It's All About Cumming 03

PRELUDE

Cliff slowly woke up on a Sunday morning after the first night aboard a cruise ship. He rubbed his eyes and looked at his traveling companion in bed with him. He still couldn't believe that he had agreed to go on this Caribbean cruise with Benny, not because he didn't like the Caribbean or needed a vacation but because it was a gay cruise. Benny had assured him that everything would be on the up and up as the cruise line did not tolerate public nudity or sex. Still Cliff felt awkward as he was not gay, bisexual yes but not gay.

Now as Cliff looked at Benny sleeping in only his snug sleep shorts he admired the blonde gay's curvy ass. Cliff had fucked Benny several times in the past and he was enamored with Benny's ass. Cliff could not resist running his hand over a shapely buttock and as he did he felt his own cock stiffen in his sleep shorts. He pulled Benny's shorts down just below the buttocks and gazed at the lovely bottom. He began to caress Benny's smooth globes and then he lowered his own shorts enough to free his cock. Cliff stroked his cock as he fondled Benny's bottom.

Benny stirred as he started to wake up and he lifted his hips slightly off the mattress. Cliff took advantage of that movement and pulled Benny's shorts down to his knees. Using his foot, Cliff pushed the shorts down and off Benny's legs and then took his own shorts off. His impressive cock was rock hard and ready for action. Cliff took the lotion that he had used the night before from the nightstand and massaged it into Benny's flawless firm buttocks. Benny cooed and raised his hips slightly as Cliff worked on his ass.

Straddling Benny, Cliff let his stiff dick rest in the crack of Benny's ass as he continued to massage the marvelous globes. He covered his cock with lotion and then slid it between Benny's buttocks. Holding onto the two mounds Cliff slid his cock between them for several minutes. Finally unable to resist the desirable bottom any longer, Cliff positioned his cock at Benny's anus and pushed it in slowly. Benny groaned as the impressive cock wormed its way in filling the chamber. Benny raised his hips off the bed accentuating the shape of his curvy ass and Cliff drove in deeper. Cliff kept his hands on either side of Benny's body to keep his weight from crushing the blonde beauty. In that position Cliff could also watch his cock slide in and out of Benny's ass.

The two of them moved together as if they had done this many times before. Cliff like the feel of the curvy buttocks as he drove his cock all the way home. Cliff then relaxed his arms and let his body cover his lover. Normally Cliff preferred Benny in the doggy style position but this time he liked the way Benny felt under him. Benny groaned repeatedly each time Cliff buried his cock deep in the ass beneath him.

Every time Cliff drove his cock into Benny's bottom, Benny lifted his hips to receive the cock. They fucked slowly and maintained their rhythm and Cliff wrapped his arms around Benny's upper body. Their bodies pressed together as they made love and Cliff felt just like he was in the ass of a woman. Cliff was still surprised that fucking a guy could be so enjoyable and so erotic. Cliff was so wrapped up fucking Benny's hot curvy ass that his ejaculation snuck up on him. Almost without warning Cliff shot a massive load into Benny's rectum.

Benny groaned aloud when he felt the first stream shoot into him followed by several more streams nearly as forceful. Cliff moved his hips in and out as he ejaculated into Benny until he was nearly drained. Cliff pressed his body into Benny and remained still as Benny clenched and unclenched his sphincter muscle around Cliff's shaft. Cliff was still hard when he removed his cock from Benny's ass and sat back on his haunches. Benny turned over and took a hold of his own erection and stroked it in search of his release. Cliff watched Benny jerk off.

Benny seeing that Cliff was still hard spoke softly "Put your cock back in me. Just fuck me until I cum."

Cliff moved back to Benny who lifted his legs to receive Cliff's cock. Cliff eased his cock back into Benny's well lubed passage and began to fuck him again. Benny rapidly stroked his cock as Cliff fucked him. Cliff watched as Benny closed his eyes and felt the sphincter tighten around his cock as Benny ejaculated. Benny's load shot out in four or five streams and landed on his chest, abs and pubes.

Benny smiled and said, "I'm glad that you came on this cruise with me," Benny whispered.

SIX MONTHS EARLIER

Cliff was honorably discharged from the Marines and he moved to New York City. In a month he had a job in the city and had been accepted to college that he would attend in the evening. He had found a room to rent in a four story walkup apartment. His landlord was a good looking young man named Mike. Mike also attended college in the evening and worked during the day. Cliff didn't have a car as he didn't need one to live in the city and public transportation was much less expensive.

Cliff and Mike hit it off and became good friends. They often went out together looking for girls and most of the time they were successful. If one had a chick in the bedroom the old signal of a necktie hanging on the door knob was used. One evening however Cliff got the surprise of his life when he found Mike banging a cute gay guy. The guy had long blonde hair that covered his neck and ears. He was slender with shapely legs and a nice round ass. The guy could easily pass for a girl from behind when his six inch cock was out of sight.

Surprisingly Mike had not closed his bedroom door that night and Cliff wondered if it was intentional. He knew Mike was into chicks as he was but now he wondered just how far Mike went with gays. Mike looked up and saw Cliff watching them and he smiled. He motioned his head for Cliff to join them and at first Cliff hesitated. Then throwing caution to the wind he entered Mike's bedroom and walked toward the gay guy's head.

"Cliff this is Benny. He's one of our neighbors in the building. He was horny tonight so I decided to help him out. He is a great cock sucker, show him yours," Mike announced.

Cliff, being no stranger to bisexuality, dropped his pants and underwear to his knees. His impressive cock popped out and bobbed in front of Benny's face. Without hesitating, Benny reached for the fresh meat and guided it into his mouth. Within minutes Cliff was erect and enjoying another first class blow job. He would discuss Benny with Mike later but at that moment he was enjoying the oral sex.

Cliff watched Mike fuck the pretty young gay as Benny slurped away on his shaft. Mike would cum first and Cliff was surprised when he pulled out of Benny and shot his load on Benny's anus and buttocks. He was more surprised when Mike put his cock back in Benny's ass and resumed fucking him. Cliff felt his balls tighten and he warned Benny that he was close. Benny took Cliff's cock from his mouth and jerked him off until Cliff shot a sizeable load that hit Benny's face and neck. Benny took the cock back in his mouth and sucked it dry.

Benny stroked his cock until he came on the bed. The three of them separated and Mike suggested they sit in the living room. Cliff pulled up his pants but Benny and Mike simply put on their boxer underwear. Cliff feeling out of place stripped down to his boxers. Mike got everyone a beer and they sat in the living room where they would learn more about each other.

SHARING EXPERIENCES AND GETTING CLOSER

Cliff learned that Benny had always been gay and that he enjoyed being a bottom. Mike shared his bisexual experiences and told Cliff that he and Benny had often hooked up when they were both horny and at home in the apartment. Benny was 25 years old although he barely looked 18 and he was a successful broker on Wall Street. Cliff was impressed with Benny's financial knowledge and achievements.

Cliff was satisfied that Mike was like him. They both liked getting blowjobs and fucking cute gays but they were not interested in cock. Although, Mike was agreeable to jerking Benny's cock off when he fucked him. Cliff shared his bisexual experiences when he was in the service and Benny wanted to hear nearly every detail.

"Those Italian boys sound yummy. I may have to visit there sometime," Benny reacted.

"You would like them and I know they would like you," Cliff replied.

Benny told Cliff about his lifestyle and made it clear that he was very selective with whom he slept. He told him that he preferred bisexual guys like Mike and Cliff although he did like to get his cock sucked from time to time. He wasn't that big on fucking another gay but he would if the mood was right. He preferred being the bottom and feeling the sensation of a stiff cock shooting in his ass.

The frank talk was getting to the guys and Benny noticed that Cliff was getting hard again. "Cliff, would like to fuck me? I would love it if you would but I have to tell you that you will be the largest that has ever been in my ass."

"Sure, I'll fuck you and I'll take it easy," Cliff agreed.

"Where to?" asked Benny.

"Back to my bedroom, there is no point soiling another bed sheet," Mike directed.

Benny stood up and slipped off his boxers. His erect 6" cock bobbed in front of him as he walked to the bedroom. Cliff looked at the lovely ass and he was sure that Benny had stripped on purpose to stir Cliff's libido and it worked. Cliff noticed that Benny's skin was smooth and flawless and his body virtually hairless. That was just the way Cliff liked his male partners.

In Mike's bedroom, Benny got on the bed on all fours and lubed his anus for Cliff's entry. Cliff got on the bed behind him and caressed Benny's lovely buttocks. He took the lube from Benny and applied it liberally to his stiff dick. Mike watched with interest as Cliff slipped his impressive cock into Benny's ass. Cliff went slow and stopped every so often allowing Benny to stretch and accommodate the penetration.

"Oh my, you certainly know someone is in there when you are," Benny gasped.

"Relax Benny, he is only about half way in," Mike told him.

"Oh my God," Benny reacted dropping his head onto the bed.

Benny turned his head to one side and arched his back as Cliff continued to work his cock in deeper. Cliff loved the look of Benny in the submissive position and his ass looked great. "Benny, I can't even describe how good you look in this position with my cock in your hot ass," Cliff murmured.

Cliff began to move slowly at first until Benny loosened up. Soon, Cliff's cock was sliding easily in and out of the sweet ass. Cliff thrust forward so that his hips would hit Benny's buttocks causing them to jiggle. Cliff loved the look of his cock in Benny's ass and he caressed the smooth buns as he fucked him.

"Don't cum in his ass. I want to fuck him again," Mike whispered reminding Cliff that he was still in the bedroom.

Cliff fucked Benny until he felt that familiar surge in his loins and then he pulled out and jerked his cock until he ejaculated. Semen landed on Benny's neck, back and buttocks and Benny gasped each time he felt the warm liquid land on his body. Cliff was tempted to put his cock back in but he remembered that Mike wanted to fuck Benny again. Cliff backed away and as he did, Benny flipped over onto his back. His stiff slender erection flopped against his abdomen.

Mike moved in and smiled as he eased his cock into Benny's ass to fuck him missionary style. Cliff always preferred the doggy style so he could watch the curvy bottom but he was intrigued watching them in that position. Mike began fucking Benny and then he took Benny's cock in his hand and jerked him off as he fucked him. Cliff found the scene somewhat erotic and he continued to watch the two of them. Benny came first and shot a good size load on his chest and pubes. Once again Mike pulled out before he came and shot his load on Benny's body.

The three of them were done for the night and Benny cleaned up in the bathroom while Mike changed his bed sheets. Cliff used the bathroom after Benny and washed his cock and pubes thoroughly before putting his boxers back on. The three of them had another beer in the living room before Benny left and returned to his own apartment.

"I never let him stay overnight," Mike said.

"Yeah, it can be awkward waking up with someone in your own bed," Cliff agreed although in the past he had spent the night in another gay's bed.

"I need to ht the hay. I have a busy day tomorrow," Mike added.

"Me too, see you tomorrow," Cliff concurred and they both went to their separate bedrooms.

MORE TIME WITH BENNY

Over the next six months things were routine for Cliff and Mike. They both worked during the day and attended school several nights a week. Friday and Saturday nights they either had dates or went clubbing looking for chicks. Some nights when they either didn't go out or did not land any dates, they hooked up with Benny. Cliff had become comfortable fucking Benny and it was convenient for both of them.

One Saturday evening Cliff came home early from a local bar as he was tired and not in the mood to chase pussy all night. Mike had stayed out clubbing. Cliff was walking up the stairs to the apartment when on the second floor Benny opened his door and called out to him.

"You're home early," Benny said catching Cliff by surprise.

"Oh hi Benny, yeah I'm a little tired," Cliff replied.

"Want to come in for a drink?" Benny offered.

"Sure, why not, thanks," Cliff accepted and entered Benny's apartment.

Benny got Cliff a drink and they chatted briefly before Cliff was ready to fuck Benny again. They both knew what they wanted and within the hour Cliff was buried balls deep again in Benny's tight asshole. Benny was flattened on the bed face down as Cliff drove his impressive cock deep into the bowels of his new lover. Benny's ass moved under Cliff but Cliff's strength and drive kept Benny pinned under him. Cliff's powerful buttocks clenched and unclenched as he pummeled Benny's ass. His thick cock drove into Benny and then retreated until only the head remained in Benny's rectum. Benny felt the powerful shaft drive in and out of his anal passage like a piston causing Benny to cry out.

"Oh man your cock is so big in my ass, so deep. Cum in me this time, I want to feel you shooting in my ass!" Benny exclaimed.

Cliff continued to fuck the shapely firm ass of his lover driving his cock into the warm recess. Cliff sensed his orgasm building in his balls and he knew that within minutes he would cum in Benny's hot ass. Cliff felt the pressure in his scrotum just before he unleashed a torrent of semen into the shapely firm ass underneath him. Cliff felt Benny's sphincter muscle tighten around the shaft and squeeze every ounce of juice out of it. Cliff stayed hard and he continued to slowly fuck Benny's ass as the semen coated his shaft.

Benny sensed that Cliff was up for another round without pulling out of his ass and whispered, "Cliff if you are going to keep fucking my ass let's roll on our sides."

Cliff rolled to his side keeping his cock in Benny's ass as he pulled Benny to the side. Cliff's hands wrapped around and caressed Benny's body. Cliff gently pinched Benny's nipples and kept fucking Benny until they both came. Benny came two times before Cliff came in Benny's ass again. The first time Benny ejaculated; his cum shot passed his face and hit the headboard of bed. The second time he came his seed hit him in the face and neck. Then Cliff lost it and dumped another load in Benny's ass. The two of them rested on their sides as Cliff's cock slowly deflated and slipped from Benny's asshole.

"I love the way you fuck me," Benny sighed.

"I like fucking you. Your ass is fantastic," Cliff replied.

"Cliff, I know that spring break is coming up and I wondered if you had any plans."

"Not really, I'll probably just chill out. I haven't planned to take a vacation. Why do you ask?"

"I am booked on a Caribbean Cruise that same week but my traveling companion can't make it. I was wondering if you might like to join me."

"A Caribbean Cruise, wow, sure that sounds like fun. How much does it cost?"

"Oh it's on me. I already paid for it including the airfare. We have to fly to Miami."

"That's very generous of you. I would love to go on the cruise with you."

"There's one thing though. It's a gay cruise. A gay travel agency booked the trip."

"Whoa, I don't think that I'm up for that, a bunch of gays running around the ship."

Benny laughed and then explained, "Cliff the cruise line runs the trip as it normally would and no weird behavior is tolerated. You will be surprised how well everyone is behaved and many don't even seem gay."

"Still though, it will be odd without chicks in bikinis on board."

"Oh there will be chicks on the cruise but I guarantee that they will not be interested in you," Benny chuckled.

"Lesbians huh, well that would be different. I have to think about it some more. I'll give you my answer tomorrow," Cliff assured him.

"Okay but let's have some more fun first," Benny responded as he lowered his head toward Cliff's cock.

Benny was taken with Cliff's impressive cock and he spent a lot of time kissing it and licking it getting Cliff hard. Cliff was now ready to fuck Benny and he told Benny to get on all fours. Benny handed Cliff the lotion to grease up his cock. Cliff also greased up Benny's asshole and he again marveled at the shapely ass on Benny's smaller frame. Benny looked good on all fours as he waited for Cliff's cock to penetrate his ass. Cliff took his time lubricating Benny's ass and he liked the submissive posture that Benny presented. Benny had his head down on his hands which were folded on the bed. Benny's ass was elevated and his back was arched emphasizing the curvy shape of his ass. Benny looked perfect and he presented exactly the image that Cliff liked to fuck.

Cliff moved close and slowly eased his cock into Benny's ass. Benny groaned slightly with the penetration and his sphincter stretched once again to accept the big cock. Once past the sphincter Cliff fucked Benny slowly until Benny's ass opened up and he was once again able to take the big thick cock. Cliff then picked up the pace and soon his hips were slamming into the lovely Benny. Benny's curvy ass would jiggle each time Cliff thrust into it and Cliff loved the effect. Cliff felt his orgasm building again and he knew that he would dump another load in Benny's ass. Benny felt Cliff's body stiffen and make one final thrust as Cliff buried his cock in Benny's ass. Benny felt cum surge into him and he felt Cliff's cock throb with each release. Cliff was glad that he had been able to cum so much that evening.

Benny's anal muscles involuntarily clenched and unclenched as they massaged Cliff's cock and drew every drop of cum from the shaft. Cliff kept pressed against his new lover and let his cock be milked dry. Benny couldn't hold his position any longer and he collapsed forward on the bed. Cliff followed Benny down and lay on top of Benny with his cock still buried in Benny's ass. Cliff felt Benny's smooth hairless skin against his own and he liked the feeling. Cliff remained on top of Benny until Benny begged him to get up. Cliff didn't realize it but he had been crushing Benny's smaller body. Cliff had gotten lost in the moment as Benny's ass muscles tightened around Cliff's cock. Cliff then rolled to the side and his softening cock slipped from Benny's dilated asshole.

Benny remained on his stomach face down on the bed as he recovered from being thoroughly fucked. Cliff looked over at Benny and he wondered if Benny had cum. Then Cliff looked at Benny's ass and he could see cum oozing from it. Cliff was tempted to finger Benny's asshole and push the semen back in. Cliff started by caressing Benny's curvy smooth ass and then he played with his asshole. Cliff pushed his finger into Benny's cum filled hole. Benny wiggled his ass in response as Cliff played with him.