Well, it happened! My first prostate orgasm! It was great and much more satisfying than I ever imagined. I'e been researching different toys to achieve this and I bought a small jelly like dildo. I tried it a couple times, but it was just too flimsy and I could never hit my prostate. Before buying another toy I decided to use my wife' vibrating dildo. It's quite a bit larger in length and a little more girthy, it also has a little bit of an upward curve. I put a condom on it and lubed it up. I was lying on my side as I began to penetrate my asshole. It was a bit painful at first so I slowed down and turned on the vibrations up all the way. It felt really good with the vibrations and I slowly made circular motions at the end of the dildo where I was holding it. I applied slow stead pressure and in a matter of minutes it was in my ass and it felt really good. With the circular motions I could feel it occasionally against my prostate. At this point I layed on my back pulling the base of the dildo towards my back and BINGO! It's hard to put into words how it felt other than just "OOHHHHH YEAH" LOL!! I almost instantly started leaking semen fluid and my cock was as hard as a rock. I pulled back my foreskin to expose my head and began to stroke it with the slippery fluid that was already leaking from my cock. After only a few minutes I was about to cum, but it was unlike any other time before. It was very intense and felt amazing. I started to cum and didn't think I was going to stop. I have never came so much. After the eruption of cum l just laid there with the dildo still vibrating in my ass. It felt so good. After a few minutes I took it out and got in the shower to clean up, it was a great day and look forward to doing it again real soon! Is there a certain amount of time I should wait before I do it again? Any advice is welcomed!