Gay Male Friends with Benefits

The next day didn't start until nearly noon as both Jim and Ron slept late. Jim woke up first and for a while he just lay in bed trying to comprehend what had happened. If it hadn't have been for Ron sleeping beside him Jim could have easily convinced himself that it had actually been some sort of dream. After all, how could it have been real? Did her really jerk off his friend? Did Ron really give him a blowjob?

And yet there was his best friend lying naked and sound asleep beside him. Jim lay on his back with Ron on his side facing him. Jim wondered what would happen when Ron woke up. Would it be awkward? Jim worried that what had happened would ruin their great friendship.

Jim also worried about what would happen if Ron woke up and it wasn't awkward. Did this mean he was gay? If Ron was willing, did he want to keep up this relationship? The whole thing was still so crazy and unbelievable. How could he even be thinking about whether or not he was going to continue fucking Ron?

As he lay there pondering his situation Jim felt something against his hip. He looked over and saw that Ron was still asleep yet he could feel something pressing more firmly against his hip. Jim wondered if he already knew what it was. He couldn't resist slipping his hand under the covers and reaching down toward his hip. As he suspected, his friend had a classic case of 'morning wood'. As Ron slept Jim lightly caressed Ron's stiff cock.

Part of Jim wanted to pull his hand away and yet he was so curious and excited that he continued to touch Ron's cock. He was still caressing it when Ron stirred and started to wake up. Jim considered yanking his hand away but thought that maybe if he just lay completely still that Ron would go back to sleep. Instead, a few moments later his friend woke up with Jim still gently holding his hard cock.

Ron yawned and rolled onto his back. As he rolled Jim's hand slipped away from his cock. Ron stretched and looked over at Jim and said, "Hey."

"Morning," Jim replied still not sure of how Ron was feeling about what they had done.

Ron crawled out of bed and walked down the hallway to the bathroom with his still mostly hard cock standing out in front of him. Jim tried not to stare at his cock but his eyes remained mostly focused on it until Ron disappeared into the bathroom.

When Ron returned a few moments later he was still naked. He walked over to his dresser and pulled out a pair of boxers. He pulled them on as Jim got out of bed and walked naked to take his turn in the bathroom. When he came back Ron was sitting on his bed still dressed in only his boxers. For a moment Jim looked for his own clothes before he remembered that they were downstairs in the basement.

"Um, I think I'm going to go down and get my clothes," Jim said almost sheepishly.

"I'll come with," Ron said. Ron followed Jim downstairs. When they got to the basement Jim pulled on his boxers and started collecting the rest of his clothes.

"Um," Ron started. He seemed unsure of what exactly to say, "so are we still cool? I mean with...well, you know..."

That was the question Jim had been thinking about all morning. Without even thinking Jim replied, "Yeah, I'm OK if you are."

Ron smiled and said, "My parents aren't due back until tomorrow afternoon. I was thinking we could hang out today." He then paused and added, in a way that tried to be casual but betrayed that he was nervous about what he was asking, "And then maybe spend the night here again."

Jim felt nervous and excited all at the same time. There couldn't be any doubt now what Ron meant by asking him to stay the night. He wanted to know if Jim wanted to fuck again. Jim's mind spun in crazy circles. He could barely believe it when he replied, "Sounds great." He then added, "Let me run home first and get some fresh clothes. Besides, my mom is probably ready to freak out that I didn't come home last night."

They agreed that Jim would return in a little while and Jim departed. His parents were a little upset that he hadn't called the night before, but he explained that he was just really tired after the party. He said that he and Ron stayed up really late talking. "By the time I realized what time it was I knew you guys would be asleep so I couldn't call," he added. He said that Ron had offered to let him crash on the couch and so he spent the night there.

His parents gave him a little lecture on being more responsible but they weren't really that upset. He and Ron had often crashed at each other's houses even back in high school, so their parents were used to this sort of thing. Usually Jim called home first but things had gotten so weird the previous night that the idea of calling home never even crossed his mind.

Jim showered and packed an overnight bag. All the while he thought excitedly about what might happen with Ron that night. The mere idea of being excited sexually about Ron still seemed so strange that it was hard to believe, but Jim couldn't deny that he was very exciting and very much looking forward to being with Ron again.

By the time Jim returned Ron had cleaned up the basement and was sitting downstairs watching a football game on TV. Just sitting on the couch beside Ron gave Jim a wild thrill knowing that the previous night they had been sitting right here when Ron sucked his cock and he jerked Ron off. They watched the game for only a few minutes before the phone rang. Ron answered and found that it was Dan. Dan was getting some guys together for a game of football. He asked if Ron wanted to play. Ron eagerly agreed and said that Jim was hanging out also and that he would play also.

Jim and Ron changed and walked to the park where they and their buddies played football most weekends during high school. He had some great memories of those games and was happy to be able to play another game just like the old days. The turnout was smaller than when they had been in high school but still enough guys came that they had a good game.

The ground was still wet from a rainstorm a few days earlier and by the time the game ended they were filthy from the mud. Everyone had a blast and stood around talking for a while after the game until the cold air that came with the setting sun started to get uncomfortable. They said their goodbyes and Jim and Ron walked quickly back to Ron's place.

Aside from having a great time, Jim was also happy about the football game because everything felt normal between Ron and him. During the game they laughed, taunted, and talked just as they always had done. There wasn't any awkwardness between them.

Jim also had feared that somehow the other guys would immediately know or sense what he and Ron had done. His fears were truly irrational as nobody did or said anything that gave even the slightest indication they sensed anything at all out of the ordinary had happened between Jim and Ron.

The sky was already fairly dark when they got back to Ron's place. They stood in the mud room just inside the back door and peeled off most of their muddy layers. When they finished Ron was left wearing only boxers and a t-shirt and Jim was left only in his boxers.

"Should we take a shower to get cleaned up?" Ron asked.

Jim agreed, but then something very unusual happened. It was fairly common for them to return to Ron's house after a football game and each take showers to get cleaned up. Ron's house actually had three and a half bathrooms so there was plenty of space for them to shower. This time, however, neither of them said anything as Jim followed Ron upstairs. Ron grabbed a couple of fresh towels from the hall closet but instead of handing one to Jim he carried them both down the hall.

Then, instead of turning into the bathroom off the hallway Ron turned into his parent's master bedroom suite. Jim silently followed him getting more and more nervous and excited. Jim had never been in this room before and took a moment to look around. The room was quite large with a king sized bed and some very nice furniture.

Suddenly Jim noticed the sound of water running and turned to see Ron standing in the doorway of the master bathroom. "Ready?" Ron asked. "I thought there would be more space in here."

Jim walked into the bathroom and immediately knew what Ron meant. The bathroom had one of those walk-in showers with two showerheads pointing at different angles. It was easily big enough for three or even four people inside. Ron pulled off his t-shirt and boxers and stepped into the shower. Jim felt the nervous knot in his stomach tighten as he stepped out of his boxers and joined his friend in the shower.

Somehow this seemed different than the previous night. Jim figured they could excuse what happened the previous night to it being late and them being a little drunk. After all the teasing from Cindy and Michelle they were both left horny and one thing just led to another. Today, however, they had no excuse. By stepping in the shower Jim knew that he could no longer write off what had happened as a fluke or an accident. By stepping in the shower in the late afternoon after having just finished playing football Jim knew he was admitting to Ron, but mostly to himself, that he lusted for his friend's cock and wanted to fuck him again.

Jim closed the door behind him and knew there was no turning back now. However, as he looked at Ron he knew that he didn't want to turn back. Ron was already under the water washing his hair. Jim stepped beside him and let the water run down on him. At first they both just washed their hair and faces while standing beside each other. Other than some occasional bumping or rubbing against each other they didn't really touch and yet Jim was still very excited. His cock was already semi-hard from the anticipation of what might happen. Why would they get in the shower together if they were truly just going to shower?

It was a few moments later that, as they each lathered themselves, they briefly made eye contact. It was as if that was the single spark they had been waiting for because they held the eye contact for only a few brief moments before they stepped together and embraced. Jim felt his partially hard cock rub against Ron and excitedly noticed that Ron's cock was also mostly hard and pressed up against his stomach. Their embrace soon progressed to a deep kiss. There wasn't any hesitation or pausing and they kissed like eager lovers.

They parted the kiss and Ron stepped back slightly. He was still holding a bar of soap and worked up a healthy lather in his hands. He moved around behind Jim and brought his hands down to Jim's lower back. They immediately slipped lower and Jim moaned as his friend lavishly lathered and fondled his ass. After a few minutes of this Ron moved around in front of Jim and worked up another big lather before he reached down and took hold of Jim's now hard cock.

Jim groaned as Ron's soapy hands explored his cock and balls. After a while longer one of Ron's hands slipped down to Jim's balls and then moved even further back between Jim's legs. Jim moaned and spread his legs apart slightly to give Ron easier access for whatever he was about to do. Ron's soapy fingers moved to the skin between Jim's asshole and balls and Ron began 'washing' him there in addition to his upper thighs.

After a little while of this Ron stood up and moved around to Jim's side. Ron kept one of his hands on Jim's cock and slipped his other around to Jim's ass. This time, however, instead of just caressing his ass Ron's fingers dipped between his ass cheeks toward his asshole. Jim moaned in surprise as Ron's fingers found and then lightly explored his asshole. Jim had never had anyone play with his asshole before and the whole sensation was strange and unknown.

As Ron continued playing with his cock and running his finger around his asshole Ron softly asked, "Have you ever had a girl play with your asshole before?"

"No," Jim gasped. "Have you?"

Ron started stroking Jim's cock and kept his other finger dancing teasingly over Jim's asshole. "Yes," Ron groaned. "I've had a girl shove her finger up my ass while she was sucking my cock." For a while they didn't say anything else as Ron continued to easily and expertly stroke his cock.

"Did you like it?" Jim asked.

"Yes," Ron groaned

Jim was already teetering on the edge of his control from Ron's skillful stroking and from the sensation of Ron's finger teasing his asshole. Jim had never experienced anyone playing with his asshole before and it felt new and surprisingly exciting. Suddenly the idea of someone sliding their finger up his asshole seemed kinky and wild.

All of these thoughts combined with Ron's continued fondling were enough to trigger Jim's orgasm. He groaned and started shooting his cum out onto the shower floor. Ron's hand perfectly stroked him as he came and seemed to prolong and intensify his orgasm the whole time he was cumming.

Jim's head spun and he was momentarily aware of nothing except the waves of pleasure emanating from his cock. Once his orgasm passed and he finished cumming, Jim became aware of Ron's hard cock pressing against his ass as Ron stood beside him and continued fondling his cock for a few moments.

Once Jim regained more composure he was suddenly overwhelmed with an intense urge to do something that would have seemed impossible only 48 hours earlier. Jim spun around to face Ron and pushed him slowly back toward the wall until Ron was standing with his back against the wall. In this position they were away from the spray of the two shower heads as Jim dropped to his knees in front of his friend.

Jim gazed at the sight of his friend's hard cock now only inches in front of his face. Jim reached up and grasped the base of Ron's cock. Slowly, Jim moved forward until the tip of Ron's cock very lightly grazed against his lips. Jim opened his mouth and reached out with his tongue to lick the underside of Ron's cock. It felt strange and exciting and yet somehow familiar and comfortable.

Jim continued exploring Ron's cock with his lips and tongue. He started at the head of his cock and slowly moved all the way down to the very base of his shaft before slowly working his way back up to the tip again. Once back at the tip Jim was ready to take the next step. He parted his lips wider and leaned forward until he could feel the tip of Ron's sliding into his mouth. Jim opened his mouth a little wider and felt Ron's cock slide deeper into his mouth.

Ron's cock felt so hard and amazing in his mouth that it made Jim's mind spin. For a few moments he just held it there and let his tongue glide over the tip and underside of Ron's cock. Now that Jim actually had a cock in his mouth he realized that he really didn't know what to do.

Then Jim remembered how amazing Ron's blowjob had felt the previous day and wanted to give Ron the same pleasure. He closed his eyes and thought about how it felt when someone sucked his cock. He thought about what he liked and what things felt the best. As he replayed all the best moments of the blowjobs he had received he started moving his mouth on Ron's cock.

By the time he realized that he was moving his mouth it was obvious that Ron was enjoying the blowjob. Ron was moaning and had reached down and put his hands on the back of Jim's head. Jim kept his eyes closed and simply concentrated on Ron's cock as if it was his own. He tried to duplicate everything he had ever experienced that he had liked.

He kept his fingers wrapped around Ron's shaft and settled into a slow and steady tempo. The feeling of Ron's hard cock sliding back and forth between his lips was kinky and very exciting. For a while Jim used his tongue to add to the teasing. As Ron's lust built he began thrusting his hips back and forth essentially fucking Jim's mouth. As Ron did this his hands still held the back of Jim's head. Jim savored the feeling of Ron's wild lust and tried to match Ron's thrusts with his own movements to add to Ron's pleasure.

It didn't take long for Ron's whole body to tense and Jim knew his friend was about to cum. All day Jim had been thinking about the previous night when Ron had cum on him after Jim jerked him off. There was something about feeling Ron's cum on his skin that made Jim horny and he was eager to have it happen again.

As Ron's body tensed in the moments just before he started cumming Jim pulled Ron's cock out of his mouth and stroked his long shaft. Ron started cumming just as his cock left Jim's mouth. Jim kept his face close to Ron's cock so he could easily see Ron's cum and so he would be sure to have most of Ron's cum land on his face and chest.

It was only after Ron finished cumming and Jim closed his mouth all the way that he realized some of Ron's cum had landed in his mouth. His first reaction was to spit it out, but there was something about the warmth on his tongue and the completely wild and unbelievable idea that he actually had another guy's cum in his mouth that made him curious. He held it in his mouth for a moment to gain courage before he swallowed it.

It felt thick and sticky sliding down his throat and the taste wasn't very good. At first he was worried he might gag on it but then it slowly settled into his stomach. Then, just before he stood back up, he happened to look up at Ron. Ron stared down at him with wild lust and excitement in his eyes. Jim realized that Ron must have seen his cum in Jim's mouth and watched as he swallowed it. Jim realized that he had never had a girl do that for him before and that if he had just watched someone eat his cum he would probably have the exact look that Ron currently did.

When Jim stood up he and Ron embraced in a long, deep kiss standing against the shower wall. After they parted their kiss they finished their shower by washing off Ron's cock and washing the cum off Jim's face and shoulders. They stepped out and dried off before walking to Ron's room and getting dressed. As they got dressed Ron suggested ordering some pizza and Jim eagerly agreed.

They went downstairs and hung out in the basement while they waited for the pizza. They played video games, talked, and acted just like they had done hundreds of times before in this very room. Occasionally Jim marveled at how it felt like nothing between them had changed at all and yet virtually everything between them had changed.

They paused their game when the pizza arrived and sat on the couch watching TV as they ate. Jim was still trying to figure out how everything could feel so normal between them. Was it really possible that he and Ron could just start fucking each other like this and not have it affect the rest of their relationship? So far it seemed that it definitely was possible.

They both finished eating and left the remaining slices of pizza sitting in the box on the coffee table as they went back to playing video games. They played for a while longer with Jim still mulling if and when he should actually talk with Ron about what had happened. So far, other than when they were actually fucking, they hadn't yet talked about what had happened between them.

They reached halftime in their video football game and finally Jim said, "So, um, can I ask you something?"

Ron answered yes and Jim said, "I don't know, I guess I thought we should talk about what happened."

Ron smiled and said, "Yeah, I guess we probably should."

"Have you ever done anything like that, I mean, been with a guy before?" Jim asked.

Ron hesitated and then said, "No, well, sort of, I guess." He then explained how there was this guy at school that he had been hanging out with quite a bit. "We were out partying one night, just hanging out, and we end up back in his dorm room. I was pretty drunk and all of a sudden he starts telling me how he's gay and how he feels this bond between us. He told me that he knew I didn't think I was gay but that I should open my mind."

"Then what?" Jim asked.

Ron shrugged and said, "Then he kissed me. It was weird but I didn't really stop him. We kissed for a while and he felt my cock through my pants, but then I got freaked out and left."

Ron paused and then asked, "How about you?"

"Never," Jim answered. "Honestly, it's not something I've ever even thought about before. Hell, I don't even know how it really ended up happening last night."

"Me neither," Ron replied. He then quietly added, "But I'm glad it did."

"Me too," Jim said, "but, I, I guess I'm just worried that this might fuck up our friendship."

"Yeah, I thought about that too," Ron answered, "but today has been totally normal, right?"

"Yeah," Jim answered, "so are we going to keep on, well, you know, being with each other?"

Ron shrugged and said, "I hope so. Is that OK with you?"

Jim nodded and then set down his video game controller. He took Ron's controller out of his hand and moved onto Ron's lap with his legs straddling Ron's. Jim lowered himself down until he was sitting on Ron's lap facing his friend. Jim brought his mouth down to Ron's and they met in a long kiss. Their kiss continued as they removed their clothes until Jim again took his place on Ron's lap with them both now naked.

As they kissed Jim realized that he could now feel Ron's semi-hard cock rubbing against his own. The feeling of his cock rubbing against his friend's was kinky and wild. He crawled off Ron's lap and asked, "Can we try something?"

"Why stop now?" Ron said with a laugh.

It took a little work but soon they were both half lying, half sitting on the couch facing each other. Their legs were intertwined and they were close together so their cocks were right next to each other. Jim reached down and wrapped his fingers around both his cock and Ron's cock. He held the two cocks so their undersides were pressed together and then started to slowly stroke and caress them. After a while Ron also brought his hand down and both Jim and Ron caressed, stroked, and played with their cocks and balls simultaneously.

They lingered in this position for a long while. Jim wasn't particularly in a hurry to cum or to make Ron cum and it seemed Ron was in the same type of space. Instead Jim just explored the sensation of having another cock rubbing against his own as he touched and played with Ron's cock.

Finally Jim's curiosity got the better of him and he changed position. Ron scooted back so he was leaning against the arm of the couch and still sitting sideways with his legs on the couch. Jim turned around and lay down over one of Ron's legs. Ron dropped one leg onto the floor as Jim brought his hand up to just under Ron's belly button. Jim started to slowly caress and touch Ron's skin all around the black mat of his pubic hair. He caressed Ron's stomach and legs while all the while watching Ron's rock hard cock standing tall and straight only a few inches from his face. Jim could see Ron's pre cum already seeping out even before he started running his fingers through Ron's curly pubic hair.

Before Jim touched Ron's cock he dropped his hands to Ron's balls and spent a long time playing with and exploring them. It still felt weird to be holding another man's balls in this hand, but it also felt exciting and kinky. As he played with Ron's balls Ron moaned and wriggled his hips slightly. This made his cock sway back and forth and as Jim watched it sway he stared at the large amount of pre cum on the tip of Ron's cock. As he watched, some of the pre cum slipped down the underside of Ron's cock leaving a shiny trail behind it.

Seeing Ron's pre cum sliding down his cock like this drew Jim's hand away from his balls. He brought his finger to the drop of pre cum. He collected the drop with his finger and the rubbed the slippery pre cum into Ron's shaft as Ron gasped and moaned.

Jim lightly brought his fingertip to the end of Ron's cock, again collected all the pre cum that had built up there, and then massaged Ron's pre cum into his cock. Seeing the way Ron's cock now looked with a light coating of his own pre cum, feeling the way his shaft felt so hard and slippery in his hand, and hearing the intense way Ron reacted combined to drive Jim wild with lust.

Slowly he wrapped his fingers around Ron's shaft and started to stroke him. Occasionally Jim leaned his head down and lightly kissed or licked at Ron's cock, but mostly he just closely watched the way Ron's cock looked and how his own fingers looked as he stroked his friend closer and closer to orgasm. Jim was focused on watching and exploring Ron's cock and so he wasn't immediately intent on making Ron cum. For many long minutes Ron continued to groan and rock his hips beneath Jim. Jim knew his friend was eager to cum and that it would take very little to trigger his orgasm. Jim toyed with Ron's cock for a short while longer before he finally changed the tempo of his stroking just slightly.

Ron immediately burst into a long moan and a few seconds later he started cumming. Jim stared at the way his cum shot out of his cock and savored the feeling of his cum surging through his shaft just moments before shooting out. The first few jets of Ron's cum landed mostly on his own stomach, but before he finished cumming both Jim's hand and Ron's cock were coated in a healthy layer of cum.

Jim continued watching and caressing Ron's cock as it slowly grew soft and started to shrink in his hand. When he finally released Ron's cock and sat up all Ron could do was gasp, "Holy fuck, man."

They laughed together for a moment and then Ron sat up. They swapped positions and now it was Jim's turn to lean back against the arm of the couch as Ron settled down near his cock. For whatever reason Ron didn't prolong the experience as Jim had by exploring the area around Jim's cock or his balls. Instead, Ron brought his hand directly to Jim's cock and began fondling and caressing it.

Despite this quick start Ron clearly wasn't in any hurry to make Jim cum. Jim completely lost track of how long Ron teased and played with him but he was sure that nobody, probably including himself, had ever lingered at his cock for so long just using their hands. Jim didn't mind, however, as the feeling was amazing. Ron's hand felt incredible as it easily and smoothly stroked and played with his cock. Ron seemed to know exactly the pressure points and how and when to touch him to drive him wild but keep him in control. Finally, Ron began stroking him firmer and Jim wasn't able to resist for more than a few moments. He groaned loudly and started cumming all over himself just as Ron had done a while earlier.

Ron released his cock after he finished cumming and sat up with a smile. All Jim could say was, "Dude, that was fucking awesome." Ron retrieved the same towel they had used the previous night to clean themselves up and wiped the remaining cum off himself before handing the towel to Jim so he could clean up.

After Jim cleaned up his cum with the towel, Ron suggested they finish their game of video football. They both pulled on only their boxers before they picked up the game controllers and resumed their paused game. They played a couple more games before they tired of playing and shut off the game.

Jim was already feeling pretty worn out and spent from all the events of the past couple of days, but he was also still feeling horny and anxious to experiment more with Ron. Ron seemed to be feeling the same as he looked over at Jim a few moments after shutting off the TV and asked, "Want to go upstairs?"

They went up to Ron's room and sat together on the bed. They met in a kiss that continued for a long while. Eventually they lay down together with Jim on his back and Ron lying on top of him. Jim wrapped his arms around Ron and they traded deep kisses for a long time. Jim's hands roamed over Ron's back and down to his ass as he fondled his friend through his boxers.

Jim could feel Ron's cock growing hard and hoped Ron could feel his own semi hard cock. After a while longer Ron changed his position and moved down slightly. Jim's mind raced as he wondered what Ron might be going to do next. He let out a long moan when Ron leaned down and started kissing Jim's chest. Ron kissed his way over to one of Jim's nipples and licked and sucked on it before again moving lower.

He first kissed his way to the center of Jim's chest and then slowly moved straight down Jim's stomach with a trail of kisses. Jim groaned when Ron's mouth moved past his belly button and reached the top edge of his boxers. Ron grasped the elastic band of his boxers as Jim raised his hips off the bed. Ron eased his boxers past his now rock hard cock and then took them all the way off.

As Ron moved back toward Jim's cock he pushed Jim's legs apart and crawled between them until his face was very near Jim's cock. Jim couldn't wait to feel Ron's mouth on his cock again and moaned softly in anticipation. For a moment it looked like Ron was about to devour his cock again but then he diverted his mouth and moved it to Jim's balls. He licked and played with Jim's balls for a while before moving his mouth to Jim's cock.

He licked Jim's cock, this time with more confidence and urgency, and wrapped his lips around Jim's cock and took several inches into his mouth. Jim groaned in anticipation of Ron continuing to suck him but was surprised when Ron let his cock pop out of his mouth.

Instead of returning to Jim's cock Ron shifted his position, placed his hands behind Jim's knees, and lifted Jim's legs until they were high off the bed. Jim wasn't sure what Ron was planning or what was happening even as he felt Ron shifting his position.

The next thing he felt both surprised him and made him groan. Ron did bring his mouth back to Jim's body, but instead of bringing it to his cock Ron was now licking the area around Jim's asshole. Jim couldn't believe what was happening. The very idea of licking someone's asshole seemed both little gross but at the same time very kinky. Jim's reaction was to reach down and hook his own hands behind his knees so Ron didn't have to hold up his legs. Ron continued rimming his asshole for a while longer as Jim tried to comprehend what was happening and why it felt so good.

Ron moved away from him for a moment and Jim watched Ron reach into the drawer of his bedside table. Ron pulled out a tube and moved back between Jim's legs. He squeezed some of the gel from the tube onto his index finger and the next thing Jim knew he felt a new sensation at his asshole. He quickly realized that Ron's finger was now gliding back and forth over his asshole. Ron smeared the gel heavily over Jim's asshole and then squeezed more onto his finger before bringing it back to Jim's asshole.

Jim groaned when the feeling on his asshole changed. Instead of just rubbing back and forth across his asshole Ron's finger was now positioned at the entrance to Jim's ass and he was applying steady, firm pressure. Jim inhaled sharply as the pressure grew a little stronger.

"Is this OK?" Ron asked.

"Yes," Jim moaned.

"Just relax," Ron replied. Jim closed his eyes and tried to relax his asshole as much as he could in this unbelievable situation. The pressure on him grew even stronger before suddenly the tip of Ron's finger slipped past the tight outer ring of Jim's asshole.

Jim groaned and gripped the sheets from this unknown and uncertain feeling. Ron paused for a while before continuing to slowly drive his finger deeper into Jim's ass. Jim had no idea how much of Ron's finger was inside him as he tried to adjust to this new sensation. He still wasn't sure if he liked this feeling as Ron worked his finger in deeper. However, when Ron slowly pulled his finger back out Jim felt a wild chill move up his spine and his cock jumped. For whatever reason, there was something about the feeling of Ron's finger sliding slowly back out of his asshole that greatly affected him.

Ron spent the next few minutes fucking Jim's ass with his finger. Eventually he leaned down and again took Jim's cock in his mouth as he continued finger fucking his asshole. "Oh fuck!" Jim cried out as Ron started sucking him. Jim thought he might loose control and cum right away, but he was able to resist that urge to continue this wild fuck a little longer.

Ron continued this teasing for a while longer. Jim was so absorbed in the moment that he didn't know if 2 or 20 minutes had passed, but then Ron suddenly pulled his finger out of Jim's asshole and released his cock from his mouth.

"Hold on," Ron said as he jumped off the bed and left the bedroom. Jim tried to figure out what the hell Ron was doing. He heard some shuffling around and then heard footsteps coming back toward the bedroom. The first thing Ron did when he stepped back in the room was pull off his boxers. Jim's gaze was drawn to Ron's hard cock and as Ron quickly moved back to bed Jim realized that he still hadn't seen what Ron had left the room to get.

Jim pulled his legs back up and hooked his hands behind his knees as Ron picked up the tube of lube. It was then that Jim saw Ron squeeze a bunch of the gel onto a dildo. Jim had never actually seen a dildo in person before. He had seen plenty of them in porno movies as invariably two horny women used a dildo to fuck each other silly, but he had never seen one. The dildo looked like a real cock and was a little smaller then Jim's cock.

Ron smeared the gel over the dildo and brought the tip of the dildo to Jim's ass. Just as he had felt before with Ron's finger there was again a pressure on his asshole. This time, however, it was the dildo that stretched his asshole to a never before felt width as Jim moaned in wild disbelief.

The pressure briefly became pain as his asshole struggled to adjust to the size of the dildo. Jim was so focused on the feeling of his asshole stretching to the width of this dildo that by the time he realized the dildo had slipped inside his ass it was already a couple of inches inside him.

Ron paused with the dildo partway inside Jim's asshole. Jim felt his ass slowly getting used to the width of the new invader. Jim's eyes had been closed this whole time but they suddenly shot open when he felt Ron's mouth again wrapping itself around his rock hard cock.

Ron started sucking and licking his cock excitedly as he pushed the dildo further up Jim's ass. Jim groaned wildly from both sensations and briefly looked down to see Ron's mouth engulfing his cock. Jim soon closed his eyes. The sensations were too overwhelming and he just wanted to let these new feelings wash over him. The intensity of the sensations struggled for his attention as Ron's hot blowjob continued along with the unbelievable new feeling of his asshole being filled with this fake cock.

The dildo reached deeper and stretched his asshole wider than Ron's finger had and the sensation of that alone sent chills up Jim's spine. It made him feel very nasty and kinky to be fucked like this. He was used to being the one doing the fucking and now here he was flat on his back getting reamed up the ass.

Ron's intense blowjob only added to Jim's experience. How he was able to resist cumming already was beyond Jim. Ron's blowjob started with a frantic intensity and only got wilder and more energetic as it continued.

It was only a short while later when Jim felt his orgasm approaching. He managed only a grunt to warn Ron of his impending load of cum before a whole new range of sensations overwhelmed him. As his orgasm started his asshole tightened and amplified the sensation of the dildo inside him. Every feeling and sensation was heightened by his ass being so full. Similarly, the sensation in his asshole only felt better and better as his orgasm started. Jim couldn't believe how good this felt and how it actually felt great to have the fake cock up his asshole as his first jet of cum erupted.

Whether he intended to or not Ron's mouth was still wrapped around Jim's cock and he took the first of Jim's cum directly into his mouth. Ron quickly pulled his mouth back and replaced it with his hand as he easily stroked Jim's cock in a perfect tempo. However, he didn't really move his mouth far. Jim lifted his head and stared down to see that Ron still had his mouth open as he stroked him.

Most of the rest of Jim's cum didn't land in Ron's mouth, but a few drops did join his initial jet in Ron's mouth. However, even seeing those few drops land in Ron's mouth and on his lips was such a wild visual that Jim felt his orgasm reach a new peak as he groaned wildly.

His orgasm finally played itself out as Jim continued staring at Ron to see what he would do with the cum in his mouth. Ron's hand slowly stroked and played with Jim's cock as Ron cautiously closed his mouth. He hesitated for a few seconds before he tentatively swallowed. The realization that Ron was tasting cum for the first time, and that it was his cum, made Jim wildly excited. He felt his stomach knot with disbelieving excitement.

After Ron swallowed his cum he looked up at Jim and they briefly made eye contact. Jim smiled slightly but Ron didn't return his smile as his face was a mask of pure lust and desire. For a few moments neither moved or said anything. Ron finally broke the silence by softly saying, "I want to fuck you."

The words were so unbelievable and shocking that Jim could hardly make sense of them. Jim could only stare as Ron picked up the tube of lube and squeezed a heavy load of it onto his rock hard cock. Jim's mind was still trying to make sense of what was happening as his eyes locked onto Ron's cock. It already glistened under the layer of lube and it looked so amazingly raw and sexual that Jim couldn't pull his eyes away.

It was only when Ron's hand again grasped the dildo that Jim even realized the dildo was still shoved deep in his ass. Ron pulled the dildo out and dropped it to the floor. Ron hesitated for a moment and looked up at Jim. "Is this OK?" Ron asked.

Jim realized that he hadn't yet outwardly reacted to Ron's comment. Jim wasn't in any state of mind to think about if this was what he wanted. His lust and curiosity was completely in control and, after watching Ron smear the lube onto his hard cock, Jim knew he couldn't resist this opportunity.

He moaned, "Yes," and Ron quickly moved between Jim's spread legs. The feeling of his friend moving into position made Jim tingle with anticipation. For a moment as Ron settled into a comfortable position, Ron's hard, slippery cock rubbed over Jim's wet, softening cock. This brief touch sent wild jolts of excitement through Jim.

Jim pulled his legs up a bit higher as Ron positioned his cock at the entrance to Jim's asshole. For a few moments Jim moaned wildly at the sensation of Ron's cock against his asshole. Ron continued to try and find a comfortable position but wasn't successful. Jim tried to shift his hips and even tried shoving a pillow under his ass to create a position that was comfortable but nothing worked.

Finally Ron said, "Roll over." Suddenly Jim knew exactly what Ron was thinking and he eagerly rolled over onto his elbows and knees. His mind raced and his stomach tightened with excitement in anticipation of what was about to happen. Were they really going to do this? Was he about to get fucked doggie style up his ass by his best friend?

Fucking doggie style was one of Jim's favorite positions. He loved to finish his fucks in this position. He loved being able to grasp his lover's hips and control the fuck. Usually these fucks resulted in Jim pounding his cock into his female partner until he filled her pussy with a huge load of cum.

The realization that he was very likely about to play the role of the female in this scenario sent a nervous chill through him. He felt Ron move into position behind him. The feeling of Ron's hard cock brushing against his ass sent chills through Jim.

Soon, Ron was in position and Jim felt the sensation of the tip of Ron's cock against his asshole. This time, however, his cock didn't just rest there. Ron started pushing his cock forward and Jim groaned at the sensation of pressure against his asshole. After being stretched already by the dildo the head of Ron's cock slipped rather easily inside the tight outer ring of Jim's ass.

It was then that Jim realized that Ron's cock was going to be even larger than the dildo. The discomfort he felt as his ass stretched again to accept the new invader was muted by the excitement of what was happening. Ron paused for a few moments as Jim's ass slowly adjusted to the size of his cock and then he pushed forward again. He repeated this sequence of pushing slowly forward and then pausing for Jim to adjust until his cock was completely buried inside Jim's ass.

As Ron paused with his cock all the way inside him, Jim gasped and moaned wildly. It felt like his ass was about to rip in half. He had never felt so full. The pressure was intense and wildly exciting in a way he would never have imagined possible. Ron's cock felt so much bigger than the dildo, bigger even than he expected. It felt like the tip of Ron's cock was deeper inside him than he would have imagined possible.

Ron gripped Jim's hips and slowly began to pull his cock out until it felt like just the tip was left inside. As wild and exciting as it had felt before to have the dildo or Ron's fingers sliding out of his asshole it was nothing compared to how it now felt with Ron's cock. Jim shuttered and moaned as Ron slowly pulled out and then pushed back inside until he was once again all the way inside Jim.

Ron continued like this as Jim's mind reeled with the idea that he was getting fucked. Eventually Jim's ass relaxed as it got used to being so stretched like this and Ron was able to fuck him a little faster and easier.

For a long while Jim was so engrossed in the moment and his own feelings that he didn't pay any attention to Ron. When Jim finally became aware of Ron again as more than just the cock inside him he realized that Ron was grunting and moaning loudly. Ron's hands gripped his hips tightly and he realized that Ron was now fucking him at a rather fast tempo. Soon Jim began rocking from the power of Ron's wild thrusts and the bed shook beneath them.

"Oh, fuck," Ron moaned as he continued to pound Jim's ass.

Jim couldn't see Ron but from the fuck and from his moans it was clear that Ron was loving every moment of this. Suddenly, Ron groaned loudly and drove his cock all the way inside Jim's ass as his hands pulled back roughly on Jim's hips. Jim became aware of a strange new sensation in his ass and realized, with equal part surprise and excitement, that Ron was cumming in his ass.

Jim wasn't sure what he expected Ron to do when he came, but somehow the idea that Ron would fill his ass with cum never really occurred to him. The sensation of Ron's cum shooting inside and slowly filling his ass was wildly exciting and sent chills down Jim's spine.

Eventually Ron resumed thrusting as he coaxed out the last of his cum. Finally, Ron leaned back and let his cock slide out of Jim's ass. After having his cock inside for so long it suddenly felt strange to not have it inside as Jim's ass slowly went back to its normal size. Jim remained on his knees and elbows for a few moments before rolling over onto his side. As he rolled he was very aware of the moist, sticky feeling between his ass cheeks. He knew that some of that was from the lube but he also knew that some of it was from Ron's cum that had leaked out of his asshole.

Neither of them said anything as they both basked in the amazing realization of what they had just done and how good it felt. Before long Jim heard Ron's breathing change and he knew his friend had fallen asleep. Jim pulled the covers up over them and before long he too had fallen into a deep sleep.

When he awoke the next morning Jim's asshole was sore. He was aware of it whenever he moved but the feelings only served as a happy reminder of what had happened the night before. When he first woke up he was alone in Ron's bed. He heard the water in the shower running and briefly thought about joining Ron to repeat what they had done yesterday in the shower.

However, he was so comfortable in bed that it took him a while to decide to get up. Before he could actually get up he heard the water in the shower stop and Ron returned to the bedroom with only a towel wrapped around his waist.

They exchanged good mornings and Ron commented that they should probably get up and get the place cleaned up before his parents came home. "I'm not sure when they're coming back," Ron said, "and I don't even want to think about what they would do if they found us here like this." He and Jim laughed and Jim got out of bed and took his turn in the shower.

It turned out that Ron's parents didn't return until several hours later, and that time gave Jim and Ron a chance to hang out before Jim left. He had to get back to campus that afternoon and get ready for classes the next day. They talked and had something to eat before they agreed they were both looking forward to coming home for Thanksgiving in a few weeks. Jim had always looked forward to Thanksgiving anyway and now he knew he had a whole new reason to eagerly await his next visit home.​