again. Cliff had no interest in another guy's cock but he had become accustomed to jerking off Benny while he fucked him. They had had sex that morning for nearly three hours and they rested in bed for another half hour before they got up.

"That was quite a wake up call," Benny sighed.

"I'm glad you liked it. We are going to be at sea all day today so there was no need to get out of bed early."

"We missed breakfast."

"Yeah but we can get some food at poolside."

"Sounds good," Benny agreed.

The two of them showered, put on their bathing suits and headed to the swimming pool and relaxed in the warm Caribbean sun. Cory was already there saving two lounges for them. Benny and Cliff ordered lunch and drinks poolside and spent the afternoon recuperating from the morning's invigorating sex.

The evening was routine as they dined first, then went to a show and later hit the casino. Later Benny went to Cory's room and Cliff returned to theirs. Cliff liked the new arrangement as he enjoyed sex in the morning. This way Benny could have his cock taken care of by Cory. Cliff hit the sack and slept soundly.

PORT OF CALL - ST. MAARTEN

The next morning Cliff was awakened by the movement of the bed. He rubbed his eyes as he woke up and looked at the twosome in bed with him. Cory was moving rapidly in and out of Benny's ass. Cory held Benny hips as he drove his cock all the way in and ejaculated in the pretty blonde's rectum. Cory always had massive loads especially the first one of the day. He flooded Benny's rectum and he could feel it coat his cock. Benny loved the rush of the warm man seed in his ass and he was rock hard and ready to fuck Cory. Benny told Cory to get on his back in bed so Cory pulled out and watched his seed run out of Benny's ass.

Cory got on his back and spread his legs looking forward to another butt fuck. Benny lubed his cock and moved into position to fuck Cory missionary style. Benny pushed his cock into Cory's receptive asshole and held him by the back of his knees. Benny leaned into Cory and began fucking him. Cliff watched the two cute gays and he got turned on by Benny glutes contracting. Cliff took the lube and applied it liberally to his big cock. Cliff knelt behind Benny and eased his dick into the familiar ass.

"Oh God, I love this," Benny called out.

Cliff let Benny do most of the work. As he fucked Cory he also impaled himself on Cliff's cock. Benny secretly wished he had a third cock for his mouth as it was his favorite action of all time. He loved having his cock buried in a nice ass while he was getting fucked and sucking on a third dick. Cory stayed erect the whole time and his cock slapped against his abs as Benny fucked him. Cory then reached down and took a hold of his dick and jerked off.

Benny came first and Cory cried out, "Oh yeah, I feel it."

Cliff felt Benny's sphincter clamp around his cock with each contraction as he ejaculated into Cory. Cliff was the next to cum and emptied his balls into Benny's rectum. Cory was furiously jerking off with urgency to cum again. Cliff eased his dick out of Benny and watched as Benny stayed hard in Cory's ass and continued to fuck him. Cory's hand flew over his shaft as Benny drilled his ass. Cliff watched his seed flow out of Benny's ass and run down over Benny's balls onto Cory's buttocks. It was quite a sight. Cory ejaculated on his chest and abs and then Benny backed out of Cory's ass.

Cliff patted Benny on the ass and reminded them, "We have a port of call today, no time for more sex. We can pick this up later."

Cory scrabbled to get dressed and return to his own room. Cliff and Benny showered quickly, dressed and then went to breakfast. Later the three of them hooked up with the tour group and they were on their way to the island. The three of them had signed up for a day of snorkeling, food and drink on a catamaran. It was a beautiful sunny day and perfect weather for snorkeling. They stayed out all day and took in a marvelous sunset before returning to the cruise ship.