Your first time masturbating

For me, my the first successful masturbation to that very first orgasm and ejaculation of my semen was a long time in coming. I will give you some milestones in my life which led to that joyful event on a Saturday evening in April 1964.

At age five, I discovered my penis for the first time. I enjoyed touching my penis and its glans and the delightful feelings the touching produced.

In academic year, 1961-1962, I was in sixth grade during the inauguration of the Kennedy administration and our first space flights with the seven Mercury astronauts which I adored. I believe at that time I believed that I had entered puberty when I noticed the changes in my body, most particularly with enlargement of my genitals and first sprouting of my pubic bush. In February or March 1962, I discovered my dad's jockstrap. It was HUGE. He wore a men's large Johnson and Johnson Blue Ribbon supporter. It's pouch was huge. I tried it on nevertheless. Also during that academic year in sixth, I had a math teacher who I had a big crush. He was head coach of our high school inter varsity basketball team. I should also say that sexual endowment in those years was a smaller version of my dad's. Also we were both circumcised.

In early September 1963, for 7th grade PE, our gym teacher told us to buy a jockstrap. It was a necessary part of our gym uniform. After purchasing it, I rushed home to try it on for the first time. It mesh pouch upon my cock and balls was electric. I got a raging hardon which I had to wear up in the 12 o'clock position with my glans scrunched at the top of the pouch against my jock waistband. I oozed big time precum. That was the day when I jockstrap fetish began in earnest.

The weeks following I tried to replicate those sweet feelings the jockstrap produced by touching and kneading my cockshaft and glans. Soon I settled upon the masturbatory grip almost instinctively. Often the intense sweetness of masturbation seemed that I was on to something.

Finally one Saturday night six months in April 1964 I was masturbating just before bed. My strokes just got better and better. It seemed that I was climbing a mountain when my sexual feelings made me feel light headed. Suddenly out of nowhere, a tidal wave of sexual pleasure swept over me and I experienced my very first orgasm and ejaculation of semen! It felt so good and right. The thoughts carried me through times of strict Victorian sexual mores of my parents and my personal physician.

Of course, my Aneros sessions and Aless in a strange way give me remarkable ways at celebrating that early spring evening more than fifty years ago!

Huh. Another jockstrap guy. Who'da thunk.

My first was a bit different, though. I've never felt any attraction to another guy, but the good ol' jock is something unique. But before I discovered there even was such a thing I'd somehow coupled visual stimulation with pressure in the crotch, and resulting erection. My earliest recollection of getting hard was watching a circus show on TV and seeing women acrobats in sexy high cut costumes, and of me sprouting an immediate hard-on. The vision of the costume, the super-human feats and danger was a complete turn-on (ok, still is). But a good part of it was the costume and how that must feel, applying such intense pressure to the crotch. Visually, a costume with a sharp V leg line is like a giant arrow pointing to the woman's pussy. Talk about directing your attention. Geez.

So when I discovered the jock (my dad had and wore several different kinds), it seemed like the male version of a tight high-pressure sexy costume. When our gym class required the purchase of a jock, I got one just my size, a junior something or other, and it became a masturbation device. Before puberty I just to just put it on and wear it in my room, looking at myself in a mirror, pulling it up tight. Yeah, I tried other things too, but always came back to the jock, rejecting other items as just too feminine and weird. Somehow the jock, specifically engineered for men, was just perfect.

When I was in puberty the little junior jock was really too small for me, and I'd already got larger jocks for athletics, but I used the tiny original to excite myself. I didn't know about masturbation initially, just put the thing on and pulled it up tight, and got wet. Then one night I wore it to bed, and pulled the leg straps through my butt crack rather than outside the cheeks putting pressure on a few new sweet spots between my legs. Then gripping the waist band either side of the pouch I slid it up and down over my hard cock, using the band to rub it, and the pulsing tension of the pouch and straps to massage my perineum and butt crack (and unknown to me, my prostate). Using a steady rhythm I kept it up and noticed a strong and unknown sexual tension building up. I stopped, and it faded, then I started again, and it built up again. Eventually I just thought, just how intense is this going to get? So I just kept going. And the excitement got stronger and stronger. Then I lost control and for a few seconds just let everything happen automatically. I hit the peak of orgasm, and thought my body was going to explode and the stars fall from the sky. Then I began to squirt out semen on my stomach. Two things went wrong at that point. First, the orgasm contractions actually hurt...a lot. Second, I didn't know what the semen was, so I thought I broke something as a result of my body exploding with pleasure. It all slowed to a stop, and I went to the bathroom to see if I needed to call for emergency help. But I cleaned up quietly, and felt I should just keep this to myself.

Weeks, possibly months later, I thought why not try again and see if the whole experience was repeatable? Well, it sure was, and this time it didn't hurt at all, it was fantastic. And I got addicted immediately. The little junior jock was my masturbation tool for years. I literally wore it out, repaired it myself, work it out again, repaired it again, and finally got into other things. I liked the appearance of a jock, but my girlfriend thought it looked like a bandage. So I got bikinis, thongs, and g-strings made for men of course, and she approved, even helped pick them out with me in stores (before the Internet!). We had some pretty good play time, and dress for each other yet today (we got married). She's participated with my Aneros sessions, and we're getting the hang of sex with it in me.

Looking back, the pressure in the crotch and under the balls thing was always huge for me. I've loved jocks, thongs, and g-strings for years, and wear them whenever possible. My wife likes the fact that I'm comfortable in my own skin enough to wear thongs in front of her and around the house in private. Well, Aneros takes care of the crotch pressure big time, and adds prostate stimulation of course, and has opened the world of the prostate orgasm. I still like my balls lifted high up during sex, and all of that certainly came from my first masturbation using the little junior jock, which did much of the same thing. And, of course, looking at those sexy acrobat girls wearing tight costumes that must certainly have pressed into their crotches and, in my imagination,must be sexually stimulating for them to wear, particularly flying high through the air, hanging by their hair and spinning, or folding themselves into knots. Perhaps not. Perhaps I don't care.

@clenchmaster @BigGlansDC
thank you guys so much for your beautiful stories. Masturbation is looked at as a
boring, routine even meaningless act by many, and your rich, detailed journeys of your first experiences are breathtaking and wonderful, ANYTHING but ordinary. How awesome it is for a young man to first
taste this explosion of pleasure and power from within?

The first-time is typically the most memorable and strongest for most, hence artists going on about it in their tracks.
I definitely remember not really understanding what was going on or why — at the time, it wasn't even with porn. I just followed a trick someone in close said to rub it down there. My mind started going nuts on obsessing over something. Nice feelings were building down there. Adrenaline. Dizziness.

Bam. White goo. I was so weirded out, and I genuinely had no idea the dick could produce that.

Great topic. I was age 13 (33 now). My best friend's sister gave me one of those slippery water snake toys. I was in the bathroom with it one day and just messing around I decided to slip it onto my cock. I got hard and the more I played with it the more intense the pleasure became. After a while I felt like I was about to cum but having no idea about what this was at the time I stopped with concern for a moment. The feeling subsided so I carried on jerking without the snake and this time I just couldn't hold back, I shot my first load all over the bathroom floor. It felt unbelievable! I had no idea what I just did or what this thick white stuff was. It's all I could think about for days, I ran home from school every day and had so much fun.

Im not sure what happened to the slippery water snake in the end. I should deffinutely buy another

@UKguy awesome story. It’s what a boy’s first time should be: full of mystery, curiosity, a little fright, and ultimately, unique and magical pleasure like no other. Thank you for sharing.

I remember my first masturbation session as if it were yesterday (unfortunately it was not). My friend from across the street came over to play with my train set. We had a huge layout that covered our entire attic. One of the trains went off the track and I had to crawl under the platform to fix it. My friend crawled under with me and said he wanted to show me something. It's really neat he explained. He told me to pull down my pants which I did, not having the foggiest ideas what he was doing. He pulled down his and show me his erection. He was a year older and had gone through most of puberty which I hadn't yet and so I looked with awe at his hair covered cock. He then began stroking mine and I slowly got hard. He asked me how it felt and I told him that it was terrific. Finally the pleasure got so intense that I became alarmed. It felt as if I had to pee and I told him to stop. But he just smiled and kept stroking. All of a sudden I came. All this white fluid pulsed out of my cock and I thought I was having a serious problem. When it stopped I fell back. He smiled and asked me how it felt. I was so confused that I really didn't know what to reply. He assured me that I could do it over and over again.

Of course the next day after school I rushed to my bedroom, stripped off my clothes and proceeded to beat off again. This time I know what was coming (pun intended) and this time I really enjoyed the full sensation. Unfortunately five minutes later I tried again. I made my poor cock sore but nothing happened. I discovered that there is a waiting period between ejaculations. My friend and I got together regularly for jack off sessions in my attic after that. Obviously it was only later that I discovered the joys of anal play.

@simeonh Wow... you have single-handedly done more to forward the hobby of model trains than anyone I know of. Incredible experience. Not only was it thrilling for you, but you were able to share this with a friend, who could assure you that what you were feeling was good and natural. Thank you for sharing!

I can't remember how old I was (maybe 9, or 10 years old?) but I remember I was watching Saturday morning cartoons, wearing long john pajama bottoms. I had a boner (for no reason - just one of those phantom ones you get as a kid), and I started moving it back and forth under my pajama bottoms. It felt good, so I kept going. When I eventually came, nothing came out, as I was probably too young, but it almost felt like I had electrocuted myself :p

I ran to the bathroom, as this was a new feeling, and thought I may need to pee. My cock was so sensitive, and I was quite worried I'd done something bad to it.
It wasn't long after that I figured out what happened, and that began the start of something I'll have a tough time ever letting go 😀

@Iceman99 9 or 10 ?? You're a gifted guy.

The very first wet dream i ever had was in fact a 'dry' dream, I don't remember the plot so much but it involved either riding or watching a train. I was about 7 or 8. I had the most incredibly intense full body orgasm, and like you, it felt like every nerve ending was being electrified, but it felt so fn good. It may be the most intensely pleasureful orgasm I have ever had in my entire life. I had no idea what happened but it was pass-out delicious.

I was always a voracious reader. I read almost anything in the house including my older brothers books from school and extracurricular activities. He was 4 years older than me so his books were well above the level that my school books or personal books were. When I was 12 he had a book on human health and biology that wasn't a textbook, I believe he had it because of an interest he had in studying medical illustration in college.

One day I was perusing that book while he was away. I was laying on my stomach on my bed as I read it. I came to the chapter and read it intently. I was a sexual kid before I was sexually active. I liked looking at myself naked and I liked to feel myself up.

Anyways I was reading about "intercourse" which was described in detail. There was a passage that remains burned in my memory to this day: "after the man inserts his erect penis into the woman's vaginal canal he pulls it in and out as she thrusts her pelvis like a nautch dancer. The resulting sensation is extremely pleasurable leading to orgasm or the man ejaculating his semen in her vagina."

That was so erotic to me at the time that my cock got hard. As I was laying on my stomach on the bed I began to imitate the motion they described to test it out. To my surprise the sensation of my sulcus rubbing against my underpants felt really good. I dropped the book layed my head on the bed and and closed my eyes as I humped the bed rythmically.

The feelings got better and better until I ejaculated my load in my underpants. For almost a year after that spolo sex for me was bed humping. I did not learn about manual masturbation until my girl cousin showed me it a year later. I realize now that part of my fascination with aneros MMO is that it mimics my early experience of bed humping, but without ejaculation.

@gnawdol Whew, steamy youthful read! Amazing the power of literature on our physical bodies, isn't it? At even the young age of 12. So many positive, wonderful stories, here guys. Thank you for sharing!

I have always been very aware of my dick. I cannot remember a time when I was not feeling very strong sensations from my groin and have always assumed this was normal for most males. My first orgasms were at a very young age awaking from REM sleep. I very much remember frequently touching myself and feeling my little boner but during the day the feelings remained very nice -but just nice. At night it was a different story. I would have a recurring dream, by age 6 I had named the dream, I called that dream the Thunder Cat dream. I was able to fly and was a lion like creature with a constant erection and I shot lighting bolts from my dick at the attackers. I remember waking up during these 'dreams' and I was on my stomach holding myself and my penis and my groin would quiver along with my legs. It was so intense and I so very much enjoyed those dreams- you never had any problem getting me to bed. I remember this so vividly but what I don't recall very well is why I let it all go. By the time I became a pre-teen all the sexual energy had been drummed out of me by religious teachings. My teen years were tortured with the awareness of the this spectacular gift of being sexual and having an"orgasm' but all the while I felt a greater necessity of suppressing the desire to act on those feelings while awake. My Mother never said a word to me about my sheets but I probably had a wet dream every night except those few times were I could not resist the sin. I have of course grown to understand there was nothing sinful about my young bodies desires and abilities sexually. What I would not give to go back through those teen years with a different mind set about masturbation and sexual exploration.

@JGB Thank you so much for that intimate recollection. That recurring dream you had, a lionlike creature shooting lightning from your penis, what an incredible pure vision for a child to have about his own sexuality. That is pure metaphor for the spirit of a man, isn’t it?

I’m sorry so much was robbed of you in your teens. I hope you are making up for it nowadays with free exploration of your body.

Thanks for that Neveryman. I am making up for my teens. I was only six but I get your notion about my dream being a metaphor for being male. The power of lion, your penis vanquishing your foes with that same raw power, flying above it all free to go where you wish and use your penis along the way. I just had never thought about the my dream as a metaphor, at the time it was pure pleasure.

Well I have two stories. The first time I masturbated...and the first time I masturbated after being circumcised at the age of 23.

First Masturbation Ever
It was the summer of 1993. I was 12. I remember I was at my grandmother's house and I needed to take a crap. I went in and did my business. While I was doing that I was just playfully tugging on my foreskin. After about 30 seconds of this...it started to feel really good. I had zero ideas what was happening but based on how good it felt I decided to continue.My cock head was purple and juicy. I was rock hard...I didnt even know the word erection. As the mins passed...the intensity of the pleasure just grew...until it got to a point where I felt this huge rumbling in my nutsack that sent shivers up my spine...then BOOM...full on body tingling orgasm...and blood. Gobs and gobs of blood. I thought I broke it. I cried. I seemed fine but oh man was I scared.4 days later I went back and did the same thing. This time I got blood with a white substance. A week after that...did the same thing again...All white...from that point on...I had a buddy for life.

First Circumcised Masturbation
So I was in college and got a real nasty bout of phimosis. To the point where sex and masturbation literally was not enjoyable. Told my mom about (yes I'm that brave) and she said she knew she should have gotten me done at birth (my dad is circumcised and she wanted it done but back then we had a hippie doctor that refused to do it). Anyways...June 11th 2004 I went in and got circumcised. The doctor told me "no sex or funny business for at least two weeks...and be gentle". Within 2 weeks all of my sutures had fallen out so I am in my apartment alone and I decide...lets take the new guy for a spin.

It was rough guys...I had no idea how to use this thing (I later found out from my American circumcised friends that lube does wonders...it's now a staple purchase of mine). I struggled for about two hours on and off with how I could generate pleasure. I started to become upset and question why I got circumcised. While playing with it I finally fount a groove. A twisting motion that focused on the inner foreskin I had left above the scar but below the head...both of which were still either healing or getting used to being exposed. This twisting motion felt amazing. Unlike the back and forth foreskin motion I was used to. After about 30 mins of this (longer than my usual I will admit)....I shot the hugest load that actually the first shot hit the ceiling of my apartment. It had also been the longest I had gone without ejaculating in a decade. I cried...and automatically fell in love with my new looking member. Today I am happily circumcised and would have it no other way.

@darkbond

incredible accounts, thank you. Blood? I have never heard that happening before but I assume it must be fairly common, like a woman’s hymen bleeding upon first breaking. Man, that must have been so frightening.

You hit the ceiling?! Holy crap, dude!! Talk about shooting a champagne cork to celebrate your new ‘look!’
thanks for sharing with us!

I forgot to add something to my account of my first experience. I soon learned from a classmate the purpose of the lovely white fluid: baby making. I told my friend from across the street who had initiated me into the masturbation club what I had learned. He looked at me in horror and proclaimed that his mother would certain never do such a dirty thing. I really believe that for the longest time he refused to connect what he was doing with his cock and his nativity.

@simeonh the innocence of boyhood.... great story!

I was maybe 9 years old. One of the older neighbor kids started wanking while we we goofing around a new home construction site. Weird I suppose. He wasn't a perv or anything. Anyway, that night I tried it in the shower. It was amazing. My abs cramped up so bad! I didn't squirt anything for many months, as I recall. After that I about wore that thing out every day. My pecker is my oldest bestest buddy.

@Roland Htg thank you for the story! That period of life when we can experience orgasm from masturbation without ejaculating, that’s s magical experience. Many have recaptured that bliss through breathing and concentration techniques. Have you read the Multi Orgasmic Man? I would call it a must read for anyone looking to increase their orgasmic pleasure with aneros , by themselves, or explore new levels of explosive orgasms and multiple orgasms with their lover.

I remember the experience vividly,what vexes me I do not remember the exact date.I had to be close to 11 at the time.I was told by a cousin who had watched his teen brother.He said just keep stroking and "white stuff" would come squirting out,causing what he described as a "bad tickle".When I felt somethig big was going to happen I remember stradling a small bench and humping it while stroking,wishing it could last much longer.Well it took 58 years but I found aneros.:)

@evergreen Sounds like you were an expert right out the chute! Bad tickle? I say it's the best tickle in the world...

I guess we were thinking like having to pee "really bad",I remember him laughing when he said it,little devils we were.

Really enjoying reading all these early memories of erotic pleasure. Funny how naive and “innocent” we all start out! And almost refreshing to recount our first time experiencing orgasm, gives you perspective in appreciating what we currently still have at our fingertips.

Im 35 and I recall being pretty young when I first discovered self pleasure, like around 6 or 7yrs old. Hilariously I was watching the original Annie movie and when Tim Curry pushes Carol Burnett into an old truck to lay on each other kissing I got my first hard on. I was wearing these silk stretchy fitness shorts, and I’ll never forget how it felt to rub my little hard penis up against the carpet while watching that scene. To this day fitness shorts are a kinky turn on for me. But it wasn’t until I was 9 or 10 that I experience a dry orgasm.

I was baby sitting one of my younger siblings and we were watching tv. My mom has one of those shoulder back massagers and I was using it on my legs, for no reason really. My sister jumped off the couch suddenly and the massager jolted up into my groin unexpectedly. It was the most shocking sensation as I recall...I thought I was going to pee my pants! But it also felt so good? My sister left the room so I kept the vibrations going until I was feeling light headed and full of pleasure. That was the beginning of it all for me haha. I was HOOKED on finding more pleasure.

As I got into my preteens I started sneaking the massager into my room, which led to lots of dry orgasms. I was also still so turned on by humping the floor and sometimes if no one was home, I would straddle the couch arm in my tight white undies and go to town. It was then that I recall starting to see semen or little wet spots in my underwear. Ahh it felt so so good. It pushed me into being curious about briefs so I once snuck a pair of my dads bikini briefs and used them to couch hump. Thinking back it was so risky! But your so blinded by the newness of masturbation you just don’t care. So I went from floor humping to vibrator to couch humping, and then I realized I could jack off in middle school so that became an addiction. I don’t recall an exact time acknowledging that semen ejaculation was happening but I think it’s cause I jerked off so much it alll blurs together for me.

One thing I can remember is this erotic twitching I would get in my mouth, or on my tongue when I was super super horny. Like when I’d start masturbating I would get this instant response where the erotic pleasure was shooting into my face and out of my tongue, which now as a proud Aneros user and prostate orgasmer - i totally get why. Always, during my sessions as part of the body twitching and convulsing my tongue kicks in with the twitching and it just reminds me how horny I am! After all these years it really makes sense how connected our body is and capable of so much pleasure. I love that my body is now aware of an entirely new dimension of pleasure. My orgasms are so much hotter now than ever before. And to think we can choose between a penis orgasm or a prostate ...or both!? It’s so mind blowing. Happy masturbating!

@Keepitcummin fantastic! Man, you 'got in touch' at a very early age! you are very in tune with your pleasures and your body, which is largely in part to your early fascination to your pleasure responses. Thank you for the read, man!

[USER="58120"]Neveryman[/USER] haha thank you! It’s been a fun journey. Thanks for starting a great thread !

[USER="58120"]Neveryman[/USER] Great thread! I am enjoying the numerous stories and experiences. I smile as I think back at my first orgasm. It was a total surprise. I grew up in a large family at a time when no one talked about sex. There was no sex education in school and my parents never talked to me about "the birds and the bees." So I was a completely blank slate.

Some time between the age of 11 and 12 I began to enter puberty. I was getting new feelings and my body was changing but I had no idea what was going on. I would get random erections and initially found them to be inconvenient and annoying. It was rather embarrassing when it happened on the school bus!

One day I was in the shower when I got a particularly hard erection. I could have used it as a towel rack! For no apparent reason I began stroking my penis and got some wonderful sensations. It was as if electricity was building up all over my body. When I reached orgasm I was absolutely stunned. The feeling was so incredible and I didn't know what happened. As I think back on this moment I have no idea if I ejaculated or if I had a dry orgasm. I was all wet and soapy and didn't notice anything coming out of my penis. That was the start of my self-taught sex education. 😉

@OntheJourney

dude... amazing. You were so occupied with the ecstasy of your orgasm you had no awareness of any semen or not. So cool. Lost in the moment. Exactly how your first time should be!