[M] So, I’m kind of a weird guy. Last night I had a kinky masturbation session that culminated in the most amazing orgasm of my life thus far.

I originally posted this in /r/sex but it got the axe.
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First of all, I apologize in advance for the novel that this will surely be, but I swear that this story is completely true. I know sometimes people make up stuff like this for whatever reason, but I promise you that that is not the case here. This just happened to me. This evening Probably less than an hour and a half ago. Secondly, I’m starting with some background information. If you don’t want to read the whole thing, and would rather just skip to the evening’s most pertinent events, I’m going to stick a little PRESENT DAY tag there. Feel free to skip ahead to that location. Or, of course, TL;DR at the bottom.
Ok. Wow. What a night. Let me get some background out of the way. I’m a late thirties male. I’ve always been pretty kinky. I’ve been masturbating with a finger (or some other object) in my ass for pretty much as long as I’ve been masturbating. If I had to classify my sexuality, I’d say I’m bisexual, but I most assuredly lean straight. My interest in guys is purely physical and it seems to come and go. I’ve also been experimenting with light crossdressing since my teens. In high school a girlfriend gave me a pair of her panties (I don’t remember why, really). I would come home after school, slip them on, masturbate, take them off, and go about my day. But my interest in crossdressing slowly grew. When I finally (several years ago) confessed my interest to my current SO ( and future wife), she was cool with it. She even took me shopping for a handful of items. A few pairs of panties, camis, etc. Nothing that I could really wear out of the house, in other words, though my collection of such items has steadily grown over the years.
Back to my masturbatory habits for a moment. (This is going somewhere, I swear.) I mentioned my long time proclivity for ass-play. The SO knows about this as well, and enjoys participating. We occasionally engage in pegging and sometimes I’ll pull one of the dildos out for solo fun. Now. A few years ago, with patience and some practice, I learned that I was one of those lucky guys who could cum from anal/prostate stimulation alone. And it was pretty incredible. I don’t know if I’d have called it mind blowing, but it was a different type of orgasm, (what I assumed was the prostate super-o I’d heard about; I mean, I DID cum) and it was definitely really pleasurable, so of course I added it to my arsenal.
Over the last year or so, my interest in girl shit has been steadily increasing. I’ve been becoming more and more interested in expanding my wardrobe to include everyday clothes, if you will, as opposed to just under and night things. I wear panties almost exclusively. I like shopping. I just enjoy being girly, sometimes. I don’t really have an explanation for it. I don’t want to BE one, I’m just…I don’t know. Weird, I guess. (We’re getting down to the issue that brought me here tonight, finally.)
PRESENT DAY
Ok. The SO had to leave town for a couple of days. I got up to have breakfast with her, then went back to bed after she left. Woke up a couple of hours later. Rubbed one out. Got up. More breakfast. Etc. About 2 or so, I hopped in the shower. Got out, put on some clean panties and a cami. I was looking for some bottoms when I realized it was actually pretty hot in the house so I just skipped pants of any kind and stayed in the cami and panties. I set about what work I had to do around the house. I took a couple of breaks along the way to crank up the stereo and dance in my panties like some kind of slut. I was having a weird day, a freak flag day, and it was AWESOME. Evening rolled around. I had some very rare free time. I got a little bored and started getting horny. Despite having masturbated this morning. When I get bored and horny, shit gets dangerous. I was tinkering around in the garage when I noticed this old battery powered reciprocating saw we don’t use. (I don’t think we’ve used it once, actually.) Hmmm. I dabble in electronics as a hobby. I tore this saw apart and wired a motor speed controller and power supply I had on hand directly to the battery terminals. Fired it up, worked like a charm. Smooth, wide range of speed control.
So, I already knew I was turning this thing into a fucking machine, but I definitely was not crazy about attaching toys directly to the blade. That just sounds like a recipe for disaster. So I found this short plastic rod and attached it to the blade with pipe clamps. Our two dildos have a hole in the end for a bullet vibe which fit perfectly on this plastic rod, and bam! Almost seems like destiny. So I take this whole mess in. Its dark by this time. I decide I’m gonna do this right and have some serious “me” time, so I set my music player on shuffle and lit a couple of scented candles. I lash this contraption to a small box with a bungee cord and put it down in the floor. I put down a couple of towels so I don’t get lube everywhere or whatever. I lube the thing up, lay down on my back, slide the dildo in my ass, and fire it up. Very slowly at first, I was nervous. Like, really nervous. After awhile, I decide it’s safe and turn up the speed a bit. It feels good. I start to relax and moan a little. Okay. It seems to peak early. It feels good, but I’m not feeling like I’m going to go to the edge. I contemplate throwing in the towel, but, I don’t really have anything else to do. So, I keep telling myself “one more song, then I’ll quit.” While slowly and steadily increasing the speed.
Okay. When the speed goes up, it’s quite a bit more pleasurable and I start really getting into it. Eventually I start moaning loudly and rubbing my nipples. (My penis is completely flaccid, by the way; it almost always is when I do butt play. This still seems weird to me.)
Finally I turn it way up. Not all the way, but…up there. It’s fucking cooking, now. And it feels damn incredible. I’m wiggling around, experimenting, and I figure out subtle changes in my leg position make huge differences in the amount of pleasure I receive. After a couple of minutes of this, I start to feel like I might cum. The orgasm kind of builds up as this…swell. A little in my balls, but mainly in my belly. But after a few seconds, it fades away. Huge disappointment. But then it comes back! Yay! This one is a little more intense and lasts a little bit longer…then fades. Again, this sensation is mainly in my belly, my lower abdomen. The cycle continues to repeat. Each orgasmic-like wave is more intense than the last, and by about the fifth one, I realize that I have never known physical pleasure like this. I don’t know if was the speed of the thing, or what, but, holy shit, ya’ll, it felt so…fucking…good. This probably goes on for, I don’t really know. I lost all interest in the clock. Fifteen, twenty minutes? These waves feel so good now, that each one makes me cry a little. In pleasure. I swear to all that is holy and sacred, it’s true. I am actually weeping in ecstasy. And here’s the finale. The whole thing culminated in one final, huge, truly orgasmic tidal-wave, hurricane type thing. I’m squirming in the floor. This contraption I rigged is fucking the ever loving shit out of me. I feel the most intense wave ever, only this one doesn’t fade. It just keeps building, and building. And I’m squirming, and squirming…and also, screaming like the girl that I imagined myself to be in that particular, amazing, moment, and then, it finally releases in this huge…I don’t know. That’s all I can call it. This release. It peaks at this intensity that I’ve never known and releases and rushes through my whole body. But now here’s the weirdest part. I squirted. I know what you’re thinking. “You’re a dude; you’re supposed to squirt. Moron.” It was not like that. This was not cum. I guess it must have been urine? It was watery, but thick. And it fucking EXPLODED out of my (still, somehow, completely limp) penis. I mean, gushed. About, if you made me guess, half a cup of it or so. I had absolutely no control over this. I didn’t even know it was coming. I was expecting, you know, just plain old, ordinary cum. Like I’ve produced my entire life. Huh-uh.
And, well, that was pretty much it. The sensation slowly receded. There was absolutely no refractory period. I immediately wanted to start over and do this again, but, I figured I should probably give my, uh…anatomy…a break. So I got up and slipped my panties on and went about cleaning up the mess. After about 15 minutes I realized my legs were still trembling and I was still walking around in this weird, hazy, euphoric like state. Bliss.
So, I guess that’s it, really. I’m sorry about the rambling, but this was, quite frankly, the experience of my life. So far. I’m mainly curious about the liquid that came out of me. Has anybody heard of this? Enlighten me or maybe just suggest some reading? Thanks, reddit!
Fuck, I still just want to get back in there and fire that thing back up…
TL;DR I had an epic masturbation session that culminated in about a half a cup of some sort of watery, but very thick, liquid gushing out of my penis. I’m not really sure what happened but it was completely fucking amazing.

Source: reddit.com/r/gonewildstories/comments/5el7yo/m_so_im_kind_of_a_weird_guy_last_night_i_had_a