Being watched
There's a much longer story behind this, but I'll skip through most of it to get to the confession. I have a sister who's one year younger than I am. We were always very close. Although she was always self-conscious about her body, I was the opposite, and she was used to seeing me undressed the entire time we were growing up together. She would sit and talk to me when I would take showers, even though the shower door was clear glass. She'd seen me change my clothes many times, and I'd even sometimes swim without trunks when we were the only ones home.
She wasn't comfortable being seen herself, but she was comfortable seeing me, and since I've always been comfortable in my own skin, it never bothered me. One night on a weekend near her birthday, I cooked the two of us a meal, and we shared a bottle of wine. After dinner, she mentioned that she had heard me masturbating the night before, and she wanted to know if it would freak me out if she asked to watch me.
I asked her why she'd want to watch. She said that she was curious about how boys bodies worked and that she never saw a guy cum before. She was comfortable asking me because she knew I wouldn't expect anything in return, like any other guy would. Then she added that I knew she'd never tell anyone if I let her watch.
I thought about saying no to her, but I didn't. I'm not sure if it was the wine, or how close we were, or both, but I just looked at her and said, Okay. We went to her bedroom because she had a bigger bed than I did. She sat there and watched as I took off all of my clothes. I was already hard before my pants came off. I had never done anything like this before, and if I'm being completely honest, it excited me.
By the time I had made myself comfortable, I was already leaking all over myself. She asked about it, and I explained that it was pre-cum or semen and that it was happening because I was excited. I explained that it was a guy's natural lubrication. She asked if I was excited because she was watching me, and I admitted that I was.
We talked the entire time that I stroked myself. I think that it was kind of a mix between an anatomy lesson and excitement for both of us. Even though she was familiar with what my parts looked like, she asked me to show her each part, tell her what they were called, and what function they served.
I explained why the head was shaped the way it was, I pointed out my frenulum and how it was the most sensitive part of my entire penis. I pointed out my circumcision scar. I showed her how the skin was loose on my shaft and how it slid up and down as I stroked myself. I explained that my ball sac was called a scrotum and that as I got closer to orgasm that she'd notice how my balls would draw closer to my body.
I couldn't believe how comfortable I was sharing all of this with her. I had thought that I'd be embarrassed, but I wasn't at all. I was enjoying every bit of it. There was nothing that she wasn't comfortable enough to ask me, and no question that I wouldn't answer. I was enjoying myself so much that I tried making it last as long as I could. I just kept edging myself as we talked and she watched me.
When I started to get to the point that I couldn't hold back anymore, she mentioned that my balls were pulling tight to my body and asked if I was going to cum soon. I told her that I was. She wanted me to tell her right before I did. From that point, I stopped talking as I kept stroking myself. When I couldn't hold back anymore, I told her that I was about to cum.
She leaned in even closer for a better view as I started cumming all over myself. I was so excited by that point that the first stream hit my neck, chin, and face. The next two or three landed all over my chest and stomach. I just kept cumming. Up until that moment, it was the best orgasm that I'd ever had. When I was finished, I was a complete mess.
I would have felt awkward afterwards, but she just kept talking to me, which relaxed me a bit. I could tell that she was happy that I'd let her watch, and I knew that we loved each other and that I didn't have anything to be embarrassed about in front of her. She eventually left and brought back two hand towels from the linen closet. She handed me one and helped me clean up with the other one.
That experience brought us even closer than we already were. We stayed in her room afterward. I didn't bother to put any clothes back on. What would be the purpose after that? She'd already seen everything that I could possibly show her. We talked about it for the next hour or so. I told her that I had more fun than I thought I would and asked if she minded if I did it again.
She was happy to let me, only this time she teased me a bit. I came a bit faster the second time. She told me that if I wanted to, she'd watch me any time I wanted her to, that all I had to do was ask. For the next few years, until she left the house to get married, she watched me at least once or twice a week. I became addicted to her watching me.
Once she moved out, it never happened again. We've never even discussed it again. We are still extremely close. We celebrate every holiday together with our families, and I love her just as much today as I did when we were growing up. I still like to be watched. Since then, just about every woman that I grew close to has agreed to watch me, all of my girlfriends, and eventually my wife. However, none of them know how my addiction started.
You should have asked her if you could use her hand instead of your own hand because it feels better when it not your own hand.
Awwh, nice sibling bonding.