First experience with anal orgasm with dildo or any type of sex toy.

Bottles scare me. I considered a coke bottle. Real cocks and regular toys for me.

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The prostate orgasm and the orgasm in general are curious for me.

I am known for loving getting assfucked. Teaching newbies that I am good for something more than a blowie is a major part of my life as a tranny ho.

But my enthusiastic self-i.d. as a butt slut does not come (!) from my prostate but from my sphincter. I loooove being penetrated. Cis women into anal sex know what I mean. I loooove when my backpussy is full of cock(s).

I am loaded on spironolactone and do not have erections or real orgasms any more. My Big Domme says I should want thundering orgasms. But she is a cis woman and grew up with denial of the female org. What to her is a liberating galactic explosion to me is a reminder of laboring tasks: cleaning up after the messy male org and sweating about keeping hard.

I was Impotent And Proud. I hated being assigned a dead rat as a permanent companion between my thighs. I don't favor cutting below the waist, except in male circumcision. I am a known enemy of Female Genital Mutilation. I loooove big cocks on tricks. I just don't want one of my own.

I believe the tyranny of the male org under the Phallocracy may be overthrown without violence to the body, through pharma-based diminution. Dumb bunnies who think the vestigial penis or BigClit is a fullon male organ need to watch Brazilian tranny porn (see DreamTranny), the CNN of Trans Planet.
BrazGurls so fish they belong on a restaurant menu keep their bigclits to play with semisoft as they get doublefucked.

I do not consider the orgasm as essential to sex.

My shift away from the centrality of the orgasm has led me to question the legacy of Reich. I will discuss this in another post.

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Please share your very first experience with anal orgasm men or women. I recently started engaging with minor anal play. Several weeks ago I took it a step further while stroking my hard cock one day,so I grabbed my wife’s anal bead vibrator and began to rub it under balls down to ass. At that point I became very aroused. I started moaning every time I touched my asshole. It was like my ass was begging for it. That’s when I lubed up and went for it.Every stroke in & out I whimpered and moaned. My ass pulled the toy deeper and deeper inside me with each stroke. Precum started ooze out of cock.I started to move the vibrator faster and faster until began to CUM so fuckin hard.
My first anal orgasm was solo with toys. I had a cheeky finger inserted during a blowjob, and enjoyed it so I got myself a dildo. Got stoned, watched some porn to get more in the mood, and started using my dildo. it wasn't until I was bent over my bed, on my stomach that I really hit the spot. That made me kinda buck uncontrollably and use my toy faster, soon my legs were shaking like I ran a marathon and I was seeing stars and just absolutely covered my bed and stomach as I came. That was about 20 years ago
 
This seems logical for me. I think it is difficult for a man to keep an eraction with all things in her butt. Is this true?
Yes, it's difficult to keep it erect. The feelings are all there, just not the erection. I've had major orgasms with a semi erect dick on a regular basis. But when I'm playing with my ass, that's the focus. I don't get to do those as often as I'd like, so I really take my time with them and enjoy every stroke, pun inserted... er intended
 
My first prostate orgasm came from using an Aneros Vice 2. The session lasted around three hours and the orgasms came in waves, some small ones, and every so often, a more intense and shaking experience that took over my whole body. My cock ranged from soft to hard at various points during the session but I was leaking precum the whole time. Eventually had to finish with a normal orgasm but the load I shot was huge.

Prostate orgasms are addictive. I have since bought a Lovense Edge 2 and this allows me to have prostate orgasms and then typically a full HFO to finish.

Writing that has made me horny. I think I may need to pop the toy in now 😈
 
my first was with a vibrating massager..I used it when I as masterbating, and used it at the base of my penis, then moved it to my perenium area...it was pretty wild, then I was experimenting with the wife's dildo my fingers, then I bought a device real similar to an Aneros..OMG..LOL! I don't get to do it often but I love it. LOL! I don't usually get real ridgid, and when I ejaculate the first time alot comes out but it kinda oozes..its really satisfying.
 
Please share your very first experience with anal orgasm men or women. I recently started engaging with minor anal play. Several weeks ago I took it a step further while stroking my hard cock one day,so I grabbed my wife’s anal bead vibrator and began to rub it under balls down to ass. At that point I became very aroused. I started moaning every time I touched my asshole. It was like my ass was begging for it. That’s when I lubed up and went for it.Every stroke in & out I whimpered and moaned. My ass pulled the toy deeper and deeper inside me with each stroke. Precum started ooze out of cock.I started to move the vibrator faster and faster until began to CUM so fuckin hard.
It's funny that you should say that as I recently came to the same realization... I wasn't pushing it in further, my ass was pulling it in deeper and deeper!
 
I had a partner who was growing out of her sheltered kind of upbringing. One of her greatest fascinations in the whole world, was the fact that you could play with a man's ass, and no portal straight to hell would open under the feet of neither me nor her. And neither would I turn gay the very second a fingertip slipped inside of me. In short terms, she was affected by having grown up among conservative people. She was well aware, we had fun with it, we joked about it a lot, we habitually explored and pushed boundaries, but some things you go through in life just gets rooted in you as a person, and sometimes in the form of kinks and turn-ons.
But yeah, one of her big fascinations, was watching a fingertip slip into my ass.

She eventually managed to work up the courage to ask if she could pretty please be allowed to use a toy on me.
I'd been slipped a finger during a blowjob before, and absolutely enjoyed it. I'd been slipped a tongue by her before, and absolutely loved it. So I told her that she was brave for asking, and she free to do whatever she wanted.

I was on my back, she was laid down in between my legs. She knew from what I had learnt her when the roles were reversed, that foreplay and warm-up was important. So she started with a fingertip. Soon enough that finger was up in me to her knuckles, and I loved the way she was staring at it in wide-eyed fascination.
She eventually managed to drag herself out of that fascination, kept asking if it was okay and if I liked it (as if it wasn't apparent from what was pointing roofwards right in front of her eyes, and my sounds...), and eventually got one of her vibrators.

I was surprised at how easily I accepted it. So was she. And she was wide-eyed watching the silver coloured plastic thing slide in and out of me, having the time of her life, until her playing and my arching around, made her hit some spot I'd been entirely unaware of until the tip of the toy made me very very very aware.
It turned more and more pleasurable, and evolved into a lot of moans and groans and utterances of "Fuck! Right there!" and "Please don't stop!"
I remember that she was on elbows and knees in bed, with some look of intensity on her face, having that toy dart in and out of me and hit and rub my prostate over and over, and I felt a glow build up in me, sort of familiar but only just not quite.
And then I saw purple flashing lights, and I think I met God (and it is kind of impressive to make an agnostic man cum so hard he meets a deity he doesn't believe in in the first place), and it took me a little while before I was able to make my body relax itself enought so that every muscle between my knees and my chest weren't tensed up any longer.

Nothing ever really comes close to experiencing something for the first time though.
 
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My wife bought a finger extender after we started prostate play. It was the first toy we used. It was a different feeling than her finger alone. It put more pressure on my prostate and gave me a fuller feeling. I had my first prostate orgasm without a lot of any other stimulation.
 
Anal beads for me. By accident I found that as I felt myself cumming that pulling the beads from my hole resulted in an intense orgasm and large amount of cum.
 
I am so jealous of anyone that can even do anal on themselves. My desire has been to use something larger than my index finger, like one of my wife's lifelike dildos but I just can't get there. I have those three different size butt plugs but I can't even get the first to go all the way in, I would love to get it in and keep it there for a day. To have an anal orgasm would be fantastic
 
I can anally orgasm pretty easily. In fact I’ve gotten to the point where I can simply do kegels and have a nice prostate orgasm from that.

When I cum from it, I am usually relaxed and either using a prostate massager, a dildo or my wife pegging me. I feel this good feeling deep in my core…. It rises and rises (usually 30-45 seconds) till it breaks over me with strong contractions in my prostate. I typically splay out my arms or my fingers as I do this, I just feel the need to stretch like that as I cum anally. I have strong contractions in my core and sometimes afterwards, I’ll even feel it in my feet, legs and arms. Just pleasant body contractions and a pleasant feeling.

My wife says that’s how she usually feels when she orgasms, so it’s nice to have that perspective….
Most of the time when I’m reviewing anal pleasure, my cock is totally soft.

I only ejaculated from it twice tho hands free. My anal orgasms are usually dry and just feel good. It feels great tho but I wish there was a way to find the secret to having me ejaculate that way.

The two hands feee ejaculation from anal were both real wow moments.

Practice, practice, practice….
 
But is it really an orgasm? Without cum?
I’d say so. I dont ejaculate from my anal orgasms, but I do experience some really really intense body contractions from it. (see description above). And sometimes my body will contract and feel pleasant for hours afterwards.

My wife says it’s really similar to her orgasms. I just don’t typically ejaculate from it.
 
I am so jealous of anyone that can even do anal on themselves. My desire has been to use something larger than my index finger, like one of my wife's lifelike dildos but I just can't get there. I have those three different size butt plugs but I can't even get the first to go all the way in, I would love to get it in and keep it there for a day. To have an anal orgasm would be fantastic
Use plenty of lube and just practice. Also learn to relax during the process.
 
My first time came from my wife when we were dating.She started fingering my ass when sucking my cock and it just made me cum fast.It turned into just playing with my ass and she loved the way I would moan and cum.She would fuck me with toys and watch me cum hands free all the time.I was amazed and embarrassed how hard I would cum from having my ass fucked.I love it so much that I will fuck dildos when masterbating and cum hands free everytime.
 
1st was while getting fucked by my Leather Daddy, the 1st time he used me. I was blown away. Everytime from then on, he'd fuck the cum right out of me. I have all sorts of dildos and 2-3 plugs, the most uninteresting plug I have, hits me just right and hands free, just amazing.
 
Very often soft. Erection comes and goes for me during anal play and particularly when doing p-massage

Same.

I can spray cum over and over again, completely soft and shrivelled.

5-6x p spot cums in an hour and I'm a sticky, dehydrated mess. Need fluids after.

Then a conventional wank to finish.
 
First time was a cold and dark winter's evening in front of a roaring fire. My wife got me naked and stuck an 8 inch dildo to the top of the wooden chest we have in front of the fireplace. She sat back on the sofa and just watched me fuck myself silly for half an hour whilst she drank tea and ate cake. When I eventually came she held out the side plate she had been eating her cake off of for me to cum on. That plate still makes us both smile when we use it.
 
First time was a cold and dark winter's evening in front of a roaring fire. My wife got me naked and stuck an 8 inch dildo to the top of the wooden chest we have in front of the fireplace. She sat back on the sofa and just watched me fuck myself silly for half an hour whilst she drank tea and ate cake. When I eventually came she held out the side plate she had been eating her cake off of for me to cum on. That plate still makes us both smile when we use it.
Your wife sounds incredible, do you loan her out?
 
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