Amazing Amy

A few years ago, while I was still in college, I also worked part time to help my parents with bills like my rent and tuition. Most of my jobs revolved around sports at the school, as I was a volunteer for the school's basketball team in which I would help handicap individuals during home games. I also worked in the intramural sports department, being a referee and supervisor for a few sports. I met a lot of cool people working as a ref, including a girl named Amy. Amy was half Italian and the rest a mix of German, English and Irish. She had slightly curly hair that was reddish brown, and a really nice body, since she played soccer, basketball and volleyball. But the best part of her was her breasts. Now Amy wasn't huge, but she was definitely well endowed, with her bra size probably a 36C. She was an average sized girl, so her chest definitely stood out and was one of the first things you noticed about her. One of the reasons I liked calling games with her, besides the fact she was super cool, was seeing her run up and down the court or field, her boobs bouncing ever which way. Like I said before, she was pretty cool and liberal, like me, and we would talk about lots of things online, including sex and relationships. She was really frank and open, not shy to my stupid questions sometimes, and she was always down to get food or hang out, which was cool. I admit, I kinda liked her but I never really tried anything early on.

Anyways, one time we were at my apartment, eating lunch. My roommate, who was a total prick by the way, was out as usual, probably at work or with his ugly girlfriend. Anyways, so we were eating, talking about sports and stuff, and then eventually talking about relationships. I asked her when her last boyfriend was, finding out she really hadn't had once for a few month, which was a lot shorter than me, since I hadn't had a real relationship in over a year. I learned a lot about her as we ate; including a nice fact that she didn't like condoms. She preferred to be on the pill, and have sex without a condom since it just felt better to her. This of course turned me on, and I began to get a little hard. She then began asking me a few questions, pertaining to sex. Sadly, even though I had been in a relationship, back in high school I was a pretty religious guy, and a bit conservative, never having sex or anything close to it. The nearest thing I ever experienced was kissing and light touching, nothing to write a book about. Amy on the other hand told me she was very experienced, loved sex, and even told me the crazy places and times she did it. Now I was in college and barely a rookie at the idea of sex, never even seeing a girl naked live, with the only boobs I've ever seen being on a computer or movie screen. I told Amy this and how I was curious about the female body, never seeing it in depth up close and personal, and wondered if that was weird. She told me it wasn't weird, and totally normal, which made me feel better and not such a freak.

Suddenly, I got an idea, grew some balls, and asked Amy if I could see her. At first she didn't know what I meant, but finally got it. She shuck her head, telling me she didn't really like me that way, and that we weren't gonna have sex. I told her, that was not what I meant, and that I just wanted to learn about the female body. She then smiled and seemed relieved, even saying that even if we were to have sex, she wasn't on the pill at the moment, so it couldn't happen anyway. So I asked her again and she looked back at me, paused for a moment, and then smiled, nodding her head yes. She then told me to lock the doors and close the blinds, which I did, since it was still daylight outside and we didn't want anyone peeping.

Amy then told me to sit on my chair, and she took of her t-shirt and jeans. I had no idea really what was gonna happen next, but I was definitely getting hard, and my erection was clearly visible under my pants. She then stood in front of me in her lingerie, looking at my boner and asking if she had done that. I of course said yes, and she pulled me closer. She then asked if I had ever seen bare breast in person, which I hadn't. She then told me, it was gonna be my lucky day, and unstrapped her bra. Out fell her perfect boobs, her pink nipples the size of quarters. I couldn't stop staring at them; they were perfect, even if they did sag a slight bit. I then asked if I could touch them, to which Amy said yes, and I began to cup both of them in my hands. I never felt breasts before in my life, even began to juggle them a little, as they were heavier than I thought, but so soft. I then felt her nipples, touching the ends, which made Amy jump a little. I said sorry, but she said it was okay. I then traced my fingers around her nipples and felt the tops of her chest. I told her they were very nice, and she thanked me.

Amy then got up and began to remove her panties. As she pulled them down, a little bit of her pubic hair, which was also reddish brown, began to peak out. She was definitely trimmed, not really having much of a bush except for the hair on top of her pussy. I then moved in closer, feeling her pubic hair and the area around pussy. I was still rock hard and felt my pants getting a little wet with pre-cum, but I could care less. I then slowly moved my hand towards the folds of her pussy, my hands slightly shaking. I was so nervous, and Amy looked at me, and told me to relax. I slowly took my fingers and spread her out pussy lips apart, revealing her pink inside, and the inner folds of her vagina. It felt so slick and moist and warm. I saw her urethra and her vagina, and asked if I could stick my finger inside it. She said it was okay, just to be careful. I stuck a finger in, her inner pussy lips folding perfectly over my finger. I went a few inches in and then pulled it out. I decided to experiment more, and stuck two fingers in, a little deeper. Her pussy could clearly spread across my two fingers, and I then pulled them out, and stuck in three, going even deeper. She then asked me how many fingers I had inside, and I told her three, to which she said, try four. I was afraid at first, but finally stuck in four fingers, stretching her vagina and going even deeper, caressing something inside which made her jump again. I apologized again, but she said it was okay, but that if felt good.

We then sat on my bed, me wondering what was going to happen next. After we just kind of exchanged a few words, I figured the whole misadventure was over, and began to get up. Amy then looked at me and asked "do you wanna, you know?" It took me a second to realize what she meant, and I jumped up and said, "Yes, yes, yes". I then took off my pants and my shirt and clothes. She watched me undress and then after I finished, she pushed me back onto my bed, my head on my pillow, and told me to just relax. She then bent over, and we began to kiss. While we kissed, I rubbed her body, including her perfect tits, while she took one of her hands and guided me inside of her. I knew I was in the second I entered; it was so tight and warm. I then lay back as she grinded up against me, up and down, her perfect breasts bouncing up and down as we both moved in rhythm. Everything seemed to be going so fast, that even though it seemed like a mere minute, we were all sweating and I could tell we had been fucking for a good 10 minutes or so. I then began to feel it swell inside me, and I whispered I was going to cum. Amy just kept on going, even picking up speed in her rhythm. My body tensed up, and I shot it deep inside her as she stopped moving and just let my penis milk itself into her. After I finished, she slowly pulled out, knowing my penis was super sensitive right then. As my head left her pussy, a load of cum oozed out of her vagina, and onto my bed. I could care less about the stain at the moment, just sitting in amazement as my cum was inside a beautiful girl. She laughed as it continued to ooze out, and cleaned it up with a tissue. Eventually we all got dressed and cleaned up and Amy would leave, even though I remember seeing that stain on my bed as a reminder of what happened.

From then on, when me and Amy would work a game together, we would always smile at each other in a little bit of a naughty way. It wouldn't be the last time Amy and I had a little adventure, but I still remember fondly that first time. Amy was so cool.