Dude 473. I'm amazed these young hotties want to get with me.

So, I was feeling a little deserving of an orgasm, after yesterday's failure to get-off with the Amigo.  He didn't even offer to suck me off.  I guess I could have asked.  But I hate to make my problem his problem.

Nonetheless, I guess I'm using that as justification for getting some on-the-side again.

This morning after the gym, I turned on Grindr.  This guy hit me up and ultimately invited me over for mutual oral.  This was after an exchange of face pics, which I am now much or open to do.  I would say that about 40 percent of the guys I send a face pic, are still interested after I do.  I'm a pretty average looking guy, and hey, we all want handsome ones.  I get it, and I'm okay with it.

So, I shower and get ready for work, but make a detour to this guys place.

I would say he was in his late 20's, trim build, not really muscled, but not fat either.  He had much longer hair than in his picture, which was still damp.  He must have just showered.  I appreciate that.

I let him know via Grindr message that I had arrived and he let me in the front door, shirtless and wearing some blue sweatpants.  He made an apology for the messy apartment, as he led me to his messy bedroom.

He lay back on the bed, while I took off my jacket, then shoes and pants.  I went to him as he reclined on the bed, and tugged at his sweatpants, and ultimately his American Eagle boxer briefs.

His dick was already hard, with a Chaplin mustache style patch of trimmed pubes.  His cock was a similar size to mine but had a pronounced downward curve or "hook" on the end.  I've experience this kind of curved cock before and I like it.

The downward curve fits nicely at the back of the throat, heading down the esophagus instead of up towards the roof of the mouth, by the uvula and the gag reflex.  This is the only type of dick that I can truly deepthroat, which I did right away, and it felt great.

It was only a matter of seconds before I felt his balls, about the same size as mine, pull up tight and disappear into his body, and I feared that he was going to cum really quick and put an end to our fun before we even got started.

Perhaps he feared this too, because he invited me up to join him on the bed and we rolled around a bit, grabbing each other's dick with our hands.

We took turns blowing each other, and he suggested 69.

He lay on his back while I straddled him. This time it was all wrong as the downward curve of his cock was now headed the wrong way in my mouth and prohibited me from taking it as far as I would have liked.  I kept on task anyway, savoring the moment, sucking what I could comfortably and playing with his hairless taint, and brushing his butt hole occasionally.

After a few different positions, I found myself laying back and getting serviced the way I like, and told him I was going to cum soon.  He got an evil look in his eyes, peering out from his shaggy-dog-like long hair, and he went back down on me sucking out my cum and making me shake with delight.  He kept on task for most of it, and swallowed my ejaculate, save the last squirt which went dribbling down my still hard wet dick.

The kid didn't miss a beat and wrapped his hand around my dick and cleaned it off, only to lube up his own staff with it.

I got up and he replaced me on the bed, and I proceeded to repay the favor, although truth be told, I wasn't that horny, and the thought of sucking his dick with a little of my own cum on on it did not really appeal to me in that moment.

But I persevered, and it wasn't that bad.  There must have not been much cum as I couldn't really even taste it, and I sucked him in earnest to try and get him off.

Even though his nuts were still tight up against his body, I could tell this wasn't going to be super quick, and then the kid asked me if I would do him a favor.  Would I lick his nipples?

Well hell ya!  Anything to help out.

He had the most imperceptible nipple I've ever come across.  Then again, nipples in general are not really on my radar, so I guess I hadn't noticed until he asked me to lick them.  It was almost like they were painted on!  Well, I'm exaggerating, but they were smallish and flattish, and I couldn't get a rise out of them, but he seemed to enjoy what I was doing.

The whole time he fisted his dick, and worked himself up to cumming.  Then, he pulled me off his tits, and guided me to his dick and said, "Oh, eat my load man!"

Yah.  No.  I wasn't into it.

But, fair is fair, and he swallowed mine, so I put on a brave face and went back down on him and BLOOEY!  Jet after jet of cum went into my mouth.  I wanted to head for the bathroom sink and spit, or maybe spit into my sock, but I panicked and just decided to bite the bullet.  Or should I say, swallow the bullet.  Gulp, and the problem disappeared.  The little devil on my shoulder said, "there, there, now.  That wasn't so bad, was it."   And it truly wasn't.  No bad flavor or anything.

Had that happened BEFORE I cummed, then I would be all over that moment and savoured every drop, but like many of us asshole guys, the post ejaculatory me just isn't the same horny fucker as the pre-ejaculatory me.

So, I awkwardly searched for my clothes as the kid put on his sweat pants and investigated what he thought was a noise he might have heard, meaning his "roommate" might be home.  Turned out to be a false alarm and he showed me to the door.

Off I went, skipping to work, and dang if the sun didn't appear through the clouds as I drove away.

Just a little update.

Hello faithful reader, if there are any left.

My life marches on, and I'm enjoying everything so far.

A few weeks ago, there was a change in my household.  Amigo has moved in.  Officially.

He was here just about every night anyway, so, what the hell.  I was a bit reluctant, but I did/do see the practicality of it.  The only downside is that if we ever want to split up, he has no apartment to go back to.  I guess I'll burn that bridge when I cross it.

The great sex, without me achieving orgasm still is plaguing me.

Over the President's Day weekend, Amigo had Sat, Sun, Mon, & Tues off from school/work.  That means we had great sex every morning for four days.  I didn't cum once, except when Amigo took away the agony by sucking me off, Tuesday afternoon.  Whew!

Tomorrow, I'm going to try something a little different.  I'm going to use a condom.  I doubt it will work, but it's worth a shot.  My theory for this strange experiment:  What if I'm getting TOO MUCH pleasure?  I think I've mentioned that fucking him is amazing, and there's no masturbation that could equal the satisfaction and pleasure I feel from screwing his ass.  Maybe it's just too good.....??

So, I'll slip on a condom and see if that takes it down a notch.  I've nothing to lose.  I can always peel it off, right?

So, I have been thinking about this problem occasionally, and I remembered a hook-up I had a long time ago.  When I actually researched this particular hook up, I realized it was a VERY long time ago.   The guy that I hooked up with, I nicknamed "Sparky", and just for fun, I thought I might ask him about my problem.  After all, he had masturbated me with clinical precision, and gave me possibly the most intense orgasm of my life.

Here is how our e-mail convo went:


On Feb 25, 2016, at 18:44, 
<slcjackguy@yahoo.com> wrote:

Hey man.  I don't know if you remember me.  From this old e-mail, I guess I met you in July of 2009.

You know your way around the male anatomy and it showed.  

So, you said something to me that day, and it's stuck with me.  You said that you could tell if I was about to cum, and then you said your could stop it by "doing this" and then I think you kind of stroked my dick head, which was super sensitive, but did make my impending orgasms subside.

Is this right?  Did I understand wrong?

I've been thinking about this a lot lately, as I'm having trouble achieving orgasm during anal sex with my boyfriend.  It feels great, in fact almost too good.  I'm wondering if my dick head is being stimulated so much that I'm having trouble cumming.

So, if you have any insights, I'd be happy to hear them.

Let me know, even if I'm totally remembering it wrong.  The whole session with you is a little bit of a blur.  I still believe the orgasm you gave me was about the strongest I've ever experienced in my whole life!

Jack.


From: Fun Guy 
To: slcjackguy@yahoo.com 
Sent: Thursday, February 25, 2016 7:32 PM

I do remember Jack at least I think I do it was a while ago. Lol

So your having a problem cumming or cunning too fast? Is it during intercourse ? I would need to understand more. 

Sent from my iPhone



On Feb 26, 2016, at 06:34, 
<slcjackguy@yahoo.com> wrote:

My problem is that during intercourse, (I'm the top) the feeling is amazing.  Better than any masturbation toy, or hand I have ever experienced.  The sensations are mostly concentrated on the head of my cock as I thrust in and out.  It feels great, it feels fantastic, but for some reason does not result in climax, or orgasm.

I never seem to have this problem with getting a BJ, or jacking off.

Weird, huh?  Less pleasurable activities always lead to orgasm.

I was just wondering if you knew if there was such a thing as "feels TOO good."

Also I remember when you jacked me off, you said you could delay my orgasm by fisting my cockhead, or something like that,  You didn't verbalize it, you just showed me.  It sounded weird at the time, but you certainly did seem to know what you were doing!



Fun Guy Today at 4:36 PM
To slcjackguy@yahoo.com


So you could be over stimulated. Or trying to hard to force something to happen. You might just need stimulated in other ways or it could be just as simple as you're not ready. So many things factor into your climax. 

Have you looked at maybe getting yourself a toy for while you are topping your boyfriend? Maybe you could try a cream to reduce the stimulation to your cock head ( yes that is a real thing). Or depending on how long you take maybe your boyfriend could try doing what I did. 

You are correct in that I massaged the head. It is just a technique not many know. 

Really I could say a lot but it's hard to talk about this in an email. 


So, wish me luck everyone.  And yes, I know that I still have some readers left, and thank you for the comments on my posts, and the private e-mails you send to me.

Jack.

Is there a sex doctor in the house?

Dude 471, an improvement.

I'm not sure why I felt entitled to a BJ today, but for some reason I did.  Valentine's Day is approaching, and Amigo is going to want my affection, placed squarely in his ass.

I came homo for lunch and turned on Grindr.  The words on my profile pic were clear; "I want hed 2day."  When someone hit's me up, I know they are not looking for a coffee date.

So, I didn't mince words and soon the cocksuker was on his way.  I would feed him his lunch today.

The scene was a typical blow and go, like I've experienced many times before.  I put on a favorite Sean Cody porn, and an detached while my new husky cock sucking buddy sucked me off.  The BJ was pretty good.  I both appreciated and detested that Husky was chewing a piece of gum.  Although it just about guarantees fresh breath, his saliva was a little less viscous, acting more like a solvent than a lubricant, and there was just a hint of cool minty-ness that dulls the sensation just a bit.

Nonetheless, as agreed I was able to ejaculate into Husky's mouth and get some much needed relief.   I must say, that despite the mediocre to good bj he gave, the final finish was top notch, keeping my cock in his mouth, and ever-so-gently coaxing out all the orgasm.  It was so much better than jacking off.

Husky refused the handy towel to spit in, instead opting to swallow, and even taking in the remaining milt around his mouth, instead of wiping it off.  Good boy.  It's nice to see some young lads taking pride in their work these days.

Dude 470. Really bad BJ

I should have just stayed at the office for lunch, instead of going over to the 22 year-old's apartment for a quick BJ.

I asked if he swallowed.  He said yes, but then he finished me off with a bad hand job, my cum trail left quagulating on my hairy tummy.  

When I asked him for some paper towels to clean up, he smiled and returned with a roll of thin toilet paper.  What a messy clean up.  There was a lot of excess saliva to mop up too.  It quickly overwhelmed the cheap toilet tissue.

I'm going to chalk it up to a language barrier issue.  I should have just used my limited spanish to confirm everything.

Well, another lesson learned.  Sometimes it's just better to take matters into your own hands.