First time

I was about 10. Three or four of us at school used to compare cocks in bushes near the school, and it went from there. First time I was alone, I remember it felt nice but no cum. One of the friends from those early days used to wank with me, he'd call at my house to see if I was coming out to play - literally - and we'd go off, find a quiet spot or one of our houses if they were empty, and wank together. Nearly every day. That lasted from about 11 to 15, we tried a few things but had no idea of what to do in those days - no porn so we didn't know how to suck or fuck properly, but we wanked an awful lot.

 

Barring health reason, why would anyone want to stop!!!!

 

I can't quite fathom a reason why...use it till I lose it....or they toss me in the fire...

 

You were very lucky. I missed out on all that social interaction and sexual exploration.

 

It was a small group of friends and I think that's what made it work and be special. Along with a very open-minded mom. I did not know just how special it was until mid 20s. I kept in touch with a few and none had any regrets most went on to have happy families and all remember it as a very good experience in so many ways.

 

You are very lucky you had an open-minded mother. My parents were sexual prudes, at least where masturbation was concerned. If I got caught "playing with myself" (as they put it), I would get punished.My parents and all my older siblings were careful about "showing anything" and were always well covered with clothes. There were even ashamed to run around in their underwear. This was all an exercise in futility because I still masturbated every chance I got. I was the youngest and I was the only one that would run around in my underwear. Got yelled at a lot for doing it, but it was worth it. Running around in my tighty whities with a boner in front of my two older sisters.

 

The first time remember consciously masturbating was when I was 12 but I used to play with my erections long before that. I’ll never forget my first ejaculation though. I just turned 14 was reading a Playboy in bed I was feeling like I normally did but instead of going into a dry orgasm I just kept on stroking until I had a massive ejaculation that went over my head and hit the wall. My body was coated with come after I finished spurting.

 

I remember those over the head shots! And massive orgasms that made you almost pass out.

 

My brother and I started in early teens but no come came out of my cock until I was 15. Seriously, I felt myself throb every time but no come. When I could come, I showed my brother by pulling myself in his room and showing him my sperm. He pulled himself a lot and came himself soon after. Once he offered to put his up my ass so I did nothing more. I got scared. I pulled my friend's big big fat cock and watched a long jet of sperm shoot out in mid teens. I still imagine the feel of the veiny stiff meat pulsing, shooting sperm out. He wanted to put it up my ass too. Scared me off. How could that not hurt like hell? There was a girl or two who I fingered and she played with my cock but nothing more. That was rare.

 

Im not sure how old I was but, definitely less than 10. Say I was 7. We had these poles in our basement that were supports for the ceiling and beams above. I remember wrapping my arms and legs around them and shinnying up them like a monkey climbing a tree. After doing this many times there was one time that after reaching the top, rather than quickly sliding back down (like a fireman's pole), I allowed myself to very slowly l descend the pole and it caused my groin to rub along the pole. I felt this stirring in my groin as that was happening, and while I enjoyed the sensation, it was making me feel embarrassed... but I couldnt stop and get off the pole until I kept pursuing where this amazing sensation was talking me. Ultimately I felt that 'climaxing' sensation and I felt this funny stirring in my body and specifically in my flaccid penis. It felt funny, weird, and awesome. I was a bit embarrased and very confused. But I know I liked it enough that I continued doing it. I was too young to ejaculate any semen, so all these climaxes were dry. Eventually I found that I didnt need a pole, and that pictures of naked women were especially effective in getting those strirring feelings. I'd straddle the corner of my bed, and lie face down on the bed with my right hand placed down on the corner of the bed where my groin was. The opened Playboy would be right in front of my face as I'd grind away on my palm.

Importantly, my penis was not erect when I'd start (in fact it couldn't be.. how else would I be able to cup my hand across all my gentials??), but when I'd finish (and release my hand and stand up), my penis would strangely spring to life. After one such occassion during my climax I felt my hand get wet and I thought I had pissed myself (lol). Wasnt sure what the fluid was... and though I thought it was gross and messy, the sensation was too great for me to not do it again the next day. If I didn't have a Playboy handy, I found that thinking about the much older very pretty girls in the neighborhood (especially in their bikinis) would do the trick.... Diane, Christine, and Kelly in particular, (all seniors in high school) provided much inspiration!! Rather than messup my underwear or shorts, I'd frequently masterbate like this before taking a shower, and hence was naked with my bare ass sticking up in the air as I grinded myself thinking about those girls.. and thinking about them walking in on me like this with my rear end shamelessly mooning them. Wouldn't take long for me to start erupting thinking about those pretty girls, and if I didnt have much time, they were always my 'go to' inspiration! (Side Note... I wonder if I ever see any of them again if I would have the balls to tell them that story.... a part of me would really like too! especially if they are all still hot!!).

It wasnt until 8th grade though that I graduated to the next level. I was laying in bed trying to get to sleep but was very horny. The problem was I already had a huge erection so couldn't do the grinding thing. Thats when I stumbled onto stroking. And wow did that feel amazing!!! At that time I was thinking about a real pretty girl in my class, Stacey, and imagined pretty Stacey with her mouth hanging open with wide eyed expression watching me jerk off. Again it didnt take but a minute for this sensation to build up and for me (laying on my back in my bed) to shoot an enormous stream straight up into the air. WOW !!! that was amazing!!!!!! I'll never be able to look at pretty Stacey the same again, and if only she knew!! I never had the balls to tell her she was the inspiration to my first proper stroking masterbation session... but again, maybe at our next high school reunion!!! After that I found the more daring the location (where some of these girls could potentially catch me) the better. nice memories

 

About 13. Swimming at the neighbours house with his sister and him. For some reason everything clicked that day. I noticed her young body in her bikini. Her perky tits bathed in sunlight and pool water. When I got home I removed my wet swim suit and the cool air that hit my freed cock made it immediately rock hard. I had never really rubbed my cock before. My groin was still damp from swimming which made the area extra sensitive. There was a desk by the window in my room and I sat on top of it looking out. Even at that young age It felt good to be so exposed, to be potentially seen. I touched my cock and it felt good. I then discovered stroking and added some rhythm to the play. I had no idea what I was doing or what the outcome would be. I just knew the more I did it the more I liked it. It was amazing. Faster and faster until I shot a huge load of cum up and over my shoulder. No clue to what just happened but happy it did. I then discovered the joy of wanking with the assistance of my safely stashed (under mattress) Penthouse & Playboy collection. I’m really surprised my cock survived that first year after all I put it through.

 

Preschool years, I do not remember exactly. But I did it regularly.

 

I started touching myself when I was 7 or 8. I wasn’t really masturbating, I just like touching myself.unwound do it openly until my mom calmly told me that a young lady doesn’t do that in the open and she followed it with, that’s something you do in private. So that told me at a young age that it was ok, just do it in private. I continued to touch myself in my bedroom, with bedtime and waking up being my favorite times to do it. When I was 12, I had my first orgasm, and ever since, I can’t leave myself alone!!

 

I was 10-11. My sister showed me how to.

 

2 after playing doctor with the babysitter’s daughter and son.

 

My first time was when I was 13. I stayed over at my friends house and he had bunk beds, I took the top bunk and him the bottom. We were being kids and screwing around not sleeping I had my arm dangling from the top bunk and we were hand wrestling, then my friend took my hand and put it on his hard cock, moving it up and down. I could not really see as it was dark but I kept stroking it until I felt it swell and he came. He then put his hand up and rubbed me and I became instantly hard, he slid his hand into my pants and stroked me, felt so good until I cummed for the first time. He then hopped up and we went and cleaned up. After that when we would get together after we played outside we would go to his room which was on the second floor far side of the house and jerk each other off. The first time we did it after that night was during the day and I had never seen another cock other than my own so when he pulled his pants down and showed his hard cock to me for the first time I got so turned on I grabbed it and worked it until he came all over his belly. Then I showed him mine, I was so nervous but completely hard so I layed on the bed and he stroked me until I came in buckets. We kept jerking each other routinely until we went to high school and we lost touch. Just talking about this makes me so hard so I have to go cum now.

 

Ok pour a coffee it’s a long one. Never told but to very few but I remember it like yesteryear

I went on vacation with my best friends family when I was 12 and he was 13. We would spy on his older sister and his brothers GF when they showered or changed. I was Getting hard ons but not sure why. But it felt good.

At one early overnight stop in a motel in who knows where USA we had our own room just the two of us and in the morning my friend walked out of the shower with a towel hanging from his hard on like a towel rack.
I, laying in bed laughing, as he paraded past me like it was normal practice to carry it this way.

He then laughed and removed the towel and I couldn’t believe the size of his cock. 50 years later I still don’t think I have seen one that big in real life. I knew he was more mature and bigger than me but this was new information and astonishing to witness. It was far bigger than I ever remembered from when his older sister gave us baths and covered in hair. It was a full blown man’s cock.

i couldn’t take my eyes off it as he walked around the room I was mesmerized by how it bounced, it had some real weight to it and swung side to side. I was not only fascinated but hard as a rock myself from watching him. He seemed to notice and strutted a little more than needed.

He came over and stood at the side of the bed and pulled the covers off me to expose what I hoped was my secret that it was exciting me and turning me on to see him erect.

He looked down at my erection and 7 tiny hairs and I felt embarrassed by the obvious differences.
He smiled and appeared not to notice the difference. He swivelled his hips and it swung back and forth in front of him and in front of my eyes and I just wanted to feel it in my hands, but didn’t dare. I just sat there wide eyed looking at the size of his balls and thickness and length of it.

He was the first one to move and said nice hard cock as he leaned over put his hand on my balls cupping them in his palm. The warmth of his hand felt amazing on my nuts an I resisted the impulse to pull away and just open my legs and accepted his forwardness.
Looking at him and back at his cock I just allowed his hand to explore me.

He asked me if I ever cum when I jerk off. I wasn’t even sure if what I did was considered “jerking off” and only seen cum in magazines. Still staring at his enormous dick now dangling almost in my face I said “what do you mean- cum?” He said it’s awesome Can show you.

He stood back up and pushed his hips forward and gave it a couple tugs in my direction. I just laid there awestruck really. I watched him stroke himself two feet from me. Growing even stiffer as I watched. I was so excited that he touched me and couldn’t resist reaching out and taking him in my own hand. It felt enormously thick in comparison and heavy to hold. I let it slide over my open palm as I ran my hand down the underside of his shaft to his large balls and then back up the full length to the end, then wrapping my fingers around it I pulled back the foreskin revealing his large purple head.

To this day I remember that moment.
I was amazed by the warmth, the softness of its flesh, the hardness of its strength and the powerfulness I felt with it pulsating I. My grip.
I felt light headed and dreamy at what was happening my throat went dry my heart was pounding so hard and I couldn’t believe I was holding his cock in my hand.

He then came forward to kneel over me on the bed next to me. He put his hand over mine and started to run it back and forth the full length of his shaft. Long slow strokes at first as I felt my hand hit his pelvic bone then returning up along its length till the ridge of his head squeezed through my thumb and forefingers with a little popping action, then down again a little harder.

I loved the power it seem to generate within me stroking this monster wishing I had even half of that dangling between my legs. Nervous that I was doing something so taboo I would never be able to explain if someone found out, but wanting desperately to continue as I’d never felt so sexually excited in my life…

He guided my hand faster and squeezed harder on it and then leaned back pressing his hips toward me releasing my hand to continue on my own holding his erect dick out to me almost in my face as I stroked and squeezed harder and faster feeling every vein running through my fingers and the pop of his pulsating head as it slipped through my grasp.

With a slow steady growl a beast like groan seem to be taking over him and his head went back as I Looked up at him not sure what was happening not sure if I was now hurting him and definitely not aware of what was about to happen when rope after glorious rope of semen started to spatter me. First my neck and chin, chest and pillow, shoulder and wall. There was cum shooting blast after blast of warm slippery fluids that covered me from chin to balls. astounded again I milked his cock of the final drips and drops and held him in my hand watching and feeling the rigidity wain and softness return. Tasting the salty liquid on my lips I could do nothing but stare at him trying to understand what just happened. But knowing it was something amazing.

He looked down at me smiling ear to ear and said “ok your turn!” And reached for my aching hard cum covered cock.

I came for the first time that morning with his coaching and at his hands. We were traveling for 6 more weeks together and spent every moment looking for girls all day spying on anything that might show a little flesh and jerking our cocks purple every night and morning.

We return home very different from the kids that left on that trip, we saw naked women and learned a lot about ourselves and each other.
Mostly about human anatomy we discovered an amazing nude beach and all it had to offer and the excitement it provided two horny teens. And began a quest for all things sexual.
I too can’t help but drip any time I recall those first experimental days.

 

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Looking back at that moment if your friend tried to put his cock in you would you have let him ?
Thinking back and how horny and hard my experience was if my friend tried I would have probably let him. I have never experienced it but just thinking back makes me curious how it would feel. Now I’m getting hard……

 

Looking back at that moment if your friend tried to put his cock in you would you have let him ?

The guy was hung like a horse he would have split me like wood.... Never took it or gave it up the rear, as funny as it sounds that would have been "going too far" however anything else seemed to be on the table. Funny how your mind justifies one thing and not the other. We were just excited kids that found a new toy.

 

The first time for me and have mentioned this before on this forum was the blonde living two doors away from me. I was friendly with her brother we went swimming together and he must of mentioned my hanging dimension. She was curious and wanted to see for herself and we went to our local park. I fucked her in the park keepers hut took a bit of a chance but she said that it was wonderful. She was much older than me and we had sex a few more times and also once in her bed when her family went away for the weekend.