So my senior year of high school was about to be coming to an end. I knew I was going to be going to local college the next year and I needed to get a job so I could have some money. Me and my best friend ended up getting jobs at this grocery store 2 towns over from our town. We both started at the same time working as grocery baggers and eventually after like 3 weeks I moved over into the deli. While we worked bagging groceries we became very friendly with all the girls that worked up there as cashiers. These girls were our age or younger and lived in this town. Let's just say the town that these girls lived in was a rich town and all of the guys in their town were preppy and soft. Me and my buddy came from a not so nice town and these girls thought we were "bad boys" and they were attracted to that. Over this summer me and my buddies got with a bunch of these girls and I will explain my seperate encounters with each of them.
#1.Savannah was a short blond maybe 5''2 with a 10/10 ass. All the guys were trying to get with her. I was about to be a freshman in college and she was about to be a sophomore in high school. This encounter was my worst one.We met up one saturday and we drove around a little bit before I took her over to my buddies house. He had a girl there too and we were both trying to get it in. We had some privacy and started making out and I put my hand up her shirt and down her pants. You could tell something was on her mind and she seemed out of it. I eventually got her pants off and started eating her pussy and then she began to get into it. I put my cock inside her no condom and began to fuck her. She got on top of me with her big ass and rode me. I was fucking her doggystyle when I pulled out and came over her ass and back. After this she began crying because she had a boyfriend. She became annoying all night talking about her boyfriend so I drove her home. I didnt text her again.
#2. Mary was a bigger girl but not fat. You could tell that she was obsessed with me and was always trying to impress me and was always hanging around me. She had a very pretty face but was just a little chunky. She had some HUMONGOUS tits that she never had out but you could just tell they were ready to pop out. She was kinda a hippy so one night I hit her up and asked if she wanted to smoke some weed. I never told anyone I got with her because she wasnt the hottest girl and I wouldve got shit from my friends. So I picked her up and we drove around and smoked blunts and got food. I parked at this private spot and we started going at it. She was down for anything. She sucked my cock in the front seat while I got her shirt off and played with her tits. We went into the backseat and she got on her knees on the floor and tittyfucked me. It was so good I came all over her tits and even blasted her in the face by accident. We met up many times to smoke and I would finger her and she would suck me off and swallow my load but we never fucked. She was a really cool girl.
#3. Cory was extremely hot and when I first started working there I didnt think I had a chance with her. If I could give you an accurate description of her I would say she was a rich,spoiled, bitch. She wanted everything handed to her. The first time we hooked up was actually at work. We were both in the back room of the supermarket where there are pallets of groceries everywhere. She kept getting closer and closer to me so i grabbed her by the hips and we started making out. We went and hit behind this huge fort of pallets and made out intensely. I felt her up and she rubbed on my cock over my pants. We never hung out outside of work but on my lunch break we would go out into my car and she would take her shirt completely off and give me a blowjob. She had some big tits but they were kinda saggy for a skinny girl. Her ass was nothing to brag about but she was just so hot that it didnt matter. A couple of times I drove her home after work which was like another 2 towns over and one time she invited me in because her parents werent home. We had sex and it was actually very good. She was a freak and loved to talk dirty and get rough. I fucked her raw and pulled out and came on her tits. She continued to suck me off on my lunch breaks until I kinda just got sick of her.
#4. Annie was such a sweet girl. She was very shy and quiet but very beautiful. She looked a little thick but definitely not fat at all. She had nice long hair but definitely her most distinctive feature was her big lips. Her lips were so hot and I dreamed of her sucking my dick with those lips. We got to talking and I quickly realized she was not a slut. We made plans to hang out and she brought a friend for my buddy. We smoked weed all night and then went to my buddy's room and were hanging out. Me and her left to my car while my buddy and his girl fucked. Annie's friend was a huge slut. I drove her back 2 towns over and we pulled over into the train station and it was like 1 am and we were smoking a blunt and talking. We started making out and it was really innocent at first. We would tell we both really liked eachother. I went up her shirt and felt up her nice tits. You could tell she was nervous and had not done too much with boys. She started rubbing my cock over my pants so I moved down and started fingering her. She was moaning so loud and I made her cum like this. We kept making out and then I drove her home. When I dropped her off we had a goodnight kiss and we told eachother we liked eachother. The next night we did the same thing I fingered her but this time she pulled my dick out and gave me a handjob. The next weekend my buddy let me be alone with her and she gave my cock a good sucking and I even fucked her. It was not like the other girls though it was more like making love. I had a condom on and finished inside her. We had sex a couple more times and almost started dating but it just did not work out. She was an awesome girl.
#5.Jackie was the grand finale. While I was working in the Deli I was working with this kid name Dan who had a girlfriend names Jackie. Now this kid Dan was cool but he was so dumb. He would always show me naked pictures of his girl and tell me crazy stories about her. Jackie was a 12/10. She was puerto rican, beautiful face, nice big lips, about 5''1, big beautiful tits, and the most amazing thick ass and legs. She was very tan and had long brownish blonde hair. Me and Dan we were really close and I had chilled with him outside of work while his girl was there. One day he came up to me and told me his girl wanted to fuck me and he wanted to watch. I though he was joking but he was serious. I wasnt really down for it so I said no. We ended up coming to an agreement of videotaping me fucking her and he could watch it. I came over to his house and she was there. He waited outside while we went inside. The only thing he said was that I had to wear a condom and could not cum on her. Me and her went at it. We put her phone up on her dresser pointed at us and pressed record. She did everything amazing. We had sex in like 3 different positions and then I finished. It was not the experience I had imagined. A couple days later I get a text from a number I didnt have. It was Jackie and she said she and her boyfriend wanted to record us fucking again. This time she said to come to her house. I showed up and she met me at the door. Her boyfriend was not there. She told me he was not good at sex and that my dick was bigger than his. We went up to her room and got into it. This girl was completely different she was going at me like a pornstar. I pulled out a condom and she said she didnt want it. We fucked like crazy. I dont know how I lasted so long she could ride dick like no other. I made her cum and she was on her stomach and I was on top fucking her so hard and she was begging for me to cum inside her. She was saying things like aye papi and cum in me daddy and I couldnt take it. I filled her up with cum and stayed inside her for like 5 minutes after. We met up and fucked so many time and I always hit it raw and if I didnt cum on her face or ass or tits I would fill her up. She is the hottest girl I have ever fucked in my life. She has a kid not with some other guy and I probably wont fuck her again.