jnipple
Experimental Member
- Joined
- May 9, 2019
- Posts
- 20
- Media
- 0
- Likes
- 24
- Points
- 38
- Location
- Quincy (Illinois, United States)
- Sexuality
- 100% Gay, 0% Straight
- Gender
- Male
That must be the hottest circumcision story everMy third encounter with Rob.
For context, I want to describe Rob’s cock first. It was probably 8+ inches (I never actually measured it and size came up in conversations only), pretty thick, mushroom head, with a very prominent dorsal vein especially when he was hard and uncircumcised.
Rob also had a huge sex drive. Even on days that he had sex with his girlfriend, he would jerk off at least once. His sex drive was definitely more than mine. His girlfriend definitely couldn’t keep up at times as she was a nerd and always on the edge about keeping up with school work. Med school academically does take a toll on you.
One night, we were just having random conversations and he asked me about his foreskin, whether it was a little tight and if I found it hard to retract when I jerked him off. I told him yes, it did seem a little tight when he was hard. I asked if he was able to retract it when he is soft and he responded that he only notices it when he is hard. Otherwise, with some maneuvering he can totally retract it when he is soft. He knew I was uncircumcised too so he asked me if I have any such issues. I told him no. He casually asked if he can see mine to check my foreskin and compare. I had no issues with that. We were both studying to be doctors so we were not prudish. So I pulled my shorts down, held my flaccid cock and retracted my foreskin back and forth a couple of times. He then took his cock out and tried to compare. We concluded that he definitely had some degree of phimosis. He decided to consult with the surgeon the following day.
He went with his girlfriend to see the surgeon. The surgeon confirmed the diagnosis and recommended circumcision. Rob agreed, had the surgery. I visited him on the day of surgery. He wanted to go and stay with his girlfriend for a few days so she could be around for him through his recovery phase. I dropped them off at her place.
3 days later, Rob returned back to our place. After dinner, we were just chilling at home, had a couple of beers and talked. He described how his glans was just getting used to friction and wearing underwear was not comfortable at all. He was also frustrated that his girlfriend was too freaked out to even give him a handjob. We joked around about how he missed out on having a sexually adventurous girl. One time he kinda hinted to her about having a threesome with another girl and that he was craving for one. She was pissed off with him for a few days until he somehow convinced her that it was just a fleeting thought. He talked about how he might just end hooking up with a couple of girls to fulfill his fantasy. I noticed that he was really getting deep into describing his fantasies and what all he would get into during the threesome. It was very obvious that he was super-duper horny. I was totally turned on too with all the sex talk. I pointed at his boner and joked that he was pitching a tent in his shorts. He grabbed it gently and said he was rock hard despite being a little raw near the incision area. He gave me a wicked smile and asked I could help him. I could never say no. Why would I?
He was sitting on a chair. I slipped his shorts off. His foreskin edges were still a bit swollen and his glans was red. I told him maybe it is too soon to do it and let it heal for a couple of more days. He said no way that he can wait for another 2 days. He said just grab the base and be gentle with the motions. I grabbed his cock at the base, slowly started jerking him off. I was watching with a keen eye so that I could keep an even pace and avoid causing any pain. He was absolutely loving it! He started moaning, unusually expressive, saying things like it feels so good, and asked to move to the bed so he could lay flat. He was pushing his buttocks up, his body at times was writhing. He also cupped my hands while I was jerking him off, brushed my hair at times, touched my shoulders and all these movements were new. I was loving it! He wanted a prolonged handjob so he stopped me a couple of times when he was about to come. And then started again. I still remember that his cock was warmer than usual. He also blew a much heavier load. His warm cum dripped all over his cock, my hands, his belly. What an unforgettable feeling that was. He thanked me several times saying he needed this so badly. He also joked if we could do it again in the morning. And yes, we did it again in the morning.
More..My third encounter with Rob.
For context, I want to describe Rob’s cock first. It was probably 8+ inches (I never actually measured it and size came up in conversations only), pretty thick, mushroom head, with a very prominent dorsal vein especially when he was hard and uncircumcised.
Rob also had a huge sex drive. Even on days that he had sex with his girlfriend, he would jerk off at least once. His sex drive was definitely more than mine. His girlfriend definitely couldn’t keep up at times as she was a nerd and always on the edge about keeping up with school work. Med school academically does take a toll on you.
One night, we were just having random conversations and he asked me about his foreskin, whether it was a little tight and if I found it hard to retract when I jerked him off. I told him yes, it did seem a little tight when he was hard. I asked if he was able to retract it when he is soft and he responded that he only notices it when he is hard. Otherwise, with some maneuvering he can totally retract it when he is soft. He knew I was uncircumcised too so he asked me if I have any such issues. I told him no. He casually asked if he can see mine to check my foreskin and compare. I had no issues with that. We were both studying to be doctors so we were not prudish. So I pulled my shorts down, held my flaccid cock and retracted my foreskin back and forth a couple of times. He then took his cock out and tried to compare. We concluded that he definitely had some degree of phimosis. He decided to consult with the surgeon the following day.
He went with his girlfriend to see the surgeon. The surgeon confirmed the diagnosis and recommended circumcision. Rob agreed, had the surgery. I visited him on the day of surgery. He wanted to go and stay with his girlfriend for a few days so she could be around for him through his recovery phase. I dropped them off at her place.
3 days later, Rob returned back to our place. After dinner, we were just chilling at home, had a couple of beers and talked. He described how his glans was just getting used to friction and wearing underwear was not comfortable at all. He was also frustrated that his girlfriend was too freaked out to even give him a handjob. We joked around about how he missed out on having a sexually adventurous girl. One time he kinda hinted to her about having a threesome with another girl and that he was craving for one. She was pissed off with him for a few days until he somehow convinced her that it was just a fleeting thought. He talked about how he might just end hooking up with a couple of girls to fulfill his fantasy. I noticed that he was really getting deep into describing his fantasies and what all he would get into during the threesome. It was very obvious that he was super-duper horny. I was totally turned on too with all the sex talk. I pointed at his boner and joked that he was pitching a tent in his shorts. He grabbed it gently and said he was rock hard despite being a little raw near the incision area. He gave me a wicked smile and asked I could help him. I could never say no. Why would I?
He was sitting on a chair. I slipped his shorts off. His foreskin edges were still a bit swollen and his glans was red. I told him maybe it is too soon to do it and let it heal for a couple of more days. He said no way that he can wait for another 2 days. He said just grab the base and be gentle with the motions. I grabbed his cock at the base, slowly started jerking him off. I was watching with a keen eye so that I could keep an even pace and avoid causing any pain. He was absolutely loving it! He started moaning, unusually expressive, saying things like it feels so good, and asked to move to the bed so he could lay flat. He was pushing his buttocks up, his body at times was writhing. He also cupped my hands while I was jerking him off, brushed my hair at times, touched my shoulders and all these movements were new. I was loving it! He wanted a prolonged handjob so he stopped me a couple of times when he was about to come. And then started again. I still remember that his cock was warmer than usual. He also blew a much heavier load. His warm cum dripped all over his cock, my hands, his belly. What an unforgettable feeling that was. He thanked me several times saying he needed this so badly. He also joked if we could do it again in the morning. And yes, we did it again in the morning.
Holy fuck. That's hot.My third encounter with Rob.
For context, I want to describe Rob’s cock first. It was probably 8+ inches (I never actually measured it and size came up in conversations only), pretty thick, mushroom head, with a very prominent dorsal vein especially when he was hard and uncircumcised.
Rob also had a huge sex drive. Even on days that he had sex with his girlfriend, he would jerk off at least once. His sex drive was definitely more than mine. His girlfriend definitely couldn’t keep up at times as she was a nerd and always on the edge about keeping up with school work. Med school academically does take a toll on you.
One night, we were just having random conversations and he asked me about his foreskin, whether it was a little tight and if I found it hard to retract when I jerked him off. I told him yes, it did seem a little tight when he was hard. I asked if he was able to retract it when he is soft and he responded that he only notices it when he is hard. Otherwise, with some maneuvering he can totally retract it when he is soft. He knew I was uncircumcised too so he asked me if I have any such issues. I told him no. He casually asked if he can see mine to check my foreskin and compare. I had no issues with that. We were both studying to be doctors so we were not prudish. So I pulled my shorts down, held my flaccid cock and retracted my foreskin back and forth a couple of times. He then took his cock out and tried to compare. We concluded that he definitely had some degree of phimosis. He decided to consult with the surgeon the following day.
He went with his girlfriend to see the surgeon. The surgeon confirmed the diagnosis and recommended circumcision. Rob agreed, had the surgery. I visited him on the day of surgery. He wanted to go and stay with his girlfriend for a few days so she could be around for him through his recovery phase. I dropped them off at her place.
3 days later, Rob returned back to our place. After dinner, we were just chilling at home, had a couple of beers and talked. He described how his glans was just getting used to friction and wearing underwear was not comfortable at all. He was also frustrated that his girlfriend was too freaked out to even give him a handjob. We joked around about how he missed out on having a sexually adventurous girl. One time he kinda hinted to her about having a threesome with another girl and that he was craving for one. She was pissed off with him for a few days until he somehow convinced her that it was just a fleeting thought. He talked about how he might just end hooking up with a couple of girls to fulfill his fantasy. I noticed that he was really getting deep into describing his fantasies and what all he would get into during the threesome. It was very obvious that he was super-duper horny. I was totally turned on too with all the sex talk. I pointed at his boner and joked that he was pitching a tent in his shorts. He grabbed it gently and said he was rock hard despite being a little raw near the incision area. He gave me a wicked smile and asked I could help him. I could never say no. Why would I?
He was sitting on a chair. I slipped his shorts off. His foreskin edges were still a bit swollen and his glans was red. I told him maybe it is too soon to do it and let it heal for a couple of more days. He said no way that he can wait for another 2 days. He said just grab the base and be gentle with the motions. I grabbed his cock at the base, slowly started jerking him off. I was watching with a keen eye so that I could keep an even pace and avoid causing any pain. He was absolutely loving it! He started moaning, unusually expressive, saying things like it feels so good, and asked to move to the bed so he could lay flat. He was pushing his buttocks up, his body at times was writhing. He also cupped my hands while I was jerking him off, brushed my hair at times, touched my shoulders and all these movements were new. I was loving it! He wanted a prolonged handjob so he stopped me a couple of times when he was about to come. And then started again. I still remember that his cock was warmer than usual. He also blew a much heavier load. His warm cum dripped all over his cock, my hands, his belly. What an unforgettable feeling that was. He thanked me several times saying he needed this so badly. He also joked if we could do it again in the morning. And yes, we did it again in the morning.
So hotMoving onto my next sexual encounter with Rob.
After we made the pact, it was a busy schedule with exams, days off among other events. About 6ish months had passed. It was a friends birthday party so we had a fun celebration which included all our friends, girlfriends. The party lasted till wee hours of the morning. Most of us were pretty drunk, got back home, couple of housemates sat with us in our room, talked for a bit and just before it was time to hit the bed, one guy puked on Rob’s bed. We took off the sheets, cleaned but the bed was still wet. We were too exhausted to think so Rob said he would just crash with me on my bed and I was fine with it.
After some good amount of sleep, I was kinda awake but lazy to get out of bed. Rob was sleeping and he had his shorts on. He clearly had a hardon and I took every chance to stare at his bulging shorts. I didn’t wanna wake him up as it was a Sunday and we had nothing to do anyway. I fell asleep for a bit and then I woke up to his bulge pressing on my thigh. It was warm, hard and felt so good. I was trying to gauge if he was doing it deliberately but he seemed fast asleep. I pretended to move and that woke him up a bit. He actually moved closer so his bulge was again pressing on my thigh. At times, I could feel his cock pulsating. A few minutes passed and he suddenly grabbed my hand, pulled it towards his bulge and made me grab it. It was obvious what he wanted. So many thoughts running through my head in those few seconds but still I composed myself and asked him if he was sure about it. He said he really wants it and that he was just too horny to care. I rubbed his bulge through his shorts and he was rock hard! While I was doing it, he took his T shirt off. I didn’t see that coming at all. I took that as a cue and took his shorts off. He wasn’t wearing any underwear. He lay flat on the bed, completely naked, I threw the comforter on the floor, sat up on the bed and started to jerk him off. He was pretty turned on as he was moaning, at times moving his hips, and a few times guided me through it saying a little faster, can you grab it tightly with more pressure, and at times asked me to go slower. I asked if I should use some Vaseline and he declined. He took his time and finally announced that was going to cum. And boy did he blow a huge load!
I grabbed a towel, cleaned him up and he said that felt really good. Then we just lay there and talked for sometime. I asked if he was gonna get mad like the last time and he said no. He lied as he did get mad at a future time. Will get to it when it comes to that part.
My friendship with Rob started to take an interesting turn. He was seemingly straight as an arrow with no history of sexual experiences with men. I wondered but never ruminated on that thought as I was really enjoying this deep emotional connection plus two sexual encounters. And the second encounter did not turn him off.
More to come.
Dang it keeps getting juicerMy next encounter with Rob.
For context, I do want to mention again that Rob had an almost insatiable sex drive.
Rob was heading in for a shower. He was informing me in case I needed to use the bathroom. He would take more time than usual as he was going to shave his pubic hair. I told him I was meeting my girlfriend for lunch so he could take all the time in the world. The day went by. In the night, Rob and I were having our usual chat about life, clinical work, girlfriends, etc. Then the topic came to shaving pubic hair. I told him what/how I do it. He said he wasn’t able to shave certain hard to reach parts and he was also super scared of nicking himself. I casually told him that I can help with that. He was a little taken aback and asked if I was sure about it. I responded that I have no problem doing it. He agreed and we decided to do it the next morning.
The next day, he was about to hop into the shower and checked if I was ready for the shave. I said sure. He stripped and was ready. I grabbed the shaving cream, razor and knelt on the floor to apply the shaving cream. I first checked to look for the unshaved areas. There were a couple of spots on the inner side of his thighs, right next to his balls. There were more spots on his balls. I never intentionally touched or held his balls. It was always incidental when I gave him a massage or a handjob. This was the first time and I was so damn excited. His balls were pretty good sized and low hanging. Perfect shape and size. I mentioned the areas to him. He said fine and told me to go ahead. I applied the shaving cream, shaved but took my own sweet time as I was so turned on with holding his balls, maneuvering them and thinking this may be my only chance. So I took total advantage of the situation. He thanked me for helping him.
I was rock hard all throughout so right after he was done with his shower, I went in for a shower and jerked off!
Later in the evening he told me that his balls were smooth and felt so good to touch. He never knew this sensation and he was totally digging it. He thanked me again.
Two days later, we were going to a mutual friend’s birthday party in the night. That morning, Rob worked out at the gym. Told me he was sore and asked if I could give him a massage after the birthday party. I told him yes if the party ends at a decent hour and if we were not too drunk/tired.
That day, many thoughts were running through my head. I wondered how comfortable Rob was getting with me, openly talking about things sexual, the sexual encounters that we had,etc. But then I also wondered about how he never really seemed comfortable talking about the handjobs. He never questioned my sexual orientation, or touched me in a sexual manner. In fact, there were no discussions about them. I wondered if I should try and push things a little more or if I should just go with his pace and direction. I was confident that I was never going to lose him as a friend but I also didn’t want any type of awkwardness between us.
The party was a lot of fun, drinking, dancing! It ended later than anticipated but no one was watching the clock. We just wanted to have fun. Rob left the party with his girlfriend and he told me that he may come back to the house later or the next day. I came back home. Rob came home a couple of hours later. He changed into his shorts and started reading a book. I was on the phone with another friend. I was very conscious of not making the first move. He spent time with his girlfriend so I imagined that they must’ve had sex and that he was spent. So I just acted cool, some small talk. Another few minutes passed then he was like ‘how about that massage now’ and told me his muscles were sore. I joked if sex with his girlfriend tired him out even more. He responded that she was having her period so they made out and she gave him a blowjob. Then I told myself that he just wanted a massage, nothing extra and went in with that mindset.
I told him to get ready for the massage. He said that he would just lay there on the bed and for me to do all the work. I told him that I bought a massage oil for him that day and he was fine with it. He asked for the lights to be turned off. We did have a night lamp and there was enough light for me to move around. He took his shirt off. I started the massage with his upper back, neck and legs. I rubbed the massage oil all over and he said it felt great. He told me to peel his shorts and boxers off whenever am ready. I did that and started massaging his glutes. He specifically mentioned that it was his leg-day at the gym so I made sure that I covered all the muscles in that region well. When I was done, I told him to turn around. He did. I could see that his cock was semi-hard. I massaged his chest for a bit and moved to his legs. His thighs were sore, so I spent quality time on massaging them. I was debating in my head if I should make small moves. While massaging his thighs, I deliberately kept stroking or touching his balls. I shaved them the other day so I told myself he would be fine with it. They were clean-shaven and smooth. I never massaged his groin or any place close to his cock. I tactfully avoided them this time as well but kept up with rubbing his balls with the massage oil while working on his thighs. I mentioned how smooth his balls felt. He agreed and said the massage oil feels great. He told me to apply some more oil on his balls. I looked at his cock and it was rock hard. I was surprised that he was dripping with some pre-cum because he got a blowjob just a few hours ago. My trick was working, he was loving it and I was ecstatic. I slathered some more oil on his balls and started rubbing them. I could hear him moan at times and he was obviously very turned on. I heard him whisper ‘can you suck my cock’. But I wanted to absolutely be sure about it so I told him I didn’t hear what he said. He asked again if I could suck his cock. I told him as long as he was comfortable with it. He said yes, go ahead. My heart was racing and I was super excited. I first grabbed his cock, rubbed it and then slowly started using my tongue. Tasted his pre-cum and that felt amazing. I wanted to give it my all, didn’t want to rush it, pleasure him sensually. At times cupping his balls, rubbing them. I must’ve sucked for at least 20 minutes with short breaks in-between doing other things. I wanted to lick his balls but didn’t wanna freak him out. He was really enjoying it, took his own sweet time. He told me when he was about to come so that I could avoid swallowing. I wouldn’t have minded but I just followed his directions. He came and again a big load! I cleaned him off. He said that felt amazing.
MOOOOOOOOOOOAAAAAAR!My next encounter with Rob.
For context, I do want to mention again that Rob had an almost insatiable sex drive.
Rob was heading in for a shower. He was informing me in case I needed to use the bathroom. He would take more time than usual as he was going to shave his pubic hair. I told him I was meeting my girlfriend for lunch so he could take all the time in the world. The day went by. In the night, Rob and I were having our usual chat about life, clinical work, girlfriends, etc. Then the topic came to shaving pubic hair. I told him what/how I do it. He said he wasn’t able to shave certain hard to reach parts and he was also super scared of nicking himself. I casually told him that I can help with that. He was a little taken aback and asked if I was sure about it. I responded that I have no problem doing it. He agreed and we decided to do it the next morning.
The next day, he was about to hop into the shower and checked if I was ready for the shave. I said sure. He stripped and was ready. I grabbed the shaving cream, razor and knelt on the floor to apply the shaving cream. I first checked to look for the unshaved areas. There were a couple of spots on the inner side of his thighs, right next to his balls. There were more spots on his balls. I never intentionally touched or held his balls. It was always incidental when I gave him a massage or a handjob. This was the first time and I was so damn excited. His balls were pretty good sized and low hanging. Perfect shape and size. I mentioned the areas to him. He said fine and told me to go ahead. I applied the shaving cream, shaved but took my own sweet time as I was so turned on with holding his balls, maneuvering them and thinking this may be my only chance. So I took total advantage of the situation. He thanked me for helping him.
I was rock hard all throughout so right after he was done with his shower, I went in for a shower and jerked off!
Later in the evening he told me that his balls were smooth and felt so good to touch. He never knew this sensation and he was totally digging it. He thanked me again.
Two days later, we were going to a mutual friend’s birthday party in the night. That morning, Rob worked out at the gym. Told me he was sore and asked if I could give him a massage after the birthday party. I told him yes if the party ends at a decent hour and if we were not too drunk/tired.
That day, many thoughts were running through my head. I wondered how comfortable Rob was getting with me, openly talking about things sexual, the sexual encounters that we had,etc. But then I also wondered about how he never really seemed comfortable talking about the handjobs. He never questioned my sexual orientation, or touched me in a sexual manner. In fact, there were no discussions about them. I wondered if I should try and push things a little more or if I should just go with his pace and direction. I was confident that I was never going to lose him as a friend but I also didn’t want any type of awkwardness between us.
The party was a lot of fun, drinking, dancing! It ended later than anticipated but no one was watching the clock. We just wanted to have fun. Rob left the party with his girlfriend and he told me that he may come back to the house later or the next day. I came back home. Rob came home a couple of hours later. He changed into his shorts and started reading a book. I was on the phone with another friend. I was very conscious of not making the first move. He spent time with his girlfriend so I imagined that they must’ve had sex and that he was spent. So I just acted cool, some small talk. Another few minutes passed then he was like ‘how about that massage now’ and told me his muscles were sore. I joked if sex with his girlfriend tired him out even more. He responded that she was having her period so they made out and she gave him a blowjob. Then I told myself that he just wanted a massage, nothing extra and went in with that mindset.
I told him to get ready for the massage. He said that he would just lay there on the bed and for me to do all the work. I told him that I bought a massage oil for him that day and he was fine with it. He asked for the lights to be turned off. We did have a night lamp and there was enough light for me to move around. He took his shirt off. I started the massage with his upper back, neck and legs. I rubbed the massage oil all over and he said it felt great. He told me to peel his shorts and boxers off whenever am ready. I did that and started massaging his glutes. He specifically mentioned that it was his leg-day at the gym so I made sure that I covered all the muscles in that region well. When I was done, I told him to turn around. He did. I could see that his cock was semi-hard. I massaged his chest for a bit and moved to his legs. His thighs were sore, so I spent quality time on massaging them. I was debating in my head if I should make small moves. While massaging his thighs, I deliberately kept stroking or touching his balls. I shaved them the other day so I told myself he would be fine with it. They were clean-shaven and smooth. I never massaged his groin or any place close to his cock. I tactfully avoided them this time as well but kept up with rubbing his balls with the massage oil while working on his thighs. I mentioned how smooth his balls felt. He agreed and said the massage oil feels great. He told me to apply some more oil on his balls. I looked at his cock and it was rock hard. I was surprised that he was dripping with some pre-cum because he got a blowjob just a few hours ago. My trick was working, he was loving it and I was ecstatic. I slathered some more oil on his balls and started rubbing them. I could hear him moan at times and he was obviously very turned on. I heard him whisper ‘can you suck my cock’. But I wanted to absolutely be sure about it so I told him I didn’t hear what he said. He asked again if I could suck his cock. I told him as long as he was comfortable with it. He said yes, go ahead. My heart was racing and I was super excited. I first grabbed his cock, rubbed it and then slowly started using my tongue. Tasted his pre-cum and that felt amazing. I wanted to give it my all, didn’t want to rush it, pleasure him sensually. At times cupping his balls, rubbing them. I must’ve sucked for at least 20 minutes with short breaks in-between doing other things. I wanted to lick his balls but didn’t wanna freak him out. He was really enjoying it, took his own sweet time. He told me when he was about to come so that I could avoid swallowing. I wouldn’t have minded but I just followed his directions. He came and again a big load! I cleaned him off. He said that felt amazing.
Great story, well told. I can totally relate, but only as one of my most arousing fantasies.I have been intending to share this very relatable, interesting phase of my life for a long time. Work and family life keep me very busy so that is my only excuse for not sharing this sooner.
I have always been a closet bisexual since my teen years.
I lived in a shared 3-bedroom house in med school with 2 guys in each room. The arrangement was that if one of our girlfriends spent the night, then the roommate would sleep in the living room. We were all friendly, had good camaraderie, living a hectic school life so the arrangements were all well-respected.
After the first year, my rommmate moved into a new place with his girlfriend and I got a new roommate. Let’s call the new roommate Rob. Rob and I remained as roommates till we graduated from med school (about 4 years) and a year after that as well, became best friends with a deep emotional connection and more.
Rob was handsome, introvert-ish and very intelligent. He also was a big flirt and dated a few girls through med school and after. When he moved in, he was dating this girl. Since she was still living with her parents, they didn’t need our room to spend nights together. I was single at the time. His GF also became a good friend. In fact, we were a part of a close knit group of friends who always spent time together, going out drinking, movies or studying for exams.
Being roommates and having the same classes, Rob and I got to spend a lot of quality time together. We both partied a little more than others so many times it was just the both of us drinking at a bar or at home and getting into deep-meaningful-philosophical conversations. We also talked about our sex lives with no inhibitions like our jerking off routine, likes/dislikes and more.. But I never dared to tell him (or my other friends) about my sexual orientation. I never sought or hooked up with another guy during those years. I lived a straight life dating a couple of girls. My reasons at the time were fear of being outed and possibly risking any distance between the both of us. Our bond and friendship was more important than anything sexual.
I always wondered, fanatsized about getting sexual with him but there was absolutely no way of that becoming a reality. Med school academically is hard, especially exam phases are tiring and exhausting. We hardly had time to hang out with our girlfriends and it was all understandable as they were going through a similar phase.
Rob and I studied together, discussing, testing each other and we used to get pissed drunk during any break that we could get. One night, we were tired, drunk and having our usual conversation. Rob said his body ached and mentioned that he would try and get a massage from his GF when they meet next. I told him that I could give him a body rub if he was up for it. He was mighty glad and readily accepted it. The only extent that we ever saw each other naked was in our underwear. So he had no inhibitions stripping to his undies for the massage. He laid down in a prone position first and I started rubbing his shoulders, back, legs. Next he was supine and I rubbed his chest, thighs and legs. That was it and he really liked it. I was delighted at the chance of getting to do it.
The massages kept happening more frequently without ever being anything sexual. That went on for sometime. There were times where I noticed his underwear bulge would be more prominent than usual. We also laughed it off a few times. One evening, we woke up after a long nap, lazy, and tired. We went out, grabbed some dinner, had a few drinks. We drank some more after we got back home. We turned off the lights to sleep. After a few minutes, Rob asked if I was up for giving a massage. I was fine with it. I was about to turn the light on and he told me not to. I wondered for a quick second but didn’t think much of it. He stripped to his undies and I was completely clothed as usual. I started rubbing his back, legs. He asked me if I was okay if he took his underwear off as he had a hardon and it was getting uncomfortable laying prone on his hard dick. Why would I say no? He took off his underwear. I could feel my heartbeat getting faster but I acted nonchalant. Then he turned around, I gave him the usual massage, taking extra precaution to avoid bumping into his hardon. That was it.
As time went by, Rob became more comfortable stripping naked during a massage but he always hinted at the lights being off and I never wanted to make him feel uncomfortable. So it always happened in the dark at nights. It was also the best time as other housemates would be sleeping so no danger of getting caught.
One night, while getting ready for a massage, the table lamp was on so I asked if I should to turn it off and he said don’t bother. I wondered for a second but again didn’t want to read much into it. He stripped, I started massaging his back, legs and by then he was also comfortable getting his buttocks massaged. He turned around and there it was! I finally saw his erect cock. I was completely mesmerized but had to act nonchalant. We always talked during the massages but this time he became kinda quiet. I noticed his cock throbbing a few times. I never massaged anywhere near his groin area and always tactfully avoided that area. While massaging his thighs, he told me not to mind his erection, that he was just horny and turned on. He specifically told me not to pay any attention to it. I continued on with the massage. My heartbeat was fast, I was getting hard and I could totally feel this endorphin rush inside my body. I went back to massaging his thighs when he grabbed my hand and pulled it towards his cock. He also muttered if I was okay with it. I said I was fine as long as he was comfortable. He was. So he made me grab his cock. Damn! This peak of excitement has been an unforgettable moment of my life. It was obvious what he wanted so I started to jerk him off until he came. The moments after were just silent, he got up, took a T shirt, cleaned off the cum, turned off the lights, said goodnight and slept off.
The next day was very awkward. He seemed upset and easily irritable. We had classes and a busy day, he spent the night at his GF”s place. The following day, a group of friends went out for a movie, dinner and drinks. He still seemed upset so I just let him be and this was not something we could’ve addressed when others were around.
2 days later, he told me that we need to talk. We went out in the evening and talked. He was angry at himself that he went that far. He blamed it on the alcohol, exam stress and the dry spell that he was going through. He blamed me partly and I kinda defended myself that I did not initiate it. His response was I could’ve stopped it. I told him that I was absolutely comfortable doing it only because of our deep emotional connection and it did not bother me at all. I told him that it seemed very organic for me considering how close we were. He said he didn’t want that to ever happen again. I said fine and we hugged it out. We were back to being the small old friends minus the massages.
That pact didn’t last for long. To be continued…….
Great writing.I have been intending to share this very relatable, interesting phase of my life for a long time. Work and family life keep me very busy so that is my only excuse for not sharing this sooner.
I have always been a closet bisexual since my teen years.
I lived in a shared 3-bedroom house in med school with 2 guys in each room. The arrangement was that if one of our girlfriends spent the night, then the roommate would sleep in the living room. We were all friendly, had good camaraderie, living a hectic school life so the arrangements were all well-respected.
After the first year, my rommmate moved into a new place with his girlfriend and I got a new roommate. Let’s call the new roommate Rob. Rob and I remained as roommates till we graduated from med school (about 4 years) and a year after that as well, became best friends with a deep emotional connection and more.
Rob was handsome, introvert-ish and very intelligent. He also was a big flirt and dated a few girls through med school and after. When he moved in, he was dating this girl. Since she was still living with her parents, they didn’t need our room to spend nights together. I was single at the time. His GF also became a good friend. In fact, we were a part of a close knit group of friends who always spent time together, going out drinking, movies or studying for exams.
Being roommates and having the same classes, Rob and I got to spend a lot of quality time together. We both partied a little more than others so many times it was just the both of us drinking at a bar or at home and getting into deep-meaningful-philosophical conversations. We also talked about our sex lives with no inhibitions like our jerking off routine, likes/dislikes and more.. But I never dared to tell him (or my other friends) about my sexual orientation. I never sought or hooked up with another guy during those years. I lived a straight life dating a couple of girls. My reasons at the time were fear of being outed and possibly risking any distance between the both of us. Our bond and friendship was more important than anything sexual.
I always wondered, fanatsized about getting sexual with him but there was absolutely no way of that becoming a reality. Med school academically is hard, especially exam phases are tiring and exhausting. We hardly had time to hang out with our girlfriends and it was all understandable as they were going through a similar phase.
Rob and I studied together, discussing, testing each other and we used to get pissed drunk during any break that we could get. One night, we were tired, drunk and having our usual conversation. Rob said his body ached and mentioned that he would try and get a massage from his GF when they meet next. I told him that I could give him a body rub if he was up for it. He was mighty glad and readily accepted it. The only extent that we ever saw each other naked was in our underwear. So he had no inhibitions stripping to his undies for the massage. He laid down in a prone position first and I started rubbing his shoulders, back, legs. Next he was supine and I rubbed his chest, thighs and legs. That was it and he really liked it. I was delighted at the chance of getting to do it.
The massages kept happening more frequently without ever being anything sexual. That went on for sometime. There were times where I noticed his underwear bulge would be more prominent than usual. We also laughed it off a few times. One evening, we woke up after a long nap, lazy, and tired. We went out, grabbed some dinner, had a few drinks. We drank some more after we got back home. We turned off the lights to sleep. After a few minutes, Rob asked if I was up for giving a massage. I was fine with it. I was about to turn the light on and he told me not to. I wondered for a quick second but didn’t think much of it. He stripped to his undies and I was completely clothed as usual. I started rubbing his back, legs. He asked me if I was okay if he took his underwear off as he had a hardon and it was getting uncomfortable laying prone on his hard dick. Why would I say no? He took off his underwear. I could feel my heartbeat getting faster but I acted nonchalant. Then he turned around, I gave him the usual massage, taking extra precaution to avoid bumping into his hardon. That was it.
As time went by, Rob became more comfortable stripping naked during a massage but he always hinted at the lights being off and I never wanted to make him feel uncomfortable. So it always happened in the dark at nights. It was also the best time as other housemates would be sleeping so no danger of getting caught.
One night, while getting ready for a massage, the table lamp was on so I asked if I should to turn it off and he said don’t bother. I wondered for a second but again didn’t want to read much into it. He stripped, I started massaging his back, legs and by then he was also comfortable getting his buttocks massaged. He turned around and there it was! I finally saw his erect cock. I was completely mesmerized but had to act nonchalant. We always talked during the massages but this time he became kinda quiet. I noticed his cock throbbing a few times. I never massaged anywhere near his groin area and always tactfully avoided that area. While massaging his thighs, he told me not to mind his erection, that he was just horny and turned on. He specifically told me not to pay any attention to it. I continued on with the massage. My heartbeat was fast, I was getting hard and I could totally feel this endorphin rush inside my body. I went back to massaging his thighs when he grabbed my hand and pulled it towards his cock. He also muttered if I was okay with it. I said I was fine as long as he was comfortable. He was. So he made me grab his cock. Damn! This peak of excitement has been an unforgettable moment of my life. It was obvious what he wanted so I started to jerk him off until he came. The moments after were just silent, he got up, took a T shirt, cleaned off the cum, turned off the lights, said goodnight and slept off.
The next day was very awkward. He seemed upset and easily irritable. We had classes and a busy day, he spent the night at his GF”s place. The following day, a group of friends went out for a movie, dinner and drinks. He still seemed upset so I just let him be and this was not something we could’ve addressed when others were around.
2 days later, he told me that we need to talk. We went out in the evening and talked. He was angry at himself that he went that far. He blamed it on the alcohol, exam stress and the dry spell that he was going through. He blamed me partly and I kinda defended myself that I did not initiate it. His response was I could’ve stopped it. I told him that I was absolutely comfortable doing it only because of our deep emotional connection and it did not bother me at all. I told him that it seemed very organic for me considering how close we were. He said he didn’t want that to ever happen again. I said fine and we hugged it out. We were back to being the small old friends minus the massages.
That pact didn’t last for long. To be continued…….