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It doesn't mean a whole lot, except that the two of you are experimenting, growing, trying new things.
You both were turned on, you got off, and you did some comparisons. It's not a big deal.
You say that you woke up naked and pretended nothing happened, and that it was weird. How do you feel about it? Did you enjoy it? Is it something that you'd like to do again? Do you feel weird that the two of you don't talk about it? Or is it weird that it happened? Or that you two had a great night together but that it won't happen again?
The key is how YOU feel about it.
Has your best friend asked about it or said anything? How does he feel about it?
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I'm a girl, and I masturbated over Skype with my best guy friend. I was a little bit drunk and called him one night and I told him I was touching myself, and he watched my rub my clitoris on camera. Eventually I had an orgasm and then we never talked about it again.
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In high school, my best friend and I looked at porn together, which led to playing with each other. We both liked girls, but had not had girl friends, yet. Like others, we started masturbating to porn together, which progressed to jerking each other off and exchanging blow jobs. The summer between 9th and 10th grades we did it all the time, often several times per day. We knew it was gay, but we never thought of ourselves as gay, we were just crazy turned on. My friend got a girl friend when school started, and the was the last time we fooled around together, until we were in college. We both went to our state university, had girl friends and the four of us hung out a lot. We never told anybody what we did until one time the four of us were getting high together. It sort of leaked out, the girls wanted us to show them, we said we needed porn to get in the mood, but had none. The girls started kissing and took off their clothes to get us started. My buddy and I started to jerk each other off, and it ended in a foursome. The girls did their thing together, we did ours, we had oral sex and screwed our girl friends in front of each other, we watched each other bang the others girl, and the four of us all fooled around in one big pile. Only happened once, but it was memorable. I'm married now, never fooled around with any guy other than my old friend, until a few years ago when a gay couple moved into another apartment on our floor, and I'd secretly fool around with them ... just jerk and blow, I never did anal, but one of them would suck me while he was getting screwed. I much prefer a woman, but enjoy the feel of another man's penis harden in my hand or mouth.
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my friend bill and i where working EMS, we where sleeping, I woke up to him jerking off, it was great! I also found his used condoms, the cum was great lube to jerk off with....
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Me and my best friend used to jerk off to his dad's VHS porn collection. We were in 7th & 8th grade at the time. Started out as watching porn together trying to hide our boners. Then we would take turns going to the bathroom to rub one out. Eventually he convinced me to whip it out and openly jerk off with him. We never touched each other, but we compared sizes. I'm still amazed at how at 12 he had a full grown sized penis while at the time I still had a skinny little kid sized pee-pee.
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