I once had it done to me by a female friend who massaged me. She was wearing a short skirt with black stockings on. We were at my place as she was staying over due to missing last train. We had flirted a fair bit and def had chemistry but nothing had happened. She was super cute with a small frame but massive breasts. She was literally the real life version of an anime character, right down to the voice and ultra positive attitude. She was also super fun and we often had a great time hanging out.
Anyway, this situation arose because I was grabbing at my lower back as we were talking (I've had lower back issues since I was younger due to a sporting injury). She offered to give me a massage (totally normal in Japan) and I was never one to turn down a massage. So I turned over and laid down on my bed and she went to work. It was great stuff and we started talking about massages and who I've gotten them from and if I've ever had an oil massage etc. Like I said, lots of flirting going on.
As it progressed I was thinking that she was rubbing against me with her pelvic region as she was moving up and down. At first I thought I was just imagining it, but absolutely she was. Her skirt was too short for there to be any skirt between her crotch and my clothes so it was just her stockings between me and her. Then she moved to my legs and without a doubt she was rubbing her pussy through her stockings against my leg. This was totally unexpected.
Then she asked me if I wanted to turn over. Which I did and and she proceeded to massage my front starting with my legs, she then moved up and massaged my chest. When she did this she straddled me like she was riding me and sure enough she was moving back and forth over my crotch. Obviously there is no way I couldn't get hard. Neither of us said anything as she pushed her pussy against my boner through my pants. She kept talking the entire time and would just smile at me. It was kind of odd because it was like she was having her own little sexual adventure. I didn't want to say anything because I didn't want to break the trance of what was going on. It was pretty amazing even though we weren't naked or having sex. And then it just stopped. I'm sure she stopped herself because she was going to orgasm. We never spoke of it as soon after she started going out with a friend of mine. In hindsight I think me not making a move on her that night was the reason she started going out with him. I think she was waiting for me to do something.
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