When was your first masturbation experience?

That one was all thanks to my mom. She'd teased me a few years before about scouring catalogs and magazines for underwear and swimsuit ads by saying something like, "What you really want is the Victoria's Secret catalog." I was probably 9 or 10. I didn't really get much out of looking at swimsuit ads honestly. The fun was more from play-acting the sort of impish tomfoolery I thought boys were supposed to get into. But for whatever reason, I always remembered her making that joke. So, four or five years later, no sooner than I'd reverse engineered how a male would masturbate and realized I'd need to have an erection, I thought let's check out this Victoria's Secret thing that's supposed to be the world's best source for sexy photos of women.

I can still vividly picture the woman I chose to do it to. And I did flip all the way through the catalog to find the photo I liked best before I'd even unzipped my pants. It's odd how methodical I was about it compared to most people born male. I even waited two days for the catalog to come after I'd made this decision to try masturbating. I also remember I purposely did it in my sister's bed rather than mine. I can't remember what the thought process was there, since I didn't know there'd be "evidence." But it definitely had something to do with trying my best to obscure any connection back to me if anyone somehow discovered that masturbation had occurred.

It never ceases to amaze me how fucking obvious it always was that I'm genderqueer. What cis-boy fucking plans his first masturbation like it's a goddamn dinner party. Like I even put thought into the venue??? LOL!

 

I was about 7 I woke up with a hard on, I'd only ever had a bit of stiffness before but this was a full blown up in the air boner, I rushed to show my dad, he was in bed with my mum, and he laughed I said it was normal and then showed me his erection and showed me how to stroke it as the best way to get rid of an erection, I rushed of to show my cousins and our friend what new trick I had learned and we would masturbate all the time after that, the coolest part was because it was not a closed subject in my home, we would masturbate in any room even if our parents were there, many a time I would wank watching TV

 

I started humping my bed when about 5 and have vague memories of dry orgasms and that great feeling.
First true wank I remember, stroking my cock was after getting the slipper for breaking a window. Was summer so shorts just pulled off and given a long hard slippering from dad. Lots of screaming, snot and tears. Sent to bed I lay there and the feeling changed got rock hard and stroked it for the first time I was 8 about to turn 9.

 

I think it was about 6, but I've been "rubbing" my cock since I first noticed I had one and that it got stiff. My mother was always yelling at me to stop "touching myself down there". I was a tiny pervert. I was always running around nude with my tiny, erect penis flopping in front of me. My mother would smack me on the ass and tell me to go put some clothes on. I just wish I could go back to those naive and innocent times and re-experience the novelty, excitement, awe, shock and amazement of those first sexual experiences. I think that my first orgasm was the best that I ever experienced because of all the unknowns. I've been like a drug addict chasing that first high which you can never achieve again.

 

I used to love running around naked as a kid especially with an erection

 

maybe 10 or 11. Although didn't cum untill 13. remember it well

 

When I was 12 a friend told me that he was playing with his cock from time to time and it gave him pleasurable feeling called orgasm and sometimes semen appears. But he did not showed me or instructed me so I had to figure out by myself. For a few months I tried different things but only irritated skin on my penis a few times. Finally, when I was having a bath at my cousins house, I tried just to move the foreskin up and down and few drops of cum appeared, probably because of excitement I didn’t feel anything but I have generally delicate orgasms up until today.

 

I was 13, the way it happened led to lots of fun.

 

Based on my mother's jokes when she walked in on me doing it as a boy, I would have to say that I was basically born masturbating.