Whoa! First prostate orgas(m) was everything everyone said it'd be! | 2016

Throwaway here, but wanted to describe my first hands-free prostate orgasm, partially to get it off my chest (kinda sorta literally) and partially to encourage anyone who hasn't been there yet to try it. This is meant as a guide of how I was able to finally achieve a hands free orgasm, not just a story, so if it needs to be moved/crossed to another sub let me know.

I'm a 28 male and have been down for ass play since high school, originally solo and now from my wife, but it has always been an accessory to penis stimulation. When I get some free time from the wife I'll occasionally use her toys and they feel great. After reading on r/sex about guys having these amazing hands free prostate orgasms I decided I wanted to try it myself and had to give myself a strict no stroking while playing policy so there wasn't an early release.

Knowing that my wife wasn't going to be home for a few hours after I got home from work, I knew it was going down and I was hard the entire drive. I got home and ran upstairs to the master bedroom, threw down a towel by the ottoman where the laptop was set up, and started bringing out the toys and lube. There were two vibrators that I knew I'd be using, the 3/4" wide and 6" long firm, blue and straight silicone vibe and the larger 1 1/2" wide and 8" long bendable, clear pink jelly (condom on because what I've learned from RubyRyder) with bulb at the end with a finger like protrusion at the tip.

Stripped down completely naked, I got down on my knees rock hard facing the ottoman and laptop and pulled up my go to porn site fantasti.cc. Started watching some pegging vids then moved on to some self prostate massage clips. At that point I was ready to get this started so I found a long clip and let it play in the background while I lubed up the smaller vibe with some KY. I reach behind and put it up to my hole and rubbed it around to spread the lube then applied some more. This time I put the vibe against my hole and very slowly slid it in, pulling back out every so often. At this point I was dripping pre cum so I took a finger full and got a taste, damn I was so horny. Once the blue vibe was all the way in I worked it in and out to loosen myself up and had to keep reminding myself, no stroking!

At this point I don't know if I had ever really found my prostate before so I used the blue vibe to try and rub where everyone described it should be, a couple inches in and on the front, penis side. Other than it just feeling normally amazing like it always did, I didn't really feel anything out of the ordinary like hitting a trigger or anything. I thought I have nothing to lose trying the larger vibe so maybe I'll give that a go.

Still on my knees, I kind of sat back on the blue vibe so it'd stay in while I lubed up the pink vibe. Once completely covered in lube I leaned forward almost doggy style over the ottoman, set the blue vibe aside and after bending the pink vibe to almost 90 degrees, put it up to my ass. Now the first couple inches of the pink are largest, and after this bulb it tapered in the middle and then a larger bulb at the base, so it kind of holds itself in. I used one hand to pull my cheeks apart and the other guided the pink vibe around my hole while it whirred and buzzed. The small tip slid in thanks to the tons of lube on it, and slowly I started to accept the large bulb, after a minute or so of teasing and some back and forths and it was getting close. I was loving the feeling of the larger toy slowly stretching me open. With one slow push I felt bulb slide in to the slim part and that made me moan louder than I was ready for. Precum was just dripping from me at this point. I held it there for a minute just letting it vibrate inside of me while I lay there bent over the ottoman with a toy in my ass. Even without having found my prostate it was feeling friggin amazing, one of those feelings where you don't even want to cum, you just want to focus so hard on one part of your body and how amazing it is.

After a minute or so of being bent over the ottoman I was ready to change up positions as my knees were getting tired. With the pink vibe still in me, I carefully maneuvered on to my back on the towel, feet on the floor with knees up. I still had one hand on the vibe just giving a slight in and out motion but not past the bulb. At this point there was discomfort I hadn't felt yet, like a door closed inside me stopping the vibe from going in more than a few inches. Only after that did I realize how much better it all felt once I brought my knees up towards my chest, so I positioned myself on my back with my feet up on the ottoman and my ass close enough to it that my knees were inches from my face.

Once I was in that position, everything went back to amazing and then some. This was the first time I'd ever played with my ass in this position and I realized why so many anal scenes, straight and gay, are in the position with their knees pulled up, it was damn good. I was raging horny so I began to work the pink bulb in and out as my ass could finally take it, the 90 degree bend facing so all the pressure was on my front wall.

This was where things started to feel different, the in and out of the large pink bulb was starting to give me those whole body spasms; just one here, one there but completely involuntary, like during or after a hard orgasm, but I wasn't touching my dick and didn't even feel like I was close to cumming. It was starting to become overwhelming so I slowed the in and out of the vibe and started holding the pink vibrator in and pressing the tip against my front wall. The pulse setting on the vibe transferred through my whole body forcing the spasms to become more frequent, feeling like I was completely out of control and was just along for the ride at this point. I had previously read on r/sex someone describing the feeling of getting close as almost like having to pee, and as soon as I started to feel that I knew this was going to happen. A few more spasms and the urge was getting stronger and stronger, It was such an out of body experience it completely reminded me of my first time ever cumming back in the day, like "what the hell is going on?!"

With a super loud moan the first spurt of cum hit me under the chin as I was practically shaking like I was having a seizure. I was rotating the vibrator back and forth across my prostate as shot after shot of cum came out landing across my stomach and chest. This was the point where a typical orgasm would start to subside, but I was still squirting with every spasm, and kept the pulsing vibe held in my ass up against my prostate. It seemed like it lasted for 20 minutes, although it was more like 60 seconds, but the most ridiculous 60 seconds of my life. I laid there, ass covered in lube vibrator just hanging out still whirring and pulsing. I was gasping, exhausted with sweat dripping down my face, and absolutely covered in cum, dripping down each side of my stomach and chest on to the towel.

After the necessary cleanup and shower, I was already thinking of the next time I'd have the place to myself for a repeat.

Thanks for any comments or advice for the next time!

TLDR: Had first hands-free prostate orgasm, was amazing! Don't underestimate position when attempting.