Reply: When was the first time you masturbated/fingered yourself?

I was 8 when my best friend showed me what to do. We ended up doing it together and later, to each other. It was the best thing that ever happened to me!!!!!

Before I started school I was playing with my little dick and couldn’t kept
My hands off it. About the second grade I discovered that it felt good to finger my young tight asdhole and jack off at the same time. 
 The more I fingered myself the more I liked it and in the shower the soap made my tight little hole much easier to finger. As time went on I began to experiment with things in my ass and I loved to play with my dick with something stuck up my ass. 
 In the 4th grade I told a friend about how I was always playing with myself and he said he did too right away I asked him if he wanted to go in the woods after school and watch us play with our dicks. He wanted to so we did but once our pants were down and our dicks were out we just had to touch each other and we ended up that day on our knees sucking on each other. 
 Every day after school
In the woods he and I sucked each other and tasted each other s tiny drops of cum. Two months later he and I were getting naked in the woods to suck each other and I told him that I liked putting things in my ass and asked him if he ever tried it. He said he never did that then I told him again I liked doing it. A few days later he told me he wanted to put his dick in me if I liked it so much. Right away insured to let him do it to me and I still remember how it felt laying naked in the cool grass in the shade hidden by the thick bushes with my friend naked on top of me trying desperately to to put his dick in my ass. 
 Finally after I suggest he try spitting on my hole his dick went right in my ass and he put it all in me then we both got excited and he tried to fuck me but he came real fast. I told him to just lay on top of me and don’t take it out so he did and it got hard again very fast so he tried to fuck me again and it lasted much longer and he came in me again. 
 We had lots of time so I asked him to stay there a while and let’s go it again in a few minutes. He was anxious to stay and put his dick back in me so we did. 
 This time on my hands and knees he fucked me from behind and came in me again. He came in my ass 3 times that day and every day after that for months
 All thru our school years he and I had great sex botanical and he really learned to fuck me good and he always came in me and we ducked a lot of cum out of each other over the years. We both liked to 69 and I always told him to stick his fingers up my ass when we were in a 69 and it made me cum a lot more when he did. 
 I had anal sex with several other boys in school and a few times with several boys at the same time. I would go down to the creek on Saturdays and wait for boys to show up and I would let them butt fuck me and on several occasions 3 or 4 boys at the same times taking turns on my ass and I really enjoyed that. Most of the time they all took at least two turns on me before leaving. 
 I never got over enjoying a dick in the ass and alm my life on occasions I have let met get off in my asd and I have got to experience a huge cock several times and that is something that I will never forget and I jack off thinking about the big blocks I have had up my ass over the years. 
 My wife and I live strap on sex and she likes fucking me with very large rubber cocks. I can take a very thick 14” cock fairly easy and my wife gets excited watching me take such a large cock up my ass. She and I like very naughty kinky sex often and we have done some very naughty things over the years. 

I was nine, the girl fourteen year old that babysat me and my little brother talked to me about making myself "feel real good" after putting my little brother to bed kind of early and swearing me to secrecy. 
We went to my room to talk about it. What she was saying intrigued and stimulated me very much as it tapped into my own curiosity about my body.
During our talk she first she sort of demonstrated how to rub over her shorts. I watched intently, coping her over my my sweatpants. I did not hesitate to get bottomless along with her when she suggested it as we sat on the floor opposite each other.
I quickly located and wiggled my clitoris with my finger tips as we watched each other. The feeling of what we were doing together was so overwhelming. I suddenly felt s bunch of throbs happen that left my clitoris too sensitive to keep touching it.
I had orgasmed but did not fully realize what it was other than "Feeling Really Good' like she had explained. 
She had me immediately lay on my back, part my legs wide and hold my vagina open with both of my hands as she rubbed herself until she orgasmed. 
I had an urge to pee. I grabbed up my sweatpants and rushed to the toilet. I could barely wipe myself when I was done since I was still very sensitive. It felt naughty but incredibly nice at the same time. I dressed and we met in the living room. We both giggled a bit and I totally assured her that I would never tell on her and begged her not to tell any of her 's arrival interrupted us.
We came that close to getting caught.
I started masturbating before going to sleep from then on throughout my teens too. 

I was nine, the girl fourteen year old that babysat me and my little brother talked to me about making myself "feel real good" after putting my little brother to bed kind of early and swearing me to secrecy. 
We went to my room to talk about it. What she was saying intrigued and stimulated me very much as it tapped into my own curiosity about my body.
At first she sort of demonstrated how to rub over her shorts. I watched intently, coping her over my my sweatpants. I did not hesitate to get bottomless along with her when she suggested it as we sat on the floor opposite each other.
I quickly located and wiggled my clitoris with my finger tips as we watched each other. The feeling of what we were doing together was so overwhelming. I suddenly felt s bunch of throbs happen that left my clitoris too sensitive to keep touching it.
I had orgasmed but did not fully realize what it was other than "Feeling Really Good' like she had explained. 
She had me immediately lay on my back, part my legs wide and hold my vagina open with both of my hands as she rubbed herself until she orgasmed. 
I had an urge to pee. I grabbed up my sweatpants and rushed to the toilet. I could barely wipe myself when I was done since I was still very sensitive. It felt naughty but incredibly nice at the same time. I dressed and we met in the living room. We both giggled a bit and I totally assured her that I would never tell on her and begged her not to tell any of her 's arrival interrupted us.
We came that close to getting caught.
I started masturbating before going to sleep from then on throughout my teens too. 

I was 10. Had a sleepover with my 2 besties. One of them knew about it and showed us. Life changing!

I grew up with my mother. Around the time I was almost 11 I could frequently hear her at night, moaning and breathing heavy. One night her door wasn't fully closed and I could see her through the crack with her legs wide apart using a vibrator. Now I had no idea what that was or what she was doing but I was intrigued.  The next time she went shopping and I knew she'd be gone for a while, I went into her room and found the vibrator, went to my room, got naked and put it on my pussy. First I didn't really feel much but once I moved it around, I learned I had some very sensitive parts down there. For a first time, I think I had my first orgasm. I was just amazing. I quickly washed it off and got dressed just before she came home. That night I rubbed my pussy for the first time and came again.