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

 

[HotDamn_]

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.

 

[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