Realizing that sometimes who you really want has been under your nose the whole time
Jackson had pestered me for years. He moved to my school in the fifth grade, and immediately asked me to marry him. Of course, I couldn’t stand him-I thought he was a chubby, annoying loser. After all, I was a mature woman of 10 and I had my standards! Over the course of the next few years, he asked me out time and time again, although as young as we were we couldn’t actually go “out” anywhere, it was just a phrase kids used for their boyfriend or girlfriend. During junior high, I experimented with my best friend and learned all about sex. By the time we were in high school, I was quite the looker. Long blonde hair, firm 36D tits, a gorgeous ass, and bright blue eyes were just a few of my assets. Jackson had stayed pretty well the same since fifth grade. But, this all changed between our sophomore and junior year.
As it turns out, Jackson’s stepdad had a sawmill and worked hauling logs. Over that summer, he had put Jackson to work for him and it really made a difference. When he came back to school at the beginning of eleventh grade, well, he was hot. Thick black hair, broad shoulders, tan, and tall. He wasn’t from the richest family, but then again, neither was I. It was only natural that I would be immediately attracted to this formerly chubby hunk. But sometime during the end of the last year, he had stopped asking me out. I still don’t know if he was just tired of getting rejected or was just biding his time until he could make his move. But I knew I wanted him. When I was around him, my pussy would throb and leak and my nipples would tighten. I spent more than one evening fantasizing about him while I fingered myself to an unsatisfying climax, or my mind would wander in his direction while I was with my "girlfriend". I wanted the real thing.
Later in the fall, I finally worked up my courage and called his house. When he answered the phone with his deep, gravelly voice, I couldn’t speak for a moment. He repeated his hello, and I blurted out “I need you..well, I want you actually”. For a moment I wasn’t sure if he knew who it was (especially since it was before the days of caller ID), but he simply asked what time did I want him to come get me. I told him 7 would be fine and hung up.
I wasn’t allowed to date much, although I had found ways around it. I snuck around as much as I could without getting caught. I worked at McDonalds and sometimes I had to work the closing shift so I got home pretty late. There were a few times that I got home even later because I was out with friends when I wasn't supposed to be. But my parents kept a pretty tight leash on me so I had to be extra careful. But, I was lucky-they actually liked Jackson and had no problem when I told them that I had a date with him. So 7 o’clock rolled around and I was wet with anticipation. When I heard his truck coming down the road, I almost came right then.
He pulled in the drive, and I ran out to meet him and we were off. We didn’t talk much except to decide where to go. We finally decided on an obscure place where people sometimes went to make out but was somewhat out of use recently because we figured that it was the least likely for us to get caught. As we drove down the one lane road, I was almost breathless. He found a spot in the trees to pull in, and he pulled past it and backed in so that the windshield was facing the road. We sat in silence for a few moments before he turned to me. He asked what changed my mind. I told him that things had changed and that I just wanted him and that he shouldn’t question my motives because he was getting a chance at my hot pussy. He grinned and I melted.
He moved toward me, and began kissing me all over. My lips, my neck, my ears, and trailing down to my breasts. He was just 16 but he somehow knew exactly what to do, and where to put his hot mouth on me. We lifted my shirt at the same time and he reached behind me and fumbled with the clasp to my bra. As my upturned breasts sprang free, I heard his sharp intake of breath seconds before his steamy mouth closed over my nipple. I arched my back towards him and my hips moved of their own violation. He quickly divested me of the rest of my clothes and his as well.
Throwing my legs apart, he practically dove his face between them and what he lacked in technique he made up for in enthusiasm. This was actually my first experience at having my pussy eaten by a guy-I had years of practice with one of my best girlfriends. It didn’t take him long to have me panting and writhing under his mouth. He raised up and slid his pelvis up into position and I reached down and grabbed a HUGE handful of cock. It had to have been at least 8 inches and so thick that I couldn’t close my fingers around it. I gasped in excitement because I had not seen one that big in real life before. I needed it in my hot cunt so bad that I was almost vibrating. He grabbed a condom and quickly put it on. I guided him towards my dripping hole and shoved my hips up at the same time and his rock hard rod slid in a few inches. I was so tight that even as wet as I was, he was having trouble fitting. He rocked his hips back and forth and slowly pushed further and further until he was sank to the hilt. I had never felt so full of cock.
He started pumping in and out of my pussy, slowly at first, then worked up to a steady rhythm pounding me. I writhed around under him, milking his cock with my strong cunt muscles. He groaned and increased his force, slamming into me and shoving me backwards. It felt like a hot steel rod was searing all the way to my core and my juices were flowing so freely that I could feel them running down the crack of my ass and pooling in the seat under me. I knew that I was going to cum, and soon. Within minutes I could take no more and I felt the spasms begin. My legs contracted, my pussy clenched, and my eyes rolled back in my head. My hands were grasping for something to hold on to, so I dug my nails into his back. He must have been extremely close to cumming as well, because when my nails dug into his skin, it sent him over the edge and he arched his back up and slammed into me a final time. I could feel his cock throbbing as he shot his load and for a brief second I wished that he had not thought to bring any protection so I could feel his seed shooting into me. We finished together and lay there, his softening cock still in my cunt. Breathless, he looked down and me and gave me a slow smile. I smiled back and no words were necessary.
Needless to say there were many more meetings like this.