Gay Male Friends with Benefits

Jim laughed and suddenly was aware that the atmosphere of the room had changed. He quickly thought about the way Ron's cock had felt and how it made him feel. He wondered if Ron felt the same way. He couldn't believe what he was feeling and thinking but he suddenly had to know if Ron felt the same way. "Are you sorry it happened?" Jim asked.

"No way," Ron replied, "otherwise we'd never have seen them do what they did."

That wasn't exactly what Jim had been asking and it seemed somehow that Ron knew it even as he answered. After Ron spoke they were silent for a few long moments as an air of anticipation built between them. Jim didn't know what to say but felt a strong urge to say something. Instead he glanced up at Ron at the same time Ron glanced at him.

They held each other's eye contact for a few long seconds and Jim suddenly moved closer to Ron. Ron was leaning back against the kitchen counter and Jim walked up in front of him. Without a word Jim set his beer down beside Ron and, in a move that would have been unimaginable just a few hours earlier, he leaned in toward Ron for a tentative kiss.

Their lips met again, much like when they kissed at Dan's, but this time the kiss lasted a little longer. Jim's hands rested on the counter on either side of Ron and at first Ron's hands just hung by his side.

The kiss was very cautious and tentative. It somehow seemed to ask if what was happening was OK. Eventually Ron raised his arms and wrapped them around behind Jim. Jim put his hands on Ron's back as the kiss continued for a while longer.

Jim's mind spun wildly. He tried to understand exactly what was happening and why it made him feel the way it did. The small part of his rational mind that was still able to think questioned what he was doing. However, this part of his mind was overruled and his lust was clearly in control now. Seeing Michelle and Cindy together and having the chance to kiss and grope Cindy had left Jim wildly horny. And yet after all that happened there was also the memory of Ron's cock rubbing against him that stuck with him and made him curious. Now, as they kissed, that was all Jim could think about.

They continued kissing like this for a while longer before Ron parted the kiss and said he had to go take a piss. "I'll meet you downstairs," Ron offered as he went into the bathroom without saying a word or acting like the kiss had even happened.

Jim went into Ron's basement with his mind still trying to understand what was happening. He and Ron had spent many hours hanging out in this room while growing up. Usually they watched TV, played on the computer, or played pool on the old table at one end of the room. Ron was gone for a while and Jim wondered if he was perhaps changing out of his Halloween costume. Jim wondered what was going through Ron's mind after their kiss.

Jim was left confused by the kiss. It felt strange and unknown, but at the same time Jim was left wildly excited. He wondered what exactly he would have done if Ron hadn't parted their kiss. How far would he have been prepared to take this? What exactly did he want to do to Ron or have Ron do to him? He honestly didn't know the answers but he did know that his cock throbbed excitedly.

Finally he heard Ron coming down the stairs. Jim looked up and was surprised to see that Ron was indeed still wearing his Halloween costume. Jim was restless enough that he had never actually sat down so as Ron got to the bottom of the stairs Jim was still pacing around the room. Ron went to the stereo and turned on some music before turning back toward Jim.

Jim watched as Ron walked over and stopped directly in front of him. "I'm not sorry about anything that happened," he said in direct answer to the question Jim had asked earlier. He stressed the word 'anything' in a way that made Jim's spine tingle.

Without another word they moved together and met in another kiss. This one wasn't tentative and questioning. It seemed they both were now ready to admit this was what they wanted. After only a few seconds Ron's lips parted. Jim opened his mouth along with Ron's and moments later their tongues reached toward each other and began dancing in the midst of a long kiss. Jim's lust was now firmly in control and he brought his hands to Ron's ass. He began fondling his best friend's ass through his skirt. The silky smooth fabric of the skirt made his ass feel sexy as Jim continued his fondling.

It was only a short while later when Jim again felt Ron's cock pressing against his own. By now, despite his wild nervousness at what was happening, Jim's cock was also rock hard. The feeling of Ron's cock in the same state drove any remaining reservations out of Jim's mind.

Jim couldn't wait to explore Ron's cock any longer and slipped one hand off Ron's ass and around his hip. He soon felt the bulge of Ron's hard cock under his fingers through the silky fabric of the skirt. The feeling of a man's rock hard cock under clothes that usually hid the warm wetness of a woman's pussy added to the kinky sensations of the moment. Ron groaned as Jim fondled his hard cock.

Jim couldn't believe what he was doing, but in the moment he wanted and needed to feel his friend's hard cock. He wanted more than that however. He wanted to make his friend cum and he hoped Ron would then do the same to him.

Jim pulled away from their kiss and grasped the waistband of Ron's skirt. Ron reached behind him and opened the zipper enough that Jim could slide the skirt down his legs. Jim paused for a moment before standing up and spinning Ron around so Ron's back was facing him. Jim grasped the sides of Ron's underwear and pulled them down his friend's legs. Jim moved in close behind Ron and caressed Ron's bare ass with his right hand as Ron gave a slightly surprised moan.

Finally, Jim pressed in closely behind his best friend and let his right hand snake around Ron. His fingers first grazed Ron's hip and slipped ever closer to Ron's hard cock. Finally, Jim wrapped his fingers around his friend's hard shaft. Ron moaned wildly as Jim softly touched and explored his friend's cock.

In this position it was much like Jim was playing with his own cock. The angle of his arm and Ron's cock position felt very much like when Jim played with himself. However, the feeling of this new cock and the knowledge that he was about to make his best friend cum made this far more erotic and wild than any time he had played with his own cock.

Jim finally started to stroke Ron's cock eliciting another excited moan. Jim slipped his thumb over the tip of Ron's cock and collected a heavy load of pre-cum. Jim smeared the pre-cum along the length of Ron's shaft as he stroked his friend. There wasn't any question in his mind how to stroke or touch Ron. Somehow this felt very natural and comfortable and it was like he knew exactly what to do with Ron's cock in his hand.

Ron was already so excited that this moment didn't last long. After only a few brief minutes Ron moaned louder and Jim felt his cock twitch excitedly. Finally Ron let out a long groan as he started cumming in waves all over the floor. Jim marveled at the feeling of Ron's cum surging down his shaft just moments before it erupted out of the tip of his cock. He had felt it hundreds of times in his own cock but it now seemed so much more intense and wild to know that he had caused this to happen to someone else. Jim stroked Ron until he had coaxed out Ron's entire heavy load of cum.

Suddenly Jim was gripped with a quick wave of fear. What would Ron do now that he had cum? Would he think Jim was being "gay" and kick him out? Would he be too chicken to return to the favor to Jim? Even before Ron's cock started to soften in his hand Ron gave him his answer.

Ron spun around and immediately drove his tongue deep into Jim's waiting mouth. The kiss only lasted a few seconds, however, as Ron pulled away and led Jim over to the couch. They stopped in front of the couch and Ron immediately reached for Jim's belt. He soon had Jim's belt open. He removed Jim's pants and boxers before pulling off the rest of his clothes to leave Jim completely naked.

Ron guided Jim down onto the couch so Jim was sitting. Ron knelt on the couch on Jim's right side. Jim gasped and shuddered as Ron's hand touched the inside of his thigh just above his knee. Slowly and steadily Ron's hand continued moving higher until his fingers finally wrapped around Jim's balls. Jim groaned and parted his legs to give his friend more room. Ron played with his balls for a while longer before his fingers wrapped around Jim's shaft.

Jim had never felt anything like Ron's hand on his cock. Ron's hand was so big, so strong, and a little rougher than the women who had previously touched his cock. It was like Ron instinctively knew exactly how to touch him. Ron soon had Jim going out of his mind with lust as he expertly stroked his cock.

Jim was already fighting hard to contain his orgasm after only a few minutes. Most of the time he had his eyes closed but finally he opened them and gazed at his friend. The image was strange and oddly exciting. Jim knew it was Ron and it was obvious that it was his friend stroking him, but Ron still wore his wig and make up and still had "Rhonda's" fake tits on under his top. Ron's gaze was firmly fixed on Jim's cock and the look of lust in Ron's eyes was more than Jim could handle.

He thrust his hips forward and cried out as he started cumming. The intensity of the orgasm was more than anything he could remember before and his cum surged out of his cock with a wild intensity. Ron stroked him eagerly until all of his cum was spent and continued stroking him for many long minutes after he finished cumming. The last few surges of Jim's cum had merely seeped out of his cock and now Ron's hand and Jim's entire cock were coated in cum as Ron continued playing with him.

Now that Jim had finished cumming he began to feel a little nervous again. What had they just done? How could he have let his best friend do this to him? How could he have just done what he did to Ron?

He and Ron looked briefly into each other's eyes and laughed self consciously. Ron slowly released his cock and they sat beside each other in silence for a few seconds.

"Are, um, you OK with this?" Ron asked.

Jim laughed and replied that it was a little late to be thinking about that. He then got more serious and answered, "Yes." There was another pause and Jim said, "Can you believe the night would end up like this?"

Ron now laughed and answered, "No." Ron then paused and quietly asked, "Do you want to spend the night?"

Jim looked at his friend. Clearly, Jim knew that Ron was asking more than if Jim wanted to crash at his place. Instead, Ron was asking him if he wanted to continue what they had been doing and Jim knew it. Jim couldn't believe he was considering the invitation but here he was already sitting naked in front of his friend after already having one of the strongest orgasms of his life.

Besides, there was something about stroking Ron and feeling him cum that made Jim feel very sexy and horny. He couldn't believe how it felt to touch Ron's cock and he already knew he wanted to touch it again. He also knew he wanted to do much more than just touch it. As these thoughts ran through his head he nodded and answered, "Yes."

Ron smiled and stood up. Jim couldn't resist glancing down at Ron's cock. It was already semi-hard and Jim was fascinated with how it looked. Once he pulled his eyes away from his friend's cock Jim took in the rest of Ron's appearance and started laughing. Ron's skirt and underwear had been removed but he still had on his top, the fake tits, the wig, the nylons, garter belt, and black shoes.

Jim laughed as Ron asked, "What the hell is your problem?"

"You look pretty silly," Jim answered as he stood up. Without another word Jim reached for the buttons on the front of Ron's shirt and began to open them. When he opened the last button Ron pulled his shirt off and Jim chuckled at how silly Ron's bra and fake tits looked.

"Can you give me a hand with this?" Ron asked pointing to the bra. It took me forever to get this thing on. Ron spun around and Jim unclasped the bra before Ron pulled it off and tossed it aside. The sight of Ron's bare back and ass drew Jim toward him and the next thing Jim knew moved close behind Ron and wrapped his arms around his friend. His fingers ran across Ron's chest and he pressed his still wet cock against Ron's ass.

The long hair from Ron's wig tickled Jim's face before Jim reached up and pulled the wig off his head. He tossed the wig aside and as he did Ron spun around. The friends embraced again and for the first time Jim felt his naked cock rubbing directly against Ron's cock. The feeling was wild and unexpected and made Jim feel very excited.

Jim and Ron came together in another kiss. This one was again long, deep and passionate and their tongues danced wildly together. Jim wasn't sure if his cock started growing first or if it was Ron's, but in any case he soon felt Ron's cock growing harder and longer as it rubbed against his cock. Jim's own cock soon grew hard. As their kiss continued their hard cocks rubbed against each other.

After a while longer they parted the kiss and Jim said, "Why don't you go take off your make up, Rhonda? It's starting to look a little silly without the costume."

Ron laughed and made his way to the bathroom. On the way he finally kicked off his shoes. When he came back his face was freshly scrubbed and he finally looked like himself. "There," he said, "better?"

"Well, yeah, I guess. Except for one more thing," Jim said with a point to the garter belt and nylons. Jim sat on the couch and motioned for Ron to come closer. Ron's cock was still mostly hard and pointed directly at Jim's face as Jim unclipped Ron's nylons from the garter belt.

Jim opened the clips on both of Ron's legs but the work was slow as he was very distracted by the proximity of Ron's cock. Jim stared at it closely and noticed how it was different from his own. It was about the same width as his but if anything it seemed a little bit longer. It also curved ever so slightly when it was fully hard. Jim didn't know exactly what it was, but there was simply something about the way Ron's cock and balls looked that was very exciting.

Once he had the clips undone Ron opened the garter belt and tossed it aside while commenting that he was glad to finally get rid of that thing. As he did that Jim reached for the top of Ron's nylon and began sliding it down his leg. Jim couldn't believe how smooth Ron's legs were. "Shit man," Jim said, "you really did shave your legs."

Jim pulled off one of the nylons and then reached up for the second. As he pulled the second one down he let his fingers drag along Ron's skin. He pulled off Ron's second nylon and finally Ron was naked.

Jim again gazed intently at Ron's hard cock and reached toward it. Ron moaned when Jim's fingers caressed him. This time Jim had a very different view of Ron's cock as he fondled and explored it. The last time he couldn't really see Ron's cock since he was standing behind him. This time he gazed intently at Ron's cock. The sight of his fingers moving over the cock amplified the amazing sensation of feeling Ron's cock and balls.

Jim wasn't in any hurry to make Ron cum. He spent a long time simply touching and fondling Ron's cock and balls. He couldn't believe how much he liked playing with Ron's cock and eagerly caressed him.

Eventually Ron started to thrust his hips back and forth as his lust grew. With Ron's cue Jim wrapped his fingers around the base of Ron's cock. Jim slowly stroked back and forth on Ron's cock. At first he had a little trouble settling into a steady tempo from this angle, but soon he grew more comfortable and found an easy tempo.

Ron continued to thrust his hips in time with Jim's strokes and they quickly settled into an easy rhythm. Jim stared at Ron's cock and the way his hand looked as it stroked back and forth across Ron's shaft. Jim had jerked off in front of a mirror before, but that was nothing compared to this. He was entranced by watching Ron's cock as Ron built to his orgasm.

Eventually, Ron started grunting and thrusting his hips harder and Jim knew he was ready to cum. With a final few strokes Ron moaned and started cumming. It hadn't occurred to Jim what exactly would happen when Ron started cumming, but as soon as the first jet of cum erupted Jim realized he had accidentally placed himself perfectly to have Ron cum all over him.

Ron's first jet landed on Jim's forehead and his following jets landed on his chest and then on his thigh. Ron's last bit of cum trickled out of his cock and seeped down onto Jim's hand and forearm. Ron's cum felt warm, sticky, and very sexy even as Jim felt it starting to slide down off his forehead toward his eyes.

Jim continued caressing Ron's cock until the cum on his forehead started to drip down past his eyebrow and into his eyes. He released Ron's cock to wipe the cum away from his eyes as Ron went to the bathroom. Ron returned with a towel and handed it to Jim who used it to clean the rest of Ron's cum off him.

Jim tossed the towel on the floor and Ron sat beside him on the couch. Jim looked at his friend and they met in another long kiss. As they continued to kiss Ron moved around so he was straddling one of Jim's thighs. Ron's thigh was now between Jim's legs and Jim felt his cock and balls rubbing against it as they continued to kiss. After a while Ron's hand ran down Jim's chest and stomach and he started fondling Jim's cock.

Jim moaned and for a moment he thought Ron was going to again jerk him off as he had done earlier. The feeling of Ron being this close greatly added to Jim's sensations. He could feel Ron's cock against his leg and Ron's legs rubbing against his own. The feeling was wildly exciting and Jim brought his hand up to Ron's thigh. As Ron continued playing with and stroking Jim's cock, Jim ran his fingers up and down on Ron's thigh. He then snaked his hand behind his friend and fondled Ron's ass softly.

Ron's fingers danced easily and gracefully around Jim's cock sending waves of intense pleasure through Jim. Jim's fondling of Ron's ass and thigh intensified as his own lust grew. Jim was so completely lost in his pleasure that it was almost startling when Ron shifted his position. Ron slowly released Jim's cock and stood up. Ron then lowered himself until he was kneeling on the floor in front of Jim.

Jim still didn't know what Ron was doing but he spread his thighs apart widely when Ron placed his hands on the inside of Jim's knees. Ron slowly moved his hands up Jim's inner thighs causing Jim to moan excitedly. When Ron's fingers reached the very top of Jim's thighs he slipped his fingers around Jim's balls and slowly caressed them. Jim moaned and then gasped when Ron's fingers found his rock hard shaft and began caressing him.

Jim closed his eyes and leaned his head back as Ron fondled his cock. After a few more minutes of this intense pleasure Jim became vaguely aware of Ron shifting his position. Just as Jim moved his head and opened his eyes he felt something new, unbelievable, and yet familiar on his cock.

One of his previous girlfriends had been particularly fond of oral sex. As such Jim was the happy recipient of many long blowjobs. His last few girlfriends didn't share the same passion for sucking his cock and so it had been a long time since he had felt the sensations of a tongue or a mouth on his cock.

Suddenly all those sensations and memories came flooding back. Even as he opened his eyes and stared down at the sight of Ron tentatively kissing the tip of his cock he still couldn't quite believe what was happening. Ron's lips moved slowly over the tip of his cock and then down the shaft as his fingers still held the base of Jim's cock. Ron's movements were cautious and tentative but very focused. It seemed clear from his body language that he was very excited and intent on what he was doing even if he was nervous and unsure.

After a few more cautious kisses Ron paused and looked up at Jim with a look that was clearly also a question. Jim looked down and made direct eye contact with his friend. Ron's look was clearly asking if Jim was OK with what he was doing and all Jim could do was give Ron one slight nod.

As soon as Ron had this assurance he looked back down at Jim's cock. He resumed kissing Jim's cock but now it was with more confidence. Jim groaned and his head spun with wild lust and confusion. How could this really be happening? How could his best friend since grade school really be doing this?

A new sensation interrupted Jim's line of thought. He looked down again to see Ron had now opened his mouth and was licking Jim's cock. Jim moaned and felt his cock twitch excitedly as Ron's tongue ran along the underside of his hard shaft. When his tongue reached the tip of Jim's cock it ran slowly over it sending wild waves of lust through Jim.

After a few more amazing moments of this teasing Ron opened his mouth again and lowered his head until his lips were wrapped around Jim's cock. Jim groaned wildly as he felt the tip of his cock enter Ron's mouth. Ron moved his lips slowly down until perhaps a third of Jim's cock was inside his mouth. The sensation was amazing but what was really driving Jim crazy was simply the realization of what was happening.

At first Ron's blowjob felt like the first blowjob he had received from the couple of women who had sucked his cock before. Ron's mouth moved carefully and tentatively but still the sensation for Jim was mind-blowing. However, it didn't take long for Ron's blowjob to become far different from those first tentative blowjobs Jim had experienced previously.

Before long Ron's sucking and licking drove Jim wild. Jim had only experienced something close to this before with his one girlfriend who was way into oral sex, but this was still somehow different. Maybe it was the simple knowledge that it was a man, and not only a man but Jim's life long best friend sucking his cock. Maybe it was that Ron somehow immediately knew how to suck a cock since he knew how he liked to have his own cock sucked. Maybe it was just that Ron was a natural at sucking cock.

Whatever the reason, Ron's sucking and teasing soon had Jim going out of his mind. Ron's lips and tongue moved perfectly over Jim's cock as if Ron could somehow read his mind and knew just how Jim liked it. Ron also seemed to know just how much sucking pressure to apply to maximize the effect.

Jim knew he wouldn't be able to last much longer and he began thrusting his hips forward to drive his cock into Ron's mouth. Jim resisted for as long as he could but finally knew he had reached the end of his control. He grunted, "I'm gonna cum."

Ron continued sucking his cock for a few seconds longer and Jim wondered if Ron was going to take his cum in his mouth. None of Jim's girlfriends, not even the one with the oral sex fetish, had ever done that before. The mere idea that Ron might do it drove Jim wild.

At the very last moment, just as Jim's cum was about to erupt from his cock, Ron moved his mouth away and firmly stroked his cock. Feeling Ron's hand so smoothly and expertly stroking him and feeling the additional lubrication from Ron's saliva only added to Jim's intense pleasure. He started cumming in long, thick jets of heavy cum.

Ron's face was still quite close to Jim's cock and the first couple jets of Jim's cum landed on the side of his face and his shoulder. Ron didn't flinch and continued steadily stroking as Jim's cum continued to shoot out. Jim was surprised at the intensity of his orgasm and the volume of his cum especially since he had already cum a short while earlier that night. By the time his orgasm finally ended he felt utterly drained. Ron's right side from his cheek to his fingers were heavily sprinkled with dots and lines of Jim's cum.

Ron caressed Jim's cock for a few moments after his orgasm finally finished. He then released him and crawled back onto Jim's lap. He straddled Jim's thigh and they immediately met in a long, slow, deep kiss. Gone was the hesitation of some of their previous kisses. This kiss was full and complete with both of them giving themselves to the moment.

Jim wrapped his arms around his friend and held him tightly as their tongues danced and their kiss continued. This was all so amazingly new and unknown for Jim. He never imagined wanting to do something like this before, but now here he was with his best friend sitting naked on his lap after having just given him quite possibly the best blowjob of his life. Jim couldn't have been happier.

As they kissed Jim became aware that much of his cum was getting rubbed back on him as their bodies pressed and rubbed together. This only added to the wild nature of the moment and Jim let his hand slip down onto Ron's ass.

Finally their kiss parted and Ron moved off Jim's lap. Ron retrieved the towel and used it to wipe Jim's remaining cum off his face and body before handing the towel to Jim so he could clean himself up.

"Holy shit," Ron said quietly. He didn't say anything else but Jim knew exactly what he meant. From his tone alone Jim could tell that Ron was also coming to grips with what had just happened and what they had just done with each other.

"I know," Jim said.

"That was unbelievable," Ron replied.

"I know," Jim repeated.

They chuckled for a moment and then Ron asked, "You want to go upstairs to my room?"

"Yes," Jim replied. Jim stood up and followed his friend upstairs to his room on the second floor. Jim was struck by how suddenly they were now so comfortable being naked with each other. They had seen each other naked lots of times before in locker rooms after gym class, games, or working out. However, those times they didn't linger at all and quickly got dressed. Now, however, neither even made an attempt to cover themselves or was shy about walking from the basement to Ron's bedroom completely naked.

On the other hand, Jim realized that it was completely normal to be comfortable naked with someone you had just fucked. As they reached Ron's bedroom the thought flashed through Jim's mind that he and Ron were now lovers. The idea made him nervous, excited, and curious all at the same time.

Ron pulled back the covers and crawled into bed. Jim quickly followed him. The full sized mattress was a little crowded with both of them on it but Jim wasn't about to complain. In some ways Jim didn't want to fall asleep. He didn't want this night and this crazy, amazing experience to end. However he was already exhausted and the bed felt amazingly warm and comfortable.

Before they fell asleep Jim and Ron lay on their sides facing each other. They resumed kissing and Jim brought his hand up to Ron's hip. As they kissed Jim was wildly aware of the fact that their cocks were softly rubbing together. Neither of them had a hard on, but Ron's cock was a little excited. Still, just feeling his cock rubbing against Ron's was wildly exciting.

They kissed for a while longer before Ron rolled over and said goodnight. Jim scooted up close behind Ron in the classic spoon position. He pressed his soft cock against Ron's ass. Even as he finally fell asleep Jim couldn't believe this felt so comfortable or that this was how his night was actually ending.
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