Learning To Swing Both Ways Ch. 12

PRELUDE

Cliff lay in his bunk confused as he wrapped his hand around his cock. His hand barely fit around the thick shaft down around the base. His pubes were intertwined with his fingers as he squeezed and pointed the mushroom head up at the ceiling. His dick swelled and grew smoothing out the wrinkles from the normal soft state. He pumped his fist up and down the mighty shaft as many images entered his mind. Images of the girls and women and then the image of the only man he ever fucked.

He rubbed his thumb over the slit and pre-cum oozed from the opening. His body shivered and shuddered from the sensation and his balls pulled up tight between his legs. He squeezed again and he felt a large drop of clear cum ooze out and roll down over his knuckles. He closed his eyes and saw the images again of the asses poised to receive his throbbing cock. The women and girls faded in and out and then there was just the image of the cute Italian man on all fours.

Cliff was pumping his cock like crazy. His fist ran up and down the shaft and pounded his belly. His ball sac was taut, his toes curled and his body was on fire as he was close to ejaculating. Then it happened. His eyes opened wide, his hips lifted off the mattress and he watched as the first jet shot out of the hole. He kept cumming and his body went rigid as six streams flew into the air and settled on his skin. Cliff kept pumping his cock watching the white discharge splatter on his belly and chest. Then his body went limp.

He lay still in his bunk letting the semen dry on his body. He still held the image of Enzio the young Italian man in his mind. Why with all the woman and girls that he had bedded would he be thinking about Enzio? Could it be because Enzio was the first man that Cliff had ever fucked or was it the soft smooth skin, and the curvy shapely ass. Cliff reflected on his masturbation and then thought to himself, "I need to get laid."

INTRODUCTION

Cliff Williams had been in Rome for nearly two years before he met Enzio. He had joined the Marine Corps right after high school in 1961 and now two years later he was in Italy. Cliff was a strapping handsome young man who stood tall at 6'3" and weighed a chiseled 190 pounds. He was a picture of health and fitness at 20 years of age. He was an outstanding Marine and had worked hard in his years of service.

Cliff had been a jock and a popular guy in high school and he had his share of sex. Mostly it was hand jobs and blow jobs from the girls he dated. However he did fuck one girl several times who was known to put out and she loved Cliff's big cock. Marilyn had a great body and Cliff liked fucking her even though she wasn't very pretty. She had taught him to eat pussy and she also took it in her ass. Cliff loved fucking her round curvy ass with his cock sliding in and out warm sheath. He particularly loved watching her buttocks jiggle when he fucked on ass doggy style.

He entered the Corps several weeks after graduation and went through boot camp at Parris Island and ITR at Camp Lejeune. His first duty station was the embassy in Rome but he had State Department training in Washington, D.C. before heading to Italy. It was in D.C. where Cliff had his first blow job by a guy. He was in D.C. for 30 days before being shipped out to Italy and there wasn't a lot of time for socializing and chasing pussy. It was well known that there were plenty of hot women in the Nation's Capital but the Marines in training weren't allowed overnight liberty.

Cliff discovered that if he went to this one bar where many servicemen hung out that he could drink for free. That is as long as he was willing to let a gay guy suck his cock. He learned quickly that many of the gay guys gave as good if not better blow jobs than he had received from girls in high school. The gay handle was new to Cliff as he had always called them queers and homosexuals. He learned however that the homosexuals preferred to be called gay even though back then many of them were not out of the closet.

CLIFF'S MARRIED LOVERS WHILE IN ROME

Cliff had been seeing two women older than him, Jo Ann and Barbara and they were both married and worked at the Embassy. Jo Ann had come onto him on a bus ride coming home from a futbol (soccer) game between Roma and Napoli. The Embassy always provided a bus to one game each year and it was always a blast. There was plenty to drink and eat on the way to the game and on the way home. On the way to the game it was pretty sane and everyone remained in their seats sipping bloody marys, drinking coffee and eating doughnuts. On the return trip it seemed that everyone was moving around and drinking wine and beer.

At one point Cliff was standing close to Jo Ann when he felt a hand move over his crotch. He ignored it the first time but then it happened again and he realized it was Jo Ann. She smiled at him as she groped his crotch and Cliff just let her have her fun. Certainly nothing was going to happen on the bus. Jo Ann later turned her back to Cliff and pushed her ass into his cock as she talked to someone else. Cliff decided to play along so he caressed Jo Ann's ass through her slacks. Jo Ann wiggled her ass in response to his touches and they continued to play their games of grab ass until the bus arrived back at the Embassy parking lot.

Jo Ann had managed to ask Cliff if he could come by her place the next night since her husband would be in Paris for a meeting and he agreed. When he arrived there were really no preliminaries as Jo Ann wanted to fuck. Cliff knew that Jo Ann had slept around a few times and that she had fucked a couple of the Italian locals working at the Embassy. Within minutes after his arrival they were naked in her bed and Jo Ann was sucking on his big cock.

Jo Ann sucked Cliff until he came in her mouth and she swallowed every drop of his enormous load. The Cliff ate her pussy bringing Jo Ann off several times before he slipped his cock into her and fucked her pussy. It seemed that they fucked for hours before Jo Ann begged to give her pussy a rest. Cliff suggested a bath in her Roman style tub and Jo Ann eagerly accepted. The Roman bath was large enough for four people and had a couple of jets in it. Cliff ran the water and she added the bath oil to it. Jo Ann loved baths and they both relaxed in it for several minutes.

Then they started to play games. Cliff would lift his hips up so that his cock cleared the water and Jo Ann would take it in her mouth. Cliff played with her tits and hard nipples and twirled the nipples in his oily fingers. He also played with her ass as it looked so good sticking up out of the oily water. Her ass always looked good but there was something about the slick look that made it even more appealing. Cliff shocked her when he dipped his tongue between the cheeks of her ass and licked at her anus. Jo Ann never had anyone do that before and it was exciting. It seemed wicked and erotic at the same time. Cliff drove her crazy with his tongue and Jo Ann had a mild orgasm.

They got out of the tub and dried off then Cliff offered to give her a massage. Jo Ann stretched out on the bed on her belly as Cliff got the body oil. Cliff then sat on Jo Ann's thighs and let his semi-erect cock rest on her buttocks. He worked the oil into her shoulders and then her back. He slid further down her body and then massaged the back of her thighs bypassing her ass as he wanted to save that for last. Cliff massaged her legs all the way down to her ankles and then worked his way back up. He rubbed her calves and thighs before he got to her ass. Then Cliff massaged her generous ass flesh. He loved rubbing her buttocks and watching them as they undulated under his hands. Cliff then tested the water as he slipped a finger between her ass cheeks. Jo Ann tensed for a second but she didn't protest so Cliff began to probe her asshole with a well lubed finger.

Cliff then pulled Jo Ann up by her hips so that her big round ass was elevated. He continued to finger fuck her ass hole with his middle finger and then he added his ringer finger and pinkie to her pussy. Cliff fingered Jo Ann's ass and pussy at the same time and she cooed with the double penetration. Cliff was now rock hard again so he applied oil and saliva to his cock making it as slippery as he could. He then removed his fingers and guided his cock into Jo Ann's asshole. She groaned when she felt his big cock at the entrance to her ass and cautioned him.

"Make sure that you are well greased. You will be the biggest that's ever been there," Jo Ann warned.

"Don't worry, I'm plenty slick and I won't hurt you," Cliff replied attempting to put her at ease.

"Go slow, not too deep and then deeper," Jo Ann said in a raspy voice.

She placed her hand on his thigh as he slowly fed his cock to her. Jo Ann grunted and groaned and guided Cliff with her hand on his thigh. It seemed to take a long time before Cliff started fucking her but he began with slow deliberate strokes. Soon his cock was gliding in and out of Jo Ann's tight asshole and she groaned in pleasure.

Jo Ann had her head on the mattress turned to one side with a look of bliss on her face. Her hands grasped the bed sheets as Cliff fucked her with long steady strokes. Cliff looked at her in this submissive sexy position as his cock glided in and out of her shapely ass.

"Jo Ann, you can't believe how good you look from here with my cock sliding in and out of your fantastic ass," Cliff said to her.

Cliff tried to prolong the ass fucking as long as he could but he felt himself getting close to an orgasm. Jo Ann's anal muscles were instinctively clenching Cliff's cock and that sensation, coupled with the way she looked, sent him over the edge. His body stiffened and he fired a barrage of semen into Jo Ann's ass. Jo Ann worked her sphincter muscle and milked his cock as it spasmed in her rectum.

"Oh yes, I feel it. Oh it's so good, cum in me, give it to me!" Jo Ann exclaimed as Cliff flooded her anal passage with his warm liquid.

That's how it had started and ever since that first time Jo Ann received visits from Cliff two or three times a month. Their routine is always the same. Jo Ann sucks Cliff's cock first. Jo Ann loves to pull Cliff's skivvies down and have the waist band catch on his cock so that it would spring out and bob in front of her face. Then after Cliff cums in her mouth, he eats her pussy before they fuck. After they fuck missionary style they hit the Roman bath and play with each other. Jo Ann loves to be rimmed in the bath. After the bath Cliff gives Jo Ann a massage and then he fucks her and cums in her hot Greek ass.

Cliff's other married lover Barbara was a strange but exciting woman. She loves to live out fantasies when she and Cliff get together. Cliff met Barbara playing tennis in an Embassy social one time. She was married to a guy named Ron who played golf every Saturday and Sunday with a regular foursome. The golf course was outside of Rome and Ron was gone all day from six in the morning until six in the evening. Barbara asked him if she could be his mixed doubles partner for the upcoming outing since Ron did not play tennis. Cliff agreed and the two of them got together on Saturday's to practice and prepare for the round robin matches.

Barbara was a very fit 37 years old. She was a natural blonde who stood at 5'6" and weighed about 115 pounds. Barb had very small breasts but she had beautiful legs and a very shapely ass. She was an excellent tennis player and it appeared that she and Cliff would be good partners. Their affair started one Saturday after practice.

Barb invited Cliff to her place for a drink after tennis. Once they were in her apartment and had their first drink Barb told Cliff about her fantasy. She said that she had always imagined being taken on a tennis court by another man. She described in detail how the man would push her to her knees, throw up her tennis skirt, yank her panties down to her knees and fuck her in the ass. Cliff couldn't believe that she was sharing her fantasy with him. Then Barb told Cliff that she wanted to live out the fantasy with him.

"Barb that sound really hot but I am not about to fuck you on a tennis court in Rome," Cliff told her.

"Not on the tennis court silly, right here on the floor. I want you to take my ass right here," Barb said in a raspy voice.

Barb then turned her back to Cliff and dropped to her knees. Cliff decided to fulfill her wishes so he moved behind her. He did just as she described. He pushed her over so that she was on all fours and he flipped up her tennis skirt baring her panty covered shapely ass. He pulled her panties down to her knees and stared at her magnificent ass for a few seconds. He then pushed his own tennis shorts and underwear down to his knees allowing his erect cock to spring free. Barb looked over her shoulder and she was pleased with what she saw in Cliff's cock.

"Use the sport cream to grease my ass and get me ready," Barb told him her voice cracking in excitement.

Cliff took the sport cream from her tennis bag and then applied an ample amount to her asshole and his cock. Cliff then moved in behind her and slid his big dick into her ass.

"Oh, oh, oh my, you really know you have something in your bottom when you're in there," Barb gasped.

Cliff fucked her slowly allowing her to get used to his cock. Barb cooed as the thick long shaft touched areas never touched before. Cliff knew that he wouldn't last long as he was turned on by the whole scene. She really did look hot with her skirt tossed over her back and her panties down around her knees as his cock slid in and out of her curvy ass. Cliff felt the surge in his loins and seconds later he was cumming in her ass. Barb felt the power and volume of his ejaculation as her ass was filled as never before. She milked his cock with her anal muscles draining every drop of semen from his shaft. Before he eased his cock out of her asshole Barb spoke again.

"Get my towel and hand it to me," She gasped.

Cliff handed her tennis towel and Barb covered her ass with it as he pulled out. Then Barb got up and made her way to the bathroom holding her skirt up and then towel over her ass. She looked funny in her way as she moved with her panties still down around her knees. Her socks and shoes showed traces of red clay. Barb cleaned up in the bathroom and when she came out she was completely naked.

"Let's go to my bedroom, I need you to take care of my pussy now," she directed.

Cliff kicked off his clothes and joined Barb in his bed. The two of them ate each other and fucked each other for hours before they rested. Cliff ended up fucking Barb in the ass again that day before he left. Cliff loved to fuck women anally but he never forced the issue. If they wanted it he was more than happy to accommodate them and Barb was one who loved it in the ass.

CLIFF'S SINGLE LOVERS

The military, civilian and Italian girls that slept around in the Embassy had fucked most of the guys, single and married, including Cliff. Each one had their own little fetish or specialty and it provided a nice variety. At this time a cute Italian worker Serafina had dialed in on Cliff and she was trying to keep him for her self. Of course she didn't know about Jo Ann or Barbara and she didn't know about Cliff's secret passion to bed Emilia. Serafina was a good lover though and she really got into oral sex and vaginal sex.

Serafina loved to be in a 69 position on their sides as Cliff ate her pussy and she sucked his cock. She loved sucking him first and swallowing his enormous load. Then she loved to be fucked next as it took Cliff longer to cum the second and third time. Most of the time she would have to beg Cliff to gave her clit a break and they would finish up doggy style. Cliff liked playing with her cute buttocks as she fucked her from behind but Serafina was not into anal penetration of any sort.

Serafina convinced him one Friday night to stay with her if he promised to leave first thing in the morning. Serafina almost regretted that decision when Cliff fucked her the next morning with his piss hard on. Serafina had multiple orgasms and some of them intense before she begged Cliff to stop fucking her. He didn't cum that morning and Serafina wondered why but then she chalked it up to his way of being sure that the girl was satisfied. Cliff had duty at the Embassy that day as did Peggy and Cliff was saving himself for her.

Peggy was a pretty brunette with very big firm tits. They were probably a 36D but they were so firm that they didn't look real. However they were real and Peggy loved to have guys suck on her tits and nipples for a long time. Peggy gave great head and she only sucked cock in the office. She would invite guys to her office and suck their cocks. She would have them pull out and cum all over her tits. Peggy loved to watch the guys shoot and cover her tits in cum. Then she would rub it in with her hands. She particularly loved it when Cliff sprayed her tits with his big load.

Karen a Navy Ensign was a cute redhead and in contrast to Peggy she had no tits. Karen was flat chested but she was a very good lover. She particularly loved to suck cock. She could just about deep throat Cliff and he could feel his cock head touch the back of her throat. She also had a way of swirling her tongue around the shaft of a cock in her mouth. Karen loved to nibble on the head of a cock and dip her tongue into the pee slit. It drove the guys wild and she loved being in control. Karen liked to suck Cliff off twice without taking his cock out of her mouth. Then Cliff would fuck Karen missionary style and she would seem to cum continuously. Karen loved it when Cliff finally fucked her because he would last a long time before shooting his third load into her pussy. Karen was Serafina's friend so it was hard to be with Karen the days that Serafina was around although Karen was pretty flexible and she and Cliff got together often.

Anna was a cut short brunette who looked like a pixie except for her big tits. It wasn't that her tits were too big they were just big for her small frame. Anna loved to have her tits caressed, kissed and sucked while she was getting finger fucked. She also liked to have a cock riding between her tits as she held them tight and licked at the cock head when it approached her face. Cliff had tit fucked Anna many times and he loved watching his cum shoot between her tits and cover her face and hair. Anna would then suck his cock dry of the remaining cum and use his cock to scoop up cum around her tits and then lick it clean. Anna also loved to be fucked by Cliff's big cock and he never left her unsatisfied. She would have very intense and sometimes frightening orgasms when Cliff fucked her. Anna was a fun bed partner and Cliff liked having sex with her.

Nicola was a cute bleached blonde with small tits, shapely legs and a killer ass. In spite of her killer ass she was not into anal sex although every guy would have loved to stick his cock in her ass. Nicola also did not suck cocks but she loved to have a pussy eaten. Her favorite position was on her back with her legs pulled up so that her knees almost touched her shoulders. She loved for the guy to lean over her legs and press them toward her shoulders as he drilled her with his cock. Cliff called it the oil shot because it reminded him of drilling for oil. Cliff was Nicola's favorite as she loved his big dick drilling her in that position. Nicola also loved to feel cum racing into her womb and Cliff always pleased her when he ejaculated. Nicola let Cliff fuck her pussy from behind but he was not allowed to even touch her anus. Cliff hadn't fucked Nicola in quite a while but he still thought about her.

The last of the Embassy staff Cliff was Cathy and Embassy secretary. Cathy wasn't the prettiest of all the girls but she was the wildest. She loved it in the ass and Cliff loved fucking her in the ass because she really got into it. Cathy would move her ass around in circles and thrust back at Cliff with his cock buried in her ass. It didn't take long for Cliff to cum with all of her anal ministrations. Cathy also loved to suck cock and swallow cum as well as fuck in any position. Although Cliff had never done a group scene with Cathy and any of the guys, he had heard that she loved more than one cock in her at the same time. Cliff knew that three other guys had triple fucked Cathy several times. Two other Marines had also double fucked her many times. Cathy's favorite coupling was with a cock in her pussy, her ass and her mouth. She went wild when they came in all her holes.