Your very first prostate orgasm?

[Thin59]

Havent had one yet but Im determined lol

 

[PintlerMan]

1st time was with my fingers, and actually lucked on the spot. Best was with my Leather Daddy the 1st time he fucked me, his cock hit my prostate perfectly, and when he'd let me, I'd cum and he would pump the cum out of me, and usually make a deposit!

 

[Thin59]

Wow !!!! So hot !!!

 

[TakeItOrLeaveIt]

I'm bisexual and experienced my first prostate orgasm a few years ago.

With guys, I'm typically a passive sub bottom. I've taken many cocks and whilst I love the sensation and the submission, I'd never cum 'hands free'.

I started seeing this girl a few years back and it turned out that she has a dom streak and is into seeing me with guys. She set something up whereby I was caged and took multiple cocks in succession - that's when I experienced the hands free. Honestly, I put it down to the position (lying on my back, legs pushed right back), the fact I was caged (so I didn't have the ability to jerk off), and the shape and size of the guy's cock (he was quite large).

The funny thing is, once it happened, I am now able to replicate that experience fairly reliably - simply because I now know how to position myself so that the cock, the strap on, the dildo, the 'whatever,' hits just the right spot. Sometimes, I just get a dribble and the sensation is muted. And yet, sometimes it's explosive and I cum like never before. I've not yet sussed out the differentiating factor(s) across those experiences.

 

[kLangleybi]

My first, and only, is the one time I was fucked by a man some years ago. Surprised because I didn't even know that I wanted to be sodomised. In fact I was certain that I didn't but things just progressed and.................. well I ended up begging for it and loved it.

 

[saintcero]

My first, and only, is the one time I was fucked by a man some years ago. Surprised because I didn't even know that I wanted to be sodomised. In fact I was certain that I didn't but things just progressed and.................. well I ended up begging for it and loved it.

So jealous. I knew I wanted it but still haven’t ever had a hands free orgasm

 

[van_delay]

Visit to the doctor. Had something that needed looking at. Was 23 years old. She asked for the pants to come down, sit up on the doctor's couch. Then, lie down on my side. My sex was exhibited. Watching her prep and lube up those gloves before going all the way up in my ass felt... Cold, then good, then really good. Blood started flowing in my cock. She finished her exam, twisted her finger inside. Electric shock in my balls. OH MY,...

Few seconds later she pulled out. MMM...

Told me it wasnt a big deal. Made sure she saw my fully erect penis before buckling up, thanking her and leaving her office.

Wemt back home and had sex.

Incredible. Lucky.

 

[van_delay]

My wife put her finger up my ass while I was masturbating. Awesome cum.

 

[AnalLady]

My first, and only, is the one time I was fucked by a man some years ago. Surprised because I didn't even know that I wanted to be sodomised. In fact I was certain that I didn't but things just progressed and.................. well I ended up begging for it and loved it.

Give us more details

 

[kLangleybi]

Give us more details

Okay. This is posted in another thread on this site but I can't remember which one. So, here goes.

It was strange because until this occasion I never wanted anal but it 'happened'. We met on another site and after talking things over we arranged to meet at a motorway service station for coffee and see if we wanted to take things further. Throughout all the chat leading to the meet, and indeed over coffee, it had been made plain I was not interested in anal sex either way. No problem there and we decided to get a room at the on site Premier Inn. To cut a long story short we were wanking and sucking each other when I felt an obviously lubed finger stroking around my hole. Where I thought I would react and stop him I found that it felt so hot I let him continue. His finger slipped in and oh my days it felt fantastic. After a time he whispered that he now had three fingers inside me sawing in and out. No pain at all. Well, it was ace and I heard a voice that I didn't even recognise as my own saying " fuck me, please fuck me". I was begging him to fuck me, much to my surprise. I was mad for it!


He donned a condom, had me kneel on the edge of the bed and entered me. Jeez, but I was loving it. I was being properly fucked like a slut and I wanted it to never end. Cum was leaking out of me as his cock passed back and forth over my prostate. And I mean cum. Not precum but thick ropes of cum. I seemed to be in a perpetual state of orgasm and just wanted him to keep going. Up until then, I'd experienced no pain at all apart from a very brief 'sting' as his mushroom head pushed past my sphincter, only deep pleasure. However, he then took it up a notch and pulled out only to plunge forcefully back into me. His rather large helmet hurt big time in both directions and I was no longer enjoying this. Wasn't long before he withdrew, removed the condom and finished by spraying hot cum over my arse and balls whilst remarking upon all my spunk on the sheet. So a great although unexpected experience was somewhat spoiled by his over exuberance. Shame really because overall I had thoroughly enjoyed being his 'girl'. That came as a real shock to me.


So there you have the story of my only experience of anal sex. Would I succumb again? I suspect with the right man I could easily let a man take me. The issue is first finding a man for any kind of sexual interaction. I've found it impossible.

 

[Tomgoodboyfm]

The best I've ever had was from an ex girlfriend who was really kinky. It was one of the best orgasms of my life. The whole process was really satisfying. She started with a great blowjob that went to a ball sucking. Then she proceeded to lick below my balls and my asshole. I was really amazed by the feeling. She then asked me how I would like to receive my ass rimming. I'll stop here because I'm getting horny remembering it. Good times.

 

[Bad_Boy_2]

I read about it, then did more research. Once I was satisfied I knew the lay of the land so to speak, where it was, how to stimulate it, I fingered my self. I lubed my finger, slowly entered, found the nub and massaged it. It felt sensational, like nothing I had ever experienced, very sexual feeling. I continued to stimulate it, then my cum started flowing, I was watching it oooze out, I wasn't cumming, but it felt so good. Once that feeling subsided, I was able to jerk off to a climax. Such a wonderful experience!!

 

[Bassman4000]

Tell about the very FIRST prostate orgasm you had. Was it self inflicted? What was used? Was that the goal? Did you expect it to happen? Etc.

Me sticks to me like it was yesterday. I had the day to myself and was very horny and wanted to do some anal play. Never occurred to me nor heard of a prostate orgasm but I have done anal play with myself with toys before but nothing happened.

So this particular day I go to the porn shop and find this very small vibe that is the perfect size to go in your ass.

I take it home, hop in the shower, clean it off, turn it on and put it in. Nothing happens at first so I go deeper and angle it and sort of doing a rotation of it in my ass. Then I hit this spot and literally said out loud HOLY SHIT!

Well feeling that feeling I focus on that spot and press as hard as I can. Not sure how long it took but I had a prostate orgasm so intense my knees buckled, I was out of breath, and could barely stand. I was chasing that ever since.

Would love to feel that!

 

[Terrylipstick]

I was riding my ‘friend’. He was in a chair and I was straddling him, facing him, and I pushed the chair back and leaned him back… and he had his hands on my hips and I was grinding on him and I just started to moan and it happened…. I just started to cum one of the hardest, most pleasurable orgasms I’ve ever had…. I was shocked to cum without touching my cock… since then I have had many hands free prostate orgasms while he’s fucked me…. No one else has ever hit that spot. It only happens with him and only when I’m on top and straddling him. The last time, I had just taken a biiiig hit off of a bottle of poppers and when I came, I thought I was in heaven. God I want some cock right now

 

[JimDee676]

Okay. This is posted in another thread on this site but I can't remember which one. So, here goes.

It was strange because until this occasion I never wanted anal but it 'happened'. We met on another site and after talking things over we arranged to meet at a motorway service station for coffee and see if we wanted to take things further. Throughout all the chat leading to the meet, and indeed over coffee, it had been made plain I was not interested in anal sex either way. No problem there and we decided to get a room at the on site Premier Inn. To cut a long story short we were wanking and sucking each other when I felt an obviously lubed finger stroking around my hole. Where I thought I would react and stop him I found that it felt so hot I let him continue. His finger slipped in and oh my days it felt fantastic. After a time he whispered that he now had three fingers inside me sawing in and out. No pain at all. Well, it was ace and I heard a voice that I didn't even recognise as my own saying " fuck me, please fuck me". I was begging him to fuck me, much to my surprise. I was mad for it!


He donned a condom, had me kneel on the edge of the bed and entered me. Jeez, but I was loving it. I was being properly fucked like a slut and I wanted it to never end. Cum was leaking out of me as his cock passed back and forth over my prostate. And I mean cum. Not precum but thick ropes of cum. I seemed to be in a perpetual state of orgasm and just wanted him to keep going. Up until then, I'd experienced no pain at all apart from a very brief 'sting' as his mushroom head pushed past my sphincter, only deep pleasure. However, he then took it up a notch and pulled out only to plunge forcefully back into me. His rather large helmet hurt big time in both directions and I was no longer enjoying this. Wasn't long before he withdrew, removed the condom and finished by spraying hot cum over my arse and balls whilst remarking upon all my spunk on the sheet. So a great although unexpected experience was somewhat spoiled by his over exuberance. Shame really because overall I had thoroughly enjoyed being his 'girl'. That came as a real shock to me.


So there you have the story of my only experience of anal sex. Would I succumb again? I suspect with the right man I could easily let a man take me. The issue is first finding a man for any kind of sexual interaction. I've found it impossible.

Too bad your lover got a little too excited about doing you. Otherwise, it sounds like it would have been a great experience. Like you, my journey to find the right guy for this has come up with nothing. Too many crazies out there. Best of luck to you.

 

[Wonderer67]

My very first time was maybe 17/18 yo.

I was stuck in a pretty sexless marriage at the time. My wife and kids were out for a couple hours and I decided to play. I had a small prostate massager and tried several times before with no luck. I had done a lot of internet research and was determined not to touch my cock at all.

That day, I was determined though. I had a lot of time. I put some mellow music on, just let it get inside my ass and hit my prostate. I started doing kegels, rubbing my prostate up and down on it.

It took a long time, maybe 45 or more minutes. It felt good all the while, but then I felt something building… and building… and building…. A feeling deep in my core…

It was just feeling so good and then a minute or two later I had my first prostate orgasm. my whole body, and I move so that the prostate massager was directly on my prostate. Amazing contractions… I moaned really out loud.

(There was some precum but no big ejaculation or anything…. And I never got hard the whole time.)

I knew something was very different from that day on. It was like a new way to cum. (it was a similar psychological and physical feeling after the first time I had a came when I was a younger).

 

[Wonderer67]

Then it happened to me when I ejaculated.

My wife and I were pretty new to each other, with her I was free to express my sexual side without being judged and explore lots of different sex, positions and toys.

I explained to her that I always wanted to get pegged.

She obliged, and got a large strap on and harness… I thought that that was was way too big for me, but we tried anyway.

The very moment she got all the way inside of me, passed my prostate and bottomed out in my ass, cum just tarted to pour out of my flaccid cock. A lot came out. We were both shocked… but in a good way.

Before she retired, she was a x-ray and ultrasound tech, so she knew her way around the body and human anatomy.

“I believe you just came from having your prostate stimulated.”

She then proceeded to give me a vigorous strap on fucking.

 

[drobert44]

Then it happened to me when I ejaculated.

My wife and I were pretty new to each other, with her I was free to express my sexual side without being judged and explore lots of different sex, positions and toys.

I explained to her that I always wanted to get pegged.

She obliged, and got a large strap on and harness… I thought that that was was way too big for me, but we tried anyway.

The very moment she got all the way inside of me, passed my prostate and bottomed out in my ass, cum just tarted to pour out of my flaccid cock. A lot came out. We were both shocked… but in a good way.

Before she retired, she was a x-ray and ultrasound tech, so she knew her way around the body and human anatomy.

“I believe you just came from having your prostate stimulated.”

She then proceeded to give me a vigorous strap on fucking.

Never did cum like that,,,,,tried

 

[Goldenfinger]

We started out with fingers, then she got a finger extender which made her finger thicker and longer. Next was a dildo. All to prob around and map out the place.

 

[Boymeetsworld]

I have used butt plugs and prostate massagers on many occasions. I have never been able to achieve any sort of ‘hands free’ orgasm. I guess I have more practicing to do.

 

[SmoothAndSweet]

My first time I had one was because I was so excited I was shaking. I was sucking my friend

 

[Lickr4u]

My first prostate, partial, orgasm occurred at the urologist office a few years ago. When it came time for my rectal exam I dropped my pants and leaned over at the exam table. When she applied pressure to my prostate I began to feel the burning sensation that I was going to cum. As she started to slide her finger out I started to ejaculate. I clinched my butt, stopping most of it but a small amount did leak out. Somewhat embarrassed and with my back still towards her I’m sure she wasn’t aware that I leaked a little. I had several exams previously and this was the first time this happened.

I mentioned what happened to my wife later that evening and got hit with the 50 questions, was she attractive etc… I told her I wasn’t even hard, it just happened, felt different, and I was surprised.

I guess this was on her mind the next time we were fooling around. On my back with her sitting between my legs, oil in her hand. “Tell me what you want.” Rub my penis. “What else” Took a bit but I finally said, Put your finger in. “In where” She wanted me to ask for it, My ass, find that spot. “You have to guide me”. She oiled my asshole, and her finger, and slowly slid it in. I felt a burning sensation when she found it. Right there, move your finger against it. As she fingered my ass she started to rub the underside of the head of my cock.
I felt my orgasm build, unlike anything I felt before. A flushed feeling starting in my lower legs, up my legs and the into my groin area. Uncontrollable noises came out of my mouth, my body starting to shake I began to have the most intense orgasm I have had.

I still felt the aftermath of the orgasm while she got up to hit the bathroom and while she was in there. I didn’t start to come down until she was back at the bed. “Oooh I like that, can’t wait to do that again!”

She had admitted that she loves to play with my ass because of the uncontrollable orgasm she could give me. I found that laying on my belly I leak more precum, I guess the position of the doctors office. She has used her vibrator while giving me a hand job or blowjob. The orgasms are quick, intense, but not the full body orgasm she gives me with just her finger. That combination can get me to cum quickly. Usually she’ll do this to get me to cum a second time after an evening of fun.

 

[ChasBozwell30]

A very open minded girl i was with asked me if i'd tried it. i was curious so i let her do it, she had perfect slender fingers, and she knew how to go deep and press in the right place. I had what's called a dry orgasm. My legs were shaking and i was trembling. She was smiling, could tell that i was extremely sensitive! She was glad I'd enjoyed it. It was the first of multiple orgasms. I've never looked back.

 

[tallyguy]

First time was like my first penile ejaculation many years ago. Sort of scared me just before it happened. I had read about prostate orgasms and had tried many times before without success. This time I was determined. Was using a vibrating dildo. When everything started to go numb and tingle, muscle began contracting, and felt like I was going to piss, I didn't stop. Then it happened. Oh WOW! Why didn't I do this before? I wasn't hard or did I ejaculate, but definitely had an intense orgasm. I wanted to do it again, and unlike penile ejaculations, I did, three more times until I was exhausted.

 

[Darkness032]

I have never cum from just anal stimulation... maybe your huge cock can give me my first?