Benny then pushed himself up on all fours giving Cliff better access. It was then that Cliff noticed that Benny had cum on the bed. He could see the wet spots on the sheets and Cliff knew it was from Benny's ejaculation.
"Oh Cliff, I don't know if I have ever been fucked like that," Benny cooed.
"I'm glad you liked it because I loved fucking your ass," Cliff told him.
"I think that I messed my bed sheets," Benny said with a laugh.
"Yeah, I noticed," Cliff laughed and then added, "I should get going."
"You're welcome to spend the night here."
"Thanks but I need to get up early and get some things done. By the way, I will take you up on your offer. I will go on the cruise with you."
Cliff got dressed and went to his own apartment leaving Benny in his bed. Benny was thrilled that Cliff had accepted and he looked forward to spending week with the handsome stud. Benny's cock stiffened as he thought about Cliff and he jerked off before falling asleep.
THE CRUISE BEGINS
Benny and Cliff flew to Miami on a Saturday and took the cruise shuttle to the docks. They boarded the ship and were directed to their cabin. Cliff liked the accommodations as it was a roomy stateroom and it was obvious that Benny had spared no expense. That evening they attended a safety presentation and had a tour of the ship. Later it was a buffet dinner and then they went back to the stateroom which had a small balcony. The two of them sipped drinks on the balcony before departing Miami.
Many of the passengers were on the decks waving to people in the harbor as the ship departed but Benny and Cliff were content to keep to themselves. That night Cliff fucked Benny as they lay on their sides Benny masturbated. They were tired and fell asleep after sex but in the early morning hours, Cliff awoke with an erection pressed against Benny's ass. In a slumber stupor, Cliff eased his cock into Benny's bottom and fucked him slowly until he ejaculated a second time.
On Sunday morning Cliff fucked Benny first thing after being turned on by the pretty sleeping blonde gay in bed. After they showered and dressed they made their way to the dining room and ate breakfast. It was a buffet style setup with an omelet station. Being in no rush they enjoyed a leisurely breakfast before returning to the cabin. It was a beautiful sunny day and perfect for lounging around the pool deck.
Cliff stripped off his clothes and took out his swim suit. Benny tossed him another swimsuit and said, "Here, wear this please."
Cliff held up the skimpy white swimsuit and laughed. "Are you kidding? You want me to wear this."
"Definitely, I want to show you off to the other passengers," Benny replied.
Cliff put on the swim suit and it fit him like a pair of tight white briefs. He checked himself out in the mirror and saw that his package was prominently outlined. "Do you want other gays to hit on me?" he mocked.
"No, I just want them to be jealous," Benny answered.
"Okay but I'm not walking through the passageways in this," Cliff said and then put on a pair of workout shorts.
The two of them went to the pool area and they were fortunate to find two vacant lounges on opposite ends. Cliff carried one over to the other and they spread towels out and stretched out. Cliff's tan lines were definitely obvious and he applied sun block to his thighs. Cliff looked around and he saw other guys with skimpy swimsuits and some of them had impressive packages too. He was glad that he was not the only one.
As his eyes scanned the crowded deck he spotted some attractive women but he reminded himself that they too were gay. Still there were a couple of girls that really looked good in their string bikinis. Cliff wondered if any of the girls were bisexual and if he might have any shot at fucking a girl that week. There was one female couple, a blonde and brunette who caught his attention and they actually stirred his libido.
Cliff felt his cock harden in his swim suit and he decided to cool off in the pool before things got out of hand. He told Benny, who was laying face down with his bubble butt on display; he was going to take a dip in the pool. As Cliff stood up and walked toward the pool he saw many sets of eyes follow him and he knew they were checking out his package. He was thankful when he finally sank into the pool water and cooled his jets. He leaned to the side of the pool and stretched his arms along the edge. Cliff looked back at Benny lying on his belly and once again he admired the shapely legs and curvy bottom that he had fucked many times.
Cliff thoughts were interrupted by a soft voice that sounded very feminine. "Hello, are you enjoying the cruise so far?"
Cliff turned his head expecting to see one of the lesbian girls but instead he saw a very cute gay with long brown hair. Cliff looked at him and assessed that he was about 5'6" like Benny and weighed about the same 150 pounds. The guy was well tanned and Cliff determined that he was actually pretty rather than cute or handsome.
"Well the weather is certainly cooperating so far. I'm looking forward to the ports of call," Cliff replied politely.
"My name is Cory. I see that you are with the pretty blonde over there."
"Cliff and yes I am with my friend Benny."
"He is very fortunate to be with a hunk like you."
"Thanks but actually I am a fill in for his original traveling companion. I live in the same apartment building with Benny."
"But you are gay, aren't you?"
"No, I consider myself bisexual."
"You did know that this is a gay cruise, right?"
"Yes, Benny told me but he said that everything would be cool and above board. He actually used the term LGB."
"Well, he's right but if you two are interested in hooking up with me on the trip, let me know."
"Aren't you traveling with someone?"
"Yes but we are flexible."
"I see, I'll mention that to Benny."
"Mention what?" Benny asked as he entered the pool and moved toward Cliff.
"This is Cory, he was just telling me that he is flexible and if we want to hook up with him during the cruise, he is open to that."
"I see. Well you are very pretty Cory. Why don't you come to our stateroom this evening and we can discuss it," Benny offered surprising Cliff.
"I will. I'll come by after dinner. It is nice meeting both of you."
Cory swam to the other side of the pool and got out. Cliff checked out the brunette's ass and Benny commented, "Nice ass."
"Yes but not as nice as yours," Cliff said and then added, "I'm surprised you invited him so soon."
"Hey if it works out, it would be nice to have an ass to fuck or someone to suck my cock," Benny responded.
"Yes that would be nice for you," Cliff agreed and then said, "I'm ready for a cocktail.
"I'll join you," Benny acknowledged.
The two of them returned to their lounges and once again eyes were all over Cliff's crotch. They sat down and summoned the waiter to get them frozen margueritas. Cliff looked around the deck again and spotted the two attractive women. He wondered if they would be approachable at all. Cliff thought that if Benny was occupied with Cory that he might find out if the women were gay or bi.
They hung out on the pool deck all afternoon and Cliff kept applying sun block to the newly exposed parts of his thighs. He certainly did not want to burn in that area. Cliff found it interesting watching everyone as they all seemed to be checking each other out. He and Benny had a few drinks, took a few dips in the pool and chilled out on the deck. It was relaxing and it felt good to kick back and not be concerned about work or school.
Benny had scheduled them for an early seating for dinner so they went back to their stateroom about five to shower and dress for dinner. They ate at six and afterward went to a show with a good reggae singer. The entertainer was scheduled to do two sets and Benny knew that the second set would be crowded and that people would be up dancing. That was not Benny's scene and he knew it was definitely not Cliff's. They ran into Cory at the club and it was obvious that he was seeking them out. Benny invited Cory back to the stateroom and they all left the club at the end of the first set.
In the stateroom Cliff got drinks for everyone and they chatted briefly. Benny was anxious to have sex with Cory and Cory was anxious to get crack at Cliff's cock. They talked about their sex lives and that put them in the mood for action not that they needed much incentive.
"Come with me, let's get this party started," Benny said as took Cory's hand and led him to the bed.
Benny undressed Cory down to his underwear. He reached in Cory's shorts and fondled Cory's cock. Things moved quickly and within minutes Benny and Cory were naked fucking in bed. As Cliff watched the two of them fuck he felt his own cock harden and he decided to join in. He stripped off his clothes and his big cock sprung to attention. Cliff walked around in front of Cory and Cory stared at Cliff's imposing cock.
"I thought that you might like this," Cliff said as he waved his big dick in front of Cory's face.
"Wow, you are hung just as I suspected," Cory gasped.
"Cory, suck his cock while I fuck you," Benny urged.
Cory tentatively reached for Cliff's cock. He held the long thick cock in his hand briefly before he finally licked the head with his tongue. Cory was surprised by the girth of Cliff's cock as he could not wrap his hand all the way around it. Cory opened his mouth and took the head into his mouth and he felt his jaw strain slightly to accommodate Cliff's size. Cory only took about four inches of Cliff's cock into his mouth and began to suck on it. Benny resumed fucking the cute brunette as Cory sucked on Cliff's cock. Benny was thrilled to be fucking Cory and it didn't take long for Benny to cum and fill his ass with a massive load. It had been too long since Benny had fucked anyone and he was thrilled to do it to Cory.
Cliff loved the blow job he was getting from Cory as it was as good as any Benny had given him. Even though Cory was still adjusting to Cliff's size he did a good job sucking his cock. Cliff was very turned on so when he came he flooded Cory's mouth. Cory was taken back by the force and amount of cum that Cliff shot into his mouth. Cory had to pull off Cliff's cock to keep from gagging and the remainder of Cliff's cum splashed off of Cory's forehead and face. Benny emptied his balls into Cory's ass as he watched Cliff's massive load hit the brunette's face. Cory wiped cum off his face and licked his fingers clean.
"I need to cum now," Cory gasped, "Benny let me have your beautiful ass."
Benny moved into position to be fucked and Cory got the lube and prepared Benny's ass. As Cory was fingering Benny's shapely ass Cliff decided that he would fuck Cory's nice round curvy ass. Cliff took the lube and fingered Cory's ass just as he often did with Benny's ass. Cory was leery of Cliff's big cock and he hoped that Cliff wouldn't hurt him. Cory slipped his cock into Benny's ass and began fucking him while Cliff continued to finger fuck Cory. Cory actually liked the anal penetration as he fucked Benny.
Cliff satisfied that Cory's ass was well lubed applied a generous amount of lube to his own cock. Cliff moved in behind Cory and pushed his cock into Cory's asshole. Cory tensed and pleaded with Cliff to take it slow.
"Oh sweet Jesus," Cory cried out.
"Relax if Benny can take my cock in his ass you certainly can. You just need to be stretched some more. I'll be careful," Cliff replied.
"Fuck him Cliff, fuck his ass just like he's fucking mine," Benny urged excitedly.
Cliff eased more of his cock into Cory's ass. Cliff was gentle though relentless in his quest to fuck Cory. Cliff would push in a little and stop allowing Cory to adjust along the way. Finally Cliff began a rocking motion and began fucking Cory slowly. Cory's ass had stretched enough now that he was comfortable with Cliff's cock in him and he resumed fucking Benny. As Cory picked up the pace fucking Benny in the ass he was pushing his own ass back onto Cliff's cock. Cliff stopped moving as he didn't need to while Cory was fucking Benny. Cory would bury his cock in Benny and in the process his ass would slide along Cliff's cock. When Cory withdrew slightly from Benny's ass he impaled his ass on Cliff's cock. Cliff inched closer and closer as Cory seemed to be able to take more and more of his cock. Then Cory felt Cliff's pubic hair brush against his buttocks and he realized that Cliff was all the way in his ass. Cory couldn't believe that he had taken all of Cliff's big thick cock. Cory was proud of himself now and he picked up the pace fucking Benny and impaling himself on Cliff's cock.
Cliff came before Cory did but when Cory felt cum shoot into his ass he lost it. Cory's buttocks tightened as he plunged his cock all the way into Benny's ass and unleashed his first load of the day. Cory flooded Benny's rectum with an enormous load, one of the largest he could remember. Cory's buttocks clenched and unclenched as he came in Benny's ass, he milked every drop of cum from Cliff's cock. Cliff caressed Cory's shapely ass as he let his cock be drained dry. Cliff liked looking at the tanned young men with their lily white asses. The fact that they had tan lines really emphasized the shape of their curvy bottoms and from this position they were look-a-likes except for the color of their hair.
Benny was erect again after the fuck session, so he had Cory suck his cock. Cliff watched Cory suck Benny's cock and then Cliff got hard again. Cory was also hard again after sucking Benny and swallowing his load. This time Benny took Cliff's cock in his ass as he sucked Cory's cock. The three of them fucked and sucked until they were drained and exhausted. Cliff was not interested in cock but he didn't mind giving them both a reach around while he was fucking them in the ass. Cliff actually enjoyed playing with their balls and jerking them off as he fucked them. Their first threesome was a success and they still had five more days and nights to enjoy each other.
PORT OF CALL - GRAND TURK
The second day of the cruise would be the first port of call Grand Turk of Turks and Caicos. Cliff had signed up for the SCUBA excursion and Benny would be doing the land tour. That Monday morning Cliff was up early and decided to get a quick workout in before breakfast. He went to the fitness center whish was virtually empty. There were only a few other people their including a couple of women. Cliff worked out briefly and then returned to the stateroom.
When he entered the room Cliff saw that Benny was awake. He was in his sleep shorts standing by the sink brushing his teeth. Cliff looked at the shapely blonde and felt his cock stir again. It was indeed amazing how Benny's ass could arouse Cliff so easily. Cliff stripped off his clothes and walked up behind Benny. He slipped his hands into the sleep shorts and cupped Benny's lovely buttocks. Cliff massaged them for a short while and then he pulled the shorts down just below the cheeks of Benny's ass.
Cliff teased Benny by letting his fingers flutter over the tops of his buttocks and lightly caressing the tailbone. Benny responded by wiggling his ass encouraging Cliff. Benny had an erection but it was captured in his shorts. Cliff in the meantime got the lube and greased up his cock and Benny's anus. Benny held his breath and remained still as Cliff eased his thick meat into the anal passage. Cliff held onto Benny's hips and watched as his cock disappeared between the lovely globes.
He fucked Benny slowly but even then he knew he would not last long. Benny was beside himself with desire and he freed his cock from the sleep shorts. Benny masturbated as Cliff drove toward his first ejaculation of the day. Their bodies stiffened as they both came nearly simultaneously. Benny shot his load in the sink as Cliff filled the sweet ass. Cliff remained in Benny's bottom until Benny stopped shooting and then they moved apart. Neither of them had showered yet so it was only natural that they showered together.
Minutes later they were dressed and headed to the dining room for breakfast. Afterward they would prepare for their day on Grand Turk. Cliff was pleased to see the two attractive women disembark for the SCUBA excursion. It would give him the perfect opportunity to converse with them and learn more about them. The dive master met the group on shore and a shuttle took them to the dive center. Everyone was fitted with rental SCUBA gear and then they were off to the dive boat.
The boat took the group out to the dive site and along the way the dive master gave the orientation. Cliff was paired up with another guy as his dive buddy. Once they reached the dive location everyone put on their gear. Cliff watched the pretty blonde and brunette squeeze their bikini clad bodies into wet suits. He had opted for a thin Lycra suit which offered no warmth but protected against stings and scrapes. The blonde caught Cliff staring at her and her girlfriend and she flashed him a smile.
That afternoon they did two dives at two different locations. The visibility was terrific and there was plenty of marine life to see. Turks and Caicos were known for its excellent diving and everyone was pleased with the dive outfitter. On the boat ride back to the dive center everyone washed and stowed their gear. Cliff made it a point to sit next to the two attractive women on the ride back to shore. He introduced himself and learned that the blonde was Gail and the brunette Mindy.
"So where is your blonde boyfriend today?" Gail asked.
Cliff remembered that they had seen him with Benny at the pool. "Oh you mean Benny, he's not my boyfriend. He invited me on the cruise because his companion cancelled at the last minute."
"How do you know each other then?" Mindy inquired.
"We live in the same apartment building in Manhattan."
"You do realize by now if you didn't know it before that this is a LGB cruise," Gail stated.
"Yes I certainly do. I knew it before I agreed to come along. Benny would be the G and I would be the B in LGB," Cliff responded.
Both Gail and Mindy laughed and Gail said, "We are the B in LGB too."
"I was hoping that would be the case," Cliff said with a wry smile.
"So are you and Benny getting it on?" Mindy boldly asked.
"Yes but it is my way as I am not into cock. He gives great head and has a great ass."
"So how does Benny get off then?" Mindy pressed.
"By masturbating but yesterday he met another gay and they hit it off," Cliff explained but didn't mention that he too had fucked Cory.
The conversation had quickly turned to sex and Cliff felt his cock stirring in his swimsuit. He was attracted to the two beauties and he hoped that they were to him. Gail glanced at his crotch several times and noticed that he was getting turned on by the conversation. She liked what she saw.
"We should hook up sometime during the cruise," Gail suggested.
"I would like that," Cliff accepted.
"We're dining at the second seating tonight. Maybe we will see you at the club later," Gail offered.
"That would be great. I am at the second seating also," Cliff replied.
"I hope you like to dance," Mindy added.
"I do," Cliff affirmed.
The boat arrived at the dock and soon everyone was on their way back to the cruise ship. Cliff was pleased that the conversation with Gail and Mindy had gone well and that things were looking promising. He hoped that Benny might hook up with Cory that evening so he could spend time with the girls.
That evening everything fell into place. After dinner Cliff made his way to the club to catch up with Gail and Mindy. Benny and Cory hooked up as Cliff had hoped and Benny was cool about Cliff meeting up with the girls. Cliff found the girls in the club and they hung out for a few hours. Cliff took turns dancing with them and sometimes all three were on the dance floor together. There were gay guys dancing with each other too but Cliff didn't pay attention to them while he was with the girls. Gail invited Cliff back to their stateroom. He never imagined the night he was in for with the two beauties.