As a young teen my cousin and I masturbated together regularly. It was like a competition - who could shoot the most, the farthest etc.
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My first time wanking many moons ago was as a result of a dare from Carolyn my cousin when we were about 12 or so. I've gone into more detail in another post, so I won't repeat myself here. Suffice to say I enjoyed the experience and it led me to a lifelong " Hobby"
In my house as a kid we were naked a lot of the time, and wanking was not a forbidden topic, in fact we were quite open about it when I discovered I could get a hard on at about seven I started playing with it a lot, doors were not closed and quite often wank in any room when the feeling took you. My parents got divorced when I was eighteen and when I would visit my dad we did wank together watching porn, when he met a new partner (they were nudists) his girlfriend would sometimes join us if she liked the film. I don't see too much of an issue if a dad and son wank together if they are old enough, I know that my stepson had been after a porn mag since he was sixteen, my other half bought him one for his seventeenth birthday, I walked in on him one day reading it he had huge bulge, I asked him if he wanted me to leave, he asked why, I said to him so you could wank, he then told me he hadn't really done that, and wasn't sure what it really was about,he has issues with social interactions so never really talked to people about it. So I explained to him that basically you just rubbed your penis and you could pull your foreskin back etc if you wanted and it was ok.well a few days later my other half said he had been talking to her and telling her he had talked to me about masturbating but still wasn't sure as he is not good with interpretation of verbal explanations of doing practical tasks, you should have seen the issues getting him to tie a tie, she said he wanted to try it but was a bit embarrassed to ask, so she asked me if I could help him out, I asked if he would be ok with me showing him and she said he would be, so we sat down on his sofa with a porn film, I asked him to let me know when he was comfortable and ready, he asked what I meant by ready, so I said to him when you are hard. He said I am hard now, so I asked him if he wanted to start or if he wasn't ready, he said he was ok,so I asked him if he just wanted to take his cock out or if he wanted to take his trousers off, he asked if it mattered and I told him it didn't it was up to him, he stood up pulled them and his boxers to his knees and sat down. I did the same and told him to watch, I took hold of my cock and started to wank slowly, he then followed suit, I showed him how to roll his foreskin back and fore and after about two or three strokes he came a massive amount. He seemed quite embarrassed but I said it was ok it was because it was the first time he had done that and that every one is the same in that respect, we were still watching the movie, and I said just stroke it like I showed you and it'll get hard again quick enough, well we spen the afternoon doing that to the movie, and a few times since.
There's a chick at my doctor's office that I jack off to hard after every visit (or sometimes in the bathroom while there). When shw calls about follow up stuff I always beat my meat with her on the phone.
Maybe not so taboo but here goes 18 years old (legal age) coworker So damn cute and yummy looking!!!! Nice little body that makes me think about grabbing her by the waist or hips and push my cock in deep. And those smallish breasts I would love to play with! Anyway, the masturbation part that has me wishing to have her play with my cock is her nice, delicate feminine hands I love looking at and fantasize about her wrapping them around and stroking, edging. I would reward her and make her moan and squirm
Out of the blue…..a few years ago I had my annual appointment with my urologist. Expecting the male doc and in walks a pretty petite female LNP. She’s going to do the exam! Strange meeting a woman for he first time and she gives me the finger wave. Of course she has to check my balls too. I fell in love and looked forward to each anal….I mean annual….. visit. Next month coming up. Need to make sure I’m trimmed and shaved. I think she knows!
Growing up, a friend and I masturbated each other. He had a big stiff veiny uncut cock and I was in awe of it. My brother and I explored and talked often about 'that feeling' and how come nothing comes out yet for us. When I was able to come finally, I pulled off with him so he could see what come was. Just innocent exploration. We were finding out because nobody was telling us anything except a friend who did it. A woman who visited us once, and Dad wasn't home, had a cheeky adventurous side. My brother was in His room so we looked through a small gap and we saw him enjoying a long session of masturbating on his bed.
I think this greatly depends on how you are raised. My single mom was a nudist and very open about sex. I saw her she saw me very openly and often but never each other. I think that would not be appropriate between parent and child but siblings or relative would be far less a problem.
Not for me, but then I hated my mom while growing up. She had serious issues and took them out on me, making my life a living hell. So yeah - mother son fantasies just don't do it for me. But... brother sister fantasies! Wow!
When I first married my wife, she had a younger sister who sent me all the signals. She was still a young teen and I was an adult, so... No. But still, her flirting was unabashed and it made me happy.
For about 8 months, my sister and I were casual masturbation buddies. We would sit on her bed and either do it to ourselves and watch each other, or sometimes we would do each other. Looking back, I am amazed we did it. But at the time, it just sort of happened naturally. One thing lead to another and that's where we ended up.