My sister walked in on me when I was 16 and in mid wank. Luckily I wasn't sniffing her panties at the time!

my step dad walked in on me when I was 14. We had many fun times after that.

Neighbour when we were 12 and she had just showed me her pussy

cousin.

Damn, I was really late to the party! Not a girlfriend or either of my two wives watched me jack off. No buddy's ever joined in. Never got caught. First one was about six years ago when I got my computer and discovered web camming. Chatting to a woman in a chat room, heavy flirting. At that point it could have been a guy. But then she suggested we continue our chat through Yahoo. So nervous putting that cam on the first time. But as soon as she came on and started fingering herself I was in. Felt so great to be free, to jerk off with company. Brand new computer and I remember being worried later after shooting a heavy load all over the keyboard, in case there was a problem and I had to take it back to the store! Still addicted to the point where I hardly wank unless someone is watching.

My best friend when I was 15.

Best friend and I went on camp-out when we were 16. I was starting up the fire for breakfast and he crawls out of the tent naked and dragging his sleeping bag with him. He lays down and starts stroking. That really surprised me. We had never jacked together. I had to drop my pants and stand there jacking while watching him watch me. The start of a lot more of that. Great Times

With one of my neighbor friends. We were both experimenting, playing with our cocks together when his sister walked in.

So technically it was my friend, followed pretty closely by his sister :-)

First time caught was by my mother. I was also caught by my sister just as I shot a load.

Someone walked in on me while I was jerking off
Update 06/23/2016 Forgot that my mom caught me and slapped my hand. This was a few years before I had my first orgasm.

My cousin when we were kids.

We regularly changed in front of each other and compared and it just naturally moved on to masturbation....

When I was 14 and at a friends house for a sleep-over. His dick was a lot bigger than mine at the time and we started jacking-off in bed together. He was uncut and I was cut, so he let me stroke him for awhile.

The same older guy I saw jerking for te first time.

Masturbated with my best friend and another mutual friend when we were ... hm, I think 13. I'll never forget watching Marcia Brady in shorts on the Brady Bunch on tv while working our hardons. We all came so hard ... I'll also always remember my friend warning me not to try to pick up his tissue, he said it was so full of cum it might drip out on me. Tempting, but I wasn't ready for that yet!

Same here. Bet there's one helluva good story there. Certainly is for me!😜