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I've been exploring [M]y kinky bisexual side, and it led me to having one of the most intense orgasms of my life. | 2016
I'm not quite sure how this is going to be received, but I just had one of the most intense orgasms of my life. Like, I think I know what heroin feels like. I thought maybe some other people would enjoy reading about it (and I hope they get off to it). Be forewarned: it gets pretty kinky and I feel almost sheepish writing this down.
Backstory - Skip to the kinky part down if you want to get right into the thick of things.
I guess I should start out by saying that I increasingly think that sexuality is kinda fluid and you develop different fetishes over time depending on how much porn you watch. 10 years ago I never really focused on a dude's dick in porn - I made sure I kept my attention focused on the women or I'd be too "gay;" I don't know. I was young and stupid back then. Anyway, over time I started to notice that I enjoyed watching the bigger cocks and seeing all these beautiful women take big loads. It was super hot to see them covered with all that cum. I began to explore cumshot compilation videos and check out transsexual videos and they really made me get off (I did and still do watch a lot of straight porn, and I go through cycles of what I watch, but this felt… exotic). I started exploring prostate stimulators like the aneros and found them to be immensely enjoyable. I had the courage to bring it up with my girlfriend, and we use it a lot now and we have an awesome sex life that I could write about later if there's more interest. Anyway, all this is to say that over time I've come to realize I'm probably a 2 or 3 on the Kinsey scale. I don't really find dudes faces to be attractive and I don't want to make out with men, but the idea of sucking a big dick and making it cum turns me on immensely. I'm getting kinda hard just sitting here writing about it.
Kinky part
I live with my girlfriend who is amazing and who I can’t wait to marry and we have a fucking amazing sex life. It's great, and if you guys like this I may tell you a bit about that, too. So to make a long story short (see above if interested), I've come to enjoy using a prostate stimulator when I have sex or when I can masturbate. Guys who refuse to try it don't know what they're missing - I highly recommend it.
So today I had the day off, but my girlfriend didn't so I did what literally every adult male with access to the internet does in that situation - I decided to rub one out. I rolled a joint and chiefed the whole thing pretty quickly to get high (also another thing that makes sex amazing), and then went to put in my aneros toy. As soon as I slid it in my dick swelled with the pressure and I felt the tip of it rub up against the prostate as everything settled into place. I knew I had the house to myself for the whole day and couldn't get caught, so I decided to just go for broke and try to live out my fantasy as much as possible. I was thinking about dicks so badly that I decided to get out my girlfriend's 10" life sized, "feels like skin" dildo and suck on it while I watched cumshot compilations and girls taking huge fat loads all over their faces and their tits and pussies. I felt very naughty and turned on and my dick was dripping precum everywhere. I decided to put on a condom to help with the clean-up, though in truth I really wanted to just let it shoot all over me and land where it may. But the cleanup for that is so bad if you're not in the shower, haha! Last thing in place, I slipped on my cock ring and watched my dick get even closer to being fully erect.
The next part is where it gets slightly weird to really weird (YMMV) so tread lightly. As I was leaving the bedroom, feeling the aneros move in my ass with every step (and waves of pleasure in my dick with each movement) I happened to look on the bed and spot my girlfriend's panties. The crotch of her panties had a section that was darker than the other part of the fabric, and in a moment of pure lust I decided to pick them up and smell them. She had clearly gotten herself off before she left for work, because they smelled like her pussy. I had never been as turned on as I was in that moment, and I decided to take off my boxers and slide on her cum-filled panties. I stood in front of our full length mirror and looked at myself - panty-clad with my dick sticking out over the brim of her panties, and huge prostate stimulator in my ass, holding on to a life-like dildo that I intended to suck on like a good little slut until I made it cum all in my mouth and over my face. My cock was harder than I've ever been. I'm not huge, probably 6.5" erect, but I’m very thick and, per my girlfriend, it often fills huge to the point that it kind of hurts (yeah, our sex life is hot). But it was swollen and purple with thick veins running over the surface. I stroked my dick in front of the mirror and thought about how sexy it would be to do that in real life, and how much of a little cumslut I'd feel like I was. My dick kept getting harder and I finally couldn't take any more light touching or stroking and decided I had to cum.
I moved to my computer and sat down in the chair. The aneros shifted again and I let out an involuntary sigh - it felt amazing. I put on my nice headphones, turned up the volume, and put on my favorite cum compilation. It has the screen divided up into 4 quadrants and there's a different video on each screen. It's a mix of straight, transsexual, and gay porn of cumshot after cumshot. Even though I wanted to shoot my load, I decided to try to build it up as much as possible if I was gonna go for broke and take a freaking dildo and put it in my mouth, haha. I guess there really is a first time for everything.
So I decided to edge myself more by stroking my finger up and down my exquisitely hard cock. The urge to cum would build, and build, and build, and as it got harder and harder I'd grind down on the butt plug to shove it deeper inside of me. Then right as it felt like I would cum, a different sensation came over me. I felt a tight, pulsating, explosive release from inside of my body and I felt waves of pleasure surge through my dick, but I didn't shoot anything. I'm pretty sure that's what a prostate orgasm feels like, but I don't know if there's "more" I haven't yet achieved. Anyway, it felt so amazing that I did this for the better part of thirty minutes. The tip of the condom was already holding a pretty good amount of pre-cum and I was pretty sure I was going to shoot a pretty big load from all of this.
Finally, I couldn't take it anymore and I decided I had to cum. I rolled another joint mixed with some tobacco and chiefed that down really fast like the last one. Getting so high like that right before really made me lose my inhibitions. I felt like a dirty cumslut and I was SO fucking turned on that I grabbed the dildo and started sucking on the dick. I made sure not to use my teeth to make sure my technique was good. I even practiced deep throating it and wishing I could feel a real warm cock in my mouth. I decided that I'd try something slightly different than usual, given the naughty crossdressing I was doing. I decided to rub the most sensitive part of my dick in a circular motion the way women rub their clits, rather than stroke it like usual. It seemed like a good idea in the moment so I gave it a shot and it felt really good. Unlike when I stroke it off and sometimes it's easy to cum before you want to, rubbing my dick like it was a clit made the pleasurable sensation build up slowly, but I was able to slowly start holding back, and back, and back even though I knew I was going to lose control soon. I was rapidly approaching the point of no return, and the pleasurable sensations felt like they were building exponentially.
A super hot clip just happened to fire up on the video and I started watching it. A fucking beautiful girl was getting fucked super hard and she was actually loving it. She was begging him to fuck her over and over and begging him to cum and it reminded me of some of the kinkier things my girlfriend and I have done. My immediate next thought was that of, "what would happen if she walked in right now?" She would see her (as far as the rest of the world knows) straight boyfriend wearing her cummy panties, grinding on a butt plug, deep throating a huge life-like cock, and rubbing his dick like a good cumslut while doing so.
All of the build-up and the edging and the slowly growing pleasureable feeling in my dick erupted like the big fucking bang. It felt like my whole cock was exploding with waves of pleasure that overwhelmed my brain. The aneros rhythmically stroked my prostate, and I was rendered helpless. My whole body shook in ecstasy and I shot wave after wave of jizz in stupendous proportions into the condom. There was so much cum that it dripped down, out of the condom, and into her panties, mixing with her cum. I'm not sure how long I was cumming. Time really didn't seem to pass. I completely helpless and shaking with pleasure as the waves of jizz finally slowed down, though it took much longer for the waves of pleasure to stop pulsating through my dick. It was probably 10 or 15 minutes before I was finally able to up and get cleaned up. I felt this sensation of total bliss and I started reflecting on that experience. I honest to god think that must be what hard-core drugs feel like with that surge of dopamine and all the other neurotransmitters up in the brain. It was amazing.
Needless to say, I'm looking forward to the next time I'm safely home alone for a while...
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