It's All About Cumming 01
INTRODUCTION
Over the years Cliff had been with many women and had wonderful sexual encounters. He had been with over 50 different girls and women from 1959 through 1990. Of those 50+ females, 10 of them gave up their ass to him. He loved anal sex with a female who had a lovely ass. He also had great sex with most of them not into anal and he experienced some wonderful oral sex sessions. During those years until the mid 80's, AIDS was not a concern and much of the sex was unprotected.
It wasn't until recently that Cliff ever shared the stories of his bi-sexual encounters. Now that gay is so widely accepted, he has become more open about his life experiences. When Cliff now recalls those encounters he remembers that it was all about cumming. He liked to cum and he was not choosey about whether it was with a gal or a guy. Cliff had some memorable blow jobs from guys and he fucked some lovely male asses. This is the story of Cliff's bisexual encounters beginning in high school in 1959.
FIRST TIME
For Cliff his first time with a guy was in 1959 his senior year of high school. He had turned 18 years old a few months before and he had sex with a girl who was known to put out. She did it all and she took Cliff's virginity and before they were done he had experienced vaginal, oral and anal sex. It had been a full day of sex since her parents were gone all day.
It was a Saturday evening and Cliff's date had gotten ill so he decided to take in a movie by himself. He walked to the local theater to catch the first movie showing at 5:00 PM. Cliff sat in the middle section in the middle of the row as the theater was not very crowded at that time. The movie starred Marilyn Monroe who looked very hot and gave Cliff a boner. Cliff was glued to the screen when a guy sat right next to him. Cliff was surprised as there were so many other empty seats.
The guy whispered to Cliff, my name is Barry. Cliff nodded and whispered his name back. Barry then leaned over and whispered, "She is hot isn't she? I can see that you have a boner."
Cliff was embarrassed and put his hands in his lap. "Don't be shy. I get them all the time too when I watch a hot movie," Barry whispered.
All through the movie Barry kept making comments about the movie and how he would like to fuck Marilyn Monroe in the ass. Cliff agreed that she had a great looking ass and he thought back to his first anal encounter. It would really be something to fuck a gorgeous woman like her especially in her ass. The movie ended and the lights came on. Barry looked right into Cliff's crotch and stared at the impression in his pants. Barry rubbed his own crotch and Cliff looked around to be sure no one was watching.
Cliff and Barry got up from their seats and left the theater. Cliff was going to stop at the soda shop in town to get a drink before he walked home. Barry walked with Cliff and then asked him about his experience with sex. Cliff told him that he had some experience and then Barry told him about his experience in college. Barry told Cliff that guys did it all the time with each other and Cliff had a difficult time believing that. As they walked Barry kept raving about the sex in college with guys and how it was no different getting a blow job or fucking an ass with a girl or guy.
They passed an alley way and Barry asked Cliff to walk into it with him. Cliff was not worried as he was 6'0" and 185 pounds compared to Barry who he guessed was 5'7" and 150 pounds. Cliff was a varsity athlete in three sports and in superb shape. They walked into the alley and Barry seemed familiar with it as he steered Cliff into a corner that concealed them. Barry resumed talking about sex with guys and as he did he started rubbing Cliff's crotch. Cliff got an erection and he let Barry rub it through his pants.
Barry was masterful as he talked and fondled Cliff. Somehow Barry had slid the zipper down and his hand was in Barry's pants rubbing Barry's cock through his briefs. When Barry reached for Cliff's belt to unbuckle it, Cliff panicked and stopped him.
"Relax I'm not going to hurt you. I'm going to make you feel good," Barry whispered in the darkness.
Cliff let Barry unbuckle his belt, unfasten his pants and pull the pants down to his knees. Barry rubbed Cliff's erection through his briefs and he was impressed with Cliff's cock. Cliff gasped when his briefs were pulled down and his cock leaped out. Barry took a hold of it and whispered, "This is quite impressive."
Cliff knew that he was larger than average but he knew that other guys were bigger than him. Barry stroked the thick sizeable cock pausing every so often to spit in his hand. Cliff was really turned on by then and he was anxious to cum and put his clothes back on. When Barry squatted down and took Cliff's cock in his mouth, Cliff let out a soft moan. He closed his eyes as Barry sucked his cock and he pictured the first time Barbara had blown him. It didn't take long for Cliff to cum and he did so without warning Barry.
Barry was caught off guard by the quick and voluminous ejaculation causing him to pull Cliff's cock from his mouth. Barry jerked Cliff off as streams of semen shot out of the teen's cock. Barry waited until the last rope left Cliff's cock and then he took it back in his mouth. Barry drained the remaining semen from Cliff's cock and continued sucking it keeping Cliff hard. He played with Cliff's testicles and rubbed the perineum and Cliff knew that he could easily cum again. Cliff decided that if Barry wanted to get him off again then Cliff was up to the task.
Barry stood up and unfastened his pants and pushed them along with his underwear to his knees. Cliff saw Barry's small erection and he immediately told Barry that he was not going to reciprocate. Barry laughed and said, "I don't expect you to but I want you to fuck me.
Cliff watched as Barry took something out of his pocket and then used it to lubricate his anus. Barry fingered his ass with one and then two fingers. He had his fingers moving in and out easily when he spoke to Cliff.
"I'm ready for you Cliff. I'm ready for you to put your big dick in me. Go slow and make this last a long time," Barry whispered sexily.
Staring the entire time at Barry's beautiful curvy ass, Cliff moved his body into Barry. Cliff held his erect cock in his hand and guided to Barry's anus. Barry held his breath as the thick but soft mushroom head opened up Barry's anus and stretched the sphincter. Cliff was thoughtful and gentle as he slowly penetrated a guy's ass for the first time in his life. Barry's ass opened up and welcomed Cliff's cock into the warm snug passage. Cliff held still and let Barry move back and forth. Once Cliff was satisfied that Barry had loosened up he began to fuck Barry with long steady deliberate strokes.
The two of them moved together as if they had done this many times before. Both of them were oblivious to having sex in public as they were lost in the moment. Barry dropped to up his knees while keeping his chest and head lower. This move accentuated the round shape of his shapely ass. Cliff like the feel of the curvy buttocks as he drove his cock all the way home. Barry groaned repeatedly each time Cliff buried his cock in Barry's ass.
Every time Cliff drove his cock into Barry's bottom, Barry pushed his hips back to receive the cock in his ass. They fucked slowly and maintained their rhythm and Cliff wrapped his arms around Barry's upper body. Their bodies pressed together as they fucked and Cliff felt just like he was in the ass of a girl. Cliff never expected that fucking a guy could be so enjoyable and so erotic. Cliff was so wrapped up fucking Barry's hot curvy ass that his ejaculation snuck up on him. Almost without warning Cliff shot another massive load, this time into Barry's rectum.
Barry 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 Barry until he was nearly drained. Cliff pressed his body into Barry and remained still as Barry clenched and unclenched his sphincter muscle around Cliff's shaft. Cliff was still hard when he removed his cock from Barry's ass. Barry turned around and took a hold of his own erection and stroked it in search of his release. Cliff looked at the less than average size uncut cock and watched Barry jerk off.
Barry saw that Cliff was still hard and spoke softly, "Put your cock back in me. Just fuck me until I cum."
Cliff moved back to Barry who lifted his legs to receive Cliff's cock. Cliff eased his cock back into Barry's well lubed passage and began to fuck him again. Barry stroked his cock as Cliff fucked him and Cliff was pleased that he was still hard after cumming twice. Cliff watched as Barry closed his eyes and felt Barry's sphincter tighten around his cock as Barry ejaculated. Barry's load shot out in four or five streams and landed on his chest, abs and pubes.
Barry smiled and said, "I think that you liked fucking me," Barry whispered.
Cliff just nodded but now he was a little embarrassed about what happened. He pulled out of Barry and stood up. "I shouldn't have done that," Cliff said, his face turning red.
"Of course you should, people have been doing this for thousands of years. You enjoyed it and so did I. You can enjoy sex with both men and women. I want you to fuck me again," Barry told him.
Cliff looked at the hot curvy ass again and within minutes he was buried balls deep again in Barry's tight asshole. Barry was flattened on the ground face down as Cliff drove his impressive cock deep into the bowels of his new found lover. Barry's ass moved under Cliff but Cliff's strength and drive kept Barry pinned under him. Cliff's powerful buttocks clenched and unclenched as he pummeled Barry's ass. His thick cock drove into Barry and then retreated until only the head remained in Barry's rectum. Barry felt the powerful shaft drive in and out of his anal passage like a piston causing Barry to cry out.
"Oh man your cock is so big in my ass, so deep. Cum in me like the last time, I want to feel you shooting in my ass!" Barry exclaimed.
Cliff continued to fuck the shapely firm ass 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 Barry'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 Barry'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 Barry's ass as the semen coated his shaft.
Cliff was done and he suddenly realized where he was and what he had done. "I have to get going," he said nervously as he pulled up his clothes.
Cliff had already left the alley before Barry got dressed. Cliff walked quickly back to his home and a million thoughts passed through his mind. He had just gotten a great blowjob and fucked a guy in his curvy ass. He was confused as he had great satisfaction but with a guy. At that moment he made up his mind that it was all about cumming. He could cum with a guy just as he had with a girl. Cliff arrived home and went to bed and as he tried to sleep he wondered if he would ever have sex with a guy again.
THREE YEARS LATER
After graduating from high school Cliff enlisted in the Marines. Following boot camp and infantry training he was assigned to his first duty station at Marine Barracks in Naples, Italy. Cliff was in Italy for two years and he loved the duty station as he was able to visit different cities in Western Europe in addition to those in Italy. He was lucky at times meeting girls and then there were always the working girls when he was horny. Cliff had not had sex with a guy since that one time back home and it had long passed his mind.
Late one Friday night Cliff was sipping an espresso at a sidewalk café in Naples. The café overlooked the Bay of Naples and it was a beautiful setting. He and some other Marines had been downtown and had hit a few bars. Cliff decided to break away from the group and relax by the water. He had sat in this café in the past and watched the sun rise. It was also a good spot for people watching. He was enjoying his espresso when a very cute but more like pretty guy sat at a table near him. Cliff at first thought it was girl with short hair but upon further scrutiny he realized it was a guy.
The guy looked at Cliff and smiled and then introduced himself in Italian. Cliff had become conversational in Italian over the past year so he understood the young man.
"I'm and American stationed here. My name is Cliff," Cliff replied in Italian.
The young man smiled again and in very good English he repeated his name Fernando. "It is nice to meet you Cliff, I am Fernando."
Then he asked "Why are you alone Cliff?"
"Oh my friends went to another bar and I decided to have some espresso here. I like this café and sometimes I stay and watch the sunrise."
"May I join you at your table?" Fernando asked politely.
"Sure," Cliff told him.
Fernando moved over to Cliff's table bringing his espresso with him. They chatted amiably and Cliff felt comfortable with the young man. They chatted about Europe and Italy and the places that Cliff had been. The conversation eventually turned toward sex and Fernando asked Cliff what he thought about the Italian women. Cliff told him that he liked the Italian girls and that he also liked the ones he met in France and Spain. Cliff told him about the one German girl he met on Capri and what a good lover she was. When Cliff asked Fernando about his love life, Fernando smiled and said that he preferred men to women.
Cliff looked at him cautiously and Fernando asked, "Have you ever been with a man?'
For some reason Cliff told him about Barry. "Did you enjoy it?"
"It was okay but I never did it again."
"I like you Cliff. Would you like to come with me to my casa?"
Cliff studied the young man again who at first he thought was a girl. Fernando was more than cute, he was pretty. He was slender with a nice ass and Cliff thought that he could probably fuck him if that's what Fernando wanted. There was no one around that he knew or who knew him so he decided to accept Fernando's offer. First Cliff made his intentions known.
"Fernando, I have to tell you that I am not interested in cock. I will not be reciprocating if we have sex together," Cliff stated.
"I understand," Fernando agreed.
They left the café and Cliff followed Fernando through some narrow streets until they reached the building where he lived. Once inside Fernando served Cliff some wine and they both relaxed before they went to Fernando's bed. In the bedroom they stripped off their clothes and Fernando was all over Cliff's cock.
Fernando was taken with Cliff's impressive cock and he spent a lot of time kissing it and licking it keeping Cliff hard. Cliff was now ready to fuck Fernando and he told Fernando to get on all fours. Cliff used lotion Fernando gave him and greased up his cock. Then he greased up Fernando's asshole and he again marveled at the shapely ass on Fernando's smaller frame. Cliff observed that Fernando's skin was tan all over except for the lighter toned ass. Fernando looked good on all fours as he waited for Cliff's cock to penetrate his ass. Cliff took his time lubricating Fernando's ass and he liked the submissive posture that Fernando presented. Fernando had his head down on his hands which were folded on the bed. Fernando's ass was elevated and his back was arched emphasizing the curvy shape of his ass. Fernando looked perfect and he presented exactly the image that Cliff liked to fuck.
Cliff moved close and slowly eased his cock into Fernando's ass. Fernando groaned slightly with the penetration and his sphincter stretched to accept the big cock. Once past the sphincter Cliff fucked Fernando slowly until Fernando'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 Fernando. Fernando'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 Fernando's ass. Fernando felt Cliff's body stiffen and make one final thrust as Cliff buried his cock in Fernando's ass. Then Fernando 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.
Fernando'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 him and let his cock be milked dry. Fernando couldn't hold his position any longer and he collapsed forward on the bed. Cliff followed Fernando down and lay on top of Fernando with his cock still buried in Fernando's ass. Cliff felt Fernando's smooth hairless skin against his own and he liked the feeling. Cliff remained on top of Fernando until Fernando begged him to get up. Cliff didn't realize it but he had been crushing Fernando's smaller body. Cliff had gotten lost in the moment as Fernando's ass muscles tightened around Cliff's cock. Cliff then rolled to the side and his softening cock slipped from Fernando's dilated asshole.
Fernando remained on his stomach face down on the bed as he recovered from being thoroughly fucked. Cliff looked over at Fernando and he wondered if Fernando had cum. Then Cliff looked at Fernando's ass and he could see cum oozing from it. Cliff was tempted to finger Fernando's asshole and push the semen back in. Cliff started by caressing Fernando's curvy smooth ass and then he played with his asshole. Cliff pushed his finger into Fernando's cum filled hole. Fernando wiggled his ass in response as Cliff played with him.
Fernando then pushed himself up on all fours giving Cliff better access. It was then that Cliff noticed that Fernando had cum on the bed. He could see the wet spots on the sheets and Cliff knew it was from Fernando's ejaculation.
"Oh Cliff, I love being fucked like that," Fernando cooed.
"I'm glad you liked it," Cliff told him.
"Can you stay here tonight?"
"Yes, I don't have to be back to the barracks until tomorrow."
Cliff fucked Fernando one more time before they went to sleep that night. Cliff slept soundly as he was sexually sated and satisfied. In the morning Cliff was awake first and he quietly got out of bed and went in the bathroom to pee and wash up. Cliff stood in the bathtub with the hand held shower head. Cliff was letting the warm water cascade over his body when Fernando joined him in the shower. Although surprised, Cliff was glad to see him.
"May I join you?" Fernando asked.
"Plenty of room," Cliff replied.
The two of them then began to wash each other. Cliff washed Fernando's body and paid particular attention to Fernando's ass. Cliff stood behind Fernando and washed Fernando's chest and abs. Then Cliff's hands made their way down to Fernando's ass. Cliff cupped the inviting buttocks in his hands as he soaped up Fernando's ass. Then he fingered Fernando's asshole and soaped up his own cock. Fernando leaned forward slightly placing his hands on the wall and arched his back so that his ass pushed back toward Cliff. Cliff eased his cock into Fernando's soapy asshole as he held onto Fernando's hips.
Fernando groaned seductively as the big dick entered his asshole. Cliff fucked him slowly and watched his cock slide in and out of Fernando's shapely ass. Cliff was so turned on that he felt his orgasm building quicker then he planned. There was no stopping him and his balls tightened as he unloaded in Fernando's ass. Cliff held onto to Fernando's hips and drove his cock deep into Fernando's asshole. Fernando felt the hot cum fill his asshole to overflowing and instinctively used his sphincter muscle to milk Cliff's cock. Fernando had wanted to feel Cliff's first load of the day in his ass and as expected Cliff flooded Fernando's rectum.
Cliff stayed hard and kept fucking Fernando. Cliff could feel his own semen surround his cock as he continued to fuck Fernando's ass. Cliff sensed that he would stay hard and he was pleased that he could continue to fuck Fernando's ass. Fernando realized that Cliff would fuck him until he ejaculated again and Fernando began to stroke his own cock. Fernando that morning wanted Cliff to jerk him off while he fucked his ass.
"Cliff, would you play with me? Please play with my cock. Stroke it for me," Fernando begged.
Cliff had never touched a cock other than his own but he honored Fernando's request. He grabbed a hold of Fernando's cock and jerked him off as he fucked Fernando's ass. It was strange for Cliff to be holding a cock other than his own and the contrast in size was an odd feeling. Cliff lasted much longer this time but he still felt a huge orgasm building in his balls. Just as Cliff came in Fernando's ass a second time, Fernando screamed that he was cumming. Cliff stroked Fernando quicker and he watched over Fernando's shoulder as Fernando ejaculated. Fernando's cum oozed out of his cock and trickled over Cliff's hand only to be washed away by the shower water. Cliff actually liked feeling of Fernando cumming and the way Fernando's sphincter tightened around his cock each time Fernando ejaculated. In turn Fernando loved to have a big stiff dick in his rectum when he came. Cliff and Fernando let the shower water cascade over their bodies and cleanse them of all semen. Then they dried off and walked naked back into the bedroom where they dressed. Fernando made espresso and they had one cup each before they decided to go to a café for a light breakfast.
At the sidewalk café they had more espresso, juice and pastries. Cliff loved the Italian pastries and he loved sitting and people watching at the café. After their light breakfast they walked around Naples for awhile and eventually returned to Fernando's home. Cliff fucked Fernando again before he decided to head back to the barracks. It had been quite a surprise weekend.
Cliff didn't hook up with Fernando again after that weekend. He returned to his heterosexual life style and enjoyed as much European pussy as he could. He had become a fan of anal sex and engaged in that whenever his partner was willing. Fernando had re-opened Cliff's eyes to bi-sex and Cliff often checked out feminine looking cute guys. As it turned out he did have sex with some other cute Italian guys with great looking asses.
SEX IN PUBLIC
One weekend Cliff took the train from Naples to Rome. He took in the sights visiting the Piazza di San Pietro, the Trevi fountain, Spanish steps, the Roman Forum and of course the Coliseum. It was after lunch when he reached the Coliseum and people were walking around inside. Cliff opted not to go with a tour group as he wanted to check out the girls walking around in the Coliseum. As he walked around he noticed a very pretty slim Italian checking him out. He seemed to shadow Cliff no matter where he went.
At one point Cliff thought he saw the young guy put his finger in his mouth as if he was sucking a cock. Cliff ignored it at first but then he did it again. This time was no mistaking the signal or intention. He was clearly offering to suck Cliff's cock. Cliff approached the pretty young man who turned and beckoned Cliff to follow him. Cliff was cautious and he made sure that it wasn't a set up and that he was walking into some sort of a trap.
Cliff followed him to a secluded part of the Coliseum and they ducked behind a wall. Once behind the wall the guy dropped to his knees, opened Cliff's pants and pushed them along with his skivvies down to his knees. Cliff's rock hard 7+" cock sprang free and bobbed in the young Italian's face. He began kissing Cliff's cock and running his tongue up and down the full length of it eventually taking it in his mouth. He gave Cliff the most incredible blow job, one equally as good as any of his female lovers. He would bring Cliff to the edge and then slow down delaying the ejaculation as long as possible. He tested his gag line deep throating Cliff as he handled his balls lovingly.
Cliff couldn't hold it any longer and he warned him that he was going to cum. The pretty young man went right on sucking Cliff as he blasted volley after volley of cum in his mouth. He kept swallowing rapidly and he did not miss a drop. He continued to suck Cliff draining and cleaning his cock of any trace of sperm. When he started to nibble on the dick head Cliff's knees got weak and Cliff had to pull him off before he collapsed. Cliff was drained and he pulled up his skivvies and pants as he didn't want to get caught with them around his ankles.
"Would you like to get a glass of wine?" the young pretty Italian asked in a soft voice.
"Sure," Cliff accepted.
They left the coliseum and walked a few blocks to a café. They both had a glass of red wine as they sat outside and chatted as they watched people walk by. His English was pretty good and Cliff's Italian was at about the same level so they able to converse fairly well. He asked Cliff if he enjoyed his blowjob then they exchanged names. He called himself Tomaso. Cliff was still reeling as he had just had one of the best blow jobs in his young life.
The conversation continued and Tomaso explained that he enjoyed sex with both men and women. Tomaso was a pretty boy, very feminine and could easily pass for a girl. He was about 5'7," 140 lbs, very black hair cut short but covering his neck. At 19 years old his skin was hairless and flawless. He had shapely legs and an ass most women would kill for.
They had another glass of wine and Cliff was pretty horny by the time they finished it. Tomaso had shared some stories with Cliff that made his cock hard. Tomaso then asked if Cliff would come to his room. Cliff agreed as he was actually looking forward to another blow job from him. Tomaso and Cliff walked a long way to Tomaso's apartment. They both undressed and Tomaso sat on the edge of the bed and drew Cliff in toward him. He caressed the back of Cliff's legs and cheeks of his ass as a warm, wet, wonderful mouth began sucking on his cock. Cliff was so horny that he almost shot his load right then and there. Tomaso was massaging the head of Cliff's cock against the roof of his mouth. He circled Cliff's cock with his tongue and scraped it lightly with his teeth. Cliff felt the light scraping of Tomaso's teeth and his cock felt as hard and long as it ever had felt in his life and Cliff sensed that he was going to shoot.
Tomaso took the cock out of his mouth and looked up at Cliff as he stroked the entire length of it and massaged Cliff's bloated balls. At that time Cliff felt longer than my 8+" and bigger around then 5+". Tomaso put it back in his mouth and then took it out again then he gently blew on it as his fingers continually massaged Cliff's balls. He tickled Cliff's cock head with his tongue and teased the pee slit. Tomaso was bringing Cliff up and down and he was close to cumming few times. Tomaso seemed to know when Cliff was getting close, and he would do things making him last longer, torturing him in the process.
Tomaso then took the cock all the way into his warm wet mouth. He swirled his tongue around the length of the shaft, nibbled on the cock head and sucked it hard. Tomaso reached under Cliff's balls and rubbed the hardness between the balls and the anus. Cliff could feel his cock thickening and he knew he was going to cum. There was no stopping Cliff this time. Tomaso grabbed Cliff's ass cheeks with both hands as Cliff exploded in his mouth. Cliff fired round after round of cum into his mouth and Tomaso sucked and swallowed as fast as he could. The force of shooting his load was so intense that it almost hurt. Cliff lost track of time for awhile and he just held onto Tomaso's head as his cock was milked for every drop.
Cliff's legs were weak and he had to sit down. He sat on the edge of the bed and Tomaso knelt down between his knees keeping the cock in his mouth. Tomaso massaged Cliff's balls as he continued to suck the cock clean until it softened and left his mouth. Tomaso continued to lick and kiss Cliff's cock sending chills and shivers through his body.
Tomaso left Cliff on the bed and he went into the bathroom. Cliff slowly recovered from what was one of the most intense ejaculations ever. Cliff then got up and went into the bathroom. Tomaso was standing naked by the sink and Cliff patted him on his shapely ass.
Cliff said, "That was incredible, thank you."
"I'm glad you liked it," Tomaso replied with a grin.
After using the bathroom, Cliff walked back into the bedroom. To his surprise Tomaso was in bed on all fours with his curvy bubble butt stuck up in the air. Cliff had expected to get dressed and leave but then he could feel a tingling in his loins as he looked at Tomaso's hot ass. Tomaso's body was delicate, hairless and flawless and he looked like a girl.
"I would like you to fuck me," Tomaso said in a sultry voice. "You would like to fuck me like a girl, wouldn't you?" he asked.
Cliff's cock was hardening and he approached the bed. Cliff knelt behind Tomaso and began to caress his beautiful ass. Tomaso handed Cliff some lotion and asked him to get his ass ready for Cliff's cock. Cliff put an ample amount of lotion in his hands and rubbed it all around Tomaso's bung hole. Then Cliff inserted first one finger then two fingers preparing him for his cock. Cliff was no stranger to preparing assholes for his cock. As Cliff sawed his fingers in and out of Tomaso's anus he was getting turned on by the thought of burying his cock in the shapely ass. Cliff moved closer to Tomaso and lined up the head of his cock with the anal opening and began to ease it into to him.
Tomaso cautioned, "Go slow."
Cliff spat on his hand and rubbed his saliva all over his cock which made it very slick when combined with the cream. The cock head cleared his sphincter and Cliff fed it to Tomaso a little at a time. The ass chute was warm and tight as Cliff went deeper and deeper into him. Soon Cliff was all the way in Tomaso's ass and he started a slow fucking motion. Cliff continued to pump the curvy ass with deep, long, deliberate thrusts as he caressed Tomaso's smooth round ass. In this position Cliff could only see his cock gliding in and out of Tomaso's sweet shapely ass. Since he could not see Tomaso cock or balls, Tomaso looked like a pretty girl with a big cock in her ass.
Tomaso asked Cliff to fuck him harder and quicker. So Cliff picked up the pace and he started pounding Tomaso's ass faster and faster. Cliff's balls started bouncing off of Tomaso's buttocks and Tomaso was moaning with each thrust of the big cock. Cliff could feel his ejaculation building and he knew that any moment he would shoot his seed into another male ass. Cliff tried to make it last as long as possible but once Tomaso started to contract his sphincter, Cliff lost it.
Cliff fired a barrage of cum in Tomaso's ass filling it to overflowing. As he continued to fuck him, Cliff's jizz backed up in Tomaso's rectum and began to ooze out flowing over his balls. Tomaso used his talented sphincter muscle to milk the cock and drain it of all its seed. Cliff didn't think that he would ever be soft again as he remained hard in Tomaso's tight heath. The milking action weakened him and he collapsed on top of Tomaso's body.
Tomaso flattened out on the bed with Cliff on top and the cock still in his ass. They eventually moved to their sides and lay next to each other exhausted. Cliff could see the bed sheets where Tomaso had shot his load sometime during the fuck session. They both relaxed and sometime during their rest the cock softened and slipped from Tomaso's asshole. Tomaso laughed when the wet pecker slid across his buttock. Tomaso asked if Cliff could stay the night and he accepted. Cliff would never have imagined that he would have had suck great sex with a man again and agree to spend the night.
That night and Tomaso curled up against Cliff with his ass pressing into Cliff's pubes. Cliff had draped an arm around him and they cuddled as if man and woman. Sometime during the night Cliff awoke with an erection and he eased it into Tomaso's ass. They fucked lying on their sides with a slow gentle rhythm until Cliff unleashed his fourth load of the day the second in Tomaso's ass. They fell back asleep with Cliff's cock still sheathed in Tomaso's curvy hot ass.
ENCORE WITH TOMASO
The next morning Cliff awoke to a warm wet sensation around his cock. Tomaso was taken with Cliff's impressive cock and he spent a lot of time kissing it and licking it. Tomaso was driving Cliff crazy and Cliff desperately needed to cum. Tomaso knew that Cliff was ready to cum but this time he took his mouth off of Cliff's. Tomaso wanted to see Cliff shoot so he jerked Cliff off and watched the ejaculation. Tomaso stroked the big rod as semen shot out into the air and landed on Cliff's body. Tomaso marveled at the youthful discharge and he was glad that he didn't try to swallow the load this time. Tomaso put Cliff's cock back in his mouth and sucked it dry keeping Cliff hard.
Cliff was now ready to fuck Tomaso and he told Tomaso to get on all fours. Cliff got the cream and greased up his cock. Then he greased up Tomaso's asshole and he marveled at the shapely ass on Tomaso's small frame. Cliff noticed that Tomaso's skin was brown all over and that he had no hint of any tan lines. Tomaso had flawless smooth skin and his body was hairless. Cliff also noticed for the first time that Tomaso's cock was only about three or four inches in length. Tomaso looked good on all fours as he waited for Cliff's cock to penetrate his ass. Cliff took his time lubricating Tomaso's ass and he liked the submissive posture that Tomaso presented. Tomaso had his head down on his hands which were folded on the bed. Tomaso's ass was elevated and his back was arched emphasizing the curvy shape of his ass. Tomaso looked perfect and he presented exactly the image that Cliff liked to fuck.
Cliff moved close and slowly eased his cock into Tomaso's ass. Tomaso groaned slightly with the penetration and his sphincter stretched to accept the big cock. Once past the sphincter Cliff fucked Tomaso slowly until Tomaso's ass opened up and was able to take the big thick cock. Cliff then picked up the pace and soon his hips were slamming into the petite Tomaso. Tomaso's cute ass would jiggle each time Cliff thrust into it and Cliff loved the effect. Tomaso then reached between both of their legs and fondled Cliff's balls. Tomaso was able to reach back far enough to stroke Cliff's perineum and fondle the taut ball sac. Cliff felt his ejaculation building again and he knew that he would dump a good sized load in Tomaso's ass. Tomaso felt Cliff's body stiffen and make one final thrust as Cliff buried his cock in Tomaso's ass. Then Tomaso felt cum surge into him and he felt Cliff's cock throb with each release. Tomaso couldn't remember the last time he felt that much cum in his ass.
Tomaso's sphincter involuntarily clenched and unclenched as it 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. Tomaso couldn't hold his position any longer and he collapsed forward on the bed. Cliff followed Tomaso down and lay on top of Tomaso with his cock still buried in Tomaso's ass. He felt Tomaso's smooth hairless skin against his own and he liked the feeling. Cliff then rolled to the side and his softening cock slipped from Tomaso's dilated asshole.
Tomaso remained on his stomach face down on the bed as he recovered from being thoroughly fucked. Cliff looked over at Tomaso and he wondered if Tomaso had cum. Then Cliff looked at Tomaso's ass and he could see semen oozing from it. Cliff was tempted to finger Tomaso's asshole and push the semen back in. Cliff started by caressing Tomaso's curvy smooth ass and then he played with his asshole. Cliff pushed his finger into Tomaso's cum filled hole. Tomaso wiggled his ass in response as Cliff played with him.
Tomaso then pushed himself up on all fours giving Cliff better access. It was then that Cliff noticed that Tomaso had cum on the bed. He could see the wet spots on the sheets and Cliff knew it was from Tomaso's cum shots. Cliff felt his cock getting hard again so he moved back behind Tomaso who this time laid flat on the bed. Cliff eased his cock back into Tomaso's ass for a second time and he knew he would last longer this time since he had already cum twice. Cliff straddled Tomaso keeping his weight off of him as he watched his cock slide in and out of the curvy ass. Tomaso pushed his ass up to meet Cliff's cock each time. Cliff fucked Tomaso for what seemed like an hour until he finally came again. Tomaso lay flat on the bed in the pool of his own cum from his second ejaculation.
"Oh Cliff, I don't know if I have ever been fucked like that," Tomaso cooed.
"I'm glad you liked it because I loved fucking your ass," Cliff told him.
"I think that I messed on my bed sheets," Tomaso said with a laugh.
They were both exhausted so they stayed in bed and somehow they dozed off again. Two hours later Cliff woke up with an erection. Tomaso's back was pressed into the front of Cliff's body and Cliff had one arm thrown over Tomaso. Cliff's cock was nestled in the crack of Tomaso's ass and it seemed natural for Cliff to slide his cock into Tomaso's asshole. The fit was snug but it went in and Cliff fucked Tomaso slowly until he came in Tomaso's ass for a third time. Cliff left his cock in Tomaso's ass and they both fell asleep again. Sometime later Cliff's cock slipped from Tomaso's ass as they both slept. It was nearly 2:00 PM when they woke up the second time.
"Cliff, I would be happy to show you around my neighborhood. I also know of a great place to eat dinner," Tomaso offered.
"Sounds like a plan. Let's get dressed and then I'll let you show me around this part of the city," Cliff agreed.
Following a tour of Tomaso's neighborhood and a fantastic dinner Tomaso and Cliff returned to the apartment. They were both exhausted from the day that started out with a sexual marathon and continued with lots of walking. They went right to bed and although Cliff was content to wait until morning for more sex, Tomaso wanted to suck Cliff's cock. So Cliff stretched out naked on the bed and let Tomaso have his way. Once again Tomaso used all his talents and he soon had Cliff cumming. Tomaso stayed with the ejaculation and swallowed every drop of Cliff's juice although there wasn't that much this time. Then they curled up naked together and slept in a spoon position. Tomaso's back was to Cliff and Tomaso could feel Cliff's cock even though it was soft. During the night Cliff got an erection but he didn't fuck Tomaso. Cliff just let his erect cock rest in the crack of Tomaso's ass.
Sunday morning Cliff and Tomaso had sex again several times. Afterward Cliff showered, dressed and headed for the train station. Tomaso gave him his address in case Cliff ever wanted to visit him again. Cliff took the train back to Naples and then the city bus back to the barracks. He threw away the note from Tomaso as he struggled with the idea of having sex with him again. Cliff loved the ladies but he had to admit in had been great sex with Tomaso.
NEXT CHAPTER
Cliff's next bisexual encounter occurs stateside.