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Podcast #175 is going to be comprised solely of stories and offerings from the giving side of the pegging equation.

Most of my readership and listeners are the Receivers. For this podcast…

I want to hear from the Givers!

Tell us all the things you love about pegging…
Tell us the story of your favorite pegging encounter…
Tell us about your first time…
Tell us about your last time…
Tell us about a funny time, or an embarrassing time…
Tell us about your favorite pegging fantasy…

One sentence, a paragraph, several pages – I want it all!

Spill it, Peggers!

You need to get your stories in by Saturday, November 11th to have them included in this podcast.

You can write me at ruby@peggingparadise.com
Or send me an MP3 of your recorded story
Or record your story on my call line (805) 500-6544

We are going to blow the Peggees/Receivers away with podcast #175!

Love,
Ruby

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So…

Over at PeggingParadise.com I’m planning a special podcast.

Podcast #115 is going to be comprised solely of women’s stories and offerings.
Most of my readership and listeners are men. For this podcast…

I want to hear from the women.

Tell us all the things you love about pegging…
Tell us the story of your favorite pegging encounter…
Tell us about your first time…
Tell us about your last time…
Tell us about a funny time, or an embarrassing time…
Tell us about your favorite pegging fantasy…

One sentence, a paragraph, several pages – I want it all!

Spill it, Ladies!

You can write me at ruby@peggingparadise.com
Or send me an MP3 of your recorded story
Or record your story on my call line (805) 500-6544

We are going to blow the men away with podcast #115!

Love,
Ruby

I hear from the women all too rarely. I think it is important to hear our point of view in order to understand what motivates us to lovingly fuck your delicious asses. Men often ask – why would a woman want to use a strap-on? What does she get out of it? There are many answers to that question, but sometimes it’s helpful to hear a personal story. The rest of you women out there…we would love to hear your stories, too…

Ruby,

Six months ago my fiancée, then boyfriend of two and a half years, told me he had tried anal play during masturbation and was interested in exploring this together. At first I was mildly upset/offended. Hadn’t I been a good enough lover? Was he bi-because he certainly isn’t gay. Most importantly we had been fucking for two years and he never mentioned it, although he had mentioned an interest in giving anal pleasure. I began to feel ill-equipped to please him, compared to a toned man with a raging hard cock.

Since then he has shared all of his sexual experiences with me, and I have learned that no, my future husband is not gay. Rather he is a heterosexual male who really enjoys having his ass fucked by a woman, and a prostate massage in tandem with being blown.

The best part is…I LOVE it. Seeing my glistening purple Share dildo right before I penetrate him gets me so hot, and I love hearing him moan as he gives me his ass and totally submits all thought.

There is something so erotic about being fucked and submitting as I am being penetrated. To simply feel, and not think. I am so happy to bring that same pleasure I experience to the best lover I have ever known and get to spend a lifetime in the sack with. Since we have started pegging, it has become a normal aspect to our sex life.

I am still coming to terms with accepting that I like to fuck and make sweet love to his ass, but I am coming to accept it. I enjoy taking his ass, and desire to be inside him almost as much as I long for his tongue on my clit when he is at work.

I love anal sex, and what is has done for my sex life.

-Happy Fiancée-

In the time that I have been enthusiastically exploring and learning about pegging, I’ve learned so much about what it feels like for a man to have a woman slip a dildo inside him and fuck his sweet ass. I did learn from practice, often the best way to learn. But I also participated in many forums online where men waxed poetic about getting pegged….sharing information about how it feels, what positions are best for the most pleasure, what kinds of orgasms they have experienced and the particular sensations associated with each. In all of my explorations, conversations and discussions, the same theme kept coming back over and over. Pleasure, pleasure and more pleasure.

So let me formally and unequivocally answer the question posed by the title of this article…

Yes, Yes and Yes. Oh….and Yes.

And…OH!! YES!!

Okay…there will of course be the occasional man who does not get a thrill out of pegging…because people are delightfully diverse. Bodies are different, emotional makeups differ and sexual openness will vary. There will also be the occasional man who hates even a finger in his ass because it hurts, or even if it doesn’t hurt ass play is just not his thing. They are out there. But for the overwhelming majority of men…it feels incredible. Really incredible.

Reassuring the Women

If you are a woman reading this and you have doubts about pegging your husband/boyfriend/significant other because you can’t see how he could possibly enjoy it…please, do read on. I have become a firm believer that the only way to be good at giving anal sex is to receive it. Many women have been on the receiving end of bad anal sex. You know the kind. The well-meaning inexperienced guy shoves his spit-on cock up your ass because he doesn’t have a clue that you can’t treat an ass like a vagina (that’s what they do in the porn movies, right?)….and it fucking hurts like hell…so you never, ever want to have anal sex again…ever. I know this happens more than people realize. So maybe years go by…and now a guy is asking you to fuck him in the ass? I see how you could be confused. Here’s the secret:

Anal sex done correctly does not hurt.

Without going into the specifics of how to peg your guy (that is elsewhere on this website), what I want to make sure that you realize is that not only will it not hurt your man if you do it right, there is a very good chance he will be over the moon, singing, swooning and having orgasms more intense than anything he’s ever experienced! So if you have found your way to my website because your guy is asking you to peg him…chances are he may have already found out on his own that anal stimulation feels amazing or he’s heard that it is and would love to explore with you. Awesome – one more way to experience intimate pleasure as a couple. Keep reading.

Why does Pegging feel so good to men?

Two words. Prostate gland. Direct stimulation of a man’s prostate gland can feel as good as a woman’s G-spot feels when stimulated. Really. So yes…it can absolutely bring a man thrilling, orgasmic sensations as well as actual orgasms with stimulation of his cock and sometimes even…without touching his cock at all.

Reassuring the Men

If you have found your way to this website you may be one of the incredibly lucky men whose woman has actually approached you with the idea of pegging. And yes, you are quite fortunate. Or perhaps you have heard or read about the potential pleasure involved and just wanted to learn more. No matter how you got here, if you are at all questioning whether strap-on sex can be enjoyable, rest assured that it can indeed bring you exquisite pleasure and is well worth exploring with your partner. You have the potential to delight in orgasms ten times more powerful than anything you have ever experienced , orgasms that produce prodigious amounts of come. Some men can orgasm without touching their cock, and those “hands-free” orgasms can not only be the most exquisite of all, some men attain multiple orgasms that way as well. How could you possibly read all that and not at least give it a try?!

Yes, Pegging feels…incredible. And here’s a Newsflash:

Women can orgasm from pegging, too.

 

What the Men Say About Pegging Orgasms

“The best way I know to describe it is very close to a female orgasm. They start in my tummy/pelvis and radiate through my body in wave after wave of pleasure. No, I do not experience any kind of ejaculation either. Many times I am left lying there limp as a rag doll.”

“I haven’t had many experiences but every time a woman has used her strap-on and taken my ass…I’ll get super hard and cum very hard too.”

“I have very strong to the point of shaking orgasms and just a gusher of cum, hit the ceiling strong.”

“I absolutely can orgasm, in a very non-male way.. no ejaculate… As described by a few others, it’s sort of a mind/brain short circuiting body sensory meltdown.. I shake and quiver uncontrollably, breath very short and rapidly, and become incredibly sensitive to sounds and touch… This can go for several minutes (in one case), but usually only lasts 30-60 seconds… When it’s done I feel like I’ve run a marathon.. Exhausted and quivering… It leaves my mind cleared out like shaking an etch-a-sketch… Sign me up anytime for more :)”

Ya know, I’m very skeptical… So much BS spread around… I decided to try this and prove you all wrong… I fired up my fucking machine with a moderate dildo, and ran it for 25 minutes… Nothing… Then I recalled a few prostate orgasm videos which showed what everybody is talking about.. Watching the technique and pressure they used, I decided to try a firmer, plastic g spot vibrator…after a few minutes, the feeling grew intense, and all my muscles involuntarily tense and I let out this deep throated groan losing all control.. The muscles released, and I was panting for my breath.. A few minutes later .. The same… 4 times in 20 minutes… I can only conclude they were anal orgasms… No ejaculate.. Just extreme contractions…I can’t wait to do it again… It truly happens… Amazing experience…I’m a believer!

Kudos to those of you who allowed me to use your comments here. Thanks for sharing descriptions of your orgasmic pegging experience with us and here’s hoping it convinces a few of the curious to give it a try.

Note: Pain is an indicator. If you experience pain with anal stimulation despite slow exploration with small fingers/toys and plenty of lube, get checked by your doctor just to make sure you do not have a medical condition that needs attention.

What does an orgasm feels like with combined prostate stimulation or pegging and cock stimulation?

Is an orgasm like that really 10x more powerful than a “normal” orgasm?

♥ It’s 100% more intense than a normal orgasm due to the fact that a normal pegging means a fair amount of prostate stimulation before hand, and so long as she doesn’t stop while he’s cumming it can feel like the world has gone dark and time has slowed.

♥ Like my penis no longer matters.

Joking aside 99% of any orgasm I’ve ever had with prostate stimulation is better than any orgasm with out. The difference in feeling at least for me is that a cock orgasm is centered around the gathering pressure in the cock that feels like it tightens until you finally get release. That release is brief and short lived but amazing none the less. A prostate orgasm ignored the build up of tension and is more a build up of waves that start at the point of pressure and slowly ripple out over the rest of my body. Each subsequent wave slowly building, rolling through my body, and crashing against the seams of reality bringing me to an ever higher and longer lasting state of release from tension I didn’t even know I had. Either way orgasms are great and we should all try and have them as often as we can. If having something in your butt may make that orgasm better why not at least try it?

♥ Prostate stimulation enhances orgasm by different degrees for different guys.

For me, I’ll admit that at first it feels rather odd (probably because it doesn’t happen very often) and it can be uncomfortable if there’s too much stimulation to either location. It turns me into a moaner (I very rarely make involuntary noise), and makes my orgasm incredibly intense, it also increases the amount of my ejaculate.

♥ I like a vibrator against my prostate while I masturbate. My body just goes limp when I cum. Complete loss of all control and a blinding orgasm.
It’s even better if you can get a partner to do it for you, though. If you can get a blowjob while they work the vibrator, it’ll change your life 🙂 Or a handjob while getting strap-on fucked is pretty awesome too. I came on my own neck while flat on my back once from that.

♥ Pegging and cock stimulation give a fantastic orgasm. If you can cum at the right moment, double orgasm, it is indescribable. Its full body and brain. When it happens to me I am out of this world for some time. I am very experienced with anal orgasms. To cum at the right moment (double orgasm) takes a lot of exercise and skill from the person pegging.

♥10x…I guess I’ve never attempted to quantify the power of my orgasms. I can tell you the following characteristics.

  1. I, also, shoot my load much further and harder from orgasms that correlate with anal penetrations. I can feel my come moving along the entire length of my shaft. I often edge quite a bit before I come during anal penetration because my body and mind go numb with pleasure after these intense orgasms.
  2. I stay harder longer after getting off with anal penetration than I do without. I also get harder more quickly afterwards. Starting with anal penetrating orgasms (APOs) has led to the longest, wildest, and most satisfying sexual romps of my life.
  3. While normally not a talker, I cuss, moan, pant and go crazy with a strap-on stretching me. My heart races just thinking about the energy it feels me with.
  4. Pegging and self play is all I’ve ever engaged in. I’m always a switch but I prefer the more submissive orgasm to the dominant one because of the intense out of nature experience I have. I’m a corporate leader type, captain of sports team type, by day and most nights, but the right woman can find a deep wild lust that’s animalistic.

So, I reckon that means its a 12x better orgasm. Hell, maybe even a bakers dozen.

♥ Pegging gives the most fantastic Orgasm. If done right in combination with stimulating the cock, it will blow your brains out. If hands free it will last and last, you will keep cumming. My friend gives me the most fantastic prostate massage, no cock stimulation, which can last for hours and you keep cumming and cumming. Better than pegging.

♥ It’s both a mental and physical orgasm. Like, I can feel it throughout the body whereas a regular, strictly handjob, orgasm has like a two-eight second feel. It’s one of those weird times where the body takes over and the brain takes a hike 🙂

♥I’ve never been pegged, despite my very intense desire to be, however when I purchased one of those Rude Boy prostate/perenium massagers, I got a taste.

For me, it’s the first time I’ve ever been breathless during and because of an orgasm. The pressure and the alien sensations at first were mindblowing enough, but when I got used to it, I find myself wanting to just grind there constantly. I’ve not quite had a handsfree orgasm from it yet, but I’ve had a good 10-15 minutes of constant dribbling until I get so pent up I need to bring myself to a full climax. What I’m saying here, is that I can’t wait for the real thing.

♥ I can’t say for full blown pegging since my girl and I haven’t tried it, but I was trying to describe the orgasm I got from her fingering my ass while she blew me to a friend, and the only thing I could think of was: It’s like the ghostbusters threw one of their traps near me, and my cum was the ghost getting sucked inside. It was mind-blowing.

♥ My response to this might be strange because I discovered at a very young age (13 I think?) that I could have prostate orgasms… and I used to have sessions where I had those because they are so amazing and different from the norm. But, as I have gotten older, I usually end the session with a combination of prostate and edging into a… I guess the analogy would be a blended orgasm?

Ten times more powerful would be accurate, but not in all cases. I would say the average prostate+cock orgasm is 10 times more powerful than the average masturbation session. But I have had some incredible regular orgasms with women before, that rival my prostate orgasms. It just comes down to how different they feel.

As others have said, any orgasm involving the prostate feels so deep inside. A regular orgasm does have an internal component, but it gets so overshadowed because of the strong contractions and pure pressure in the base and length of the cock. A regular orgasm feels so right, like I’m totally in control and working toward this pleasurable goal and release. With prostate stimulation the orgasm always comes outta nowhere; I’m working toward it but each one seems different in some way, and I always worry that this time, I won’t get there. And when it does come, I feel totally out of control, like my body is almost doing something wrong. The tension/release and waves of pleasure are almost unbearable.

Of course, my description might differ from those simply getting prostate stimulation while they come… those are usually pretty intense but nothing like the ‘blended’ orgasm. I have never been pegged either 😛 Prostate play has always been my personal thing I do. Luckily I have a partner that wants to get into it, so we’ll be doing that soon. Can’t wait!

♥ Most of the time my man doesn’t squirt that far when he does come but lately, since we have started pegging, he is now shooting it hard and far. One cum shot flew past my face while he was riding me and landed a few feet back. He was also thrusting uncontrollably to the point I was a bit concerned. ( I have NEVER seen him like this in the 5 years that we have been together. ) He has become a moaner, which he never does.