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My Sexual Breakthrough Moment

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In this episode, we share the sexual breakthrough moment of one podcast listener. Then we explore how you can create your own breakthrough moments to level up your sex life.

Click here for more prostate masturbation strategies and links to prostate masturbation toys like the Aneros.

Here is the full letter that inspired this episode:

Dear Pleasure Mechanics:

First, Chris, I was very sorry to hear about your recent health scare.  It sounded truly terrifying but I’m glad to hear that you’re doing better and your health is back under control.

I’m writing to you two because over the past few years I’ve been interested in learning more about prostate stimulation, but my exploration has pretty fruitless-until recently, and there isn’t anybody else I can talk to about this subject.

Like I said, I’ve read a fair amount about the subject, listened to your podcasts on prostate stimulation, and even bought an Aneros.  I tried following the instructions, but every time I inserted it (usually in bed, on my side with one leg pulled towards my stomach), and tried to relax, nothing happened.  I settled into a pattern; every few months, I would make an attempt or two, nothing would happen, and I’d give up for a while.  I bought a newer Aneros model, one with a more comfortable coating, but still no breakthroughs.

Very recently, I thought it might be better to try a finger.  I bought some latex gloves, lubed up my index finger, and tried to gently insert it.  This time I tried standing up instead of being in bed.  I more or less struck out the first two times, but a couple of days ago, by really concentrating on syncing my breathing and “bearing down,” I was able to pull the finger in.  By flexing it forward, I was able to just touch my prostate, but only barely, and the position wasn’t that comfortable.  I was going to give up again, but for whatever reason I told myself “no, you made progress today, and we’re going to keep trying!”

 I got my Aneros, lubed it up, and began to insert it, using the same technique as my finger.  I suspect the insertion of my finger warmed the area up, and over the course of a minute, I was able to slide it in.  Instead of just trying to breathe, I put on a video of an erotic massage and began to masturbate.  After about a minute, I could feel the Aneros slide further within me, until it must have made contact with my prostate.  When it did, I looked down at my cock and it felt…different, the hardness seemed to extend into my body (I know you two have pointed out how much of the penis is internal but I never felt that sensation before).  My cock, already hard, began to get much harder than I could ever remember and its head was much more swollen than usual.  Things began to blur but even though I usually masturbate “dry,” I grabbed some lube, covered my cock, and really began to pump, focusing much more on my cockhead than I usually do.  I honestly can’t recall being that turned on before. I tried to bear down about every five seconds and I could feel the Aneros milking the prostate.  And then after a minute-I got some “milk,” as fluid began to seep out of my cock. At first I thought I was coming but after the first shot of fluid my cock somehow managed to get harder, not softer.  It became difficult not to vocalize and I began to groan, and over the next ten to fifteen minutes, I managed to have at least ten more eruptions of fluid, my cock staying in that ultra-hard state.  I really didn’t know what to think, each release of fluid felt wonderful, but in a very different way than a “standard” orgasm.  The sensation was much more sustained and rather than draining it seemed to energize me.

Even though it seemed like I must have completely emptied my prostate, I decided to try again the next night.  Insertion was a little more difficult (I should have warmed up more) but again I was able to get the Aneros pretty far in, and I lubed up and began stroking my cock quicker than the previous time.  I couldn’t believe it-not only was I able to get just as hard as before, but the sensations, both from my cock and my prostate, were even more intense.  Every time fluid seeped out, it just added fuel to the fire.  I really just put caution to the wind-stroking, squeezing and grunting,-it was primal in the best sense of the world.  When I was finished I was completely drenched; I had managed to break through and have two terrific experiences in as many days.

I’m sorry for the length of this message, but like I wrote earlier, I’ve been trying to get to this point for years, and I don’t have anybody in my circle who I feel comfortable talking about this subject.  Please know that your podcasts and advocacy for prostate massage, as well as for more attention to male sexuality in general kept me interested in the subject.  In your podcast on hand jobs both of you talked about the importance of men being able to revel in their arousal for their own sake, separate from penetration.  I usually just stroke long enough to get hard, often in the dark, and then finish myself off in other ways, so it really felt empowering to stand up, feel the fullness in my butt and the stimulation of my prostate, and to see my cock, already erect, get much harder and then to see fluid shoot out, multiple times.  Even after the pleasure subsided there was a real sense of accomplishment, totally removed from any shame or disgust.  So I’m glad I didn’t give up, and in a few days time I’m going to try and put what I’ve learned to good use and hopefully have an even better experience.

I have just a couple of quick questions, again thanks for indulging me for this long.

1) when I was masturbating my balls also got very aroused and pulled close to my body, but I really wasn’t able to do much in the way of stimulating them. I don’t think you’ve done a podcast on touching the balls but if you have any tips that would be great.

Click here for tips on how to touch balls!

2) In my case it seems like I really needed penile stimulation combined with the Aneros to get thing going; before when I just would just insert it and try to breathe nothing much happened.  I know everyone’s body is different, so there’s no reason to think that prostate stimulation combined with working the cock is a lesser experience, is there?

Pegging and Prostate Play

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Pegging is when a female wears a strap-on dildo to anally penetrate a man. The term “pegging” was coined by Dan Savage’s audience. Previously, terms like “bend over boyfriend” were used to describe the same act.

There is nothing new about pegging. Versions of strap-on dildos have been depicted in erotic art for thousands of years! In recent years, however, more men are coming out about their desire for anal penetration. As more men openly discuss the pleasures of pegging, it gives other men permission to explore this sex act and discover just how orgasmic it can be.

Pegging and prostate stimulation go hand in hand. Before you go all the way with pegging, it is essential to explore anal penetration with fingers and small toys. Fingers are the best tools for anal penetration and prostate stimulation.

Many men report that prostate stimulation leads to the strongest, most intense orgasms they have ever experienced. In this interview with Cooper S. Beckett, he describes his first prostate orgasm, and experience he says totally changed his sex life forever! Cooper reports that once you “level up” your orgasms with prostate stimulation, every other orgasm you experience can be more intense.

So if you are curious about pegging and prostate play, tune in to this podcast by hitting the “play” button at the top of this page.

Ready to discover the power of prostate orgasms for yourself? Check out the Prostate Massage Mastery Online Course now!

Cooper is the founder of LifeontheSwingset.com & host of its swinging & polyamory podcast. He speaks and teaches classes on pegging, swinging, polyamory, play parties, and non-monogamy. He has written two books.My Life on the Swingset: Adventures in Swinging & Polyamory & a new novel about swinging, A Life Less Monogamous. Use the code “pleasure” to get 10% off the new book!

You can get his book My Life on the Swingset: Adventures in Swinging & Polyamory as a FREE audiobook on Audible.com with your free trial membership. Click here for your FREE audio book!

Prostate Milking

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What Is Prostate Milking?

Prostate milking involves direct stimulation of the prostate gland with the goal of expressing prostatic fluid, with or without orgasm. Prostate milking uses a finger or toy inserted anally to reach the prostate gland, which is then stimulated using a variety of techniques.

Many men report that prostate stimulation leads to the most powerful orgasms of their lives. Yet many men are hesitant to explore prostate milking or massage. Many believe that involving anal stimulation in their sex lives might confuse their sexual orientation. This is simply not true: men of all sexual orientations have the same sexual anatomy and can enjoy erotic stimulation of all kinds. Sexual orientation is determined by who you are attracted to, not what you do in bed!

Will Prostate Milking Get Me Addicted?

Some guys are worried that they’ll get “addicted” or “hooked” to the intense pleasures of prostate milking. While you may experience a peak erotic experience through prostate milking, it won’t ruin other pleasures. Think of a great steak dinner – you may love it once in awhile, but it doesn’t make a great burger any less pleasurable!

How Do I Get Started With Prostate Milking?

Ready to explore prostate stimulation? Check out the Prostate Massage Mastery Online Course to learn everything you need to know in the privacy of your own home!

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This episode was recorded in response to the following question, submitted via email.

First, I can’t believe I am about to type this out….

This morning I decided to pleasure myself and add some prostate stimulation to the mix using a little curved glass number in the collection. Do I really need the default ‘butt play’ disclosure of ‘Im not gay’? but damn if it doesn’t feel good.

So this time I decided to fully commit, no ‘just the tip’. I decided to go for it and determine if the legend/myths were real; I already knew it felt good but not to the extent of milking…My experience this morning led me to your site because it was so mind blowing I needed to do more research.

In the milking process the site says you will get a small amount of fluid in the prostate released which would be clear. This did happen to me, HOWEVER, it was feeling so good I abandoned my man parts and focused strictly on the massage; what happened next is the reason for this long question. I reached this climax where clear liquid shot out of my mini me for about 7 or 8 seconds;I couldn’t stop it. It felt friggin insanely awesome at the same time I am freaking out.

after it was over I wasn’t disgusted with myself (I usually am) I was high, euphoric even. In my panic I am grabbing feeling smelling this liquid wondering did I piss myself or what! I noticed the clear liquid was slick like a lube, like the pre-cum but not tacky at all, pure watery. I kept smelling my hands and grabbing the sheets and taking huge wiffs and got nothing. I was now intrigued and decided to use it to go at it the old fashion way. My brain has been consumed with this all day! What the heck was all that  fluid!

The weird part is I think I mentally broke myself; I don’t think I will ever view me the same way…I thought I knew everything and have done everything when it comes to sex; my wife even says I should have been a sex expert…I loved what happened but am scared that if I do it again, it may become an addiction to where it would be my preferred method of pleasure and I would lose the love of a regular climax.
This is not a joke, I am not a troll, I didn’t make this up…I just wanted to tell someone and at the same time ask WHAT THE FUGGG happened to me. Was it 40 years of buildup…do men squirt lol, I don’t know anymore, I am now questioning everything I thought I knew…the sad part is I can’t tell anyone because no one in my circle is sexually aware HELP

 

 

Unleash The Power of Prostate Orgasms

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A listener wants to know if prostate massage is healthy? Sexy? Or both?

We share the incredible benefits of prostate massage in this podcast. Doctors are recommending prostate massage because it is a healthy preventative practice for men’s sexual health.

But the most profound benefits are to your sex life! Men who explore prostate massage report that prostate massage gives them the best orgasms of their life. We cover why prostate orgasms are so intense and how you can integrate prostate massage into your sex life.

 Ready to unleash the power of prostate orgasms in YOUR life? Join our online course, Prostate Massage Mastery!

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Prostate

What Is The Prostate?

The prostate is a gland, located just below the bladder and sheathed in the musculature of the pelvic floor, the same muscles that contract during orgasm and ejaculation. The urethra runs from the bladder, directly through the prostate gland and out through the penis. The prostate gland plays a central role in the male sexual system. Within the gland, tiny ducts called acini produce prostatic fluid. This fluid mixes with sperm and fluid from the seminal vesicles to become the male ejaculate.

What Does The Prostate Have To Do With Sex?

The prostate is part of the male sexual system. It was active and involved in every ejaculation you have ever had up to this point, you just may not have been aware of it!

The contractions you feel just before ejaculation, when the muscles deep in your pelvis tense and relax spontaneously, activate the prostate and squeeze fluid from the prostate into the urethra. So the prostate is already part of your sexual experience – by stimulating it directly you are just accessing more pleasure and sensation from this important part of your sexual anatomy.

Some men enjoy direct stimulation of their prostate as a sex act – prostate massage and external prostate stimulation are highly pleasurable acts that men of any orientation can enjoy. Many men who love prostate massage report that they experience more powerful orgasms and more satisfying sex when they include prostate stimulation.

For a complete guide on exploring anal stimulation and prostate massage, check out our best selling online course about prostate massage.

Why Does Prostate Stimulation Feel Good? What Are Prostate Orgasms All About?

Prostate massage and anal play activate a huge part of the male sexual system. First, you ignite all of the nerve endings of the external anal area, which are directly tapped into your arousal system. With internal stimulation you can reach the prostate and the internal root of the penis – which many guys report “makes their cock feel twice as big!”

Does Anal Play Make You Gay?

A lot of straight guys are super interested in anal play and prostate massage – with good reason! These regions are part of EVERY sexual system. What you do in your sex life doesn’t make you straight or gay. Sexual activity (what you do) is not the same as sexual orientation (who you do it with). Straight men all over the world are discovering the power of prostate orgasms – are you next?

Speaking of Sex Episodes About Prostate Pleasures

  • Episode #043: Unleash The Power Of Prostate Orgasms
  • Episode #192: Pegging and Prostate Play
  • Episode #208: My Sexual Breakthrough Moment
  • Episode 354: A New Approach To Anal Play

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