What happened when I decided to get brave and experiment...
When I was in college I went to an overnight conference as part of an organization I belonged to. Students from all over the country came and we were placed in condos for the weekend. I arrived late and found I was sharing a room with a woman from another school. We chatted as we settled in, but we didn't really seem to hit it off.
Later in the evening, after the group dinner and seminar, it was time for bed. I was tired from driving all day and I fell asleep quickly. I awoke sometime in the middle of the night to a noise. A rhythmic breathing was coming from the other side of the room. I opened my eyes to see my roommate, fully naked, lying on her back with her legs spread. I could see her hands, one pulling at her nipples and the other between her thighs. It was the hottest thing I had ever seen and I was instantly turned on.
She was really into it and she didn't seem to notice I was awake. I could hear her soaking wet pussy sloshing as she thrust her fingers in and out, and hearing that made my own juices start to run. I knew there was no way I was going to get back to sleep after this. Not without getting myself off. Casually, I reached down and slipped my shorts and panties off. Then I took off my top. I slipped my legs from under the sheets and laid out naked on the bed. Slowly I began to finger my clit.
She was still going at it hard and I was getting more and more turned on watching her struggle to be quiet. I turned and propped myself up on an elbow and said 'You know, it's far more intense if you let yourself be loud.' She froze mid-thrust and whipped around to look at me. My fingers were still on my clit and started stroking myself again. 'I'm so embarrassed!' she exclaimed. 'Don't be.' I replied. 'I think it's hot.'
I got up and walked over to her bed fully naked. I figured that if I was ever going to experiment that a random stranger I met at a college function would be the way to go. 'Perhaps, since we both want the same thing we should help each other out.' I said nervously.
'I'm not like that...' she started, but I interrupted. 'Well, neither am I. Let's just do what feels right, okay?' I slipped a few fingers into her wet pussy and began to thrust them back and forth. She soon began to moan and writhe under my touch. Suddenly, her thighs quivered and she came. I felt her muscles clamp down on my hands and she groaned. 'That was amazing.' She whispered.
She grabbed my wrists and pushed me onto my back. Then she began to work my clit in circles with her fingers. It was so intense I began to wriggle my hips in an effort to move away from her direct touch. She realized what I was doing and grinned 'Oh, it's too much for you, huh?' Then she thrust her fingers into me. It was incredible. I humped her hand as my orgasm began to build. Every once in a while she would stop and tease me until I thought I would explode if I didn't cum. My orgasm built and built until I was right on the edge. 'Please, don't stop!' I begged. She didn't. I came, squirting all over her hand. It was hardest orgasm I'd ever had and my hips bucked all on their own as I moaned.
When I finally stopped cumming she slid her hand from my pussy. 'That was the hottest thing I've ever seen and the craziest thing I've ever done.' She told me. 'Same.' I replied, still trying to catch my breath.
After that we went back to our own beds and slept for the rest of the night. In the morning it was a little awkward, but we both decided it wasn't a big deal. We got each other off again that week but never exchanged contact info in the end. I'm now dating a guy who takes care of all my needs (if you know what I mean!) but I still get off thinking about that night.