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The Convention Part 3 of 3

Posted by: Age: 65 Posted on: 11 comments
12 likes 23 views Category: Masturbation Male-Male Tags: masturbation, jerk-off, jack-off, prostate massage, p-spot, prostate

This is Part 3 of a 3 part story.  Although some details like names and locations have been changed, the events are from true experience.  If you have not read parts 1 and 2, I highly recommend you do so.  My username is JJ196765.  You should find the first two parts under that username. My college and graduate school friend, Paul, agreed to share a room with me to help defray hotel costs for each of us at a large business-related convention in Atlanta.  We had each driven to Atlanta from our respective hometowns.  After having taken our showers before bed, we began to masturbate ourselves but shortly began mutual masturbation.  I introduced Paul to prostate massage and he had just experienced his first full-body, true prostate orgasm.  Part 3 picks up the story as Paul was calming down after his first ever prostate orgasm.


Once Paul’s body settled down and his breathing returned to nearly normal, he looked at me and exclaimed, “Wow!  I never knew that massaging the inside of my ass could feel that good and I never thought I could have as huge an orgasm without spewing jizz all over the place.”  “Yeah,” I agreed, “I think most guys think that you have to be gay to enjoy any kind of anal play.  We straight guys just have no idea what we’ve been missing all these years.  I love prostate massages or even just anal play in general.  It surely looked like you had a great time, too.”  “Oh man, did I ever!” he agreed.

“Where did you learn how to do that?”  I looked him in the eye somewhat perplexed and asked, “You really want me to tell you how I learned about prostate massage in the middle of us masturbating each other?”  “Well . . . yeah.  I’m kind of wiped out from that orgasm and need a little rest before we do anything else, so spill.  How did you learn about prostate massage?” he asked again.  “Well, OK.  I guess I can tell you now about it but we’re not done making each other feel good, right?” I asked to make sure we would continue our mutual fun as soon as I was done.  “Yeah, no doubt,” he assured me.  “I just really need a little rest and I want to hear about this,” he explained.

“I had early onset benign prostatic hypertrophy (BPH).  Most people just call it an enlarged prostate.  My doctor recommended I ask Lisa to give me frequent prostate massages to see if they would help to shrink my prostate so I could pee easier and have less pain from my prostate.  He said he couldn’t guarantee that it would help but in many cases, it does help to shrink the prostate so he wanted me to give it a try.  I almost laughed in his face right there in his office.  I mean, Paul, you know Lisa.  Can you picture her being willing to stick her finger up my butt, find my prostate and every few days do what I just did to you?” I asked.  Paul chuckled and said, “Not really.  In fact, I can’t see her being willing to put her finger in your butt for any reason,” he said.  “Neither could I,” I admitted.  “So, I wasn’t about to ask Lisa to do it for me.  Now remember, the only thing that ever touched my prostate up to this point was my doctor’s finger.  It sort of felt good once his finger was in there and every time he checked it I would leak a bunch of pre-cum on the floor but that’s the only experience I had with anything prostate related so I had no idea how good it could actually feel.”

“You know I’ve been having big time problems with back pain, right?” I asked.  Paul nodded.  “Well, I found a massage therapist on Craigslist who sounded like he had really good credentials.  He was willing to come to our house every other week to give me a full-body massage to help me live with my back pain.  After several massage visits, we had become more like friends.  We began to talk freely with each other about ourselves and even started talking about sex and other private things and it turned out that even though he acted very masculine, he was actually gay.  That gave me an idea.  I thought maybe a gay therapist would be willing to give me a prostate massage.  I mean, after all, isn’t that sort of their area of expertise?  So I plucked up my courage and asked him if he had ever given a prostate massage before.”  He said, “Sure, I give prostate massages to several of my clients.”  I explained to him what my doctor had said about how regular prostate massage might help me with my BPH and he asked, “Do you want me to add prostate massage to your regular massage sessions?”  “I think I’d like to at least try it,” I said.  “So, he started giving me one at every visit.  In the beginning, I didn’t have an orgasm from it.  I mean, it felt good but I just couldn’t relax enough to reach orgasm at first but after several times I started getting into it and he helped me relax enough that I started having prostate orgasms at nearly every visit,” I said.

“Now that you have had your first prostate orgasm and know how good they feel, you can imagine, I wanted to experience that orgasm every time he came to the house.  I didn’t really care if it was helping my BPH or not.  It just felt that good.  After having several prostate orgasms, I wanted to understand exactly what was happening up there so I looked up Prostate Massage and Prostate Orgasms on the Internet and learned as much as I could about them and how to do a prostate massage.  Tonight was the first time I ever gave another person a prostate massage.  I hope you don’t mind but you were my guinea pig,” I said.  “You’re shittin’ me!” Paul exclaimed.  “You sure were good at it,” he said.  “Thanks.  You sure looked like you were having a good time,” I said.

“Well, I’ve recovered enough to continue and it’s your turn again,” Paul said.  “What do you want me to do for you next?”  I thought for a minute and asked, “How would you feel about giving me a massage on my back, butt and legs?  You don’t need to do a prostate massage but I would enjoy it if you would play with my asshole a little.  How about it?”  “Man, after what you just did for me, I’ll do almost anything you want me to.  Go ahead and turn over and I’ll get started on you,” Paul said.  So, that’s what I did.  I turned onto my belly and Paul used the same silicone lube I had used on him to begin massaging my back.  He sat on my butt and began massaging my upper back, neck and shoulders.  He used a lot of pressure and squeezed my traps up along my shoulders.  It felt so good I started to feel a wonderful tingling sensation in that area and had goose bumps pop up on my skin.  I was moaning and groaning because it felt so good.  I was surprised he was doing such a good job.  Then he moved his body lower so he could massage my butt.

I don’t know how many of you have had a really good ass massage but if the person doing it is enjoying the process, it really feels fantastic.  Clearly, Paul was enjoying making me feel good.  He worked my glutes with a circular stroke and then changed and started using his fists to work the muscles deeply.  He then changed again so the stroke he was using began to open my ass crack over and over.  I could now feel the cool air hitting my hole.  It made me shiver.

He then squirted more lube in my ass crack and repositioned himself so he could use his dick to rub up and down the cleft over my hole instead of his fingers.  It felt awesome.  I had never felt anything like it before.  When I rubbed Paul’s anus with my prick, it felt great to me but I had never been on the receiving end of this.  I think maybe the biggest reason for my delight was because he was rubbing my hole with his thick, warm, fleshy cock head, not just his finger. His finger had felt sort of hard and stiff when he rubbed it around my hole.  Don’t get me wrong; it felt wonderful to me but the feeling was not as exquisite as his cockhead.  Just knowing it was his cock made the experience taboo.  It felt like any moment it could just slip inside my rectum.  The mental image of that caused me to groan with pleasure.  I couldn’t help pushing my hips up toward his perfect dick.  I had never even thought of someone doing this to me.  After all, I was straight and this was forbidden.  No dick had ever rubbed over my asshole and yet it was making quiver and shake.   I thought to myself, “If getting fucked feels anything like this, I can now understand why gay guys enjoy it so much.”  Of course, I would never go that far with a guy.  That WOULD be gay and I’m NOT gay.  But this was feeling so terrific I had to admit I was becoming very curious about what being fucked by such a perfect dick would feel like.  Would it be painful as I had always thought or would it feel as incredible as this was feeling?  I just couldn’t imagine.

My penis was pointing down toward my feet so I knew when Paul scooted down my legs a little more he could see it extending beyond my balls.  When he slid further down my legs and started massaging my hamstrings, I felt his hands begin to slide up my inner thighs.  This has always been a sensual part of my body.  When my wife wanted to let me know she wanted sex, she would often begin tickling my inner thighs.  Paul seemed to know how good it would feel to me and spent a few minutes barely touching my skin as he rubbed this part of my leg.

He then slid his hand even higher on my inner thigh so it would travel up past my scrotum.  He made sure the back of his hand stroked the side of my balls with every pass.  Paul trickled more lube directly on the under surface of my penis which, in this position, was pointed up toward him.  Then he laid the back of his right hand flat on the bed and extended it up under my dick so the palm of his hand was gently rubbing my cock.  It almost felt like his hand was a flat spatula and my dick was meat on the grill.  He scooped my penis onto the palm of his hand and then circled his fingers around the shaft.  I lifted my body a bit to give him a little more room and in so doing Paul took hold of my entire cock and began stroking up toward my pubic hair and back down over the cock head.  He stroked this way for several minutes and I began to feel I might cum if I let him continue.  I said, “Paul, you better watch it or I’m likely to cum too soon.”  “Oh, thanks for the warning.  I was just sort of into what I was doing and was not paying enough attention,” he said.

“Let’s switch again and I’ll work on you,” I suggested.  “Okay.  How do you want me?”  he asked.  “Lie on your back and let me work on you,” I said.  Paul and I changed our positions so I was now kneeling between his splayed legs.  I dripped more lube on his meaty dick and let it run down over his balls and began stroking his cock again.  I used light pressure to begin with and watched Paul’s face as I did.  His eyes were closed and his moans told me what I was doing felt great to him. I pointed his fat dick up toward his heart and used slightly more pressure and full-length strokes to allow him to feel my hand along the entire length of his shaft and head.  I noticed his toes beginning to curl so knew I needed to adjust things so he would not yet cum.  I changed my stroke so I used less pressure and only stroked his shaft.  I knew from masturbating myself that if I only stroked my shaft I was less likely to cum so I used this same idea on Paul.  It worked well for him, too and he began to slow his breathing and his body stopped twitching.

I was looking into Paul’s eyes trying to gauge his level of excitement when he opened them and began to stare straight into mine.  We held each other’s stare for a long time as if we were gazing into each other’s soul when he whispered, “Have you ever . . . “ but he closed his eyes again and didn’t finish his question.  A couple minute later he opened his eyes again so I asked, “Have I ever, what?”  “Oh nothing.  Don’t worry about it,” he responded.  Still holding his gaze I said, “Paul, we’re really good friends.  Don’t wimp out on me.  Have I ever, what?” I asked again.  He paused a long while continuing to search my eyes deeply as I waited for him to ask his question.  Finally, he softly asked, “Have you ever wondered about . . . about sucking a cock?”  I tried hard to not change my expression or look shocked because I thought this might have been the question that was on his mind and I answered, “Only a few times but tonight is definitely one of those times.  It sounds as though you have wondered about it before, right?” I asked.

“Well . . . not until after you gave me that unbelievable prostate massage but . . . yeah, since that was new to me and felt so good, I did begin to wonder what it would feel like to suck a guys’ cock and have a guy suck me off.  I’m going to tell you something you can never tell anyone else, okay?” he asked.  “Sure.  You can trust me,” I assured him.”  And until now, I have always kept that promise.  “Well, maybe Lisa gives you fantastic blowjobs but Sarah has never been able to make one feel very good to me.  I almost have to beg her for a blowjob and I don’t think she really even wants to learn how to make it feel good for me.  Tonight, after you gave me my first prostate massage and I was coming down from it, I began to wonder if a guy would just somehow know how to do it better than Sarah does?  Well, really . . . I began to wonder if YOU would give a better blowjob than Sarah does.  And I began to wonder what it would feel like to have your cock in my mouth.  I hope I didn’t just kill our friendship by saying that.  Do you think that’s weird?” he asked.  I paused for a few seconds so I was sure I had his full attention and said, “I don’t think that’s weird at all,”  “We’ve done some things to each other tonight we have never done with a man before so I think it’s natural for us to wonder about other things, too.”

“So, are you ready for me to try sucking you off?” I asked him.  I noticed his cock jump when I asked the question.  Clearly, his dick had given his answer but I wanted to hear him say it aloud so I waited.  “Yeah, I think I’m ready for my first blowjob by you,” he answered.  I smiled at him and placed his cock flat against his abdomen pointing toward his chest.  I opened my mouth and licked the under side of his dick with the flat of my tongue.  I was a little worried about the taste but knew I enjoyed the taste of my own pre-cum so felt fairly certain I would like his as well.  I groaned as I licked his dick from the base to the tip.  Paul shuttered as I crossed over his frenulum.   I pictured having a lemon in my mouth and instantly had more saliva in my mouth.  I licked his dick again from base to tip as I had the first time but deposited much more spit on it this time.  Each time I licked his dick this way the sounds that came from each of us made it clear we were both having a wonderful time.  I then placed my upper lip on one side of his dick, lower lip on the other and used the tip of my tongue between the two to give Paul’s cock even more slick, wet coverage as I quickly went up and down his prick.  He was in heaven and I hadn’t even taken most of his cock into my mouth yet.

Now it was time for me to take as much of Paul’s penis in my mouth as I could.  I held it at the base, opened my mouth as widely as I could because his penis was so thick and engulfed his spongy, cut head.  I swirled my tongue around the head on the surface of his glans, played in his slit, and then licked his corona several times before covering my teeth with my lips and impaling my mouth with as much of his 7.5 inches as I could.  I only got about half of it in the first time but decided not to push it too far this first time because I didn’t want to set my gag reflex off.  Instead, I used my warm, wet mouth on the top half of his dick and used my well-lubed hand to massage the rest of his shaft.  It was clearly feeling good to Paul because I could tell he was getting very close to spewing his jizz in my mouth.  I wasn’t sure I wanted to take his semen this first time but decided to just see what would happen when he got even closer to cuming.

I wanted to make Paul’s erotic pleasure last a little longer even though I could tell that he was beginning to get desperate to cum, so I released his penis from my mouth and licked his salty, sweaty abs up to his chest.  I wanted to give his nipples more attention while I let his dick calm down a bit.  I used my tongue to lick around his left nipple in much the same way I had his dickhead.  I swirled round and round and then stiffened the tip of my tongue so I could flick his nub with it.  Paul was going crazy making all kinds or sensual sounds and shivering.

As I continued to work his nipples, I noticed his cock was leaking lots of pre-cum; so much, in fact, it was running down his shaft and over his balls.  I’ve always liked the taste of my pre-cum and had learned earlier that I liked Paul’s so seeing the copious amount of pre on his dick and balls gave me a strong desire to taste more of it straight from the source.  I slid back down between Paul’s open legs and began to lick the puddles of pre-cum I found on his scrotum.  After cleaning his balls, I went back to his cock and again took as much of it in my mouth as I could and sucked pre straight from his slit and off his shaft.  It tasted wonderful and I noticed I was as hard as a rock.  I was enjoying this much more than I thought I would.  Remembering that Paul had bathed well before we began our fun, I decided to do something that a few minutes ago I would have considered absolutely out of the question.  I raised is legs and began to lick all around his asshole.  I was a little surprised because it was in no way nasty, as I feared it might be.  Instead, it only tasted of pre-cum.  The only other flavor was a clean, freshly washed taste.  I could tell Paul was shocked and yet really turned on by this.  I chose to continue giving his ass and ‘taint attention.  Paul was moaning, grunting and saying all kinds of things I never expected to hear from him.

I became tired of holding Paul’s legs up so I let the fall back to the bed and again took hold of is dick and began to stroke with more earnest.  Finally, Paul’s voice broke as he begged, “Please make me cum.  I’ve got to cum . . . Please!”  I began to feel the power I had over him so to torture him a bit more I said, “No, I don’t think it’s time for you to cum yet.  I think you need at least 10 more minutes, don’t you?”  He shouted, “NOOO.  I need to cum now.  Please let me cum.”  His legs were shaking and bouncing up and down on the bed.  His toes were curled and his hands were grasping the bed sheets like he was afraid they would get away from his grasp.  My hand went back to his rock solid, pulsing cock.  I directed his cock toward his feet and began to stroke with more pressure on the shaft and finished on his glans with a rotation.  It was clear Paul was only seconds from blasting his cum but I had another idea so I suddenly stopped everything I was doing.  Paul reached for his cock to finish himself off but I grabbed them in mid-air and practically yelled, “Don’t you dare touch that cock!”  It was no wonder he didn’t touch himself because I almost scared myself with the sound of my voice.

“OK Paul.  Get up on all 4’s.”  “What?” he asked.  “Get up on all 4’s and I’ll finish you off.”  Although he looked sort of pissed that I was making him change positions again when he was so close to cuming, he did as I instructed.  I squirted more lube on his asshole.  When he felt the cold liquid, Paul glanced over his shoulder and with first a question on his face and then a smirk on his lips he looked into my eyes.  He had figured out what was coming and he liked the idea.

As I entered his hole and again found his prostate, I reached under him and grasped his cock.  In earnest, I began to jack his cock while massaging his prostate.  Paul grunted with every press into his P-spot and every pull on his dick.  “Ohhh shit!  Damn that feels good.  Fuck my ass.  Fuck it hard with your finger.  Paul was thrusting into my hand with gusto and at the same time, he was finger fucking his ass with each withdrawal of his penis from my hand.  All I was doing at this point was trying to keep each of my hands as steady as possible.

I could tell the time had come when he shouted, “Ohhh FUUUCCK!”  I watched as he spewed his semen all over the bed beneath him.    Sweat was running off his back, down over his muscled butt and dripped to the bed from his scrotum.  Sweat was also rolling down his face and falling while even more was running down the front of his body and raining from him onto the bed.  His breathing was as hard as if he was finishing a marathon run.  I had never seen anything like it before.  Of course, I was the only man I had ever “seen” have an orgasm but I didn’t think I ever looked like Paul did now.  Suddenly, he grabbed my hand from his penis to stop my milking action.  “Too sensitive,” he gasped.  “Too sensitive,” panting every breath.

With those words, Paul’s arms and legs seemed to lose all strength and he collapsed face down into the semen and sweat covering his side of the bed.  The hair on his butt was matted with sweat.  Well, really, all the hair I could see on his quivering body was matted with sweat.  Even though he was a complete mess, he still somehow looked sexually beautiful.  I always loved it when my wife looked liked this after a passionate session of great sex but there was something different about seeing a man this way.  His body was still strong, hard and virile and he smelled strongly of sex.  I liked that smell but I thought my response to it a bit strange.  I had a rock solid erection and I wanted to cum.  As I watched him, though, I saw his eyes close, open again for a few seconds and then close again in exhaustion.  Within seconds of them closing, I heard his breathing settle into a quiet, rhythmic pattern.  Paul was sound asleep.

I, too, was tired from the long day and all the activity we had tonight but I was strongly sexually aroused.  I hadn’t cum yet and I wanted to.  Should I let Paul sleep for a while and then wake him to have him take care of me?  Should I just let him sleep and take care of myself?  Should I just turn off the lights and let him sleep the sleep of the sex?  Part of me was proud I had given him so much pleasure he had collapsed.  But another part of me was getting pissed.  Come on . . . I just gave him the orgasm of his life and what does he do?  He falls asleep!!  By now, I was so perturbed about my situation my once hard dick was beginning to collapsed just as completely as Paul’s body had.  As I lied there thinking about what I should do, I realized my dick had finally completely given up and gone to sleep.  I was also now exhausted and our first meeting of the conference would be starting in just a few short hours so, I turned off the light and turned on my side into my sleeping position.  I yawned and thought, “Tomorrow is another day . . . We have two more nights here . . . I need to sleep.  Paul’s breathing . . . steadily . . . was soothing me into sleep.  Just sleep . . . Just slee . . .”

NOTE TO READERS:  Concerning Prostate Massage

The following year when I went to my doctor for my yearly physical, as always, he checked my prostate.  When he was finished he said, “Well, whatever you’re doing for your prostate, keep doing it because now you have a prostate of a 20 year old.”  He had forgotten about telling me to get regular prostate massages but I reminded him so he would know, in my case, they had worked perfectly.  Oh yeah.  In my case, those prostate massages had worked “explosively” almost every time.  JJ

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