This story came out playing truth or dare. My wife was asked to describe if she had ever been shared. Her answer so turned me on, that I attempted to recreate it as closely as possible. Though it is my writing, it is written faithfully to her words, as her story.
Such a blurry line about what is a first time... My boyfriend in college was in band with me. We would make out in the back of the bus when going to concerts or football games. When we were on the bus, it had one big bench seat across the back because the emergency exits were a couple of rows forward. I would sit between my boyfriend and his best friend, and sometimes the friend would stroke my body over my clothes while I made out with my boyfriend, and he and I would pretend not to notice. I ran into that boyfriend years later at a party when we were both really drunk. He confessed that he and his friend would jerk off together after those bus rides, imagining one was in my mouth and one was in my pussy.
My senior year of college, my (different) boyfriend and I still lived in dorms. I often spent the night at his dorm. We always tried to wait for his room mate to go to sleep before we fucked, but we were never completely sure. After several months, we dropped our vigilance, and a few months later, his room mate dropped his pretense of sleeping. We could hear him jerking off in his bed, and he always came when I came. The roommate was cute, but pretty afraid of girls. Once I came over late and drunk, and my boyfriend was still at a party. I sucked his roommate off. I might have let him fuck me, but he came after about 30 seconds, and even though I knew he would get hard again, it wasn't worth the effort for something that would not satisfy me anyway.
My boyfriend in college loved risky sex. His favorite was to go to the kind of action movies that typically only guys want to go to. He would find a row with a group of guys. We would cross in front of them, and I would make sure my bare legs touched each of them as I passed. I would sit right next to them and my boyfriend would sit on the other side. I would be pantiless under my skirt, and my boyfriend would finger fuck me during the movie. At that time in my life, I could cum even from rubbing together in jeans, so my boyfriend could easily bring me off with his fingers. Sometimes when I felt really bold, I would suck him off. A couple of the times, the guy I sat next to would touch me while I sucked my boyfriend off, and one even made me cum!
Towards the very end of college, my boyfriend and I went to a party that kind of became a group make out. Neither of us fucked anyone else, but there was lots of touching. The whole night was a weird scene. The lights were on, and all the touching was going on under clothes or through zippers. My boyfriend came in me with his dick out an open zipper, and his button still fastened. I was in a skirt and sweater, and I was wearing white cotton panties. After a couple hours all the couples had cleared out, and it was me, my boyfriend, and four other guys. When the last girl left, I felt awkward and was ready to leave also. For one reason or another, most of the remaining guys were ones I had made out with that evening.
My boyfriend got a little more assertive at the end of the evening. and sat down right in the middle of a big faux leather sectional. He pulled me down so I was straddling his lap facing him. He pushed my skirt up and was kneading my ass. I came easily rubbing against him, kind of biting into his shoulder and blocking out the fact that we had an audience. I could not block out the audience once I felt hands on my breasts. Someone was pressed up against my back and was vigorously cupping my breasts while pinching my nipples. Thankfully, my boyfriend had his pants down by this point, and he was inside of me. I could grind against his pubic bone as hard as I wanted. I came over and over in the space of a couple minutes.
My boyfriend surprised me by pulling my sweater and camisole over my head, and the massaging of my breasts got even more intense. I felt a bulge between my shoulder blades as the guy behind me pressed against my now bare back. My boyfriend kept whispering things I did not want to hear in my ear, and as much as I didn't want to, I kept cumming to the naughtiest things he said. Then he grabbed me by the hips and spun me around. He pulled me back down on his cock, but now with my back against his chest and my face towards the guys watching us. My cheeks flushed so hard, but I met eyes with the guys, determined I would not let them think I was ashamed. Between the post orgasm buzz, and the sight of my "audience," I thought I might pass out.
