Your very first prostate orgasm?

My first time was when I was a young man discovering the joys of masturbation. I had one of those long thin molded plastic Bic pens that had a rounded end. I was laying on my back with my knees up. I took the pen and gently inserted it into my bottom about an inch and a half or so. Then I started stroking myself. Just as I was about to cum, I reached down and started to slowly pull the pen out of my ass. The feeling of it sliding over my prostate and tickling my anus caused the most intense orgasm that I ever experienced. I felt a warm spray on my face and lips. And I tasted my own salty fluid for the first time. Then I looked up and saw the bulk of my ejaculate dripping down the headboard. It felt so fucking good. I haven't ever come like that since, but can get pretty close when I tickle my perineum when I jack off.
 
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My first was many years ago with a very sexual girlfriend. She was the first to introduce me to backside play using a string pearls my first time. But, she used a skilled finger massage deep inside me to induce my first true prostrate orgasm. Buried to the hilt, rubbing my p-spot with her other hand just holding my shaft I experienced a whole new physical and mental meltdown when my climax washed over me like a crashing wave, cumming more than I ever had previously. I couldn’t stop kissing her with my gratitude.
 
In a sexless marriage, wish i get off trying that. Need some good stimulation. But as you profile says... I love having my cock sucked DEEP
I’m sorry to hear that. I was in a sexless marriage for five years until I pulled the plug and filed for divorce. I’m much happier now and engaged to a beautiful women and we have sex frequently. You may want to check out ILIASM.org or .com, I forget which. It stands for I Live in A Sexless Marriage and is a great forum for people in sexless marriages. It was a great support group for me as I worked my way through my ultimate decision to leave mine.

On the topic at hand, I do have a few prostate toys that my fiancé will use on me now and then. I don’t think I’ve ever had a prostate orgasm but I hope to someday.
 
sitting across from me now, had a little blow up cause i was stroking in front of here and stepped up. She got up when i played with my ass... So im thinking maybe i wont be naked in front of her anymore, stroke in front of her. Just see what she does if i dont show her anything that i do...
 
sitting across from me now, had a little blow up cause i was stroking in front of here and stepped up. She got up when i played with my ass... So im thinking maybe i wont be naked in front of her anymore, stroke in front of her. Just see what she does if i dont show her anything that i do...
Women seem to be able to go without sex indefinitely. I couldn’t. I pulled the plug after being in a sexless marriage for more than five years and I’m much happier now.
 
My first prostrate orgasm happened when I least expected it. I was riding my dildo, the only one I had at the time, I had come to think of it as my husband lol. I liked to stroke it in and out of my ass pussy with one hand and rub my cock with the other. This time I was riding it against the bed. Thrusting my hips up and down and not strokeing my cock, I was loveing the feeling inside and did not want to cum to quickly. I was wanting to feel those feelings longer. My hips began to move faster and faster, the dildo slideing in and out of my ass, my ass pussy as I was thinking of it. mmmmmm this feels so good. more more, fuck me more. My mind began to drift in the most strange way, the sensations inside me and the fuzz in my brain, I was floating above the bed, my ass like a piston up and down, ............ then BAM........oh god, what is happening..........UNNNNNGGGGHHH............My eyes wide, my chest heaving, my mind in turmoil......what just happened?
My ass had gone into convulsions, uncontrollable rippling of my internal mussels, my ass squeezing down on my husband, strangling him. I cried out so loudly, I woke my parents' upstairs. lol. I heard my dad get out of bed and walk down the hall, open the basement door and call out, "son? you ok?" Ha, I am still breathing hard, my heart racing, my husband still buried deep in my ass pussy. I said, "yes dad, I am fine." He closed the door and did not come down, lucky me.
 
my first prostate orgasm happend by using a massager. I had it in my perinium area and was grinding on it while tingling my cock..just using my finger tips to kind of tingle it...it just felt great. I was really hard, and came hard. After that, I was kinda hooked. I kept doing that, then tried hands free and was able to oooze with minimal hands on my cock. I started looking around for an anal stimulator and found out about the aneros. all I can say about that is wow! I don't get to use it often but i love it.
 
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