First time

The thought of you two on a nude beach makes me laugh, it reminds me of my first time going to a nude beach at 15, brought the unsuspecting by my devilish first girlfriend, who was very amused by my need to lie on my tummy for quite a while. That experience got me hooked, and I’ve enjoyed nudism, nude beaches, and introducing my subsequent girlfriends to nude beaching!

 

14 with a 1978 Hustler

 

Too bad they didn’t let you fuck both of them

 

I had taken to being nude out in the forest behind our home; I can't articulate why. There was a little grotto along a creek; laying out nude in the sun, it just sort of happened. That was the start of two intertwined life-long hobbies. Soon thereafter, I was shipped off to an all-boys boarding school. Like I, my first roommate also slept in the nude and liked to masturbate. It wasn't long before we had each other's cocks in our hands; the start of my lifelong affinity for stroking and sucking cock.

 

A woman I work with was complaining about her 14yr old son taking forever in the shower, saying "He's put her electric bill through the roof, god knows why he has to take that long"
Another guy sitting across the mess table from me gave me that look. When she left a few minutes later we both burst out laughing. How naive could she be?

 

I'm pretty sure I already wrote this up here on a different thread, but anyway... Starting at 9 my school "required" boys to wear a jockstrap to gym class. I'd already seen my dad wear one for swimming, and was pretty fascinated by it. They got me one my size, and I wore it whenever I had the chance. Gym wasn't enough. I discovered that if I ran the seat straps up my ass I got a lot of really nice pressure in my crotch, and got really hard. I liked just wearing it and getting hard, looking at myself in a mirror. Did it a lot. So I guess a kind of masturbation, but no cumming.

Even before then I used to get really hard watching circus acts on TV, girls with their skimpy costumes doing super-human acts made me a little nuts. You can see one of the acts I saw that got me rock hard right here. The whole act is hot. She hangs by her neck and he spins her...wow. For the blow-off (last big trick) She hangs in splits, swings out into space, then launches herself into the air. Seems like she's going to die! But is saved by cords on her ankles at the last second. She's in a bikini, of course. That old act still gets me hot. The big blow-off starts at 3:50:


Anyway, I was about 11, and staying at my grandparents overnight, we saw that show, it got me hard, but then the show was over and it was time for bed. I brought my jock, and put it on to go to bed. I adjusted it so the straps were up my ass crack, and pulled the waistband up hard, driving it into my crotch, then lowered it, rubbing the 2" waistband up and down my hard cock. It started to feel really good, so I did it over and over and then I started to feel this odd tingling sensation in my dick, so I slowed down. Then started up again, and the tingling felt stronger. I was a little afraid, so I slowed down again. Then I tried again, and this time the tingling feeling kept growing, so I kept going. Harder, faster, pulling up tighter, then releasing, faster and faster. The feeling got more and more intense, and I remember wondering how high this tension would go, so I kept going. Then I felt this fuzzy tingling spread from my cock and crotch up my stomach and down my legs to my toes, then up my chest. I'd never imagined there could even be such a feeling. My entire body went rigid, and there was no turning back. Then suddenly, wham! It hit me hard. I had my first orgasm. I shot this funny white goo onto my stomach, and the muscle contractions in my crotch hurt. I really though I'd broken something, and was in real trouble. But when things settled, I went to the bathroom and cleaned up.

A week later, at home in bed, I thought I might just try that again. I put on my jock again, and wham! I had a hard cock instantly. I did the same thing, a combination of pulling the jock up causing pressure under my balls and crotch, then sliding it back down rubbing my hard dick. My second orgasm didn't hurt a bit, it felt fantastic.

And from there, the addiction began. I masturbated with that little jock until the front piece started to rip off the waistband, so I sewed it back on myself. Several times. I used that little jock for years until it just completely wore out. I was a few sizes bigger by then, but I had a hard time letting it go, it was just so nice and tight I eventually changed from masturbating with a jock to the usual hand techniques, but never lost the addiction. As far as I know, my experience was unique. None of my friends used a jock to jack.

 

Sorry been a little while since I been on this site. thanks for the reply.
The Nude beach was a whole other experience with a Ballerina want-to-be that was mid 20, who would dance on the sand in the early mornings before many arrived and my friend and I would watch her erections at full staff and she would encourage us to not be embarrassed but let her see our boners.... I think it was my buddies she really wanted to see but she was very open and accepting of us both admiring her at close range as well. Nothing physical ever took place (Likely because we were so naive) but we had some hot discussions and a little show and tell session each morning for that entire summer. We jerked off to the thought of her naked body for years. lol

 

My first real masturbation was at age 11. Prior to that I knew it was fun to rub against pillows and stuff but nothing like when a school mate invited me to his family barn to show me what he had learned. Not much happened but it sure felt great. After that I practiced as often as possible in our very small house. I envy those of you that had magazines or the internet to help - my excitement was relegated to the Penney’s and Sears’ catalogs.

 

I was 13 my next door neighbor friend was 14. One day he came over all excited and said he wanted to show me something. He striped and kneed in the middle of my bedroom floor and stroke his hard cock. I watched with the biggest smile on my face. It was hot. He came in no time. I was amazed. Cum shot up in an arch and almost hit me. I tried but i didn't cum. The next morning I woke up with a hard on. I sat naked on the side of the bed and began jacking. It was okbat first but then I started thinking about how hot it was to watch my friend. I shot my first load as I drooled all over myself. I was loud too, glad no one heard me(large family). It felt amazing. I remember feeling so euphoric. I couldn't wait to tell my friend. This started 4 years of sex with him. It was an amazing experience. I think fondly back at those times when I masturbate even to this day.

 

looking back I wish my friend and I did more then just jerk each other off, we used to do something he called “practice makes perfect” and we would put our cocks between each others thighs doggie style and thrust. We were young so we didn’t know what anal sex was but I did like his cock sliding across my balls. If we only knew.

 

I don’t remember all the details but she initiated it. She had seen me hard a few times in the weeks before guests she decided to act on it. lol

 

I remember rubbing myself against my pillow until this wave of absolute pleasure came over me. I was mystified for a while by the pool of white cum. I developed this into making a sort of pussy with towels and thrusting into that til I came. This was fine until one time I was really turned on and it was taking too long so I grabbed my cock in my hand and jerked until I had a very satisfying ejaculation.

 

We never did that but he loved having my hard cock in his butt while he jerked off. I didn't really fuck him as much as I would push all the way in him then just stay in up to the hilt. He love just having me in him. He loved the feeling of me slowly entering him but not pulling back out. I loved giving him the reach around. His dick was bigger and thicker than mine. I loved his cock more than him. when he was near ejaculation he usually grabbed his boner from me and finished himself off. I loved how tight his butt hole would grab my cock. I never came in him (I really wanted too). But when I pulled out one of us would jack me off, I never lasted more than a minute or so.

 

If I was inside him I don’t think I could resist the urge. I would for sure have thrusted and then when I felt how good it was I would have came in his ass.

 

Me and a few of my friends started group masturbating that way

 

That's such a great experience I remember holidays like that with my two cousins and a friend of ours playing and showing each other our cocks and her her pussy, we used to often wave our cocks about like weapons at each other sometimes chasing our friend with them

 

I tried that with my school mate, we used to try to put it into each other but his was so huge and we had no idea of lube so it used to really hurt me before he got near getting the shaft in. Mine was much smaller and I got it into him at least once but he wouldn't let me cum in him - just put it in and then almost immediately take it out again. I always found that strange; my cocks in him but he won't let me cum and seemed horrified at the idea. No doubt he'd have blown a load in me with no worries.

 

I was 13 years old and talking to two of my friends who had masturbated in front of each other earlier that day. They asked me if I had ever jacked off and I shook my head no. One of them told me to go home, put some lotion in your hand, and then start rubbing it up and down your dick. They told me it was going to feel really good. So I took them up on it and loved how it felt. I laid on my back slowly stroking myself. My body began to tighten up as I stroked myself and my dick became very hard. I felt this incredible sensation inside me as I began to cum. I stopped for just a moment to watch this thick, white fluid come out of my dick and land on my stomach. I then started stroking faster and a few more little spurts came out until there was just a little bit dripping out of my dick. I just lay there looking at the cum on my stomach and was amazed about what just happened. It was then I knew this was going to be my favorite past time.

 

It was the Start of some exciting times for sure. I had actually touched him in the dark one time earlier just before leaving on the trip. (hopefully not a repeated story here)
He had got a water-bed for his 13th birthday and I stayed the night to experience the whole new phenomena of water-beds in the early 70's
We had decided to sleep naked because it was heated and new silk sheets, it was pretty exciting to slip around under the covers.

He was bouncing me around on the waves he would make because he was a lot larger than me and while doing so we were both getting moved to the centre of the bed and I came down sideways toward him and my cock landed directly on his hand. I froze in place embarrassed as he now knew I had a boner... not moving an inch, I waited to see what he would do. I felt his had turn over and take me in his grip. He just slowly squeezed me and fondled my balls a little. I reached across him and took his hard cock in my hand and explored it a little too. It was so much bigger than mine.
But then without really addressing what we had just done, we started to play fight and just wrestled around before falling asleep blue-balled and happy.

Feeling our naked bodies and erections rubbing against one another under the warm slippery sheets was a thrill in itself but we had not mentioned the touching or excitement again.
A few weeks later we left on the trip and when we did finally connect (the previous story above) it was in daylight and we could see each other and we were much more exposed and acknowledged the interaction and the first time I ever came but he had obviously been doing a little deeper exploring in between the two encounters and brought the lab results on the trip to share his findings with me... lol

 

Masturbating for the first time is one of those "landmark moments" that, like the first kiss and the first time having intercourse, becomes a very memorable moment and one not easily forgotten. I remember my first time masturbating like it happened an hour ago and I can remember what I was wearing that day - blue t-shirt, blue shorts, white crew socks with red stripes and a pair of PF Flyers. Oh, and white Fruit of the Loom underwear. The guy who showed me how to do it was wearing a white t-shirt, black shorts, no socks and PF Flyers.